GB2453952A - Personal care composition containing siloxane based polyamid elastomers - Google Patents

Abstract

A composition comprising a siloxane-based polyamide crosslinked elastomer, a non-polyamide functional silicone crosslinked elastomer, a personal or health care active and a silicone or organic oil, the organic oil chosen from hydrocarbons as isoparaffins e.g. isohexadecan or esters. The compositions can be used for silicone in water/water in silicone emulsions or dispersion.

Description

PERSONAL CARE COMPOSITIONS CONTAININGSILOXANE BASED POLYAMIDE

ELASTOMERS

[0001] This invention relates to compositions of a siIoxanebased polyamide elastomer and combinations of the siloxane-based polyamide elastomer and a non-polyamide functional silicone elastomer. The compositions provide personal care compositions having longer lasting sensory performance, improved compatibilities and better film forming properties.

[0002] Silicone elastomers using different types of cross linker have been used extensively in personal care applications mainly for their unique silky and powdery sensory profile. Most of these elastomers can gel silicones fluids as well as low polarity organic solvents such as isododecane. Representative examples of such silicone elastomers are taught in US Patent Nos. 5,880,210, and US 5,760,116. However, many of these silicone elastomers have limited compatibilities with materials, certain actives and pigments and therefore are often difficult to incorporate in a wide range of personal care compositions. Also the sensory benefits obtained with the silicone elastomer can be limited within time.

[0003] To improve compatibilities of silicone elastomers with various personal care ingredients, alkyls, polyether, amines or other organofunctional groups have been grafted onto the silicone elastomer backbone. Representative of such organofunctional silicone elastomers are taught in US 5,811,487, US 5,880,210, US 6,200,581, US 5,236,986, US 6,331,604 US 6,262,170, US 6,531,540, and US 6,365,670. However, incorporation of such organofunctional groups can often have a negative impact on the sensory profile. In particular, the resulting compositions can have a loose powdery feel. Thus, there is a need to provide a silicone elastomer with a long lasting unique sensory silky powdery, natural skin feel with improved compatibility, ease of formulation into a broad range of personal care applications and especially those containing pigments or sunscreens.

[0004] This invention relates to Personal Care compositions containing siloxane-based polyamide elastomers. More specifically the invention is directed to the use of new siloxane-based polyamide elastomers as described in patent US 6,838,541 in Personal Care compositions for improved, longer lasting sensory performance, improved compatibilities and better film forming properties.

[0005] The present invention further relates to compositions comprising; A) a siloxane-based polyamide elastomer, B) an optional non-polyamide functional silicone elastomer, C) a silicone or organic oil, and D) a personal or health care active.

Other components, known in the art for the formulation of personal care products may also be added accordingly.

[0006] The compositions of the present invention provide longer lasting sensory performance, improved compatibilities and better film forming properties than the previous siloxane based polyamide elastomers.

A) THE SILOXANE-BASED POLYAMIDE ELASTOMER [0007] As used herein, "a siloxane-based polyamide elastomer" encompasses any organopolysiloxane having at least one amide functional group in its molecule and is considered elastomeric, that is having rubber-like properties or rubbery characteristics.

Organopolysiloxanes are well known in the art and are often designated as comprising any number of "M" siloxy units (R3SiO05), "D" siloxy units (R2SiO), "T" siloxy units (RSiO1), or "Q" siloxy units (Si02) where R can independently be any monovalent organic group, but commonly R is a hydrocarbon group, and most commonly R is methyl. In the present invention, the siloxane based polyamide elastomer is an organopolysiloxane comprising any number of M, D, T, or Q siloxy units, providing at least one siloxy unit in the molecule contains an amide function organic group and the organopolysiloxane is elastomeric.

[0008] In one embodiment of the present invention, the siloxane based polyamide elastomer is prepared by reacting (i) an organic amide with (ii) a hydride functional polyorganosiloxane, optionally in the presence of (iii) a solvent, and (iv) a hydrosilylation catalyst, to form the siloxane-based polyamide elastomer, as described in US 6,838,541 which is herein incorporated by reference.

[0009] The hydride functional polyorganosiloxane (HFPOS) which can be used in the process of the present invention is a HFPOS conforming generally to a polymer or copolymer having a formula corresponding to one of Formulas I-IV shown below; Ri rH 1 Ri Ri-Sp-O---f-Si--O+--Sj-R1 Formula I Ri LR1] Ri F) Ri rH Ri 1R1 Ri -Si-O-J-Si-O Si-O---I---Si--R1 Formula II Ri LR1 Ri]R1 n m Ri TH 1 Ri Formula Ill Ri LR1 J Ri n Ri rH Ri lRl H-Si-O-1-Si-O Si-O-+-Si-H Formula IV Ri LR1 Ri]Ri fl m [00101 In these formulas, Ri represents (i) an alkyl group containing 1-20 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, octyl, dodecyl, and octadecyl; (ii) an aryl group such as phenyl, xenyl, i.e., diphenyl, napthyl, and anthracyl; (iii) an alkaryl, i.e., alkylaryl group such as tolyl and xylyl; (iv) an aralkyl, i.e., arylalkyl group such as benzyl, i.e., phenylmethyl, phenylethyl, i.e., phenethyl, and 2-phenylpropyl; and (v) n and m each have a value of 1-1,000. The HFPOS in Formulas I-lV contains at least one pendant hydrogen. 1 0

[0011] Some representative examples of suitable olefinic acids which can be used include undecylenic acid H2C=CH(CH2)8COOH, acrylic acid H2C=CHCOOH, 3-butenoic acid (vinylacetic acid) H2C=CHCH2CQOH, 4-pentenoic acid H2C=CHCH2CH2COOH, and other olefinic acids with carbon chains of varying length.

[0012] Some representative examples of suitable organic amines which can be used include linear alkyl diamines such as hexamethylene diamine, ethylene diamine, mixtures of such linear alkyl diamines, as well as other amines such as decamethylene diamine.

[0013] Since one step of the process of the present invention, as illustrated schematically below, involves a reaction scenario in which an olefinic acid is reacted with an organic diamine to produce the organic diamide, the particular organic diamide will necessarily depend upon the particular olefinic acid and organic diamine which are employed.

OH NH, _________ + H,N Olefinic Acid Organic Diamine 2 H 0

N

N 8 H

1 0 Organic Diamide In this regard, it should be noted that some level of saturated or non-vinyl terminated olefinic acid may be needed to limit the crosslink-density, in accordance with US Patent Publication 20030105260 Al, entitled Methods for Making Silicone-Organic Copolymers.

[0014] The organic amide is then in turn reacted with the hydride-functional polyorganosiloxane in the presence of a hydrosilylation catalyst to form siloxane-based polyamide elastomers.

[0015] As noted above, a catalyzed hydrosilylation reaction is employed according to this invention, and so the process requires a catalyst to effect the reaction between the hydride functional polyorganosiloxane and the material containing unsaturation, i.e., the organic diamide in the case of the present invention. Suitable catalysts are Group VIII transition metals, i.e., the noble metals. Such noble metal catalysts are described in US Patent 3,923,705. One preferred platinum catalyst is Karstedt's catalyst, which is described in Karstedt's US Patents 3,715,334 and 3,814,730. Karstedt's catalyst is a platinum divinyl tetramethyl disiloxane complex typically containing one weight percent of platinum in a solvent such as toluene.

Another preferred platinum catalyst is a reaction product of chloroplatinic acid and an organosilicon compound containing terminal aliphatic unsaturation, as described in US Patent

S

3,419,593. Most preferred as the catalyst is a neutralized complex of platinous chloride and divinyl tetramethyl disiloxane, for example as described in US Patent 5,175,325.

[00161 The noble metal catalyst can be used in an amount of from 0.00001-0.5 parts per 100 S weight parts of the hydride functional polyorganosiloxane. Typically, the catalyst should be used in an amount sufficient to provide 5-15 parts per million (ppm) Pt metal per total composition.

[0017] The process to prepare the siloxane based polyamide elastomers may be Jo conducted in the presence of an optional solvent. While the use of a solvent is beneficial in many cases, the use of one or more solvents is not absolutely required. For example, in typical state of the art siloxane-based polyamide systems, toluene and xylene have been generally used, but possess the disadvantage in that they require removal by an added stripping process when the siloxane-based polyamides are intended for applications where odour, health, and/or environmental regulations are a concern. In such instances, no solvent or the use of compositions such as decamethylcyclopentasiloxane and phenyl tris (trimethylsiloxy) silane are generally considered solutions. Similarly, polypropylene glycol ethers of linear alcohols such as myristyl alcohol, may also be used. Typical of these glycol ethers are compositions such as PPG-3 myristyl ether and PPG-4 myristyl ether, 2() [0018] US Patents 5,811,487 (September 22, 1998) and 5,889,108 (March 30, 1999) contain extensive lists of appropriate solvents which can be used, among which are for example, (i) volatile polydimethylsiloxanes such as hexamethyldisiloxane, octamethyltrisiloxane, and decamethylcyclopentasiloxane, (ii) nonvolatile polydimethylsiloxanes having a viscosity generally in the range of 5-1,000 centistoke (mm2/s) [0019] Organic oils may be included in the solvent such as natural oils derived from animal, vegetable, or mineral sources are also suitable. Most preferred are modern cosmetic oils known to be safe for cosmetic purposes such as almond oil, apricot kernel oil, avocado oil, cacao butter (theobroma oil), carrot seed oil, castor oil, citrus seed oil, coconut oil, corn oil, cottonseed oil, cucumber oil, egg oil, jojoba oil, lanolin oil, linseed oil, mineral oil, mink oil, olive oil, palm kernel oil, peach kernel oil, peanut oil, rapeseed oil, safflower oil, sesame oil, shark liver oil, soybean oil, sunflower seed oil, sweet almond oil, tallow (beef) oil, tallow (mutton) oil, turtle oil, vegetable oil, whale oil, and wheat germ oil.

[0020] Solvents considered in the art as being non-aqueous polar solvents may be used, although compositions containing such solvents intended for personal care applications, should be limited to only non-aqueous polar solvents generally recognized as being cosmetically acceptable. Some representative examples of cosmetically acceptable non-aqueous polar solvents which may be used are monohydroxy alcohols such as ethyl alcohol and isopropyl alcohol; diols and triols such as propylene glycol, 1,2-hexanediol CH3(CH2)3CH(OH)CH2OH, and glycerol; glycerol esters such as glyceryl triacetate (triacetin), glyceryl tripropionate (tripropionin), and glyceryl tributyrate (tributyrin); and polyglycols such as polyethylene glycol. In applications other than personal care, however, these and other non-aqueous polar solvents can be employed.

[0021] When solvents are omitted, siloxane-based polyam ides of high molecular weight with a nearly clear appearance and low colour can be made, when there is sufficient mixing during polymerization. Solventless as used herein is intended to cover instances wherein (i) minor amounts of residual solvent are introduced as part of the catalyst preparation, as well as to (ii) instances wherein no additional solvent is present.

[0022] Carrying out of the process is simply a matter of combining the hydride functional polyorganosiloxane(s), the material containing unsaturation, i.e., the organic amide, and the catalyst; and mixing these ingredients. The reaction temperature can vary over a wide range, and the optimum temperature is dependent upon the concentration of the catalyst and the nature of the reactants. Ordinarily, it is best to keep the reaction temperature below 300°C. Best results with most reactants can be obtained by initiating the reaction at 80°C to 180°C, and maintaining the reaction within reasonable limits of this range.

[0023] Typically, the process is carried out using approximately a 1:1 molar ratio of the hydride functionality within the polyorganosiloxane and the material containing unsaturation.

It is expected that useful materials may also be prepared by carrying out the process with an excess of either the hydride functional polyorganosiloxane or the material containing unsaturation, but this would be considered a less efficient use of the materials. When the process includes the use of a solvent(s), the solvent is present in an amount of 1-85 percent by weight, based on the total weight of the composition. As previously noted, however, the solvent(s) component of the process is optional, and so it can be omitted, if desired.

B) THE NON-POLYAMIDE FUNCTIONAL SILICONE ELASTOMER [0024] Component B) of the present invention is a non-polyamide functional silicone elastomer. It is similar in all respects to component A), as described above, with the exception of not including any amide functionality in its molecule. Component B may be any silicone elastomers, formed by any crosslinking techniques of organopolysiloxanes known in the art. Representative crosslinking techniques used to prepare such silicone elastomers include crosslinking reactions from metal catalyzed hydrosilylations of SiH siloxanes and vinyl functional siloxanes or hydrocarbons, condensation of silanol functional siloxanes, free radical initiated reactions, or siloxane resins structures. The silicone elastomer may also contain various hydrocarbon groups, such as long chain alkyls, aryls, or alkylaryl groups, and may also contain organofunctional groups within its molecule such as ethers, alcohols, amines, mercapto, or quaternary ammonium salts.

[0025] Component B) may be a crosslinked elastomeric silicone polyether such as those described in detail in the common assignee's US Patent 5,811,487, incorporated herein by reference. Generally, such crosslinked elastomeric silicone polyethers are prepared by reacting an Si-H containing polysiloxane (A) and a mono-alkenyl polyether (B) in the presence of a platinum catalyst, until an ESi-H containing siloxane with polyether groups (C) is formed. The Si-H containing siloxane with polyether groups (C) is then reacted with an unsaturated hydrocarbon (D) such as an alpha, omega-diene, in the presence of a solvent (E) and a platinum catalyst, until a silicone elastomer is formed by crosslinking and addition of =SiH across double bonds in the alpha, omega-diene (D).

[0026] Component B) may also be a crosslinked elastomeric silicone containing alkyl groups having 3-40 carbon atoms such as those described in detail in the common assignee's US Patent 5,880,210, incorporated herein by reference. Generally, such crosslinked elastomeric silicories containing alkyl groups having 3-40 carbon atoms are prepared by reacting an ESI-H containing polysiloxane (A), an alpha-olefin (B), and an alpha, omega-diene (C). The reaction is conducted in the presence of a platinum catalyst, and in the presence of a low molecular weight silicone oil or other solvent (D). The reaction is carried out by grafting long chain alkyl groups from the alpha-olefin (B) onto the Si-H containing polysiloxane (A), and then crosslinking and addition of Si-H in the grafted Si-H containing polysiloxane across double bonds in the alpha, omega-diene (C).

[0027] Component B) may also be a crosslinked elastomeric silicone containing both alkyl and polyether groups such as those described in detail in the common assignee's US Patent 5,889,108, incorporated herein by reference. Such silicone elastomers can made by combining in a single reaction an ESi-H containing siloxane, a mono-alkenyl polyether, an alpha, omega-diene, and a low molecular weight siloxane fluid.

[00281 Representative, non-limiting, examples of commercial products that are suitable for selection as component B) include; DC 9010, DC 9011, DC 9040, DC 9050, and DC 9070 (Dow Corning Corporation, Midland, Ml), Velvesil 125, Velvesil DM, SFE 818, 839 (GE Silicones), KSG 15, KSG 16, KSG 17 (Shin-Etsu chemicals).

[0029] The compositions of the present invention comprising can be prepared by simply combining and mixing components A) and B) in ratios of each varying from 1:99 to 99:1, alternatively, from 25:75 to 75:25, or alternatively, from 45:55 to 55:45. Components A) and B) can be combined neat, or alternatively in a solvent or oil (as described below as component C). Components A) and B) can be further combined with a variety of other ingredients, as also described below.

C) SILICONE OR ORGANIC OIL COMPONENT [0030] Component C) is a silicone or organic oil. The silicone can be any organopolysiloxane having the general formula RSiO(4)/? in which i has an average value of one to three and R is a monovalent organic group. The organopolysiloxane can be cyclic, linear, branched, and mixtures thereof.

[0031] In one embodiment, component C) is a volatile methyl siloxane (VMS) which includes low molecular weight linear and cyclic volatile methyl siloxanes. Volatile methyl siloxanes conforming to the CTFA definition of cyclomethicones are considered to be within the definition of low molecular weight siloxane.

[0032] Linear VMS have the formula (CH3)3SiO{(CH3)25i0}fSi(CH3)3. The value of f is 0- 7. Cyclic VMS have the formula {(CH3)2SiO}g. The value of g is 3-6. Preferably, these volatile methyl siloxanes have a molecular weight of less than 1,000; a boiling point less than 250 °C; and a viscosity of 0.65 to 5.0 centistoke (mm2/s), generally not greater than 5.0 centistoke (mm2/s).

[0033] Representative linear volatile methyl siloxanes are hexamethyldisiloxane (MM) with a boiling point of 100 °C, viscosity of 0.65 mm2ls, and formula Me3SiOSiMe3; octamethyltrisiloxane (MDM) with a boiling point of 152 00, viscosity of 1.04 mm2/s, and formula Me3SiOMe2SiOSiMe3; decamethyltetrasiloxane (MD2M) with a boiling point of 194 °C, viscosity of 1.53 mm2/s, and formula Me3SiO(Me2SiO)2SiMe3; dodecamethylpentasiloxane (MD3M) with a boiling point of 229 00, viscosity of 2.06 mm2/s, JO and formula Me3SiO(Me2SiO)3SiMe3; tetradecamethylhexasiloxane (MD4M) with a boiling point of 245 00, viscosity of 2.63 mm2/s, and formula Me3SiO(Me2SiO)4SiMe3; and hexadecamethylheptasiloxane (MD5M) with a boiling point of 270 00 viscosity of 3.24 mm2/s, and formula Me3SiO(Me2SiO)5SiMe3.

[0034] Representative cyclic volatile methyl siloxanes are hexamethylcyclotrisiloxane (D3), a solid with a boiling point of 134 00 a molecular weight of 223, and formula {(Me2)SiO}3; octamethylcyclotetrasiloxane (D4) with a boiling point of 176 00 viscosity of 2.3 mm2/s, a molecular weight of 297, and formula {(Me2)SiO}4; decamethylcyclopentasiloxane (D5) with a boiling point of 210 °C, viscosity of 3.87 mm2/s, a molecular weight of 371, and formula {(Me2)SiO}5; and dodecamethylcyclohexasiloxane (D6) with a boiling point of 245 °C, viscosity of 6.62 mm2/s, a molecular weight of 445, and formula {(Me2)SiO}6.

[0035] The silicone selected as component C) can be any polydiorganosiloxane fluid, gum, or mixtures thereof. If the polyorganosiloxane has a molecular weight equal to or greater than 1000, it can be blended with the volatile methyl siloxanes described above. The polydiorganosiloxane gums suitable for the present invention are essentially composed of dimethylsiloxane units with the other units being represented by monomethylsiloxane, trimethylsiloxane, methylvinylsiloxane, methylethylsiloxane, d iethylsiloxane, methylphenylsiloxane, diphenylsiloxane, ethylphenylsiloxane, vinylethylsiloxane, phenylvinylsiloxane, 3,3,3-trifluoropropylmethylsiloxane, dimethyiphenylsiloxane, methylphenylvinylsiloxane, d imethylethylsiloxane, 3,3,3-trifluoropropyldimethylsiloxane, mono-3,3,3-trifluoropropylsiloxane, aminoalkylsiloxane, monophenylsiloxane, monovinylsiloxane and the like.

[00361 When component C) is an organic oil, it may be selected from any organic oil S known in the art suitable for use in the preparation of personal, household, or healthcare formulations. Suitable organic oils include, but are not limited to, natural oils such as coconut oil; hydrocarbons such as mineral oil and hydrogenated polyisobutene; fatty alcohols such as octyldodecanol; esters such as C12 -C15 alkyl benzoate; diesters such as propylene dipelarganate; and triesters, such as glyceryl trioctanoate. The organic oil components can also be mixture of low viscosity and high viscosity oils. Suitable low viscosity oils have a viscosity of 5 to 100 mPas at 25°C, and are generally esters having the structure RCO-OR' wherein RCO represents the carboxylic acid radical and wherein OR' is an alcohol residue. Examples of these low viscosity oils include isotridecyl isononanoate, PEG-4 diheptanoate, isostearyl neopentanoate, tridecyl neopentanoate, cetyl octanoate, cetyl palmitate, cetyl ricinoleate, cetyl stearate, cetyl myristate, coco-dicaprylate/caprate, decyl isostearate, isodecyl oleate, isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl myristate, octododecanol, or mixtures of octyldodecanol, acetylated lanolin alcohol, cetyl acetate, isododecanol, polyglyceryl-3-diisostearate, or mixtures thereof. The high viscosity surface oils generally have a viscosity of 200-1,000,000 mPas at 25°C, alternatively a viscosity of 100,000-250,000 mPas.

Surface oils include castor oil, lanolin and lanolin derivatives, triisocetyl citrate, sorbitan sesquioleate, Cl 0-18 triglycerides, caprylic/capric/triglycerides, coconut oil, corn oil, cottonseed oil, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, glyceryl trioctanoate, hydrogenated castor oil, linseed oil, mink oil, olive oil, palm oil, illipe butter, rapeseed oil, soybean oil, sunflower seed oil, tallow, tricaprin, trihydroxystearin, triisostearin, trilaurin, trilinolein, trimyristin, triolein, tripalmitin, tristearin, walnut oil, wheat germ oil, cholesterol, or mixtures thereof. Mention may be made, among the optional other non-silicone fatty substances, of mineral oils, such as liquid paraffin or liquid petroleum, of animal oils, such as perhydrosqualene oil, or alternatively of vegetable oils, such as sweet almond, calophyllum, palm, castor, avocado, jojoba, olive or cereal germ oil. It is also possible to use esters of lanolic acid, of oleic acid, of lauric acid, of stearic acid or of myristic acid, for example; alcohols, such as oleyl alcohol, linoleyl or linolenyl alcohol, isostearyl alcohol or octyldodecanol; or acetyiglycerides, octanoates, decanoates or ricinoleates of alcohols or of polyalcohols. It is alternatively possible to use hydrogenated oils which are solid at 25°C, such as hydrogenated castor, palm or coconut oils, or hydrogenated tallow; mono-, di-, tn-or sucroglycerides; lanolins; or fatty esters which are solid at 25°C.

[0037] The organic oil may also be a volatile organic solvent. Suitable as a volatile organic solvent component are various C8 -C20 isoparaffins such as C12 isoparaffin made by The Permethyl Corporation having the tradename Permethyl� 99A, or a C12 isoparaffin (isododecane). Various C16 isoparaffins commercially available, such as isohexadecane are also suitable. Other suitable volatile solvents are various fluoro containing materials such as Ethyl Perfluoroisobutyt Ether (and) Ethyl Perfluorobutyl Ether (3M Cosmetic fluid CF-76) and Cosmetic Fluid CF-61: Methyl Perfluoroisobutyl Ether (and) Methyl Perfluorobutyl Ether (3M Cosmetic Fluid CF-61).

0) PERSONAL OR HEALTHCARE ACTIVE COMPONENT [0038] Component D) is a personal care or healthcare active. As used herein, a "personal care active" means any compound or mixtures of compounds that are known in the art as additives in the personal care formulations that are typically added for the purpose of treating hair or skin to provide a cosmetic and/or aesthetic benefit. A "healthcare active" means any compound or mixtures of compounds that are known in the art to provide a pharmaceutical or medical benefit. Thus, "healthcare active" include materials consider as an active ingredient or active drug ingredient as generally used and defined by the United States Department of Health & Human Services Food and Drug Administration, contained in Title 21, Chapter I, of the Code of Federal Regulations, Parts 200-299 and Parts 300-499. Thus, active ingredient can include any component that is intended to furnish pharmacological activity or other direct effect in the diagnosis, cure, mitigation, treatment, or prevention of disease, or to affect the structure or any function of the body of a human or other animals.

The phrase can include those components that may undergo chemical change in the manufacture of drug products and be present in drug products in a modified form intended to furnish the specified activity or effect.

[0039] Some representative examples of active ingredients include; drugs, vitamins, minerals; hormones; topical antimicrobial agents such as antibiotic active ingredients, antifungal active ingredients for the treatment of athlete's foot, jock itch, or ringworm, and acne active ingredients; astringent active ingredients; deodorant active ingredients; wart remover active ingredients; corn and callus remover active ingredients; pediculicide active ingredients for the treatment of head, pubic (crab), and body lice; active ingredients for the control of dandruff, seborrheic dermatitis, or psoriasis; and sunburn prevention and treatment agents.

[0040] Useful active ingredients for use in processes according to the invention include both fat or oil-soluble vitamins as well as water-soluble vitamins. Oil-soluble vitamins useful herein include, but are not limited to, Vitamin A1, RETINOL, C2-C18 esters of RETINOL, vitamin E, TOCOPHEROL, esters of vitamin E, and mixtures thereof. RETINOL includes trans-RETINOL, 1, 3-cis-RETINOL, 11 -cis-RETINOL, 9-cis-RETINOL, and 3,4-didehydro-RETINOL.

[0041] RETINOL, it should be noted, is an International Nomenclature Cosmetic Ingredient Name (INCI) designated by The Cosmetic, Toiletry, and Fragrance Association (CTFA), Washington DC, for vitamin A. Other suitable vitamins and the INCI names for the vitamins considered included herein are RETINYL ACETATE, RETINYL PALMITATE, RETINYL PROPIONATE, a-TOCOPHEROL, TOCOPHERSOLAN, TOCOPHERYL ACETATE, TOCOPHERYL LINOLEATE, TOCOPHERYL NICOTINATE, and TOCOPHERYL SUCCINATE.

[0042] Water-soluble vitamins useful herein include, but are not limited to, Vitamin C, Vitamin B1, Vitamin B2, Vitamin B6, Vitamin B12, niacin, folic acid, biotin, and pantothenic acid. Other suitable water-soluble vitamins and the INCI names for the vitamins considered included herein are ASCORBYL DIPALMITATE, ASCORBYL METHYLSILANOL PECTINATE, ASCORBYL PALMITATE, and ASCORBYL STEARATE.

[0043] Some examples of commercially available products suitable for use herein are Vitamin A Acetate and Vitamin C, both products of Fluka Chemie AG, Buchs, Switzerland; COVI-OX T-50, a vitamin E product of Henkel Corporation, La Grange, Illinois; COVI-OX T- 70, another vitamin E product of Henkel Corporation, La Grange, Illinois; and vitamin E Acetate, a product of Roche Vitamins & Fine Chemicals, Nutley, New Jersey.

[0044] The active ingredient used in processes according to the invention can be a water-soluble or an oil-soluble active drug ingredient. Representative examples of some suitable water-soluble active drug ingredients which can be used are hydrocortisone, ketoprofen, timolol, pilocarpine, adriamycin, mitomycin C, morphine, hydromorphone, diltiazem, theophylline, doxorubicin, daunorubicin, heparin, penicillin G, carbenicillin, cephalothin, cefoxitin, cefotaxime, 5-fluorouracil, cytarabine, 6-azauridine, 6-thioguanine, vinblastine, vincristine, bleomycin sulfate, aurothioglucose, suramin, and mebendazole.

[0045] Representative examples of some suitable oil-soluble active drug ingredients which can be used are clonidine, scopolamine, propranolol, phenylpropanolamine hydrochloride, ouabain, atropine, haloperidol, isosorbide, nitroglycerin, ibuprofen, ubiquinones, indomethacin, prostaglandins, naproxen, salbutamol, guanabenz, labetalol, pheniramine, metrifonate, and steroids.

[0046] Considered to be included herein as active drug ingredients for purposes of the present invention are antiacne agents such as benzoyl peroxide and tretinoin; antibacterial agents such as chlorohexadiene gluconate; antifungal agents such as miconazole nitrate; anti-inflammatory agents; corticosteroidal drugs; non-steroidal anti-inflammatory agents such as diclofenac; antipsoriasis agents such as clobetasol propionate; anaesthetic agents such as lidocaine; antipruritic agents; antidermatitis agents; and agents generally considered barrier films.

[0047] The active component D) of the present invention can be a protein, such as an enzyme. Enzymes include, but are not limited to, commercially available types, improved types, recombinant types, wild types, variants not found in nature, and mixtures thereof. For example, suitable enzymes include hydrolases, cutinases, oxidases, transferases, reductases, hemicellulases, esterases, isomerases, pectinases, lactases, peroxidases, laccases, catalases, and mixtures thereof. Hydrolases include, but are not limited to, proteases (bacterial, fungal, acid, neutral or alkaline), amylases (alpha or beta), lipases, mannanases, cellulases, collagenases and mixtures thereof.

[0048] Component D) may also be a sunscreen agent. The sunscreen agent can be selected from any sunscreen agent known in the art to protect skin from the harmful effects of exposure to sunlight. The sunscreen can be an organic compound, an inorganic compound, or mixtures thereof. Thus, representative non limiting examples that can be used as the sunscreen agent include; Aminobenzoic Acid, Cinoxate, Diethanolamine Methoxycinnamate, Digalloyl Trioleate, Dioxybenzone, Ethyl 4-[bis(Hydroxypropyl)] Aminobenzoate, Glyceryl Aminobenzoate, Homosalate, Lawsone with Dihydroxyacetone, Menthyl Anthranilate, Octocrylene, Octyl Methoxycinnamate, Octyl Salicylate, Oxybenzone, Padimate 0, Phenylbenzimidazole Sulfonic Acid, Red Petrolatum, Sulisobenzone, Titanium Dioxide, and Trolamine Salicylate.

[0049] The organic sunscreen compound is typically chosen from an organic compound that absorbs ultraviolet (UV) light. Some examples of UV light absorbing compounds are Acetaminosalol, Allatoin PABA, Benzalphthalide, Benzophenone, Benzophenone 1-12, 3-Benzylidene Camphor, Benzylidenecamphor Hydrolyzed Collagen Sulfonamide, Benzylidene Camphor Sulfonic Acid, Benzyl Salicylate, Bornelone, Bumetriozole, Butyl Methoxydibenzoylmethane, Butyl PABA, Ceria/Silica, Ceria/Silica Talc, Cinoxate, DEA-Methoxycin namate, Dibenzoxazol Naphthalene, Di-t-Butyl Hydroxybenzyl idene Camphor, Digalloyl Trioleate, Diisopropyl Methyl Cinnamate, Dimethyl PABA Ethyl Cetearyldimonium Tosylate, Dioctyl Butamido Triazone, Diphenyl Carbomethoxy Acetoxy Naphthopyran, Disodium Bisethylphenyl Tiamminotriazine Stilbenedisulfonate, Disodium Distyrylbiphenyl Triaminotriazine Stilbenedisulfonate, Disodium Distyrylbiphenyl Disulfonate, Drometrizole, Drometrizole Trisiloxane, Ethyl Dihydroxypropyl PABA, Ethyl Diisopropylcinnamate, Ethyl Methoxycinnamate, Ethyl PABA, Ethyl Urocanate, Etrocrylene Ferulic Acid, Glyceryl Octanoate Dimethoxycinnamate, Glyceryl PABA, Glycol Salicylate, Homosalate, Isoamyl p-Methoxycinnamate, lsopropylbenzyl Salicylate, Isopropyl Dibenzolylmethane, lsopropyl Methoxycinnamate, Menthyl Anthranilate, Menthyl Salicylate, 4-Methylbenzylidene, Camphor, Octocrylene, Octrizole, Octyl Dimethyl PABA, Octyl Methoxycinnamate, Octyl Salicylate, Octyl Triazone, PABA, PEG-25 PABA, Pentyl Dimethyl PABA, Phenylbenzimidazole Sulfonic Acid, Polyacrylamidomethyl Benzylidene Camphor, Potassium Methoxycinnamate, Potassium Phenylbenzimidazole Sulfonate, Red Petrolatum, Sodium Phenylbenzimidazole Sulfonate, Sodium Urocanate, TEA-Phenylbenzimidazole Sulfonate, TEA-Salicylate, Terephthalylidene Dicamphor Sulfonic Acid, Titanium Dioxide, TriPABA Panthenol, Urocanic Acid, and VA/Crotonates/Methacryloxybenzophenone..1 Copolymer.

[00501 Alternatively, the sunscreen agent is a cinnamate based organic compound, or alternatively, the sunscreen agent is octyl methoxycinnamate, such as Uvinul� MC 80 an ester of para-methoxycinnamic acid and 2-ethylhexanol.

[0051] Component D) may also be a fragrance or perfume. The perfume can be any perfume or fragrance active ingredient commonly used in the perfume industry. These compositions typically belong to a variety of chemical classes, as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitrites, terpenic hydrocarbons, heterocyclic nitrogen or sulphur containing compounds, as well as essential oils of natural or synthetic origin. Many of these perfume ingredients are described in detail in standard textbook references such as Perfume and Flavour Chemicals, 1969, S. Arctander, Montclair, New Jersey.

[0052] Fragrances may be exemplified by, but not limited to, perfume ketones and perfume aldehydes. Illustrative of the perfume ketones are buccoxime; iso jasmone; methyl beta naphthyl ketone; musk indanone; tonalid/musk plus; Aipha-Damascone, Beta-Damascone, Delta-Damascone, Iso-Damascone, Damascenone, Damarose, Methyl-Dihydrojasmonate, Menthone, Carvone, Camphor, Fenchone, Alpha-lonone, Beta-lonone, Gamma-Methyl so-called lonone, Fleuramone, Dihydrojasmone, Cis-Jasmone, lso-E-Super, Methyl-Cedrenyl- ketone or Methyl-Cedrylone, Acetophenone, Methyl-Acetophenone, Para-Methoxy- Acetophenone, Methyl-Beta-Naphtyl-Ketone, Benzyl-Acetone, Benzophenone, Para-Hydroxy-Phenyl-Butanone, Celery Ketone or Livescone, 6-lsopropyldecahyd ro-2-naphtone, Dimethyl-Octenone, Freskomenthe, 4-( 1 -Ethoxyvinyl)-3,3,5,5,-tetramethylCyclohexanone Methyl-Heptenone, 2-(2-(4-Methyl-3-cyclohexen-1 -yl)propyl)-cyclopentanone, 1 -(p-Menthen-6(2)-yl)-1 -propanone, 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone, 2-Acetyl-3,3-Dimethyl-Norbomane, 6,7-Dihydro-1,1,2,3,3-Pentamethyl-4(5H)-lndanone 4-Damascol, Dulcinyl or Cassione, Gelsone, Hexalon, Isocyclemone E, Methyl Cyclocitrone, Methyl-Lavender-Ketone, Orivon, Para-tertiary-Butyl-Cyclohexanone, Verdone, Delphone, M uscone, Neobutenone, Plicatone, Veloutone, 2,4,4,7-Tetramethyl-oct-6-en-3-one, and Tetrameran.

[0053] More preferably, the perfume ketones are selected for its odour character from Alpha Damascone, Delta Damascone, Iso Damascone, Carvone, Gamma-Methyl-lonone, lso-E-Super, 2,4,4,7-Tetramethyl-oct-6-en-3-one, Benzyl Acetone, Beta Damascone, Damascenone, methyl dihydrojasmonate, methyl cedrylone, and mixtures thereof.

[0054] Preferably, the perfume aldehyde is selected for its odour character from adoxal; anisic aldehyde; cymal; ethyl vanillin; florhydral; helional; heliotropin; hydroxycitronellal; koavone; lauric aldehyde; lyral; methyl nonyl acetaldehyde; P. T. bucinal; phenyl acetaldehyde; undecylenic aldehyde; vanillin; 2,6,1O-trimethyl-9-undecenal, 3-dodecen-1-al, alpha-n-amyl cm namic aldehyde, 4-methoxybenzaldehyde, benzaldehyde, 3-(4-tert butylphenyl)-propanal, 2-methyl-3-(para-methoxyphenyl propanal, 2-methyl-4-(2,6,6- trimethyl-2( 1)-cyclohexen-1 -yl) butanal, 3-phenyl-2-propenal, cis-/trans-3,7-dimethyl-2,6- octadien-1 -al, 3,7-dimethyl-6-octen-1 -al, [(3,7-dimethyl-6-octenyl)oxy] acetaldehyde, 4- isopropylbenzyaldehyde, 1,2,3,4,5,6,7,8-octahydro-8,8-dimethyl-2-naphthaldehyde, 2,4-dimethyl-3-cyclohexen-1 -carboxaldehyde, 2-methyl-3-(isopropylphenyl)propanal, 1 -decanal; decyl aldehyde, 2,6-dimethyl-5-heptenal, 4-(tricyclo[5.2.1.O(2,6)]-decylidene-8)-butanal, octahyd ro-4,7-methano-1 H-indenecarboxaldehyde, 3-ethoxy-4-hydroxy benzaldehyde, para-ethyl-alpha, aipha-dimethyl hydrocinnamaldehyde, alpha-methyl-3,4-(methylenedioxy)-hydrocinnamaldehyde, 3,4-methylenedioxybenzaldehyde, alpha-n-hexyl cinnamic aldehyde, m-cymene-7-carboxaldehyde, alpha-methyl phenyl acetaldehyde, 7-hydroxy-3,7-dimethyl octanal, Undecenal, 2,4,6-trimethyl-3-cyclohexene- 1 -carboxaldehyde, 4-(3)(4-methyl-3- pentenyl)-3-cyclohexen-carboxaldehyde, 1 -dodecanal, 2,4-dimethyl cyclohexene-3- carboxaldehyde, 4-(4-hydroxy-4-methyl pentyl)-3-cylohexene-1 -carboxaldehyde, 7-methoxy-3,7-dimethyloctan-1-al, 2-methyl undecanal, 2-methyl decanal, 1-nonanal, 1-octanal, 2,6,10- trimethyl-5,9-undecadienal, 2-methyl-3-(4-tertbutyl)propanal, dihydrocinnamic aldehyde, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbox aldehyde, 5 or 6 methoxyl 0 hexahydro-4,7-methanoindan-1 or 2-carboxaldehyde, 3,7-dimethyloctan-1-al, 1 -undecanal, 1 0-undecen-1 -al, 4-hydroxy-3-methoxy benzaldehyde, 1 -methyl-3-(4-methylpentyl)-3-cyclhexenecarboxaldehyde, 7-hydroxy-3,7-dimethyl-octanal, trans-4-decenal, 2,6- nonadienal, paratolylacetaldehyde; 4-methylphenylacetaldehyde, 2-methyl-4-(2,6,6- trimethyl-1 -cyclohexen-1 -yl)-2-butena I, ortho-methoxycinnamic aldehyde, 3,5,6-trimethyl-3-cyclohexene carboxaldehyde, 3,7-dimethyl-2-methylene-6-octenal, phenoxyacetaldehyde, 5,9-dimethyl-4,8-decadienal, peony aldehyde (6,10-dimethyl-3-oxa-5,9-undecadien-1-aI), hexahydro-4,7-methanoindan-1 -carboxaldehyde, 2-methyl octanal, alpha-methyl-4-( 1-methyl ethyl) benzene acetaldehyde, 6,6-dimethyl-2-norpinene-2-propionaldehyde, para methyl phenoxy acetaldehyde, 2-methyl-3-phenyl-2-propen-1 -al, 3,5,5-trimethyl hexanal, Hexahydro-8,8-dimethyl-2-naphthaldehyde, 3-propyl-bicyclo[2.2. 1]-hept-5-ene-2-carbaldehyde, 9-decenal, 3-methyl-5-phenyl-1 -pentanal, methylnonyl acetaldehyde, hexanal, trans-2-hexenal, 1 -p-menthene-q-carboxaldehyde and mixtures thereof.

[0055] More preferred aldehydes are selected for their odour character from 1-decanal, benzaldehyde, florhydral, 2,4-dimethyl-3-cyclohexen-1 -carboxaldehyde; cis/trans-3,7- dimethyl-2,6-octadien-1 -al; heliotropin; 2,4,6-trimethyl-3-cyclohexene-1 -carboxaldehyde; 2,6-nonadienal; alpha-n-amyl cinnamic aldehyde, alpha-n-hexyl cinnamic aldehyde, P.T.

Bucinal, lyral, cymal, methyl nonyl acetaldehyde, hexanal, trans-2-hexenal, and mixture thereof.

[0056] In the above list of perfume ingredients, some are commercial names conventionally known to one skilled in the art, and also includes isomers. Such isomers are also suitable for use in the present invention.

[0057] The amount of components A), B), C), and D) can vary, but typically range as follows; A) 0.5 to 50 wt%, alternatively 1 to 25 wt %, or alternatively 2 to 15 wt%, B) 0 to 50 wt%, alternatively 1 to 25 wt %, or alternatively 2 to 15 wt%, C) 0.10 to 50 wt %, alternatively 1 to 20 wt %, or alternatively 2 to 10 wt%, D) 0.05 to 20 wt%, alternatively 0.1 to 10 wt %, or alternatively 0.1 to 5 wt%, and sufficient amount of water to provide the sum of the wt% of A), B), and C) and water content to equal 100%.

E) ADDITIONAL OPTIONAL COMPONENTS [0058] Composition according to the invention may also contain a number of optional ingredients. In particular, these optional components are selected from those known in the state of the art to be ingredient in personal care formulations. Illustrative, non-limiting examples include; surfactants, solvents, powders, colouring agents, thickeners, waxes, stabilizing agents, pH regulators, and silicones.

[0059] Thickening agent may be added to provide a convenient viscosity. For example, viscosities within the range of 500 to 25,000 mm2/s at 25°C or more alternatively in the range of 3,000 to 7,000 mm2/s are usually suitable. Suitable thickening agents are exemplified by sodium alginate, gum arabic, polyoxyethylene, guar gum, hydroxypropyl guar gum, ethoxylated alcohols, such as laureth-4 or polyethylene glycol 400, cellulose derivatives exemplified by methylcellulose, methylhydroxypropylcellu lose, hydroxypropylcellulose, polypropylhyd roxyethylcellulose, starch, and starch derivatives exemplified by hydroxyethylamylose and starch amylose, locust bean gum, electrolytes exemplified by sodium chloride and ammonium chloride, and saccharides such as fructose and glucose, and derivatives of saccharides such as PEG-i 20 methyl glucose diolate or mixtures of 2 or more of these. Alternatively the thickening agent is selected from cellulose derivatives, saccharide derivatives, and electrolytes, or from a combination of two or more of the above thickening agents exemplified by a combination of a cellulose derivative and any electrolyte, and a starch derivative and any electrolyte. The thickening agent, where used is present in the shampoo compositions of this invention in an amount sufficient to provide a viscosity in the final shampoo composition of from 500 to 25,000 mm2/s. Alternatively the thickening agent is present in an amount from about 0. 05 to 10 wt% and alternatively 0.05 to wt% based on the total weight of the composition.

[0060] Stabilizing agents can be used in the water phase of the compositions. Suitable water phase stabilizing agents can include alone or in combination one or more electrolytes, polyols, alcohols such as ethyl alcohol, and hydrocolloids. Typical electrolytes are alkali metal salts and alkaline earth salts, especially the chloride, borate, citrate, and sulfate salts of sodium, potassium, calcium and magnesium, as well as aluminium chlorohydrate, and polyelectrolytes, especially hyaluronic acid and sodium hyaluronate. When the stabilizing agent is, or includes, an electrolyte, it amounts to about 0.1 to 5 wt % and more alternatively 0.5 to 3 wt % of the total composition. The hydrocolloids include gums, such as Xantham gum or Veegum and thickening agents, such as carboxymethyl cellulose. Polyols, such as glycerine, glycols, and sorbitols can also be used. Alternative polyols are glycerine, propylene glycol, sorbitol and butylene glycol. If a large amount of a polyol is used, one need not add the electrolyte. However, it is typical to use a combination of an electrolyte, a polyol and an hydrocolloid to stabilize the water phase, e.g. magnesium sulfate, butylene glycol and Xantham gum.

[0061] Other additives can include powders and pigments especially when the composition according to the invention is intended to be used for make-up. The powder component of the invention can be generally defined as dry, particulate matter having a particle size of 0.02-50 microns. The particulate matter may be coloured or non-coloured (for example white). Suitable powders include but not limited to bismuth oxychloride, titanated mica, fumed silica, spherical silica beads, polymethylmethacrylate beads, , boron nitride, aluminium silicate, aluminium starch octenylsuccinate, bentonite, kaolin, magnesium aluminium silicate, silica, talc, mica, titanium dioxide, kaolin, nylon, silk powder. The above mentioned powders may be surface treated to render the particles hydrophobic in nature.

The powder component also comprises various organic and inorganic pigments. The organic pigments are generally various aromatic types including azo, indigoid, triphenylmethane, anthraquinone, and xanthine dyes which are designated as D&C and FD&C blues, browns, greens, oranges, reds, yellows, etc. Inorganic pigments generally consist of insoluble metallic salts of certified colour additives, referred to as the Lakes or iron oxides. A pulverulent colouring agent, such as carbon black, chromium or iron oxides, ultramarines, manganese pyrophosphate, iron blue, and titanium dioxide, pearlescent agents, generally used as a mixture with coloured pigments, or some organic dyes, generally used as a mixture with coloured pigments and commonly used in the cosmetics industry, can be added to the composition. In general, these colouring agents can be present in an amount by weight from 0 to 20% with respect to the weight of the final composition.

[0062] Pulverulent inorganic or organic fillers can also be added, generally in an amount by weight from 0 to 40% with respect to the weight of the final composition. These pulverulent fillers can be chosen from talc, micas, kaolin, zinc or titanium oxides, calcium or magnesium carbonates, silica, spherical titanium dioxide, glass or ceramic beads, metal soaps derived from carboxylic acids having 8-22 carbon atoms, non-expanded synthetic polymer powders, expanded powders and powders from natural organic compounds, such as cereal starches, which may or may not be crosslinked, copolymer microspheres such as EXPANCEL (Nobel lndustrie), polytrap and silicone resin microbeads (TOSPEARL from Toshiba, for example).

[0063] The waxes or wax-like materials useful in the composition according of the invention have generally have a melting point range of 35 tol2O°C at atmospheric pressure.

Waxes in this category include synthetic wax, ceresin, paraffin, ozokerite, beeswax, carnauba, microcrystalline, lanolin, lanolin derivatives, candelilla, cocoa butter, shellac wax, spermaceti, bran wax, capok wax, sugar cane wax, montan wax, whale wax, bayberry wax, or mixtures thereof. Mention may be made, among the waxes capable of being used as non-silicone fatty substances, of animal waxes, such as beeswax; vegetable waxes, such as carnauba, candelilla wax; mineral waxes, for example paraffin or lignite wax or microcrystalline waxes or ozokerites; synthetic waxes, including polyethylene waxes, and waxes obtained by the Fischer-Tropsch synthesis. Mention may be made, among the silicone waxes, of polymethylsiloxane alkyls, alkoxys and/or esters.

[0064] Such optional components include other silicones (including any already described above), organofunctional siloxanes, alkylmethylsiloxanes, siloxane resins and silicone gums.

[0065] Alkylmethylsiloxanes may be included in the present compositions. These siloxane polymers generally will have the formula Me3SiO[Me2SiO]y[MeRSiO]zSiMe3, in which R is a hydrocarbon group containing 6-30 carbon atoms, Me represents methyl, and the degree of polymerization (DP), i.e., the sum of y and z is 3-50. Both the volatile and liquid species of alkymethysiloxanes can be used in the composition.

[0066] Silicone gums may be included in the present compositions. Polydiorganosiloxane gums are known in the art and are available commercially. They consist of generally insoluble polydiorganosiloxanes having a viscosity in excess of 1,000,000 centistoke (mm2/s) at 25 °C., alternatively greater than 5,000,000 centistoke (mm2/s) at 25 °C. These silicone gums are typically sold as compositions already dispersed in a suitable solvent to Jo facilitate their handling. Ultra-high viscosity silicones can also be included as optional ingredients. These ultra-high viscosity silicones typically have a kinematic viscosity greater than 5 million centistoke (mm2/s) at 25 °C, to about 20 million centistoke (mm2/s) at 25 °C.

Compositions of this type in the form of suspensions are most preferred, and are described for example in US Patent 6.013,682 (January 11, 2000).

[0067] Silicone resins may be included in the present compositions. These resin compositions are generally highly crosslinked polymeric siloxanes. Crosslinking is obtained by incorporating trifunctional and/or tetrafunctional silanes with the monofunctional silane and/or difunctional silane monomers used during manufacture. The degree of crosslinking required to obtain a suitable silicone resin will vary according to the specifics of the silane monomer units incorporated during manufacture of the silicone resin. In general, any silicone having a sufficient level of trifunctional and tetrafunctional siloxane monomer units, and hence possessing sufficient levels of crosslinking to dry down to a rigid or a hard film can be considered to be suitable for use as the silicone resin. Commercially available silicone resins suitable for applications herein are generally supplied in an unhardened form in low viscosity volatile or nonvolatile silicone fluids. The silicone resins should be incorporated into compositions of the invention in their non-hardened forms rather than as hardened resinous structures.

[0068] Silicone carbinol Fluids may be included in the present compositions. These materials are described in WO 03/101412 A2, and can be commonly described as substituted hydrocarbyl functional siloxane fluids or resins.

[0069] Water soluble or water dispersible silicone polyether compositions may be included in the present compositions: These are also known as polyalkylene oxide silicone copolymers, silicone poly (oxyalkylene) copolymers, silicone glycol copolymers, or silicone surfactants. These can be linear rake or graft type materials, or ABA type where the B is the siloxane polymer block, and the A is the poly(oxyalkylene) group. The poly(oxyalkylene) group can consist of polyethylene oxide, polypropylene oxide, or mixed polyethylene oxide/polypropylene oxide groups. Other oxides, such as butylene oxide or phenylene oxide are also possible.

[0070] Compositions according to the invention can be used in w/o, w/s, or multiple phase emulsions using silicone emulsifiers. Typically the water-in-silicone emulsifier in such formulation is non-ionic and is selected from polyoxyalkylene-substituted silicones, silicone alkanolamides, silicone esters and silicone glycosides. Suitable silicone-based surfactants are well known in the art, and have been described for example in US 4,122,029 (Gee et al.), US 5,387,417 (Rentsch), and US 5,811,487 (Schulz et al).

[0071J When the composition according to the invention is an oil-in-water emulsion, it will include common ingredients generally used for preparing emulsions such as but not limited to non ionic surfactants well known in the art to prepare o/w emulsions Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenol ethers, polyoxyethylene lauryl ethers, polyoxyethylene sorbitan monoleates, polyoxyethylene alkyl esters, polyoxyethylene sorbitan alkyl esters, polyethylene glycol, polypropylene glycol, diethylene glycol, ethoxylated trimethylnonanols, and polyoxyalkylene glycol modified polysiloxane surfactants.

[0072] The composition according to the invention can also be under the form of aerosols in combination with propellant gases, such as carbon dioxide, nitrogen, nitrous oxide, volatile hydrocarbons such as butane, isobutane, or propane and chlorinated or fluorinated hydrocarbons such as dichlorodifluoromethane and dichiorotetrafluoroethane or dimethylether.

[0073] The compositions according to this present invention can be used in a variety of personal, household, and healthcare applications. In particular, the compositions of the present invention may be used: as thickening agents, as taught in US Patent Nos. 6,051,216, 5,919,441, 5,981,680; to structure oils, as disclosed in WO 2004/060271 and WO 2004/060101; in sunscreen compositions as taught in WO 2004/060276; as structuring agents in cosmetic compositions also containing film-forming resins, as disclosed in WO 03/105801; in the cosmetic compositions as taught in US Patent Application Publications 2003/0235553, 2003/0072730, 2003/0170188, EP 1,266,647, EP 1,266,648, EP1,266,653, WO 03/1 05789, WO 2004/000247 and WO 03/1 06614; as structuring agents as taught in WO 2004/054523; in long wearing cosmetic compositions as taught in US Patent Application Publication 2004/0180032; in transparent or translucent care and/or make up compositions as discussed in WO 2004/054524; all of which are incorporated herein by reference.

[0074] Silicone polyamide based elastomers can also be used in anti-perspirant and deodorant compositions under but not limited to the form of sticks, soft solid, roll on, aerosol, and pumpsprays. Some examples of antiperspirant agents and deodorant agents are Aluminium Chloride, Aluminium Zirconium Tetrachlorohydrex GLY, Aluminium Zirconium Tetrachiorohydrex PEG, Aluminium Chlorohydrex, Aluminium Zirconium Tetrachiorohydrex PG, Aluminium Chlorohydrex PEG, Aluminium Zirconium Trichlorohydrate, Aluminium Chiorohydrex PG, Aluminium Zirconium Trichlorohydrex GLY, Hexachlorophene,, Benzalkonium Chloride, , Aluminium Sesquichlorohydrate, Sodium Bicarbonate, Aluminium Sesquichlorohydrex PEG, ,Chlorophyllin-Copper Complex, Triclosan, Aluminium Zirconium Octachlorohydrate, and Zinc Ricinoleate.

[0075] The personal care compositions of this invention may be in the form of a cream, a gel, a powder, a paste, or a freely pourable liquid. Generally, such compositions can generally be prepared at room temperature if no solid materials at room temperature are presents in the compositions, using simple propeller mixers, Brookfield counter-rotating mixers, or homogenizing mixers. No special equipment or processing conditions are typically required. Depending on the type of form made, the method of preparation will be different, but such methods are well known in the art.

(0076] The compositions according to this invention can be used by the standard methods, such as applying them to the human body, e.g. skin or hair, using applicators, brushes, applying by hand, pouring them and/or possibly rubbing or massaging the composition onto or into the body. Removal methods, for example for colour cosmetics are also well known standard methods, including washing, wiping, peeling and the like. For use on the skin, the compositions according to the present invention may be used in a conventional manner for example for conditioning the skin. An effective amount of the composition for the purpose is applied to the skin. Such effective amounts generally range from about 1mg/cm2 to about 3 mg/cm2. Application to the skin typically includes working the composition into the skin.

This method for applying to the skin comprises the steps of contacting the skin with the composition in an effective amount and then rubbing the composition into the skin. These steps can be repeated as many times as desired to achieve the desired benefit.

[00771 The use of the compositions according to the invention on hair may use a conventional manner for conditioning hair. An effective amount of the composition for conditioning hair is applied to the hair. Such effective amounts generally range from about lg to about 50g, preferably from about 1 g to about 20g. Application to the hair typically includes working the composition through the hair such that most or all of the hair is contacted with the composition. This method for conditioning the hair comprises the steps of applying an effective amount of the hair care composition to the hair, and then working the composition through the hair. These steps can be repeated as many times as desired to achieve the desired conditioning benefit. When a high silicone content is incorporated in a hair care composition according to the invention, this may be a useful material for split end hair products.

[0078] The compositions according to this invention can be used on the skin of humans or animals for example to moisturize, colour or generally improve the appearance or to apply actives, such as sunscreens, deodorants, insect repellents etc.

EXAMPLES

[0079] These examples are intended to illustrate the invention to one of ordinary skill in the art and are should not be interpreted as limiting the scope of the invention set forth in the claims. All measurements were perlormed at 23°C, unless indicated otherwise.

MATERIALS

[0080] Four siloxane elastomers were prepared according to the techniques taught US 5,811,487 and US 6,838,541 using a hydride functional polyorganosiloxane as described above as Formula II where m=93 and n=6.

Table I

Reference Crosslinker Solvent % solid before dilution Polymer #1 Diamide Isododecane 18% Polymer #2 Diamide Isodecyl neopentanoate 18 % Polymer #3 Hexadiene Isododecane 18% Polymer #4 Hexadiene Isodecyl neopentanoate 18 %

EXAMPLE I -WATER-IN-SILICONE SKIN CREAM

[0081] Skin cream compositions were prepared by combining the following components utilizing conventional mixing techniques.

Formulation A B Ingredient Weight % Weight % Phase A C12-l5Alkyl Benzoate 2.5 2.5 Polymer #1 from Table 1 2.0 -Cyclopentasiloxane (and) PEG-12 Dimethicone Crosspolymer, 10.0 10.0 (DC� 9011 Silicone Elastomer) Dimethicone and Trisiloxane (DC� 2-1184 Fluid) 6.0 7.2 Phase B Deionized Water 77.0 77.0 Magnesium Sulfate 1.0 1.0 Sensory testing for skin feel attributes was performed on formulations A and B, according to ISO 5495-1 983 "Sensory Analysis-Methodology-Paired Comparison" and a book by Meilgaard, Civille, and Carr, entitled Sensory Evaluation Techniques, 3rd Edition', CRC Press, Boca Raton, 1999. Attributes were evaluated immediately after rub-in and again 5 minutes later. Formulation A gave significantly lower immediate oily feel and significantly higher immediate waxy feel at o=0.lcompared with the formulation B. Formulation A also gave significantly higher 5 minute residue at a=0.05 compared with the control formulation B, indicating that the panellists felt more of a residual film after 5 minutes.

EXAMPLE 2 -SILICONE IN WATER EMULSIONS [00821 Silicone in water emulsions were prepared according to the formulations listed below and the following procedure; 1. combine phase A ingredients 2. under 800 rpm whip-mobile shear, phase B added 3. maintain agitation for 5 minutes to homogenize.

Ingredients Example #2A Example #2B Example #2C Example #2D Commercial names Weight % Weight % Weight % Weight % Phase A Polymer #1 Table 1 20.0 --20.0 Polymer #4 Table 1 --20.0 Dow Corning� 245 fluid -40. 0 -20.0 Dow Corning RM 2051 3.0 3.0 3.0 5.0 Phase B Glydant 0.5 0.5 0.5 0.5 Water 76.5 56.5 76.5 54.5 EXAMPLE 3-SI/W EMULSIONS/DISPERSIONS -WITH ISOHEXADECANE [0083] A silicone in water emulsion was prepared according to the following formulation and the procedure of Example 2. This example demonstrates the ease of formulation using isohexadecane to dissolve the siloxane based diamide. This example demonstrates the ease of formulation using isohexadecane to dissolve the siloxane based diamide as this emulsion is more whiter and more homogeneous compared to example #2A where the polymer is used pure and example #2D where it is diluted in cyclopentasiloxane. This example demonstrate the better affinity of the diamide elastomer with organic solvent versus silicone solvent Phase Commercial Name Wt% Wt (g) A Siloxane Diamide Elastomer/ Iso 10.00 10.00 RM 2051 Thick Agent 3.00 3.00 Isohexadecane 10.00 10.00 B Glydant 2000 0.50 0.50 Water 76.50 76.50 100.00 100.00 EXAMPLE 4-SIIW AND W/SI EMULSIONS [0084] The following water in silicone emulsion (4A) and silicone in water (4B) emulsion were prepared according to the formulation below using the following procedures.

[0085] 4A Prepare phases A and B. Add phase B slowly into phase A under high agitation (1,000 rpm) with triple mobile. Maintain agitation for 10 minutes after addition. Pass though Silverson.

[0086] 4B Prepare separately phases A and B / Heat to 80C I Add phase A into phase B under high agitation 1000 rpm with a defloculeuse-type of mobile / When addition is done maintain agitation and heating for 10 minutes I stop heating and let cool down to RT, maintaining agitation. 4A 4B

Commercial Phase INCI Name % Weight % Weight Name Siloxane Diamide A 5.00 5.00 10.00 10.00 Elastomer I iso Cetyl Alcohol Cetyl Alcohol 1.00 1.00 Arlacel 165 PV 5.00 5.00 DC 9011 15.00 15.00 isohexadecane lsohexadecane 5.00 5.00 10.00 10.00 B Glydant 2000 DMDM Hydantoin 0.50 0.50 0.50 0.50 NaCI Sodium Chloride 1.00 1.00 Aqua Aqua 73.50 73.50 73.50 73.50 100.00 100.00 100.00 100.00 [0087] These examples demonstrate that the siloxane based amide elastomer can be easily formulated into either a water in silicone emulsion or a silicone in water emulsion.

Both formulations have a good appearance, slightly shiny with some drag on the skin feel but in a lot less extend compared to the pure material. These examples demonstrate that the siloxane based amide elastomer can be easily formulated into either a water in silicone emulsion or a silicone in water emulsion especially in the presence of an organic solvent.

EXAMPLE 5-W/SI EMULSION -WITH AND WITHOUT ISODODECANE [0088] The following water in silicone emulsions were prepared according to the formulation below using similar procedures as in previous water in silicone examples. 5A 5B

Commercial Phase INCI Name Weight % Weight Name Siloxane Diamide A 10.00 10.00 Elastomer I Iso DC 9011 15.00 15.00 15.00 15.00 Isohexadecane Isohexadecane 10.00 10.00 B Glydant 2000 DMDM Hydantoin 0. 50 0.50 0.50 0.50 NaCI Sodium Chloride 1.00 1.00 1.00 1.00 Water Aqua 73.50 73.50 73.50 73.50 100.00 100.00 100.00 100.00 [0089] The addition of 10 % of diamide based elastomer blend (1.8 % elastomer active) into a W/S emulsion (5A) provides a sensory difference compared to a W/S formulation containing only isohexadecane (5B).

EXAMPLE 6-COMPARED COMPATIBILITIES WITH OILS AND ESTERS [0090] The below compatibilities were carried out according to the following procedure: Mix 5g testing silicone material and 5g solvent in a vial with a spatula for 1 minute. Check aspect after and 24 hours.

[0091] Letter significations in the below table are as follows: Y=Yes, N=No, M=Intermediate. Clarity is ranked from 1 = Crystal Clear to 4 Very Translucent material I solvent studied Polymer #1 (Diamide) Polymer # 3 (Hexadiene) Liquid? Homogeneous? Clear? Liquid? Homogeneous? Clear? CrodamolOP Y M 2 Y M 2 (Octyl Palmitate) Crodamol AB Y Y 4 Y N 3 (C12-15 Alkyl Benzoate) CrodamolGTCC Y Y 2+ Y N 3 (Caprilic/Capric TriGlycerides) Propylene Glycol (BASF) N M 4 Not Tested Isohexadecane (AEC)I Y Y 2 N Y 1 IsoPropyl Myristate Y Y 2 N Y 1 Castor Oil (AEC) Y N 4 Not Tested Ceraphyl 230 Y M 3 N Y 1 (Diisopropyl Adipate) DC 245 Fluid Y M 4 N Y 1 (CycloPentasiloxane) EutanolG Y Y 3 Y N 3 (Octyl Dodecanol) [0092] This example illustrates the differences in compatibility between the diamide and the hexadiene cross-linker versions of the silicone elastomers. Compared with the hexadiene version, the diamide version has better compatibility with more polar solvents and lower compatibility with apolar solvents EXAMPLE 7-COMPARED COMPATIBILITIES WITH ORGANIC SUNSCREENS % age of Ethylhexylmethoxycinnamate 5.1 % 110.4 % 15.0 % 20.1 % 30.4 Polymer #1 Table 1 Slight haze Translucent Slightly hazy 5.1 % J 9.9 % 15.3 % 20.1 % 30.1 % Polymer #3 Table 3 Clear Slight haze Haze Very hazy [0093] The above table demonstrates that ethyihexylmethoxycinnamete has improved compatibility with the diamide elastomer compared to the hexadiene based elastomer.

EXAMPLE 8 -511W DISPERSIONS (8A & B), SIIW EMULSIONS (8C & D) AND W/O EMULSIONS (8E & F) WITH CAPRYLIC CAPRIC TRIGLYCERIDES 1 0 [0094] Formulas 8A & B were prepared using the procedure of Example 2. Formulas 8C & D were prepared using the procedure of Example 4B. Formulas 8E & F were prepared using procedure similar to Example 4A.

-8A 8B Commercial INCI Name % Weight % Weight Name I Polymer #1 I 20.00 20.00 0.00 Diamide / Iso Polymer #3 I 0.00 20.00 20.00 Hexadiene / Iso -Crodamol GTCC Caprilic/Capric 20.00 20.00 20.00 20.00 TriGlycerides -DC RM 2051 Sodium Polyacrylate 5.00 5.00 5.00 5.00 Thickening Agent (and) Dimethicone (and) Cyclopentasioxane (and) Trideceth-6 (and) PEG/PPG --8A 8B -Commercial INCI Name % Weight % Weight Name -18/18 Dimethicone -0.00 0.00 H Aqua Water 54.50 54.50 54.50 54.50 -Nipaguard DMDMHydantoin 0.50 0.50 0.50 0.50

DMDMH

-100.00 100.00 100.00 100.00 -8C 8D -Commercial Name INCI Name % Weight % Weight I XX 9020 I Diamide / Iso 10.00 10.00 -XX9020/Hexadiene/ 10.00 10.00 iso -Cetyl Alcohol Cetyl Alcohol 1.00 1.00 1.00 1.00 -Arlacel 165 PV 4.00 4.00 4.00 4.00 -Crodamol GTCC 10.00 10.00 10.00 10.00 H Glydant 2000 DMDM 0.50 0.50 0.50 0.50 Hydantoin -Aqua Aqua 74.50 74.50 74.50 74.50 -100.00 100.00 100.00 100.00 -8E 8F -Commercial Name INCI Name % Weight % Weight i XX 9020 I Diamide I Iso 10.00 10.00 - XX9020/Hexadiene/ 10.00 10.00 Iso -Promyristyl PM-3 PPG-3 Myristyl 0.50 0.50 0.50 0.50 Ether -DC 5200 Formulation Lauryl 2.00 2.00 2.00 2.00 Aid PEG/PPG-18/18 Methicone CrodamolGTCC Caprilic/Capric 10.00 10.00 10.00 10.00 TriGlycerides 0.00 NaCI Sodium Chloride 1.00 1.00 1.00 1.00 -Aqua Aqua 76.50 76.50 76.50 76.50 -100.00 100.00 100.00 100.00 [0095] When formulating with the hexadiene version of the elastomer (8B & D), compatibility issues yielded non-homogeneous oil phases, while the use of the diamide version (8A & C) enabled obtaining homogeneous phases and satisfactory creams. WISi formulation with the hexadiene version (8F) yielded lower viscosity compared to diamide version (8E), probably due to poorer compatibility of ingredients in the oil phase.

[0096] These examples reflect the difference in compatibility identified in Example 6 and the subsequent impact when formulating.

Claims (14)

1. A composition comprising; A) a siloxane-based polyamide elastomer, B) an optional non polyamide functional silicone elastomer, C) a silicone or organic oil, and D) a personal or health care active.

2. The composition of claim 1 wherein the siloxane based elastomer A) is prepared by reacting (i) an organic amide with (ii) a hydride functional polyorganosiloxane, optionally in the presence of (iii) a solvent, and (iv) a hydrosilylation catalyst, to form the siloxane- based polyamide elastomer; the hydride functional polyorganosiloxane being a polymer or copolymer having a formula selected from Ri rH 1 Ri R1-Si-O-1-Si-O-f-Si-R1 Formula I Ri LR1] Ri n Ri rH Ri 1R1 R1-Si-O-H-Si-O Si-O-f--Si----R1 Formula Il Ri L' Ri]mR1 Ri rH 1 Ri H-Si-O--I-Si-O-l--Si- H Formula Ill Ri L'' ] Ri n Ri rH Ri iRi H-Si-O--+-Si-Q Si-O-i---Si-H Formula IV Ri LR n Ri]mR1 wherein Ri represents (i) an alkyl group containing 1-20 carbon atoms; (ii) an aryl group; (iii) an alkaryl group; or (iv) an aralkyl group; and (v) n and m each have a value of 1-1,000.

3. The composition of claim 1 wherein the non polyamide functional silicone elastomer is present and is a crosslinked elastomeric silicone polyether.

4. The composition of claim 1 wherein the non polyamide functional silicone elastomer is present and is a crosslinked elastomeric silicone containing alkyl groups having 3-40 carbon atoms.

5. The composition of claim 4 wherein the non polyamide functional silicone elastomer is a crosslinked elastomeric silicone containing both alkyl and polyether groups.

6. The composition of claim 1 wherein the weight ratio of component A to component B is from 1:99 to 99:1.

7. The composition of claim 1 where component C) is an organic oil

8. The composition of claim 7 wherein the organic oil is a hydrocarbon oil.

9. The composition of claim 8 wherein the hydrocarbon oil is a C8 -C20 isoparaffin.

10. The composition of claim 8 wherein the C8 -C20 isoparaffin is isohexadecane.

11. The composition of claim 7 wherein the organic oil is an ester.

12. The composition of claim 11 wherein the ester is selected from isotridecyl isononanoate, PEG-4 diheptanoate, isostearyl neopentanoate, tridecyl neopentanoate, cetyl octanoate, cetyl palmitate, cetyl ricinoleate, cetyl stearate, cetyl myristate, coco-dicaprylate/caprate, decyl isostearate, isodecyl oleate, isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl octanoate, myristyl myristate, octododecanol, or mixtures of octyldodecanol, acetylated lanolin alcohol, cetyl acetate, isododecanol, polyglyceryl-3-d iisostearate, or mixtures thereof.

13. A personal care composition comprising the composition of any one of claims 1 -12.

14. A method of improving the substantivity of personal or health care actives on skin or hair comprising applying the composition of claim 1 to skin or hair.