Title of Invention

LAMINATED GLASS AND INTERLAYER FILM FOR LAMINATED GLASSES

Abstract Laminated glass and an intermediate film for laminated glass that have excellent ability of reducing impact applied from the outside and having, particularly when used as glass for motor vehicles, escellent impact reducing ability when a head portion collides with the glass in a vehicle-to-person accident. In the laminated glass, at least an intermediate film for terminated glass and glass plates are layered on each other and integrated. and a Head Injury Criteria (HIC) value measured in accordance with the provision by European Enhanced Vehicle-safety Committee; EEVC/WG17 is equal to or less than 1000.
Full Text 1
DESCRIPTION
LAMINATED GLASS AND INTERLAYER FILM FOR LAMINATED GLASSES
5
TECHNICAL FIELD
[0001]
The present invention relates to a laminated glass
and an interlayer film for laminated glasses, which have
10 the high performance for mitigating the impact given
externally and, particularly in the case of using it as
glass for vehicles, have the high performance for
mitigating the impact when head comes into collision with
the glass due to the occurrence of a personal accident,
15
BACKGROUND ART
[0002]
In recent years, there have been studied and
developed systems for evaluating automobile's performance
20 to protect pedestrians when the vehicle comes into
collision with a pedestrian in advanced countries. Head
portion is largest in number among body parts on which
pedestrians are vitally injured in collision with an
automobile. Therefore, also on a method of a head impact
25 test for evaluating the protections of head from impact,
international standards [ISO/SC 10/WG 2) and EU standards
(EEVC/WG 10, ECE-Regulation No. 43 Annex 3) are defined.
For example, European Enhanced Vehicle-safety
30 Committee; EEVC/WG 17 has proposed a test for the
protections, of head as a part of a test for the protections
of pedestrian and has proposed a condition that a Head
Injury Criteria (HIC) value, which is determined by a
method according to this test for the protections of head,
35 does not exceed 1,000 as a performance standard an

2
automobile's safety. Further, an HIC value of 1,000 is a
threshold of being seriously injured, and it is said that
when the HIC value is higher than 1,000, a probability of
survival of a normal human being becomes lower.
5 [0O04]
Front noses of recent automobiles have tendencies to
be shortened and in the recent accidents, a location of
vehicles with which the head of an adult pedestrian comes
into collision is often a windshield other than a hood.
10 But, since the test for the protections of head of
EEVc/WG 17 limits the scope of test to on the hood of the
passenger cars by its definition, in the ongoing
Internetional Harmonized Research Activities (IHRA), it is
considered to include the windshield in the scope of the
15 test for the protections, of adult head.
[0005]
Currently, as the glass for vehicles such as
automobiles, aircrafts, buildings and the like, laminated
glasses are widely employed because less fragments of
20 broken glass shatter even though the laminated glass is
impacted externally and broken and therefore the laminated
glass is safe. As such a laminated glass, there is given a
laminated glass obtained by interposing an interlayer film
for laminated glasses, which comprises polyvinyl acetal
25 resin such as polyvinyl butyral resin plasticiaed with a
plasticizer, between at least a pair of glass sheets and
unifying them and the like.
[0006]
However, many of conventional laminated glasses have
30 the HIC value of higher than 1,000. Especially in
windshields of automobiles, the HIC value, is particularly
high in the vicinity of a periphery of the windshield
secured to the window's frame and some laminated glasses
have an HIC value of higher than 2,000. Such the vicinity
35 of the periphery of the windshield is a location with which

3
the head of an adult pedestrian comes into collision at a
high probability in the occurrence of an accident, and a
laminated glass having a lower HIC value has been required
in order to avoid damages to head in the collision of
5 pedestrian with vehicles.
DISCLOSURE OF THE INVENTION
PROBLEMS WHICH THE INVENTION IS TO SOLVE
[0007]
10 In view of the above-mentioned state of the art, it
is an object of the present invention to provide a
laminated glass and an interlayer film for laminated
glasses, which, have the high performance for mitigating the
impact given externally and, particularly in the case of
15 using it as glass for vehicles, have the high performance
for mitigating the impact when head comes into collision
with the glass due to the occurrence of a personal accident.
MEANS FOR SOLVING THE OBJECT
20 [0008]
The present invention is directed to a laminated
glass, wherein at least an interlayer film for laminated
glasses and a glass sheet are laminated and unified, Head
Injury Criteria (HIC) values, measured according to
25 regulations of European Enhanced Vehicle-safety Committee;
EEVC/WG 17 (hereinafter, also referred to as an HIC value
(EEVC)), being 1,000 or lower.
[0009]
30 The present invention is directed to a laminated
glass, wherein at least an interlayer film for laminated
glasses and a glass sheet are laminated and unified, Head
Injury Criteria (HIC) values, measured according to
regulations of Economic Commission for Europe; ECE-
35 Regulation No. 43 Annex 3 except, for dropping an impactor

4
head from a height of 4 m above the surface of the
laminated glass (hereinafter, also referred to as HIC value
(ECE)), being 300 or lower.
Incidentally, when the Head Injury Criteria (HIC)
5 value is described as only an HIC value in this, description,
it represents any of an HIC value (EEVC) and an HIC value
Hereinafter, the present invention will be described
in detail.
10 [0010]
The laminated glass of the present invention has an
HIC value (EEVC), measured according to the regulations of
EEVC/WG 17, of 1,000 or lower. If the HIC value is higher
than l,000, in the case of using the laminated glass of the
15 present invention as glass for vehicles, it is impossible
to avoid damages to head in the collision of pedestrian
with vehicles and this causes a probability of survival to
decrease. The HIC value is preferably 600 or lower and
more preferably 300 or lower.
20 In the laminated glass of the present invention, the
HIC value (EEVC) is measured by colliding an impactor head
at a speed of 11.1 m/s to a central portion of a laminated
glass when the laminated glass having a size of 600 mm x
60.0 mm is secured to a frame having an opening of 500 mm x
25 500 mm.
[0011]
Fig. 1 is an exploded perspective view showing
schematically a sample of an HIC value measuring apparatus
used in measuring HIC values (EEVC) of the laminated glass
30 of the present invention.
As shown in Fig. 1, the HIC value measuring apparatus
10 is mainly composed of a supporting portion 11 in the
form of box, provided with a flange portion 12 on which a
peripheral portion of a laminated glass is rested at the
35 top end, a securing portion 13 having the approximately

5
same shape as the flange portion 12 and an impactor head 14
having a configuration imitating a human head.
The flange portion 12 of the supporting portion 11
and the securing portion 13 are provided with a plurality
5 of through holes (not shown) at the corresponding positions,
respectively, and after the laminated glass of which the
RIC value is measured is rested on the flange portion 12 and
the securing portion 13 is placed on the laminated glass at
specified positions, fastening members such as a screw are
10 screwed into the through holes, and thereby the laminated
glass can be held and secured at its peripheral portion.
That is, in the HIC value measuring apparatus shown
in Fig. I, an inner radius of the flange portion 12 and the
securing portion 13 has a size of 500 mm x 500 mm.
15 [0012]
In the impactor head 14, a hemispherical resin head
skin is attached to a metal core and an acceleration sensor
to measure an acceleration in a triaxial direction is
provided at the center within the above core.
20 Such an impactor head 14 is located above the
laminated glass held and secured as described above, and
the above-mentioned acceleration sensor senses an impact at
the moment when colliding the impacted head to the surface
of the laminated glass under the conditions described above
25 to measure an HIC value of the laminated glass.
[0013]
The HIC value (EECV) can be determined by the
following equation (1) according to the regulations of
EEVC/WG 17 after arranging the apparatus at specified
30 position as described above.
35

6

In the equation (1), a, represents a synthesized
acceleration (G) of the impactor head, a1 represents an
10 acceleration (G) in the direction of travel of the impactor
head, aE represents an forward and backward acceleration
(G) of the impact or head, a5 represents a lateral
acceleration (G) of the impactor head, and t2 - t1
represents a time span (maximum 0.015 seconds) at which the
15 the value is maximised.
[0015]
In the laminated glass of the present invention, the
HIC value (ECE), measured by dropping an impactor head from
a height of 4 m above the surface of the laminated glass
20 according to regulations of ECE-Regulation No, 43 Annex 3,
is 300 or lower. By reducing the HIC value (ECE) below 300,
it becomes possible to reduce HIC value also in a periphery
of the windshield secured, to the window's frame and it is
possible, to avoid the damages to head in the collision of
25 pedestrian with vehicles and a probability of survival
becomes higher. The HIC value is preferably 250 or lower.
In the laminated glass of the present invention, the
HIC value (ECE) is measured by colliding an impactor head
at dropping height of 4 m to a central portion of a
30 laminated glass when the laminated glass having a size of
1,100 mm x 500 mm is secured to a frame having an opening
of 1,070 mm x 470 mm. In this time/ a collision speed of
the impactor head is 8.9 m/S.
[0016]
35 Fig. 2 is a view showing schematically a sample of an

7
HIC value measuring, apparatus used in measuring HIC values
(ECE) of the laminated glass of the present invention.
As shown in Fig. 2, the HIC value measuring apparatus
is composed of a laminated glass stage 21 having a
5 structure similar to that in HIC values (EECV) described
above, an impactor head 22 having a configuration imitating
a human head and a guide system 23 to drop the impactor
head vertically.
[0017]
10 The constitution of the impactor head is described in
detail in regulations of ECE-Regulation No. 43 Annex 3, and
for example, metal plates are attached to a top and a
bottom of a wood constituent body, respectively, and a
hemisphere made from polyamide resin, is attached as shown
15 in Figure to assemble a pear-like head. An acceleration
sensor to measure an acceleration in a triaxial direction
is equipped on a base plate and a rubber head skin is
attached to the hemisphere, made from polyamide resin which
is located at the bottom. A weight of the impactor head is
20 10 kg.
[0018]
The guide system 23 includes a mechanism to
carry/detach an impactor head 22 and it is dropped with the
mechanism carrying the impactor head 22 from a specified
25 height (4 m in the present invention) . A state of a fall
in doing so is observed with an optical sensor 24 and the
impactor head 22 is detached from the guide system 23 at
the moment when the impactor head 22 passes by a position
of the optical sensor. The impactor head detached from the
30 guide system 23 falls freely and comes into collision with
a central portion of a laminated glass secured to the
support 21 of a laminated glass. An impact in this time is
sensed by the above-mentioned acceleration sensor to
measure an HIC value (ECE) of the laminated glass.
35 The HIC value (ECE) can be determined by the above-

8
mentioned equation (1) as with the HIC value (EECV).
[0019]
Both the HIC value (EECV) and the HIC value (ECE) are
standards defined by European official agencies. The HIC
5 value (EECV) and the HIC value (ECE) are different from
each other in a measuring method and criteria, and it is
difficult to make a direct comparison between them.
However, generally, it can be said that the HIC value (ECE)
is 300 or lower is more tough than that the HIC value
10 (EEVC) is 1,000 or lower as a standard. Accordingly, there
may be cases where even though a laminated glass can
achieve the HIC value (EEVC) of 1,000 or lower, it cannot
achieve the HIC value (ECE) of 300 or lower. Though the
laminated glass, of the present invention includes both a
15 substance of the HIC value (EEVC) of 1,000 or lower and a
substance of the HIC value (ECE) of 300 or lower, it is
preferred that the HIC value (ECE) is 300 or lower.
[0020]
A laminated glass which can achieve such a low HIC
20 value is not particularly limited and includes (1) a
laminated glass to absorb an impact with a interlayer film
for laminated glasses, (3) a laminated glass to absorb an
impact by reducing a thickness of a glass portion to
readily deform or shatter in collision, and (3) a laminated
25 glass in which by replacing glass on one side (inner side
in using the laminated glass as glass for vehicles) of a
laminated glass with a resin plate, impact-absorbency of
the overall laminated glass is enhanced.
Hereinafter, respective cases will be described in.
30 detail.
[0021]
First, 11) the case of absorbing an impact with the
interlayer film for laminated glasses will be described.
An inter layer film for laminated glasses used in this
35 case is not particularly limited but an interlayer film for

9
laminated glasses, in which a plasticizer for interlayer
films is contained in an amount 30 parts by weight or more
per 100 parts by weight of polyvinyl acetyl resin, is
suitably used. It is possible to reduce the HIC value of
5 the laminated glass by using the interlayer film for
laminated glasses, in which such a large amount of
plasticizer for inter layer films is blended. An amount of
the plasticizer for interlayer films to be blended is more
preferably 40 parts by weight, or more, furthermore
10 preferably 45 parts by weight or more, and particularly
preferably 60 parts by weight or more. When the above-
mentioned interlayer film for laminated glasses has a
multilayer structure of two-layers or more, the HIC value
of the laminated glass can be reduced by having a resin
15 layer of the above-mentioned constitution in at least one
layer.
[0022]
The above-mentioned polyvinyl acetal resin is not
particularly limited but polyvinyl acetal resin having an
20 acetalization degree of 60 to 85 mol% is suitable. The
acetalization degree is more preferably 65 to 80 mol%.
Incidentally,in this description, the "acetalization
degree" refers to an acetalization degree derived by a
method of counting two acetalized hydroxyl groups since an
25 acetal group of polyvinyl acetal resin is formed by
acetalizing two hydroxyl groups of poly alcohol resin to be
a raw material.
[0023]
As the above-mentioned polyvinyl acetal resin,
30 polyvinyl acetal resin, in which a half band width of a
peak of a hydroxyl group, obtained in measuring infrared
absorption spectra, is 250 cm-1 or less, is suitable. The
half band width is more preferably 200 cm-1 or less.
Here, as a method of measuring the infrared
35 absorption spectrum of the above-mentioned interlayer film

10
for laminated glasses, there is given a method of using,
for example, "FT-IR" manufactured by HORIBA, Ltd. to
measure the infrared absorption spectrum and the half band
width can be determined from a peak, corresponding to a
5 hydroxyl group, of the obtained peaks.
[0024]
As a method of producing the above-mentioned
polyvinyl acetal resin, there are given, for example, a
method of dissolving polyvinyl alcohol in hot water, adding
10 an acid catalyst and aldehyde to the obtained aqueous
solution of polyvinyl alcohol while keeping the aqueous
solution at 0 to 90ºC, preferably 10 to 20°c, allowing an
acetalination reaction to proceed while stirring, raising a
reaction temperature to 70°C to age the reactant and
15 complete the reaction, and then conducting neutralization,
water washing and drying to obtain powder of polyvinyl
acetal resin.
[0025]
The above-mentioned aldehyde is not limited and
20 includes, for axample, aliphatic aldehydes, aromatic
aldehydes and alicyclic aldehydes such as propionaldehyde,
n-butylaldehyde, iso-butylaldehyde, valeraldehyde, n-hexyl
aldehyde, 2-ethylbutyl aldehyde, n-heptyl aldehyde, n-
octylaldehyde, n-nonyl aldehyde, n-decyl aldehyde,
25 benzaldehyde, cinnamaldehyde. The abave-mentioned aldehyde
is preferably n-butylaldehyde, n-hexyl aldehyde, 2-
ethylbutyl aldehyde and n-octyl aldehyde, having 4 to 3
carbon atoms. N-butylaldehyde having 4 carbon atoms is
more preferred since weathering resistance is excellent
30 through use of polyvinyl acetal resin, to be obtained and in
addition the production of resin becomes easy. These
aldehydes may be used alone or in combination of two or
more species.
[0026]
35 The above-mentioned polyvinyl acetal resin may be

11
cross linked one. By using crosslinked polyvinyl acetal
resin, the breed-out of a plasticizer for interlayer films
can be inhibited.
As a method of crosslinking the above-mentioned.
5 polyvinyl acetal resin, there are given, for example, a
method of partially crosslinking between molecules with a
diacetal bond using dialdehyde such as glutaraldehyde in
acetalizing polyvinyl alcohol by aldehyde such as butyl
aldehyde; a method in which in an acetalization reaction of
10 polyvinyl alcohol, after reaching at least 90% of intended
acetalization degree, an acid catalyst is added to this
reactant and the mixture is reacted at 60 to 95ºC, and
thereby, crosslinking is formed between molecules of
polyvinyl acetal with a monobutyral bond; a method of
15 adding a crosslinking agent which is reactive with a
hydroxyl group temaining in an obtained polyvinyl acetal
resin to cross-link the hydroxyl group; and a method of
cross-linking a hydxoxyl group remaining in polyvinyl
acetal resin by diisocyanate and polyhydric epoxy.
20 [0027]
As the above-mentioned crosslinking agent which
reacts with a hydroxyl group, there are given, for example,
dialdehydes such as glyoxal, dialdehydes containing a
sulfur atom in a molecular chain, glyoxal-ethylene glycol
25 reactant, polyvinyl alcohol modified with aldehyde at both
ends, dialdehyde starch, polyacrolein; methylols such as N-
methylolurea, N-methylolmelamine, trimethylolmelamine,
hexamethylolmelamine; epoxys such as -hydroxyethylsulfonic
acid, epichlorohydrin, polyethyleneglycol diglycidyl ether,
30 diglycidyl etherified bisphenol A type epoxy resin,
polypropylene glycol diglycidyl ether, neopentyl glycol
diglycidyl ether, diglycidyl etherified glycerin,
polyethylene glycol having three or more glycidyl ether
groups in a molecular chain, polyglycidyl ether
35 modification product of trimethylolpropane, polyglycidyl

12
ether modification product of sorbitol, polyglycidyl ether
modification product of sorbitan, polyglycidyl ether
modification, product of polyglycerol; polyhydric carboxylic
acids such as dicarboxylic acid, Michael adduct of
5 triethylene glycol and methyl acrylate, polyacrylic acid,
mixture of methyl vinyl ether-maleic acid copolymer and
isobutylene-maleic anhydride copolymer; aromatic
diisocyanates such as trilene diisocyanate, phenylene
diisocyanate, 4,4'-diphenylmethane diisocyanate, 1,5-
10 naphthylene diisocyanate; aliphatic diisocyanates such as
hexamethylene diisocyanate, xylylene diisocyanate, ridine
diisocyanate, 4,4'-dicyclohexylmethane diisocyanate,
isophorone diisocyanate; and polyisocyanate blocked with
polyphenol, acetyl acetone, diethyl malonate, lactam, oxime,
15 amide or tertiary alcohol etc.
[0028]
When the above-mentioned interlayer film for
laminated glasses comprises crosslinked polyvinyl acetal
resin, the above-mentioned interlayer film for laminated
20 glasses preferably has a thickness of 800 m or more. When
the thickness is less than 800 m, low HIC value may not be
adequately attained.
[0029]
The above-mentioned plasticizer for interlayer films
25 is not particularly limited as long as it is one generally
used in polyvinyl acetal resin and publicly known
plasticizers which are generally used as a plasticizer for
interlayer films can be used. As such a plasticizer for
interlayer films, there are given,for example, organic
30 ester type plasticizers such as monobasic acid ester,
polybasic acid ester; and phosphoric acid type plasticizers
such as organic phosphoric acid type, organic phosphorous
acid type. These plasticiaers may be used alone or may be
used in combination of two or more species and are
35 selectively used depending on the species of the polyvinyl

13
acetal resin in consideration of the compatibility with
resins .
[0030]
The above-mentioned monobasic scid ester type
5 plasticizer is not particularly limited and includes, for
example, glycol type esters obtained by a reaction between
glycol such as triethylene glycol, tetraethylene glycol or
tripropylene glycol and organic acid such as butyric acid,
isobutyric acid, capric acid, 2-ethylbutyric acid, heptylic.
10 acid, n-oxtylic acid, 2-ethylhexyl acid, pelargonic acid
(n-nonylic acid) or decylic acid. Among others, there are
suitably used monobasic organic acid, esters of triethylene
glycol such as triethylene glycol-dicapric acid ester,
triethylene glycol-di-2-ethylbutyric acid ester,
15 triethylene glycol-di-n-octylic acid ester, triethylene
glycol-di-2-ethylhexyl acid ester.
[0031]
The above—mentioned polybasic acid ester type
plasticizer is not particularly limited and includes, for
20 sample, ester of polybasic organic acid such, as adipic
acid, sebacic acid or azelaic acid and straight-chain or
branched alcohol having 4 to 8 carbon atoms. Among others,
dibutyl sebacare, dioctyl azelate, dibutyl carbitol adipate
are suitably used.
25 [0032]
The above-mentioned organic ester type plasticiaer is
not particularly limited but for example, triethylene
glycol di-2-ethylbutyrate, triethylene glycol di-2-
ethylhexoate, triethylene glycol dicaprate, triethylene
30 glycol di-n-2-octoate, triethylene glycol di-n-heptoate,
tetraethylone glycol di-n-heptoate, dibutyl sebacare,
dioctyl azelate and dibutyl carbitol adipate are suitably
used.
[0033]
35 As the above-mentioned plasticizer, in addition to

14
these, there also can be used, for example, ethylene glycol
di-2-ethylbutyrate, 1,3-propylene glycol di-2-ethylbutyrate,
1, 4-propylene glycol di-2-ethylbutyrate, 1, 4-butylene
glycol di-2-ethylbutyrate, 1,2-butylene glycol di-2-
5 ethylenebutyrate, diethylene glycol di-2-ethylbutyrate,
diethylene glycol di-2-ethylhexoate, dipropylene glycol di-
2-ethylbutyrate, triethylene glycol di-2-ethylpentoate,
tetraethylene glycol di-2-ethylbutyrate and, diethylene
glycol dicapriate.
10 [0034]
The above-mentioned phosphoric acid type plasticizer
is not particularly limited but for example, tributoxyethyl
phosphate, isodecylphenyl phospnate and triisopropyl
phosphite are suitable.
15 (0035]
Among these plasticizer for interlayer films, there
are particularly suitably used diester type compounds
comprising dicarboxylic acid and monohydric alcohol or
comprising monocarboxylic acid and dihydric alcohol.
20 [0036]
And, as the above-mentioned interlayer film for
laminated glasses, a interlayer in which rubber particles
are dispersed is suitable. When such rubber particles are
dispersed, it is possible to absorb an impact as force is
25 applied to the interlayer film for laminated glasses-
The above-mentioned rubber particle is not
particularly limited, but for example a crosslinked resin.
of polyvinyl acetal is suitable front the fact that it has a
refractive index close to that of surrounding resin and it
30 hardly causes deterioration of the visible transmittance of
an interlayer film for laminated glasses to be obtained
from, the crosslinked resin of polyvinyl acetal. A particle
size of the above-mentioned rubber particle is not
particularly limited but it is preferably 1.0 m or smaller,
35 and an amount of the above-mentioned rubber particles to be

15
blended is not particularly limited but a preferable lower
limit is 0.01 parts by weight and a preferable upper limit
is 10 parts by weight with respect to 100 parts by weight
of resin such as polyvinyl acetal resin.
5 [0037]
As the above-mentioned interlayer film for laminated
glasses, there are suitably used an interlayer film in
which a storage elasticity modulus G' in a linear dynamic
viscoelasticity test, which is measured with frequencies
10 varied by a shear method at 20ºC in a range of frequencies
of 5.0 x 101 to 1.0 x 102 Hz, is 3 x 107 Pa or lower; an
interlaces film in which tan  of at least one point is 0.6:
or more at 2O°C in a range of frequencies of 5.0 x 101 to
1.0 x 102 Hz; and an interlayer film in which maximum
15 stress , which 15 derived, from a stress-deformation curve
at 20°C and a tensile speed of 500%/min, is 20 MPa or
smaller and fracture point deformation  derived similarly
of 200ºC or more.
[0038]
20 The above-mentioned storage elasticity modulus G' is
a value representing- softness of the interlayer film for
laminated glasses. By using an adequately soft interlayer
film for laminated glasses, a laminated glass to be.
obtained, becomes low in the HIC value. When the storage
25 elasticity modulus G' exceeds 3.0 x lo7 Fa, the HIC value
(EEVC) of the laminated glass to be obtained may exceed
1,000 or the HIC value (ECE) may exceed 500. The storage
elasticity modulus G' is more preferably 1.0 x 107 Pa or
lower and furthermore preferably 5.0 x 106 Pa or lower.
30 [0039]
And, in the above-mentioned interlayer film for
laminated glasses, it is preferred that a storage
elasticity moodulus E' in a viscoelasticity test, which is
measured with frequencies varied by a tensile method at
35 20°c in a range of frequencies of 5.0 x 101 to 1.0 x 102 Hz,

16
is 1.0 x 109 Pa or lower. The above-mentioned storage
elasticity modulus E' is also a value representing softness
of the inter1ayer film for laminated glasses. By using an
adequately soft interiayer film for Laminated glasses, a
5 laminated glass to be obtained becomes low in the HIC value.
When the storage elasticity modulus E' exceeds 1.0 x 1O9 Pa,
the HIC value (EEVC) of the laminated glass to be obtained
may exceed 1,000 or the HIC value (ECE) may exceed 300.
The storage elasticity modulus E' is more-preferably 0.5 x
10 105 Pa or lower and furthermore preferably 5.0 x 105 pa or
lower.
[0040]
The above-mentioned tan  is a ratio between a
storage elasticity modulus G' measured with frequencies
15 varied by a shear method and a loss- modulus G" (G"/G')
and a value- showing dynamic viscoelasticity of the
interlayer film for laminated glasses, and by extension the
absorbency of impact energy. By using an interlayer film
for laminated glasses having an adequately high absorbency
20 of impact energy, a laminated glass to be obtained becomes
low in the HIC value. When the tan  is less than 0.6, the
HIC value (EEVC) of the laminated glass to be obtained may
exceed 1,000 or the HIC value (ECE) may exceed 300. The
tan  is more preferably 0.7 or more.
25 [0041]
Further, a measuring frequency of the above-mentioned
storage elasticity modulus G', storage elasticity modulus
E' and tan  is within a range of 5.0 x 101 to 1.0 x 102 Hz,
and this represents deformation of 10 to 20 msec and
30 measuring result of a region including a maximum time span,
15 msec, of the HIC value measurement. In the measurement
of the HIC value, deformation in a short time span of
shorter than 10 msec may become predominant to measurement,
but it is possible to analogize easily from measurments in
35 5.0 x 101- to 1.0 x 102 Hz up to the order of 1.0 x 102 to

17
3.0 x 102 HZ (represent 3.3 to 10 msec) . Therefore, since
measurements of the storage elasticity modulus G', storage-
elasticity modulus E' and tan  in a range of a frequency
of 5.0 x 101 to 1.0 x 102 Hz satisfy the above-mentioned
5 conditions, it is thought that the HIC value can be
adequately reduced.
[0042]
When the above-mentioned maximum stress  and
fracture point deformation  remain, in the range described
10 above, the interlayer film for laminated glasses can absorb
impact energy by stretching within 15 msec in collision and
a laminated glass using such an interlayer film for
laminated glasses becomes low in the HIC value. The above-
mentioned maximum stress  is more preferably 18 MPa ox
15 smaller and furthermore preferably 16 MPa or smaller. The
above-mentioned, fracture point deformation  is more.
preferably 300% or more and furthermore preferably 400% or
[0043]
20 In addition, a stress-deformation curve of the above-
mentioned interlayer film for laminated glasses can be
drawn, for example, by stretching a specimen of the
inter layer film for laminated glasses at 20°c and a tensile
speed of 500%/min with a dumbbell No. 1 using a tension
25 tester according to JIS K 6771 to measure resistance
(kg/cm2). And, the above-mentioned maximum stress  is a
maximum value of the above-mentioned resistance and the
above-mentioned fracture point deformation  is a value of
the deformation shown at the time of fracture of the above-
30 mentioned, specimen.
[0044]
When the maximum stress  and the fracture point
deformation , thus derived, satisfy the above-mentioned
conditions, breaking energy U of the above-mentioned
35 interlayer film for laminated glasses is preferably 1.0

18
J/mm2 or larger. Here, the breaking energy U can be
derived front the stress  and the deformation  of the
interlayer film for laminated glasses in a tensile test
under the above-mentioned conditions using the following
5 equation (2).
u = XXXd (2)
[0045]
The above-mentioned interlayer film for laminated
glasses may be composed of only a layer comprising resin
10 composition in which, a plasticizer for interlayer films is
contained in an amount 30 parts by weight or more per 100
parts by weight of the polyvinyl acetal resin described
above but preferably it has a multilayer structure
including such a layer.
15 When the interlayer film for laminated glasses is
composed of only a layer comprising resin composition in
which a plasticizer for interlayer films is contained, in an
amount 30 parts by weight or more per 100 parts by weight
of the polyvinyl acetal resin, there may be cases where it
20 is low in basic various performance required as glass for
vehicles, such as resistance to penetrating through glass,
although it can reduce the HIC value. For example, in the
laminated glass of the present invention, an impactor
dropping height measured by an impactor dropping height
25 test is preferably 4 m or higher. When this height is less
than 4 m, the resistance to penetrating through glass of
the overall laminated glass becomes insufficient and the
laminated glass may not be employed as glass for vehicles.
This height is more preferably 5 m or higher and
30 furthermore preferably 7 m or higher.
By employing the multilayer structure, the HIC value
is reduced through a layer comprising rasin composition in
which a plasticizer for interlayer films is contained in an
amount 30 parts by weight or more per 100 parts by weight
35 of the polyvinyl acetal resin and simultaneously the

19
performance such as resistance to penetrating through glass
is added through another layers, and therefore one of
different functions is compatible with another.
The interlayer film for laminated glasses having the
5 multilayer structure is not particularly limited but a
preferable constitution will be described in detail by the
following descriptions.
[0046]
When the interlayer film for laminated glasses has a
10 two-layers structure, it is preferred, that a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
to 1.0 x 102 Hz in one layer is at or below a half of a
storage elasticity modulus G' at 20oc and a frequency of
5.0 x 101 to 1.0 x 102 Hz in the other layer. In this time,
15 it is more prefered that a storage elasticity modulus G'
at 20°C and a frequency of 5.0 x 101 to 1.0 x 102 Hz in one
layer is 2 x 105 Pa or lower and a storage elasticity
moduLus G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102
Hz in the other layer is 1 x 107 Pa or higher, and it is
20 furthermore preferred that the above-mentioned layer, in
which the storage elasticity modulus G' at 20ºC and a
frequency of 5.0 x 103 to 1.0 x 102 Hz is 2 x 106 Pa or
lowery has tan  of 0.7 or more at 20oC and a frequency of
5.0 x 102 to 1.0 x 102 HZ.
25 And, in such an interlayer film for laminated glasses.,-
it is preferred that a thickness of the above-mentioned
layer, in which the storage, elasticity modulus G' is 2 x
1O6 Pa or lower, is 10% or higher of a total thickness of
the interlayer film for laminated glasses. When this
30 thickness of the above-mentioned layer is lower than 10% of
the total thickness of the interlayer film for laminated
glasses, it may be impossible to realize a low HIC value.
It is more preferably 14% or higher and furthermore
preferablY 20% or higher.
35 When the interlayer film for laminated glasses having

20
such a two-layers structure is employed, the low HIC value
is compatible with the resistance to penetrating through
glass.
[0047]
5 When the interlayer film for laminated glasses has a
three-layers structure, it is preferred that a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
to 1.0 x 102 Hz in an intermediate layer is at or below a
half of a storage elasticity modulus G' at 20°C and a
10 frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
layers composing the outermost layer, in this time, it is
more preferred that a storage elasticity modulus G' at 20°C
and a frequency of 5.0 x 101 to 1.0 x 102 Hz in the
intermediate layer is 2 x 106 Pa or lower and a storage
15 elasticity modulus G' at 20ºC and a frequency of 5.0 x 101
to 1.0 x 102 Ha in one or any of two layers composing the
outermost layer is 1 x 107 Pa or higher, and it is
furthermore preferred that the intermediate layer has tan 
of 0.7 or more at 20°C and a frequency of 5.0 x 101 to 1.0
20 a 102 Hz.
In addition, it is preferred that a storage
elasticity modulus G' of the above-mentioned intermediate
layer is at pr below a half of a storage elasticity modulus
G' of one of two layers composing the outermost layer, and
25 it is more preferred that it is at or below a half of a
storage elasticity, modulus G' of any of two layers
composing the outermost layer.
And, in such an interlayer film for laminated glasses,
it is preferred that a thickness of the above-mentioned
30 intermediate layer is 10% or higher of a total thickness of
the interlayer film for laminated glasses. When this
thickness is lower than 10% of the total thickness of the
interlayer film for laminated, glasses, it may be impossible
to realise a low HIC value, It is more preferably 14% or
35 higher and furthermore preferably 20% or higher.

21
When the interlayer film for laminated glasses having
such a three-layers structure is employed, the low HIC
value is compatible with the resistance to penetrating
through glass, and further it is possible to develop the
5 performance such as resistance to blocking between, the
interlayer films for laminated glasses.
[0048]
When the interlayer film for laminated glasses has a
multilayer structure of four-layers or more, it is
10 preferred that a storage elasticity modulus G' at 20ºC and
a frequency of 5.0 x 101 to 1.0 x 102 Hz in at least one
layer of an intermediate layer is at or below a half of a
storage elasticity modulus G' at 20°C and a frequency of
5.0 x 101 to 1.0 x 102 HZ in one or any of two layers
15 composing the outermost layer. In this time, it is more-
preferred that a storage elasticity modulus Gr at 20ºC and
a frequency of 5.0 x 10l to 1.0 x 102 Hz in the above.
mentioned intermediate layer is 2 x 106 Pa or lower and a
storage elasticity modulus G' at 20°C and a frequency of
20 5.0 x 101 to 1.0 X 102 Hz in one or any of two layers
composing the outermost layer is 1 x 107 Pa or higher, and
it is furthermore: preferred that tan  of the intermediate
layer, in which the storage elasticity modulus G' is 2 x
106 Pa or lower, at 20ºC and a frequency of 5.0 x 102 to 1.0
25 x 102 HZ is 0.7 or more.
In addition, it is preferred that a storage
elasticity modulus G' of the above-mentioned at least one
layer of the intermediate layer is at or below a half of a
storage elasticity modulus G' of one of two layers
30 composing the outermost layer, and it is more preferred
that it is at or below a half of a storage elasticity
modulus G' of any of two layers composing the outermost
layer.
And, in such an interlayer film for laminated glasses,
35 it is preferred that a thickness of the above-mentioned

22
intermediate layer, in which, the storage .elasticity modulus
G' is 2 x 106 Pa or lower, is 10% or higher of a total
thickness of the interlayer film for laminated glasses.
When this thickness is lower than 10% of the total
5 thickness of the interlayer film for laminated glasses, it
may be impossible to realize a low HIC value. It is more
preferably 14% or higher and furthermore preferably 20% or
higher.
[0045]
10 In the case where the above-mentioned iaterlayer film
for laminated glasses has a multilayer structure of three-
layers and four-layers or more, it is preferred that the
intermediate layer, having the storage elasticity modulus
G' of 2 x 102 Pa or lower, is biased to the side of either
15 surface layer with respect to the thickness direction of
the interlayer film for laminated glasses. When the
laminated glass of such a interlayer film for laminated
glasses is attached to vehicles and the like in such a way
that the side of the interlayer, to which the intermediate
20 layer having the storage elasticity modulus G' of 2 x 106
Pa or lower is biased, faces outside the vehicles, the HIC
value can be reduced in this direction.
As a method of biasing the intermediate layer having
the storage elasticity modulus G' of 2 x 106 Pa or lower to
25 the side of either surface layer like this, there are given,
for example, a method of increasing a thickness of one
outermost layer 1.2 or more times larger than that of the
other outermost layer, more preferably 1.5 or more times
and furthermore preferably 2.0 or more times and the like.
30 When the interlayer films for laminated glasses
having such a multilayer structure of three-layers and
four-layers or more are employed, the low HIC value is
compatible with the resistance to penetrating through glass.
[0050]
35 And, when, the interlayer film for laminated glasses

23
has a three-layers structure, it is preferred that a
storage elasticity modulus G' at 20°C and a frequency of
5.0 x 101 to l.0 x l02 Hz in one or any of two layers
composing the outermost layer is at or below a half of a
5 storage elasticity modulus G' at 20ºC and a frequency of
5.0 x l01 to 1.0 x 102 Hz in an intermediate layer.
In this time, it is preferred that a storage
elasticity modules G' at 20°C and a frequency of 5.0 x 10l
to 1.0 x 102 Hz in one or any of two layers composing the
10 outermost layer is 2 x 105 Pa or lower and a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
to 1.0 x 102 Hz in the intermediate layer is 1 x 107 pa or
higher, and it is furthermore preferred, that tan  of one
or any of two layers composing the outermost layer at 20°c
15 and a frequency of 5.0 x 101 to 1.0 % 1O2 Hz is 0.7 or more.
In addition, it is preferred that a storage
.elasticity modulus G' of the above-mentioned- one of two
layers composing the outermost layer is at or below a half
of a storage elasticity modulus G' of the intermediate
20 layer, and it is more preferred that a storage elasticity
modulus G' of any of two layers composing the outermost
layer is at or below a half of the storage elasticity
modulus G' of the intermediate layer.
And, in such an interlayer film for laminated glasses,
25 it is preferred that a total thickness of the above-
mentioned outermost layer is 10% or higher of a total
thickness of the interlays film for laminated glasses.
When this thickness is lower than 10% of the total
thickness of the interlayer film for laminated glasses, it
30 may be impossible to realise a low HIC value. It is more
preferably 14% or higher and furthermore preferably 20% or
higher.
When the interlayer film for laminated glasses having
such a three-layers structure is employed, the low HIC
35 value is compatible with the resistance to penetrating

24
through glass.
[0051]
And, when the interlayer film for laminated glasses
has a multilayer structure of four-layers or more, it is
5 preferred that a storage elasticity modulus G' at 20°c and
a frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of
two layers composing the outermost layer is at or below a
half of a storage elasticity modulus G' at 20°C and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in at least one
10 layer of layers composing an intermediate layer. In this
time, it is more preferred that a storage elasticity
modulus G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102
Hz in one or any of two layers composing the outermost
layer is 2 x 106 Pa or lower, and a storage elasticity
15 modulus G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102
Hz in the intermediate layer is 1 x 107 Pa or higher, and
it is furthermore preferred, that one or any of two layers
composing the outermost layer has tan  of 0.7 or more of
at 20ºC and a frequency of 5.0 x 101 to 1.0 x 102 HZ.
20 In addition, it is preferred that a storage
elasticity modulus G' of the above-mentioned one of two
layers composing the outermost layer is at or below a half
of a storage elasticity modulus G' of at least one layer of
layers composing the intermediate layer, and it is more
25 preferred that a storage elasticity modulus G' of any of
two layers composing the outermost layer is at or below a
half of the storage elasticity modulus G' of the
intermediate layer.
And, in such an interlayer film for Laminated glasses,,
30 it is preferred that a total thickness of the outermost
layer is 10% or higher of a total thickness of the
interlayer film for laminated glasses. When this thickness
is lower than l0% of the total thickness of the interlayer
film for laminated glasses, it may be impossible to realize
35 a low HIC value. It is more, preferably 14% or higher and

25
furthermore preferably 20% or higher,
[0052]
In the case where the above-mentioned interlayer film
for laminated glasses has a multilayer structure of three—
5 layers and four-layers of more, it is preferred that the
intermediate layer, having the storage elasticity modulus
G' of 1 x 101 Pa or higher, is biased to the side of either
surface layer with respect to the thickness direction, of
the interlayer film for laminated glasses. When the
10 laminated glass of such a interlayer film for laminated
glasses is attached to vehicles and the like in such a way
that the side of the interlayer film for laminated glasses,
to which the intermediate layer having the storage
elasticity modulus G' of 1 x 107 Pa or higher is biased,
15 faces inside the vehicles, the HIC value can be reduced in
this direction.
As a method of biasing the intermediate layer having
the storage elasticity modulus G' of 1 x 107 Pa or higher
to the side of either surface layer like this, there are
20 given, for example, a method of increasing a thickness of
one outermost layer 1.2 or more times larger than that of
the other outermost layer, more preferably 1.5 or more
times and furthermore preferably 2.0 or more times and the
like.
25 When the inter-layer films for laminated glasses
having such a multilayer structure of three-layers and
four-layers or more are employed, the low HIC value is
compatible with the resistance to penetrating through glass.
[0053]
30 In the case where the above-mentioned interlayer film
for laminated glasses employs the multilayer structure, the
respective resin layers composing the above-mentioned
interlayer film for laminated glasses of the multilayer
structure preferably have different adhesion in order to
35 realize the above constitution, and for example in the case

26
where the respective resin layers comprise mainly palyvinyl
acetal resin, it is conceivable to use a combination of
layers in which the content of a plasticizer in each layer
is different from each other by an amount of 5 or more
5 parts by weight with respect to 100 parts by Height of the
polyvinyl acetal; the respective resin layers comprise
resins having different compositions such as the layer
comprise polyethylene terephthalate film and polyvinyl
acetal resin; amounts of adhesion control agents blended
10 into the respective resin layers are different; and the
respective resin layers have differ exit acetalization
degrees.
[0054]
The above-mentioned adhesion control agent is not
15 particularly limited and by containing metal salt of
carboxylate having 2 to 6 carbon atoms in the above-
mentioned resin layer, it is possible to adjust adhesion of
an interlayer film for laminated glasses to a glass sheet
in a desired range and simultaneously to protect the
20 secular degradation of adhesion and protection of whitening
is compatible with protection of secular degradation of
adhesion.
As the above-mentioned metal salt of carboxylic acid,
there are given, for example, metal salt of pentanoate (5
25 carbon atoms), metal salt of hexanoate (2-ethyl butanoate)
(6 carbon atoms), metal salt of heptanoate (7 carbon atoms),
and metal salt of octanoate (8 carbon atoms) . These may be
used alone or may be used in combination of two or more
species. And, the above—mentioned carboxylic acid may be a
30 straight-chain type or a side-chain type.
[0055]
Thickness of the above-mentioned inter layer film for
laminated glasses is not particularly limited but a
preferable lower limit is 300 m and a preferable upper
35 limit is 3 mm. A more preferable lower limit is 500 µmand

27
a more preferable upper limit is 2 mm.
[0056]
In the above-mentioned inter layer film for laminated
glasses, embossing may be applied to the surface of a layer
5 to contact with glass. By applying embossing, adhesion of
an interlayer film for laminated glasses to a glass sheet
can be adjusted in a desired range.
[0057]
The above-mentioned interlayer film for laminated
10 glasses is preferably one in which a break of 10 mm or
longer in length is generated when measuring the above HIC
value (EEVC) or the above HIC value (ECE). Since
generation of the break requires more energy than
stretching, by breaking, it is possible to absorb energy of
15 the impact or head and reduce the HIC value. In addition,
when the break is not in the form of a line but a plurality
of breaks or a branched break is generated, the total
length of breaks is preferably 10 mm or longer. More
preferable length, of the break is 20 mm or longer, and
20 furthermore preferably 50 mm or longer.
A method of attaining such an interlayer film for
laminated glasses is not particularly limited and includes
a method of appropriately adjusting breaking tensile
strength, breaking extension rate, breaking energy, etc. of
25 the interlayer film for laminated glasses and in addition
providing slits to facilitate the occurrence of break or
weak portions such as a thin portion in part of the
interlayer film for laminabed glasses.
[0053]
30 By using the interlayer film for laminated glasses
described above, a laminated glass realizing the low HIC
value can be obtained.
These interlayer films for laminated glasses also
constitute the present invention.
35 [0059]

28
Next, there will be described the case (2) where an
impact is absorbed by reducing a thickness of a glass
portion to shatter readily in collision. In this case, a
laminated glass, in which a thickness of at least one glass
5 sheet is 1.8 mm or smaller, is suitably used. Such a
laminated glass can absorb an impact through the ease of
deformation and/or shattering of glass in collision. In
addition, the HIC value of the laminated glass has a strong
relationship with deformation in collision and the HIC
10 value of the laminated glass decreases as a magnitude of
deformation, in collision increases. That is, the larger
the deformation of the laminated glass, the smaller the HIC
value. And, by thickening the other glass sheet more tiiart
1.8 mm, durability as a laminated glass is compatible with
15 the HIC value.
Incidentally, when a laminated glass of a structure
using glass sheets having different thickness is used as
glass for vehicles, more thick side of the glass may be
used as the outside of the vehicle or as the inside of the
20 vehicle, but it is preferably used as the outside of the
vehicle in order to enhance the durability as glass -
[0060]
Next, there will be described the case (3) where by
replacing glass on one side (inner side in using the
25 laminated glass as glass for vehicles) of a laminated glass
with a resin plate, impact-absorbency of the overall
laminated glass is enhanced. As such a laminated glass,
for example, a substance in which the interlayer film for
laminated glasses is sandwiched between a glass sheet and a
3D transparent resin plate is preferred. When a laminated
glass is formed, it is preferred that haze is 2% or less
and an impacted dropping height is 4 m or more. In such a
laminated glass, since performance of absorbing an impact
is adequately high compared with a laminated glass of which
35 two sides comprise glass, the HIC value (EEVC) of 1,000 or

29
lower and the HIC value (ECE) of 300 or lower can be
attained.
[0061]
The above-mentioned transparent resin plate is not
5 particularly limited but for example, a resin plate
comprising polycarbonate, acrylic resin, acrylic
copolymerizable resin or polyester resin is preferred
because of being excellent in visible transmittance and
haze and a resin plate having an impactor dropping height
10 of 4 m or more is preferred.
And, since above-mentioned transparent resin plate is
generally prone to heing damaged, it is preferably coated
with transparent elastomer in order to use as glass for
vehicles.
15 The above-mentioned transparent elastomer, is not
particularly limited and includes, for example, urethane
type elastomer, nylon type elastomer, straight-chain low
density polyethylene, etc.
[0062]
20 In the laminated glass of the present invention, a
method of producing a interlayer film for laminated glasses
is not particularly limited and includes, for example, a
method in which, resin component such as polyvinyl acetal
resin described above, a plasticizer and other additive as
25 required are blended and mixed uniformly and then a film is
formed in sheet form by conventional methods pyiblicly known
such, as extrusion process, calendar process, press process,
casting process and film blowing process.
A method of producing a interlayer film for laminated
30 glasses, having a multilayer structure, is not particularly
limited and includes, for example, a method in Which resin
component such as polyvinyl acetal resin described above, a
plasticizer and other additive as required are blended and
mixed uniformly and than the respective layer are extruded
35 together, and a method of laminating two or more resin

30
films prepared by the above-mentioned method by press
process or laminate process. The not-yet—laminated resin
film to be used in the method of laminating by press
process or laminate process may be a single layer structure
5 or may be a multilayer structure.
[0063]
And, a method of fabricating the laminated glass of
the present invention is not particularly limited and a
publicly known method of fabricating laminated glasses can
10 be employed. For example, when the laminated glass of the
present invention has a constitution in which a interlayer
film for laminated glasses is sandwiched between two glass
sheets, it can be fabricated by sandwiching the above
interlayer film for laminated glasses between two glass
15 sheets, putting this in a rubber bag, bonding preliminarily
two glass sheets to each other at 70 to 110ºC while
evacuating under reduced pressure and then using an
autoclave or pressing to bond two glass sheets to each
other in earnest at about 120 to 15O°C and a pressure cf
20 about 10 to 15 kg/cm2.
[0064]
Further, in the above-mentioned method of fabricating
the laminated glass, a method of interposing an interlayer
film for laminated glasses, comprising polyvinyl butyral
25 resin plasticized, between, at least a pair of glass sheets,
and deaerating by vacuum aspiration and simultaneously
attaching the glasses to each other by heat and pressure at
60 to 100°C may be employed. More specifically, the
fabrication of the laminated glass of the present invention.
30 is implemented by putting a laminate of a glass sheet/an
interlayer film/a glass sheet in a rubber bag and attaching
two glass sheets to each other by heat and pressure at a
temperature of about 60 to 100°C and a pressure of about 1
to 10 kg/cm2 for 10 to 30 minutes, for example, in an
35 autoclave while aspirating and deaerating under a reduced

31
pressure of about -500 to -700 mmHg to perform deaeration
and adhesion simultaneously.
In this method of fabrication, adhesion between the
interlayer film for laminated glasses and the glass sheet
5 can be adjusted so as to fall within desired proper limits
by keeping the temperature in attaching glasses to each
other by heat and pressure within a range of 60 to 100°C
and appropriately setting various conditions such as a
pressure for attaching by pressure, a time for attaching by
10 pressure and a vacuum in deaerating by aspiration within a
range of the extent described above.
[0065]
Since the laminated glass of the present invention,
has an HIC value (EEVC) of 1,000 or lower or an HIC value
15 (ECE) of 300 or lower, it becomes one which, have the high
performance for mitigating the impact given externally and,
particularly in the case of using it as glass for vehicles,
have the high performance for mitigating, the impact when
head comes into collision with the glass due to the
20 occurrence of a personal accident.
When the laminated glass of the present invention is
used as glass for vehicles and fixed, to a window's frame,
there is tendency that the HIC value is higher particularly
at locations close to the window's frame and the lower end
25 of the window. And, in the occurrence of a personal
accident, a probability that a location with which the head
of a pedestrian comes into collision is a lower end of the
glass for vehicles (especially a windshield) is high.
Therefore, the laminated glass may be adjusted in such a
30 way that the HIC value particularly in a location close to
the window's frame and the lower end of the window is low.
That is, by use of the interlayar film for laminated
glasses having wedged form that thickness increases
gradually from one end toward the other end or the
35 interlayer film for laminated glasses having a

32
configuration in which peripheral portion is more thick
than, a central portion, it is possible to make the HIC
value low particularly in a location close to the window's
frame and the lower end of the window.
5 [0066]
In such a laminated glass, an interlayer film for
laminated glasses, comprising only a single layer and
having wedged form, may be used, but it is preferred to use
an interlayer film for laminated glasses, for example,
10 which has a multilayer structure of three-layers or more
and in which each layer has wedged form and the layer
having wedged form is alternately overlaid with, the layer
of wedged having a small storage elasticity modulus G'
taken as an intermediate layer so that an overall thickness
15 becomes uniform. When a windshield comprising the
laminated glass using such an interlayer film for laminated
glasses having a multilayer structure is arranged in such a
way that a base of wedged form of the intermediate layer
having a small storage elasticity modulus G' is located at
20 a lower end, an HIC value of a lower end of the windshield
in which there is a high risk of collision can be reduced,
and in addition an upper end of the windshield in which
there is a low risk of collision can secure strength.
The iriterlayer film for laminated glasses thus
25 constructed can be produced by using a die which can
perform profile extrusion and conducting multi-layer
extrusion in such a way that every layer becomes wedged.
[0067]
In the laminated glass of the present invention, it
30 is preferred that electromagnetic wave shielding
performance in frequencies of 0.1 to 26.5 GHz is 10 dB or
less, haze is 1% or lower, visible ttansmittance is 70% or
higher, and solar radiation transmittance in a wavelength
region of 300 nm to 2,100 m is 85% or lovfsr of visible
35 transntittance. And, solar radiation transmittance in a

33
wavelength region of 300 nm to 2,100 nm is preferably 80%
or lower of visible transmittance. The laminated glass of
the present invention satisfying such conditions satisfies
the performance of protecting pedestrians by the low HIC
5 value and simultaneously allows an amount of heat rays from
solar radiation reaching the vehicle's interior to decrease,
and therefore a temperature rise within interior of the
automobile can be suppressed and a comfortable interior
space can be realized. And, since the laminated glass of
10 the present invention has the electromagnetic wave
transparency in a frequency band of 0.1 to 26.5 GHz, it can
transmit electromagnetic wave in a frequency band required
for information communication such as 3.5 MHz band and 7
MHz band of amateur radio, a frequency band of 10 MHz or
15 lower of emergency communication, 2.5 GHz of VICS. (the
Vehicle Information Communicatipn System), 5.8 a GHZ of ETC
(Electronic Toll Collections) and 12 GHz of satellite
broadcasting without problems.
[0068]
20 In order to impart such a function to the laminated
glass of the present invention, the polyvinyl acetal resin,
constituting the interlayer film for laminated glasses,
preferably contains metal oxide particles having a function
of screening out heat rays. In addition, when the
25 interlayer film for laminated glasses has a multilayer
structure, polyvinyl acetal resin of at least one layer may
contains metal oxide particles having a function of
screening out heat rays.
[0069]
30 The above-mentioned particles of metal oxide is not
particularly limited but for example, tin-doped indium
oxide and/or antimony-doped tin oxide is suitable.
Preferably, the above-mentioned tin-doped indium oxide
and/or antimony-doped tin oxide has an average diameter of
35 secondary particles formed by flocculation of 80 nm or

34
smaller and is dispersed in polyvinyl acetal resin in such
a way that a secondary particle formed by flocculation of
100 run or larger in diameter has a density of 1
particle/m2 or less in polyvinyl acetal resin. When a
5 state of dispersion of the particles of metal oxide was out
of the above-mentioned range, the transparency of visible
light of the laminated glass to be obtained may be
deteriorated or haze may become larger.
[0070]
10 As for the content of the above-mentioned particles
of metal oxide, a preferable lower limit is 0.05 parts by
weight and a preferable upper limit is 5.0 parts by weight,
with, respect to 100 parts by weight of polyvinyl acetal
resin. When the content is less than 0.05 parts by weight,
15 an adequate effect of screening out heat rays may not be
attained/ and when it is more than 5.0 parts by weight, the
transparency of visible light of the laminated glass to be
obtained may be deteriorated or haze may become larger.
Further, when the interlayer film for laminated
20 glasses has a multilayer structure, a preferable lower
limit is 0.05 parts by weight and a preferable upper limit
is 5.0 parts by weight with respect to 100 parts by weight
of polyvinyl acetal resin in all layers.
25 EFFECT OF THE INVENTION
[0071]
In accordance with the present invention, it is
possible to provide to a laminated glass and an interlayer
film for laminated glasses, which have the high performance
30 for mitigating the impact given externally and,
particularly in the case of using it as glass for vehicles,
have the high performance for mitigating the impact when
head comes into collision with the glass due to the
occurrence of a personal accident.
35

35
BEST MODES FOR CARRYING OUT THE INVENTION
[0072]
Hereinafter, the present invention will be describes
in details with reference to examples, however the present
5 invention is not limited to these examples.
[0073]
(Example 1)
(1) Preparation of interlayer film for laminated, glass
100 parts by weight of polyvinyl butyral resin (an
10 acetalization degree 68.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%), in which a half band width of
a peak, obtained in measuring infrared absorption spectra,
corresponding to a hydroxyl group is 245 cm-1, and 38 parts
by weight of triethylene glycol di-2-ethylhexanoate (3GO)
15 as a plasticizer were mixed, and the mixture was adequately
melted and kneaded with, a mixing roller and then was formed
at 150°C for 30 minutes with a press forming machine to
Obtain a resin film having a thickness of 800m and this
film, was employed as an interlayer film for laminated
20 glasses.
[0074]
Next, the resulting interlayer film, for laminated
glasses was sandwiched between two clear float glasses of 2
mm in thickness and this was put in a rubber bag and
25 deaerated at a vacuum of 2,660 Pa for 20 minutes, and then
this was moved into an oven in a state of being deaerated
and subjected to vacuum press while being further retained
at 30°C for 30 minutes. A laminated glass formed
preliminarily by thus attaching the float glass to each
30 other by applying pressure was subjected to attaching by
pressure under the conditions of 135°C and a pressure of
118 N/cm2 for 20 minutes in an autoclave to obtain a
laminated glass.
[0075]
35 The obtained interlayer film for laminated glasses

36
and laminated glass were evaluated according to the
following methods.
The results are shown in Table 1.
[0076]
5 (Measurement of HIC value (EEVC))
An HIC value (EEVC) of the laminated glass was
measured using an apparatus for measuring HIC having a
structure shown in Fig. 1. When the HIC value is 1,000 or
lower, the laminated glass is rated as acceptance (o), and
10 when the HIC value is higher than 1,000, it is rated as
inacceptance (x).
[0077]
(Measurement of HIC value (ECE))
An HIC value (ECE) of the laminated glass was
15 measured by dropping an impactor head from a height of 4 m
above the surface of the laminated glass and allowing the
impactor to collide against the laminated glass using an
apparatus for measuring HIC having a structure shown in Fig.
2.
20 Further, when a break is generated in the interlayer
film for laminated glasses during the measurement, the
length of the break was measured.
[0073]
(Measurement of maximum stress  fracture point
25 deformation  and breaking energy U of interlayer film for
laminated glasses)
The interlayer film for laminated glass was processed
into a dumbbell No. 1 (according to JIS K 6771) specimen
and stretched at a tensile speed of 500%/min using a
30 tension tester and breaking tensile strength (kg/cm2) was
measured at a measuring temperature of 20ºc. A stress a
(MPa) - deformation  (%) curve was determined from the
obtained data. Here, 500%/min means a speed of moving the
distance 5 times longer than that between chucks of a
35 specimen per 1 minute.

37
Next, maximum stress σ and fracture point deformation
eare determined from the obtained stress-deformation curve
and breaking energy U was- derived from the above-mentioned
equation (2).
(Measurement of storage elasticity modulus G' and tan  of
resin film and interlayer film for laminated glasses)
Shear viscoelasticity in the range of 50 to 100 Hz
was measured at 20ºC using a dynamic viscoelasticity
10 measuring apparatus (apparatus; DVA-200, manufacturer; IT
Keisoku Seigyo Co., Ltd.), and a maximum value of storage
elasticity modulus obtained in measuring is taken as G'
(max) and a minimum value is taken as G' (min) and a
maximum value of tan  obtained in measuring is taken as
15 tan d (max).
[0080]
(Example 2)
100 parts by weight of polyvinyl butyral resin (an
acetalization degree 68.0 mole%, a proportion of a vinyl
20 acetate component 0.6 mole%) and 38 parts by weight of
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adeqately
melted and kneaded with a mixing roller and then was formed
at 15O°C for 30 minutes with a press forming machine to
25 obtain a resin film having a thickness of l,500 m and this
film was employed as an interlayer film for laminated
glasses . And, using the obtained interlayer film for
laminated glasses, a laminated glass was obtained by
following the same procedure as in Example 1.
30 The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
[0081]
(Example 3)
35 100 parts by weight of polyvinyl butyral resin (an

38
acetalization degree 68.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%) and 45 parts by weight of
triethylene glycol di-2-ethylhexanoate (3G0) as a
plasticizer were mixed, and the mixture was adequately
5 melted and kneaded with a mixing roller and then was formed
at 150ºC for 30 minutes with a press forming machine to
obtain, a resin- film having a thicleness of 760 m and this
film was employed as an inter layer film for laminated.
glasses. And, using the obtained interlayer film for
10 laminated glasses, a laminated glass was obtained by
following the same procedure as in Example 1.
The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
15 [0082]
(Example 4)
100 parts by weight of polyvinyl butyral resin (an
acetalization degree 68.0 mole%, a proportion of a vinyl
acetate component 0.6 moles) and 38 parts by weight of
20 triethylene glycol di-2-ethylhexanoate (3G0) as a
plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at 150ºC for 30 minutes with a press forming machine to
obtain a resin film (l) having a thickness of 340 m,
25 Next, 100 parts by weight of polyviayl butyral resin
(an acetalisation degree 65.0 mole%, a proportion of a
vinyl acetate component 14 mole%) and 62 parts by weight of
triethylene glycol di-2-ethylhexanoate (3G0) as a
plasticizer were mixed, and the mixture was adequately
30 melted and kneaded with a mixing roller and then was formed
at 150°C for 30 minutes with a press forming machine to
obtain a resin film (2) having a thickness of 120 m.
A storage elasticity modulus G' and tan  of the
obtained resin films were measured by the method described
35 above.

39
The results are shown in Table 2.
[0083]
The resulting resin film (2) was sandwiched between
two resin films (l) and these films were attached to each
5 other by heat and pressure by conducting heating press to
obtain an interlayer film for laminated glasses having a
three-layers structure. In Fig. 3, the is shown a
schematic view showing a constitution of the obtained
inter-layer film for laminated glasses.
10 And, using the obtained, inter layer film for laminated
glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
15 Example 1.
[0084]
[Example 5]
100 parts by weight of polyvinyl butyral resin (an
acetaliaation degree 68.0 mole%, a proportion of a vinyl
20 acetate component 0.6 mole%) and 38 parts by weight of
triethylene glycol di-2-ethylliexanoate (3GO) as a
plasticizer were mixed, and the mixture wag adequately
melted and kneaded with, a mixing roller and then was formed
at 150ºC for 30 minutes with a press forming machine to
25 obtain a resin film (3) having a thickness of 250 m.
Next, 106 parts by weight of polyvinyl butyral resin
(an acetalization degree 65.0 mole%, a proportion of a
vinyl acetate component 14 mole%) and 60 parts by weight of
triethylene glycol di-2-ethylhexanoate (3G0) as a
30 plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at 150°C for 30 minutes with a press forming machiae to
obtain a resin film (4) having a thickness of 250 m.
A storage elasticity modulus G' and tan  of the
35 obtained resin films were measured by the method described

40
above.
The results are shown in Table 2 .
[0O85]
The resulting resin film (4) was sandwiched between
5 two resin films (3) and these films were attached to each
other by heat and pressure by conducting heating press to
obtain an inter layer film for laminated glass as having a
three-layers structure. In Fig. 4, there is Shown a
schematic view showing a constitution of the obtained
10 interlayer film for laminated glasses.
And, using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
The obtained inter layer film for laminated glasses
15 and laminated glass were evaluated in the same manner as in
Example 1
[0086]
(Example 6)
100 parts by weight of polyvinyl butyral resin (an
20 acetalization degree 68.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%) and 38 parts by weight of
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
25 at 150°C for 30 minutes with a press forming machine to
obtain a resin film (5) having a thickness of 300 m.
Next, 100 parts by weight of polyvinyl butyral resin
(an acetalization degree 65.0 mole%, a proportion of a
vinyl acetate component 14 mole%) and 60 parts by weight of
30 tri-ethylene glycol di-2-ethylhexanoate (3g0) as a
plasticiaer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at 150oC for 30 minutes with a press forming machine to
obtain, a resin film (6) having a thickness of 300 m.
35 A storage elasticity modulus G' and tan  of the

41
obtained resin, films were measured by the method described,
above.
The results are shown in Table 2 .
[0087]
5 The resulting resin film (6) was sandwiched between
two resin films (5) and these films were attached to each
other by heat and pressure by conducting heating press to
obtain an interlsyer film for laminated glasses Having a
three-layers structure. In Fig. 5 there is shown a
10 schematic view showing a constitution of the obtained
interlayer film for laminated glasses.
And, using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
15 The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
[0088]
(Example 7)
20 100 parts by weight of polyvinyl butyral resin (an
acetalization degree 68.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%) and 38 parts by weight of
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adequately
25 melted and kneaded with a mixing roller and then was formed
at 15O°C for 30 minutes with a press forming machine to
obtain a resin film (7) having a thickness of 500 m and a
resin film (8) having a thickness of 200 m.
A storage elasticity modulus G' and tan of the
30 obtained resin films were measured by the method described
above.
The results are shown in Table 2.
10089}
The resin film (4) obtained in Example 5 was
35 sandwiched between the obtained resin film (7) and the

42
obtained resin film (8) and these films were attached to
each other by heat and pressure by conducting heating press
to obtain an interlayer film for laminated glasses having a.
three-layers structure. In Fig. 6, there is shown a
5 schematic view showing a constitution of the obtained
interlayer film for laminated glasses.
And, using the obtained interlayer film for laminated
glasses, a laminated glass was obtained, by following the
same procedure as in Example 1.
10 The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1. In addition, an HIC value (EEVC) and an HIC
value (ECE) were measured by colliding an impactor head to
the surface of glass bonded to the side of the resin, film
15 (8).
[0090]
(Example 8)
100 parts by weight of polyvinyl butyral resin (an
acetalization degree 65.0 mole%, a proportion of a vinyl
20 acetate component 14 mole%) and 50 parts by weight of
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at 150°C for 30 minutes with a press forming machine to
25 obtain a resin film (9) having a thickness, of 450 m.
A storage elasticity modulus G' and tan  of the
obtained resin film were measured by the method described
above.
The results are shown in Table 2.
30 [0091]
The resin film (5) obtained in Example 6 was
superimposed over the obtained resin film (3), and the
superimposed resin films were attached to each other by
heat and pressure by conducting heating press, to obtain an
35 interlayer film for laminated glasses having a two-layers

43
structure. In Fig. 7, there is shown a schematic view
showing a constitution of the obtained interlayer film for
laminated glasses.
And, using the obtained, interlayer film for laminated
5 glasses, a laminated glass was obtained by following the
same procedure as in Example l.
The obtained interlayer film for laminated glasses
anct laminated glass were evaluated in the same manner as in
Example 1. In addition, an HIC value (EEVC) and an HIC
10 value (ECE) were measured by colliding an impacted head for
measuring HIC to the surface of glass bonded to the side of
the resin film (5).
[0092]
(Example 9)
15 The resin film (7) obtained in Example 7 was
sandwiched between two resin films (2) obtained in Example
3, and these films were attached to each other by heat and
pressure by conducting heating prass to obtain an
inter layer film for laminated glasses having a three-layers
20 structure. In Fig. 8, there is shown a schematic view
showing a constitution of the obtained interlayer film for
laminated glasses.
And, using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
25 same procedure as in Example 1.
The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
[0093]
30 (Example 10)
The resin film (7) obtained in Example 7 was
sandwiched between the resin film (2) obtained in Example 3
and the resin film (5) obtained in Example 6, and these
films were attached to each other by heat and pressure by
35 conducting heating press to obtain an interlayer film for

44
laminated glasses having a three-layers structure. In Fig.
9, there is shown a schematic view showing a constitution
of the obtained interlayer film for laminated glasses.
And, using the obtained intarlayer film for laminated
5 glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1. In addition, an HIC value (EEVC) and an HIC
10 value (ECE) were, measured by colliding an impactor head for
measuring HIC to the surface of glass bonded to the side of
the resin film (5).
[0094]
(Example 11)
15 100 parts by weight of polyvinyl butyral resin (an
acetalization degree 65.0 mole%, a proportion of a vinyl
acetate component 14 mole-%), in which a half band width of
a peak, obtained in measuring infrated absorption spectra,
corresponding to a hydroxyl group is 190 cm-1 and 45 parts
20 by weight of triethylene glycol di-2-ethylhexanoate (3GO)
as a plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at l50ºC for 30 minutes with a press forming machine to
obtain a resin film having a thickness of 760 m and this
25 film was employed as an interlayer film for laminated
glasses. And, using the obtained interlayer film forr
laminated glasses, a laminated glass was obtained by
following the same procedure as in Example 1.
The obtained interlayer film for laminated glasses
30 and laminated glass were evaluated in the same manner as in
Example 1.
[0095]
(Example 12)
An aqueous solution of polyvinyl alcohol, which was
35 formed by dissolving polyvinyl alcohol having an average

45
polymerization degree of 1,500 and a saponification degree
of 55,5 mole% in pura water so as to be 10 % by weight in
concentration, was prepared. To 100 parts by weight of
this aqueous solution of polyvinyl alcohol were added. 0.8
5 parts by weight of 10% hydrochloric acid as an acid
catalyst and 5.73 parts by weight of butylaldehyde. Then,
this mixture was reacted at 85 to 95°C for one hour while
being stirred. Then, 3.5 parts by weight of 10%
hydrochloric acid as an acid catalyst was added to the
10 mixture and the mixture was reacted at 85ºC fox 2 hours
while- being stirred to obtain particles of a crosslinked
polyvinyl butyral resin. An average particle diameter of
the obtained crosslinked polyvinyl butyral resin particle
was 1.0 m.
15 [0096]
100 parts by weight of polyvinyl butyral resin (an
acetalization degree 65.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%), 30 parts by weight of
triethylene glycol di-2-ethylhexanoate (3G0) as a
20 plasticizer and 5 parts by weight of the obtained
crosslinked polyvinyl butyral resin particles were mixed,
and the mixture was adequately melted and kneaded with a
mixing roller and then was formed at l50ºC for 30 minutes
with a press forming machine to obtain a resin film having
25 a thickness of 760 m and this film was employed as an
interlayer film for laminated glasses. And, using the
obtained interlayer film for laminated glasses, a laminated
glass was obtained by following the same procedure as in
Example 1.
30 The obtained interlayer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
[0097]
(Example 13)
35 100 parts by height of crosslinked polyvinyl butyral

45
resin prepared in Example 12 and 40 parts by weight of
triethylene glycol di-2-ethylbutyrate as a plasticizer were
mixed, and the mixture was adequately melted and kneaded
with, a kneader and then was formed at 150°C and a pressure
5 of 980 N/cm2 for 20 minutes with, a press forming machine to
obtain a resin film having a thickness of 860 m and this
film was employed as an interlayer for laminated glass.
And, using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
10 same procedure as in Example 1.
The obtained inter-layer film for laminated glasses
and laminated glass were evaluated in the same manner as in
Example 1.
15
20
25
30
35

47


48


49
(Example 14)
The inter layer film, for laminated glasses obtained by
following the same procedure as in Example 1 was sandwiched
between two clear float glasses of l.8 mm and 4 mm in
5 thickness, respectively, and this was put in a rubber bag
and deaerated at a vacuum of 2,660 Pa for 20 minutes, and
then this was moved into an oven in a state of being
deaerated and subjected to vacuum press while being further
retained at 90ºC for 30 minutes. A laminated glass formed
10 preliminarily by thus attaching the float glass to each
other by applying pressure was subjected to attaching by
pressure under the conditions of 135°C and a pressure of
118 N/cm2 for 20 minutes in an autoclave to obtain a
laminated glass.
15 An HIC value (EEVC) and an HIC value (ECE) of the
obtained laminated glass were measured by colliding, an
impactor head for measuring HIC to the glass on the side of
the float glass of 4 mm in thickness by the method
described above.
20 The results are shown in Table 3.
[0099]
(Example 15)
An HIC value (EEVC) and an HIC value (ECE) of the
laminated glass obtained by following the same procedure as
25 in Example 14 were measured by colliding an impact or head
for measuring HIC to the glass on the side of the float
glass of 1-8 mm in thickness by the method described above.
The results are shown in Table 3.
[0100]
30 (Example 16)
The interlayer film for laminated glasses obtained by
following the same procedure as in Example 1 was sandwiched
between a float glasses of 2.5 mm in thickness and
polymethyl methacrylate of 1.0 mm in thickness, which is
35 provided with a scratch protection layer comprising

50
transparent elastomer on the surface, and this was put in a
rubber bag and deaerated at a vacuum of 2,660 Pa for 20
minutes, and then this was moved into an oven in a state of
being deaersted and subjected to vacuum press while being
5 further retained at 90°c for 30 minutes. A laminated glass
formed preliminarily by thus attaching the float glass and
polymethyl methacrylate to each other by applying pressure
was subjected to attaching by pressure under the conditions
of 135°C and a pressure of 118 N/cm2 for 20 minutes in an
10 autoclave to obtain a laminated glass.
An HIC value (EEVC) and an HIC value (ECE) of the
obtained laiainated glass were measured by colliding an
impactor head for measuring HIC to the glass on the side of
the float glass, by the method described above.
15 The results are shown in Table 3.
[0101]
(Example 17)
100 parts by weight of polyvinyl butyral resin (an
acetalization decree 65.0 mole%, a proportion of a vinyl
20 acetate component 0.6 mole%) and 30 parts by weight of
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and then was formed
at 150°C for 30 minutes with a press forming machine. In
25 forming by a press forming machine, the resin was processed
in such a way that a thickness of an end of one side is 660
µm and a thickness of an opposite end of other side is 860
µm to obtain a resin film of wedged and this resin film was
employed as aa interlayer film for laminated glasses.
30 A laminated glass was prepared by following the same
procedure as in Example 1 except for using the obtained
interlayer film for laminated glasses.
An HIC value (EEVC) and an HIC value (ECE) of the
obtained laminated glass were measured by the method
35 described above.

51
The results are shown in Table 3.
[0102]
(Example 18)
A resin film of 100 m in thickness comprising
5 polyethylene terephthalate was sandwiched between two resin
films (1) obtained in Example 4, and these films were
attached to each other by heat and pressure by conducting
heating press to obtain an interlayer film for laminated
glasses having a three-layers structure. In Fig. 10, there
10 is shown, a schematic view showing a constitution of the
obtained interlayer film for laminated glasses,
A laminated glass was prepared by following- the same
procedure as in Example 1 except for using the obtained
interlayer film for laminated glasses.
15 An HIC value (EEVC) and an HIC value (ECE) of the
obtained laminated glass were measured by the method
described above.
The results are shown in Table 3.
[0103]
20 (Example 19)
100 parts by weight of polyvinyl butyral resin (an
acetalization degree 65.0 mole%, a proportion of a vinyl
acetate component 0.6 mole%) and 30 parts by weight of
triethylene glycol di-2-ethylhxanoate (3G0) as a
25 plasticizer were mixed, and the mixture was adequately
melted and kneaded with a mixing roller and them was formed
at 150ºC for 30 minutes with a press forming machine. In
forming by a press forming machine, there was obtained a
resin film (10) in wedged form, having a cross section of a
30 right-angled triangle of 430 m in base and 500 mm in
height.
[0104]
And, 100 parts by weight of polyvinyl butyral resin
(an acetalization degree 65.0 mole%, a proportion of a
35 vinyl acetate component 14 mole%) and 50 parts by weight of

52
triethylene glycol di-2-ethylhexanoate (3GO) as a
plasticizer were mixed, and the mixture was adequately
melted and kneaded with at mixing roller and then was formed
at 15O°C for 30 minutes with a press forming machine to
5 obtain, a resin, film (11) in wedged form having a cross
section of a isosceles triangle of 660 m in base and 500
mm in height.
[0105]
Two resin films (10) in wedged form having a cross
10 section of a right-angled triangle were laminated on the
resin, film, (11) in wedged form having a cross section of a
isosceles triangle, and this laminate was employed as an
interlayer for laminated glass having a uniform thickness.
A laminated glass was prepared by following the same
15 procedure as in Example 1 except for using the obtained
interlayer film for laminated glasses. In Fig. 11, there
is shown a schematic view showing a constitution of the
obtained interlayer film for laminated glasses.
An HIC value (EEVC) and an HIC value (ECE) of the
20 obtained laminated glass were measured by the method
described above.
The results are shown in Table 3.
[0106]
(Example 20)
25 5-mm-long straight slits were cut with 20-mm pitches
in the surface of a resin film of 100 m in thickness
comprising polyethylene terephthalate. Further, similar
straight slits parallel to one another were cut with lOO-nun
pitches throughout the resin film comprising polyethylene
30 terephthalate.
The obtained resin film, in the surface of which
slits was cut, having a thickness of 100 m and comprising
polyethylene terephthalate was sandwiched between two resin
films- (1) obtained in Example 4, and these films were
35 attached to each, other by heat and pressure by conducting

53
heating press to obtain a interlayer film for laminated
glasses having a three-layers structure. In Fig. 12, there
is shown a schematic view showing a constitution of the
obtained interlayer film for laminated glasses.
5 A laminated glass was prepared by following the same
procedure as in Example 1 except fox using the obtained
interlayer film for laminated glasses.
An HIC value (EEVC) and an HIC value (ECE) of the
obtained laminated glass were measured by the method
10 described above.
The results are shown in Table 3.
15
20
25
30
35

54


55
(Example 21)
(Preparation of ITO-dispersed plasticizer)
Into 100 parts by weight of triethylene glycol di-2-
ethylhexanoate 13(3GO), 2.5 parts by weight of tin-doped
5 indium oxide (IT0) powder was charged and the ITO particles
was dispersed in 3GO with a horizontal microbead mill using
polyphosphate salt as a dispersant. Then, to the resulting
dispersion, 0.25 parts by weight of acetyl acetone was
added while stirring to obtain an ITO-dispersed plasticizer.
10 [0108]
An interlayer film for laminated glasses, having a
thickness of 800 m, was prepared by following the same
procedure as in Example 1 except for using 38 parts by
weight of an ITO-dispersed plasticiaer obtained in place of
15 33 parts by weight of triethylene glycol di-2-
ethylhexanoate (3G0), and using this, a laminated glass was
prepared.
[0109]
(Example 22)
20 A resin film (12) having a thickness of 340 m was
prepared by following the same procedure as in Example 4
except for using 38 parts by weight of an ITO-dispersed
plasticizer obtained in Example 20 in place of 38 parts by
weight of triethylene glycol di-2-ethylhexanoate (3G0) in
25 preparation on the resin film (1) .
And, a resin film (13) having a thickness of 120 m
was prepared, by following the same procedure as in Example
4 except for using 62 parts by weight of the ITO~dispersed
plasticizer obtained in Example 20 in place of 62 parts by
30 weight of triethylene glycol di-2-ethylhexanoate (3GO) in
preparation on the resin film (2).
A storage elasticity modulus G' and tan  of the
obtained resin films (l2) and (13) were measured by the
method described above and further a state of dispersion of
35 ITO particles was evaluated by the following method. The

56
results are shown in Table 4.
[0110]
(Evaluation of state of dispersion of ITO particles)
An ultra-thin slice of a section of an interlayer for
5 laminated glass was prepared and photography was conducted
using a transmission electron microscope (TEM; H-7100 FA
manufactured by Hitachi, Ltd.). In addition., an area of 3
µm x 4 m was photographed at a magnification of 20,000
times and this photograph was enlarged to 3 times in a
10 printing stage.
Longer diameters of particle diameters of all ITO
particles in photo scope of 3 m x 4 m were measured and
an average particle diameter was derived by a cumulative
average. Further, number of particles of 100 nm or larger
15 in particle diameter existing in a photo scope was
determined and by dividing this number of particles by a
photo area of 12 m2, number of particles per 1 m2 was
determined.
[Olll]
20 The resin film (13) was sandwiched between two resin
films (12) and these films were attached, to each other by
heat and pressure by conducting heating press to obtain an
interlayer film, for laminated glasses having a three-layers
structure. In Fig. 13, there is shown a schematic view
25 showing a constitution of the obtained interlayer film for
laminated glasses.
Using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
30 [0112]
(Example 23)
The resin film (2) obtained in Example 4 was
sandwiched between two resin films (12) obtained in Example
21 and these films were attached to each other by heat and
35 pressure by conducting heating press to obtain an

57
interlayer film for laminated glasses having a three-layers
structure. In Fig. 14, there is shown a schematic view
showing a constitution of the obtained interlayer film for
laminated glasses.
5 Using the obtained interlayer film for laminated
glasses, a laminated glass was obtained by following the
same procedure as in Example 1.
[0113]
(Example 24)
10 (Preparation of ATO—dispersed plasticizer)
Into 100 parts by weight of triethylene glycol di-2-
ethylhexanoate (3GO), 3.0 parts by weight or antimohy-doped
tin oxide (AT0) povider was charged and the ATO particles
was dispersed in 3GO with a horizontal microbead mill using
15 polyphosphate salt as a dispersant. Then, to the resulting
dispersion, 0.25 parts by weight of acetyl acetone was
added while stirring to obtain, an ATO-dispersed plasticizer.
[0114]
And, a resin film (14) having a thickness of 120 m
20 was prepared, by following the same procedure as in Example
4 except for using 62 parts by weight of the ATO-dispersed
plasticizer obtained in place of 62 parts by weight of
triethylene- glycol di-2-ethylhexanoate (3GO) in preparation.
on the resin film (2) .
25 A storage elasticity modulus G' and tan  of the
obtained resin film (14) were measured by the method
described above and a state of dispersion of ATO particles
was evaluated by following the same method as in ITO
particles. The results are shown in Table 4.
30 [0115]
The obtained resin film (14) was sandwiched between
two resin films (1) obtained in Exainple 4 and these films
were attached to each other by heat and pressure by
conducting heating press to obtain an interlayer film for
35 laminated glasses having a three-layers structure. In Fig.

58
15, there is shown a schematic view showing, a constitution
of the obtained inter, layer film for laminated glasses.
Using the obtained interlayer film for laminated
glasses; a laminated glass was obtained by following the
5 same procedure as in Example 1.
[0116]
The inter layer film for laminated glasses and the
laminated glass obtained in Examples 21 to 24 were
evaluated in the same manner as in Example 1.
10 Further, electromagnetic wave transparency, visible
transmittanee, solar radiation transmittance and haze of
the obtained laminated glass were evaluated by the
following method.
The results are shown in Table 5.
15 [0117]
(Evaluation of electromagnetic wave shielding property in
frequencies of 0.1 to 26.5 GHz)
Through measurements by a KEC method (measurement of
electromagnetic wave shielding effects in the close field),
20 reflection loss values (dB) of glass in a range of 0.1 to 2
GHz were compared with those of a usual single sheet of
flost glass of 2.5 nm in thickness and minimum and maximum.
values of the differences between both reflection loss
values in the above-mentioned frequencies were recorded.
25 And, reflection loss values (dB) in a range of 2 to 26.5
GHz were measured by standing a sample with a size of 600
mm square between a pair of the antennas for sending and
receiving and radio waves from a radio signal generator
were received with a spectrum analyzer and an
30 electromagnetic wave shielding property of the sample was
evaluated (method of measuring electromagnetic waves in the
far field).
[0118]
(Measurement of haze)
35 Haze was measured according to JIS K 6714.

59
[0119]
(Measurement of visible transmittance and solar radiation
transmittance in wavelength region of 300 nm to 2,100 nm)
The transmittance of light of 300 to 2,100 nm in
5 wavelength was measured using a direct recording type
Spectrophotometer (UV-31O0 manufactured by Shimadzu
Corporation), and visible transmittance Tv of 380 to 780 nm
in wavelength and solar radiation transmittance Ts of 300
to 2,100 nm in wavelength were determined according to JIS
10 Z 8722 and JIS R 3106 (1998).
[0120]
(Table 4)


60

25 INDUSTRIAL APPLICABILITY
[0121]
In accordance with the present invention, it is
possible to provide to a laminated glass and an interlayer
film for laminated glasses, which have the high performance
30 for mitigating the impact given, externally and,
particularly in the case of using it as glass for vehicles,
have the high performance for mitigating the impact when
head comes into collision with the glass due to the
occurrence of a personal accident.
35

61
BRIEF DESCRIPTION OF THE DRAWINGS
[0122]
Fig. 1 is an exploded perspective view showing
schematically a sample of an HIC measuring apparatus to
5 measure HIC values (EEVC) of a laminated glass of the
present invention.
Fig. 2 is a schematic view showing a sample of an HIC
measuring apparatus to measure HIC values (ECE) of the
laminated glass of the present invention.
10 Fig. 3 is a schematic view showing a constitution of
the interlayer film, for laminated glasses obtained in
Example 4.
Fig. 4 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
15 Example 5.
Fig. 5 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
Example 6.
Fig. 6 is a schematic view showing a constitution of
20 the interlayer film, for laminated glasses obtained in
Example 7 .
Fig. 7 is a schematic view showing a constitution of
the interlayer film, for laminated glasses obtained in
Example 8.
25 Fig. 8 is a schematic view snowing a constitution of
the interlayer film for laminated glasses obtained in
Example 9.
Fig. 9 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
30 Example 10.
Fig. 10 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
Example 18.
Fig. 11 is a schematic view showing a constitution of
35 the interlayer film for laminated glasses obtained in

62
Example 19
Fig. 12 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
Example 20.
5 Fig. 13 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
Example 22.
Fig. 14 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
10 Example 23.
Fig. 15 is a schematic view showing a constitution of
the interlayer film for laminated glasses obtained in
Example 24.
15 DESCRIPTION OF THE NUMERALS
[0123]
10 apparatus for measuring HIC value (EEVC)
11 supporting portion
12 flange portion
20 13 securing portion
14 impactor head
20 apparatus for measuring HIC value (ECE)
21 laminated glass stags
22 impactor head
25 23 guide system
24 optical sensor

63
ClAIMS
1. A laminated glass,
wherein at least an interlayer film for laminated.
5 glasses and a glass sheet are laminated and unified, Head
Injury Criteria (HIC) values, measured according to
regulations of European Enhanced Vehicle-safety Committee;
EEVC/WG 17, being 1/000 or lower.
10 2. A laminated glass,
wherein at least an interlayer film for laminated
glasses and, a glass sheet are laminated and unified. Head
Injury Criteria (HIC) values, measured by dropping an
impactor head from a height of 4 m above the surface of the
15 laminated glass according to regulations of Economic
Commission for Europe; ECE-Regulation No. 43 Annex 3, being
300 or lower.
3 The laminated glass according to Claim 1 or 2,
20 wherein the interlayer film for laminated glasses
contains a plasticizer for interlayer films in an amount 30
parts by weight or more per 100 parts by weight of
polyvinyl acetal resin.
25 4. The laminated glass according to Claim 1, 2 or 3,
wherein the interlayer film for laminated glasses has
a storage elasticity modulus G' in a linear, dynamic
viscoelasticity test, measured with frequencies being
varied at 20ºC in a range of frequencies of 5.0 x 101 to
30 1.0 x 102 Hz, of 3 x 107 Pa or lower.
5. The laminated glass according to Claim 1, 2, 3 or
4.
wherein the interlayer film for laminated glasses has
35 tan d of at least one point of 0.6 or more at 20°C in a

64
range of frequencies of 5.0 x 101 to 1.0 A 102 Hz,
6. The laminated glass according to Claim 1, 2, 3, 4
or 5,
5 wherein the interlayer film for laminated glasses has
maximum stress s of 20 MPa or lower and fracture point
deformation e of 200% or more, derived from, a stress-
deformation curve at 20ºC and a tensile speed of 500%/min.
10 7. The laminated glass according to Claim 6,
Wherein the interlayer film, for laminated glasses has
breaking energy of 1.0 J/mm2 or larger.
8. The laminated glass according to Claim 4, 5, 6 or
15 7,
wherein the interlayer film for laminated glasses
comprises a cross linked polyvinyl acetal resin having an
acetalization degree of 60 to 85 mol% and contains a
plasticizer for interlayer films in an amount 40 parts by
20 weight or more per 100 parts by weight of the above-
mentioned polyvinyl acetal resin.
9. The laminated, glass according to Claim 8,
wherein the interlayer film for laminated glasses has
25 a thickness of 300 m or more.
10. The laminated glass according to Claim 4, 5, 6,
7, 8 or 9,
wherein the interlayer film for laminated glasses
30 comprises a polyvinyl acetal resin having a half band width
of a peak of a hydroxyl group of 250 cm-1 or lower in
measuring infrared absorption spectra.
11. The laminated glass according to Claim 4, 5, 6,
35 7, 8, 9 or 10,

65
wherein rubber particles are dispersed in the
interlayer film for laminated glasses.
12. The laminated glass according to Claim 1, 2, 3,
5 4, 5, 6, 7, 8, 9, 10 or 11,
wherein the interlayer film for laminated glasses has
a multilayer structure.
13. The laminated glass according to Claim 12,
10 wherein the interlayer film for laminated glasses has
a two-layers structure and a storage elasticity modulus G'
at 20°C and a frequency of 5.0 x 10l to 1.0 x 102 Hz in one
layer is at or below a half of a storage elasticity modulus
G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102 Hz in
15 the other layer.
14. The laminated glass according to claim 13,
wherein the storage elasticity modulus G' at 20ºC and
a frequency of 5.0 x 101 to 1.0 x 102 Hz in one layer is 2
20 x 106 Pa or lower and the storage elasticity modulus G' at
20ºC and a frequency of 5.0 x 10l to 1.0 x 102 Hz in the
other layer is l x 107 Pa or higher.
15. The laminated glass according to Claim 14,
25 wherein the layer having a storage elasticity modulus
G' of 2 x 106 Pa or lower at 20°C and a frequency of 5.0 x
101 to 1.0 x 102 Hz has tan of 0.7 or more at 20°C and a
frequency of 5.0 X 10l to 1.0 x 102 Hz.
30 16. The laminated glass according to Claim 12,
wherein the interlayer film for laminated glasses has
a three-layers structure and a storage elasticity modulus
G' at 20ºC and a frequency of 5.0 x 101 to 1.0 x 102 Hz in
an intermediate layer is at or below a half of a storage
35 elasticity modulus G' at 20°C and a frequency of 5.0 x 101

66
to 1.0 x 102 Hz in one or any of two layers composing the
outermost layer.
17. The laminated glass according to Claim 16,
5 wherein a storage elasticity modulus G' at 20°C and a.
frequency of 5.0 x 101 to 1.0 x 102 Hz in the intermediate
layer is 2 x 105 Pa or lower and a storage- elasticity
modulus G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102
Hz in one or any of two layers composing the outermost
10 layer is 1 x 107 Pa or higher.
18. The laminated glass according to Claim 17,
wherein the intermediate layer has tan of 0.7 or
more at 20°C and a frequency of 5.0 x 101 to 1.0 x 102 Hz.
15
19. The laminated glass according to Claim 16, 17 or
18,
wherein a thickness of the intermediate layer is 10%
or higher of a total thickness of the interlayer film for
20 latminated glasses.
20. The laminated glass according to Claim 12,
wherein the interlayer film for laminated glasses has
a three-layers structure and a storage elasticity modulus
25 G' at 20°C and a frequency of 5.0 x 101 to 1.0 x 102 Hz in
one or any of two layers composing the outermost layer is
at or below a half of a storage elasticity modulus G' at
20ºC and a frequency of 5.0 x 101 to 1.0 x 102 Hz in an
intermediate layer.
30
21. The laminated glass according to Claim 20,
Wherein a storage elasticity modulus G' at 20°C and a
frequency of 5.0 x 101 to l.0 x 102 Hz in one or any of two
layers composing the outermost layer is 2 x 106 Pa or lower
35 and a storage elasticity modulus G' at 20°C and a frequency

67
of 5.0 x 101 to 1.0 x 102 Hz in the intermediate layer is 1
x 107 Pa or higher.
22. The laminated glass according to Claim 21,
5 wherein tan  at 20°C and a frequency of 5.0 x 101 to
l.0) x 102 Hz in one or any of two layers composing the
outermost layer is 0.7 or more.
23. The laminated glass according to Claim 20, 21 or
10 22,
wherein a total thickness of the outermost layer is
10% or higher of a total thickness of the interlayer film
for laminated glasses.
15 24. The laminated glass according to Claim- 12,
wherein the interlayer film for laminated glasses has
a multilayer structure of four-layers or more and a storage
elasticity modulus G' at 20ºC and a frequency of 5.0 x 101
to 1.0 x 102 Hz in at least one layer of an intermediate
20 layer is at or below a half of a storage elasticity modules
G' at 20ºC and a frequency of 5.0 x 101 to 1.0 x 102 Hz in
one or any of two layers composing the outermost layer.
25. The laminated glass according to Claim 24,
25 wherein a storage elasticity modulus C at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in at least one
layer of the intermediate layer is 2 x 106 Pa or lower and
a storage elasticity modulus G' at 20°C and a frequency of
5.0 x 101 to 1.0 x 102 HZ in one or any of two layers
30 composing the outermost layer is 1 x 107 Pa or higher.
26. The laminated glass according to Claim 25,
wherein the intermediate layer having a storage
elasticity modulus G' of 5.0 x 101 to 1.0 x 102 Hz being 2
35 x 106 Pa or lower at 20°c and a frequency has tan of 0.7

68
or more at 20°C and a frequency of 5.0 x 101 to 1.0 x 102 Hz.
27. The laminated glass according to Claim 25 or 26,
wherein a total thickness of the intermediate layer
5 having a storage elasticity modulus G' of 2 x 106 Pa or
lower at 20ºC and a frequency of 5.0 x 101 to 1.0 x 102 Hz
is 10% or higher of a total thickness of the interlayer
film for laminated glasses.
10 28. The laminated glass according to claim 17, 18,
19, 25, 26 or 27,
wherein, the intermediate layer having a storage
elasticity modulus G' of 2 x 106 Pa or lower at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz is biased to the
15 side of either surface layer with respect to the thickness
direction of the interlayer film for laminated glasses.
29. The laminated glass according to Claim 12,
wherein the inter, layer film for laminated glasses has
20 a multilayer structure of four-layers or more and a storage
elasticity modulus G' at 20ºC and a frequency of 5.0 x 10l
to 1.0 x 102 Hz in one or any of two- layers composing the
outermost layer is at or below a half of a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
25 to 1.0 x 102 Hz in at least one layer of an intermediate
layer.
30. The laminated glass according to Claim 29,
wherein a storage elasticity modulus G' at 20°C and a
30 frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
layers composing the outermost layer is 2 x 106 Pa or lower
and a storage elasticity modulus G' at 20ºC and a frequency
of 5.0 x 101 to 1.0 x 102 Hz in at least one layer of the
intermediate layer is 1 x 10 Pa or higher.
35

69
31. The laminated glass according to Claim 30,
wherein tan  at 20ºC and a freguency of 5.0 x 101 to
1.0 x 102 Hz in one or any of two layers composing the
outermost layer is 0.7 or more.
5
32. The laminated glass according to Claim 29, 30 or
31,
wherein a total thickness of the outermost layer is
10% or higher of a total thickness of the interiayer film,
10 for laminated glasses.
33. The laminated, glass according to Claim 21, 22,
23, 30, 31 or 32,
wherein the intermediate layer having the storage
15 elasticity modulus G' of 1 x 107 Pa or higher at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz is biased to the
side of either surface layer with respect to the thickness
direction of the interlayer film for laminated glasses.
20 34. The laminated glass according to Claim 12, 16,
17, 13, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31,
32 or 33,
wherein the interlayer film for laminated glasses has
a multilayer structure of three-layers or more and each
25 layer has wedged form and the layer having wedged form is
alternately overlaid with the layer of wedged form having a
small storage elasticity modulus G' taken as an
intermediate layer so that an overall thickness becomes
uniform.
30
35. The laminated glass according to Claim 1 or 2,
wherein the inter layer film for laminated glasses
generates a break of 10 mm or longer in length in measuring
a Head Injury Criteria (HIC) value.
35

70
36. The laminated glass according to Claim 1, 2 or 3,
wherein the interlayer film for laminated glasses has
a sandwiched structure between glass sheets and a thickness
of at least one glass sheet is 1.8 mm or smaller.
5
37. The laminated glass according to Claim 1, 2 or 3,
wherein the interlayer film for laminated glasses is
sandwiched between a glass sheet and a transparent resin
plate.
10
38. The laminated glass according to Claim 37,
wherein the transparent resin plate comprises
polycarbonate, acrylic resin, acrylic copolymerizable resin
or polyester resin.
15
39. The laminated glass according to Claim 37 or 38,
wherein the transparent resin plate is coated with
transparent elastomer.
20 40. The laminated glass according to Claim 1, 2, 3,
4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, Iff, 17, 18, 19,
20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34,
35, 36, 37, 36 or 39,
wherein electromagnetic wave shielding performance in
25 frequencies of 0.1 to 26.5 GHz is 10 dB or less, haze is 1%
or lower, visible transmittance is 70% or higher, and solar
radiation transmittance in a wavelength region of 300 to
2,100 nm is 85% or lower of visible transmittance.
30 41. An interlayer film for laminated glasses,
which contains a plasticizer for interlayer films in
an amount 30 parts by weight or more per 100 parts by
weight of polyvinyl aceta1 resin,
a storage elasticity modulus G' in a linear dynamic
35 viscoelasticity test, measured with frequencies being

71
varied at 20ºC in a range of frequencies of 5.0 x 101 to
1.0 x 102Hz, is 3 x 107 Pa or lower.
42. The interlayer film for laminated glasses
5 according to Claim 41,
wherein tan  of at least one point is 0.6 or more at
20°C in a range of frequencies of 5.0 x 101 to 1.0 x 102 Hz.
43. The interlayer film for laminated glasses
10 according to Claim 41 or 42,
wherein maximum stress  is 20 MPa or smaller and
fracture point deformation  is 200% or mere, derived from
a stress-deformation, curve at 20ºc and a tensile speed of
500%/min.
15
44. The interlayer film for laminated glasses.
according to Claim 43,
wherein breaking energy is 1.0 J/mm2 or larger.
20 45. The inter layer film for laminated glasses
according to Claim 41, 42, 43 or 44,
which comprises a crosslinked polyvinyl acetal resin
having an acetalization degree of 60 to 85 mol% and
contains a plasticizer for interlayer films in an amount 40
25 parts by weight or more per 100 parts by weight of the
above-mentioned polyvinyl acetal resin.
46. The interlayer film for laminated glasses
according to Claim 45,
30 which has a thickness of 800 m or more.
47. The interlayer film for laminated glasses
according to Claim 41, 42, 43, 44, 45 or 46,
which comprises a polyvinyl acetal resin, a half band
35 width of a peak of a hydroxyl group in measuring infrared

72
absorption spectra being 250 cm-1 or less.
48. The interlayer film for laminated glasses
according to Claim 41, 42, 43, 44, 45, 46 or 47,
5 wherein rubber particles are dispersed.
49. The interlayer film for laminated glasses
according to Claim 4l, 42, 43, 44, 45, 46, 41, or 48,
which has a multilayer structure.
10
50. The interlayer film for laminated glasses,
according to Claim 49,
which has a two-layers structure, a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
15 to 1.0 x 102 Hz in one layer being at or below a half of a
storage elasticity modulus G' at 20°C and a frequency of
5.0 x 101 to 1.0 x 102 Hz in the other layer.
51. The interlayer film for laminated glasses
20 according to Claim 50,
wherein a storage elasticity modulus G' at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 HZ in one layer is 2 x
106 Pa or lower and a storage elasticity modulus G' at 20°C
and a frequency of 5.0 x 101 to 1.0 x 102 Hz in the other
25 layer is 1 x 107 Pa or higher.
52. The interlayer film for laminated glasses
according to Claim 51,
wherein the layer having a storage elasticity modulus
30 G' of 5.0 x 101 to 1.0 x 102 Hz of 2 x 106 Pa or lower at
20°C and a frequency has tan of 0.7 or more at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz.
53. The interlayer film for laminated glasses
35 according to Claim 49,

73
which has a three-layers structure, a storage
elasticity modulus G' at 20ºC and a frequency of 5.0 x 101
to 1.0 x 102 Hz in an intermediate layer being at or below
a half of a storage elasticity modulus G' at 20°C and a
5 frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
layers composing the outermost layer.
54. The interlayer film for laminated glasses
according to Claim 53,
10 wherein a storage elasticity modulus G' at 20°C and a
frequency of 5.0 x 101 to 1.0 x 102 HZ in the intermediate
layer is 2 x 105 Pa or lower and a storage elasticity
modulus G' at 20ºC and a frequency of 5.0 x 101 to 1.0 x 102
Hz in one or any of two layers composing the outermost
15 layer is 1 x 107 Pa or higher.
55. The interlayer film for laminated glasses
according to Claim 54,
wherein the intermediate layer has tan  of 0.7 or
20 more at 20ºC and a frequency of 5.0 x 103 to 1.0 x 102 Hz.
56. The interlayer film for laminated glasses
according to claim 53, 54 or 55,
wherein a thickness of the intermediate layer is 10%
25 or higher of a total thickness of the interlayer film for
laminated glasses.
57. The interlayer film for laminated glasses
according to Claim 49,
30 which has a three-layers structure, a storage
elasticity modulus G' at 20ºC and a frequency of 5.0 x 101
to 1.0 x 102 Hz in one or any of two layers composing the
outermost layer being at or below a half of a storage
elasticity modulus G' at 20°C and a frequency of 5.0 x 101
35 to 1.0 x 102 Hz in an intermediate layer.

74
58. The interlayer film for laminated glasses
according to Claim 57,
wherein a storage elasticity modulus G' at 20°C and a
5 frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
layers composing the outermost layer is 2 x 106 Pa or lower
and a storage elasticity modulus G' at 20ºC and a frequency
of 5.0 x 101 to 1.0 x 102 Hz in the intermediate layer is 1
x 107 Pa or higher.
10
59. The interlayer film for laminated, glasses
according to Claim 58,
wherein tan at 20°C and a frequency of 5.0 x 101 to
1.0 x 102 Hz in one or any of two layers composing the
15 outermost layer is 0.7 or more.
60. The interlayer film for laminated glasses
according to Claim 57, 58 or 59,
wherein a total thickness of the outermost layer is
20 lO% or higher of a total thickness of the interlayer film
for laminated glasses.
61. The interlayer film for laminated glasses
according to Claim 49,
25 which has- a multilayer structure of four-layers or
more, a storage elasticity modulus G' at 20°C and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in at least one
layer of an intermediate layer being at or below a half of
a storage elasticity modulus G' at 20°C and a frequency of
30 5.0 x 101 to 1.0 x 102 Hz in one or any of two layers
composing the outermost layer,
62. The interlayer film for laminated glasses
according to Claim 61,
35 wherein a storage elasticity modulus G' at 20°C and a

75
frequency of 5.0 x 10l to 1.0 x 102 HZ in at least one
leyer of the intermediate layer is 2 x 106 Pa or lower and
a. storage elasticity modulus G' at 20°C and a frequency of
5.0 x 101 to 1.0 x 102 Hz in one or any of two layers
5 composing the outermost layer is 1 x 107 Pa or higher.
63. The interlayer film for laminated glasses
according to Claim 62,
wherein the intermediate layer having a storage
10 elasticity modulus G' or 2 x 106 Pa or lower at 20°C and a
frequency of 5.0 x 101 to 1.0 x 102 Hz has tan  of 0.7 or
more at 20ºc and a frequency of 5.0 x 101 to 1.0 x 102 Hz.
64. The interlayer film for laminated glasses.
15 according, to Claim 62 or 63,
wherein, a total thickness of the intermediate layer
having a storage elasticity modulus G' of 2 x 106 Pa or
lower at 20°c and a frequency of 5.0 x 101 to 1.0 x 102 Hz
is 10% or higher of a total thickness of the interlayer
20 film for laminated glasses.
65. The interlayer film for laminated glasses
according to Claim 54, 55, 56, 62, 63 or 64,
wherein the intermediate layer having the storage
25 elasticity modulus G' of 2 x 106 Pa or lower at 20°c and a
frequency of 5.0 x 101 to 1.0 x 102 Hz is biased to the
side of either surface layer with respect to the thickness
direction of the interlayex film for laminated glasses.
30 66. The interlayer film for laminated glasses
according to Claim 49,
which has a multilayer structure of four-layers or
more, a storage elasticity modulus G' at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
35 layers composing the outermost layer being at or below a

76
half or a storage elasticity modulus G' at 20ºC and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in at least one
layer of an intermediate layer.
5 67. The interlayer film, for laminated glasses
according to Claim 66,
wherein a storage elasticity modulus G' at 20°C and a
frequency of 5.0 x 101 to 1.0 x 102 Hz in one or any of two
layers composing the outermost layer is 2 x 106 Pa or lower
10 and a storage elasticity modulus G' at 20ºC and a frequency
of 5.0 x 101 to 1.0 x 102 Hz in at least one layer of the
intermediate layer is 1 x 107 Pa or higher.
68. The interlayer film for laminated glasses
15 according to Claim 67,
wherein tan at 20ºC and a frequency of 5.0 x 101 to
1.0 x 102 Hz in one or any of two layers composing the
outermost layer is 0.7 or more.
20 69. The interlayer film for laminated glasses
according to Claim 66, 67 or 68,
wherein a total thickness of the outermost layer is
10% on higher of a total thickness of the interlayer film
for laminated glasses.
25
70. The interlayer film for laminated glasses
according to Claim 58, 59, 60, 67, 69 or 63,
wherein the intermediate layer having the storage
elasticity modulus G' of 1 x 107 Pa or higher at 20°C and a
30 frequency of 5.0 x 101 to 1.0 x 102 Hz is biased to the
side of either surface layer with respect to the thickness
direction of the interlayer film for laminated glasses.
71. The interlayer film for laminated glasses
35 according to Claim 49, 53, 54, 55, 56, 57, 58, 59, 60, 61,

77
62, 63, 64, 65, 66, 67, 68, 69 or 70,
which has a multilayer structure of three-layers or
more, each layer having wedged form and the layer having
wedged form being alternately overlaid with the layer of
5 wedged hairing a small storage" elasticity modulus G' taken
as an intermediate layer so that an overall thickness
becomes uniform.
72. An interlayer film for laminated glasses,
10 wherein a break of 10 mm or longer in length is
generated when an laminated glass is formed by sandwiching
the interlayer film for laminated glasses between two
glasses and a Head Injury Criteria (HIC) value of the
laminated glass is pleasured.
15
73. The interlayer film for laminated glasses
according to Claim 41, 42, 43, 44, 45, 46, 47 or 49,
wherein polyvinyl acetal resin contains metal oxide
particles having a function of screening out heat rays.
20
74. The interlayer film for laminated glasses
according to Claim 49, 50, 51, 52, 53, 54, 55, 56, 57, 58,
59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71 or 72,
wherein polyvinyl acetal resin of at least one layer
25 contains metal oxide particles having a function of
screening out heat rays.
75. The interlayer film for laminated glasses
according to Claim 73 or 74,
30 wherein the particle of metal oxide is tin-doped
indium oxide and/or antimony-doped tin oxide, and the
above-mentioned tin-doped indium oxide and/or the above-
mentioned antimony-doped tin oxide has an average diameter
of secondary particles formed by flocculation or 80 nm or
35 smaller and is dispersed in polyvinyl acetal resin in such

78
a way that a secondary particle formed by flocculation of
100 run or larger in diameter has a density of 1
particle/m or less in polyvinyl acetal resin.

Laminated glass and an intermediate
film for laminated glass that have excellent ability of
reducing impact applied from the outside and having,
particularly when used as glass for motor vehicles,
escellent impact reducing ability when a head portion
collides with the glass in a vehicle-to-person accident.
In the laminated glass, at least an intermediate film for
terminated glass and glass plates are layered on each
other and integrated. and a Head Injury Criteria (HIC)
value measured in accordance with the provision
by European Enhanced Vehicle-safety Committee;
EEVC/WG17 is equal to or less than 1000.

Documents:

00592-kolnp-2006-abstract.pdf

00592-kolnp-2006-claims.pdf

00592-kolnp-2006-description complete.pdf

00592-kolnp-2006-drawings.pdf

00592-kolnp-2006-form 1.pdf

00592-kolnp-2006-form 3.pdf

00592-kolnp-2006-form 5.pdf

00592-kolnp-2006-gpa.pdf

00592-kolnp-2006-international publication.pdf

00592-kolnp-2006-international search report.pdf

00592-kolnp-2006-pct request.pdf

00592-kolnp-2006-priority document.pdf

592-KOLNP-2006-ABSTRACT 1.1.pdf

592-KOLNP-2006-ABSTRACT.pdf

592-KOLNP-2006-AMANDED CLAIMS.pdf

592-KOLNP-2006-CLAIMS-1.1.pdf

592-KOLNP-2006-CORRESPONDENCE 1.1.pdf

592-KOLNP-2006-CORRESPONDENCE 1.2.pdf

592-KOLNP-2006-CORRESPONDENCE 1.4.pdf

592-KOLNP-2006-CORRESPONDENCE-1.3.pdf

592-KOLNP-2006-CORRESPONDENCE.pdf

592-KOLNP-2006-DESCRIPTION (COMPLETE) 1.1.pdf

592-KOLNP-2006-DESCRIPTION (COMPLETE).pdf

592-KOLNP-2006-DRAWINGS 1.1.pdf

592-KOLNP-2006-DRAWINGS.pdf

592-KOLNP-2006-ENGLISH TRANSLATION.pdf

592-KOLNP-2006-EXAMINATION REPORT REPLY RECIEVED.PDF

592-KOLNP-2006-EXAMINATION REPORT.pdf

592-KOLNP-2006-FORM 1-1.1.pdf

592-KOLNP-2006-FORM 1.pdf

592-KOLNP-2006-FORM 18.pdf

592-KOLNP-2006-FORM 2-1.1.pdf

592-KOLNP-2006-FORM 2.pdf

592-KOLNP-2006-FORM 3 1.1.pdf

592-KOLNP-2006-FORM 3 1.4.pdf

592-KOLNP-2006-FORM 3-1.2.pdf

592-KOLNP-2006-FORM 3-1.3.pdf

592-KOLNP-2006-FORM 5.pdf

592-KOLNP-2006-FORM-27-1.pdf

592-KOLNP-2006-FORM-27.pdf

592-KOLNP-2006-GPA.pdf

592-KOLNP-2006-GRANTED-ABSTRACT.pdf

592-KOLNP-2006-GRANTED-CLAIMS.pdf

592-KOLNP-2006-GRANTED-DESCRIPTION (COMPLETE).pdf

592-KOLNP-2006-GRANTED-DRAWINGS.pdf

592-KOLNP-2006-GRANTED-FORM 1.pdf

592-KOLNP-2006-GRANTED-FORM 2.pdf

592-KOLNP-2006-GRANTED-LETTER PATENT.pdf

592-KOLNP-2006-GRANTED-SPECIFICATION.pdf

592-KOLNP-2006-OTHERS 1.1.pdf

592-KOLNP-2006-OTHERS 1.3.pdf

592-KOLNP-2006-OTHERS 1.4.pdf

592-KOLNP-2006-OTHERS-1.2.pdf

592-KOLNP-2006-PA.pdf

592-KOLNP-2006-PETITION UNDER RULE 137.pdf

592-KOLNP-2006-REPLY TO EXAMINATION REPORT.pdf

abstract-00592-kolnp-2006.jpg


Patent Number 249760
Indian Patent Application Number 592/KOLNP/2006
PG Journal Number 45/2011
Publication Date 11-Nov-2011
Grant Date 08-Nov-2011
Date of Filing 13-Mar-2006
Name of Patentee SEKISUI CHEMICAL CO., LTD.
Applicant Address 4-4, NISHITEMMA, 2-CHOME, KITA-KU, OSASKA-SHI, O0SAKA 5308565, JAPAN
Inventors:
# Inventor's Name Inventor's Address
1 FUKATANI JUICHI C/O. SEKISUI CHEMICAL CO., LTD. 1259, IZUMI, MINAKUCHI CHO, KOKA-GUN. SHIGA 5288585, JAPAN
2 HASEGAWA, TSUYOSHI C/O. SEKISUI CHEMICAL CO., LTD. 1259, IZUMI, MINAKUCHI CHO, KOKA-GUN, SHIGA 5288585, JAPAN
3 MATSUDO, MASAKI C/O. SEKISUI CHEMICAL CO., LTD. 1259, IZUMI, MINAKUCHI CHO. KOKA-GUN, SHIGA 5288585, JAPAN
4 TADA, TOSHIO C/O. SEKISUI CHEMICAL CO., LTD. 2-1, HYAKUYAMA, SHIMAMOTOCHO, MISHIMA-GUN, OSAKA 6188589, JAPAN
PCT International Classification Number B60J 1/00
PCT International Application Number PCT/JP2004/011910
PCT International Filing date 2004-08-19
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 2003-299375 2003-08-22 Japan
2 2003-369427 2003-10-29 Japan
3 2003-432892 2003-12-26 Japan
4 2004-145471 2004-05-14 Japan