Title of Invention

DEGRADABLE CHEWING GUM POLYMER

Abstract THE INVWENTION RELATES TO DEGERADABLE CHEWING GUM POLYMERN SAID DEGRADABLE POLYMER IS A POLYMER A POLYMER POLYMERIZED FROM AT LEAST ONE TRIFUNMCTION OR HIGHER FUNCTIONAL INITIATOR AT LEAST TWO DIFFERENT MONOMERS FORMING THE BACK BONE OF THE POLYMER AND AT LEAST ONE MONOMER SELECTED FROM THE GROUP OF CARBONATE MONOMERS. ACCORDING TO THE INVENTION IT HAS BEEN REALIZED THAT A CERTAIN DEGREE OF BRENCHING OF THE BACKBONE IS NEEDED TO OBTAIN A FINAL IMPROVED PERFORMANCE, WHEN THE POLYMER PREFERABLY THE ELASTOMER, IS INCORPORATED IN A CHJEWING GUM. IT HAS MOREOVER BWEEN REALIZED THAT THE OBTAINED DEGREE OF BRANCHING NEEDS AND MAY ACTUALLY BE CAREFULLY CONTROLLED IN ORDER TO AVOID TOO MUCH BRANCHING-INDUCED CROSSLINKING.
Full Text DEGRADABLE CHEWING GUM POLYMER
Field of the invention
The present invention relates to a degradable chewing gum polymer and chewing
gum incorporating the same.
Background of the invention
US patent 5,672,367 discloses a biodegradable elastomer for chewing gum. The
elastomers are generally defined as biodegradable polyester polymers obtained by
the polymerization of one or more cyclic esters. Two specific examples are
described.
Example 1 describes an amorphous, non-crystallizable copolymer of a polymer of 80
mol % L-lactide and 20 mol % D-lactide that was prepared by ring-opening
polymerization in the melt, in the presence of 0,1% by weight tin octoate as a
catalyst. To this polymer was added an amount of 20% by weight of epsilon-
caprolactone, and subsequently the mixture was heated to 150°C. To the
homogeneous mixture, again 0,1% by weight tin octoate as catalyst was added and
then the polymerization was completed. The obtained polymer had a glass transition
temperature (DSC, heating rate 10°C/min) of 15°C.
Example 3 describes an amorphous, non-crystallizable copolymer of 25 mol % L-
lactide, 25 mol % D-lactide and 50 mol % epsilon-caprolactone that was prepared by
ring-opening polymerization in the melt, in the presence of 0,1% by weight tin
octoate as catalyst. The obtained polymer has a glass transition temperature (DSC,
heating rate 10°C/min) of -10°C
Both exemplified polymers is stated to feature a chew feel strongly resembling that
of conventional chewing gum.

However, a disadvantage of the above mentioned polymers is that the properties of
the provided polymers differ from conventional chewing gum elastomers for
example with respect to the texture of the polymers itself and especially when
incorporated in conventional chewing gum formulations.
WO 01/47368 discloses a chewing gum comprising a degradable copolymer obtained
by polymerization of two different monomers, one first monomer which is
polymerizable by condensation polymerization and one monomer functional to
suppress the crystallinity of the copolymer. A problem of the disclosed copolymer is
however for example that the elastomeric properties of the resulting copolymer differ
when compared to properties of conventional chewing gum. Consequently, it appears
very difficult to obtain a completely biodegradable chewing gum based on the
disclosed copolymer illustrated by the fact that the examples only disclose partly
biodegradable chewing gum.
It is an object of the invention to provide a chewing gum polymer having properties
comparable to those of conventional chewing gum elastomers both with respect to
the polymer itself and with respect to the interaction with the chewing gum
ingredients when incorporated in a chewing gum formulation.
Summary of the invention
The invention relates to a degradable chewing gum polymer, wherein said
degradable polymer being a polymer polymerized from
at least two different monomers such as herein described forming the backbone of
the polymer and
at least one monomer selected from the group of carbonate monomers, in the
presence of at least one trifunctional or higher functional initiator, such as herein
described.

According to the invention, the obtained polymer has elastomeric properties suitable
for chewing gum.
According to the invention, a polymer structure being very suitable as chewing
polymer/elastomer has been obtained.
According to the invention it has been realized that a certain degree of branching of
the backbone is needed to obtain a final improved performance, when the polymer,
preferably the elastomer, is incorporated in a chewing gum. It has moreover been
realized that the obtained branching needs to be carefully controlled in order to avoid
too much branching-induced crosslinking.
According to the invention, it has surprisingly been realized that this balance
between branching/cross-linking may be controlled by a suitable pairing of initiator
and carbonate monomer. Such pairing includes among the most significant "control
knobs" the mutual concentration of the initiator versus the carbonate monomer.
Moreover, the mutual concentration may be modified under consideration of the
structure of the initiator. The higher functional initiator, the lower concentration of
the carbonate monomer.
According to the invention, the term hyperbranched preferably indicates that the
branching structure is dendritic rather than comb-like. That is, branches extend from
other branches, like a tree, rather than many simple branches extending from a well-
defined backbone segment (comb-like branching). Hence, hyperbranching may be
understood as "branching of a dendritic nature." Branching in this system is an
intermediate stage leading to crossslinking. The molecules first become branched,
and then when a branch from one molecule reacts with a branch of another molecule,
a crosslink is formed. At intermediate stages within this process, branched and
crosslinked molecules coexist. The man of ordinary skill in the art will understand
branching and crosslinking and the difference between dendritic and comb-like
branching. A good description of dendritic branching compared to other types of

branching can be found in the following textbook:
Odian, G. "Principles of Polymerization," 3rd Ed., Wiley-Interscience,
New York, NY (1991); p. 17.
Preferably said at least two different monomers are cyclic.
In an embodiment of the invention the at least two different monomers forming the
backbone of the polymer comprise at least one backbone monomer and a at least one
backbone comonomer.
In an embodiment of the invention the at least one backbone comonomer imparts
disorder in the backbone monomer chain.
According to the invention, it has been realized that the backbone chain comprises at
least two different monomers.
In an embodiment of the invention the at least one backbone comonomer is effective
to introduce amorpheus regions in the backbone monomer chain.
In an embodiment of the invention the at least two different monomers forming the
backbone of the polymer are selected from the group of lactone monomers.
In an embodiment of the invention the lactone monomers are chosen from the group
of ?-caprolactone, ?-valerolactone, ?-butyrolactone, and ?-propiolactone. It also
includes ?-caprolactones, ?-valerolactones, ?-butyrolactones, or ?-propiolactones that
have been substituted with one or more alkyl or aryl substituents at any non-carbonyl
carbon atoms along the ring, including compounds in which two substituents are
contained on the same carbon atom.
Examples of the lactones described above are, but not limited to, -caprolactone, t-
butyl caprolactone, zeta-enantholactone, deltavalerolactones, the monoalkyl-delta-

valerolactones, e. g. the monomethyl-, monoethyl-, monohexyl-deltavalerolactones,
and the like; the nonalkyl, dialkyl, and trialkyl-epsilon-caprolactones, e. g. the
monomethyl-, monoethyl-, monohexyl-, dimethyl-, di-n-propyl-, di-nhexyl-,
trimethyl-, triethyl-, tri-n-epsilon-caprolactones, 5-nonyloxepan-2-one, 4, 4, 6- or 4,
6, 6-trimethyl-oxepan-2-one, 5-hydroxymethyloxepan-2-one, and the like; beta-
lactones, e. g., beta-propiolactone, beta-butyrolactone gamma-lactones, e. g.,
gammabutyrolactone or pivalolactone, dilactones, e. g. lactide, dilactides, glycolides,
e. g., tetramethyl glycolides, and the like, ketodioxanones, e. g. 1, 4-dioxan-2one, 1,
5-dioxepan-2-one, and the like. The lactones can consist of the optically pure isomers
or two or more optically different isomers or can consist of mixtures of isomers.
In an embodiment of the invention the at least one backbone monomer comprises s-
caprolactone
According to a preferred embodiment of the invention s-caprolactone is chosen as
the main monomer of the backbone, thereby ensuring that the main component of the
backbone features a sufficiently low Tg.
In an embodiment of the invention the at least one backbone monomer has a Tg
below -40°C, preferably less than -50°C.
In an embodiment of the invention the at least one backbone comonomer comprises
?-valerolactone.
According to a preferred embodiment of the invention 8-valerolactone forms a
suitable backbone comonomer. Moreover, it has been realized that the requirements
with respect to a low Tg may be somewhat relaxed, when compared to the
constraints on the main backbone monomer.
Evidently, it should be noted that the Tg of the comonomer or comonomers becomes
more significant with increasing concentration.

In an embodiment of the invention said degradable polymer is polymerized by metal
catalyzed ring-opening.
Preferably the carbonate monomer is selected from the group of trimethylene
carbonate, 5-alkyl-l,3-dioxan-2-one, 5,5-dialkyl-l,3-dioxan-2-one, or 5-alkyl-5-
alkyloxycarbonyl-l,3-dioxan-2-one.
Examples of suitable cyclic carbonates are ethylene carbonate, 3-ethyl-3-
hydroxymethyl trimethylene carbonate, propylene carbonate, trimethylene carbonate,
trimethylolpropane monocarbonate, 4,6dimethyl-l, 3-propylene carbonate, 2, 2-
dimethyl trimethylene carbonate, and 1, 3-dioxepan-2-one and mixtures thereof.
According to the invention several different carboner monomers may be applied. The
preferred carbonate monomer is trimethylene carbonate (TMC).
In an embodiment of the invention the at least one monomer selected from the group
of carbonate monomers provides a means for introducing additional branching and/or
crosslinking to the elastomeric polymer during ring-opening polymerization.
According to the invention cyclic carbonate in the monomer mixture yields precise
control over the degree of branching and crosslinking in the final polymer. The
mechanism by which the cyclic carbonate monomer imparts crosslinking is based
upon the known tendency for metal catalysts, of which stannous octoate is a non-
limiting example, to promote transesterification and transcarbonation reactions
(intermolecular chain transfer to polymer) during polymerization.
In an embodiment of the invention said at least one polyol comprises a trifunctional
or higher functional initiator.
According to the invention, the interaction between the polyol initiator and the
carbonate monomer provides the desired branching of the resulting biodegradable
polymer.

Another aspect of the present invention is directed to the production of star polymers.
Examples of advantageous multifunctional initiators are, but not limited to glycerol,
trimethylolpropane, pentaerythritol, dipentaerythritol, ethoxylated or propoxylated
polyamines and other molecules with multiple hydroxyl or other reactive groups and
other molecules with multiple hydroxyl or other reactive groups and mixtures
thereof.
According to a preferred embodiment of the invention, the preferred initiators arc
trimethylolpropane and pentaerythritol.
In an embodiment of the invention the degradable chewing gum polymer is
polymerized from:
about 20 to 80 wt % of the at least one backbone monomer,
about 19.5 to 79.5 wt % of the at least one backbone comonomer,
about 0.5 to 25 wt % of the at least one monomer selected from the group of
carbonate monomers.
In an embodiment of the invention the degradable chewing gum polymer is moreover
polymerized from:
About 0.01 to 1.0 wt % of the at least one initiator
In an embodiment of the invention the chewing gum properties of the polymer are
adjusted by selection of a suitable order of the multifunctional initiator.
The more functional initiator, the less carbonate for the purpose of generating the
desired amount of hyperbranching and crosslinking.

In an embodiment of the invention the Theological properties of the degradable
polymer are controlled by adjusting the functional number of initiators.
Moreover, it has been realized that an increase in the functionality of the initiator
results in an improved texture and/or improved release of chewing gum ingredients
when the polymer is incorporated in a chewing gum.
The molecular weight of lactone monomerer must be within the range of 50-16000
g/mol preferably within the range of 100-3000 g/mol
The molecular weight of carbonate monomerer must be within the range 50-15000
g/mol preferably within the range of 100-2300 g/mol.
In an embodiment of the invention said chewing gum ingredients comprise flavoring
agents.
In an embodiment of the invention said flavoring agents comprise natural and
synthetic flavourings in the form of natural vegetable components, essential oils,
essences, extracts, powders, including acids and other substances capable of affecting
the taste profile
In an embodiment of the invention said chewing gum comprises flavor in an amount
of 0.01 to about 30 wt %, said percentage being based on the total weight of the
chewing gum
In an embodiment of the invention said chewing gum comprises flavor in an amount
of 0.2 to about 4 wt %, said percentage being based on the total weight of the
chewing gum
In an embodiment of the invention said flavor comprises water soluble ingredients.
In an embodiment of the invention said water soluble flavor comprises acids.

According to the invention, a surprising initial release of acids has been obtained.
In an embodiment of the invention said flavor comprising water insoluble
ingredients.
In an embodiment of the invention, said chewing gum ingredients comprising
sweeteners.
In an embodiment of the invention said sweetener comprises bulk sweeteners
In an embodiment of the invention the chewing gum comprises bulk sweeteners in an
amount of about 5 to about 95% by weight of the chewing gum, more typically about
20 to about 80% by weight of the chewing gum.
In an embodiment of the invention the sweetener comprises high intensity sweeteners
In an embodiment of the invention the high intensity sweeteners comprises sucralose,
aspartame, salts of acesulfame, alitame, saccharin and its salts, cyclamic acid and its
salts, glycyrrhizin, dihydrpchalcones, thaumatin, monellin, sterioside, alone or in
combination,
In an embodiment of the invention wherein the chewing gum comprises high
intensity sweeteners in an amount of about 0 to about 1% by weight of the chewing
gum, more typically about 0.05 to about 0.5 % by weight of the chewing gum.
In an embodiment of the invention, the chewing gum comprises at least one softener.
In an embodiment of the invention, the at least one softener comprises tallow,
hydrogenated tallow, hydrogenated and partially hydrogenated vegetable oils, cocoa
butter, glycerol monostearate, glycerol triacetate, lecithin, different waxes, mono-,

di- and triglycerides, acetylated monoglycerides, fatty acids - such as stearic,
palmitic, oleic and linoleic acids mixtures thereof.
In an embodiment of the invention the chewing gum comprises softeners in an
amount of about 0 to about 18% by weight of the chewing gum, more typically about
0 to about 12 % by weight of the chewing gum.
In an embodiment of the invention, the chewing gum ingredients comprise active
ingredients.
In an embodiment of the invention, said active ingredients are selected from the
group of: Acetaminophen, Acetylsalicylsyre Buprenorphine Bromhexin Celcoxib
Codeine, Diphenhydramin, Diclofenac, Etoricoxib, Ibuprofen, Indometacin,
Ketoprofen, Lumiracoxib, Morphine, Naproxen, Oxycodon, Parecoxib, Piroxicam,
Pseudoefedrin, Rofecoxib, Tenoxicam, Tramadol, Valdecoxib, Calciumcarbonat,
Magaldrate, Disulfiram, Bupropion, Nicotine, Azithrornycin, Clarithromycin,
Clotrimazole, Erythromycin, Tetracycline, Granisetron, Ondansetron, Prometazin,
Tropisetron, Brompheniramine, Ceterizin, leco-Ceterizin, Chlorcyclizine,
Chlorpheniramin, Chlorpheniramin, Difenhydramine, Doxylamine, Fenofenadin,
Guaifenesin, Loratidin, des-Loratidin, Phenyltoloxamine, Promethazin, Pyridamine,
Terfenadin, Troxerutin, Methyldopa, Methylphenidate,. Benzalcon. Chloride,
Benzeth. Chloride, Cetylpyrid. Chloride, Chlorhexidine, Ecabet-sodium,
Haloperidol, Allopurinol, Colchinine, Theophylline, Propanolol, Prednisolone,
Prednisone, Fluoride, Urea, Miconazole, Actot, Glibenclamide, Glipizide,
Metformin, Miglitol, Repaglinide, Rosiglitazone, Apomorfin, Cialis, Sildenafil,
Vardenafil, Diphenoxylate, Simethicone, Cimetidine, Famotidine, Ranitidine,
Ratinidine, cetrizin, Loratadine, Aspirin, Benzocaine, Dextrometorphan, Ephedrine,
Phenylpropanolamine, Pseudoephedrine, Cisapride, Domperidone, Metoclopramide,
Acyclovir, Dioctylsulfosucc, Phenolphtalein, Almotriptan, Eletriptan, Ergotamine,
Migea, Naratriptan, Rizatriptan, Sumatriptan, Zolmitriptan, Aluminium salts,
Calcium salts, Ferro salts, Silver salts, Zinc-salte, Amphotericin B, Chlorhexidine,
Miconazole, Triamcinolonacetonid, Melatonine, Phenobarbitol, Caffeine,

Benzodiazepiner, Hydroxyzine, Meprobamate, Phenothiazine, Buclizine,
Brometazine, Cinnarizine, Cyclizine, Difenhydramine, Dimenhydrinate, Buflomedil,
Amphetamine, Caffeine, Ephedrine, Orlistat, Phenylephedrine, Phenylpropanolamin,
Pseudoephedrine, Sibutramin, Ketoconazole, Nitroglycerin, Nystatin, Progesterone,
Testosterone, Vitamin B12, Vitamin C, Vitamin A, Vitamin D, Vitamin E,
Pilocarpin, Aluminiumaminoacetat, Cimetidine, Esomeprazole, Famotidine,
Lansoprazole, Magnesiumoxide, Nizatide and or Ratinidine or derivates and
mixtures thereof.
In an embodiment of the invention, the chewing gum is substantially free of non-
biodegradable polymers
In an embodiment of the invention the at least two ore more cyclic esters are selected
from the groups of glycolides, lactides, lactones, cyclic carbonates or mixtures
thereof.
In an embodiment of the invention the lactone monomers are chosen from the group
of ?-caprolactone, ?-valerolactone, ?-butyrolactone, and ?-propiolactone. It also
includes ?-caprolactones, ?-valerolactones, ?-butyrolactones, or ?-propiolactones that
have been substituted with one or more alkyl or aryl substituents at any non-carbonyl
carbon atoms along the ring, including compounds in which two substituents are
contained on the same carbon atom.
In an embodiment of the invention the carbonate monomer is selected from the group
of trimethylene carbonate, 5-alkyl-l,3-dioxan-2-one, 5,5-dialkyl-l,3-dioxan-2-one,
or 5-alkyl-5-alkyloxycarbonyl-l,3-dioxan-2-one, ethylene carbonate, 3-ethyl-3-
hydroxymethyl, propylene carbonate, trimethylolpropane monocarbonate, 4,
6dimethyl-l, 3-propylene carbonate, 2, 2-dimethyl trimethylene carbonate, and 1, 3-
dioxepan-2-one and mixtures thereof.
In an embodiment of the invention the cyclic ester polymers and their copolymers
resulting from the polymerization of cyclic ester monomers include, but are not

limited to : poly (L-lactide); poly (D-lactide); poly (D, L-lactide); poly
(mesolactide); poly (glycolide); poly (trimethylenecarbonate); poly (epsilon-
caprolactone); poly (L
lactide-co-D, L-lactide); poly (L-lactide-co-meso-lactide) ; poly (L-lactide
co-glycolide); poly (L-lactide-co-trimethylenecarbonate); poly (L-lactide
co-epsilon-caprolactone); poly (D, L-lactide-co-meso-lactide); poly (D, L
lactide-co-glycolide); poly (D, L-lactide-co-trimethylenecarbonate);
poly (D, L-lactide-co-epsilon-caprolactone) ; poly (meso-lactide-co
glycolide); poly (meso-lactide-co-trimethylenecarbonate); poly (meso
lactide-co-epsilon-caprolactone); poly (glycolide-cotrimethylenecarbonate); poly
(glycolide-co-epsilon-caprolactone).
In an embodiment of the invention the chewing gum comprises filler.
A chewing gum base formulation may, if desired, include one or more
fillers/texturisers including as examples, magnesium and calcium carbonate, sodium
sulphate, ground limestone, silicate compounds such as magnesium and aluminium
silicate, kaolin and clay, aluminium oxide, silicium oxide, talc, titanium oxide,
mono-, di- and tri-calcium phosphates, cellulose polymers, such as wood, and
combinations thereof.
In an embodiment of the invention the chewing gum comprises filler in an amount of
about 0 to about 50% by weight of the chewing gum, more typically about 10 to
about 40 % by weight of the chewing gum.
In an embodiment of the invention the chewing gum comprises at least one coloring
agent.
According to an embodiment of the invention, the chewing gum may comprise color
agents and whiteners such as FD&C-type dyes and lakes, fruit and vegetable
extracts, titanium dioxide and combinations thereof. Further useful chewing gum

base components include antioxidants, e.g. butylated hydroxytoluene (BHT), butyl
hydroxyanisol (BHA), propylgallate and tocopherols, and preservatives.
In an embodiment of the invention the chewing gum is coated with an outer coating.
In an embodiment of the invention the outer coating is a hard coating.
In an embodiment of the invention the hard coating is a coating selected from the
group consisting of a sugar coating and a sugarless coating and a combination
thereof.
In an embodiment of the invention the hard coating comprises 50 to 100% by weight
of a polyol selected from the group consisting of sorbitol, maltitol, mannitol, xylitol,
erythritol, lactitol and isomalt.
In an embodiment of the invention the outer coating is an edible film comprising at
least one component selected from the group consisting of an edible film-forming
agent and a wax.
In an embodiment of the invention the film-forming agent is selected from the group
consisting of a cellulose derivative, a modified starch, a dextrin, gelatine, shellac,
gum arabic, zein, a vegetable gum, a synthetic polymer and any combination thereof.
In an embodiment of the invention the outer coating comprises at least one additive
component selected from the group consisting of a binding agent, a moisture
absorbing component, a film forming agent, a dispersing agent, an antisticking
component, a bulking agent, a flavouring agent, a colouring agent, a
pharmaceutically or cosmetically active component, a lipid component, a wax
component, a sugar, an acid and an agent capable of accelerating the after-chewing
degradation of the degradable polymer.
In an embodiment of the invention the outer coating is a soft coating.

In an embodiment of the invention the soft coating comprises a sugar free coating
agent.
In an embodiment of the invention the chewing gum comprises conventional
chewing gum polymers or resins.
In an embodiment of the invention the at least one biodegradable polymer comprises
at least 5% of the chewing gum polymers.
In an embodiment of the invention all the biodegradable polymers comprised in the
chewing gum comprises at least 25%, preferably at least 50% of the chewing gum
polymers.
In an embodiment of the invention the biodegradable polymers comprised in the
chewing gum comprises at least 80%, preferably at least 90% of the chewing gum
polymers.
In an embodiment of the invention the chewing gum comprises
said at least one biodegradable polyester copolymer forming a plasticizer of the
chewing gum and
at least one non-biodegradable conventional elastomer
According to the invention, a biodegradable polymer according to the invention may
form a substitute of a conventional natural or synthetic resin.
In an embodiment of the invention the chewing gum comprises
the at least one biodegradable polyester copolymer forming an elastomer of the
chewing gum and at least one non-biodegradable conventional natural or synthetic
resin.

According to the invention, a biodegradable polymer according to the invention may
form a substitute of a conventional low or high molecular weight elastomer.
In an embodiment of the invention said chewing gum comprises
at least one biodegradable elastomer in the amount of about 0.5 to about 70% wt of
the chewing gum,
at least one biodegradable plasticizer in the amount of about 0.5 to about 70% wt of
the chewing gum and
at least one chewing gum ingredient chosen from the groups of softeners, sweeteners,
flavoring agents, active ingredients and fillers in the amount of about 2 to about 80%
wt of the chewing gum.
The figures
The invention will now be described with reference to the drawings of which
fig. 1 illustrates a transcarbonation reaction during stannous octoate-
catalyzed ring-opening polymerization,
fig. 2 to 5 and 10 to 12 illustrate different measured texture properties of the obtained
biodegradable chewing gum polymer and where
fig. 6 to 9 illustrate the measured LVR properties of the obtained polymers
when incorporated in chewing gum at the chewing times 15, 30, 60
and 120 seconds, respectively.
fig. 13 to 16 illustrate release properties of the obtained polymers when
incorporated in chewing gum.

Detailed description
The following examples of the invention are non-limiting and only provided for the
purpose of explaining the invention.
Unless otherwise indicated, as used herein, the term "molecular weight" means
number average molecular weight (Mn).
It has surprisingly been found that biodegradable elastomers, suitable for the
formulation of chewing gum base, can be made by metal-catalyzed ring-opening
polymerization using a combination of an initiator comprising a trifunctional or
higher polyol and a mixture of cyclic monomers including lactones and at least one
cyclic carbonate monomer. These polymers derive their excellent elastomeric
properties from the fact that they are non-crystallizable polymers with a glass
transition temperature below room temperature, and they are hyperbranched or
lightly crosslinked materials, which characteristic imparts excellent elasticity and
recovery.
The various monomers are strategically selected to impart specific properties to the
polymers of the invention. The requirement of non-crystallizability is achieved
through the use of two or more monomers that can enter the polymer chain in an
approximately random sequence, thus imparting disorder along the backbone.
Crystallization is also hindered by the branch point introduced by the trifunctional or
higher polyol initiator. The monomer representing the major component of the
backbone, which should also possess a very low homopolymer glass transition
temperature, is selected from the family of aliphatic lactones, with s-caprolactone
being a non-limiting example. The comonomer or comonomers used to impart
disorder should also be selected from the family of aliphatic lactones, but must be
different from the major-component monomer. A representative but non-limiting
example of a monomer suitable for use with the major-component monomer is 8-
valerolactone.

The critical, and perhaps most surprising discovery of the invention is that the
addition of a small proportion of a carbonate monomer, of which l,3-dioxan-2-one
(trimethylene carbonate) is a non-limiting example, provides a means for introducing
additional branching and/or crosslinking to the elastomeric polymer during ring-
opening polymerization. In fact, the level of cyclic carbonate in the monomer
mixture yields precise control over the degree of branching and crosslinking in the
final polymer. The mechanism by which the cyclic carbonate monomer imparts
crosslinking is based upon the known tendency for metal catalysts, of which stannous
octoate is a non-limiting example, to promote transesterification and
transcarbonation reactions (intermolecular chain transfer to polymer) during
polymerization.
A transcarbonation reaction during stannous octoate-catalyzed ring-opening
polymerization of lactone and carbonate monomers is illustrated in the fig. 1.
This mechanism is shown in the figures. Fig. 1 illustrate three-arm star polymer
molecules produced from a trifunctional polyol initiator (I) such as
trimethylolpropane. The backbone of these polymers is composed of randomly
incorporated s-caprolactone and trimethylene carbonate mer units, and the ends of
each arm carry either a polymerization-active stannyl ether group as illustrated in (1)
or a polymerization-inactive hydroxyl group as illustrated in (2). Tranesterification
(transcarbonation) involves reaction of the stannyl ether group of one chain with an
internal ester (carbonate) linkage of another chain. In (3) a transcarbonation reaction
between species illustrated (1) and (2) has been obtained, thereby creating the
intermediate (3). The latter can decompose to yield two different products because
the carbonate linkage has two different acyl-oxygen bonds that may be broken. The
decomposition pathway pictured in the figure illustrated scheme is the one of interest
because it yields a new species (4) in which two initiator branch points have become
connected. This species represents the very early stages of hyperbranching. As
similar reactions take place, more and more branching occurs and the system
eventually becomes crosslinked. The degree of crosslinking depends upon the

fractional loading of the cyclic carbonate monomer and the polymerization
conversion. The alternate decomposition pathway not pictured does not lead to
branching and crosslinking. Also, in the absence of a carbonate monomer, branching
and crosslinking do not take place.
(5) represents the remaining not-branched copolymer
The trifunctional or higher polyol initiators useful in the present invention include
glycerol, trimethylolpropane, pentaerythritol, dipentaerythritol and ethoxylated or
propoxylated polyamines. The preferred initiators are trimethylolpropane and
pentaerythritol.
The monomer representing the major component of the backbone, and the
comonomer or comonomers used to impart disorder may be chosen from the same
group. This group includes ?-caprolactone, ?-valerolactone, ?-butyrolactone, and ?-
propiolactone. It also includes ?-caprolactones, ?-valerolactones, ?-butyrolactones,
or ?-propiolactones that have been substituted with one or more alkyl or aryl
substituents at any non-carbonyl carbon atoms along the ring, including compounds
in which two substituents are contained on the same carbon atom. The preferred
major component monomer is ?-caprolactone. The preferred comonomer is ?-
valerolactone.
The carbonate monomers useful in the present invention include trimethylene
carbonate, 5-alkyl-l,3-dioxan-2-one, 5,5-dialkyl-l,3-dioxan-2-one, or 5-alkyl-5-
alkyloxycarbonyl-l,3-dioxan-2-one. The preferred carbonate monomer is
trimethylene carbonate.
In general, the level of crosslinking and the level of hyperbranching would scale
approximately the same, that is, if one were high or low, so would the other one be.
In general the larger is the ratio carbonate monomer/initiator, the higher the level of
hyperbranching and crosslinking.

During polymerization at high temperature, a small fraction of the polymer chains
contains catalyst as a part of their structure. The catalyst is transferred from chain to
chain in a rapid chemical equilibrium. After polymerization, upon cooling and after
polymer workup, the catalyst is believed to not be part of the polymer structure.
EXAMPLE 1
Preparation of resin
A resin sample was produced using a cylindrical glass, jacketed 10 L pilot reactor
equipped with glass stir shaft and Teflon stir blades and bottom outlet. Heating of
the reactor contents was accomplished by circulation of silicone oil, thermostated to
130°C, through the outer jacket. D,L-lactide (4.877 kg, 33.84 mol) was charged to
the reactor and melted by heating to 140°C for 6 h. After the D,L-lactide was
completely molten, the temperature was reduced to 130°C, and stannous octoate
(1.79 g, 4.42 x 10-3 mol), 1,2-propylene glycol (79.87 g, 1.050 mol), and ?-
caprolactone (290.76 g, 2.547 mol) were charged to the reactor. After the mixture
became homogeneous, stirring was continued for 24 h at 130°C. At the end of this
time, the bottom outlet was opened, and molten polymer was allowed to drain into a
Teflon-lined paint can.
Characterization of the product indicated Mn = 5,700 g/mol and Mw = 7,100 g/mol
(gel permeation chromatography with online MALLS detector) and Tg = 30.7°C
(DSC, heating rate 10°C/min).
EXAMPLE 2
Preparation of LMWE elastomer

A 515 g LMWE sample was synthesized within a dry N2 glove box, as follows. Into
a 500 mL resin kettle equipped with overhead mechanical stirrer, 0.73 g 1,2-propane
diol (3.3mL of a 22.0%(w/v) solution in methylene chloride), and 0.152 g Sn(Oct)2
(3.56 ml of a 4..27% (w/v) solution in methylene chloride) were charged under dry N2
gas purge. The methylene chloride was allowed to evaporate under the N2 purge for
15 min. Then s-caprolactone (300g, 2.63 mol) and ?-valerolactone (215 gm, 2.15
mol) were added. The resin kettle was submerged in a 130°C constant temperature
oil bath and stirred for 14 h. Subsequently the kettle was removed from the oil bath
and allowed to cool at room temperature. The solid, elastic product was removed in
small pieces using a knife, and placed into a plastic container.
Characterization of the product indicated Mn = 59,900 g/mol and Mw = 74,200 g/mol
(gel permeation chromatography with online MALLS detector) and Tg = -70°C
(DSC, heating rate 10°C/min).
EXAMPLE 3
Preparation of HMWE made with difunctional initiator
A HMWE sample was synthesized within a dry N2 glove box, as follows. Into a 500
mL resin kettle equipped with overhead mechanical stirrer, 0.51 g 1,2-propane diol
(2.3 mL of a 22.0 % (w/v) solution in MeCl2), and 0.15 g Sn(Oct)2 (2.6 mL of a 5.83
% (w/v) solution of in MeCh) were charged under dry N2 gas purge. The MeCl2 was
allowed to evaporate under the N2 purge for 15 min. Then ?-caprolactone (274 g,
2.40 mol), TMC (49g, 0.48 mol), and ?-valerolactone (192 g, 1.92 mol) were added.
The resin kettle was submerged in a 130°C constant-temperature oil bath and stirred
for 14 h. Subsequently the kettle was removed from the oil bath and allowed to cool
to room temperature. The solid, elastic product was removed in small pieces using a
knife, and placed into a plastic container.

Characterization of the product indicated Mn = 72,400 g/mol and Mw = 103,300
g/mol (gel permeation chromatography with online MALLS detector) and Tg = -
66°C (DSC, heating rate 10°C/min).
EXAMPLE 4
Preparation of HMWE made with 4-arms starshaped initiator
A HMWE sample according to the invention was synthesized in a dry N2 glove box,
as follows. Into a 500 mL resin kettle equipped with overhead mechanical stirrer
was charged 0.037 g Sn(Oct)2 (3.4 ml of a 1.10% (w/v) solution in methylene
chloride) under dry N2 gas purge. The methylene chloride was allowed to evaporate
under the N2 purge for 15 min. Then, pentaerythritol (0.210 g, 1.54 x 10-3 mol), ?-
caprolactone (79.0g, 0.692 mol), TMC(8.0 g, 0.078 mol) and ?-valerolactone (38.0 g,
0.380 mol) were added. The resin kettle was submerged in a 130°C constant
temperature oil bath and stirred for 14 h. Subsequently the kettle was removed from
the oil bath and allowed to cool at room temperature. The solid, elastic product was
removed in small pieces using a knife, and placed into a plastic container.
Characterization of the product indicated Mn = 64,600 g/mol and Mw = 165,200
g/mol (gel permeation chromatography with online MALLS detector) and Tg = -
66°C (DSC, heating rate 10°C/min).
EXAMPLE 5
Preparation of gumbases
All the gumbases are prepared with following basic formulation:
Ingredients Percent by weight



Table 1: Gumbase preparation
The gumbases are prepared as follows:
HMWE elastomer is added to a mixing kettle provided with mixing means like e.g.
horizontally placed Z-shaped arms. The kettle had been preheated for 15 minuttes to
a tempearture of about 60-80°C. The rubber is broken into small pieces and softened
with mechanical action on the kettle.
The resin is slowly added to the elastomer until the mixture becomes homogeneous.
The remaining resin is then added to the ketttle and mized for 10-20 minutes. The
LMWE elastomer is added and mixed for 20-40 minutes until the whole mixture
becomes homogeneous.
The mixture is then discharged into the pan and allowed to cool to room temperature
from the discharged temperature of 60-80°C, or the gumbase mixture is used directly
for chewing gum by adding all chewing gum components in an appropriate order
under continuous mixing.
EXAMPLE 6

Preparation of Chewing gum
All chewing gum formulations are prepared with the following basic formulation


Table 2: Peppermint chewing gum preparation




Table 3: Strawberry chewing gum preparation
The chewing gum products are prepared as follows:
The gumbase is added to a mixing kettle provided with mixing means like e.g.
horizontally placed Z-shaped arms. The kettle had been preheated for 15 minutes to a
temperature of about 60-80°C. Or the chewing gum is one step, immediately after
preparation of gumbase in the same mixer where the gum base and kettle have a
temperature of about 60-80°C.
Mint formulation:
One third portion of the sorbitol is added together with the gum base and mixed for
1-2 minutes. Another one third portion of the sorbitol and lycasin is then added to the
kettle and mixed for 2 minutes. The remaining one third portion of sorbitol,
peppermint and menthol are added and mixed for 2 minutes. Then aspartame and
acesulfame are added to the kettle and mixed for 3 minutes. Xylitol is added and
mixed for 3 minutes. The resulting gum mixture is then discharged and e.g.
transfered to a pan at temperature of 40-48°C. The gum is then rolled and scored into
cores, sticks, balls, cubes, and nay other desired shape, optionally followed by
coating and polishing processes prior to packaging.

Strawberry formulation:
One third portion of the sorbitol is added together with the gum base and mixed for
1 -2 minutes. Another one third portion of the sorbitol, lycasin and lecithin are then
added to the kettle and mixed for 2 minutes. The remaining one third portion of
sorbitol, strawberry and acids are added and mixed for 2 minutes. Then aspartame
and acesulfame are added to the kettle and mixed for 3 minutes. Xylitol is added and
mixed for 3 minutes. The resulting gum mixture is then discharged and e.g.
transffered to a pan at temperature of 40-48°C. The gum is then rolled and scored
into cores, sticks, balls, cubes, and any other desired shape, optionally followed by
coating and polishing processes prior to packaging.
EXAMPLE 7
An experiment was set up in order to test if the 4-arms starshaped HMWE elastomer
has a closer reological match, to conventional HMWE elastomer e.g. polyisobutylene
or butylrubber, compared with a HMWE elastomer made with a difunctional
initiator.
Accordingly, the following rheological parameters were measured using a
rheometer, type AR1000 from TA Instruments. The oscillation measurement is
performed at a stress within the linear viscoelastic region and a temperature of 130°C
with a parallel plate system (d=2.0 cm, hatched). G", and tan delta vs. shear rate.
The results are summarised in fig.2, 3 and as it appears, the elasticity of the
elastomer made with 4-arms star shaped initiator was much closer to the
conventional elastomer than the elastomer with a difunctional initiator. The same
appears when looking at storage modulus G".

EXAMPLE 8
An experiment was set up in order to test gumbases, prepared according to
EXAMPLE 5, containing the same elastomers decribed in EXAMPLE 7.
Thus, a standard gum base containing 20% HMWE PIB (sample 101, table 1) was
compared with a gum base containing 20 % HMWE elastomer made with
difiinctional initiator (sample 102, table 1) and a gum base containing 20 % HMWE
elastomer made with 4-arms star shaped initiator (sample 103, table 1). Accordingly,
the following rheological parameters G" and tan delta vs. shear rate at 130°C were
measured using the method and rheometer described in the previous example.
The results are summarised in fig.4 and 5 and as it appears, the gumbase containing
the star-shaped elastomer (103) gives a closer rheological match to the gumbase
containing conventional elastomers (101) compared to gumbase containing elastomer
made with a diol initiator (102).
EXAMPLE 9
Chewing profile
An experiment was set up in order to test the corresponding chewing gum samples to
the gum bases described in EXAMPLE 8. Prepared as described in EXAMPLE 6.
In order to test the chewing profile of the chewing gum samples containing the gum
bases with star shaped biodegradable elastomer, difunctional elastomer and std
(samples 1003, 1002 and 1001, respectively). The gum centres were chewed in a
chewing machine (CF Jansson). The chewing frequency was set to 1 Hz, a pH buffer
was used as saliva and the temperature was set at 37°C. The chewing time was set to
15 seconds, 30 seconds, 60 seconds and 120 seconds. After chewing, the chewed cud

was measured on a rheometer, described in EXAMPLE 7 as oscillation
measurements at a temperature of 37°C.
The results from these measurements can be seen on fig. 6,7, 8 and 9 wherein the
storage modulus (G") versus oscillation torque is depicted at different chewing times
illustrating the texture changes during chewing.
From fig. 6 it can be seen that while the two chewing gum formulations containing
elastomers made from difunctional star shaped initiator (1002) and from multi star
shaped initiator (1003) are somewhat softer in the initial phase, after 30 seconds, see
fig. 7, the standard (1001) is getting closer to the two others and the sample 1003 is
now closer to standard compared with 1002.
As illustrated in fig 8 the difference between the three samples is similar to the
difference illustrated in fig. 7 after 60 seconds. After 120 seconds, see fig. 9, the
difference is smaller, and the values measured on sample 1003 are still closest to the
standard formulation 1003.
The above rheological results are confirming the fact that the elastomer made with 4-
arms star shaped initiator has texture properties closer to conventional elastomers as
compared to elastomer made with difunctional initiator, also as a function of time.
EXAMPLE 10
Sensory texture profile analyses of test chewing gum
The three chewing gum samples were tested by serving them to the sensory panellists
in tasting booths made in accordance with ISO 8598 standards at room temperature
in 40 ml tasteless plastic cups with randomised 3-figure codes. Test samples were
evaluated after chewing for 0-1/2 minutes (initial phase 1), 1/2-1 minutes (initial phase
2), 1-1 1/2 minutes (intermediate l), l 1/2-2 minutes (intermediate 2), 2-2 1/2 minutes

(intermediate 3), 2 1/2-3 minutes (intermediate 4),4-4 1/2 minutes (end phase 1), 4 1/2-5
minutes (end phase 2), respectively. Between each sample tested, the
panellist were allowed a break of 3 minutes. Every test is repeated.
The following texture parameters were assessed: softness, toughness and elasticity.
For each of these parameters, the panellists were required to provide their
assessments according to an arbitrary scale of 0-15. The data obtained were
processed using a FIZZ computer program (French Bio System) and the results were
transformed to sensory profile diagrams as shown in figure 10-12. The major
differences between test chewing gums in all phases were the
following:
The chewing gum containing initiator made elastomers (1002, 1003) showed a
higher softness compared with standard (confirming the rheological results in the
above EXAMPLE 9). When comparing the chewing gum containing initiator made
polymers 1002 and 1003, the softness of 1003 (star-shaped) is closer to standard
excect for the initial phases.
Fig 11 showed a higher toughness of the chewing gum containing elastomer made
with 4-arms star shaped initiator (1003) compared with difunctional initiator made
elastomer (1002) excect for the initials phases. The toughness of 1003 is closer to
standard compared with 1002.
The elastisity of 4-arms star shaped elastomer is expected to be higher due to the
branching, which is confirmed by fig. 12. Where 1003 was found higher in elasticity
and closer to the standard compared with 1002 (made with difunctional initiator) in
about 70 % of the time tested.
EXAMPLE 11
Sensory flavour profile analyses of test chewing gum

The three chewing gum samples were tested using the sensory method described in
the above EXAMPLE 10.
Test samples were evaluated after chewing for 0-1 minutes (initial phase 1), 1-2
minutes (intermediate phase 1), 2-3 minutes (intermediate phase 2), 3-4 minutes
(intermediate 3), 4-5 minutes (end phase 1), respectively.
The following flavour parameters were assessed: sweetness, flavour intensity and
cooling. For each of these parameters, the panellists were required to provide their
assessments according to an arbitrary scale of 0-15. The data obtained were
processed using a FIZZ computer program (French Bio System) and the results were
transformed to sensory profile diagrams as shown in figure 13-15.
The major differences between the chewing gums in all phases were the
following:
The chewing gum containing elastomer made with 4-arrns star shaped initiator 1003
showed higher sweetness release for the inital phase (fig. 13). Cooling and overall
flavour intensity were found higher in release compared to the chewing gum
formulation containing HMWE elastomer made with a difunctional initiator 1002
(fig. 14 and 15).
It can therefore be concluded that the use of a 4-arms star shaped initiator is superior
with regard to essential flavour characteristics.
EXAMPLE 12
Sensory time intensity analysis of test chewing gum

Two strawberry chewing gum samples were tested by serving them to the sensory
panellists in tasting booths made in accordance with ISO 8598 standards at room
temperature in 40 ml tasteless plastic cups with randomised 3-figure codes.
Samples were tested during 3 minutes and evaluated every 10 seconds. Between each
sample tested, the panellist were allowed a break of 3 minutes. Every test is repeated.
The FIZZ (French Bio System) is used to collect and calculate data and the resutls
were transformed to sensory time intensity diagram as shown in figure 17.
The flavour intensity of strawberry flavoured chewing gum containing elastomer
made with 4-arms star shaped initiator 1005 has an higher overall flavours intensity
compared with chewing gum formulation containing HMWE elastomer made with a
difunctional initiator 1004 (fig. 16).

We claim :
1. Degradable chewing gum polymer, wherein said degradable polymer being
a polymer polymerized from
at least two different monomers such as herein described forming the backbone of
the polymer and
at least one monomer selected from the group of carbonate monomers, in the
presence of at least one trifunctional or higher functional initiator, such as herein
described.
2. Degradable chewing gum polymer as claimed in claim 1,
wherein said at least two different monomers are cyclic. ,
3. Degradable chewing gum polymer as. claimed in claim 1 or 2,
wherein the at least two different monomers forming the backbone of the polymer
comprises at least one backbone monomer and at least one backbone comonomer,
4. Degradable chewing gum polymer as claimed in any of the claims 1-3,
wherein said at least one backbone comonomer imparts disorder in the backbone
monomer chain.
5. Degradable chewing gum polymer as claimed in any of the claims 1-4,
wherein the at least one backbone comonomer is effective to introduce amorpheus
regions iri the backbone monomer chain.
6. Degradable chewing gum polymer as claimed in any of the claims 1-5,

wherein the at least two different monomers forming the backbone of the polymer
are selected from the group of lactone monomers.
7. Degradable chewing gum polymer as claimed in claim 6,
wherein the lactone monomers are chosen from the group of s-caprolactone, 8-
valerolactone, ?-butyrolactone, and ?-propiolactone, and also includes ?-
caprolactones, ?-valerolactones, ?-butyrolactones, or ?-propiolactones that have been
substituted with one or more alkyl or aryl substituents at any non-carbonyl carbon
atoms along the ring, including compounds in which two substituents are contained
on the same carbon atom and mixtures thereof.
8. Degradable chewing gum polymer as claimed in any of the claims 3-7,
wherein the at least one backbone monomer comprises ?-caprolactone
9. Degradable chewing gum polymer as claimed in any of the claims 3-8,
wherein the at least one backbone monomer has a Tg below -40°C, preferably less
than -50°C.
10. Degradable chewing gum polymer as claimed in any of the claims 3-9,
wherein the at least one backbone comonomer comprises ?-valerolactone.
11. Degradable chewing gum polymer as claimed in any of the claims 1-10,
wherein said degradable polymer is polymerized by metal catalyzed ring-opening.
12. Degradable chewing gum polymer as claimed in any of the claims 1-11,
wherein the at least one monomer selected from the group of carbonate monomers is
chosen from the group of trimethylene carbonate, 5-alkyl-l,3-dioxan-2-one, 5,5-
dialkyl-l,3-dioxan-2-one, or 5-alkyl-5-alkyloxycarbonyl-l,3-dioxan-2-one, ethylene
carbonate, 3-ethyl-3-hydroxymethyl trimethylene carbonate, propylene carbonate,
trimethylene carbonate, trimethylolpropane monocarbonate, 4, 6dimethyl-l, 3-
propylene carbonate, 2,2-dimethyl trimethylene carbonate, and 1, 3-dioxepan-2-one
and mixtures thereof.

13. Degradable chewing gum polymer as claimed in any of the claims 1-12,
wherein the at least one monomer selected from the group of carbonate monomers
provides a means for introducing additional branching and/or crosslinking to the
elastomeric polymer during ring-opening polymerization.
14. Degradable chewing gum polymer as claimed in any of the claims 1-13,
wherein said at least one trifunctional or higher functional initiator comprises a
polyol.
15. Degradable chewing gum polymer as claimed in any of the claims 1-14,
wherein the initiator is selected from the group of glycerol, trimethylolpropane,
pentaerythritol, dipentaerythritol, ethoxylated or propoxylated polyamines and other
molecules with multiple hydroxyl or other reactive groups and other molecules with
multiple hydroxyl or other reactive groups and mixtures thereof.
16. Degradable chewing gum polymer as claimed in any of the claims 1-15,
wherein the degradable chewing gum polymer is polymerized from:
about 20 to 80 wt % of the at least one backbone monomer,
about 19.5 to 79.5 wt % of the at least one backbone comonomer,
about 0.5 to 25 wt % of the at least one monomer selected from the group of
carbonate monomers.
17. Degradable chewing gum polymer as claimed in any of the claims 1-16,
wherein the degradable chewing gum polymer is moreover polymerized from:
about 0.01 to 1.0 wt % of the at least one initiator
18. Degradable chewing gum polymer as claimed in any of the claims 1-17,
wherein the chewing gum properties of the polymer are adjusted by selection of a
suitable order of the multifunctional initiator.

19. Degradable chewing gum polymer as claimed in any of the claims 1-18,
wherein the rheological properties of the degradable polymer is controlled by
adjusting the functional number of initiator.
20. Degradable chewing gum polymer as claimed in any of the claims 1-19, wherein
the lactone monomers are chosen from the group of ?-caprolactone, ?-valerolactone,
?-butyrolactone, and ?-propiolactone. It also includes ?-caprolactones, ?-
valerolactones, ?-butyrolactones, or ?-propiolactones that have been substituted with
one or more alkyl or aryl substituents at any non-carbonyl carbon atoms along the
ring, including compounds in which two substituents are contained on the same
carbon atom and mixtures thereof.
21. Degradable chewing gum polymer as claimed in any of the claims 1-20,
wherein the carbonate monomer is selected from the group of trimethylene
carbonate, 5-alkyl-l,3-dioxan-2-one, 5,5-dialkyl-l,3-dioxan-2-one, or 5-alkyl-5-
alkyloxycarbonyl-l,3-dioxan-2-one, ethylene carbonate, 3-ethyl-3-hydroxymethyl,
propylene carbonate, trimethylolpropane monocarbonate, 4, 6dimethyl-l, 3-
propylene carbonate, 2, 2-dimethyl trimethylene carbonate, and 1, 3-dioxepan-2-one
and mixtures thereof.
22. Degradable chewing gum polymer as claimed in any of the claims 1-21, wherein
the molecular weight of lactone monomers are within the range of 50-16000 g/mol
preferably within the range of 100-3000 g/mol
23. Degradable chewing gum polymer as claimed in any of the claims 1-22, wherein
the molecular weight of carbonate monomers are within the range of 50-15000
preferably within the range of 100-2300 g/mol.
24. Chewing gum comprising the degradable polymer as claimed in any of the claims
1-23 and other conventional chewing gum ingredients.

25. Chewing gum as claimed in claim 24, wherein
said chewing gum ingredients comprise flavoring agents.
26. Chewing gum as claimed in any of claims 24 or 25, wherein
said flavoring agents comprises natural and synthetic flavorings in the form of
natural vegetable components, essential oils, essences, extracts, powders, including
acids and other substances capable of affecting the taste profile
27. Chewing gum as claimed in any of claims 24-26, wherein
said chewing gum comprises flavor in an amount of 0.01 to about 30 wt %, said
percentage being based on the total weight of the chewing gum
28. Chewing gum as claimed in any of claims 24-27, wherein
said chewing gum comprises flavor in an amount of 0.2 to about 4 wt %, said
percentage being based on the total weight of the chewing gum
29. Chewing gum as claimed in any of claims 24- 28, wherein
said flavor comprises water soluble ingredients.
30. Chewing gum as claimed in any of claims 24-29, wherein
said water soluble flavor comprises acids.
31. Chewing gum as claimed in any of claims 24-30, wherein
said flavor comprises water insoluble ingredients.
32. Chewing gum as claimed in any of claims 24- 31, wherein
said chewing gum ingredients comprising sweeteners.
33. Chewing gum as claimed in any of claims 24-32,
wherein said sweetener comprises bulk sweeteners
34. Chewing gum as claimed in any of claims 24-33,

wherein the chewing gum comprises bulk sweeteners in the amount of about 5 to
about 95% by weight of the chewing gum, more typically about 20 to about 80% by
weight of the chewing gum.
35. Chewing gum as claimed in any of claims 24-34, wherein said sweetener
comprises high intensity sweeteners
36. Chewing gum as claimed in any of claims 24-35, wherein the high intensity
sweeteners comprises sucralose, aspartame, salts of acesulfame, alitame, saccharin
and its salts, cyclamic acid and its salts, glycyrrhizin, dihydrochalcones, thaumatin,
monellin, sterioside, alone or in combination
37. Chewing gum as claimed in any of claims 24-36,
wherein the chewing gum comprises high intensity sweeteners in an amount of about
0 to about 1% by weight of the chewing gum, more typically about 0.05 to about 0.5
% by weight of the chewing gum.
38. Chewing gum as claimed in any of claims 24- 37,
wherein the chewing gum comprises at least one softener.
39. Chewing gum as claimed in claim 38,
wherein the at least one softener comprises tallow, hydrogenated tallow,
hydrogenated and partially hydrogenated vegetable oils, cocoa butter, glycerol
monostearate, glycerol triacetate, lecithin, mono-, di- and triglycerides, acetylated
monoglycerides, fatty acids - such as stearic, palmitic, oleic and linoleic acids,
waxes, PGE and mixtures thereof.
40. Chewing gum as claimed in any of claims 24- 39,
wherein the chewing gum comprises softeners in the amount of about 0 to about 18%
by weight of the chewing gum, more typically about 0 to about 12 % by weight of
the chewing gum.

41. Chewing gum as claimed in any of claims 24- 40, wherein said chewing gum
ingredients comprise active ingredients.
42. Chewing gum as claimed in any of claims 24-41, said active ingredients being
selected from the group of: Acetaminophen, Acetylsalicylsyre Buprenorphine
Bromhexin Celcoxib Codeine, Diphenhydramin, Diclofenac, Etoricoxib, Ibuprofen,
Indometacin, Ketoprofen, Lumiracoxib, Morphine, Naproxen, Oxycodon, Parecoxib,
Piroxicam, Pseudoefedrin, Rofecoxib, Tenoxicam, Tramadol, Valdecoxib,
Calciumcarbonat, Magaldrate, Disulfiram, Bupropion, Nicotine, Azithromycin,
Clarithromycin, Clotrimazole, Erythromycin, Tetracycline, Granisetron,
Ondansetron, Prometazin, Tropisetron, Brompheniramine, Ceterizin, leco-Ceterizin,
Chlorcyclizine, Chlorpheniramin, Chlorpheniramin, Difenhydramine, Doxylamine,
Fenofenadin, Guaifenesin, Loratidin, des-Loratidin, Phenyltoloxamine, Promethazin,
Pyridamine, Terfenadin, Troxerutin, Methyldopa, Metliylphenidate, Benzalcon.
Chloride, Benzeth. Chloride, Cetylpyrid. Chloride, Chlorhexidine, Ecabet-sodium,
Haloperidol, Allopurinol, Colchinine, Theophylline, Propanolol, Prednisolone,
Prednisone, Fluoride, Urea, Miconazole, Actot, Glibenclamide, Glipizide,
Metformin, Miglitol, Repaglinide, Rosiglitazone, Apomorfin, Cialis, Sildenafil,
Vardenafil, Diphenoxylate, Simethicone, Cimetidine, Famotidine, Ranitidine,
Ratinidine, cetrizin, Loratadine, Aspirin, Benzocaine, Dextrometorphan, Ephedrine,
Phenylpropanolamine, Pseudoephedrine, Cisapride, Domperidone, Metoclopramide,
Acyclovir, Dioctylsulfosucc, Phenolphtalein, Almotriptan, Eletriptan, Ergotamine,
Migea, Naratriptan, Rizatriptan, Sumatriptan, Zolmitripttan, Aluminium salts,
Calcium salts, Ferro salts, Silver salts, Zinc-salte, Amphotericin B, Chlorhexidine,
Miconazole, Triamcinolonacetonid, Melatonine, Phenobarbitol, Caffeine,
Benzodiazepiner, Hydroxyzine, Meprobamate, Phenothiazine, Buclizine,
Brometazine, Cinnarizine, Cyclizine, Difenhydramine, Dimenhydrinate, Bufiomedil,
Amphetamine, Caffeine, Ephedrine, Orlistat, Phenylephedrine, Phenylpropanolamin,
Pseudoephedrine, Sibutramin, Ketoconazole, Nitroglycerin, Nystatin, Progesterone,
Testosterone, Vitamin B12, Vitamin C, Vitamin A, Vitamin D, Vitamin E,
Pilocarpin, Aluminiumaminoacetat, Cimetidine, Esomeprazole, Famotidine,

Lansoprazole, Magnesiumoxide, Nizatide and/or Ratinidine or derivates and
mixtures thereof.
43. Chewing gum as claimed in any of claims 24-42, wherein the chewing gum is
substantially free of non-biodegradable polymers
44. Chewing gum as claimed in any of claims 24-43,
wherein the chewing gum comprises filler.
45. Chewing gum as claimed in any of claims 24- 44,
wherein the chewing gum comprises filler in an amount of about 0 to about 50% by
weight of the chewing gum, more typically about 10 to about 40 % by weight of the
chewing gum.
46. Chewing gum as claimed in any of claims 24-45,
wherein the chewing gum comprises at least one coloring agent.
47. Chewing gum as claimed in any of claims 24-46, v/here the chewing gum is
coated with an outer coating.
48. Chewing gum as claimed in claim 47, wherein the outer coating is a hard coating.
49. Chewing gum as claimed in claim 48, wherein the hard coating is a coating
selected from the group consisting of a sugar coating and a sugarless coating and a
combination thereof.
50. Chewing gum as claimed in claim 48 or 49, wherein the hard coating comprises
50 to 100% by weight of a polyol selected from the group consisting of sorbitol,
maltitol, mannitol, xylitol, erythritol, lactitol and isomalt.

51. Chewing gum as claimed in any of claims 47-50, wherein the outer coating is an
edible film comprising at least one component selected from the group consisting of
an edible film-forming agent and a wax.
52. Chewing gum as claimed in claim 51, wherein the film-forming agent is selected
from the group consisting of a cellulose derivative, a modified starch, a dextrin,
gelatine, shellac, gum arabic, zein, a vegetable gum, a synthetic polymer and any
combination thereof.
53. Chewing gum as claimed in any of claims 47-52, wherein the outer coating
comprises at least one additive component selected from the group consisting of a
binding agent, a moisture absorbing component, a film forming agent, a dispersing
agent, an antisticking component, a bulking agent, a flavouring agent, a colouring
agent, a pharmaceutically or cosmetically active component, a lipid component, a
wax component, a sugar, an acid and an agent capable of accelerating the after-
chewing degradation of the degradable polymer.
54. Chewing gum as claimed in any of claims 47, wherein the outer coating is a soft
coating.
55. Chewing gum as claimed in claim 54, wherein the soft coating comprises a sugar
free coating agent.
56. Chewing gum as claimed in any of claims 24-55,
wherein said chewing gum comprises conventional chewing gum polymers or resins.
57. Chewing gum as claimed in any of claims 24-56,
wherein the at least one degradable polymer comprises at least 5% of the chewing
gum polymers.
58. Chewing gum as claimed in any of claims 24-57,

wherein all the degradable polymers comprised in the chewing gum comprises at
least 25%, preferably at least 50% of the chewing gum. polymers.
59. Chewing gum as claimed in any of claims 24-58,
wherein all the degradable polymers comprised in the chewing gum comprises at
least 80%, preferably at least 90% of the chewing gum polymers.
60. Chewing gum as claimed in any of claims 24-59,
wherein said chewing gum comprises
- said at least one degradable polyester copolymer forming a plasticizer of the
chewing gum and
- at least one non-degradable conventional elastomer..
61. Chewing gum as claimed in any of claims 24-60,
wherein said chewing gum comprises
- said at least one degradable polyester copolymer forming an elastomer of the
chewing gum and
- at least one non-degradable conventional natural or synthetic resin.
62. Chewing gum as claimed in any of the claims 24-61, wherein said chewing gum
comprises
at least one degradable elastomer in the amount of about 0.5 to about 70% wt of the
chewing gum,
at least one degradable plasticizer in the amount of about 0.5 to about 70% wt of the
chewing gum and
at least one chewing gum ingredient chosen from the groups of softeners, sweeteners,
flavoring agents, active ingredients and fillers in the amount of about 2 to about 80%
wt of the chewing gum.

63. Gum base comprising at least one degradable chewing gum polymer as claimed
in any of claims 1-23.
The invention relates to degradable chewing gum polymer,
said degradable polymer is a polymer polymerized from
at least one trifunctional or higher functional initiator
at least two different monomers forming the backbone of the polymer and
at least one monomer selected from the group of carbonate monomers.
According to the invention it has been realized that a certain degree of branching of
the backbone is needed to obtain a final improved performance, when the polymer,
preferably the elastomer, is incorporated in a chewing gum. It has moreover been
realized that the obtained degree of branching needs and may actually be carefully
controlled in order to avoid too much branching-induced crosslinking.

Documents:

544-kolnp-2005-granted-abstract.pdf

544-kolnp-2005-granted-assignment.pdf

544-kolnp-2005-granted-claims.pdf

544-kolnp-2005-granted-correspondence.pdf

544-kolnp-2005-granted-description (complete).pdf

544-kolnp-2005-granted-drawings.pdf

544-kolnp-2005-granted-examination report.pdf

544-kolnp-2005-granted-form 1.pdf

544-kolnp-2005-granted-form 18.pdf

544-kolnp-2005-granted-form 3.pdf

544-kolnp-2005-granted-form 5.pdf

544-kolnp-2005-granted-gpa.pdf

544-kolnp-2005-granted-letter patent.pdf

544-kolnp-2005-granted-reply to examination report.pdf

544-kolnp-2005-granted-specification.pdf


Patent Number 216039
Indian Patent Application Number 00544/KOLNP/2005
PG Journal Number 10/2008
Publication Date 07-Mar-2008
Grant Date 06-Mar-2008
Date of Filing 31-Mar-2005
Name of Patentee GUMLINK A/S.
Applicant Address DANDYVEJ 19, DK-7100 VEHE, DENMARK.
Inventors:
# Inventor's Name Inventor's Address
1 ANDERSEN LONE GI. STRANDVEJ 1, DK-5500 MIDDELEFART MENMARK.
2 WITTORF HELLE JOHANNEBJERGPARKEN25 DENMARK
3 STOREY ROBSON 111 HOLLY DR., HATTIESBURG, USA.
4 DESAI GANESH S. THE UNIVERSITY OF SOUTHERN MESSISSIPPI, DEPARTMENT OF POLYMER SCIENCE SM BOX USA.
PCT International Classification Number D04B 15/48
PCT International Application Number PCT/DK2002/000628
PCT International Filing date 2002-09-24
PCT Conventions:
# PCT Application Number Date of Convention Priority Country
1 PCT/DK2002/000628 2002-09-24 Denmark