Ester-modified cross-linked silicone composition

Abstract

The present disclosure relates to compositions comprising polymers having linear or branched silicones substituted with at least one alkyl carboxyl group and crosslinked with an alkyl functional crosslinker that provide compatibility and structuring benefits to personal care ingredients and resulting personal care products.

Description

Technical Field

[0001] The present invention relates to compositions comprising polymers having linear or branched silicones substituted with at least one alkylcarboxy group and crosslinked with an alkyl-functional crosslinker. In one aspect, provided herein are personal care compositions containing such carboxyl-functional silicone networks. Background Art

[0002] Silicone gels are commonly added to various personal care formulations to enhance their sensory aesthetics, texture, rheological, and optical properties. However, conventional silicone gels have limited compatibility with polar solvents such as hydrocarbon oils, plant-based oils, glycerin, and water. Moreover, most of these gels often fail to maintain their textural and rheological benefits at low dosages. Therefore, there is a need for silicone gel compositions with improved compatibility, texture, and rheological properties. Summary of the Invention

[0003] Described herein are compositions comprising polymers having linear or branched silicones substituted with at least one alkylcarboxyl group, either in free or salt form, and crosslinked with an alkyl-functional crosslinker, wherein the average number of alkylcarboxyl substitutions per silicone is between 1 and 60 and the average number of crosslinks between the linear or branched silicones is between 1 and 30. In some aspects, the polymer is a linear polymer. In some aspects, the polymer is a branched polymer.

[0004] In some aspects, the average number of alkylcarboxyl substitutions per silicone is between 1 and 15. In some aspects, the average number of alkylcarboxyl substitutions per silicone is between 1 and 12. In some aspects, the average number of crosslinks between linear or branched silicones is between 1 and 15. In some aspects, the average number of crosslinks between linear or branched silicones is between 1 and 12.

[0005] In some aspects, the polymer is prepared by a process comprising reacting:

[0006] (a) Si-H functional compounds of formula (I):

[0007] M H a M b D H c D d T H e T f Q g (I)

[0008] in:

[0009] M H =R 1 R 2 HSiO 1 / 2 ;

[0010] M=R 3 R 4 R 5 SiO 1 / 2 ;

[0011] D H =R 6 HSiO 2 / 2 ;

[0012] D=R 7 R 8 SiO 2 / 2 ;

[0013] T H =HSiO 3 / 2 ;

[0014] T=R 9 SiO 3 / 2 ;and

[0015] Q=SiO 4 / 2 ;

[0016] in

[0017] R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; and

[0018] a, b, c, d, e, f and g are independently zero or a positive integer such that 2≤a+b+c+d+e+f+g≤6000 and when a'+c'+e'=2, a+c+e>2;

[0019] (b) a carboxyl-functional olefin of formula (II):

[0020]

[0021] in

[0022] R' is hydrogen, –Si(R a )3, or an aliphatic, aromatic or fluorinated monovalent hydrocarbon, wherein R a It is an aliphatic monovalent hydrocarbon;

[0023] n is 0≤n≤30; and

[0024] (c) a silicone-based alkenyl-functional crosslinking agent of formula (III) and / or a non-silicone-based alkenyl-functional crosslinking agent of formula (IV):

[0025] M 1 a' M 2 b' D 1 c' D 2 d' T 1 e' T 2 f' Q g' (III),

[0026]

[0027] in:

[0028] M 1 =R 10 R 11 R 12 SiO 1 / 2 ;

[0029] M 2 =R 13 R 14 R 15 SiO 1 / 2 ;

[0030] D 1 =R 16 R 17 SiO 2 / 2 ;

[0031] D 2 =R 18 R 19 SiO 2 / 2 ;

[0032] T 1 =R 20 SiO 3 / 2 ;

[0033] T 2 =R 21 SiO 3 / 2 ;and

[0034] Q=SiO 4 / 2 ;

[0035] in

[0036] R 11 、R12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms;

[0037] R 10 、R 16 and R 20 are each a monovalent group containing at least one terminal olefinic bond, wherein a', b', c', d', e', f', and g' are independently zero or a positive integer such that 2≤a'+b'+c'+d'+e'+f'+g'≤6000 and when a+c+e=2, a'+c'+e'>2; and

[0038] Z is an aliphatic hydrocarbon having 1 to 60 carbon atoms.

[0039] The polymer can be prepared by mixing the components in any order. In addition, the components can be added simultaneously or sequentially, or as a batch or semi-batch preparation.

[0040] The present disclosure also relates to a method of preparing a polymer comprising reacting:

[0041] (a) Si-H functional compounds of formula (I):

[0042] M H a M b D H c D d T H e T f Q g (I)

[0043] in:

[0044] M H =R 1 R 2 HSiO 1 / 2 ;

[0045] M=R 3 R 4 R 5 SiO 1 / 2 ;

[0046] D H =R 6 HSiO 2 / 2 ;

[0047] D=R 7 R 8 SiO 2 / 2 ;

[0048] T H =HSiO 3 / 2 ;

[0049] T=R 9 SiO 3 / 2 ;and

[0050] Q=SiO 4 / 2 ;

[0051] in

[0052] R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; and

[0053] a, b, c, d, e, f and g are independently zero or a positive integer such that 2≤a+b+c+d+e+f+g≤6000 and when a'+c'+e'=2, a+c+e>2;

[0054] (b) a carboxyl-functional olefin of formula (II):

[0055]

[0056] in

[0057] R' is hydrogen, –Si(R a )3, or an aliphatic, aromatic or fluorinated monovalent hydrocarbon, wherein R a It is an aliphatic monovalent hydrocarbon;

[0058] n is 0≤n≤30; and

[0059] (c) a silicone-based alkenyl-functional crosslinking agent of formula (III) and / or a non-silicone-based alkenyl-functional crosslinking agent of formula (IV):

[0060] M 1 a' M 2 b' D 1 c' D 2 d' T 1 e' T2 f' Q g' (III),

[0061]

[0062] in:

[0063] M 1 =R 10 R 11 R 12 SiO 1 / 2 ;

[0064] M 2 =R 13 R 14 R 15 SiO 1 / 2 ;

[0065] D 1 =R 16 R 17 SiO 2 / 2 ;

[0066] D 2 =R 18 R 19 SiO 2 / 2 ;

[0067] T 1 =R 20 SiO 3 / 2 ;

[0068] T 2 =R 21 SiO 3 / 2 ;and

[0069] Q=SiO 4 / 2 ;

[0070] in

[0071] R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms;

[0072] R 10 、R 16 and R 20 each is a monovalent group containing at least one terminal olefinic bond;

[0073] a', b', c', d', e', f' and g' are independently zero or a positive integer such that 2≤a'+b'+c'+d'+e'+f'+g'≤6000 and when a+c+e=2, a'+c'+e'>2; and

[0074] Z is an aliphatic hydrocarbon having 1 to 60 carbon atoms.

[0075] The polymer can be prepared by mixing the components in any order. In addition, the components can be added simultaneously or sequentially, or as a batch or semi-batch preparation.

[0076] In some aspects, the reaction between the Si-H compound of formula (I), the carboxyl functional olefin of formula (II), and the alkenyl functional crosslinking agent of formula (III) and / or (IV) occurs in the presence of at least one noble metal catalyst selected from rhodium, ruthenium, palladium, osmium, iridium, iron, and platinum catalysts. In some aspects, at least one of the platinum catalysts is selected from (PtCl2 olefin), H(PtCl3 olefin), platinum chloride, chloroplatinic acid, bis(acetylacetonate)platinum, (η5-cyclopentadienyl)trialkylplatinum, 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene-1,3-divinyl-1,1,3,3-tetramethyldisiloxaneplatinum (0), 1,3-bis(cyclohexyl)imidazol-2-ylidene-1,3-di Vinyl-1,1,3,3-tetramethyldisiloxane platinum (0), Pt2(dba)3, Pt2(dvs)3, Pt(OAc)2, Pt(acac)2, Na2PtCl6, K2PtCl6, platinum carbonate, platinum nitrate, 1,5-cyclooctadiene dimethylplatinum (II), platinum perchlorate, amine complex of ammonium hexachloropalladate (IV), cyclopropane complex of platinum chloride, and complexes formed with chloroplatinic acid.

[0077] In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of is aliphatic, aromatic or fluorinated monovalent hydrocarbon. In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 60 In some aspects, R1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 20 In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of the hydrocarbons are C1-C8 monovalent hydrocarbons.

[0078] In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤4000. In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤2000. In some aspects, a, c, and e are 2≤a+c+e≤120. In some aspects, a, c, and e are 2≤a+c+e≤100.

[0079] In some aspects, R' is R 1 or R 1 and –Si(R a )3 combination, where R a is an aliphatic monovalent hydrocarbon. In some aspects, R a C1-C 12 In some aspects, R a is a C1-C8 group. In some aspects, R a is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, and heptyl. a In some aspects, R' is methyl. In some aspects, R' is ethyl. In some aspects, R' is heptyl. In some aspects, R' is hydrogen.

[0080] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 is independently an aliphatic, aromatic, or fluorinated monovalent hydrocarbon having 1 to 60 carbon atoms. 11 、R 12 、R13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of C1-C 30 In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of C1-C 18 Monovalent hydrocarbons.

[0081] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of is an aliphatic monovalent hydrocarbon. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of R is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, heptyl, octyl, nonyl, decyl and cycloalkyl. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of is selected from n-hexyl, n-heptyl, n-octyl, isooctyl, 2,2,4-trimethylpentyl, n-nonyl, n-decyl, cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl.

[0082] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R17 、R 18 、R 19 and R 21 One or more of is an aromatic monovalent hydrocarbon. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the groups is selected from phenyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, xylyl, ethylphenyl and benzyl.

[0083] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the alkyl groups is a fluorinated monovalent hydrocarbon.

[0084] In some aspects, a'=2, d'=75-600, and b'=c'=e'=f'=g'=0. In some aspects, a', c', and e' are 2≤a'+c'+e'≤120. In some aspects, a', c', and e' are 2≤a'+c'+e'≤100. In some aspects, a=12, b=c=d=e=f=0, g=10, and n=8. In some aspects, b=2, c=36, a=d=e=f=g=0, and n=8. In some aspects, a=3, b=c=d=e=g=0, f=1, and n=8.

[0085] In some aspects, Z is -(CHR 22 ) m -or-(CH2CHR 23 O) k -, and m and k are positive integers such that 1≤m≤60 and 1≤k≤500, and R 22 and R 23 is independently hydrogen or a monovalent hydrocarbon having 1 to 60 carbon atoms. In some aspects, Z is -(CHR 22 ) m -, m is 1-30, and R 22 is 1 to 30 carbon atoms. In some aspects, Z is -(CHR 22 ) m -, m is 1-18, and R 16is 1 to 20 carbon atoms. In some aspects, Z is -(CH2CHR 23 O) k -, k is 1-250, and R 23 is 1 to 30 carbon atoms. In some aspects, Z is -(CH2CHR 23 O) k -, k is 1-100, and R 23 1 to 20 carbon atoms.

[0086] In some aspects, the polymer is in pure carboxyalkyl ester form. In some aspects, the polymer is a combination of a carboxyalkyl ester and a salt (or acid) form. In some aspects, the cation in the salt form is independently selected from alkali metals, alkaline earth metals, transition metals, rare earth metals, metals, metal complexes, quaternary ammonium and phosphonium groups, organic cations, alkyl cations, cationic hydrocarbons, cationic polymers, or zwitterions.

[0087] The present disclosure also relates to products made by any of the methods described herein.

[0088] The present disclosure also relates to personal care compositions comprising (a) a composition or product described herein; and (b) one or more personal care components.

[0089] In some respects, the one or more personal care components are selected from moisturizing agents, emollients, moisturizing agents, pigments, colorants, spices, biocides, preservatives, antioxidants, antifungals, antiperspirants, exfoliants, hormones, enzymes, pharmaceutical compounds, vitamins, salts, electrolytes, alcohols, polyols, ultraviolet radiation absorbers, plant extracts, surfactants, silicone oils, organic oils, waxes, film formers and thickeners. In some respects, the one or more emollients are selected from triglycerides, wax esters, alkyl or alkenyl esters of fatty acids, polyhydroxy alcohol esters and mixtures thereof. In some respects, the one or more personal care components are silicone oils, organic oils or mixtures thereof.

[0090] The present disclosure further relates to personal care products comprising the personal care components described herein, wherein the personal care product is selected from the group consisting of deodorants, antiperspirants, antiperspirant / deodorants, shaving products, body lotions, moisturizers, toners, bath products, cleansing products, hair care products, nail products, barrier creams, and makeup. DETAILED DESCRIPTION

[0091] Definitions and Abbreviations

[0092] As used above and throughout the specification, the following terms shall be understood to have the following meanings unless otherwise indicated.

[0093] Unless otherwise indicated, the terms "a," "an," "the," and similar referents used in the context of describing particular aspects of this application (especially in the context of the claims) may be construed to cover both the singular and the plural. Recitation of ranges of values ​​herein is merely intended to serve as a shorthand method of referring individually to each separate value falling within the range. Unless otherwise indicated herein, each separate value is incorporated into the specification as if it were individually recited herein.

[0094] The term "carboxyl" refers to the group -C(O)O-. It should be noted that the compounds described herein containing carboxyl moieties may include protected derivatives thereof, i.e., wherein the oxygen is replaced by a protecting group. Suitable protecting groups for carboxyl moieties include benzyl, t-butyl, methyl, ethyl, and the like. The term "carboxylic acid" refers to -COOH.

[0095] The term "polymer" means a substance, compound, or mixture of compounds having a molecular structure composed primarily or entirely of a large number of similar units (eg, monomeric units) bonded together.

[0096] It will be further understood that any compound, material or substance explicitly or implicitly disclosed in the specification and / or recited in the claims as belonging to a group of structurally, compositionally and / or functionally related compounds, materials or substances includes individual representatives of the group as well as all combinations thereof.

[0097] As used herein, the term "aliphatic monovalent hydrocarbon" means a hydrocarbon that is fully saturated and not aromatic. For example, suitable aliphatic groups include linear alkyl groups. "Fluorinated monovalent hydrocarbon" means a fully saturated hydrocarbon substituted with fluorine atoms.

[0098] As used herein, the term "pure" means free from any contamination or mixing or adulteration with any other substance or material. For example, a pure carboxyalkyl ester form refers to only substances, materials or polymers having at least one ester functional group.

[0099] The term "hydrocarbon" means any hydrocarbon group from which one or more hydrogen atoms have been removed, and includes alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, aralkyl, and aralkenyl (arenyl) groups, and may contain heteroatoms.

[0100] The term "alkyl" refers to any monovalent, saturated linear, branched or cyclic hydrocarbon group. Examples of "alkyl" groups include methyl, ethyl, isopropyl, and the like.

[0101] The term "aromatic" refers to an optionally substituted C 6–14 In at least one aspect, the aromatic group is C 6–10Aryl groups. Aromatic groups include, but are not limited to, phenyl. The term "aromatic" may be used interchangeably with the terms "aryl group," "aromatic ring," and "aryl."

[0102] In describing the product as a reaction product of the starting materials, the described starting species are mentioned, and it should be noted that additional materials can be added to the initial mixture of the synthetic precursors. These additional materials can be reactive or non-reactive. The defining feature is that the reaction product can be obtained by the reaction of at least the disclosed listed components. Non-reactive components can be added to the reaction mixture as a diluent, or to impart additional properties that are unrelated to the properties of the composition prepared as the reaction product. Thus, for example, particulate solids (such as pigments) can be dispersed into the reaction mixture before, during, or after the reaction to produce a reaction product composition that also includes non-reactive components. Additional reactive components can also be added. These components can react with the initial reactants, or they can react with the reaction product. The phrase "reaction product" is intended to include these possibilities, as well as including the addition of non-reactive components.

[0103] As used herein, the expression "shear" means that the silicone composition can be further processed to adjust the viscosity and sensory feel of the composition. This can be achieved, for example, by subjecting the composition to moderate to high shear forces.

[0104] As used herein, the term "non-aqueous hydroxylic organic compound" or "non-aqueous hydroxylic solvent" means a hydroxyl-containing organic compound that is liquid at room temperature (e.g., about 25° C.) and about one atmosphere of pressure, such as, but not limited to, alcohols, glycols, polyhydroxy alcohols, and polymeric glycols, and mixtures thereof.

[0105] polymer composition

[0106] Described herein are compositions comprising polymers having linear or branched silicones substituted with at least one alkylcarboxyl group, either in free or salt form, and crosslinked with an alkyl-functional crosslinker, wherein the average number of alkylcarboxyl substitutions per silicone is between 1 and 60 and the average number of crosslinks between the linear or branched silicones is between 1 and 30. In some aspects, the polymer is a linear polymer. In some aspects, the polymer is a branched polymer.

[0107] In some aspects, the average number of alkylcarboxyl substitutions per silicone is between 1 and 15. In some aspects, the average number of alkylcarboxyl substitutions per silicone is between 1 and 12. In some aspects, the average number of alkylcarboxyl substitutions per silicone is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, or 60.

[0108] In some aspects, the average number of crosslinks between linear or branched silicones is between 1 and 15. In some aspects, the average number of crosslinks between linear or branched silicones is between 1 and 12. In some aspects, the average number of crosslinks between linear or branched silicones is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12.

[0109] In some aspects, the polymer is prepared by a process comprising reacting:

[0110] (a) Si-H functional compounds of formula (I):

[0111] M H a M b D H c D d T H e T f Q g (I)

[0112] in:

[0113] M H =R 1 R 2 HSiO 1 / 2 ;

[0114] M=R 3 R 4 R 5 SiO 1 / 2 ;

[0115] D H =R 6 HSiO 2 / 2 ;

[0116] D=R 7 R 8 SiO2 / 2 ;

[0117] T H =HSiO 3 / 2 ;

[0118] T=R 9 SiO 3 / 2 ;and

[0119] Q=SiO 4 / 2 ;

[0120] in

[0121] R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; and

[0122] a, b, c, d, e, f and g are independently zero or a positive integer such that 2≤a+b+c+d+e+f+g≤6000 and when a'+c'+e'=2, a+c+e>2;

[0123] (b) a carboxyl-functional olefin of formula (II):

[0124]

[0125] in

[0126] R' is hydrogen, –Si(R a )3, or an aliphatic, aromatic or fluorinated monovalent hydrocarbon, wherein R a It is an aliphatic monovalent hydrocarbon;

[0127] n is 0≤n≤30; and

[0128] (c) a silicone-based alkenyl-functional crosslinking agent of formula (III) and / or a non-silicone-based alkenyl-functional crosslinking agent of formula (IV):

[0129] M 1 a' M 2 b' D 1 c' D 2 d' T 1 e' T 2 f' Q g'(III),

[0130]

[0131] in:

[0132] M 1 =R 10 R 11 R 12 SiO 1 / 2 ;

[0133] M 2 =R 13 R 14 R 15 SiO 1 / 2 ;

[0134] D 1 =R 16 R 17 SiO 2 / 2 ;

[0135] D 2 =R 18 R 19 SiO 2 / 2 ;

[0136] T 1 =R 20 SiO 3 / 2 ;

[0137] T 2 =R 21 SiO 3 / 2 ;and

[0138] Q=SiO 4 / 2 ;

[0139] in

[0140] R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms;

[0141] R 10 、R 16 and R 20are each a monovalent group containing at least one terminal olefinic bond; a', b', c', d', e', f', and g' are independently zero or a positive integer such that 2≤a'+b'+c'+d'+e'+f'+g'≤6000 and when a+c+e=2, a'+c'+e'>2; and

[0142] Z is an aliphatic hydrocarbon having 1 to 60 carbon atoms.

[0143] The polymer can be prepared by mixing the components in any order. In addition, the components can be added simultaneously or sequentially, or as a batch or semi-batch preparation.

[0144] The reaction between the Si-H functional compound of formula (I), the carboxyl functional olefin of formula (II) and the silicone-based alkenyl functional crosslinking agent of formula (III) and / or the non-silicone-based alkenyl functional crosslinking agent of formula (IV) occurs in the presence of a suitable solvent. Suitable solvents can be low viscosity silicone fluids or volatile silicone fluids. Examples of suitable solvents include, but are not limited to, isodecane, isohexadecane, squalane, hemi-squalane, hydrogenated polyisobutylene, jojoba, cyclopentasiloxane, dimethylpolysiloxane (dimethicone), bisphenylpropyl dimethylpolysiloxane, octyldodecyl neopentanoate, oleyl oleate, oleyl alcohol, isomyristyl alcohol, or a combination thereof.

[0145] In some aspects, the reaction between the Si-H compound of formula (I), the carboxyl functional olefin of formula (II), and the alkenyl functional crosslinking agent of formula (III) and / or (IV) occurs in the presence of at least one noble metal catalyst selected from rhodium, ruthenium, palladium, osmium, iridium, iron, and platinum catalysts. In some aspects, at least one of the platinum catalysts is selected from (PtCl2 olefin), H(PtCl3 olefin), platinum chloride, chloroplatinic acid, bis(acetylacetonate)platinum, (η5-cyclopentadienyl)trialkylplatinum, 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene-1,3-divinyl-1,1,3,3-tetramethyldisiloxaneplatinum (0), 1,3-bis(cyclohexyl)imidazol-2-ylidene-1,3-di Vinyl-1,1,3,3-tetramethyldisiloxane platinum (0), Pt2(dba)3, Pt2(dvs)3, Pt(OAc)2, Pt(acac)2, Na2PtCl6, K2PtCl6, platinum carbonate, platinum nitrate, 1,5-cyclooctadiene dimethylplatinum (II), platinum perchlorate, amine complex of ammonium hexachloropalladate (IV), cyclopropane complex of platinum chloride, and complexes formed with chloroplatinic acid.

[0146] In some aspects, the platinum-containing material can be a complex formed by chloroplatinic acid and up to 2 moles per gram of platinum of a member selected from the group consisting of alcohols, ethers, aldehydes, and mixtures thereof, as described in U.S. Patent No. 3,220,972, which is incorporated herein by reference. The catalysts most particularly used herein are described in U.S. Patent Nos. 3,715,334; 3,775,452; and 3,814,730 to Karstedt. Additional background on this area can be found in JL Spier, "Homogeneous Catalysis of Hydrosilation by Transition Metals," Advances in Organometallic Chemistry, Vol. 17, pp. 407-447, edited by F.G.A. Stone and R.West, Academic Press (New York, 1979). In some aspects, the platinum catalyst is in the form of a soluble complex.

[0147] The amount of the noble metal catalyst used in the reaction can range between about 0.1 and about 10,000 ppm. In some aspects, the amount of the noble metal catalyst can range between about 1 and about 1,000 ppm. In some aspects, the amount of the noble metal catalyst can range between about 1 and 500 ppm. In some aspects, the amount of the noble metal catalyst can range between about 1 and 250 ppm. In some aspects, the amount of the noble metal catalyst can range between about 1 and 100 ppm.

[0148] In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of is aliphatic, aromatic or fluorinated monovalent hydrocarbon. In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 30 In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R7 、R 8 and R 9 One or more of C1-C 18 In some aspects, R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 12 Or C1-C6 monovalent hydrocarbon. 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 or R 9 Examples of monovalent hydrocarbons include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl (e.g., n-hexyl), heptyl (e.g., n-heptyl), octyl (e.g., n-octyl, isocytyl), 2,2,4-trimethylpentyl, nonyl (n-decyl), decyl, cycloalkyl (e.g., cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl), phenyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, xylyl, ethylphenyl, benzyl, any of which may be optionally substituted with one or more fluorine atoms.

[0149] In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤4000. In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤2000. In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤1000. In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤1500. In some aspects, a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤250. In some aspects, a, c, and e are 2≤a+c+e≤120. In some aspects, a, c, and e are 2≤a+c+e≤100.

[0150] In some aspects, R' is R 1 or R 1 and –Si(R a )3 combination, where R a is an aliphatic monovalent hydrocarbon. In some aspects, R aC1-C 12 In some aspects, R a is a C1-C8 group. In some aspects, R a is selected from methyl, ethyl, propyl (n-propyl or isopropyl), butyl (e.g., n-butyl, tert-butyl), pentyl (e.g., n-pentyl, isopentyl), hexyl (e.g., n-hexyl), and heptyl (e.g., n-heptyl). a In some aspects, R' is methyl. In some aspects, R' is ethyl. In some aspects, R' is heptyl. In some aspects, R' is hydrogen.

[0151] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 is independently an aliphatic, aromatic, or fluorinated monovalent hydrocarbon having 1 to 60 carbon atoms. 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of C1-C 30 In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of C1-C 18 Monovalent hydrocarbons.

[0152] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of is an aliphatic monovalent hydrocarbon. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R17 、R 18 、R 19 and R 21 One or more of R is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, heptyl, octyl, nonyl, decyl and cycloalkyl. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of is selected from n-hexyl, n-heptyl, n-octyl, isooctyl, 2,2,4-trimethylpentyl, n-nonyl, n-decyl, cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl.

[0153] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of is an aromatic monovalent hydrocarbon. In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the groups is selected from phenyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, xylyl, ethylphenyl and benzyl.

[0154] In some aspects, R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the alkyl groups is a fluorinated monovalent hydrocarbon.

[0155] In some aspects, a', b', c', d', e', f', and g' are 2≤a'+b'+c'+d'+e'+f'+g'≤4000. In some aspects, a', b', c', d', e', f', and g' are 2≤a'+b'+c'+d'+e'+f'+g'≤3000. In some aspects, a', b', c', d', e', f', and g' are 2≤a'+b'+c'+d'+e'+f'+g'≤2000. In some aspects, a', b', c', d', e', f', and g' are 2≤a'+b'+c'+d'+e'+f'+g'≤1000. In some aspects, a', b', c', d', e', f', and g' are 2 ≤ a' + b' + c' + d' + e' + f' + g' ≤ 500. In some aspects, a', c', and e' are 2 ≤ a' + c' + e' ≤ 120. In some aspects, a', c', and e' are 2 ≤ a' + c' + e' ≤ 100. In some aspects, a' = 2, d' = 75-600, and b' = c' = e' = f' = g' = 0.

[0156] In some aspects, Z is -(CHR 22 ) m -or-(CH2CHR 23 O) k -, and m and k are positive integers such that 1≤m≤60 and 1≤k≤500, and R 22 and R 23 is independently hydrogen or a monovalent hydrocarbon having 1 to 60 carbon atoms. In some aspects, Z is -(CHR 22 ) m -, m is 1-30, and R 22 is 1 to 30 carbon atoms. In some aspects, Z is -(CHR 22 ) m -, m is 1-18, and R 16 is 1 to 20 carbon atoms. In some aspects, Z is -(CH2CHR 23 O) k -, k is 1-250, and R 23 is 1 to 30 carbon atoms. In some aspects, Z is -(CH2CHR 23 O) k -, k is 1-100, and R 23 1 to 20 carbon atoms.

[0157] In some aspects, the polymer is in pure carboxyalkyl ester form. In some aspects, the polymer is a combination of a carboxyalkyl ester and a salt (or acid) form. In some aspects, the cation in the salt form is independently selected from alkali metals, alkaline earth metals, transition metals, rare earth metals, metals, metal complexes, quaternary ammonium and phosphonium groups, organic cations, alkyl cations, cationic hydrocarbons, cationic polymers, or zwitterions.

[0158] The present disclosure also relates to products made by any of the methods described herein.

[0159] Personal care compositions

[0160] The present disclosure also relates to personal care compositions comprising (a) a composition or product described herein; and (b) one or more personal care components. In one aspect, the personal care composition comprises a solvent.

[0161] In one aspect of the present invention, the silicone compositions described herein are self-emulsifying. In another aspect, the personal care compositions can be further processed under low to high shear to adjust the viscosity and sensory feel of the composition. This can be achieved, for example, by subjecting the composition to moderate to high shear forces. High shear can be applied using, for example, ultrasonic equipment, a Gaulin homogenizer, or a microfluidizer. One or more carrier solvents can be added to the silicone composition prior to shearing.

[0162] In one aspect, the personal care composition is a solid, typically having a creamy consistency, wherein the organosilicon polymer serves as a means of gelling the fluid to reversibly impart the properties of a solid to the fluid. When stationary, the personal care composition exhibits the properties of a solid gel material. The personal care composition can exhibit high stability and dehydration resistance, such that the personal care composition exhibits a trend of little or no fluid flowing out of the personal care composition. High stability and dehydration resistance continue as the personal care composition ages.

[0163] However, the solvent included in the personal care composition can be released from the polymer described herein by subjecting the personal care composition to shear forces (e.g., by rubbing the composition between fingers) to provide improved sensory sensory properties of the fluid component of the silicone material. Water (or a water equivalent, such as a non-aqueous hydroxyl solvent), siloxane, hydrocarbon, linear or cyclic, or lipophilic fluid (oil swelling agent, oil swellable) can be used as a solvent that can act as a swelling agent. Lipophilic fluids suitable for use as the solvent component of the personal care composition are those described herein. In one aspect, the solvent component of the personal care composition exhibits a viscosity lower than 1,000 cSt. In one aspect, the solvent component of the personal care composition exhibits a viscosity lower than 500 cSt. In one aspect, the solvent component of the personal care composition exhibits a viscosity lower than 250 cSt. In one aspect, the solvent component of the personal care composition exhibits a viscosity lower than 100 cSt at 25°C.

[0164] In one aspect, the polymers described herein are soluble in various fluid components and are capable of thickening the solvent.The amount of crosslinking present in the polymers described herein can be characterized by the degree of thickening exhibited by the polymer in the solvent.

[0165] In another aspect, the cross-linked structure of the polymers described herein is effective to allow the polymer to swell from its original volume to a swollen volume by low molecular weight fluids such as silicone fluids, hydrophobic oils, or silicone and hydrocarbon fluids such as decamethylcyclopentasiloxane.

[0166] The polymers described herein can be used as prepared or as a hydrophobic component in a personal care composition as an emulsion. The emulsion comprises at least two immiscible phases. One immiscible phase is continuous and the other is discontinuous. In one aspect, the immiscible phases are aqueous, non-aqueous, or solid particles.

[0167] Emulsions can be liquids or solids with varying viscosities. The particle size of the emulsion can make it a microemulsion. When sufficiently small, a microemulsion can be transparent. It is also possible to prepare emulsions that are commonly referred to as multiple emulsions.

[0168] Examples of suitable emulsions for use in personal care compositions include: 1) aqueous emulsions wherein the discontinuous phase comprises water and the continuous phase comprises a polymeric composition or product described herein; 2) aqueous emulsions wherein the discontinuous phase comprises a polymeric composition or product described herein and the continuous phase comprises water; 3) non-aqueous emulsions wherein the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises a polymeric composition or product described herein; and 4) non-aqueous emulsions wherein the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises a polymeric composition or product described herein.

[0169] Examples of suitable non-aqueous hydroxylic organic solvents in emulsions containing the polymeric compositions or products described herein include, but are not limited to, ethylene glycol, ethanol, propanol, isopropanol, propylene glycol, dipropylene glycol, tripropylene glycol, butylene glycol, isobutylene glycol, methylpropylene glycol, glycerol, sorbitol, polyethylene glycol, polypropylene glycol monoalkyl ethers, polyoxyalkylene copolymers, and mixtures thereof.

[0170] In one aspect, the polymers described herein are compatible with particulate additives. In one aspect, the particulate additives are inorganic particles, polymer latexes, and / or pigments. In another aspect, the polymers are capable of suspending these particles in personal care formulations for extended periods of time.

[0171] Once the desired emulsion is prepared, the resulting material is typically a high viscosity cream having good sensory properties and high absorption of volatile solvents. The emulsion can then be blended into personal care compositions for hair care, skin care, and the like.

[0172] The personal care composition can be a personal care product, including deodorants, antiperspirants, antiperspirant / deodorants, shaving products, body lotions, moisturizers, toners, bath products, cleaning products, hair care products such as shampoos, conditioners, mousses, styling gels, hair sprays, hair dyes, hair dye products, hair bleaches, curling products, hair straighteners, nail products (e.g., nail polish, nail polish removers, nail creams and lotions, cuticle softeners), protective creams (e.g., sunscreens, insect repellents, and anti-aging products), makeup (e.g., lipsticks, foundations, powder puffs, eyeliners, eye shadows, blush, makeup, and mascara). The personal care product can also be a drug delivery system for topical administration of a pharmaceutical composition that can be applied to the skin.

[0173] In one aspect, the personal care compositions of the present invention further comprise one or more personal care ingredients. Suitable personal care ingredients include, for example, emollients, moisturizers, humectants, pigments (e.g., pearlescent pigments such as bismuth oxychloride and titanium dioxide-coated mica), colorants, fragrances, biocides, preservatives, antioxidants, antifungals, antiperspirants, exfoliants, hormones, enzymes, pharmaceutical compounds, vitamins, salts, electrolytes, alcohols, polyols, ultraviolet radiation absorbers, plant extracts, surfactants, silicone oils, organic oils, waxes, film formers, thickeners (e.g., fumed silica or hydrated silica), particulate fillers (e.g., talc, kaolin, starch, modified starch, mica, nylon, clays, such as bentonite and organo-modified clays).

[0174] In some respects, the one or more personal care ingredients included in the personal care composition are selected from wetting agents, emollients, moisturizing agents, pigments, colorants, spices, biocides, preservatives, antioxidants, antifungals, antiperspirants, exfoliants, hormones, enzymes, pharmaceutical compounds, vitamins, salts, electrolytes, alcohol, polyols, ultraviolet radiation absorbers, plant extracts, surfactants, silicone oils, organic oils, waxes, film formers and thickeners. In some respects, the one or more emollients are selected from alkyl or alkenyl esters of triglycerides, wax esters, fatty acids, polyhydroxy alcohol esters and mixtures thereof. In some respects, the one or more personal care components are silicone oils, organic oils or mixtures thereof.

[0175] In one aspect, the personal care composition is an antiperspirant composition comprising a polymer composition or product as described herein and one or more active antiperspirants. Suitable antiperspirants include, but are not limited to, Class I active antiperspirant ingredients listed in the U.S. Food and Drug Administration's October 10, 1993 monograph on over-the-counter antiperspirant pharmaceutical products for human use, including aluminum halides, aluminum hydroxyhalides, such as aluminum chlorohydrate, and complexes or mixtures thereof with zirconium oxyhalides and zirconium hydroxyhalides (e.g., aluminum-zirconium chlorohydrate, and aluminum zirconium glycinate complexes such as aluminum zirconium tetrachloroglycinate).

[0176] In another aspect, the personal care composition is a skin care composition comprising a polymer composition or product as described herein and a carrier (e.g., silicone oil or organic oil). The skin care composition may also include an emollient, such as a triglyceride, a wax ester, an alkyl or alkenyl ester of a fatty acid or a polyhydroxy alcohol ester, a pigment, a vitamin (e.g., vitamin A, vitamin C, and vitamin E), a sunscreen or sunscreen compound (e.g., titanium dioxide, zinc oxide, oxybenzone, octyl methoxycinnamate, butyl methoxydibenzoylmethane, p-aminobenzoic acid, and octyldimethyl p-aminobenzoic acid).

[0177] In another aspect, the personal care composition is a cosmetic composition, such as lipstick, makeup, or mascara. The cosmetic composition includes a polymer composition or product described herein and a colorant (eg, a pigment, a water-soluble dye, or a fat-soluble dye).

[0178] In yet another aspect, the personal care composition comprises a polymer composition or product as described herein and a fragrance material. The fragrance material can be a fragrance compound, an encapsulated fragrance compound, or a fragrance-releasing compound (pure or encapsulated).

[0179] Example

[0180] The following synthesis examples (1-22) and formulation examples (F1-F10) and Tables 3-12 are part of the present invention and are illustrative, not limiting, of the methods of the present invention. Other suitable modifications and adaptations of the various conditions and parameters commonly encountered in the art and obvious to those skilled in the art are within the spirit and scope of the present invention.

[0181] Synthesis Example 1

[0182] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (11.97 g, 46.4 mmol), ethyl 10-undecenoate (10.15 g, 47.8 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (119.79 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by flushing with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85° C. for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (2.3 g) was then added and stirring was continued at 85° C. for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0183] Synthesis Example 2

[0184] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (5.25 g, 46.4 mmol), ethyl 10-undecenoate (16.0 g, 75.36 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (113.94 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.5 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0185] Synthesis Example 3

[0186] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (8.2 g, 31.8 mmol), ethyl 10-undecenoate (13.5 g, 63.5 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (114.6 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (2.0 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0187] Synthesis Example 4

[0188] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (11.0 g, 42.68 mmol), ethyl 10-undecenoate (13.5 g, 63.5 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (118.8 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (2.3 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0189] Synthesis Example 5

[0190] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (5.18 g, 19.98 mmol), ethyl 10-undecenoate (13.5 g, 63.5 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (110.0 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.2 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0191] Synthesis Example 6

[0192] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (2.1 g, 8.1 mmol), ethyl 10-undecenoate (13.5 g, 63.5 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (105.46 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.5 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0193] Synthesis Example 7

[0194] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (5.15 g, 19.98 mmol), heptyl 10-undecenoate (17.6 g, 62.3 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (116.19 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.2 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0195] Synthesis Example 8

[0196] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (5.15 g, 19.98 mmol), heptyl 10-undecenoate (20.0 g, 70.8 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (119.79 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.2 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0197] Synthesis Example 9

[0198] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (10.0 g, 38.8 mmol), heptyl 10-undecenoate (14.5 g, 51.3 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (118.8 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.4 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0199] Synthesis Example 10

[0200] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (10.0 g, 38.8 mmol), heptyl 10-undecenoate (18.5 g, 65.49 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (124.8 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.4 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0201] Synthesis Example 11

[0202] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (7.5 g, 29.1 mmol), heptyl 10-undecenoate (17.25 g, 61.09 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (119.19 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.04 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0203] Synthesis Example 12

[0204] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (10 g, 38.8 mmol), heptyl 10-undecenoate (16.0 g, 56.64 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (121.0 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.4 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous oil.

[0205] Synthesis Example 13

[0206] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (10 g, 38.8 mmol), heptyl 10-undecenoate (14.0 g, 49.56 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (121.0 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.4 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0207] Synthesis Example 14

[0208] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), heptyl 10-undecenoate (25.0 g, 88.5 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (119.56 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85° C. for 3 hours, at which point the product was obtained as a viscous gel.

[0209] Synthesis Example 15

[0210] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (2.0 g, 7.76 mmol), heptyl 10-undecenoate (22.0 g, 77.88 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (118.06 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.28 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0211] Synthesis Example 16

[0212] Poly(dimethylhydrogensiloxy)silicate (8.86 g, 79.74 mmol), silyl undecenoate (7.0 g, 27.16 mmol), heptyl 10-undecenoate (18.0 g, 63.72 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (119.56 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (1.0 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0213] Synthesis Example 17

[0214] Polymethylhydrogensiloxane (7.5 g, 125 mmol), silyl undecenoate (5.0 g, 19.4 mmol), 10-undecenoic acid heptyl ester (30.0 g, 106.2 mmol), vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol), hemi-squalane (132.52 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel, and deionized water (0.7 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a soft gel powder. To this was added Element 14 PDMS 5 cst oil (1400.0 g) and mixed under high shear mixing until a homogeneous gel was obtained.

[0215] Synthesis Example 18

[0216] Poly(dimethylhydrogensiloxy)silicate (7.5 g, 67.5 mmol), silyl undecenoate (7.18 g, 28.0 mmol), heptyl 10-undecenoate (20.0 g, 70.8 mmol), vinyl-terminated polydimethylsiloxane (90.0 g, 3.96 mmol), hemi-squalane (100 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85° C. for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.7 g) was then added and stirring was continued at 85° C. for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85° C. and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0217] Synthesis Example 19

[0218] Poly(dimethylhydrogensiloxy)silicate (7.5 g, 67.5 mmol), silyl undecenoate (4.0 g, 15.6 mmol), undecenoic acid (2.3 g, 12.4 mmol), heptyl 10-undecenoate (20.0 g, 70.8 mmol), vinyl-terminated polydimethylsiloxane (90.0 g, 3.96 mmol), hemi-squalane (100 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.7 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0219] Synthesis Example 20

[0220] Polydimethylhydrogensiloxane (3.75 g, 62.5 mmol), silyl undecenoate (5.0 g, 19.45 mmol), heptyl 10-undecenoate (25.0 g, 88.5 mmol), vinyl-terminated polydimethylsiloxane (57.5 g, 2.53 mmol), bis(methallyl)-terminated poly(ethylene glycol-co-propylene glycol) (2.0 g, 1.32 mmol) containing 60% EO and 40% PO, hemisqualane (150 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85° C. for 3 hours, at which point the entire reaction mixture converted to a viscous gel, after which deionized water (0.7 g) was added and stirring continued at 85° C. for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85° C. and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0221] Synthesis Example 21

[0222] Poly(dimethylhydrogensiloxy)silicate (7.5 g, 67.5 mmol), silyl undecenoate (7.0 g, 27.2 mmol), hemi-squalane (100 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) were added to the reactor. The reactor was closed and the air inside was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and heptyl 10-undecenoate (20.0 g, 70.8 mmol) and vinyl-terminated polydimethylsiloxane (90.0 g, 3.96 mmol) were added and continued to mix at 85°C under shear for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.7 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0223] Synthesis Example 22

[0224] Poly(dimethylhydrogensiloxy)silicate (7.5 g, 67.5 mmol), silyl undecenoate (4.0 g, 15.6 mmol), allyloxy(polyoxyethylene) (6.82 g, 12.4 mmol), heptyl 10-undecenoate (20.0 g, 70.8 mmol), vinyl-terminated polydimethylsiloxane (90.0 g, 3.96 mmol), hemi-squalane (100 g) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) were added to the reactor. The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was then stirred at room temperature for 1 hour and at 85°C for 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (0.7 g) was then added and stirring was continued at 85°C for 1 hour to release the silyl-protected carboxylic acid. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which time the product was obtained as a viscous gel.

[0225] Comparative Example 1

[0226] A commercially available conventional silicone gel containing 5 wt% active network was used as a benchmark.

[0227] Comparative Example 2

[0228] Hemi-squalane (94.38 g), poly (dimethylhydrogen siloxy) silicate (8.86 g, 79.74 mmol) and silyl undecylenate (23.94 g, 95.5 mmol) were added to the reactor. To this mixture was added platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) dissolved in hemi-squalane (5 mL). The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was continued to be slowly stirred at room temperature to promote the hydrosilylation of poly (dimethylhydrogen siloxy) silicate and undecylenate. Once the hydrosilylation with undecylenate was complete, vinyl-terminated polydimethylsiloxane (45.85 g, 7.97 mmol) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.002 g Pt) dissolved in hemi-squalane (23.60 g) were added. The reaction temperature was raised to 85° C., and the mixture was allowed to shear for an additional 3 hours, at which point the entire reaction mixture converted to a viscous gel. Deionized water (3.37 g) was added and stirring was continued at 85° C. for 1 hour. The reaction mixture was then vacuum stripped at 85° C. and 150 mmHg for 30 minutes, at which point the product was obtained as a clear gel.

[0229] Comparative Example 3

[0230] Semisqualane (300.0 g), polymethylhydrogensiloxane copolymer (24.0 g, 103.2 mmol) and silyl undecenoate (22.63 g, 88.25 mmol) were added to the reactor. To this mixture was added platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) dissolved in semisqualane (5 mL). The reactor was closed and the internal air was replaced by purging with nitrogen. The mixture was continued to be slowly stirred at room temperature to promote the hydrosilylation of poly (dimethylhydrogensiloxy) silicate and undecenoate. Once the hydrosilylation with undecenoate was completed, vinyl-terminated polydimethylsiloxane (206.0 g, 10.3 mmol) and platinum (0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (0.005 g Pt) were added. The reaction temperature was raised to 85°C and the mixture was allowed to shear for an additional 3 hours, at which point the entire reaction mixture was converted to a viscous gel. Deionized water (6.37 g) was added and stirring was continued at 85°C for 1 hour. The reaction mixture was then vacuum stripped at 85°C and 150 mmHg for 30 minutes, at which point the product was obtained as a viscous gel.

[0231] As is clear from Tables 1 and 2, cross-linked silicone gels containing alkyl carboxylates exhibit superior compatibility and structuring properties with a variety of natural and synthetic oils compared to conventional and carboxylic acid-functional silicone gels. Therefore, these materials can help broaden the application range of silicone gel materials across a diverse product portfolio.

[0232] Table 1: Compatibility and structural properties of comparative materials

[0233]

[0234] Table 2: Compatibility and structural properties of comparative materials

[0235]

[0236] Formulation Example 1

[0237] Hair Essence

[0238] program:

[0239] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0240] Table 3

[0241]

[0242]

[0243] Formulation Example 2

[0244] Repairing hair oil

[0245] program:

[0246] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0247] Table 4

[0248]

[0249] Formulation Example 3

[0250] Nourishing skin essence.

[0251] program:

[0252] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0253] Table 5

[0254]

[0255]

[0256] Formulation Example 4

[0257] Honey Body Gel

[0258] program:

[0259] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0260] Table 6

[0261]

[0262] Formulation Example 5

[0263] Shimmering body oil gel.

[0264] program:

[0265] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0266] Table 7

[0267]

[0268]

[0269] Formulation Example 6

[0270] Baby Oil Gel

[0271] program:

[0272] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0273] Table 8

[0274]

[0275] Formulation Example 7

[0276] Natural massage oil

[0277] program:

[0278] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0279] Table 9

[0280]

[0281] Formulation Example 8

[0282] Anhydrous SPF 30PA+++ Sunscreen Gel

[0283] program:

[0284] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0285] Table 10

[0286]

[0287] Formulation Example 9

[0288] Natural tinted lip balm

[0289] program:

[0290] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0291] Table 11

[0292]

[0293]

[0294] Formulation Example 10

[0295] Waterless HD Foundation

[0296] program:

[0297] Add all ingredients to a beaker and mix at room temperature until homogeneous.

[0298] Table 12

[0299]

Claims

1. A gel composition comprising a polymer having branched silicones substituted with at least one alkylcarboxyalkyl group and at least one alkylcarboxy group and crosslinked with an alkenyl-functional crosslinker, wherein the average number of alkylcarboxyalkyl substitutions per silicone is between 1 and 60 and the average number of crosslinks between the branched silicones is between 1 and 30.

2. The gel composition according to claim 1, wherein the average number of alkylcarboxyalkyl substitutions per silicone is between 1 and 15.

3. The gel composition according to claim 2, wherein the average number of alkylcarboxyalkyl substitutions per silicone is between 1 and 12.

4. The gel composition according to claim 1, wherein the average number of crosslinks between the branched silicones is between 1 and 15.

5. The gel composition according to claim 4, wherein the average number of crosslinks between the branched silicones is between 1 and 12.

6. The gel composition according to any one of claims 1 to 5, wherein the polymer is prepared by a method comprising reacting: (a) Si-H functional compounds of formula (I): M H a M b D H c D d T H e T f Q g (I) in: M H =R 1 R 2 HSiO 1 / 2 ; M=R 3 R 4 R 5 SiO 1 / 2 ; D H =R 6 HSiO 2 / 2 ; D=R 7 R 8 SiO 2 / 2 ; T H =HSiO 3 / 2 ; T=R 9 SiO 3 / 2 ;and Q=SiO 4 / 2 ; in R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; and a, b, c, d, e, f and g are independently zero or a positive integer such that 2≤a+b+c+d+e+f+g≤6000 and when a'+c'+e'=2, a+c+e>2; (b) a carboxyl-functional olefin of formula (II): in R' is R 1 and –Si(R a )3 combination, where R 1 is an aliphatic, aromatic or fluorinated monovalent hydrocarbon having 1 to 60 carbon atoms, and R a It is an aliphatic hydrocarbon; n is 0≤n≤30; and (c) a silicone-based alkenyl-functional crosslinking agent of formula (III) and / or a non-silicone-based alkenyl-functional crosslinking agent of formula (IV): M 1 a′ M 2 b′ D 1 c′ D 2 d′ T 1 e′ T 2 f′ Q g′ (III), in: M 1 =R 10 R 11 R 12 SiO 1 / 2 ; M 2 =R 13 R 14 R 15 SiO 1 / 2 ; D 1 =R 16 R 17 SiO 2 / 2 ; D 2 =R 18 R 19 SiO 2 / 2 ; T 1 =R 20 SiO 3 / 2 ; T 2 =R 21 SiO 3 / 2 ;and Q=SiO 4 / 2 ; in R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; R 10 、R 16 and R 20 are each a monovalent group containing at least one terminal olefinic bond; a', b', c', d', e', f', and g' are independently zero or a positive integer such that 2≤a'+b'+c'+d'+e'+f'+g'≤6000 and when a+c+e=2, a'+c'+e'>2; and Z is an aliphatic hydrocarbon having 1 to 60 carbon atoms.

7. The gel composition according to claim 6, wherein R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 20 Monovalent hydrocarbons.

8. The gel composition according to claim 7, wherein R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 The one or more are C1-C8 monovalent hydrocarbons.

9. The gel composition according to claim 6, wherein a, b, c, d, e, f and g are 2≤a+b+c+d+e+f+g≤4000.

10. The gel composition according to claim 9, wherein a, b, c, d, e, f and g are 2≤a+b+c+d+e+f+g≤2000. The gel composition according to claim 6 , wherein a, c and e are 2≤a+c+e≤120. 12 . The gel composition according to claim 11 , wherein a, c and e are 2≤a+c+e≤100.

13. The gel composition according to claim 6, wherein R' is R 1 or R 1 , hydrogen and –Si(R a )3 combination, where R a It is an aliphatic monovalent hydrocarbon.

14. The gel composition according to claim 13, wherein R a C1-C 12 group.

15. The gel composition according to claim 14, wherein R a It is a C1-C8 group.

16. The gel composition according to claim 14 or 15, wherein R a Selected from methyl, ethyl, propyl, butyl, pentyl, hexyl and heptyl.

17. The gel composition according to claim 16, wherein R a It is a methyl group.

18. The gel composition according to claim 6, wherein R 1 For ethyl.

19. The gel composition according to claim 6, wherein R 1 It is heptyl.

20. The gel composition according to claim 6, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of C1-C 30 Monovalent hydrocarbons.

21. The gel composition according to claim 6, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the is an aliphatic monovalent hydrocarbon.

22. The gel composition according to claim 21, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more are selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, heptyl, octyl, nonyl, decyl and cycloalkyl.

23. The gel composition according to claim 22, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more are selected from n-hexyl, n-heptyl, n-octyl, isooctyl, 2,2,4-trimethylpentyl, n-nonyl, n-decyl, cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl.

24. The gel composition according to claim 6, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the is an aromatic monovalent hydrocarbon.

25. The gel composition according to claim 24, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the groups is selected from phenyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, xylyl, ethylphenyl and benzyl.

26. The gel composition according to claim 6, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the alkyl groups is a fluorinated monovalent hydrocarbon.

27. The gel composition according to claim 20, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more of C1-C 20 Monovalent hydrocarbons.

28. The gel composition according to claim 6, wherein Z is -(CHR 22 ) m -or-(CH2CHR 23 O) k -, where m and k are positive integers such that 1≤m≤60 and 1≤k≤500, and R 22 and R 23 is independently hydrogen or a monovalent hydrocarbon having 1 to 60 carbon atoms.

29. The gel composition according to claim 28, wherein Z is -(CHR 22 ) m -, m is 1-30, R 22 1 to 30 carbon atoms.

30. The gel composition according to claim 29, wherein Z is -(CHR 22 ) m -, m is 1-18, R 22 1 to 20 carbon atoms.

31. The gel composition according to claim 28, wherein Z is -(CH2CHR 23 O) k -, k is 1-250, R 23 1 to 30 carbon atoms.

32. The gel composition according to claim 31, wherein Z is -(CH2CHR 23 O) k -, k is 1-100, R 23 1 to 20 carbon atoms.

33. The gel composition of claim 6, wherein a=12, b=c=d=e=f=0, g=10, and n=8.

34. The gel composition of claim 6, wherein a=3, b=c=d=e=g=0, f=1, and n=8. The gel composition according to claim 6 , wherein a′, c′ and e′ are 2≤a′+c′+e′≤120. The gel composition according to claim 35 , wherein a′, c′ and e′ are 2≤a′+c′+e′≤100.

37. The gel composition of claim 1, wherein the polymer is in the form of a pure carboxyalkyl ester.

38. The gel composition of claim 1, wherein the polymer is a combination of carboxyalkyl ester and salt or acid form.

39. The gel composition of claim 38, wherein the cations in salt form are independently selected from metal cations, quaternary ammonium cations, quaternary phosphonium cations, cationic polymers, or zwitterions.

40. The gel composition of claim 38, wherein the cation in salt form is selected from organic cations.

41. The gel composition of claim 38, wherein the cation in salt form is selected from alkyl cations.

42. The gel composition of claim 38, wherein the cation in salt form is selected from cationic hydrocarbons.

43. A method of preparing a polymer having branched silicone for use in a gel composition comprising reacting: (a) Si-H functional compounds of formula (I): M H a M b D H c D d T H e T f Q g (I) in: M H =R 1 R 2 HSiO 1 / 2 ; M=R 3 R 4 R 5 SiO 1 / 2 ; D H =R 6 HSiO 2 / 2 ; D=R 7 R 8 SiO 2 / 2 ; T H =HSiO 3 / 2 ; T=R 9 SiO 3 / 2 ;and Q=SiO 4 / 2 ; in R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; and a, b, c, d, e, f and g are independently zero or a positive integer such that 2≤a+b+c+d+e+f+g≤6000 and when a'+c'+e'=2, a+c+e>2; (b) a carboxyl-functional olefin of formula (II): in R' is R 1 and Si(R a )3 combination, where R 1 is an aliphatic, aromatic or fluorinated monovalent hydrocarbon having 1 to 60 carbon atoms, and R a It is an aliphatic hydrocarbon; n is 0≤n≤30; and (c) a silicone-based alkenyl-functional crosslinking agent of formula (III) and / or a non-silicone-based alkenyl-functional crosslinking agent of formula (IV): M 1 a′ M 2 b′ D 1 c′ D 2 d′ T 1 e′ T 2 f′ Q g′ (III), in: M 1 =R 10 R 11 R 12 SiO 1 / 2 ; M 2 =R 13 R 14 R 15 SiO 1 / 2 ; D 1 =R 16 R 17 SiO 2 / 2 ; D 2 =R 18 R 19 SiO 2 / 2 ; T 1 =R 20 SiO 3 / 2 ; T 2 =R 21 SiO 3 / 2 ;and Q=SiO 4 / 2 ; in R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 are independently aliphatic, aromatic or fluorinated monovalent hydrocarbons having 1 to 60 carbon atoms; R 10 、R 16 and R 20 each is a monovalent group containing at least one terminal olefinic bond; a', b', c', d', e', f' and g' are independently zero or a positive integer such that 2≤a'+b'+c'+d'+e'+f'+g'≤6000 and when a+c+e=2, a'+c'+e'>2; and Z is an aliphatic hydrocarbon having 1 to 60 carbon atoms.

44. The method of claim 43, wherein R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 One or more of C1-C 20 Monovalent hydrocarbons.

45. The method of claim 44, wherein R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、R 8 and R 9 The one or more are C1-C8 monovalent hydrocarbons.

46. ​​The method of claim 43, wherein a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤4000.

47. The method of claim 46, wherein a, b, c, d, e, f, and g are 2≤a+b+c+d+e+f+g≤2000.

48. The method of claim 43, wherein a, c, and e are 2≤a+c+e≤120. The method of claim 48 , wherein a, c, and e are 2≤a+c+e≤100.

50. The method of claim 43, wherein R a C1-C 12 group.

51. The method of claim 50, wherein R a It is a C1-C8 group.

52. The method of claim 50, wherein R a Selected from methyl, ethyl, propyl, butyl, pentyl, hexyl and heptyl.

53. The method of claim 52, wherein R a It is a methyl group.

54. The method of claim 43, wherein R 1 For ethyl.

55. The method of claim 43, wherein R 1 It is heptyl.

56. The method of claim 43, wherein one or more R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 C1-C 60 Monovalent hydrocarbons.

57. The method of claim 43, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the is an aliphatic monovalent hydrocarbon.

58. The method of claim 57, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more are selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, heptyl, octyl, nonyl, decyl and cycloalkyl.

59. The method of claim 58, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more are selected from n-hexyl, n-heptyl, n-octyl, isooctyl, 2,2,4-trimethylpentyl, n-nonyl, n-decyl, cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl.

60. The method of claim 43, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the is an aromatic monovalent hydrocarbon.

61. The method of claim 60, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more are selected from phenyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, xylyl, ethylphenyl and benzyl.

62. The method of claim 43, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 One or more of the alkyl groups is a fluorinated monovalent hydrocarbon.

63. The method of claim 56, wherein R 11 、R 12 、R 13 、R 14 、R 15 、R 17 、R 18 、R 19 and R 21 The one or more of C1-C 20 Monovalent hydrocarbons.

64. The method of claim 43, wherein the Z group is -(CHR 22 ) m -or-(CH2CHR 23 O) k -, where m and k are positive integers such that 1≤m≤60 and 1≤k≤500, and R 22 and R 23 is independently hydrogen or a monovalent hydrocarbon having 1 to 60 carbon atoms.

65. The method of claim 64, wherein Z is -(CHR 22 ) m -, m is 1-30, and R 22 1 to 30 carbon atoms.

66. The method of claim 65, wherein Z is -(CHR 22 ) m -, m is 1-18, and R 22 1 to 20 carbon atoms.

67. The method of claim 64, wherein Z is -(CH2CHR 23 O) k -, k is 1-250, and R 23 1 to 30 carbon atoms.

68. The method of claim 67, wherein Z is -(CH2CHR 23 O) k -, k is 1-100, and R 23 1 to 20 carbon atoms.

69. The method of claim 43, wherein a=12, b=c=d=e=f=0, g=10, and n=8.

70. The method of claim 43, wherein a=3, b=c=d=e=g=0, f=1, and n=8.

71. The method of claim 43, wherein a', c' and e' are 2≤a'+c'+e'≤120.

72. The method of claim 71, wherein a', c' and e' are 2≤a'+c'+e'≤100.

73. The method of claim 43, wherein the polymer is in the form of a pure carboxyalkyl ester.

74. The method of claim 43, wherein the polymer is a combination of a carboxyalkyl ester and a salt or acid form.

75. The method of claim 74, wherein the cation in salt form is independently selected from a metal cation, a quaternary ammonium cation, a quaternary phosphonium cation, a cationic polymer, or a zwitterion.

76. The method of claim 74, wherein the cation in salt form is selected from organic cations.

77. The method of claim 74, wherein the cation in salt form is selected from alkyl cations.

78. The method of claim 74, wherein the cation in salt form is selected from cationic hydrocarbons.

79. The process of claim 43, wherein the reaction between the Si-H compound of formula (I), the carboxyl-functional olefin of formula (II), and the alkenyl-functional cross-linking agent of formula (III) and / or (IV) occurs in the presence of an iron catalyst or at least one noble metal catalyst selected from rhodium, ruthenium, palladium, osmium, iridium, and platinum catalysts.

80. The method according to claim 79, wherein at least one of the platinum catalysts is selected from platinum chloride, chloroplatinic acid, bis(acetylacetonate)platinum, (η5-cyclopentadienyl)trialkylplatinum, 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene-1,3-divinyl-1,1,3,3-tetramethyldisiloxaneplatinum(0), 1,3-bis(cyclohexyl)imidazol-2-ylidene-1,3-divinyl-1,1,3,3-tetramethyldisiloxaneplatinum(0), tris(dibenzylideneacetone)diplatinum, platinum(II) acetate, platinum(II) acetylacetonate, sodium hexachloroplatinate(IV), potassium hexachloroplatinate(IV), platinum carbonate, platinum nitrate, 1,5-cyclooctadiene dimethylplatinum(II), platinum perchlorate, amine complex of ammonium hexachloropalladate(IV), cyclopropane complex of platinum chloride, and complex formed with chloroplatinic acid.

81. A polymer having branched silicone for use in a gel composition, prepared by the method of claim 43.

82. A personal care composition comprising: (a) the gel composition according to claim 1 or the polymer having branched silicone for a gel composition according to claim 81; and (b) one or more personal care components.

83. The personal care composition of claim 82, wherein the one or more personal care components are selected from moisturizers, emollients, moisturizers, pigments, fragrances, preservatives, antioxidants, antifungals, antiperspirants, exfoliants, pharmaceutical compounds, vitamins, electrolytes, alcohols, ultraviolet radiation absorbers, botanical extracts, surfactants, organic oils, waxes, film formers, and thickeners.

84. The personal care component of claim 83, wherein the one or more emollients are selected from the group consisting of triglycerides, wax esters, alkyl or alkenyl esters of fatty acids, polyhydroxy alcohol esters, and mixtures thereof.

85. The personal care composition of claim 82, wherein the personal care component is an organic oil.

86. A personal care product comprising the personal care composition of claim 82, wherein the personal care product is selected from the group consisting of deodorants, antiperspirants, shaving products, body lotions, moisturizers, toners, cleansing products, hair care products, barrier creams, and makeup.

87. The gel composition of claim 39, wherein the metal is independently selected from the group consisting of alkali metals, alkaline earth metals, transition metals, rare earth metals, and metal complexes.

88. The method of claim 75, wherein the metal is independently selected from the group consisting of alkali metals, alkaline earth metals, transition metals, rare earth metals, and metal complexes.

89. The gel composition of claim 6, wherein the method further comprises deprotecting the silyl-protected carboxylic acid.

90. The method of claim 43, wherein the method further comprises deprotecting the silyl-protected carboxylic acid.

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