Title of Invention

A COMPOSITION FOR STABILIZING THE COLOR OF NATURAL OR SYNTHETIC HAIR CONTAINING DYE

Abstract

A composition for stabilizing the color of natural or synthetic hair containing dye and for imparting gloss to hair, comprising 01% to 20% by weight of a diester or polyester of a naphthalene dicarboxylic acid stabilizing compound selected from the group consisting of formula (I), formula (II), formula (III) and mixtures thereof: a) (II) (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 m and n are each in the range of 1 to 100, or a mixture thereof, 0.5 to 5% of a dibenzoylmethane derivative wherein the molar ratio of said diester or polyester compound having formula (I), (II), or III) 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 COMPOSITION FOR STABILIZING THE COLOR OF NATURAL OR SYNTHETIC HAIR CONTAINING DYE" SYMRISE GMBH & CO. KG., of Muehlenfeldstrasse 1, Holzminden 37603, United States of America, The following specification particularly describes and ascertains the nature of this invention and the manner in which it is to be performed: FIELD OF THE INVENTION The present invention is directed to methods in which certain compositions are applied to hair to impart gloss and to stabilize natural and/or synthetic hair color. More particularly, the present invention is directed to methods in which diesters and/or polyesters of a naphthalene dicarboxylic acid are used which are surprisingly effective in imparting gloss and for stabilizing hair color against fading. The diesters and polyesters of naphthalene dicarboxylic acid stabilize natural hair color and hair dyes and impart gloss to the hair. BACKGROUND OF THE INVENTION AND PRIOR ART It is well known that ultraviolet light having a wavelength between about 280 nm or 290 nm and 320 nm (UV-B) is harmful to human skin, causing bums that are detrimental to the development of a good sun tan. LTV-A radiation, while producing tanning of the skin, also can cause damage, particularly to very lightly colored, sensitive skin, leading to reduction of skin elasticity and wrinkles. Therefore, a sunscreen composition should include both UV-A and UV-B filters to prevent most of the sunlight within the full range of about 280 nm to about 400 nm from damaging human skin. The UV-B filters that are most widely used commercially in sunscreen compositions are paramethoxycinnamic acid esters, such as 2-ethylhexyI paramethoxycinnamate, commonly referred to as octyl methoxycinnamate or PARSOL® MCX, having an ethyl radical extending from the 2 position of the hexyl long chain backbone; oxybenzone; and octyl salicylate. The UV-A filters most commonly used in commercial sunscreen compositions are the dibenzoylmethane derivatives, particularly 4-(l,l-dimethylethyl)-4'-methoxydibenzoylmethane (PARSOL® 1789), and 4-isopropyl dibenzoylmethane (EUSOLEX 8020). Other dibenzoylmethane derivatives described as UV-A filters are disclosed in U.S. Patent Nos. 4,489,057; 4,387,089 and 4,562,067 and 5,670,140, hereby incorporated by reference. It is also well known that the above described and most commonly used UV-A filters, particularly the dibenzoylmethane derivatives, such as PARSOL® 1789, suffer in photochemical stability when used alone or in combination with the above-described most commercially used UV-B filters. Accordingly, when used alone or when combined with a UV-B filter, such as 2-ethylhexyl paramethoxycinnamate (PARSOL® MCX), oxybenzone and/or octyl salicylate, the PARSOL® 1789 becomes less photochemically stable necessitating repeated, frequent coatings over the skin for sufficient UV radiation protection. has been found, quite surprisingly, that by including a diester and/or polyester of one or more naphthalene dicarboxylic acids of formula (I), into a cosmetic sunscreen formulation containing a UV-A dibenzyolmethane derivative, particularly PARSOL® 1789, and/or 4-isopropyl dibenzoylmethane (EUSOLEX 8020), the dibenzyolmethane derivative is photochemically stabilized so that the dibenzyolmethane derivative-containing, sunscreen composition with or without additional sunscreen agents, such as oxybenzone and/or octyl methoxycinnamate (ESCALOL 567), is more effective for filtering out UV-A radiation; the composition filters more UV-A radiation for longer periods of time; and, therefore, the sunscreen formulation need not be applied to the skin as frequently while maintaining effective skin protection against UV-A radiation. this Has been daseribed in' US-A-5993789. It has also 'been found that the diesters and polyesters of naphthalene dicarboxylic acids can also absorb UV light in the most damaging range of about 280-300 nm, especially over the 280 and 295 nm wavelength absorbance peaks. -See again in US-A-5993789 By the addition of UV-B filter compounds, such as octyl methoxycinnamate, octyl salicylate, and/or oxybenzone, the compositions of the present invention can maintain surprisingly effective hair color protection and can protect against UV radiation both in the UV-A and UV-B range, with or without common sunscreen additives, such as octocrylene, and/or titanium dioxide. The composition reaches a surprisingly high SPF without solid additives, such as titanium dioxide, thereby providing an exceptionally elegant feel that can be applied easily in a continuous coating for complete coverage and sunscreen protection. In the preferred compositions, the ratio of UV-A to UV-B filter compounds is in the range of about 0.1:1 to about 3:1, preferably about 0.1:1 to about 0.5:1, most preferably about 0.3:1 to about 0.5:1. Quite surprisingly, the preferred compositions of the present invention achieve mexpectedly high SPF, e.g., higher than SPF 12 in one preferred composition, ind higher than SPF 20 in another preferred composition, with the addition of surprisingly low amounts of other UV-B and UV-A filters to the PARSOL .1789, and without solid blocking compounds, such as Ti02. In accordance with an - embodiment of the present invention, the diesters and polyesters of naphthalene dicarboxylic acid, of the present avention, impart gloss to hair, and/or stabilize hair color against fading, particularly for hair containing a synthetic dye. SUMMARY OF THE INVENTION In brief, the present invention is directed method in which gloss-imparting and/or raair color protecting compounds, comprising a diester and/or polyester of a naphthalene dicarboxylic acid are used. In particular, the present invention concerns a method according to claims 1 and 7. Preferred embodiments are defined in the dependent claims. The active gloss-imparting and/or hair color stabilizing compounds used according are diesters and polyesters of a naphthalene dicarboxylic acid. The diesters and polyesters are reaction products of (a) a naphthalene dicarboxylic acid having the structure: and (b) an alcohol having the structure R'-OH, or a diol having the structure HO-R2-OH, or a polyglycol 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 (III): (III) , wherein R1 is as defined above. The diesters and polyesters of naphthalene dicarboxylie acid used in the method of the present invention 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 hair color stabilizing diesters and polyesters used in the methods 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 R1s in formula (II) may be the same or different. used in the method The preferred diesters and polyester 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 alcohol, amyl alcohol, 1-hexanol, 1-octanol, 1-decanol, isodecyl alcohol, 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 poly glycol 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, trimethylpropanediol, 1,4-cyclohexanedimethanol, 2,2-dimethyl-l ,3-propanediol, 2,2,4,47tetrametnyl-l,3-cyclobutanediol, and mixtures thereof. Surprisingly, it has been found that these diesters and polyesters of naphthalene dicarboxylic acids are quite effective in imparting hair gloss and preserving a desired hatural or dyed hair color, while providing the hair with sunscreen protection, when contained in a composition in an amount of at least about 0.1% by weight, up to about 20% by weight, preferably about 0.2% to 10% by weight, more preferably about 0.5% to 10% by weight. Accordingly, one aspect of the present invention is to provide a composition that includes a diester or polyester of one or more naphthalene dicarboxylic acids, for use as. a hair gloss-imparting compound, and as a hair color preserving compound, said naphthalene dicarboxylic acid diester/polyester compounds having formula (I) or (II). The above and other aspects and advantages of the present invention will become more apparent from the following detailed description of the preferred embodiment. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The compositions preferably used according to the present invention include, optionally, about 0.5% to about 5%, preferably about 0.5% to about 3% of a dibenzoylmethane derivative UV-A filter compound, such as 4-(l,l-dimethylethyl)-4'-methoxy-dibenzoylm.ethane (PARSOL® 1789) and about 1% to about 10% by weight of a diester and/or polyester of one or more naphthalene dicarboxylic acid photostabilizer/solubilizer for the dibenzoylmethane derivative, having formula (I) or (II). (I) (II). Wherein each R1, same or different, is an alkyl group having 1 to 22 carbon atoms, or a diol having the structure HO-R2-OH, or a polyglycol having the structure HO-R3-(0-R2-)M-OH, and, wherein R2 and R3, 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. The compounds of formula (I) and (II) are well known for other purposes. The following example is a preferred formulation for topical application to human hair to impart hair gloss and to stabilize natural and synthetically dyed hair, from fading: HAIR GLOSS AND HATR COLOR STABILIZATION WITH DLETHYLHEXYL NAPHTHALATE Chemical Name Trade Name % w/w A Polyacrylamide (&) C13-14 Sepigel 305 (Seppic)' 1,50 Isoparaffin (&) Laureth-7 Chemical Name Trade Name % w/w 2.80 0.10 C Diethylhexyl naphthalate RX 13752 (C.P. Hall) C Cyclomethicone (&) Q2/1401 Dimethiconol (Dow Corning) Procedure 1. Combine "A" ingredients carefully: 2. Add "B" ingredients in order shown. 3. Pre-mix "C" ingredients. Add to "A" plus "B". claim: A composition for stabilizing the color of natural or synthetic hair containing dye and for imparting gloss to hair, comprising 01% to 20% by weight of a diester or polyester of a naphthalene dicarboxylic acid stabilizing compound selected from the group consisting of formula (I), formula (II), formula (III) and mixtures thereof: a) (II) (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 m and n are each in the range of 1 to 100, or a mixture thereof, 0.5 to 5% of a dibenzoylmethane derivative wherein the molar ratio of said diester or polyester compound having formula (I), (II), or III) 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. 2. The composition as claimed in claim 1 wherein the molar ratio of said diester or polyester compound having formula (I), (II), or (III) to said dibenzoylmethane derivative is 0.1:1 to 0.3:1. 3. The composition as claimed in claim 2, wherein said dibenzoylmethane derivative is selected from the group consisting of 4-( 1,1-dime thylethyl)-41-methoxy dibenzoylmethane; 4-isopropyl dibenzoyl-me thane; and mixtures thereof. 4. The composition as claimed in claim 3, wherein the dibenzolmethane derivative is 4-(l, l-dimethylethyl)-4-methoxydibenzoyl-methane. 5. The composition as claimed in claim 4, wherein the dibenzoylmethane derivative is included in the composition in an amount of 0.5% to 3% by weight of the composition. Dated this the 20st day of June, 2002. (RANJNA MEHTA-DUTT) Of Remfry & Sagar Attorney for the Applicants

Documents:

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in-pct-2002-00841-mum-assignment(20-06-2002).pdf

in-pct-2002-00841-mum-assignment(24-05-2006).pdf

in-pct-2002-00841-mum-cancelled pages(24-05-2006).pdf

in-pct-2002-00841-mum-claims(granted)-(24-05-2006).doc

in-pct-2002-00841-mum-claims(granted)-(24-05-2006).pdf

in-pct-2002-00841-mum-correspondence(12-03-2007).pdf

in-pct-2002-00841-mum-correspondence(ipo)-(05-04-2007).pdf

in-pct-2002-00841-mum-drawing(24-05-2006).pdf

in-pct-2002-00841-mum-form 13(24-05-2006).pdf

in-pct-2002-00841-mum-form 19(16-03-2004).pdf

in-pct-2002-00841-mum-form 1a(16-03-2004).pdf

in-pct-2002-00841-mum-form 1a(24-05-2005).pdf

in-pct-2002-00841-mum-form 2(granted)-(24-05-2006).doc

in-pct-2002-00841-mum-form 2(granted)-(24-05-2006).pdf

in-pct-2002-00841-mum-form 3(12-05-2005).pdf

in-pct-2002-00841-mum-form 3(20-06-2002).pdf

in-pct-2002-00841-mum-form 5(20-06-2002).pdf

in-pct-2002-00841-mum-form 6(24-05-2006).pdf

in-pct-2002-00841-mum-form-pct-ipea-409(20-06-2002).pdf

in-pct-2002-00841-mum-form-pct-isa-210(20-06-2002).pdf

in-pct-2002-00841-mum-petition under rule 137(12-05-2005).pdf

in-pct-2002-00841-mum-power of authority(20-06-2002).pdf

in-pct-2002-00841-mum-power of authority(24-09-2002).pdf

in-pct-2002-00841-mum-power of authority(31-01-2005).pdf