Title of Invention

FUNGICIDAL COMPOSITION COMPRISING IN PARTICULAR AN OIL OF PLANT ORIGIN WITH HIGH SICCATIVE POWER

Abstract Fungicidal composition comprising iprodione and at least one oil chosen from linseed, sunflower, soya bean, maize, cottonseed, safflower and rape seed oils, this oil being of plant origin and possessing a high siccative power characterized by an iodine value which is greater than 90, the oil/iprodione weight ratio being between 0.15 and 1.6, wherein the iprodione and oils represent from 0.5 to 95% by weight of the said composition.
Full Text FORM 2
THE PATENTS ACT 1970
[39 OF 1970]
&
THE PATENTS RULES, 2003
COMPLETE SPECIFICATION
[See Section 10; rule 13]
"FUNGICIDAL COMPOSITION COMPRISING IN PARTICULAR AN OIL OF PLANT ORIGIN WITH HIGH SICCATIVE POWER"
BAYER CROPSCEINCE SA, a French body corporate of 55 Avenue Rene Cassin - 69009 Lyon, France,
GRANTED

The following specification particularly describes the invention and the manner in which it is to be performed:
20 OCT 2006
18-7-2007


The present invention relates to' fungicidal composition comprising particular an oil of plant origin with high siccative power.
The subject of the present invention is a fungicidal composition useful for the treatment of fungal diseases of crops and which comprises a vegetable oil with high siccative power, and a method of treating crops using a composition according to the invention.
It is always desirable to reduce the doses of chemical products spread in the environment, for treating fungal diseases of crops, in particular by reducing the doses for application.
To do this, certain adjuvants, termed biological activators such as mineral oils, wetting agents and penetrating agents are combined with commercial proprietaries, and now make it possible, for example, to combine a mineral oil-type adjuvant with fungicidal compounds, which has the advantage of reducing the applied dose of fungicidal compounds. This thus broadens the possibilities of choices offered to farmers, so that the latter finds the solution best suited to their particular problem.
On the other hand, the use of some of these proprietaries is restricted when cases of phytotoxicity are observed on certain crops.
One aim of the invention is therefore to provide a novel fungicidal composition, allowing better selectivity even on so-called sensitive crops, while

preserving an equivalent biological activity, preventively or curatively, against various diseases. It has now been found that these aims could be achieved using the fungicidal composition according to the invention.
The subject of the present invention is a fungicidal composition useful for the treatment of fungal diseases of crops, based on at least one fungicidal compound and at least one adjuvant of the oil of plant origin type possessing high siccative
power, the latter acting as activator (doping agent). It also relates to a method of treating crops with the same aim.
A fairly large number of examples of the use of vegetable oils in formulations of pesticidal, and in particular fungicidal, compounds, are known in the literature. Nevertheless, no use of vegetable oils

possessing high siccative power in fungicidal
compositions has ever been reported.
Thus, and most surprisingly, such a use in fungicidal compositions according to the invention has made it possible to obtain particularly advantageous results.
The fungicidal compounds according to the
present invention are, for the most part, known to farmers in particular for their efficacy against the

diseases affecting or likely to affect cereals and other crops.
One advantage is also noted with regard to the use of certain vegetable oils which make it possible to reduce by 3 the dose of oil while preserving an equivalent biological efficacy. Furthermore, the composition of the formulation proposed makes it possible to obtain an excellent physical quality of the plant-protection mixture for application and thus allows its use with various other commercial combinations with no risk of physicochemical incompatibility.
Such a stability of the plant-protection mixture for application of the fungicidal composition according to the invention also makes it possible to be able to formulate certain active substances which are otherwise difficult or even impossible to formulate.
Another aim of the invention is to provide a novel fungicidal combination useful in the preventive or curative treatment of diseases.
Another aim of the invention is to provide a
fungicidal combination allowing improved efficacy,
preventively or curatively, against various diseases
and/or improved selectivity.
Another aim of the invention is to improve,
in terms of persistance, the action of the fungicidal compounds.

Another ain is to provide combinations which allow better resistance to adverse weather conditions, in particular to rain.
Surprisingly, a fungicidal composition has now been found which provides complete or partial
solutions to the problems and disadvantages which have just been mentioned. The fungicidal composition according to the invention is characterized in that it comprises at least one fungicidal compound A and at least one oil B, this oil being of plant origin and possessing a high siccative power.
The advantages linked to the selective use of vegetable oils possessing a high siccative power are in particular their nontoxicity or at the very least a
lower toxicity, compared with oils of mineral origin, a lower phytotoxicity, and greater biodegradability.
According to a very advantageous embodiment of the fungicidal composition according to the invention, the fungicidal compound A is chosen from dicarboximide derivatives.
Among these dicarboximide derivatives, those of the group comprising captan, captafol, chlozolinate, iprodione, procymidone and vinchlozolin are most particularly preferred.
Preferably, the fungicidal compound A is iprodione.


The inventi.on therefore relates to a fungicidal composition combining an oily organic phase B which is a selection of unsaturated vegetable oil, of isomerized oil, of vegetable oil ester, of vegetable polymer and/or of a mixture of these various organic phases.
The vegetable oils may be of various origins, but those derived from linseed, sunflower, soya bean, maize, cotton, safflower and rapeseed will be preferred. These oils are available in various qualities, namely crude, refined or isomerized.
Preferably, the oil is a polyunsaturated vegetable oil which naturally contains a large number of unsaturations.
The expression polyunsaturated oil is understood to mean a triglyceride in which the majority of the linear fatty chains possess two or three double bonds per chain, noted C18:2 or C18:3, that is to say chains consisting of 18 carbon atoms with 2 or 3 unsaturations.
As examples of polyunsaturated oils, there may be mentioned triglycerides which predominantly contain so-called linoleic (C18:3) fatty acid chains such as linseed oil. As a guide, the composition by weight of this oil, characterized as fatty acids, may be within the following range: 50 to 60% of C18:3 - 10 to 17% of C18:2 - 15 to 25% of C18:l - 2 to 4% of C18:0 - 5 to 8% of C16:0.

As an example of polyunsaturated oils, there
may also be mentioned triglycerides predominantly
containing fatty acid chains of the linoleic type
(C18:2) such as sunflower, maize, soya bean, safflower,
cotton or rapeseed oil. As a guide, the composition of
these oils, characterized as fatty acids, may be within
the following range: 45 to 70% of C18:2 - 0.1 to 10% of
C18.-3 - 10 to 40% of C18:l - 0.1 to 10% of C18:0 - 1 to
26% of C16:0.
) In other words, the oil coming within the
scope of the present invention is said to be siccative. The siccativity is either natural (siccative or semi-siccative oils) or is obtained by chemical treatment of an oil which is not or not very siccative (so-called semisiccative or nonsiccative oils), this oil is then said to -be isomerized.
The isomerization reaction consists in conjugating the double bonds in the fatty acid chain -CH=CH-CH2-CH-CH-, so as to obtain conjugated dienes as follows - CH=CH-CH=CH-CH2-, thus increasing their siccativity (reactivity to air).
There may be mentioned, as isomerized oil, isomerized sunflower oil with a percentage of conjugated dienes of between 16 and 18%, but also isomerized linseed oil containing 11 to 13% of conjugated dienes.
For the fungicidal composition according to the- invention, the use of vegetable oils whose iodine


value linked to their siccative power is greater than 70, preferably greater than 90, more preferably still greater than 130, most preferably greater than 150, is preferred.
The present invention also relates to a
combination of compounds A and B, such a combination is
then a combination of two compounds, and may be applied
simultaneously as a ready-to-use mixture or as a
freshly made mixture,
The compound B/compound A weight ratio in the
composition according to the invention is generally between 0.15 and 1.6, preferably between 0.2 and 1.35, more preferably still between 0.25 and 1, or alternatively between 0.3 and 0.7, and most advantageously 0.45.
This composition is useful for the treatment of fungal diseases of various crops. It is thus effective for treati.ng rust, leaf blotch, net blotch of barley; for treating eyespot, rust, septoria diseases, yellow leaf spot and fusaria of wheat. It is also
effective for controlling grey mould, alternaria leaf spot, sclerotinia disease, net blotch and fusaria of protein-rich plants and of oil-producing plants (in particular pea, rapeseed and maize) and for the treatment of turf diseases such as rust, fusaria, sclerotinia and scurf.
It is particularly useful for the treatment of grey mould of vine, vegetable crops, the peach tree,

the almond tree, the apple tree, the pear tree, the rape plant, the pea, the haricot bean and citrus; alternaria diseases of vegetable crops, the peach tree, the almond tree, the apple tree, the pear tree, the rape plant, potato and citrus; brown rot of the peach tree, the almond tree, the cherry tree; sclerotinia disease of vegetable crops, the rape plant and potato; and scurf of vegetable crops and rice.
Compounds A, contained in the composition according to the invention are described in at least one of the following manuals:
- "The pesticide manual" edited by Clive TOMLIN and published by the British Crop Protection Council, 11th edition; - "1'Index phytosanitaire 2000", published by the Association de Coordination Technique Agricole, 36th edition.
Compound B, also contained in the composition according to the invention, is preferably refined and/or isomerized sunflower oil.
For their practical use, compounds A and B of the composition according to the invention are rarely used alone.
In the fungicidal composition according to the invention, compounds A and B most often represent from 0.5 to 95% by weight of the said composition as described above.

This may include the concentrated composition, that is to say the commercial product combining the two active substances (for the purposes of the present text, the expression active substance 5 should be understood to mean both compound A, a
fungicidal compound, and compound B, an adjuvant). This
may also include the dilute composition ready to be
sprayed on the crop to be treated. In the latter case,
the dilution with water may be carried out either using
a concentrated commerical composition, containing the
two active substances (this mixture is called "ready
mix") or by means of the fresh mixture (called "tank
mix") of two commercial concentrated compositions each
containing one substance.
The composition according to the invention is
liquid, and in this case in the form of a solution, suspension, emulsion or emulsifiable concentrate. Oil-aqueous liquid compositions are preferred both for their ease of use and the simplicity of their 2|0 manufacture. Preferably, an aqueous concentrated
suspension is available which uses vegetable oil in the form of an oil-in-water emulsion.
More generally, the composition according to the invention may include any solid or liquid additives corresponding to the customary techniques of formulating plant-protection products.
The composition according to the invention may comprise, in addition, any customary additives or

adjuvants of plant-protection compositions, in particular carriers, surfactants, adhering agents, flow-enhancing agents and antigels. This composition may also contain any sort of other ingredients such as, 5 for example, protective colloids, adhesives,
thickeners, thixotropic agents, penetrating agents, stabilizers, sequestrants, pigments, colorants, polymers and antifoams.
The term "carrier" in the present text denotes a natural or synthetic, organic or inorganic material with which the active substances are combined to facilitate their application to the plant. This carrier is therefore generally inert and should be agriculturally acceptable, in particular on the treated plant. The carrier may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, and the like) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffin hydrocarbons, chlorinated hydrocarbons, liquefied gases and the like).
The surfactant may be an emulsifying, dispersing or wetting agent of the ionic or nonionic type. There may be mentioned, for example, salts of polyacrylic acids, salts of lignosulphonic acids, salts of phenolsulphonic or naphthalenesulphonic acids,
polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, substituted phenols (in particular alkylphenols or arylphenols),

salts of .esters of sulphosuccinic acids, derivatives of taurine (in particular alkyl taurates), phosphoric esters of polyoxyethylated alcohols or phenols. The presence of at least one surfactant is desirable to promote the dispersion of the active substances in water and their good application to plants.
The expression oil-aqueous suspension concentrate is understood to mean an aqueous suspension in which the solid active substances are in the form of lp crystals in suspension in water and the oily organic phase, here the vegetable oil plus an emulsifier, in the form of an oil-in-water emulsion.
The suspension concentrates, which can also
be applied by spraying, are prepared so as to obtain a
stable fluid product which does not give rise to
thickening or to the formation of a sediment after
storage or to phase separation, and they usually
contain from 10 to 75% of active substances, from 0.5
to 15% of surfactants, from 0.1 to 10% of thixotropic
agents, from 0 to 10% of appropriate additives, such as
pigments, colorants, antifoams, corrosion inhibitors,
sterilizers, penetrating agents, adhesives and, as
carrier, water or an organic liquid in which the active
substances are not or not very soluble.
Some organi'c solid substances or inorganic
salts may be dissolved or dispersed in the carrier to prevent sedimentation or as antigel for the water.

According to an advantageous variant of the invention and by way of example, here is a composition of the oil-aqueous suspension concentrate type: Example SCI;
- Active substance 375
- Ethoxylated polyararylphenol phosphate potassium salt 60
- Dioctyl sulphosuccinate sodium salt 10
- Ethoxylated oleic acid 8.5
- Polyunsaturated vegetable oil 170
- Monopropylene glycol 50
- Polysaccharide 1.4
- 1, 2-Benzisothiazolin-3-one 0.7
- Isotridecanol 10
- Citric acid monohydrate 1
- Water (qs 1 litre)
The composition according to the invention is
prepared according to methods known per se. An example of a method, as a guide, is described below:
- Add simultaneously, to water with stirring,
monopropylene glycol, isotridecanol, ethoxylated
polyararylphenol phosphate potassium salt, dioctyl
sulphosuccinate sodium salt, citric acid monohydrate.
- Continue stirring so as to disperse and dissolve the constituents.
- Then add, with stirring, the active substance.

- The suspension is pre-ground with the aid of a
colloid mill and then ground to the final particle size
with the aid of a ball mill.
- With stirring, add the solution containing 2% of
5 polysaccharide and 1% of 1,2-benzisothiazolin-3-one to
the ground suspension.
- With stirring, add the oily phase, consisting of
the homogeneous mixture of vegetable oil and
ethoxylated oleic acid, so as to form the oil-in-water
emulsion.
The fungicidal composition which is the subject of the invention is applied by means of various methods of treatment such as spraying onto the aerial parts of the crops to be treated with a liquid comprising the said composition, sprinkling, injection into the trees and coating.
Spraying a liquid on the aerial parts of the crops to be treated is the preferred method of treatment.
The invention finally relates to a method of
treatment intended for combating or preventing fungal diseases of crops, characterized in that an effective and non-phytotoxic dose of a composition according to the invention is applied to the aerial parts of the plants.
The expression "effective and non-phytotoxic quantity" is understood to mean a quantity of composition according to the invention sufficient to

allow control or destruction of the fungi present or likely to appear on the crops, and resulting in no symptom of phototoxicity for the said crops. Such a quantity is likely to vary within broad limits depending on the fungus to be combated, the type of crop, the climatic conditions and the compounds included in the fungicidal composition according to the invention. This quantity may be determined by systematic field trials, within the capability of persons skilled in the art.
These combinations are advantageously used so that the applied dose is between 250 and 1 000 g/ha, preferably between 500 and 750 g/ha for compound A and between 0.25 to 0.45 times the dose of compound A, that is from 225 to 337.5 g/ha for a ratio of 0.45 P
(P = guarantee in relation to active substance) for compound B (when A is taken at 1st preference doses of 500 to 750 g/ha).
These doses depend on the plant treated, the degree of infestation, the climatic conditions and the like. For example, in the case of turf, the dose of A may be up to 5 kg/ha.
Phytopathogenic fungi of crops which may be combated by this process are in particular those: - of the adelomycetes group:
- of the genus Alternaria, for example A. solani, A. citri , A. mali, A. kikuchiana,

A. alternata, A. porri, A. hrassicae, A. brassicicola,
A. dauci, and the li - of the genus Botrytis, for example
B. cinerea or B. squamosa,
5 - of the genus Sclerotinia, for example
S. sclerotinium, S. minor or S. homeocarpa,
- of the genus Penicillium, for example
P. digitatum, P. expansion,
- of the genus Monilia, for example M. Mali,
M. laxaf M. fructigena,
- of the genus Rhizopus, for example R. stolonifer,
- of the genus Sclerotium, for example S. cepivorum,
- of the genus Fusarium, for example
F. roseum,
- of the genus Helminthosporium, for example
H. allii,
- of the genus Ascochyta, for example
A. pisi,
- of the genus Microdochium, for example
M. nivale,
- of the Basidiomycetes group:
- of the family Rhizoctonia spp.
A classification made, no longer based on the
fungi targeted, but on the target crops may be illustrated as below:
- barley: net olotch (Helminthosporium),

- rapeseed: alternaria leaf spot (Alternaria
spp.), grey mould (Botrytis cinerea) , sclerotinia
diseases (Sclerotinia sclerotiorum)
~ vine: grey mould (Botrytis cinerea),
- Solanaceae: alternaria leaf spot (Alternaria
solani) and grey mould (Botrytis cinerea) in
particular,
- vegetable crops: alternaria leaf spot
(Alternaria spp.), sclerotinia diseases (Sclerotinia
spp.), grey mould (Botrytis cinerea), foot or root rot (Rhizoctonia •spp.),
- rice: foot or root rot (Rhizoctonia spp.),
decoloration of the grains (Alternaria spp.,
Helminthosporium spp., and the like),
lp - arboriculture: alternaria leaf spot (Alternaria spp.), grey mould (Botrytis cinerea) and brown rot (Monilia fructigenai,
- citrus: scab (Elsinoe fawcetti) , green and blue
moulds (Penicillium digitatum and P.expansion),
- turf: rust, oidium, net blotch, telluric
diseases (Microdochium nivale, Pythium spp. Rhizoctonia solani, Sclerotinia homeocarpa and the like).
Among the crops suitable for the method of treatment according to the invention, there may be mentioned cereals, in particular barley, protein-rich plants and oil-producing plants, such as peas, rapeseed, sunflower, maize, vine, potato, tomato, vegetable crops (lettuce, Cucurbitaceae and the like),

rice, arboriculture (apple tree, pear tree, cherry tree and the like), citrus and turf.
In the method of treatment according to the invention, components A and B of the composition according to the invention are generally applied
simultaneously, by means of a composition according to the invention prepared from a ready-to-use concentrate or from a tank mix.
Another aspect of the invention relates to a . D product for applying simultaneously, sequentially or alternately compounds A and B of the fungicidal composition according to the invention.
The following examples are given without limitation of the advantageous properties of the combinations according to the invention.
The compositions, numbered with roman numerals, are of the type described above. Example 1
In this study, the effect of the nature of the vegetable or mineral oil is compared in terms of selectivity and efficacy, with or without rain, by means of two formulations, numbered in roman numerals, such as:
I: 255 g/1 of iprodione + 255 g/1 of mineral oil SIB (that is to say Summer Insecticide Base) (SC) .
II: 255 g/1 of iprodione + 255 g/1 of vegetable oil Rapeseed CT (SC).

The experimental protocol relating to the study of the selectivity on tobacco plants is the following:
The two formulations are sprayed at doses of
' 750 and 1500 g of iprodione/ha in a plant-protection mixture volume of 150 1/ha on 2-week old young tobacco plants (4-6 leaf stage) (3 repetitions/test factor). After drying of the products sprayed onto leaves, the plants are placed in a controlled environment cabinet
at 25°C during the day and 20°C during the night
(photoperiod 16 h/8 h). A phytotoxicity score (as % of surface attacked) is determined after 7 days (7 JAT1) followed by a second treatment and then the placing of the plants under the same conditions as above. A final phytotoxicity score is determined after 7 days (7 JAT2) .

Selectivity 7 JATl 7 JAT2
I - 750 g/ha 1 P SIB 0.7 1.0
- 1500 g/ha mineral 2.3 4.3
II - 750 g/ha 1 P Rapeseed CT 1.0 1.0
- 1500 g/ha vegetable 1.3 1.3
The formulation based on rapeseed vegetable oil. is found to be more selective than the formulation based on mineral oil Summer Insecticide Base for the same dose of oil.
The efficacy is determined against Botrytis cinerea of gherkin in the presence or in the absence of

washing out, that is to say with or without rain. For this study, the experimental protocol is the following:
The formulations under study are used at doses of 50 - 100 - 200 and 400 ppm of iprodione (test 5 without washing out) or 100 - 200 - 400 and 800 ppm of iprodione (test with washing out). They are sprayed on gherkins, Petit Vert de Paris variety, at the cotyledon-first visible leaf stage (2x3 repeats/test factor). Four hours after the treatment, the groups of 3 plants/dose of fungicide under study are subjected to washing out with 25 mm of rain for 30 min. A day after the treatment, the gherkin plants are contaminated by depositing drops of water containing an inoculum at 150 000 spores of Botrytis cinerea/ml of inoculum. They are then placed in a controlled environment cabinet at 12-15°C, 100% RH. A score (in % of surface attacked) is determined 7 days after the inoculation. The data then serve to establish a sigmoid type dose-response curve which makes it possible to determine the IC90 (concentration causing 90% inhibition of the disease) as well as the confidence interval in which each IC90 exists.

Efficacy and resistance IC90 min. IC max. IC
to rain
I 1 P SIB
without rain mineral 137 96 194
with rain 459 383 550
II 1 P Rapeseed
without rain CT vegetable 228 188 273
with rain 473 387 572
The formulation based on rapeseed vegetable oil has efficacy without rain which is slightly less than that based on mineral oil SIB, but with a nonsignificant difference in efficacy.
On the other hand, this formulation based on rapeseed oil exhibits efficacy in the presence of washing out with rain which is equivalent to the formulation containing the same dose of mineral oil SIB.
Example 2
In this study, the effect of the nature of the vegetable or mineral oil is compared in terms of efficacy in the presence of rain (resistance to rain), by means of two formulations such as:
III: 255 g/1 of iprodione + 350 g/1 of mineral oil SIB (SC).

IV: 500 g/1 of iprodione + 125 g/1 of linseed oil TS (SC).
The efficacy is determined against Botrytis cineria of gherkin in the presence of rain. For this 5 study, the experimental protocol is the same as above.
Resistance to rain IC90 min. IC max. IC

593 109 3
915 101 2

III 1.35 P SIB 80
with rain mineral 5
IV 0.25 P 96
with rain linseed TS 2
The linseed vegetable oil-based formulation appears slightly less effective than that based on mineral oil but this difference is not significant, This linseed vegetable oil-based formulation therefore exhibits efficacy in the presence of rain (resistance to washing out) equivalent to the formulation containing 1.35 P of mineral oil. It should be noted that the dose of vegetable oil used is about 5 times less than that used in III (for an equal dose of active substance).
Example 3
In this study, the effect of the nature of the vegetable or mineral oil is compared in terms of efficacy in the presence of rain (resistance to rain) , by means of four formulations such as:

V: 500 g/1 of iprodione + 175 g/1 of linseed oil TS (SC).
VI: 500 g/1 of iprodione + 175 g/1 of refined sunflower oil (SC).
VII: 500 g/1 of iprodione + 175 g/1 of mineral oil SIB (SC).
III: 255 g/1 of iprodione + 350 g/1 of mineral oil SIB (SC).
The efficacy is determined against Botrytis cineria of gherkin in the presence of washing out with rain. For this study, the experimental protocol is the same as above.

Resistance to rain IC90 min. IC max. IC
V 0.35 P linsee d 327 262 7 40
VI 0.35 P refine d 287 252 33
sunflower 0
VII 0.35 P SIB 497 445 55
mineral 5
III 1.35 P SIB 290 225 37
mineral 2
The two x-egetable oil-based formulations containing only 0.35 P of oil exhibit resistance to rain equivalent to that of III (formulation containing 3.8 times more mineral oil).

The mineral oil-based formulation at the dose of 0.35 P is found to be significantly less resistant to rain than those containing the same dose of polyunsaturated vegetable oil such as refined sunflower or linseed oil.
Example 4
In this study, the effect of the nature of the vegetable or mineral oil is compared in terms of efficacy, resistance to rain and selectivity, by means of three formulations such as:
VIII: 500 g/1 of iprodione + 175 g/1 of isomerized sunflower oil (SC).
IX: 500 g/1 of iprodione without addition of oil (SC) . III: 255 g/1 of iprodione + 350 g/1 of mineral oil SIB (SC),
The efficacy is determined against Botrytis cineria of gherkin in the presence or absence of washing, out with rain. For this study, the experimental protocol is the same as above.

Efficacy and resist ance to rain IC90 min. IC max. IC
VIII - without rain 0.35 P 1 65 6 10 7 25
- with rain isomerized 5 39 65
sunflower 09 7 3
IX - without rain without oil 1 68 95 7 29



with rain 9 70 12
54 2 97
III - without rain 1.35 P SIB 1 10 24
62 8 2
- with rain 4 42 55
87 8 5
The formulation containing an isomerized sun¬flower vegetable oil exhibits efficacy without rain and resistance to rain equivalent to III. The use of a veg¬etable oil of this type, that is to say polyunsaturat-
ed, makes it possible to reduce the dose of oil by about 3.8 fold, in the treatment plant-protection mixture.
The selectivity is determined on tobacco plants according to the protocol previously described:

Selectivity 7 JAT1 7 JAT2
VIII - 750 g/ha 0.35 P .0 1.7
- 1500 g/ha isomerized sunflower 0 2.0
Selectivity 7 JAT1 7 JAT2
IX -750 g/ha without oil 0.7 1.0
IX -1500 g/ha 0.3 0.3
III - 750 g/ha 1.35 P SIB 1.3 1.3
III -1500 g/ha 13.0 15.0
From the first application, the mineral oil-based formulation exhibits unacceptable phytotoxicity. On the other hand, 'the isomerized sunflower vegetable

oil-based formulation is found to be particularly selective on tobacco plants. Example 5
In this study, the effect of the nature of the vegetable or mineral oil, and the effect of the dose of vegetable oil are compared in terms of efficacy, resistance to washing out and selectivity by means of five formulations such as:
X: 375 g of iprodione/1 + 131 g/1 of refined sunflower oil (SC).
XI: 375 g of iprodione/1 + 169 g/1 of refined sunflower oil (SC).
XII: 375 g of iprodione/1 + 206 g/1 of refined sunflower oil (SC). IX: 500 g of iprodione/1 without addition of oil (SC) .
III: 255 g of iprodione/1 + 350 g/1 of mineral oil SIB (SC).

The efficacy is determined against Botrytis cinerea of gherkin in the presence or the absence of rain. For this study, the experimental protocol is the same as above.
Efficacy and resistance to IC90 min. IC max. IC
washing out
X - without rain 0.35 P 150 10 2
7 12

- with rain refined sunflower 512 2 49 33 5
XI - without rain 0.45 P 135 11 1
1 65
- with rain refined sunflower 479 9 43 22 5
XII - without rain 0.55 P 142 12 1
0 69
- with rain refined sunflower 426 9 37 80 4
IX - without rain without 139 95 2
- with rain oil 838 1 62 02 129 1
III - without rain 1.35 P 205 13 3
- with rain SIB 532 7 5 42 07 66 6
The formulations containing a refined sunflower vegetable oil at doses of 0.35 P, 0.45 P and 0.55 P exhibit efficacy without rain and resistance to rain equivalent to those of III. The use of a highly polyunsaturated vegetable oil makes it possible to reduce the dose of oil to about 3.8 fold in the treatment plant-protection mixture.


The selectivity is determined on tobacco plants for these five formulations as well as the following formulation:
' XIII: SC containing 375 g of iprodione/1 + 199 g/1 of mineral oil SIB.
This formulation makes it possible to determine the effect of the dose of mineral oil on the selectivity of the product.
The protocol remains the same as previously ) described:

Selectivity 7 JAT1 7 JAT2
X - 750 g/ha 0.35 P 0.3 1.0
- 1500 g/ha refined sunflower 0.3 0
XI - 750 g/ha 0.45 P 0.7 1.0
- 1500 g/ha refined sunflower 1.3 0.7
XII - 750 g/ha 0.55 P 0.7 0.3
- 1500 g/ha refined sunflower 0.7 1.3
IX - 750 g/ha without oil 0.3 0
-1500 g/ha 0 0
XIII - 750 g/ha 0.53 P SIB 1.0 0.3
-1500 g/ha 2.3 2.3
III -750 g/ha 1.35 P SIB 2.7 2.3
-1500 g/ha 3.3 6.0
The refined sunflower vegetable oil-based formulations exhibit better selectivity than that of III. The incorporation of mineral oil leads to

phytotoxicity which is sometimes unacceptable which is found to be dose-dependent. Example 6
In this study, the effect of the nature of the vegetable or mineral oil is compared in terms of efficacy, resistance to washing out and selectivity by means of three formulations such as:
XIV: 375 g/1 of iprodione + 170 g/1 of refined sunflower oil (SC).
IX: 500 g/1 of iprodione without addition of oil (SC).
III: 255 g/1 of iprodione + 350 g/1 of mineral oil SIB (SC).
The efficacy is determined against Botrytis cinerea of gherkin in the presence or in the absence of washing out with rain. For this study, the experimental protocol is the same as above.

Efficacy and resisti ince to rain IC90 min. IC max. IC
XIV - without rain 0.45 P 122 83 8 17
- with rain refined sunflower 446 2 39 3 51
IX - without rain without oil 114 97 4 13
- with rain 671 8 51 0 88

III - without rain 1.35 SIB 116 4 10 12 9
III - with rain mineral 509 1 41 63 0
The formulation containing the refined sunflower vegetable oil exhibits efficacy without rain and resistance to rain equivalent to that of III. The use of a vegetable oil of this type, that is to say
5 polyunsaturated, makes it possible to reduce the dose of oil by 3, in the treatment plant-protection mixture.
The selectivity is determined on tobacco plants according to the protocol previously described:

Selectivity 7 JAT1 7 JAT2
XIV - 750 g/ha 0.45 P 1.7 1.7
- 1500 g/ha refined sunflower 4.7 3.7
IX - 750 g/ha without oil 0.3 0.3
- 1500 g/ha 1.3 0.3
III -750 g/ha 1.35 P SIB 3.3 1.3
-1500 g/ha mineral 16.7 16.7
From the first application, the mineral oil-
based formulation exhibits unacceptable phytotoxicity. On the other hand, the vegetable oil-based formulation containing 0.45 P of refined sunflower is found to be particularly more selective than III.

1

General conclusion
These polyunsaturated vegetable oil-based formulations therefore favourably meet the object set. Indeed, the formulations based on vegetable oils .3 exhibit better selectivity than the formulation based on mineral oil (Summer Insecticide Base), the biological activity, with or without washing out, is at the same level as that of the most effective mineral oil-based Summer Insecticide Base formulations.
The advantage of this type of suspension concentrates also consists in the use of a dose of oil which is three times less, in the treatment plant-protection mixture, than that customarily used in the case of the mineral oil SIB.

WE CLAIM:
1. Fungicidal composition comprising iprodione and at least one oil
chosen from linseed, sunflower, soya bean, maize, cottonseed,
safflower and rape seed oils, this oil being of plant origin and
possessing a high siccative power characterized by an iodine value
which is greater than 90, the oil/iprodione weight ratio being between
0.15 and 1.6, wherein the iprodione and oils represent from 0.5 to
95% by weight of the said composition.
2. Fungicidal composition as claimed in claim 1 wherein said oil
possesses an iodine value greater than 130.
3. Fungicidal composition as claimed in claim 1 or 2 wherein said
oil possesses an iodine value greater than 150.
4. Fungicidal composition as claimed in claims 1 to 4 wherein the
oil/iprodione weight ratio is between 0.2 and 1.35.
5. Fungicidal composition as claimed in claims 1 to 4 wherein the
oil/iprodione weight ratio is between 0.25 and 1.0.
6. Fungicidal composition as claimed in claims 1 to 5 wherein the
oil/iprodione weight ratio is between 0.3 and 0.7.
7. Fungicidal composition as claimed in claims 1 to 6 wherein the
oil/iprodione weight ratio is 0.45.
Dated this 9th day of January, 20GG.


Documents:

51-mumnp-2003-cancelled page(18-07-2007).pdf

51-mumnp-2003-claim(granted)-(18-07-2007).doc

51-mumnp-2003-claim(granted)-(18-07-2007).pdf

51-mumnp-2003-correspondence(24-08-2007).pdf

51-mumnp-2003-correspondence(ipo)-(06-08-2007).pdf

51-mumnp-2003-declaration(09-01-2003).pdf

51-mumnp-2003-form 18(21-12-2005).pdf

51-mumnp-2003-form 1a(09-01-2003).pdf

51-mumnp-2003-form 2(granted)-(18-07-2007).doc

51-mumnp-2003-form 2(granted)-(18-07-2007).pdf

51-mumnp-2003-form 3(09-01-2003).pdf

51-mumnp-2003-form 3(20-10-2006).pdf

51-mumnp-2003-form 5(20-10-2006).pdf

51-mumnp-2003-form-pct-isa-210(09-01-2003).pdf

51-mumnp-2003-petition under rule 137(23-10-2006).pdf

51-mumnp-2003-petition under rule 138(23-10-2006).pdf

51-mumnp-2003-power of authority(09-01-2003).pdf

51-mumnp-2003-power of authority(20-10-2006).pdf

51-mumnp-2003-power of authority(24-08-2007).pdf


Patent Number 214921
Indian Patent Application Number 51/MUMNP/2003
PG Journal Number 13/2008
Publication Date 28-Mar-2008
Grant Date 18-Feb-2008
Date of Filing 09-Jan-2003
Name of Patentee BAYER CROPSCIENCE S A
Applicant Address 55 AVENUE RENE CASSIN 69009 LYON, FRANCE
Inventors:
# Inventor's Name Inventor's Address
1 PATRICE DUVERT 74, QUAI GILLET, F-69004 LYON, FRANCE
PCT International Classification Number A01N 25/24
PCT International Application Number PCT/FR01/02346
PCT International Filing date 2001-07-19
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 00/09898 2000-07-28 France