Personal care composition comprising silicon glycan

Abstract

To provide a personal care composition.SOLUTION: Provided is a personal care composition comprising a silicon glycan of formula (I) (A: hydroxyethyl cellulose component; W: beta-amino alcohol moiety; Y: organosilicon moiety; R, R1: substituted / unsubstituted hydrocarbyl, H, and the like; Z: ether moiety; a: 0, 1; x, y: ≥0 to <1; z: >0 to 1; x+y+z=1).SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to personal care compositions. In particular, the present invention relates to a cosmetically acceptable carrier and a silicon glycan having the formula (I): [ka] wherein each A comprises an independently selected sugar moiety, each W is an independently selected beta-amino alcohol moiety, each Y comprises an independently selected organosilicon moiety, each R is independently selected from a substituted or unsubstituted hydrocarbyl group, an ether moiety, an amine moiety, and H, and each R 1 are independently selected from a substituted or unsubstituted hydrocarbyl group and H; each Z is an independently selected ether moiety; each subscript o is independently 0 or 1; subscripts x and y are each independently ≧0 to <1; and subscript z is selected from >0 to 1, with the proviso that x+y+z=1, and the moieties represented by subscripts x, y, and z can be in random or block form in said silicon glycan.

[0002] Thickeners are commonly used in personal care compositions. Thickeners that are suitable for use in personal care compositions as thickeners but also provide additional benefits to formulators are increasingly in demand. Of particular interest are effective thickeners that can be biosourced and that effectively thicken and also function to provide, for example, enhanced water repellency / resistance, sensory benefits, and / or salt tolerance.

[0003] One category of biosourced thickeners for use in personal care compositions is described by Arisz et al. in U.S. Patent No. 8,709,390. Arisz et al. disclose heterogeneously substituted ("blocky") hydroxyethyl cellulose (HEC) and its derivatives, which are alleged to exhibit associative behavior in both neat solutions and filled systems. Arisz et al. postulate that their HEC derivatives exhibit unique and highly desirable rheology and are said to be more efficient at thickening aqueous systems than prior art HEC products. The blocky HEC is alleged to differ from prior art HEC products by having an unsubstituted anhydroglucose trimer ratio (U3R) greater than 0.21 and a hydroxyethyl molar substitution greater than about 1.3 and less than about 5.

[0004] Nevertheless, there remains a need for effective thickeners that can also function to provide secondary benefits to end-use personal care applications, such as enhanced water repellency / resistance, formulation clarity, sensory benefits, and / or salt tolerance.

[0005] The present invention relates to a cosmetically acceptable carrier and a silicone glycan having the formula (I): [ka] wherein each A comprises an independently selected sugar moiety, each W is an independently selected beta-amino alcohol moiety, each Y comprises an independently selected organosilicon moiety, each R is independently selected from a substituted or unsubstituted hydrocarbyl group, an ether moiety, an amine moiety, and H, and each R 1are independently selected from a substituted or unsubstituted hydrocarbyl group and H; each Z is an independently selected ether moiety; each subscript o is independently 0 or 1; subscripts x and y are each independently ≧0 to <1; and subscript z is selected from >0 to 1, with the proviso that x+y+z=1, and the moieties represented by subscripts x, y, and z can be in random or block form in said silicon glycan.

[0006] The present invention provides a method of treating mammalian skin, nails, or hair, comprising providing a personal care composition of the present invention and applying the personal care composition to at least one of the mammalian skin, nails, or hair. DETAILED DESCRIPTION OF THE INVENTION

[0007] We have surprisingly found that the silicone glycans of the present invention function effectively as rheology modifiers / film formers in personal care compositions (especially in aqueous formulations) while also providing additional benefits for desired end-use applications, such as providing effective thickening for aqueous hair styling formulations while also imparting styling benefits (e.g., curl retention, humidity resistance), providing effective thickening for skin care or color cosmetic formulations while also imparting surface hydrophobicity for extended wear applications, and providing effective thickening for skin moisturizing applications while also exhibiting high salt tolerance (enabling higher salt formulations).

[0008] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.

[0009] As used herein, unless otherwise indicated, "molecular weight" or M WThe phrase "weight average molecular weight" refers to weight average molecular weight measured by conventional methods using gel permeation chromatography (GPC) and conventional standards such as polyethylene glycol standards. GPC techniques are discussed in detail in "Modern Size Exclusion Chromatography," W.W. Yau, J.J. Kirkland, D.D.Bly; Wiley-Interscience, 1979, and "A Guide to Materials Characterization and Chemical Analysis," J.P. Sibilia; VCH, 1988, pp. 81-84. Molecular weights are reported herein in units of Daltons, or equivalently, g / mol.

[0010] As used herein and in the appended claims, the term "cosmetically acceptable" refers to ingredients typically used in personal care compositions and is intended to emphasize that materials that are toxic when present in amounts typically found in personal care compositions are not contemplated as part of the present invention.

[0011] Preferably, the personal care compositions of the present invention are selected from the group consisting of cosmetics (e.g., foundation, eye shadow, mascara, lipstick, blush, pencil, etc.), skin lotions and creams, sun care products (e.g., lotions, creams, self-tanners, anhydrous formulations), anti-aging products, antiperspirants and deodorants, hair care formulations (e.g., styling gels, conditioners, conditioning shampoos, colorants), body washes (e.g., moisturizing body washes), nail care formulations, and pet care formulations. More preferably, they are hair care formulations. Most preferably, they are hair styling formulations.

[0012] Preferably, the personal care composition of the present invention comprises a cosmetically acceptable carrier (preferably, 10 to 99 wt % (preferably, 20 to 98.5 wt %, more preferably, 50 to 98 wt %, and most preferably, 70 to 97 wt %) of a cosmetically acceptable carrier based on the weight of the personal care composition), and a silicon glycan (preferably, the personal care composition comprises 0.1 to 20 wt % (preferably, 0.2 to 15 wt %, more preferably, 0.5 to 10 wt %, and most preferably, 1 to 5 wt %) of a silicon glycan based on the weight of the personal care composition), the silicon glycan being represented by formula (I): [ka] wherein each A comprises an independently selected sugar moiety, each W is an independently selected beta-amino alcohol moiety, each Y comprises an independently selected organosilicon moiety, each R is independently selected from a substituted or unsubstituted hydrocarbyl group, an ether moiety, an amine moiety, and H, and each R 1 are independently selected from a substituted or unsubstituted hydrocarbyl group and H; each Z is an independently selected ether moiety; each subscript o is independently 0 or 1; subscripts x and y are each independently ≧0 to <1; and subscript z is selected from >0 to 1, with the proviso that x+y+z=1, and the moieties represented by subscripts x, y, and z can be in random or block form in said silicon glycan.

[0013] Preferably, the personal care compositions of the present invention comprise a cosmetically acceptable carrier. More preferably, the personal care compositions of the present invention comprise 10 to 99 wt. % (preferably, 20 to 98.5 wt. %, more preferably, 50 to 98 wt. %, and most preferably, 70 to 97 wt. %) of a cosmetically acceptable carrier based on the weight of the personal care composition. Most preferably, the personal care compositions of the present invention comprise 10 to 99 wt. % (preferably, 20 to 98.5 wt. %, more preferably, 50 to 98 wt. %, and most preferably, 70 to 97 wt. %) of a cosmetically acceptable carrier based on the weight of the personal care composition, the cosmetically acceptable carrier being selected so as to evaporate following application of the personal care composition to mammalian skin, hair, or nails (preferably, human skin, hair, or nails, more preferably, human skin or hair, and most preferably, human hair).

[0014] Preferably, the personal care composition of the present invention comprises 10 to 99 wt. % (preferably, 20 to 98.5 wt. %, more preferably, 50 to 98 wt. %, and most preferably, 70 to 97 wt. %) of a cosmetically acceptable carrier, based on the weight of the personal care composition. The cosmetically acceptable carrier may be water (e.g., deionized water, distilled water), an emulsion (e.g., an oil-in-water emulsion, a water-in-oil emulsion), an alcohol (e.g., C 100 alcohol, such as ethyl alcohol, propyl alcohol, isopropyl alcohol, or butyl alcohol), or a combination thereof. 1~4The cosmetically acceptable carrier is selected from the group consisting of linear or branched chain alcohols, glycols (e.g., ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, dipropylene glycol, ethoxydiglycol), glycerin, acetone, methyl acetate, butyl cellosolve, and mixtures thereof. More preferably, the personal care compositions of the present invention comprise 10 to 99 wt. % (preferably, 20 to 98.5 wt. %, more preferably, 50 to 98 wt. %, and most preferably, 70 to 97 wt. %) of a cosmetically acceptable carrier, based on the weight of the personal care composition, and the cosmetically acceptable carrier comprises water (preferably, at least one of deionized water and distilled water, more preferably, deionized or distilled water). Most preferably, the personal care compositions of the present invention comprise 10 to 99 wt. % (preferably, 20 to 98.5 wt. %, more preferably, 50 to 98 wt. %, and most preferably, 70 to 97 wt. %) of a cosmetically acceptable carrier, based on the weight of the personal care composition, and the cosmetically acceptable carrier is water (preferably, at least one of deionized water and distilled water, more preferably, deionized and distilled water).

[0015] Preferably, the personal care compositions of the present invention comprise a silicon glycan. More preferably, the personal care compositions of the present invention comprise 0.1 to 20 wt. % (preferably 0.2 to 15 wt. %, more preferably 0.5 to 10 wt. %, and most preferably 1 to 5 wt. %) of a silicon glycan based on the weight of the personal care composition. Most preferably, the personal care compositions of the present invention comprise 0.1 to 20 wt. % (preferably 0.2 to 15 wt. %, more preferably 0.5 to 10 wt. %, and most preferably 1 to 5 wt. %) of a silicon glycan based on the weight of the personal care composition, the silicon glycan being represented by formula (I): [ka] wherein each A comprises an independently selected sugar moiety, each W is an independently selected beta-amino alcohol moiety, each Y comprises an independently selected organosilicon moiety, each R is independently selected from a substituted or unsubstituted hydrocarbyl group, an ether moiety, an amine moiety, and H, and each R 1 are independently selected from substituted or unsubstituted hydrocarbyl groups and H; each Z is an independently selected ether moiety; each subscript o is independently 0 or 1; subscripts x and y are each independently ≧0 to <1; subscript z is >0 to 1, with the proviso that x+y+z=1; and the moieties represented by subscripts x, y, and z can be in a randomized or block configuration in the silicon glycan.

[0016] Preferably, the silicon glycan comprises a moiety of formula (I) corresponding to the following moiety (i.e., the "glycoside moiety"): [ka] (wherein each sugar moiety A comprises or consists essentially of a sugar, and the subscripts x, y, and z each represent the mole fraction of a particular sugar moiety A within the glycoside moiety. In other words, each sugar moiety A is linked (e.g., via a glycosidic bond) to at least one other sugar moiety A, such that each sugar moiety A is a component of, and collectively forms, a glycoside of, the silicon glycan. Furthermore, each sugar moiety A denoted by the subscripts x, y, and z can be in a randomized or block form within the silicon glycan. As described in further detail herein, Z and R represent substituents unique to or otherwise attached to each sugar moiety A within the glycoside moiety of the silicon glycan.)

[0017] It should be understood that the term "sugar" can be used synonymously with the term "carbohydrate" in general contexts, and with terms such as "sugar" in more specific contexts. The nomenclature of a particular sugar is not exclusive to the composition of the silicon glycan as a whole, or to the sugar moiety A in particular. Rather, as will be understood by those skilled in the art, each sugar moiety A can comprise or be any moiety that can be described as a sugar, carbohydrate, sugar, starch, cellulose, etc., or a derivative or modification thereof, or a combination thereof. Similarly, any combination of two or more A's within a silicon glycan can be more descriptively described. For example, the term "polysaccharide" can be used synonymously with the term "glycoside," and both terms generally refer to a combination of two or more sugar moieties A in a silicon glycan (e.g., a combination of sugar moieties A linked to each other via glycosidic bonds and collectively forming a glycosidic moiety). Those skilled in the art will understand that terms such as "starch" and "cellulose" may be used to refer to such combinations of sugar moieties A under certain circumstances (e.g., when the combination of two or more A's in a silicon glycan A conforms to a structure known in the art as "starch" or "cellulose," etc.).

[0018] As introduced above, the subscripts x, y, and z each represent the mole fraction of a particular sugar moiety A within the glycoside portion of the silicon glycan. Thus, the x value + y value + z value = 1. More specifically, as represented by formula (I), not all sugar moieties A within the glycoside portion of the silicon glycan need be identically substituted. Thus, the glycoside portion of the silicon glycan can be described in various ways, for example, in terms of overall composition using the mole fractions x, y, and z, in terms of the average number of substitutions per sugar moiety A (i.e., the degree of substitution (DS) as understood by those skilled in the art), or a combination thereof.

[0019] The subscript x is a mole fraction of ≧0 to <1 (preferably 0 to 0.99, more preferably 0.1 to 0.99, more preferably 0.3 to 0.99, more preferably 0.5 to 0.99, more preferably 0.6 to 0.99, more preferably 0.7 to 0.99, more preferably 0.7 to 0.9, more preferably 0.7 to 0.85).

[0020] The subscript y is a mole fraction of ≧0 to <1 (preferably 0 to 0.9, more preferably 0.001 to 0.7, more preferably 0.001 to 0.5, more preferably 0.002 to 0.5, more preferably 0.002 to 0.4, more preferably 0.002 to 0.3, more preferably 0.005 to 0.3, more preferably 0.01 to 0.25).

[0021] The subscript z is a mole fraction of >0 to 1 (preferably 0.00001 to 0.9, more preferably 0.00001 to 0.7, more preferably 0.00001 to 0.5, more preferably 0.00001 to 0.3, more preferably 0.00001 to 0.2, more preferably 0.00001 to 0.15, more preferably 0.000015 to 0.15, more preferably 0.00002 to 0.15, more preferably 0.00002 to 0.1, more preferably 0.00005 to 0.09, more preferably 0.0001 to 0.09, more preferably 0.0005 to 0.09, more preferably 0.001 to 0.09).

[0022] Preferably, the silicon glycan of the present invention has an average degree of substitution of organosilicon moieties per sugar moiety A of 0.00001 to 0.99 (preferably, 0.00001 to 0.5, more preferably, 0.00001 to 0.2, more preferably, 0.00001 to 0.15, more preferably, 0.0001 to 0.5, more preferably, 0.0001 to 0.2, more preferably, 0.0001 to 0.15).

[0023] The degree of aminoethyl substitution of the aminoethyl polysaccharide (A) can be determined by various techniques known to those skilled in the art. For example, the nitrogen content of the aminoethyl polysaccharide (A) (e.g., as determined by the Kjeldahl method) can be used directly or adjusted (e.g., based on the nitrogen content of the hydroxyl-functional polysaccharide (A1)) to determine the degree of aminoethyl substitution of the aminoethyl polysaccharide (A).

[0024] Regardless of the specific ratios described by the subscripts x, y, and z, the total number of sugar moieties A in the silicon glycan (e.g., its degree of polymerization) is preferably 10 to 10,000 (more preferably 100 to 8,000, more preferably 250 to 6,000, and most preferably 400 to 3,600).

[0025] Each sugar moiety A can be the same as or different from the other sugar moieties A in the silicon glycan. Examples of specific sugars suitable for sugar moiety A include those traditionally referred to as monosaccharides and / or carbohydrates. Such monosaccharides include pentoses (i.e., furanoses) such as ribose, xylose, arabinose, lyxose, fructose, etc., and hexoses (i.e., pyranoses) such as glucose, galactose, mannose, gulose, idose, talose, allose, altrose, etc. Those skilled in the art will understand that the glycoside portion of the silicon glycan may comprise a disaccharide (e.g., sucrose, lactose, maltose, trehalose, etc.), an oligosaccharide (e.g., maltodextrin, raffinose, stachyose, maltooligosaccharides such as fructooligosaccharides, etc.), a polysaccharide (e.g., cellulose, hemicellulose, pectin, glycogen, hydrocolloids, starches such as amylose, amylopectin, modified starches, etc.), or a combination thereof.

[0026] Preferably, the silicon glycan comprises at least one sugar moiety A that is a hexose. More preferably, the silicon glycan comprises at least one sugar moiety A that is a hexose of the formula: [ka] As will be understood by those skilled in the art, this includes both internal and terminal monomers of the glycoside moiety formed therefrom. Preferably, in the formula, each R is independently selected and as described herein. Preferably, the glycoside moiety of the silicon glycan comprises or consists essentially of glucose monomers, and thus corresponds to the formula: [ka] , which includes both internal and terminal monomers of the glycosidic moiety formed therefrom, as will be understood by those skilled in the art. Preferably, in the formula, each R is independently selected and as described herein.

[0027] Preferably, the glycoside portion of the silicon glycan comprises a polysaccharide selected from pullulan, mannan, galactomannan, xyloglucan, xanthan, hydroxyethyl cellulose, carboxymethyl cellulose, ethyl hydroxyethyl cellulose, hydroxyethyl methyl cellulose, hydroxypropyl methyl cellulose, methyl cellulose, ethyl cellulose, etc., and combinations thereof. More preferably, the glycoside portion of the silicon glycan is a cellulose selected from the group consisting of hydroxyethyl cellulose, carboxymethyl cellulose, ethyl hydroxyethyl cellulose, hydroxyethyl methyl cellulose, hydroxypropyl methyl cellulose, methyl cellulose, ethyl cellulose, and combinations thereof. Most preferably, the glycoside portion of the silicon glycan is hydroxyethyl cellulose.

[0028] Preferably, the glycoside moiety of the silicon glycan comprises a derivative (e.g., a modified and / or altered version) of one of the oligosaccharides or polysaccharides defined above. For example, the glycoside moiety can be a hydrophobically modified polysaccharide, a cationic modified polysaccharide, a hydrophilically modified polysaccharide, a copolymeric polysaccharide, or a combination thereof. Such modifications generally alter the sugar moiety A within the glycoside by adding a substituent thereto (e.g., via a natural hydroxyl moiety, such as one at the C2, C3, and / or C6 position, if the sugar moiety A comprises a hexose). In particular, as introduced and illustrated above with respect to formula (I), the sugar moiety A designated by subscript x in the silicon glycan comprises a substituent R, and optionally Z, as described below. For example, R can be H in any sugar moiety A designated by subscript x in the glycoside moiety. R is preferably H in each natural (i.e., naturally occurring and / or unsubstituted) sugar in any particular sugar moiety A, such that that particular sugar moiety A has at least one free hydroxyl substituent.

[0029] When the glycoside portion of the silicon glycan comprises a polysaccharide derivative as described above, at least one R is selected from substituted or unsubstituted hydrocarbyl groups, ether moieties, and amine moieties. However, as will be understood by those skilled in the art in light of the description herein, the silicon glycan can contain any number of substituents R as defined above, limited only by the sugar portion A of the glycoside portion, the sugar portion D of the glycoside portion, etc.

[0030] With respect to the hydrocarbyl groups of R, the term "substituted" describes a hydrocarbon moiety in which one or more hydrogen atoms have either been replaced with an atom other than hydrogen (e.g., a halogen atom such as chlorine, fluorine, bromine, etc.), a carbon atom in the hydrocarbon chain has been replaced with an atom other than carbon (i.e., R includes one or more heteroatoms (oxygen, sulfur, nitrogen, etc.) in the chain), or both. Thus, it will be understood that R includes a hydrocarbon moiety that can have substituents within and / or on (i.e., attached to and / or integral with) its carbon chain / backbone, such that R can include or be an ether, amine, etc.

[0031] The hydrocarbyl groups of R can independently be linear, branched, cyclic, or a combination thereof. Cyclic hydrocarbyl groups include aryl groups and saturated or non-conjugated cyclic groups. Cyclic hydrocarbyl groups can independently be monocyclic or polycyclic. Linear and branched hydrocarbyl groups can independently be saturated or unsaturated. An example of a combination of linear and cyclic hydrocarbyl groups is an aralkyl group. Examples of hydrocarbyl groups include alkyl groups, aryl groups, alkenyl groups, halocarbon groups, etc., as well as derivatives, modifications, and combinations thereof. Examples of alkyl groups include methyl, ethyl, propyl (e.g., isopropyl and / or n-propyl), butyl (e.g., isobutyl, n-butyl, tert-butyl, and / or sec-butyl), pentyl (e.g., isopentyl, neopentyl, and / or tert-pentyl), hexyl, dodecyl, hexadecyl, and branched saturated hydrocarbon groups having 6 to 18 carbon atoms. Examples of aryl groups include phenyl, tolyl, xylyl, naphthyl, benzyl, and dimethylphenyl. Examples of alkenyl groups include vinyl, allyl, propenyl, isopropenyl, butenyl, isobutenyl, pentenyl, heptenyl, hexenyl, and cyclohexenyl groups. Examples of monovalent halogenated hydrocarbon groups (i.e., halocarbon groups) include halogenated alkyl groups, aryl groups, and combinations thereof. Examples of halogenated alkyl groups include the above-mentioned alkyl groups in which one or more hydrogen atoms are replaced with halogen atoms such as F or Cl.Specific examples of halogenated alkyl groups include fluoromethyl, 2-fluoropropyl, 3,3,3-trifluoropropyl, 4,4,4-trifluorobutyl, 4,4,4,3,3-pentafluorobutyl, 5,5,5,4,4,3,3-heptafluoropentyl, 6,6,6,5,5,4,4,3,3-nonafluorohexyl, and 8,8,8,7,7-pentafluorooctyl, 2,2-difluorocyclopropyl, 2,3-difluorocyclobutyl, 3,4-difluorocyclohexyl, and 3,4-difluoro-5-methylcycloheptyl, chloromethyl, chloropropyl, 2-dichlorocyclopropyl, and 2,3-dichlorocyclopentyl groups, and their derivatives.Examples of halogenated aryl groups include the above-mentioned aryl groups in which one or more hydrogen atoms are replaced with halogen atoms, such as F or Cl.Specific examples of halogenated aryl groups include chlorobenzyl and fluorobenzyl groups.

[0032] Preferably, R has the average formula -(OC n H 2n ) m -, where the subscript n is independently selected from 2 to 4 in each moiety indicated by the subscript m, and the subscript m is 1 to 200. Those skilled in the art will readily appreciate that additional and / or alternative groups may be present in the ether moiety without substantially diminishing the utility or properties of the glycoside portion of the silicon glycan.

[0033] Preferably, R is of the formula -(OC2H4) q (OC3H6) r (OC4H8) s-, where the subscripts q, r, and s are each independently 0 to 200, with the proviso that 1≦q+r+s≦600, and the units represented by the subscripts q, r, and s can be in random or block form in the polyether. More preferably, the subscripts q, r, and s are each independently 0 to 100 (preferably 0 to 50, more preferably 0 to 20). Even more preferably, the subscripts q, r, and s are each independently selected such that 1≦q+r+s≦300 (preferably 1≦q+r+s≦200, more preferably 1≦q+r+s≦60).

[0034] Those skilled in the art will understand that the moieties denoted by the subscripts m, q, r, and s above, when any two or more such moieties are present therein, are oxyalkylene units such that R comprises a polyoxyalkylene. Thus, R can be selected from polyoxyalkylene groups, i.e., moieties comprising multiple oxyalkylene units. Preferably, each oxyalkylene unit denoted by the subscripts q, r, and s, when present in R, can independently be branched or linear.

[0035] Preferably, R can include an amine moiety, such as a tertiary amine moiety, a quaternary ammonium moiety (e.g., a trimethylammonium moiety), or a combination thereof. Tertiary amines have the formula -NR'2, where each R' is independently selected from substituted and unsubstituted hydrocarbyl groups and ether moieties (e.g., any of the hydrocarbyl groups and ether moieties described herein), or each R' is part of a cyclic moiety, such that the amine moiety includes a heterocycle (e.g., an N-substituted piperidine, morpholine, etc.), and together form a cyclic moiety. The cation of such a tertiary amine moiety is its protonated or alkylated form and has the general formula -[N(R')2H] + or -[N(R')3] +wherein each R' is independently selected and defined above. Depending on the particular R' selected, the glycoside portion of the silicon glycan may comprise and / or be defined as N,N-diethylaminoethyl hydroxyethyl cellulose, N,N-dimethylaminoethyl hydroxyethyl cellulose, N,N-diisopropylaminoethyl hydroxyethyl cellulose, N,N-dimethylaminopropyl hydroxyethyl cellulose, N-ethylpiperidine hydroxyethyl cellulose, N-ethylmorpholine hydroxyethyl cellulose, N-ethylpyrrolidine hydroxyethyl cellulose, or a combination thereof.

[0036] It should be understood that each R may be the same or different from the other R in the silicon glycan. Furthermore, each R may contain the same or different functional moieties. For example, in certain embodiments, each R is selected from H and an alkyl group, and each alkyl group is optionally substituted (e.g., terminally and / or pendantly) with one or more of the above-mentioned tertiary amino moieties and / or polyoxyalkylene groups. In these embodiments, each R can be said to be selected from substituted or unsubstituted hydrocarbyl groups, ether moieties, amine moieties, and H, and those skilled in the art will understand, in light of this description, that substituted hydrocarbyl groups suitable for R may contain ether and / or amine moieties. In certain embodiments, each R is independently selected from H, C, 1~18 It is selected from hydrocarbyl groups, polyoxyalkylene groups, and tertiary amino groups.

[0037] The silicon glycan may include a substituent Z. More specifically, with reference to Formula (I), each subscript o is independently 0 or 1, such that each sugar moiety A denoted by subscripts x, y, and z can be independently substituted with a substituent Z, as described in more detail below. In certain embodiments, the silicon glycan includes at least one sugar moiety A denoted by subscript x, and the subscript o is 1. In these or other embodiments, the silicon glycan includes at least one sugar moiety A denoted by subscript x, and the subscript o is 0. In these or other embodiments, the silicon glycan includes at least one sugar moiety A denoted by subscript y, and the subscript o is 1. In some such embodiments, the subscript o is 1 in each moiety denoted by subscript y. In these or other embodiments, as will be understood in light of the description herein, the subscript o is 1 in each moiety denoted by subscript z.

[0038] Generally, each Z is a divalent linking group comprising an ether moiety (hereinafter "ether moiety Z"). More specifically, each ether moiety Z is independently selected and can be any ether moiety comprising at least one, or alternatively at least two, ether groups. Each ether moiety Z can be the same as any other ether moiety Z. Preferably, the ether group of each ether moiety Z is of the formula -(C t H 2t O) u wherein the subscript t, in each moiety denoted by the subscript u, is independently selected from 2 to 4, and the subscript u is 1 to 50 (preferably 1 to 25, more preferably 1 to 10, and most preferably 1 to 5). Preferably, the subscript t is 2 and the subscript u is 1, such that each ether moiety Z comprises an ethyl ether, and the glycoside portion of the silicon glycan may comprise and / or be defined as hydroxyethyl cellulose.

[0039] In some embodiments, the subscript o and the ether moiety Z can be collectively selected so that the glycoside portion of the silicon glycan can include or be defined as carboxymethylcellulose, ethylhydroxyethylcellulose, hydroxyethylmethylcellulose, hydroxypropylmethylcellulose, etc., or combinations thereof. In view of these examples, one skilled in the art will understand that the ether moiety Z can include groups in addition to ether groups, such as divalent hydrocarbon linking groups (e.g., methylene, ethylene, and propylene linking groups).

[0040] The glycoside moiety of the silicon glycan can include an aminoethyl saccharide moiety. In particular, with reference to formula (I), the silicon glycan can include a sugar moiety A, denoted by the subscript y, each of which has the subformula -CH2CH2N(H)R 1 wherein R 1 is a hydrocarbyl group or H. More specifically, each R 1 is independently selected from substituted or unsubstituted hydrocarbyl groups and H. Examples of suitable hydrocarbyl groups include those described above for the substituent R. In certain embodiments, each R 1 is R 1 When R is alkyl, the aminoethyl moiety is independently selected from H and an alkyl group, as further defined as an N-alkylaminoethyl moiety. 1 are the same as each other. For example, in some such embodiments, each R 1 is H or C 1~4 is a hydrocarbyl group. In certain embodiments, each R 1 is H. In some embodiments, each R 1 is ethyl or methyl.

[0041] In certain embodiments, some of the aminoethyl moieties are protonated, thus representing the subformula —CHCH—[N(H)R 1 ] +The proportion of protonated aminoethyl moieties in the silicon glycan is limited only by the degree of aminoethyl substitution and can be selected by those skilled in the art (e.g., during the preparation of the silicon glycan, after the preparation of the silicon glycan by combining it with an acid, etc.).

[0042] With continued reference to formula (I), as introduced above, the sugar moiety A, denoted by subscript z, comprises a moiety of the subformula -CHCH-WY, where W is a divalent beta-aminoalcohol moiety (hereinafter "beta-aminoalcohol moiety W") and Y comprises an organosilicon moiety (hereinafter "organosilicon moiety Y").

[0043] Each beta-amino alcohol moiety W is independently selected such that any beta-amino alcohol moiety W can be the same as or different from other beta-amino alcohol moieties W present in the silicon glycan. In particular, each beta-amino alcohol moiety W can be linear or branched with respect to the position of its alcohol group, and can be protonated or unprotonated at the amine group (i.e., contain an amine cation or an ammonium cation). For example, each beta-amino alcohol moiety W independently has one of the following formulae: [ka] , where each R 1 are independently selected and defined above.

[0044] Each organosilicon moiety Y is independently selected such that each organosilicon moiety Y can be identical to either or any of the other organosilicon moieties Y. In certain embodiments, each organosilicon moiety Y is identical to at least one, or each, other organosilicon moiety Y. The organosilicon moiety Y is generally not limited with respect to structure and / or composition and can be any moiety comprising at least one, or at least two, organosilicon groups. For example, the organosilicon moiety Y can comprise an organosilyl group, an organosiloxane group, or a combination thereof. In certain embodiments, the organosilicon moiety Y is itself considered an organosilicon group.

[0045] In some embodiments, at least one, or at least two, or each organosilicon moiety Y comprises or is a silane moiety. In such embodiments, the silane moiety generally has the general formula: [ka] , in the formula, D 1 is a divalent linking group, and each R 2 is independently selected from substituted or unsubstituted hydrocarbyl groups, alkoxy groups, and siloxy groups.

[0046] In general, D 1 is independently selected for each silane moiety present in any organosilicon moiety, Y. Preferably, D 1 is selected from divalent substituted or unsubstituted hydrocarbon groups, which may optionally be modified or substituted with, for example, alkoxy, siloxy, silyl, amino, amido, acetoxy, and aminoxy groups. 1 may be linear or branched. If branched, D 1 is a siloxane segment or silane moiety (i.e., in the general silane moiety formula above, the sub-formula -SiR 2 In some embodiments, D1 is C 1~20 However, D 1 can be a hydrocarbon group containing a backbone with at least one heteroatom (e.g., O, N, S, etc.). For example, in some embodiments, D 1 is a hydrocarbon having a backbone containing an ether moiety.

[0047] Each R 2 are independently selected and may be linear, branched, cyclic, or a combination thereof. are independently selected from substituted or unsubstituted hydrocarbyl groups, alkoxy, and siloxy groups, but each R 2 As will be understood from the description herein, R may include combinations thereof, such as combinations of hydrocarbyl and siloxy groups. 2 Examples of suitable substituted or unsubstituted hydrocarbyl groups for use as are described above with respect to R in general formula (I). Examples of suitable alkoxy groups include those having the general formula -OR, where R is defined above. Specific examples of suitable alkoxy groups include methoxy, ethoxy, propoxy, butoxy, phenoxy, and the like. Examples of suitable siloxy groups include [M], [D], [T], and [Q] units, each of which represents an individual functional structural unit present in an organopolysiloxane, as understood in the art. More specifically, as shown in the general structural portion below, [M] is a group of the general formula R 3 3SiO 1 / 2 [D] represents a monofunctional unit of the general formula R 3 2SiO 2 / 2 [T] represents a difunctional unit of the general formula R 3 SiO 3 / 2 [Q] represents a trifunctional unit of the general formula SiO 4 / 2 Represents a tetrafunctional unit of: [ka]

[0048] In these general structural moieties, each R 3are independently monovalent or polyvalent substituents. As is understood in the art, each R 3 Specific substituents suitable for can be, but are not limited to, monoatomic or polyatomic, organic or inorganic, linear or branched, substituted or unsubstituted, aromatic, aliphatic, saturated or unsaturated, and combinations thereof.

[0049] Preferably, each R 3 R is independently selected from hydrocarbyl groups and siloxy groups. 3 The hydrocarbyl groups represented by, when present, can be substituted or unsubstituted and can be aliphatic, aromatic, cyclic, alicyclic, etc., as described above with respect to examples of suitable hydrocarbyl groups for R. 3 Similar examples are suitable for use with R 3 The siloxy groups represented by, when present, can be substituted or unsubstituted, and can alternatively comprise any combination of [M], [D], [T], and [Q] units (i.e., the silane moiety can comprise branched and / or dendrimeric siloxanes).

[0050] In some embodiments, at least one, or at least two, or each organosilicon moiety Y of the silicon glycan comprises or is an organopolysiloxane. In such embodiments, the organopolysiloxane generally has the formula: [R 3 3SiO 1 / 2 ] b [R 3 2SiO 2 / 2 ] c [R 3 SiO 3 / 2 ] d [SiO 4 / 2 ] e In the formula, each R 3 is as defined above, except that there is at least one R 3is a silicon-bonded divalent linking group attached to the beta-amino alcohol moiety W, and the subscripts b, c, d, and e are each mole fractions such that a+b+c+d=1, with the proviso that b+c+d>0.

[0051] As introduced and explained above, those skilled in the art will understand that the siloxy moieties designated by the subscripts b, c, d, and e correspond to [M], [D], [T], and [Q] siloxy units, respectively. In some embodiments, the organopolysiloxane includes repeating [D] units, i.e., subscript c>0. In these embodiments, subscript b is typically a value of 0.3 to 1 (i.e., 0.3≦b≦1) (preferably 0.3 to 0.9999, more preferably 0.3 to 0.999, more preferably 0.3 to 0.99, more preferably 0.3 to 0.9, more preferably 0.5 to 0.999, more preferably 0.6 to 0.999, more preferably 0.7 to 0.99, more preferably 0.8 to 0.99, more preferably 0.85 to 0.99, more preferably 0.9 to 0.99). The subscript b is typically a value of 0 to 0.1 (i.e., 0≦a≦0.1) (preferably 0 to 0.099, more preferably 0 to 0.09, more preferably 0 to 0.085, more preferably 0 to 0.08, more preferably 0 to 0.075, more preferably 0 to 0.07, more preferably 0 to 0.065, more preferably 0 to 0.06, more preferably 0 to 0.055, more preferably 0 to 0.05, more preferably 0.001 to 0.05, more preferably 0.002 to 0.05, more preferably 0.005 to 0.01). The subscripts d and e are typically each independently selected values ​​between 0 and 0.1 (i.e., 0≦d≦0.1 and 0≦e≦0.1) (preferably between 0 and 0.09, more preferably between 0 and 0.075, more preferably between 0 and 0.05, more preferably between 0 and 0.025, more preferably between 0 and 0.009, more preferably between 0 and 0.001, and more preferably between 0 and 0.0001). In certain embodiments, the organopolysiloxane comprises linear siloxane segments, the subscript c is between 0.9 and 1, the subscript b is between 0 and 0.1, and the subscripts d and e are each 0. When the organopolysiloxane comprises repeating [D] units, the number of particular [D] units (i.e., the degree of polymerization, DP) in any one siloxane segment is not limited.Typically, such siloxane segments contain 1 to 700 repeating [D] units (preferably 2 to 600, more preferably 2 to 500, more preferably 5 to 400, more preferably 5 to 300, more preferably 10 to 250, more preferably 10 to 200, more preferably 15 to 150, more preferably 15 to 100, more preferably 15 to 50 repeating [D] units).

[0052] With respect to both the silane moiety and organopolysiloxane described above (i.e., when either or both are utilized in or as the organosilicon moiety Y), the presence and proportion of [M], [D], [T], and [Q] units are independently determined by each R of each silyl substituent of the silane moiety. 3 as specific substituents of, and each R of any specific siloxy unit (e.g., those designated by subscripts b, c, and d). 3is selected as a specific substituent of . The ratio of [T] and [Q] units at or near 0 is generally selected to enhance the linearity of the organopolysiloxane, for example, when the organopolysiloxane is a linear organopolysiloxane. Such organopolysiloxanes are generally linear or substantially linear, but may contain some branching due to [T] and / or [Q] units (e.g., when d+e>0). Conversely, when the organopolysiloxane is a resin, the ratio of [T] and / or [Q] units is selected to be greater than 0. Thus, one skilled in the art will select the composition of the siloxane segments to control the composition of the organopolysiloxane, and thus the silicone glycan, based on, for example, the desired properties of a particular organopolysiloxane and the desired / intended properties and / or characteristics (e.g., physical, chemical, aesthetic, etc.) of the silicone glycan, the particular phase of the emulsion prepared therewith (e.g., the non-aqueous phase, the continuous phase, and / or the silicone phase), and / or the emulsion itself, compositions containing the silicone glycan, coatings formed from such compositions, and combinations thereof. For example, it may be desirable for the silicone glycan to have a high melting point and / or softening point, or for the composition prepared therewith to be in a particular form (e.g., a solid, a gel, etc.), and selecting the composition of the organopolysiloxane of the silicone glycan may enable one skilled in the art to achieve such a range of desired properties. Generally, when linear siloxane segments are utilized in the organosilicon moiety Y, layers or coatings formed from compositions comprising silicon glycans according to the present disclosure generally have improved feel (e.g., comfortable deposition) and flexibility compared to embodiments in which the organopolysiloxane comprises increased branching due to [T] and / or [Q] units. When resinous organopolysiloxanes are utilized in or as the organosilicon moiety Y, products formed from compositions comprising silicon glycans according to the present disclosure generally exhibit increased hardness and migration resistance compared to embodiments in which more linear siloxane segments are utilized.

[0053] Methods for preparing silicon glycans described herein are disclosed in commonly owned U.S. patent application Ser. No. 62 / 786,648, filed Dec. 31, 2018, and incorporated herein by reference.

[0054] Preferably, the personal care compositions of the present invention contain no or only additives such as absorbents, acids, aesthetic conditioning agents, anti-aging agents, anti-dandruff agents, anti-foaming agents, anti-frizz agents, antimicrobials / preservatives (e.g., methylchloroisothiazolinone, phenoxyethanol, methylisothiazolinone, esters of parabenzoic acid, diazolidinyl urea and imidazolidinyl urea, benzoic acid, sorbic acid), antioxidants (e.g., butylated hydroxytoluene), antiperspirant or deodorant actives, antistatic agents, biodegradable agents, and the like. Active ingredients, bleaching or coloring agents, chelating agents (e.g., disodium EDTA, tetrasodium EDTA, citric acid, lactic acid), cleansing surfactants, conditioning agents (e.g., guar hydroxypropyltrimonium chloride, PQ-10, PQ-7), coloring agents, color ingredients, consistency factors, deodorants, emulsifiers (e.g., a mixture of PEG-100 stearate and glyceryl stearate), emollients (polyoxyethylene glycol (C 7-20) Fatty acids, Esters of glycerol - e.g., PEG-7 glyceryl cocoate, PEG-30 glyceryl cocoate, PEG-12 glyceryl laurate, PEG-20 glyceryl oleate), fats, fillers, foaming agents, fragrances, hair oils, hair treatment actives, hair waving / straightening agents, hair styling agents, hard particles, humectants, lecithin, light management powders or particles, lubricants, moisturizers, natural ingredients, oils, opacifiers, pearlizing agents, penetrating agents, pH adjusters, phospholipids, pigments, plant extracts, polymers, preservatives, tar and / or at least one personal care active selected from the group consisting of proteins / amino acids, rheology modifiers, salts (e.g., sodium chloride, magnesium chloride), sensory modifiers, silicone oils, skin care actives, skin cooling agents, skin protectants, slip agents, SPF boosters (e.g., Sunsphere™ polymers), soaps, soft particles, stabilizers, sun care actives, sunscreen additives, superfatting agents, surfactants, thickeners (e.g., polysaccharides, cellulose polymers), vitamins, waterproofing agents, waxes, and the like.

[0055] Preferably, the personal care compositions of the present invention are color cosmetic formulations and further comprise a color component. More preferably, the personal care compositions of the present invention are color cosmetic formulations and further comprise a color component, wherein the color component is selected from the group consisting of inorganic pigments, organic pigments, aqueous pigment dispersions, and mixtures thereof. Even more preferably, the personal care composition of the present invention is a color cosmetic formulation and further comprises a color component, the color component being selected from the group consisting of Ext. D&C Yellow No. 2, Ext. D&C Violet No. 2, FD&C Red No. 4, FD&C Red No. 40, FD&C Yellow No. 5, FD&C Yellow No. 6, FD&C Green No. 3, FD&C Blue No. 1, D&C Yellow No. 7, D&C Yellow No. 8, D&C Yellow No. 10, D&C Yellow No. 11, D&C Violet No. 2, D&C Red No. 6, D&C Red No. 7, D&C Red No. 17, D&C Red No. 21, D&C Red No. 22, D&C Red No. 27, D&C Red No. 28, D&C Red No. 30, D&C Red No. 31, D&C Red No. 34, D&C Red No. 33, D&C Red No. 34, D&C Red No. 35, D&C Red No. 36, D&C Red No. 37, D&C Red No. 38, D&C Red No. 39, D&C Red No. 40, D&C Yellow No. 41, D&C Red No. 42, D&C Red No. 43, D&C Red No. 44, D&C Red No. 45, D&C Red No. 46, D&C Red No. 47, D&C Red No. 48, D&C Red No. 49, D&C Red No. 50, D&C Red No. 51, D&C Red No. 52, D&C Red No. 53, D&C Red No. 54, D&C Red No. 55, D&C Red No. 56, D&C No. 36, D&C Green No. 5, D&C Green No. 6, D&C Green No. 8, D&C Blue No. 4, D&C Orange No. 4, D&C Orange No. 5, D&C Orange No. 10, D&C Orange No. 11, D&C Brown No. 1, aluminum powder, annatto, bismuth citrate, bismuth oxychloride, bronze powder, caramel, carmine, beta-carotene, chromium hydroxide green, chromium oxide green, copper chlorophyllin, copper powder, dihydroxyacetone, ferric ammonium ferrocyanide, ferric ferrocyanide, guanine, iron oxide, manganese violet, mica, silver, titanium dioxide, ultramarine, zinc oxide, silicone dioxide, and mixtures thereof.Even more preferably, the personal care compositions of the present invention are color cosmetic formulations and further comprise a color component, wherein the color component comprises at least one iron oxide. Most preferably, the personal care compositions of the present invention are color cosmetic formulations and further comprise a color component, wherein the color component comprises a mixture of iron oxides.

[0056] Preferably, the personal care composition of the present invention is a suncare formulation and further comprises a suncare active. More preferably, the personal care composition of the present invention is a suncare formulation and further comprises a suncare active, wherein the suncare active is an ultraviolet light absorber. Even more preferably, the personal care composition of the present invention is a color cosmetic formulation and further comprises a sun care active, wherein the sun care active is a physical screener (e.g., red petrolatum, titanium dioxide, zinc oxide) and a chemical absorber (e.g., 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione (INCI: butylmethoxydibenzoylmethane), 2-hydroxy-4-methoxybenzophenone (INCI: benzophenone-3), dioxybenzone, surizobenzone, menthyl anthranilate, para-aminobenzoic acid, amyl para-dimethylaminobenzoate, octyl para-dimethylaminobenzoate, ethyl 4-bis(hydroxypropyl)para-aminobenzoate, polyethylene glycol para-aminobenzoate (PEG-25), ethyl 4-bis(hydroxypropyl)aminobenzoate, diethanolamine para-methoxycinnamate, 2-ethoxy para-methoxycinnamate, Ethyl, ethylhexyl para-methoxycinnamate, octyl para-methoxycinnamate, isoamyl para-methoxycinnamate, 2-ethylhexyl-2-cyano-3,3-diphenyl-acrylate, 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate (INCI: Octocrylene), 2-ethylhexyl-2-hydroxybenzoate (INCI: Ethylhexyl salicylate), homomenthyl salicylate, glyceryl aminobenzoate, salicylic acid The ultraviolet absorber is selected from the group consisting of triethanolamine licylate, digalloyl trioleate, lawsone containing dihydroxyacetone, 2-phenylbenzimidazole-5-sulfonic acid, 4-methylbenzimidazole camphor, avobenzone, triazine, benzotriazole, vinyl group-containing amide, cinnamic acid amide, sulfonated benzimidazole, and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate (INCI: homosalate).Even more preferably, the personal care composition of the present invention is a suncare formulation and further comprises a suncare active, wherein the suncare active is an ultraviolet light absorber, comprising a mixture of ultraviolet light absorbers. Most preferably, the personal care composition of the present invention is a suncare formulation and further comprises a suncare active, wherein the suncare active is an ultraviolet light absorber, comprising a mixture of ultraviolet light absorbers comprising at least one of titanium dioxide, zinc oxide, 1-(4-methoxyphenol)-3-(4-tert-butylphenyl)propane-1,3-dione, 2-ethylhexyl-2-hydroxybenzoate, 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, 2-hydroxy-4-methoxybenzophenone, and 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate.

[0057] Preferably, the personal care composition of the present invention is an aqueous moisturizing formulation, the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises a salt (preferably, the viscosity of the composition is not reduced as a result of the incorporation of the salt). More preferably, the personal care composition of the present invention is an aqueous moisturizing formulation, the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises a salt, the salt being selected from the group consisting of sodium chloride, calcium chloride, magnesium chloride, and mixtures thereof (preferably, the viscosity of the composition is not reduced as a result of the incorporation of the salt). Even more preferably, the personal care composition of the present invention is an aqueous moisturizing formulation, wherein the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and wherein the personal care composition further comprises at least 0.5 wt. % (preferably, 1-10 wt. %, more preferably, 1.5-8 wt. %, even more preferably, 3-7 wt. %, and most preferably, 4-6 wt. %) of a salt, based on the weight of the personal care composition, wherein the salt is selected from the group consisting of sodium chloride, magnesium chloride, and mixtures thereof (preferably, the viscosity of the composition is not reduced as a result of the incorporation of the salt). Most preferably, the personal care compositions of the present invention are aqueous moisturizing formulations, wherein the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises at least 0.5 wt. % (preferably, 1-10 wt. %, more preferably, 1.5-8 wt. %, even more preferably, 3-7 wt. %, and most preferably, 4-6 wt. %) of a salt, based on the weight of the personal care composition, wherein the salt is selected from the group consisting of sodium chloride, magnesium chloride, and mixtures thereof (preferably, the viscosity of the composition is not reduced as a result of the incorporation of the salt).

[0058] Preferably, the personal care composition of the present invention is an aqueous hair styling formulation, the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises at least one of a chelating agent, an emollient, and a preservative. More preferably, the personal care composition of the present invention is an aqueous hair styling formulation, the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises a chelating agent, an emollient, and a preservative. Most preferably, the personal care composition of the present invention is an aqueous hair styling formulation, the cosmetically acceptable carrier comprises water (preferably, the cosmetically acceptable carrier is water), and the personal care composition further comprises 0.001 to 1 wt. % of a chelating agent, based on the weight of the personal care composition, 0.1 to 20 wt. % of an emollient, based on the weight of the personal care composition, and 0.05 to 10 wt. % of a preservative, based on the weight of the personal care composition.

[0059] Preferably, the personal care compositions of the present invention optionally further comprise a chelating agent. More preferably, the personal care compositions of the present invention further comprise 0.001 to 1 wt. % (preferably, 0.03 to 0.25 wt. %) of a chelating agent based on the weight of the personal care composition. Even more preferably, the personal care compositions of the present invention further comprise 0.001 to 1 wt. % (preferably, 0.03 to 0.25 wt. %) of a chelating agent based on the weight of the personal care composition, the chelating agent being selected from the group consisting of disodium ethylenediaminetetraacetic acid (EDTA), tetrasodium EDTA, citric acid, lactic acid, and mixtures thereof. Most preferably, the personal care compositions of the present invention further comprise 0.001 to 1 wt. % (preferably, 0.03 to 0.25 wt. %) of a chelating agent based on the weight of the personal care composition, the chelating agent comprising disodium EDTA.

[0060] Preferably, the personal care compositions of the present invention optionally further comprise an antimicrobial / antiseptic. More preferably, the personal care compositions of the present invention further comprise 0.05 to 10 wt. % (preferably, 0.075 to 1 wt. %, more preferably, 0.08 to 0.5 wt. %) of an antimicrobial / antiseptic, based on the weight of the personal care composition, wherein the antimicrobial / antiseptic is selected from the group consisting of phenoxyethanol, benzoic acid, benzyl alcohol, sodium benzoate, DMDM ​​hydantoin, 2-ethylhexylglyceryl ether, isothiazolinones (e.g., methylchloroisothiazolinone, methylisothiazolinone), and mixtures thereof. Most preferably, the personal care compositions of the present invention further comprise 0.05 to 10 wt. % (preferably, 0.075 to 1 wt. %, more preferably, 0.08 to 0.5 wt. %) of an antimicrobial / antiseptic, based on the weight of the personal care composition, wherein the antimicrobial / antiseptic is a mixture of phenoxyethanol and an isothiazolinone (more preferably, the antimicrobial / antiseptic is a mixture of phenoxyethanol and methylisothiazolinone).

[0061] Preferably, the method of treating mammalian skin, hair, or nails of the present invention comprises providing a personal care composition of the present invention and applying the personal care composition to the mammalian skin, hair, or nails.

[0062] Preferably, the method of treating mammalian skin, hair, or nails of the present invention is a method of treating human skin comprising providing a personal care composition of the present invention and applying the personal care composition to human skin.

[0063] Preferably, the method of treating mammalian skin, hair, or nails of the present invention is a method of treating human hair, comprising providing a personal care composition of the present invention and applying the personal care composition to the human hair.

[0064] Preferably, the method of treating mammalian skin, hair, or nails of the present invention is a method of treating human nails, comprising providing a personal care composition of the present invention and applying the personal care composition to the human nails.

[0065] Some embodiments of the present invention will now be described in detail in the following examples.

[0066] Example S1: Synthesis of aminoethyl-modified hydroxyethyl cellulose A 2000 ml, four-neck, round-bottom flask was equipped with a rubber ceramic cap, a stirring paddle and motor, a nitrogen inlet, an immersion thermocouple connected to a J-KEM controller, and a Friedrich condenser bubbler. The flask was charged with 134.64 g of CELLOSIZE™ HEC AM-103 (available from The Dow Chemical Company) (F203G6U418, containing 120.01 g of HEC, 0.48 moles with mineral oil), 48.76 g (0.42 moles) of 2-chloroethylamine hydrochloride, and a diluent composition of 672.5 g of isopropyl alcohol and 76.2 g of water. The mixture was purged with nitrogen for 1 hour while stirring.

[0067] After 1 hour of nitrogen purging, 32.82 g (0.41 moles) of 50% aqueous sodium hydroxide was added dropwise to the mixture under nitrogen with stirring over 1 minute, and the mixture was allowed to stir under nitrogen for an additional 5 minutes. The slurry was then heated to 80°C with a heating mantle using a J-KEM controller and held at that temperature for 4 hours with stirring under nitrogen.

[0068] The slurry was then cooled to room temperature, and 3.0 g of glacial acetic acid was added. The polymer was recovered by vacuum filtration through a metal fritted Buchner funnel, and washed in the Buchner funnel: once with a mixture of 1200 g acetone and 400 g distilled water, three times with a mixture of 1200 g acetone and 320 g distilled water, once with a mixture of 1200 g acetone and 160 g distilled water, and twice with 1200 g pure acetone. The polymer was recovered by vacuum filtration, air-dried briefly, and then dried overnight in vacuo at 50°C.

[0069] The polymer was manually crushed using a mortar and pestle and sieved through a #30 US standard sieve. The polymer was recovered as an off-white solid (140.52 g) with a volatile content of 1.89%, an ash content of 6.06% (as sodium chloride), and a Kjeldahl nitrogen value of 1.98%, corresponding to a CS of 0.42. The polymer was rheologically analyzed on a TA Instruments DHR-3 rheometer at 25.0 °C and 6.3 s. -1 The solution viscosity of a 2.0% aqueous solution (corrected for volatiles and ash) measured at a shear rate of 1000 kJ / s was found to be 476 mPa-s.

[0070] The resulting cationic HEC (160.4 g, 0.565 mol, 1 equivalent, amine DS = 0.42) was suspended in 600 g of an 80 / 20 (by weight) isopropyl alcohol / water mixture in a 1000 ml three-neck flask equipped with a reflux condenser and a nitrogen inlet. The reaction mixture was flushed with nitrogen for 1 hour, and then 18.4 g of a 50 wt% aqueous solution of sodium hydroxide was added in one portion. The solution mixture was heated to 70°C for 4 hours, and then the reaction mixture was allowed to cool and stirred overnight.

[0071] The solution was filtered on a Buchner funnel with Whatman® #44 filter paper. The solid was removed and then returned to the three-neck flask and further stirred with an 80 / 20 isopropyl alcohol / water mixture for 4 hours. The solid was then filtered again on a Buchner funnel with Whatman® #44 filter paper. The solid was rinsed with 600 ml of an 80 / 20 isopropyl alcohol / water mixture, 600 ml of a 90 / 10 isopropyl alcohol / water mixture, and then 600 ml of pure isopropyl alcohol. The solid was then dried overnight in a vacuum oven at 50°C.

[0072] Example S2: Synthesis of silicon-modified hydroxyethyl cellulose In a 1-liter, three-neck flask, 100 g of neutralized aminoethyl-modified HEC prepared according to Example S1 having an amine-DS (degree of substitution) of 0.42 was added along with 500 g of a 90 / 10 (by weight) 2-propanol / HO mixture. Siloxane MD 10 D1 * M (100 g) was added to the flask contents all at once. [ka] The contents of the flask were then heated to 80°C for 15 hours. The resulting solid was then filtered on a Buchner funnel with Whatman® #44 filter paper. The recovered solid was rinsed with 350 mL of acetone, 350 mL of toluene, 350 mL of an 80 / 20 2-propanol / H2O mixture, 350 mL of a 90 / 10 2-propanol / H2O mixture, 350 mL of 2-propanol, 350 mL of toluene, and finally 2 x 350 mL of acetone. The product material was dried in a vacuum oven at 50°C for 8 hours and then passed through a fine mesh filter. Particles too large to pass through the filter were crushed with a mortar and pestle. An off-white powder (101.7 g) of product was obtained. The product was analyzed by XRF, revealing a Si content of 1.28 wt%.

[0073] Example S3: Synthesis of silicon-modified hydroxyethyl cellulose In a 1 liter, 3-neck flask, 58.1 g of neutralized aminoethyl-modified HEC with an amine-DS (degree of substitution) of 0.368, but prepared in a manner similar to Example S1, was added along with 300 g of a 90 / 10 (by weight) 2-propanol / HO mixture. Siloxane MD1 * M (61.7 g) was added to the flask contents in one portion. [ka] The flask contents were then heated to 70°C for 3.75 hours. The resulting solid was filtered on a Buchner funnel with Whatman® #44 filter paper. The recovered solid was returned to the 1-liter flask, and 4.47 g of glacial acetic acid was added. The mixture was stirred for 15 minutes. The solid was filtered again on a Buchner funnel with Whatman® #44 filter paper. The solid was rinsed with 500 mL of acetone, 500 mL of toluene, 500 mL of an 80 / 20 2-propanol / H2O mixture, 500 mL of a 90 / 10 2-propanol / H2O mixture, 500 mL of 2-propanol, 500 mL of toluene, and finally 2 x 500 mL of acetone. The product solid was dried in a vacuum oven at 50°C for 8 hours. An off-white powder product was obtained. The product was analyzed by XRF, revealing a Si content of 1.18 wt%. [Table 1]

[0074] Rheological analysis The rheology of a 1.0 wt % solution of the product from Example S3 in deionized water was studied using a TA Instruments DHR-3 rheometer equipped with an aluminum cup and bob. The rheological response was measured by a flow curve at 25.0°C, a frequency sweep at 25.0°C (fixed torque at 11 mN-m), a stress sweep at 25.0°C (fixed frequency at 0.5 Hz), and a thermal sweep from 25.0°C to 100.0°C (fixed torque at 10 mN-m and frequency at 0.5 Hz). The resulting frequency sweep indicated a highly elastic fluid that showed little change over the tested frequency range. Most cellulose ethers (including hmHEC) exhibit a gradual increase in storage and loss moduli with increasing angular frequency. In this case, the silicon-modified hydroxyethyl cellulose of Example S3 showed little change in either the loss or storage modulus. The lack of a significant increase in storage modulus with increasing frequency indicates that the elastic response was more uniform (no change with frequency), which was confirmed by the phase angle.

[0075] Water contact angle measurement Separate 1.5 wt. % aqueous solutions were prepared with unmodified HEC (AM-103), the product prepared according to Example S2, and the product prepared according to Example S3. Films were separately drawn down with each of the solutions onto Mylar film using a 6-mil bar film applicator. The films were allowed to dry overnight at room temperature. Each of the solutions resulted in a clear / transparent film. Contact angle data were then obtained for each of the films using a Kruss DSA100 instrument. Six drops of water were placed separately on each film and measured at times 0 and 200 seconds. The resulting data are reported as the mean and standard deviation in Table 2. Due to its hydrophilicity, the film prepared with unmodified HEC (AM-103) had a low water contact angle, dropping 50% after 200 seconds. Introducing hydrophobic siloxane chains into the HEC backbone with a Si-substitution degree (DS) of 0.04 resulted in a significant increase in the observed water contact angle. Films prepared using either the product from Example S2 or Example S3 exhibited a much higher initial water contact angle than unmodified HEC, and a four-fold increase in water contact angle after 200 seconds. Such hydrophobicity is desirable in many personal care compositions (e.g., extended wear cosmetics, sunscreens, hair styling formulations) where film formation that maintains the mechanical integrity of the film upon prolonged contact with water is desirable. [Table 2]

[0076] Comparative Examples CF1-CF2 and Example F1: Hair Gel Formulations Hair styling gels were prepared in each of Comparative Examples CF1-CF2 and Example F1 according to the formulations provided in Table 3. The Phase A ingredients were first mixed at room temperature with overhead stirring until homogeneous. In a separate container, the Phase B ingredients were first mixed and heated to 70°C under stirring until clear. The Phase B solution was then allowed to cool to room temperature. The Phase B solution was then slowly added to the Phase A ingredients under high shear until a clear, homogeneous solution was obtained. The pH of the combined mixture was adjusted to 6-7 with citric acid (Phase C). Finally, the preservative (Phase D) was added to the combined mixture under high stirring to provide the product hair gel formulation. [Table 3]

[0077] Hair treatment performance test Unless otherwise specified, the following hair treatment experiments were conducted using 8-inch long, unbleached, dark brown hair tresses (4 g) purchased from International Hair Importers & Products, Inc. Each tress was first rinsed with tap water for 30 seconds, washed with 9 wt% sodium lauryl sulfate (SLS, 0.2 g per gram of hair) for 30 seconds, and rinsed with tap water for 1 minute before treatment with one of the hair gel formulations prepared according to Comparative Examples CF1-CF2 and Example F1.

[0078] Each tress was treated by applying a hair gel formulation (0.4 g per gram of hair) described in Tables 4-6 to the hair tress and massaging thoroughly into the hair fiber for 2 minutes until an even coating was achieved across the tress. The tress was wrapped around 5 / 8-inch curlers with a concentric coil configuration. The hair coil was then secured to the curler with bobby pins. The curled tresses were dried overnight in a room with controlled temperature (25°C) and relative humidity (50%). The completely dried hair coil was gently removed from the curler immediately prior to subsequent application testing.

[0079] Curl compression test Curl compression tests were performed using a Dia-Stron UV1000 control unit. Individual hair curls were clamped in a holder. A 25% curl compression displacement was applied to the hair curl at a rate of 200 mm / min, and the compression force was recorded by a transducer as a function of curl displacement. Five replicates were performed on each hair curl. For each hair gel formulation, tests were performed on two hair curls. The average peak compression force for the treated hair curls is provided in Table 4. [Table 4]

[0080] Moisture resistance test The as-prepared hair curls were hung on a rack and placed in a humidity oven with a relative humidity of 90% and a temperature of 25°C. The curl length was measured at different time intervals starting from t=0. Tests were performed in triplicate for each hair gel formulation. Percent curl retention was calculated using the following formula:

number

[0081] Durability Test As prepared, hair curls were clamped in a shaker holder in a controlled humidity (50%) and temperature (25°C) room. A given vertical shaking amplitude and frequency (50 Hz) was applied to the tress using a Bodine Electric FPM controller. Curl length was measured initially and after 4 hours of shaking. Percent curl retention after 4 hours of shaking was calculated using the following formula:

number

[0082] Thickening test The water-thickening efficiency of the silicone-modified hydroxyethyl cellulose prepared according to Example S2 was compared to several commercially available benchmarks. Specifically, the Brookfield viscosity at 30 rpm of a 1.5 wt. % solution of each thickener in deionized water was measured using a TA Instruments DHR-3 rheometer equipped with an aluminum cup and bob. The results are presented in Table 7. Note that the silicone-modified hydroxyethyl cellulose prepared according to Example S2 delivered a viscosity of 7,500 cP, twice that of commercially available Siligel. This rheological enhancement is believed to be at least partially due to silicone hydrophobe association in the aqueous phase. While the thickening efficiency of the silicone-modified hydroxyethyl cellulose prepared according to Example S2 was lower than that provided by commercially available acrylate rheology modifiers (i.e., Carbopol 980, Aculyn™ 28, Aristoflex AVC, and Sepimax Zen), it is believed that further thickening can be provided by selecting a higher molecular weight hydroxyethyl cellulose backbone polymer. [Table 7]

[0083] Formulation Transparency Formulation transparency is desirable for a variety of personal care compositions. A 1.5 wt % solution of silicon-modified hydroxyethyl cellulose in deionized water prepared according to Example S2 was observed to be a clear, colorless solution.

[0084] Salt tolerance Salt tolerance is desirable for various personal care compositions. Rheology modifiers often lose their formulation thickening ability in the presence of salt. To evaluate the salt tolerance of the silicon-modified hydroxyethyl cellulose prepared according to Example S2, a 1.5 wt% solution in deionized water was prepared. The resulting solution was divided into three samples. Sodium chloride was added to two of the samples to concentrations of 1 wt% and 5 wt%. The Brookfield viscosity of the three samples was then measured at 30 rpm using a TA Instruments DHR-3 rheometer equipped with an aluminum cup and bob. The results are provided in Table 8. [Table 8]

Claims

1. a cosmetically acceptable carrier; A silicon glycan having the formula (I): 【Chemistry 1】 wherein each A comprises an independently selected sugar moiety, each sugar moiety A is a component of hydroxyethyl cellulose and collectively form hydroxyethyl cellulose, each W is an independently selected beta-amino alcohol moiety, each Y comprises an independently selected organosilicon moiety, each R is independently selected from a substituted or unsubstituted hydrocarbyl group, an ether moiety, an amine moiety, and H, and each R １ are independently selected from substituted or unsubstituted hydrocarbyl groups and H; each Z is an independently selected ether moiety; each subscript o is independently 0 or 1; subscripts x and y are each independently ≧0 to <1; and subscript z is selected from >0 to 1, with the proviso that x+y+z=1; and the moieties represented by subscripts x, y, and z can be in a randomized or blocked configuration in said silicon glycan; (i) each R １ But H or C １～４ (ii) the subscript o is 1 in each moiety designated by the subscript y; (iii) the subscript o is 1 in each moiety designated by the subscript z; or (iv) in each moiety where the subscript o is 1, said ether moiety Z is of the formula -(C ｔ H ２ｔ O) ｕ -, wherein subscript t is independently 2 to 4 in each moiety designated by subscript u, and subscript u is 1 to 50; or (v) each R is selected from the group consisting of H, C, １～１８ (vi) a silicon glycan, which is a hydrocarbyl group, a polyoxyalkylene group, or a tertiary amino group, or any combination of (i) to (v); Absorbents, Acids, Aesthetic Conditioners, Anti-Aging Agents, Anti-Dandruff Agents, Anti-Frizz Agents, Antibacterial / Anti-Septic Agents, Antioxidants, Antiperspirant or Deodorant Actives, Antistatic Agents, Bioactive Agents, Bleaching Agents or Colorants, Chelating Agents, Cleansing Surfactants, Conditioning Agents, Colorants, Color Ingredients, Consistency Factors, Deodorants, Emulsifiers, Emollients, Fats, Fillers, Foaming Agents, Fragrances, Hair Oils, Hair Treatment Actives, Hair Wavers / Straighteners, Hair Styling Agents, Hard Particles, Humectants, Lecithin, Light Management Powders or Particles, Moisturizers and at least one personal care active selected from the group consisting of lubricants, humectants, natural ingredients, oils, opacifiers, pearlescent agents, penetrants, pH adjusters, phospholipids, pigments, plant extracts, polymers, preservatives, proteins / amino acids, rheology modifiers, salts, sensory modifiers, silicone oils, skin care actives, skin cooling agents, skin protectants, slip agents, soaps, soft particles, stabilizers, sun care actives, sunscreen additives, superfatting agents, surfactants, thickeners, vitamins, waterproofing agents, and waxes.

2. Each beta-amino alcohol moiety W independently represents a group represented by formula (i)-(iv): 【Chemistry 2】 10. The personal care composition of claim 1, wherein each organosilicon moiety Y is independently selected from a silyl moiety and an organopolysiloxane.

3. At least one organosilicon moiety Y is the silyl moiety, and the silyl moiety has the formula: 【Transformation 3】 (In the formula, D １ is a divalent linking group, and each R ２ are independently selected from substituted or unsubstituted hydrocarbyl groups, siloxy groups, silyl groups, H, and alkylene oxide groups.

4. At least one organosilicon moiety Y is said organopolysiloxane, said organopolysiloxane having the following formula: [R ３ ３ SiO １／２ ] ｂ [R ３ ２ SiO ２／２ ] ｃ [R ３ SiO ３／２ ] ｄ [SiO ４／２ ] e (In the formula, each R ３ are independently selected from substituted or unsubstituted hydrocarbyl groups and siloxy groups, provided that at least one R ３ is a silicon-bonded divalent linking group, and the subscripts b, c, d, and e are each at mole fractions such that b+c+d+e=1, with the proviso that b+c+d>0.

5. 10. The personal care composition of claim 1, wherein the personal care composition is a skin care formulation further comprising at least one of a sun care active and a color component.

6. 10. The personal care composition of claim 1, wherein the personal care composition is a hair care formulation further comprising at least one of a chelating agent, an emollient, and a preservative.

7. 1. A method of treating mammalian skin, nails, or hair, comprising: Providing a personal care composition according to claim 1; applying the personal care composition to at least one of the skin, nails, or hair of a mammal.

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