Elastomer, GEL and personal care compositions thereof

Abstract

Disclosed is a crosslinked elastomer obtainable by a hydrosilylation reaction of a) a silane compound having at least two Si-H bonds; and b) an oligomer derived from metathesis of a natural oil; in the presence of a hydrosilylation catalyst and an optional solvent. Also disclosed are a gel comprising the elastomer and a solvent, methods for preparing the elastomer or the gel, and personal care compositions comprising the elastomer or the gel.

Description

[0001] P0000599W01 CPL

[0002] 1

[0003] ELASTOMER, GEL AND PERSONAL CARE COMPOSITIONS THEREOF

[0004] Field of the Invention

[0005] 5 The present invention relates to a crosslinked elastomer obtainable by a hydrosilylation reaction of i) a silane compound having at least two Si-H bonds; and ii) an oligomer derived from metathesis of a natural oil. The invention also relates to a gel comprising the elastomer, methods of preparing the elastomer or the gel, and personal care compositions comprising the elastomer or the gel.

[0006] Background of the Invention

[0007] Silicone elastomers have been used extensively in the cosmetic industry. They have been customized to provide various benefits, such as imparting desirable sensory properties to cosmetic compositions. Typically, silicone elastomers are used in the form of a blend of the

[0008] 15 silicone elastomer with a suitable solvent, which is a dispersion of the silicone elastomer in the solvent resulting in a gel composition.

[0009] Despite their many benefits, silicone elastomers can pose formulation challenges. Due to their structural properties, silicone elastomers may have limited versatility in terms of compatibility with

[0010] 20 emollient oils and other ingredients in the formulation. When the blend compatibility is poor, the structure of the blend can be damaged, rendering it ineffective in delivering the desired properties. The viscosity of the formulation will decrease and eventually the formulation will become unstable with phase separation.

[0011] 25 Moreover, siloxanes are difficult to degrade, biologically or otherwise. They may be persistent in the environment with the potential to bioaccumulate in organisms due to their stability. In light of consumers’ growing awareness towards environmental and sustainability issues, the demand for elastomers made from sustainable alternative materials and having lower levels or free of siloxanes has grown significantly.

[0012] Accordingly, there is a need for a crosslinked elastomer that can deliver various benefits while having better compatibility with formulations. The inventors of the present invention have discovered that a crosslinked elastomer obtained from a hydrosilylation reaction of a silane compound having at least two Si-H bonds and an oligomer derived from metathesis of a natural

[0013] 35 oil could provide improved formulation stability and also has a good environment profile. P0000599W01 CPL

[0014] 2

[0015] Summary of the Invention

[0016] In a first aspect, the present invention is directed to a crosslinked elastomer obtainable by a hydrosilylation reaction of:

[0017] 5 i) a silane compound having at least two Si-H bonds; and ii) an oligomer derived from metathesis of a natural oil; in the presence of a hydrosilylation catalyst and an optional solvent.

[0018] In a second aspect, the present invention is directed to a gel comprising the elastomer of the first aspect and a solvent.

[0019] In a third aspect, the present invention is directed to a method of preparing the elastomer of the first aspect.

[0020] 15 In a fourth aspect, the present invention is directed to a method of preparing the gel of the second aspect.

[0021] In a further aspect, the present invention is directed to a personal care composition comprising the elastomer of the first aspect or the gel of the second aspect.

[0022] 20

[0023] All other aspects of the present invention will more readily become apparent upon considering the detailed description and examples which follow.

[0024] Detailed Description of the Invention

[0025] 25 Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and / or use may optionally be understood as modified by the word “about”.

[0026] All amounts are by weight of the final composition, unless otherwise specified. It should be noted that in specifying any ranges of values, any particular upper value can be associated with any particular lower value.

[0027] For the avoidance of doubt, the word “comprising” is intended to mean “including” but not necessarily “consisting of” or “composed of”. In other words, the listed steps or options need not

[0028] 35 be exhaustive. P0000599W01 CPL

[0029] 3

[0030] The disclosure of the invention as found herein is to be considered to cover all embodiments as found in the claims as being multiply dependent upon each other irrespective of the fact that claims may be found without multiple dependency or redundancy.

[0031] 5

[0032] Where a feature is disclosed with respect to a particular aspect of the invention (for example a composition of the invention), such disclosure is also to be considered to apply to any other aspect of the invention (for example a method of the invention) mutatis mutandis.

[0033] Numerical ranges expressed in the format "x to y" are understood to include x and y. When for a specific feature multiple preferred ranges are described in the format "x to y", it is understood that all ranges combining the different endpoints are also contemplated.

[0034] The use of any and all examples or exemplary language e.g. “such as” provided herein is intended

[0035] 15 merely to better illuminate the invention and does not in any way limit the scope of the invention otherwise claimed.

[0036] "Personal care composition" as used herein is meant to include a composition for topical application to the skin and / or hair of humans. Such a composition may be generally classified as

[0037] 20 leave-on or rinse off, and includes any product applied to a human body for also improving appearance, cleansing, odor control or general aesthetics. The composition of the present invention is preferably a leave-on composition, and especially a leave-on skin care composition.

[0038] "Skin" as used herein is meant to include skin on the face and body (e.g. neck, chest, back, arms,

[0039] 25 underarms, hands, legs, buttocks and scalp), and in particular the sun exposed portions thereof.

[0040] The term “metathesis” as used herein refers to a catalytic reaction which involves the interchange of alkylidene units among compounds containing one or more carbon-carbon double bonds (i.e. , olefinic compounds) via the formation and cleavage of the carbon-carbon double bonds. Metathesis may occur between two of the same molecules (often referred to as “self-metathesis”) and / or it may occur between two different molecules (often referred to as “cross-metathesis”).

[0041] The term “oligomer” as used herein refers to the product of one or more metathesis reactions wherein two or more molecules (e.g., 2 to 10) of two or more reactant compounds, which can be

[0042] 35 the same or different and each with one or more carbon-carbon double bonds, are bonded P0000599W01 CPL

[0043] 4 together via one or more of the carbon-carbon double bonds in each of the reactant compounds as a result of the one or more metathesis reactions, the oligomer containing a few (e.g., 2 to 10) bonded groups derived from the reactant compounds. In some embodiments, the term “oligomer” may include metathesis reactions wherein greater than ten molecules (e.g., 11 to 100) of two or

[0044] 5 more reactant compounds, which can be the same or different and each with one or more carboncarbon double bonds, are bonded together via one or more of the carbon-carbon double bonds in each of the reactant compounds as a result of the one or more metathesis reactions, the oligomer containing greater than ten (e.g., 11 to 100) bonded groups derived from the reactant compounds.

[0045] 10

[0046] The Silane Compound

[0047] The silane compound suitable for use in the present invention comprises at least two Si-H bonds. The term “Si-H” as used herein refers to a hydrogen atom that is covalently bonded to a silicon atom in a siloxyl or silyl group or unit of a silane molecule. The Si-H bonds of the silane compound

[0048] 15 may be located at the ends, in the side chains, or at other positions of the molecular chain. Preferably, the silane compound comprises at least two terminal Si-H bonds. The term “terminal Si-H” as used herein means that the Si-H bonds are located at the ends of the silane chain.

[0049] Preferably, the silane compound of the present invention is represented by formula (I):

[0050] 20

[0051] RiR2SiH2(I) where Ri is a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; and R2is a hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon

[0052] 25 atoms. More preferably, Ri is a substituted or unsubstituted Ci-C2o alkyl group and R2is a hydrogen or a substituted or unsubstituted Ci-C2o alkyl group. Even more preferably, Ri is a substituted or unsubstituted Ci-C2o alkyl group and R2is a hydrogen. Most preferably, the silane compound is dodecylsilane, tetradecyl-silane, hexadecylsilane, octadecylsilane or combinations thereof. Preferably, the substituent is each independently selected from a C1-C10 alkyl group, a

[0053] 30 Ci-Ce alkoxy group, a Ce-Cao aryl group or a C3-C30 heteroaryl group.

[0054] Alternatively and preferably, the silane compound of the present invention is prepared by a hydrosilylation reaction between a silane compound of formula (I) and a polyene compound. The polyene compound is preferably a diene, diyne, ene-yne or mixtures thereof. Preferred diene,

[0055] 35 diyne or ene-yne compounds are those compounds (including polymeric compounds) wherein P0000599W01 CPL

[0056] 5 there are at least two terminal ethylenically or ethylynically unsaturated groups with some separation between the groups within the molecule. The unsaturated groups are at the termini of the compound, or pendant if part of a polymeric compound.

[0057] 5 Preferably, the polyene compound is a diene, diyne or ene-yne or mixtures thereof, more preferably a diene or a diyne having 4 to 50 carbon atoms or mixtures thereof. Preferred diene and diyne compounds are those comprising two terminal unsaturated groups i.e. a, w-dienes and a, co- diynes.

[0058] Preferably, the polyene compound suitable for use in the present invention has a formula of R-X- R, where each R is independently a monovalent unsaturated hydrocarbon group containing 2 to 20 carbon atoms; and X is a divalent hydrocarbon, polyoxyalkylene, polyalkylene, polyisoalkylene or combinations thereof. The polyene compound may be considered as being a "hydrocarbon", "polyether", “polymer” or combinations thereof, depending on the selection of X. Preferably, R is

[0059] 15 CH2=CH-, CH2=C(CH3)-, CH = C-, CH2=CH-COO-, or CH2=C(CH3)-COO-. Preferably, X is a divalent hydrocarbon group having 1 to 40 carbon atoms, either as aliphatic or aromatic structures, and may be branched or unbranched. Preferably, X is a divalent polyoxyalkylene group having the formula (CaH2aO)b where a is an integer from 2 to 5 and b is an integer from 2 to 1000. The polyoxyalkylene group may comprise oxyethylene units (C2H4O), oxypropylene units (C3H6O),

[0060] 20 oxybutylene units (C4H8O) or mixtures thereof.

[0061] Preferably, the polyene compound of the present invention is 1 ,4-pentadiene, 1 ,5-hexadiene, 1 ,6- heptadiene, 1 ,7-octadiene, 1 ,8-nonadiene, 1 ,9-decadiene, 1 ,11 -dodecadiene, 1 ,13- tetradecadiene, 1 ,19-eicosadiene, 1 ,21-docosadiene, 1 ,3-butadiyne, 1 ,5-hexadiyne, 1-hexene-5-

[0062] 25 yne, 1 ,4-divinyloxybutane, 1 ,3-butanediyl bisacrylate, 1 ,6-hexanediyl bisacrylate, 1 ,9-nonanediyl bisacrylate, 1 ,10-decanediyl bisacrylate, oxydi- 1 ,2-propanediyl bisacrylate, oxydi-2,1 -ethanediyl bis(2-methylacrylate), 1 ,6-hexanediyl bis(2-methylacrylate), 1 ,10-decanediyl bis(2- methylacrylate), 1 ,3-butanediol diacrylate, 1 ,4-butanediol diacrylate, propenyl-PEG3-propenyl, bis-acrylate-PEG5, bis-acrylate-PEG6, ethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, tetra(ethylene glycol) diacrylate, tetra(ethylene glycol) dimethacrylate, poly(ethylene glycol) diacrylate, neopentyl glycol diacrylate, glycerol 1 ,3- diglycerolate diacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate or mixtures thereof. P0000599W01 CPL

[0063] Alternatively and preferably, the silane compound of the present invention is represented by formula (II):

[0064] 5 where each R3 is independently a hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; each R4 is independently a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; each Rs is independently represented by -E-Y-E-, wherein each E is independently a divalent group selected from -CH2-CH2-, -CH(CH3)-, -CH2-CH(CH3)-, - CH=CH-, -CH2-CH2-COO-, -CH2-CH(CH3)-COO- and -CH(CH3)-COO- and Y is a divalent hydrocarbon, polyoxyalkylene, polyalkylene, polyisoalkylene or any combination thereof; and n is an integer from 0 to 1000. More preferably, each Rs is independently a hydrogen or a substituted or unsubstituted C1-C20 alkyl group; each R4 is independently a substituted or unsubstituted Ci- 020 alkyl group; Y is a divalent hydrocarbon, polyoxyalkylene group comprising oxyethylene units

[0065] 15 (C2H4O) or a combination thereof; and n is an integer from 1 to 500. Most preferably, each R3 is independently a hydrogen or a substituted or unsubstituted C1-C20 alkyl group; each R4is independently a substituted or unsubstituted C1-C20 alkyl group; Y is a divalent hydrocarbon group having 5 to 50 carbon atoms; and n is an integer from 1 to 500.

[0066] 20 Preferably, the silane compound of the present invention is free of siloxane bonds (Si-O-Si). More preferably, the silane compound is free of Si-0 bonds.

[0067] Oligomer

[0068] The term “natural oil” refers to oils or fats derived from plants or animals. The term “natural oil” also includes natural oil derivatives, unless otherwise indicated. Non-limiting examples of natural oils include vegetable oils, algae oils, fish oils, animal fats, tall oils, derivatives and / or combinations thereof. “Natural oil derivatives” refers to derivatives thereof derived from natural oils. The methods used to form these natural oil derivatives may include one or more of addition, neutralization, overbasing, saponification, transesterification, esterification, amidification,

[0069] 30 hydrogenation, isomerization, oxidation, alkylation, acylation, sulfurization, sulfonation, rearrangement, reduction, fermentation, pyrolysis, hydrolysis, liquefaction, anaerobic digestion, hydrothermal processing, gasification or a combination of two or more thereof. Examples of P0000599W01 CPL

[0070] 7 natural oil derivatives thereof may include carboxylic acids, gums, phospholipids, soapstock, acidulated soapstock, distillate or distillate sludge, fatty acids, fatty acid esters, as well as hydroxy substituted variations thereof, including unsaturated polyol esters.

[0071] 5 Preferably, the natural oil suitable for use in the present invention comprises one or more unsaturated glycerides (e.g. unsaturated triglycerides). The term “natural oil glyceride” refers to a glyceryl ester of a fatty acid obtained from a natural oil. Such glycerides include monoacylglycerides, diacrylglycerides, and triacrylglycerides (triglycerides). The term “unsaturated natural oil glyceride” refers to natural oil glycerides wherein at least one of its fatty acid residues contains unsaturation. For examples, a glyceride of oleic acid is an unsaturated natural oil glyceride. Preferably, the natural oil comprises at least 30%, or at least 40%, or at least 50%, or at least 60%, or at least 70%, or at least 80%, or at least 90%, or at least 95%, or at least 97%, or at least 99% by weight of one or more unsaturated triglycerides, based on the total weight of the natural oil.

[0072] 15

[0073] Preferably, the natural oil is a vegetable oil. Preferably, the vegetable oil is selected from the group of avocado oil, camelina oil, canola oil, castor oil, coconut oil, corn oil, cottonseed oil, jojoba oil, linseed oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, rubber seed oil, safflower oil, sesame oil, soybean oil, sunflower oil, tung oil, walnut oil and mixtures thereof. More

[0074] 20 preferably, the vegetable oil is soybean oil, sunflower oil, rubber seed oil or mixtures thereof. Most preferably, the vegetable oil is rubber seed oil.

[0075] The oligomer of the present invention may be a product of a self-metathesis process, a crossmetathesis process, or a combination thereof. The self-metathesis process may comprise

[0076] 25 reacting a natural oil in the presence of a metathesis catalyst to form a metathesized natural oil. The cross-metathesis process may comprise reacting (a) a natural oil with (b) another olefinic compound in the presence of a metathesis catalyst to form a metathesized natural oil. The (b) another olefinic compound may be a natural oil or a short chain olefin. The term “short chain olefin” refers to any one or combination of unsaturated straight, branched, or cyclic hydrocarbons having 2 to 14, preferably 2 to 6 carbon atoms. Preferred short chain olefin includes ethylene, propylene, 1 -butene, 2-butene, isobutene, 1 -pentene, 2-pentene, 1 -hexene, 2- hexene, 3-hexene or mixtures thereof.

[0077] Multiple, sequential metathesis reaction steps may be employed. For example, the oligomer may

[0078] 35 be made by reacting a natural oil in the presence of a metathesis catalyst to form a first P0000599W01 CPL

[0079] 8 metathesized natural oil. The first metathesized natural oil may then be reacted in a selfmetathesis reaction to form another metathesized natural oil. Alternatively, the first metathesized natural oil may be reacted in a cross-metathesis reaction with another natural oil to form another metathesized natural oil.

[0080] 5

[0081] The metathesized natural oil may be partially hydrogenated, forming a “hydrogenated metathesized natural oil”. The hydrogenation step may be conducted prior to or subsequent to the metathesis reaction. The metathesized natural oil may also be epoxidized.

[0082] These procedures may be used to form metathesis dimers, trimers as well as higher order metathesis oligomers. These procedures can be repeated as many times as desired (for example, from 2 to about 50 times, or from 2 to about 30 times, or from 2 to about 10 times, or from 2 to about 5 times, or from 2 to about 4 times, or 2 or 3 times) to provide the desired metathesis oligomer which may comprise, for example, from 2 to 100 bonded groups. Preferably, the

[0083] 15 oligomer of the present invention comprises 2 to 100, more preferably 2 to 50, even more preferably 2 to 20 and most preferably 2 to 8 bonded groups.

[0084] Preferably, the oligomer of the present invention is a self-metathesized natural oil. More preferably, the oligomer is a self-metathesized vegetable oil. Most preferably, the oligomer is a

[0085] 20 self-metathesized rubber seed oil.

[0086] The metathesis reaction is typically conducted in the presence of a catalytically effective amount of a metathesis catalyst. The metathesis catalyst may include any catalyst or catalyst system that catalyzes a metathesis reaction. Any known metathesis catalyst may be used, alone or in

[0087] 25 combination with one or more additional catalysts. Suitable catalysts include combinations of a transition metal halide or oxo-halide (e.g., WOCI4 or WCIe) with an alkylating cocatalyst (e.g., Me4 Sn), or alkylidene (or carbene) complexes of transition metals, particularly Ru, Mo, or W. These include first and second-generation Grubbs catalysts, Grubbs-Hoveyda catalysts.

[0088] 30 The metathesis reaction temperature may be a rate-controlling variable where the temperature is selected to provide a desired product at an acceptable rate. An exemplary but non-limiting metathesis reaction temperature may be in the range from 20°C to 120°C, preferably 40°C to 120°C. P0000599W01 CPL

[0089] Preferably, the oligomer of the present invention has a weight-average molecular weight (Mw) of 5,000 to 500,000 g / mol, more preferably 8,000 to 400,000 g / mol and even more preferably 10,000 to 300,000 g / mol. The weight-average molecular weight (Mw) can be determined, for example, by gel permeation chromatography (GPC). (Andrews P., "Estimation of the Molecular Weight of

[0090] 5 Proteins by Sephadex Gel Filtration"; Biochem J., 1964, 91 , pages 222 to 233).

[0091] The following structure provides a representative, non-limiting example of the oligomer of the present invention which is a self-metathesized rubber seed oil.

[0092] Self-metathesized rubber seed oil

[0093] Crosslinked Elastomer

[0094] Preferably, the elastomer of the present invention has a siloxane content of no more than 45%,

[0095] 15 more preferably no more than 35%, based on the total weight of the elastomer. “Siloxane content” as used herein refers to the content of siloxane units based on the total weight of the elastomer. Preferably, the elastomer is free of siloxane (Si-O-Si) bonds.

[0096] Preferably, the elastomer of the present invention has a silicon content of 0.001 to 10%, more preferably 0.01 to 8%, based on the total weight of the elastomer. “Silicon content” as used herein refers to the content of the silicon atoms based on the total weight of the elastomer.

[0097] The following structures provide representative, non-limiting examples of the copolymers that may result as the hydrosilylation reaction products of the present invention.

[0098] 25 P0000599W01 CPL

[0099] 10

[0100] Copolymer of an oligomer of metathesized RSO and a silane compound of Formula I

[0101] 5 Copolymer of an oligomer of metathesized RSO and a silane compound of Formula II P0000599W01 CPL

[0102] 11

[0103] Elastomer Gel

[0104] The present invention also relates to a gel comprising the elastomer of the present invention and a solvent. The solvent is a non-aqueous solvent. The solvent can be any one or any combination

[0105] 5 of fluids selected from a group consisting of hydrocarbon oils, ethers, esters, alcohols and siloxane oils. The crosslinked elastomer of the present invention swells with a solvent to form a swollen crosslinked elastomer gel.

[0106] Preferably, the solvent is a hydrocarbon oil. The hydrocarbon oil may be selected from famesene,

[0107] 10 hydrogenated farnesene, coconut alkanes, coconut / palm kernel alkanes, undecane, tridecane, tetradecane, pentadecane, hexadecane, octadecane, docosane, squalane, isodecane, isohexadecane, isododecane, C10-C26 isoparaffins, hydrogenated polyisobutene, polybutene, hydrogenated polydecene, hydrogenated didecene, and any mixtures thereof. Examples of commercially available hydrocarbon oils include Cetiol® Ultimate from BASF which is the mixture

[0108] 15 of undecane and tridecane, Entrada® DF (C11-C18 branched and linear alkane), EMOSMART® L15 (C13-C15 alkane) and EMOGREEN® L15 (C15-C19 alkane) from Seppic, LexFeel® WOW-DT from Inolex which is heptyl undecylenate and C13-C16 isoparaffin. Preferably, the hydrocarbon oil is an alkane, more preferably an alkane having a carbon chain length of 6 to 28 carbon atoms. More preferably, the solvent is undecane, tridecane or a mixture thereof.

[0109] 20

[0110] Preferably, the solvent is a silicone oil. Silicone oils suitable for use in the present invention include volatile and non-volatile silicone oils. Suitable volatile silicone oils comprise linear methicones and preferably cyclomethicones, usually containing from 3 to 9 silicon atoms, such as in particular D5. Examples include those available from Dow Corning Inc under their marks

[0111] 25 DC245 or DC345. Suitable non-volatile silicone oils commonly comprise linear alkyl / aryl methicones such as that available from Dow Corning Inc under their mark DC556 or DC704 and linear methicones of higher viscosity than volatile silicones such as those within the range available from Dow Corning Inc under their trademark DC200 having a viscosity of at least 5 centistokes (cSt). Preferably, the silicone oil is a cyclomethicone. Preferably, the silicone oil is

[0112] 30 hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, methyl trimethicone, dimethicone or mixtures thereof, more preferably decamethylcyclopentasiloxane. The solvent is preferably free of siloxane.

[0113] Preferably, the solvent is an ester. Esters suitable for use in the present invention include isodecyl

[0114] 35 neopentanoate, isostearyl neopentanoate, ethylhexyl isononanoate, isodecyl isononanoate, P0000599W01 CPL

[0115] 12 isononyl isononanoate, ethyl acetate, capric triglyceride, caprylic triglyceride, triheptanoin, triisostearin, diisopropyl acetate, diisopropyl adipate, diisobutyl adipate, diethylhexyl adipate, n- propyl acetate, isobutyl acetate, n-butyl acetate, trimethylolpropane tricaprylate, trimethylolpropane tricaprate, dipentaerythrityl hexa C5-C9 acid esters, C12-C15 alkyl benzoate,

[0116] 5 C12-C15 alkyl lactate, C12-C15 alkyl salicylate, triethylhexanoin, neopentyl glycol diheptanoate, diethyl succinate, dibutyl succinate, diheptyl succinate, diisooctyl succinate, heptylundecylenate, propylene glycol dibenzoate, dipropylene glycol dibenzoate, ethyl macadamiate, ethylhexyl palmitate, ethylhexyl stearate, isopropyl laurate, hexyl laurate, butyl myristate, isopropyl myristate, isopropyl palmitate, isopropyl isostearate, isocetyl behenate, isocetyl myristate, isocetyl palmitate,

[0117] 10 isocetyl stearate, isodecyl oleate, n-butyl stearate, propylene glycol dicaprylate, propylene glycol dicaprate, coco caprylate, coco caprate, joboba esters, ethylhexyl cocoate, oleyl erucate, propylhelptyl caprylate, decyl oleate, hexyldecyl stearate, propylene glycol laurate and combinations thereof. Preferably, the ester is capric / caprylic triglyceride, diisooctyl succinate, isopropyl myristate or a mixture thereof.

[0118] 15

[0119] Preferably, the solvent is an ether. Ethers suitable for use in the present invention include liquid aliphatic ethers, for example, alkyl ethers of polypropylene glycol (PPG), the alkyl group comprising from 2 to 20 carbon atoms and the PPG moiety comprising from 10 to 20, and particularly 14 to 18 propylene glycol units; dialkyl ethers derived from Cs or C10 linear aliphatic

[0120] 20 alcohols, especially dioctyl ethers. Preferred ethers include polypropylene glycol alkyl ethers such as PPG-14-butyl ether and PPG-15-stearyl ether, dioctyl ether, dicaprylyl ether, dicapryl ether, didecyl ether, panthenyl ethyl ether, dicetyl ether, dimyristyl ether, distearyl ether, diisostearyl ether, dilauryl ether, nonylphenyl ether, dodecyl dimethylbutyl ether, cetyl dimethylbutyl ether, cetyl isobutyl ether and combinations thereof. Examples of suitable ethers include materials sold

[0121] 25 under the trade name CETIOL™ OE from BASF, ethyl 3-(2,4-dimethyl-l,3-dioxolan-2- yl)propanoate, ethyl glycerin acetal levulinate, ethyl phenethyl acetal, and isopropylideneglyceryl cocoate. Preferably, the ether is an aliphatic C6 to C40 ether, and more preferably a dicaprylyl ether, dicapryl ether, dilauryl ether, dicetyl ether, dimyristyl ether, distearyl ether, diisostearyl ether, dioctyl ether, and mixtures thereof.

[0122] 30

[0123] Preferably, the solid content of the gel is from 5 to 80%, more preferably from 7 to 60% and even more preferably 10 to 35%. “Solid content” as used herein refers to the weight percentage of the elastomer in the gel of the elastomer and the solvent.

[0124] 35 P0000599W01 CPL

[0125] 13

[0126] Preparation Method

[0127] The present invention also relates to a method for preparing the elastomer of the present invention. The method comprises the step of reacting i) a silane compound having at least two Si-H bonds and ii) an oligomer derived from metathesis of a natural oil, in the presence of a

[0128] 5 hydrosilylation catalyst and an optional solvent. The solvent is as described herein for the gel of the present invention.

[0129] The present invention also relates to a method for preparing the gel of the present invention. The method comprises the step of reacting i) a silane compound having at least two Si-H bonds and

[0130] 10 ii) an oligomer derived from metathesis of a natural oil, in the presence of a hydrosilylation catalyst and a solvent. This method may comprise a further step of adding and mixing additional quantities of a solvent. Alternatively, the method for preparing the gel of the present invention comprises the step of mixing the elastomer of the present invention with a solvent disclosed herein by homogenization. The solvent is as described herein for the gel of the present invention.

[0131] 15

[0132] Preferably, the molar ratio of Si-H in the silane compound to alkenyl groups in the oligomer is from 40:1 to 1 :20, more preferably from 20:1 to 1 :10, and even more preferably from 10:1 to 1 :5. “Alkenyl groups” as used herein include, but are not limited to, vinyl groups, allyl groups, butenyl groups, pentenyl groups, hexenyl groups and heptenyl groups.

[0133] 20

[0134] Preferably, the catalyst is a platinum group metal-containing catalyst. The term “platinum group” as used herein means ruthenium, rhodium, palladium, osmium, iridium and platinum and complexes thereof. More preferably, the catalyst is a platinum-containing catalyst. The platinum- containing catalyst can be platinum metal, platinum metal deposited on a carrier such as silica

[0135] 25 gel or powdered charcoal, or a compound or complex of a platinum group metal. Preferred platinum-containing catalysts include chloroplatinic acid, either in hexahydrate form or anhydrous form, and or a platinum-containing catalyst which is obtained by a method comprising reacting chloroplatinic acid with an aliphatically unsaturated organosilicon compound. Examples of preferred catalysts that are commercially available such as Speier's catalyst, Karstedt's catalyst,

[0136] 30 Trost Catalyst and Wilkinson Catalyst.

[0137] The appropriate amount of the catalyst will depend upon the particular catalyst used. Preferably, the platinum-containing catalyst is present in an amount of 0.1 to 200 parts per million (ppm), more preferably 0.5 to 50 ppm, by weight of the reaction mixture. The reaction mixture includes

[0138] 35 the silane compound, the oligomer, the catalyst and the solvent. P0000599W01 CPL

[0139] 14

[0140] Preferably, the reaction is carried out at a temperature between 45 to 75°C, and more preferably 50 to 70°C. Preferably, the reaction is carried out for 1 to 10 hours, and more preferably 2 to 8 hours. Most preferably, the reaction is carried out at a temperature of 60 °C for 4 hours.

[0141] 5

[0142] The present invention further relates to a crosslinked elastomer or a gel that is obtained by the method disclosed herein.

[0143] Personal Care Composition

[0144] 10 The present invention relates to a personal care composition comprising the elastomer of the present invention. Preferably, the elastomer is present in an amount of 0.01 to 10% and more preferably 0.1 to 8% by weight of the composition.

[0145] The present invention further relates to a personal care composition comprising the gel of the

[0146] 15 present invention. Preferably, the gel is present in an amount of 0.1 to 60% and more preferably 1 to 50% by weight of the composition.

[0147] Preferably, the personal care composition of the present invention further comprises one or more personal care ingredients. Suitable personal care ingredients are common in the art to enhance

[0148] 20 physical properties and performances. Such ingredients include, but are not limited to, antioxidants, anti-fungal agents, antiperspirant agents, binders, biocides, biological additives, buffering agents, colorants, conditioners, emollients, enzymes, exfoliants, film formers, fragrances, humectants, moisturizers, opacifiers, pH adjusting agents, pigments, polyols, preservatives, salts, sunscreen agents, surfactants, thickening agents, vitamins, essential oils,

[0149] 25 natural extracts, skin lightening agents, skin sensates, skin soothing agents, skin healing agents, or mixtures thereof.

[0150] The ingredients can be selected as desired based on the type of personal care product for which the composition is to be employed (i.e., for the particular intended end use). The composition of

[0151] 30 the present invention may be a deodorant, an antiperspirant, a skin cream, a facial cream, a shampoo, a conditioner, a mousse, a styling gel, a hair spray, a protective cream, a lipstick, a lip color, lip gloss, a sunscreen, after sun lotion, a sun spray, a sunless tanner, a primer, a facial foundation, blushes, makeup, mascara, a skin care lotion, a moisturizer, a toner, a facial treatment, eye serum, eye cream, a personal cleanser, a facial cleanser, a bath oil, a perfume, a shaving

[0152] 35 cream, a pre-shave lotion, an after-shave lotion, a cologne, a sachet, loose facial powder, P0000599W01 CPL

[0153] 15 compact powder, eye shadow, a nail polish, a nail polish remover, a nail cream and lotion, a bath product, a body and hand preparation, any delivery system for topical application of compositions that are to be applied to the skin / hair or any combination comprising at least one of the foregoing personal care applications.

[0154] 5

[0155] Preferably, the composition of the present invention is a sunscreen composition comprising the elastomer / gel described herein and one or more inorganic and / or organic sunscreens. Preferred inorganic sunscreens include, but not limited to, zinc oxide, iron oxide, silica, such as fumed silica, titanium dioxide or combinations thereof. Preferably, the inorganic sunscreen is titanium dioxide (TiO2) and / or zinc oxide (ZnO). Preferably, the inorganic sunscreen is present in an amount from 0.1 to 15%, more preferably from 1 to 10%, even more preferably from 2 to 5% by weight of the composition.

[0156] The organic sunscreen can be oil soluble or water-soluble, preferably oil soluble. Preferably, the

[0157] 15 organic sunscreen is selected from benzophenone-3, benzophenone-4, benzophenone-8, benzophenone-2, benzophenone-6, benzophenone-12, 2-hydroxy-4-methoxybenzophenone, octyldimethyl p-aminobenzoic acid, digalloyltrioleate, 2,2-dihydroxy-4-methoxybenzophenone, ethyl-4-(bis(hydroxypropyl))aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, 2- ethylhexylsalicylate, glyceryl p-aminobenzoate, 3,3,5-trimethylcyclohexyl salicylate, methyl

[0158] 20 anthranilate, p-dimethylaminobenzoic acid or aminobenzoate, 2-ethylhexyl-p- dimethylaminobenzoate, 2-phenylbenzimidazole-5-sulfonic acid, 2-(p-dimethylaminophenyl)-5- sulfonicbenzoxazoic acid, 2-ethylhexyl-p-methoxycinnamate, dibenzoylmethane derivatives, 2- hydroxy-4-methoxybenzophenone, octyldimethyl-p-aminobenzoic acid, diethylhexyl naphthylate, terephthalylidene dicamphor sulfonic acid, bis-ethylhexyloxyphenol methoxyphenyl triazine and

[0159] 25 mixtures thereof. More preferably, the organic sunscreen is 2-phenylbenzimidazole-5-sulfonic acid, 2-ethylhexylsalicylate, terephthalylidene dicamphor sulfonic acid, 2-ethylhexyl-2-cyano-3,3- diphenylacrylate, 3,3,5-trimethylcyclohexyl salicylate, methyl anthranilate, bis- ethylhexyloxyphenol methoxyphenyl triazine, 2-ethylhexyl-p-methoxycinnamate, butylmethoxydibenzoylmethane or mixtures thereof. Preferred organic sunscreens that are commercially available include Octisalate™ (octyl salicylate), Homosalate™ (3,3,5- trimethylcyclohexyl-2-hydroxybenzoate), Neo Heliopan™ (a number of organic UV filters, including ethylhexyl methoxycinnamate (Neo Heliopan AV) and ethylhexyl salicylate (Neo Heliopan OS)), Octocrylene™ (2-ethylhexyl-2-cyano-3,3-diphenylacrylate), Parsol 1789™ (4-tert- butyl-4'-methoxydibenzoylmethane), Mexoryl™ (terephthalylidene dicamphor sulfonic acid),

[0160] 35 Tinosorb S™ (bis-ethylhexyloxyphenol methoxyphenyl triazine), Tinosorb M™ (methylene bis- P0000599W01 CPL

[0161] 16 benzotriazolyl tetramethylbutylphenol) and Parsol MCX™ (2-ethylhexyl-4-methoxycinnamate or octyl methoxy cinnamate). Preferably, the organic sunscreen is present in an amount from 0.001 to 15%, more preferably from 0.01 to 10%, and even more preferably from 0.1 to 8%, by weight of the composition.

[0162] 5

[0163] Preferably, the composition of the present invention is an antiperspirant composition comprising the elastomer / gel described herein and one or more active antiperspirant agents. Suitable antiperspirant agents include astringent active salts such as aluminium, zirconium and mixed aluminium / zirconium salts. Such salts include both inorganic salts and salts with organic anions and complexes. Preferably, the antiperspirant agent is aluminium, zirconium, aluminium / zirconium halides and halohydrate salts, such as chlorohydrates and activated aluminium chlorohydrates, or combinations thereof.

[0164] The composition of the present invention may further comprise an emollient oil. Suitable emollient

[0165] 15 oils include, for example, an alkoxylated aromatic alcohol fatty carboxylic acid ester, polyglycols or diols fatty carboxylic acid esters such as caprylic / capric acid triglyceride, fatty alcohol fatty acid ester, alkoxylated benzyl alcohol derivative, silicone oils and mixtures thereof. The emollient oil may be present in an amount of 0.01 to 20%, more preferably 0.1 to10%, and even more preferably 1 to 8% by weight of the composition.

[0166] 20

[0167] The composition of the present invention may further comprise a polyhydric alcohol. Polyhydric alcohols may be selected from the group of glycerin, propylyene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1 ,3- butylene glycol, isoprene glycol, ethoxylated glycerol, propoxylated glycerol and mixtures thereof.

[0168] 25 Most preferred polyhydric alcohol is glycerol known also as glycerin. The polyhydric alcohol may be present in an amount of 0.1 to 20%, preferably 0.5 to 15% and more preferably 2 to 10% by weight of the composition.

[0169] The composition may further comprise a thickening agent. Illustrative but not limiting thickening agents are stearic acid, acrylamide / sodium acryloyldimethyltaurate copolymer (Aristoflex® AVC), hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer, aaluminum starch octenyl succinate, polyacrylates (such as Carbomers including Carbopol® 980, Carbopol® 1342, Pemulen TR-2® and the llltrez® thickeners), polysaccharides (including xanthan gum, guar gum, pectin, carageenan and sclerotium gums), celluloses (including carboxymethyl cellulose, ethyl

[0170] 35 cellulose, hydroxyethyl cellulose and methyl hydroxymethyl cellulose), minerals (including talc, P0000599W01 CPL

[0171] 17 silica, alumina, mica and clays, the latter being represented by bentonites, hectorites and attapulgites), magnesium aluminum silicate and mixtures thereof. The thickening agent may be present in an amount of, for example, 0.05 to 10%, preferably from 0.3 to 2% by weight of the composition.

[0172] 5

[0173] The composition of the present invention may be in the form of a liquid, an emulsion, a lotion, a paste, a cream, a foam, an aerosol spray, a solid stick, a roll-on, a gel, a biphasic liquid, or a multi phasic liquid, or applied with an implement or via a face mask, pad or patch. The composition is preferably an emulsion, and more preferably an oil-in-water emulsion.

[0174] Preferably, the composition of the present invention is anhydrous. Anhydrous, as used herein, refers to a composition comprises less than 1.5% by weight of water, preferably less than 1.0%. Alternatively, and more preferably the composition of the present invention comprises water in an amount of 25 to 95%, more preferably 30 to 88%, and even more preferably 38 to 78% by weight

[0175] 15 of the composition.

[0176] Use

[0177] In one aspect, the present invention relates to use of the composition of the present invention for enhanced water-resistant benefit and / or wash-off resistance. The composition of the present

[0178] 20 invention surprisingly exhibits better water-resistant property and / or wash-off resistance than similar compositions that do not comprise the elastomer or the gel of the present invention. Preferably, the use is for non-therapeutic purpose. By non-therapeutic is meant that the use is for cosmetic purpose.

[0179] In another aspect, the present invention relates to use of the sunscreen composition of the present invention for enhanced photoprotection. The sunscreen composition of the present invention surprisingly exhibits better photoprotection than similar compositions that do not comprise the elastomer or the gel of the present invention. Preferably, the use is for non- therapeutic purpose. By non-therapeutic is meant that the use is for cosmetic purpose.

[0180] 30

[0181] In another aspect, the present invention relates to use of the antiperspirant composition for enhanced anti-transfer benefit and / or abrasion resistance. The antiperspirant composition of the present invention surprisingly exhibits better anti-transfer property and / or abrasion resistance than similar compositions that do not comprise the elastomer or the gel of the present invention. P0000599W01 CPL

[0182] 18

[0183] Preferably, the use is for non-therapeutic purpose. By non-therapeutic is meant that the use is for cosmetic purpose.

[0184] The following examples are provided to facilitate an understanding of the invention. The examples

[0185] 5 are not intended to limit the scope of the claims.

[0186] Materials

[0187] Rubber seed oil (RSO), supplied by XISHUANGBANNA HUAKUN BIOTECH CO., LTD. Octadecylsilane, supplied by Suzhou Siso New Material Co., Ltd.

[0188] Cetiol® Ultimate is undecane (and) tridecane, supplied by BASF.

[0189] Karstedt’s catalyst, C1218C, is platinum tetravinyldisiloxane in 500 cSt vinyl teminated poly dimethysiloxane (platinum content 0.5%), supplied by Johnson Matthey.

[0190] Grubbs’ catalyst is benzylidene-[1 ,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-

[0191] 15 dichlororuthenium.tricyclohexylphosphane, supplied by Sinocompound.

[0192] Andisil® CE500 is dimethylhydrogen terminated polydimethylsiloxane (0.16mmol SiH / gm), supplied by AB Specialty Silicones.

[0193] Sunflower oil (SFO), supplied by CARGILL.

[0194] PARSOL® MCX has the INCI name of ethylhexyl methoxycinnamate, supplied by DSM.

[0195] 20 Crodamol™ GTCC has the INCI name of caprylic / capric triglyceride, supplied by Croda. Myrj™ 59P has the INCI name of PEG-100 Stearate, supplied by Croda.

[0196] MT100Z has the INCI name of titanium dioxide, supplied by Tayca.

[0197] Aristoflex® AVC has the INCI name of Ammonium Acryloyldimethyltaurate / VP copolymer, supplied by Clariant.

[0198] 25 MT700Z has the INCI name of titanium dioxide (and) aluminum hydroxide (and) stearic acid, supplied by TAYCA.

[0199] Glydant Plus® Liquid has the INCI name of DMDM Hydantoin and lodopropynyl Butylcarbamate (IPBC), supplied by Arxada.

[0200] REACH AZP 908 has the INCI name of aluminum zirconium tetrachlorohydrex gly, supplied by Elementis.

[0201] 35 P0000599W01 CPL

[0202] 19

[0203] Example 1

[0204] This example demonstrates the preparation of an elastomer gel of the present invention.

[0205] Method

[0206] 5 Preparation of RSO Oligomer through Metathesis

[0207] 130.00 g RSO was filtered through a filter membrane (SCBB-211 , Anpel), transferred to a 500 ml round flask. The flask was connected to a pump and evacuated for around 5 minutes. The flask was then filled with nitrogen. This cycle of vacuum pumping and nitrogen purging was repeated for 3 times. 100.00 mg Grubbs’ catalyst was added under nitrogen protection. The cycle of vacuum pumping and nitrogen purging was again repeated for 3 times. The flask was wrapped with aluminum foil paper to be protected from light for this step and the following steps.

[0208] The flask was heated to 70°C and kept at this temperature for around 4 hours with vacuum distillation. The distillation was cooled by liquid nitrogen and the by-product was collected and

[0209] 15 sealed in vials. Then the temperature was raised to 85°C, 100°C and 120°C for the same procedure till no obvious by-product was produced. The final obtained product in the flask was transferred to glass bottles and sealed for further measurement.

[0210] The molecular weight and molecular weight distribution of the above obtained product was

[0211] 20 determined by Gel Permeation Chromatography (HLC-8320GPC EcoSEC, Tosoh Corporation). Tetrahydrofuran was used as a solvent and polystyrene was used as the reference standard. The Mw of the obtained RSO oligomers was in the range of 10,000 to 170,000 g / mol.

[0212] Preparation of Elastomer Gel by Crosslinking RSO Oligomer and Octadecylsilane

[0213] 25 Sample 1 was prepared using 20.00 g above-obtained RSO oligomer with a Mw of 17,000 g / mol (measured by GPC test) and 5.00 g octadecylsilane together with 10.70 g Cetiol® Ultimate, all charged into a flask and mixed at room temperature. The temperature of the reaction system was increased to 40°C and the mixture was mixed evenly by mechanical stirring at 200 rpm for 5 minutes.

[0214] 0.10 g platinum complex catalyst C1218C was added in and mixed evenly. Then the temperature was increased to 60°C. Mechanical stirring was kept on for another 4 hours at this temperature for complete reaction to obtain Sample 1. For Sample 2, additional 26.80 g Cetiol® Ultimate was added in slowly with mechanical stirring to make sure the solvent was fully swelled.

[0215] 35 P0000599W01 CPL

[0216] 20

[0217] Rheology Measurement

[0218] Rheology of the above samples was measured using a Rheometer (Anton Paar, Physica MCR 301) with a parallel plate measuring system. Amplitude sweep measurement was conducted and 25 mm geometry PP25 / TG with a gap of 0.5 mm was used. After loading, the samples were left

[0219] 5 to equilibrate for 3 minutes, and then oscillated at 10 rad / s with increasing strain amplitude from 0.001 to 100%.

[0220] Typically, the storage modulus (initial G') represents elasticity and hardness. The failure point (FP, strain %) with percent strain represents stability and resilience of the swollen structure of the blends. Generally, for internally prepared elastomers in personal care application, acceptable initial G' ranges from 300 Pa to 4000 Pa. For FP, 10% to 800% strain means good swelling structure stability.

[0221] Result

[0222] 15 The Initial G' (Pa) and the FP (strain %) values of each sample were recorded in Table 1.

[0223] Table 1

[0224] 20 As shown in Table 1 , the initial G’ and FP values of both Sample 1 and 2 in accordance with the present invention indicated acceptable hardness and resilience. Sample 2 of a lower solid content was softer and less resilient as compared to Sample 1 .

[0225] Example 2

[0226] This example demonstrates the stability of a formulation comprising the gel of the present invention.

[0227] Method

[0228] 1. Preparation of RSO Based Silicone Elastomer Gel (Ge / A)

[0229] 30 18.0 g Andisil® CE500, 0.3 g rubber seed oil (RSO) and 34.8 g Cetiol® Ultimate were charged into a 100 mL beaker. The mixture was mechanically stirred for 10 minutes, and the temperature was increased to 60°C. 0.7 g Karstedt’s catalyst was added to the mixture and stirred at a temperature of 60°C. The RSO based silicone elastomer formed in 2h. The gelled mixture was P0000599W01 CPL diluted to a solid content of 20% by adding 37.7 g Cetiol® Ultimate at 60°C after the reaction was completed to obtain Gel A.

[0230] 2. Preparation of SFO Based Silicone Elastomer Gel (Ge / 8)

[0231] 5 18.00 g Andisil® CE500, 0.30 g sunflower oil (SFO) and 34.74 g Cetiol® Ultimate were charged into a 100 mL beaker. The mixture was mechanically stirred for 10 minutes, and the temperature was increased to 60°C. 0.78 g Karstedt’s catalyst was added to the mixture and stirred at 60°C. The SFO based elastomer formed in 2h. The gelled mixture was diluted to a solid content of 20% by adding 37.68 g Cetiol® Ultimate at 60°C after the reaction was completed to obtain Gel B.

[0232] 3. Preparation of RSO Oligomer Based Elastomer Gel (Ge / )

[0233] Gel 1 in accordance with the present invention was prepared using the same method as described in Example 1 . The solid content of Gel 1 was diluted to 20%.

[0234] 15 4. Preparation of Samples A, B and 3

[0235] A series of formulations were prepared according to Table 2 by following standard procedures. All ingredients are expressed by weight percent of the total composition.

[0236] Table 2

[0237] *The level of the ingredients refers the level of active.

[0238] Hectorite was added slowly into a mixture of PARSOL® MCX, GTCC and PEG-10 dimethicone in a beak. The mixture was mixed evenly and heated to 60°C. The elastomer gel was added into

[0239] 25 the beak and mixed by mechanical stirring to make the oil phase. Ingredients of glycerol, niacinamide, MgSO4 and DI water were mixed together by magnetic stirring and heated to 60°C to make the water phase. P0000599W01 CPL

[0240] The water phase was slowly added into the oil phase at 60°C and mixed by mechanical stirring. The above formulation was homogenized at 60°C for 4 minutes at 5000 rpm to obtain the sample.

[0241] 5 5. Preparation of Samples AA, BB and 4

[0242] 20.00 g of sample was charged into a beak and further diluted with GTCC until the formulation became unstable. GTCC was slowly added into the beak while the mixture was homogenized at 3000 rpm. For Sample 3, 20.00 g of GTCC was added and 10.00 g of DI water was then added; for Sample A, 12.00 g GTCC was added; and for Sample B, 10.00 g GTCC was added.

[0243] All the samples were stored at room temperature for daily observation. The appearance of samples was carefully observed and recorded after three days of storage.

[0244] Results

[0245] 15 Stability, as used herein, refers to a composition that retains its appearance, odor and basic structure without phase separation. When the composition becomes unstable, phase separation occurs with some oil release observed, indicating poor stability.

[0246] The results for the stability test are recorded in Table 3.

[0247] 20

[0248] Table 3

[0249] *This level refers to the weight percentage of the gel based on the total weight of the sample.

[0250] As shown in Table 3, Samples A, B and 3 with the same gel content of 26% were all stable. However, when diluted with GTCC, only Sample 3 comprising the gel of the present invention could be diluted to a stable formulation with a gel content of 10.40%. Samples A and B could only be diluted to Samples AA and BB each with a much higher gel content of 16.25% and 17.33%. They were stable when freshly made but collapsed after 2 days of storage at room temperature.

[0251] 30 While Sample 4 in accordance with the present invention kept stable with a lower elastomer gel P0000599W01 CPL content under the same condition. It was surprisingly found that the sample comprising the elastomer gel of the present invention demonstrated significantly better formulation stability.

[0252] Example 3

[0253] 5 This example demonstrates the enhanced photoprotection effect of the sunscreen composition in accordance with the present invention.

[0254] Method

[0255] 24.0 g RSO oligomer (from Example 1) with a Mw of 17,000 g / mol (measured by GPC test) and

[0256] 10 1.5 g octadecylsilane were charged into a beaker and magnetically stirred at room temperature for 5 minutes. Then 128 uL solution of 10% Karstedt catalyst Pt complex in Cetiol® Ultimate was added. The mixture was stirred for another 5 minutes and the temperature was raised to 60°C for another 2 hours to form the elastomer (Elastomer 1).

[0257] Samples were prepared according to Table 4 by following standard procedures.

[0258] Table 4

[0259] *The level of the ingredients refers the level of active.

[0260] 20

[0261] An oil phase was prepared by mixing all the ingredients evenly and the mixture was heated to 70°C. A water phase was prepared by evenly mixing AVC in water. The water phase was added into the oil phase at 70°C and homogenized to obtain the sample for evaluation.

[0262] 25 2 mg / cm2 of sample was applied on a 6 pm PMMA plate (Schonberg GmbH & Co) and spread evenly. The PMMA plate was left to dry for 30 minutes at ambient condition. After drying, the sample plate was exposed to UV light and transmittance scan was recorded. This scan gives the transmittance as a function of wavelength (290 - 450 nm) for a given sample. For each plate, nine different spots were scanned. The same was repeated for two more plates and thus the data P0000599W01 CPL

[0263] 24 reported is an average of 27 measurements. Glycerin applied PMMA plate was used as a reference substrate. The transmittance values were used to calculate the SPF (Sun Protection Factor) values using the UV-2000S application provided with the instrument.

[0264] 5 Results

[0265] The SPF values of the test samples are recorded in Table 5.

[0266] Table 5

[0267] As shown in Table 5, the SPF values of Samples 5 and 6 comprising the elastomer of the present invention were significantly higher compared to that of Samples D and E. It was surprisingly found that the composition comprising the elastomer of the present invention provided improved

[0268] 15 photoprotection.

[0269] Example 4

[0270] This example demonstrates the improved water-resistant effect of the composition in accordance with the present invention.

[0271] Method

[0272] Samples were prepared according to Table 6 by following standard procedures.

[0273] Table 6

[0274] 25

[0275] *The level of the ingredients refers the level of active. P0000599W01 CPL

[0276] 25

[0277] Image of a BSP (bioskin plate 50#, Beaulax Co., Ltd, Japan) was taken using a DigiEye Imaging System (Verivide, UK). The lightness (L*, CIE L*a*b*) of the BSP was measured as a baseline (L* BASELINE).

[0278] 5

[0279] 2mg / cm2 of sample was applied to a square of 5*5cm on a BSP and spread evenly. The plate was left to dry for 30 minutes at ambient condition. The lightness (L*i) of the BSP was measured. The plate was then immersed into water for 80 minutes at room temperature and taken out to dry for 60 minutes at ambient condition. The lightness (L*2) of the BSP was measured again after immersion.

[0280] The test was repeated for 3 times. Delta L* values were calculated and analyzed for statistical significance.

[0281] 15 Results

[0282] The results for the test are recorded in Table 7.

[0283] Table 7

[0284] 20 n=3

[0285] As shown, the average Delta L* values of sample 7 in accordance with the present invention remained constant after water immersion, while the average Delta L* values of sample F after water immersion significantly decreased. This indicates that Sample 7 in accordance with the present invention retained color after water immersion thus had better water resistance. It is surprisingly found that the composition comprising the elastomer of the present invention provided significantly better water-resistant effect and / or wash-off resistance.

[0286] Example 5

[0287] 30 This example demonstrates the improved anti-transfer effect of the antiperspirant composition in accordance with the present invention. P0000599W01 CPL

[0288] 26

[0289] Method

[0290] Samples were prepared according to Table 8 by following standard procedures.

[0291] Table 8

[0292] 5

[0293] *The level of the ingredients refers the level of active.

[0294] 0.30 g elastomer of the present invention and 3.70 g isopropyl myristate were charged in a vial. The mixture was stirred till the elastomer gel was completely solved. 1.00 g Al active REACH AZP 908 was added into the vial slowly and mixed to obtain Sample 8. For Sample G, no elastomer was added.

[0295] Bioskin (bioskin plate 50#, Beaulax Co., Ltd, Japan) with an area of 5*5 cm and a black polyester cloth were each weighed by balance. The lightness of the bioskin (L* ) and the black cloth (L*2o)

[0296] 15 were measured using a DigiEye imaging system as a baseline.

[0297] 0.08 g sample was applied onto the bioskin and spread evenly. The sample was allowed to dry for 1.5 hours at room temperature. Then the bioskin was weighed. The lightness of the bioskin (L*ii) was measured again.

[0298] 20

[0299] The bioskin was then placed on the plate of an Abrasion tester (SDL ATLAS M235 Martindale). The black cloth was mounted on a PTEE rod and attached onto the Abrasion tester. An automated rubbing procedure was then conducted with a force of 33.0 g and a rolling speed of 47.5 rpm for 16 circles to mimic the friction between the human skin and clothing. After the rubbing process, the lightness of the bioskin (L*I2) and the black cloth (L*2I) were measured. Both the bioskin and the black cloth were weighed.

[0300] The test was repeated for 3 times. Both Delta L* values and weight differences of the bioskin and the black cloth after the rubbing process were calculated.

[0301] 30

[0302] AL (LightneSS Difference) — I L (after rubbing) L (before rubbing) |

[0303] AW (Weight Difference) = | Weight(afterrubbing) - Weight (before rubbing) | P0000599W01 CPL

[0304] Results

[0305] The changes of L* values and weight differences of the bioskin and the black cloth after the rubbing process are recorded in Table 9.

[0306] 5

[0307] Table 9 n=3

[0308] 1. This refers to the bioskin on which the sample was applied on.

[0309] 10 2. This refers to the black cloth used to rub the sample.

[0310] As shown in Table 9, both the bioskin and the black cloth for Sample 8 in accordance with the present invention has a much lower Delta L* value as compared to that of Sample G after the rubbing procedure. Correspondingly, the bioskin of Sample 8 in accordance with the present invention had significantly less weight loss compared to the bioskin of Sample G; while the black cloth used for rubbing off Sample 8 in accordance with the present invention had significantly less weight gain compared to the black cloth used for rubbing off Sample G. It could demonstrate that the antiperspirant composition in accordance with the present invention provided significantly improved anti-transfer effect and / or abrasion resistance.

[0311] 20

Claims

P0000599W01 CPL28Claims1. A crosslinked elastomer obtainable by a hydrosilylation reaction of: i) a silane compound having at least two Si-H bonds; and ii) an oligomer derived from metathesis of a natural oil; in the presence of a hydrosilylation catalyst and an optional solvent.

2. The elastomer according to claim 1, wherein the silane compound is represented by formula(I),RiR2SiH2(l) where Ri is a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; and R2is a hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms.

3. The elastomer according to claim 2, wherein Ri is a substituted or unsubstituted Ci-C2o alkyl group and R2is a hydrogen.

4. The elastomer according to claim 1, wherein the silane compound is obtained through a hydrosilylation reaction of a polyene compound and a silane compound of formula (I),RiR2SiH2(l) where Ri is a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; and R2is a hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms.

5. The elastomer according to claim 1, wherein the silane compound is represented by formula(II),P0000599W01 CPL29 where each R3is independently a hydrogen or a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; each R4 is independently a substituted or unsubstituted hydrocarbon group having 1 to 40 carbon atoms; each Rs is independently represented by -E-Y-E-, wherein each E is independently a divalent group selected from -CH2-CH2-, -CH(CH3)-, -CH2-CH(CH3)-, -CH=CH-, -CH2-CH2-COO-, - CH2-CH(CH3)-COO- or -CH(CH3)-COO- and Y is a divalent hydrocarbon, polyoxyalkylene, polyalkylene or polyisoalkylene or any combination thereof; and n is an integer from 0 to 1000.

6. The elastomer according to any one of the preceding claims, wherein the natural oil is a vegetable oil, preferably selected from a group consisting of avocado oil, camelina oil, canola oil, castor oil, coconut oil, corn oil, cottonseed oil, jojoba oil, linseed oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, rubber seed oil, safflower oil, sesame oil, soybean oil, sunflower oil, tung oil, walnut oil and mixtures thereof.

7. The elastomer according to any one of the preceding claims, wherein the oligomer is a self- metathesized natural oil.

8. The elastomer according to any one of the preceding claims, wherein the oligomer has a weight-average molecular weight of 5,000 to 500,000 g / mol.

9. The elastomer according to any one of the preceding claims, wherein the elastomer has a siloxane content of no more than 45% based on the total weight of the elastomer, preferably the elastomer being free of siloxane (Si-O-Si) bonds.

10. A gel comprising the elastomer according to any one of the preceding claims and a solvent selected from a group consisting of a hydrocarbon oil, an ester, an ether, an alcohol, a silicone oil and mixtures thereof.11 . The gel according to claim 10, wherein the gel has a solid content of 5 to 80%.

12. A method for preparing the elastomer according to any one of the preceding claims 1 to 9 comprising the step of reacting a) a silane compound having at least two Si-H bonds and b) an oligomer derived from metathesis of a natural oil; in the presence of a hydrosilylation catalyst and an optional solvent.P0000599W01 CPL3013. A method for preparing the gel according to claim 10 or 11 , comprising the step of reacting a) a silane compound having at least two Si-H bonds and b) an oligomer derived from metathesis of a natural oil; in the presence of a hydrosilylation catalyst and a solvent.

14. The method according to claim 12 or 13, wherein the molar ratio of Si-H in the silane compound to alkenyl groups in the oligomer is from 40:1 to 1 :20.

15. A personal care composition comprising the elastomer according to any one of the preceding claims 1 to 9 or the gel according to claim 10 or 11.

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