Title of Invention

A COSMETIC COMPOSITION

Abstract

A cosmetic composition comprising: a transparent oil and water emulsion including a carrier of the kind such as herein described comprising an oil phase and a water phase emulsified together, a diester of a naphthalene dicarboxylic acid selected from the group of formula I and formula III and mixtures thereof (D Rl02C C02R> (III) wherein each R1, same or different, is selected from the group consisting of an alkyl group having 1 to 22 carbon atoms, a diol having the structure HO-R2-OH, and a polyglycol having the structure HO-R3-(-0-R2-)m-OH, wherein R2 and R3, same or different, are each an alkylene group, straight chain or branched, having 1 to 6 carbon atoms, and wherein n = 1, a dibenzoylmethane derivative wherein the diester of a naphthalene dicarboxylic acid and mixtures thereof is present in the composition in an amount of 0.1 % to 20% by weight, and the molar ratio of the diester of a naphthalene dicarboxylic acid or mixture thereof to said dibenzoylmethane derivative is 0.1:1 to 10:1, and the balance being optional conventional components of the kind such as herein described.

Full Text

FORM 2 THE PATENTS ACT, 1970 [39 OF 1970] & THE PATENTS RULES, 2003 COMPLETE SPECIFICATION [See Section 10; rule 13] "A COSMETIC COMPOSITION" SYMRISE GMBH 8B CO. KG. of Muehlenfeldstrasse 1, Holzminden 37603, United States of America The following specification particularly describes the nature of the invention and the manner in which it is to be performed:- The present invention relates to a composition for applying onto human skin. FIELD OF THE INVENTION The present invention is directed to clear or transparent cosmetic formulations, and methods of manufacture. In the preferred embodiment, the ' fonnulations include both an oil phase and a water phase emulsified together to form an oil in water emulsion or water in oil emulsion. More particularly, the present invention is directed to clear or transparent cosmetic formulations that include a diester or polyester of naphthalene dicarboxylic acid that is added during the manufacture of a cosmetic formulation to increase the refractive index of the oil phase to more closely equal the refractive index of the water phase such that when the two phases are mixed and emulsified, the formulation will be clear or transparent. In addition to increasing the refractive index of the compositions, the diester or polyester of naphthalene dicarboxylic acid will increase the emolliency and sunscreen protection factor (SPF) of the cosmetic formulation. BACKGROUND OF THE INVENTION AND PRIOR ART Clear or transparent cosmetic formulations are particularly desirable because the consumer likens transparency to purity, and because transparent fonnulations have esthetic appeal. Clear cosmetic formulations sometimes have been difficult to maintain stable and clear, but have been developed in each of the following areas: clear roll-ons and gels for antiperspirants; clear gel curl activators (hair moisturizers with relatively high levels of polyols); clear cosmetic sticks, including deodorant sticks, and clear antiperspirants sticks; clear solutions; clear suntan oils; clear transdermal drug administration solutions, e.g., clear benzocaine solutions; clear aftershave compositions; transparent gel toothpastes; and clear lipsticks. In accordance with the principles of the present invention, particular diesters and polyesters of naphthalene dicarboxylic acids can be included in all of the above-mentioned cosmetic formulations to increase the refractive index, thereby providing clear formulations, whether in the form of emulsions or anhydrous compositions, while providing sunscreen protection to the area of the body coated with the cosmetic formulation. SUMMARY OF THE INVENTION In brief, the present invention is directed to cosmetic formulations that include one or more emollients and/or skin conditioners, such as a silicone fluid, wherein the cosmetic compositions are useful as antiperspirants, deodorants, emollients, moisturizers, suntan oils, after-shave compositions, transdermal drug compositions, and the like. In the preferred embodiment, the cosmetic formulations comprise an emulsion of an oil phase and a water phase, wherein the water phase includes an emollient, humectant or other organic compound that increases the refractive index of the water phase, and the oil phase includes a sufficient amount of particular diesters or polyesters of naphthalene dicarboxylic acids to provide the oil phase and the water phase of the cosmetic formulations with approximately the same refractive index, so that the cosmetic formulations are transparent, or clear, as perceived by human eye. In other embodiments, the clear cosmetic formulations may be anhydrous, or include only an oil phase, with thickening agents such as one or more clays, e.g., hectorite or laponite, so that no emulsifying agents are required, but the composition includes one or more of the particular diesters or polyesters of a naphthalene dicarboxylic acid for emolliency and clarity. The diesters and polyesters of a naphthalene dicarboxylic acid of the present invention have a high refractive index of at least about 1.5, preferably about 1.53, and are added to the oil phase of a oil and water emulsion to provide transparency and emolliency to the emulsion, particularly for cosmetic formulations. The esters and polyesters are reaction products of (a) a naphthalene dicarboxylic acid having the structure: and (b) an alcohol having the structure R1-OH, or a diol having the structure HO-R2-OH, or apolyglycol having the structure HO-R3-(-0-R2-)m-OH, wherein R1 is an alkyl group, straight chain or branched, having 1 to 22 carbon atoms, R2 and R3, same or different, are each an alkylene group, having 1 to 6 carbon atoms, and wherein m and n are each 1 to about 100, preferably 1 to about 10, more preferably 2 to about 7, or a mixture thereof. A diester of the present invention has the structure: R102C- C02R' , wherein R1 is as defined above. The diesters and polyesters of naphthalene dicarboxylic acids have the general formula (I): (I) , wherein R2 and R3, same or different, are each an alkylene group having 1 to 6 carbon atoms, and n=l to about 100, preferably 1 to about 10, more preferably 2 to about 7. Alternatively, the diesters and polyesters of the present invention can be end-capped with an alcohol or an acid. The end-capped polyesters have the structural formula (II): (II) , wherein R1 and R2 and n are as defined above, with reference to formula (I). The two R's in formula (II) may be the same or different. The preferred diesters and polyesters of the present invention have a weight average molecular weight of about 244 to about 4000, and more preferably about 450 to about 1500. To achieve the full advantage of the present invention, the diester or polyester has a weight average molecular weight of about 500 to about 1000. The naphthalene dicarboxylic acid is selected from the group consisting of 1,2-naphthalene dicarboxylic acid; 1.3-naphthalene dicarboxylic acid; 1,4-naphthalene dicarboxylic acid; 1,5-naphthalene dicarboxylic acid; 1,6-naphthalene dicarboxylic acid; 1,7-naphthalene dicarboxylic acid; 1,8-naphthalene dicarboxylic acid; 2,3-naphthalene dicarboxylic acid; 2,6-naphthalene dicarboxylic acid; 2,7-naphthalene dicarboxylic acid, and mixtures thereof. Preferred dicarboxylic acids are the 2,6-, 1,5- and 1,8-naphthalene dicarboxylic acids. The alcohol R1-OH can be, for example, methanol, ethanol, propanol, isopropyl alcohol, n-butanol, sec-butanol, isobutyl alcohol, tert-butyl a1cohol, amy1 alcohol, 1-texanol, 1octanol, 1-tecanol, isodecy1 atahool 1-undecanol, 1-dodecanol, 1-tridecyl alcohol, 1-tetradecanol, 1-hexadecanol, 1-octadecanol, 1-eicosonol, 1-decosonol, 2-ethylhexyl alcohol, 2-butyloctanol, 2-butyldecanol, 2-hexyldecanol, 2-octyldecanol, 2-hexyldodecanol, 2-octyldodecanol, 2-decyltetradecanol, and mixtures thereof. The glycol or polyglycol can be, for example, ethylene glycol, propylene glycol, 1,2-propanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, methyl propanediol, 1,6-hexanediol, 1,3-butanediol, 1,4-butanediol, PEG-4 through PEG-100, PPG-9 through PPG-34, pentylene glycol, neopentyl glycol, trirnethylpropanediol, 1,4-cyclohexanedimethanoI, 2,2-dimethyl-l ,3-propanediol, 2,2,4,4-tetramethyl-l,3-cyclobutanediol, and mixtures thereof. Surprisingly, it has been found that these diesters and polyesters of naphthalene dicarboxylic acids are quite effective in formulating clear or transparent cosmetic formulations, having increased emolliency, and in providing UV sunlight protection to skin. Accordingly, one aspect of the present invention is to provide a stable sunscreen composition that includes a diester or polyester of one or more naphthalene dicarboxyhc acids as a means for raising the refractive index and increasing the emolliency of a cosmetic formulation, said naphthalene dicarboxyhc acid diester/polyester having formula (I) or (II), also being capable of stabilizing a dibenzoylmethane derivative UV-A filter, particularly PARSOL® 1789, if sunscreen protection is a goal, e.g., in a lipstick formulation. Another aspect of the present invention is to provide an improved, stable sunscreen composition containing a diester and/or polyester of a naphthalene dicarboxyhc acid that increases the effectiveness of dibenzoylmethane derivative sunscreen compounds, particularly 4-(l,l-dimethylethyl)-4'-methoxydibenzoylmethane (PARSOL® 1789), in SPF and in duration. The above and other aspects and advantages of the present invention will become more apparent from the following detailed description of the preferred embodiments. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The clear cosmetic formulations of the present invention include about 1% to about 20%, preferably about 1% to about 10% by weight of a diester and/or polyester of one or more naphthalene dicarboxyhc acid, having formula (I) or (II). a) (II) wherein each R\ same or different, is an alkyl group having 1 to 22 carbon atoms, or a diol having the structure HO-R2-OH, or a poly glycol having the structure HO-R3-(-0-R2-)m-OH, and, wherein R2 and R\ same or different, are each an alkylene group, straight chain or branched, having 1 to 6 carbon atoms, wherein m and n are each 1 to about 100, preferably 1 to about 10, more preferably 2 to about 7, or a mixture thereof. Typical formulations that should be transparent are as follows, having sufficient diester and/or polyester of a naphthalene dicarboxylic acid to provide transparency and/or increased emolliency. In formulations that include emulsified oil and water phases, one or more of a diester and/or polyester of a naphthalene dicarboxylic acid are added to the oil phase in an amount sufficient such that the oil and water phases have an index of refraction within about 0.1, preferably within about 0.05, more preferably within about 0.01. In some cases, it is necessary to add a water-soluble organic or inorganic material, e.g., propylene glycol, to the water phase to raise the refractive index of the water phase to match the refractive index of the oil phase. A different approach to clear gel antiperspirants is the following: CLEAR HIRM ANTIPERSPIRANT GEL Oil Phase A: Function % Procetyl 10 (Croda PPG 10 Cetyl Ether) emollient, skin conditioning agent 4.0 Dow Corning 344 Fluid (Cyclomethicone) emollient, skin conditioning agent 20.0 Procetyl AWS (Croda PPG 5-Ceteth 20) surfactant 16.0 Diethylhexyl naphthalate emollient, refractive index increasing agent 14.0 Water Phase B: Aluminum Chlorhydrate, 50% Aq _. active antiperspirant compound 46.0 Slight modification of the above system can convert it to use as a vehicle for "actives" other than aluminum antiperspirant salts. One such base is this (water-in-silicone) microemulsion with excellent esthetic properties: EMOLLIENT MICROEMULSION Oil Phase A: Function % Procetyl AWS (Croda PPG 5-Ceteareth 20) surfactant 25 Procetyl 10 (Croda PPG 10-Cetyl Ether) emollient, skin conditioning agent 5 Diethylhexyl naphthalate emollient, refractive index increasing agent 14 Dow Corning 344 Fluid (cyclomethicone) emollient, skin conditioning agent 25 Water Phase B: Water 31 ANHYDROUS EMOLLIENT GEL Diethylhexyl naphthalate Laponite OP2 (LaPorte) Ethanol SD 40 (anhyd.) Function % emollient, refractive index increasing agent 46 (Cyclomethicone) emollient, skin conditioning agent 25 viscosity increasing agent 20 carrier, solvent 9 SUNTAN OIL Function % Dow Corning X2-1401 Fluid (dimethicone in cyclomethicone) emollient, skin conditioning agent 20 Dow Corning 344 Fluid (cyclomethicone tetramer) emollient, skin conditioning agent 40 Dow Corning 345 Fluid (cyclomethicone pentamer) emollient, skin conditioning agent 16 Dilsopropyl Adipate emollient, skin conditioning agent 10 Diethylhexyl naphthalate emollient, refractive index increasing agent 10 Escalol 507 (Octyl Dimethyl PABA) active sunscreen agent 4 CYCLOMETHICONE AFTER SHAVE Function % Alcohol SD 39C (anhyd.) solvent, carrier 35 Diethylhexyl naphthalate emollient, refractive index increasing agent 50 Panthenol (Roche) emollient 10 Fragrance 5 Manufacturing Procedure: Add the cyclomethicone last, slowly, following the premixing of the other ingredients. Let stand 72 hours before filtering. As an example of a clear roll-on antiperspirant composition that has been actually reduced to practice, wherein the oil phase and the water phase have exactly the same refractive index, the following composition, having 2 % by weight diethylhexyl naphthalate provides excellent clarity and emolliency. CLEAR ROLL-ON ANTIPERSPIRANT Oil Phase (Refractive Index = 1.4078) A: Chemical Name Trade Name Function % w/w A, Decamethylpentacyclomethicone DC 345 (Dow Corning) emollient, refractive index increasing agent 11.00 A. Diethylhexyl naphthalate HallBrite TQ (C.P. Hall) emollient, refractive index increasing agent 2.00 A. Dimethicone 100 cps SF-96-100 (GE Silicones) skin conditioning agent, emollient 4.00 A. Dimethicone copolyol DC 3225C (Dow Corning) skin conditioning agent, emollient 12.00 Water Phase (Refractive Index = 1.407) B: Chemical Name Trade Name Function % w/w B. Al Zr Tetrachlorhydrex-gly 35BX3 43%aq (Westchlor) active antiperspirant compound 47.00 B. Methylpropylene glycol MPDiol (Arco) humectant 13.50 B. Deionized water carrier 10.50 Procedure: 1. Combine "A" ingredients. Measure the refractive index of the oil phase. 2. Combine "B" ingredients. Measure the refractive index of the water phase. 3. Adjust the refractive index of the water phase by adding water (lower refractive index) or methylpropylene glycol (higher) to match refractive index of oil phase. 4. With low shear mixing, add a small portion of the water phase to the oil phase. 5. Gradually increase the shear, adding small portions of water phase until complete. A cosmetic composition comprising: a transparent oil and water emulsion including a carrier of the kind such as herein described comprising an oil phase and a water phase emulsified together, a diester of a naphthalene dicarboxylic acid selected from the group of formula I and formula III and mixtures thereof (D Rl02C C02R> (III) wherein each R1, same or different, is selected from the group consisting of an alkyl group having 1 to 22 carbon atoms, a diol having the structure HO-R2-OH, and a polyglycol having the structure HO-R3-(-0-R2-)m-OH, wherein R2 and R3, same or different, are each an alkylene group, straight chain or branched, having 1 to 6 carbon atoms, and wherein n = 1, a dibenzoylmethane derivative wherein the diester of a naphthalene dicarboxylic acid and mixtures thereof is present in the composition in an amount of 0.1 % to 20% by weight, and the molar ratio of the diester of a naphthalene dicarboxylic acid or mixture thereof to said dibenzoylmethane derivative is 0.1:1 to 10:1, and the balance being optional conventional components of the kind such as herein described. The composition as claimed in claim 1, wherein the said molar ratio of said compound having formula (I) or (III) to said dibenzoylmethane derivative is 0.1:1 to 0.3:1. The composition as claimed in claim 2, wherein the said dibenzoylmethane derivative is 4-(l,l-dimethylethyl)-4'- methoxydibenzoyl-methane. The composition as claimed in claim 3, wherein the said dibenzoylmethane derivative is included in the composition in an amount of 0.5 % to 5 % by weight of the said composition. The composition as claimed in claim 1, wherein the said polyester is a polyester of 2,6-naphthalene dicarboxylic acid. The composition as claimed in claim 1, wherein the said cosmetically acceptable carrier comprises a silicone fluid in an amount of 1 % to 20 % by weight of the composition. The composition as claimed in any of the preceding claims, wherein the said composition includes an active antiperspirant compound in an effective amount. The composition as claimed in claim 7, wherein the said antiperspirant compound is aluminium chlorhydrate. The composition as claimed in any of the preceding claims, wherein the said composition includes an emollient in an amount of 1 % to 50% of the composition. Dated this 26th day of April, 2002. [RANJNA MEHTA-DUTT] OF REMFRY 86 SAGAR ATTORNEY FOR THE APPLICANTS

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in-pct-2002-00538-mum-form 2(granted)-(16-10-2007).doc

in-pct-2002-00538-mum-form 2(granted)-(16-10-2007).pdf

in-pct-2002-00538-mum-form 3(26-11-2002).pdf

in-pct-2002-00538-mum-form 3(6-7-2005).pdf

in-pct-2002-00538-mum-form 5(26-4-2002).pdf

in-pct-2002-00538-mum-form 6(31-10-2005).pdf

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