Semi-Permanent Hair Straightening Composition And Method

Patent metadata

Field	Value
Publication number	US-2016296449-A1
Application number	US-201415035049-A
Country	US
Kind code	A1
Filing date	Nov 6, 2014
Priority date	Nov 8, 2013
Publication date	Oct 13, 2016
Grant date	—

Abstract

A composition and a process for straightening hair are disclosed. The process includes coating keratin fibers with a composition comprising a thermally-activated agent and a guanidine moiety containing adjuvant compound and contacting the coated keratin fibers with a heating device at a temperature of at least 185 C for sufficient time to modify the keratin fibers.

First claim

1 . A composition for straightening or relaxing hair comprising a thermally-activated composition, said composition comprising:
(a) ethylene carbonate as the hair straightening agent; and (b) at least one hair straightening adjuvant compound selected from a guanidine derivative and/or the organic and inorganic salts thereof selected from a guanidine moiety containing compound represented by the radical:

wherein the composition is free of all compounds which contain thiol groups.

2 . (canceled)

3 . A composition of claim 1 , wherein said guanidine moiety containing compound is represented by Formula (II):

wherein R 1 , R 2 , R 3 , R 4 and R 5 independently represent a hydrogen atom; linear or branched C 1 to C 8 alkyl; linear or branched C 2 to C 4 alkenyl; phenyl; benzyl; wherein said linear or branched C 1 -C 4 alkyl said linear or branched C 2 to C 4 alkenyl, said phenyl and said benzyl groups can optionally be substituted with one or two substituents selected from halo, amino, dimethylamino, carboxyl, hydroxyl, methyl, methoxy, carboxamide, N-methylcarboxamide and —SO 3 H; and any two of R 1 , R 2 , R 3 , R 4 and R 5 together with the nitrogen atom(s) to which they are attached form a 4 to 9 membered monocyclic or bicyclic ring containing 2 to 4 carbon atoms, optionally containing one or two (ring) heteroatom(s) selected from C(O), N, O and S, and said carbon atom(s) being optionally substituted with one or two substituent(s) selected from hydroxyl and amino;
when R 1 represents a hydrogen atom, —C(O)OC(CH 3 ) 3 , or the radical

R 2 , R 3 , R 4 , and R 5 can independently represent a hydrogen atom, a radical selected from amino, nitro; cyano; acetyl; chloroacetyl; carboxyl, carboxamide; N-methylcarboxamide; methoxy; ethoxy; 1,2,4-triazolyl; cyclopentyl; cyclohexyl; —C(O)CH═CHC(O)OH; —CH 2 (CO)OCH 3 ; —CH 2 C(O)OCH 2 CH 3 ; —C(O)OC(CH 3 ) 3 ; thiazolidonyl; benzimidazolyl; benzoxazolyl; benzothiazolyl; —C(═NH)NH 2 ; —C(═NH)—NR 6 R 7 where R 6 and R 7 independently represent a hydrogen atom or a linear or branched C 1 -C 4 alkyl radical, optionally substituted with one or 2 substituents selected from hydroxyl, amino, dimethylamino, carboxyl and carboxamide; or

where R 8 and R 9 independently represent halo, methyl, methoxy, trifluoromethyl, and trifluoromethoxy; and
optionally
(c) at least one cosmetically acceptable excipient; and
wherein said hair straightening agent is present in an amount ranging from about 10 to about 70 wt. % (based on the total weight of the composition), and the ratio of said hair straightening agent to said adjuvant ranges from about 1.5 to 1 to about 10:1 by weight.

4 . A composition of claim 1 , wherein said hair straightening agent is selected from a mixture of ethylene carbonate and propylene carbonate.

5 . (canceled)

6 . A composition of claim 3 , wherein in said Formula (II) R 1 , R 2 and R 3 represent a hydrogen atom; and R 4 and R 5 taken together with the nitrogen atom to which they are attached, represents a pyrrolidine, piperidine, pyrazole, thiazolidone, benzimidazole, benzoxazole, benzothiazole, or 1,2,4-triazole ring, said rings being optionally substituted with 1 or 2 substituents selected from hydroxyl, amino and carboxyl groups.

7 . A composition of claim 3 , wherein in Formula (II) R 1 and R 2 represent a hydrogen atom, and R 5 represents a hydrogen atom or methyl, R 3 and R 4 taken together can represent a divalent radical selected from —CH 2 —CH 2 — and —CH 2 —O— and when taken together with the nitrogen atoms to which they are attached represent a 5 membered ring.

8 . A composition of claim 3 , wherein said adjuvant is selected from at least one compound represented by the Formula (IIA):

where R 5 is as defined above; R 8 and R 9 are optionally present, and when present one or two of R 8 and R 9 can be bonded to the same or different ring carbon atom and independently represent C 1 -C 5 alkyl, hydroxyl, amino, dimethylamino, carboxyl, carboxamide, N-methylcarboxamide and SO 3 H; n and n 1 independently represent 0, 1 or 2.

9 . A composition of claim 3 , wherein said adjuvant is selected from at least one compound represented by Formulas (IIB), (IIC), (IID), (IIE) and (IIF) as follows:

where R 5 , R 8 and R 9 are as previously defined.

10 . A composition of claim 9 , wherein R 5 represents a hydrogen atom and R 8 and R 9 are not present.

11 . A composition of claim 1 , wherein said adjuvant is selected from guanidine; guanidine hydrochloride; guanidine acetate; guanidine sulfate; guanidine carbonate; guanidine bicarbonate; guanidine nitrate; guanidine phosphate; guanidine sulfamate; aminoguanidine; aminoguanidine hydrochloride; aminoguanidine nitrate; aminoguanidine sulfate; aminoguanidine bicarbonate; 1,3-diaminoguanidine hydrochloride; cyanoguanidine; nitroguanidine; 1-methyl-3-nitroguanidine; 1-acetylguanidine; chloroacetylguanidine hydrochloride; guanidine acetic acid guanylurea; guanylurea phosphate; phenylguanidine carbonate; phenylguanidine bicarbonate; 1,3-diphenylguanidine; 1,3-di-o-tolylguanidine; methyl 4-guanidino-2-methoxybenzoate hydrochloride; 1-methylguanidine hydrochloride; 1,1-dimethylguanidine hydrochloride; 1,1-dimethylguanidine sulfate; 1-ethylguanidine hydrochloride; 1-ethylguanidine sulfate; 1-octylguanidine hemisulfate; 1,1-diethylguanidine hydrochloride; N-tert-butoxycarbonylguanidine (N-Boc guanidine) 1,3-bis(tert-butoxycarbonyl)guanidine (Di-Boc guanidine); carbamic acid; N,N-[[(1,1-dimethylethoxy)carbonyl]carbonimidoyl]bis-; C,C′-bis(1,1-dimethylethyl) ester (N,N′,N″-Tri-Boc guanidine); creatine; creatine monohydrate; creatinine; creatinine hydrochloride; creatine ethyl ester; agmatine; agmatine sulfate; guanidineacetic acid; guanidinosuccinic acid; 3-guanidinopropionic acid; 4-guanidinobutyric acid; 5-guanidinovaleric acid; 4-guanidine benzoic acid; 4-guanidine benzoic acid hydrochloride; 4-guanidino-2-methoxybenzoic acid; beta-N-methylguanidinopropionic acid; N-methylguanidinopropionic acid; N-(2-hydroxyethyl)guanidine; N-(3-hydroxypropyl)guanidine; biguanide hydrochloride; N-methylbiguanide hydrochloride; N-ethylbiguanide hydrochloride; N-propylbiguanide hydrochloride; N-butylbiguanide hydrochloride; 1-o-tolylbiguanide; 1,1-dimethylbiguanide hydrochloride; 1-(3-chloro-4-fluorophenyl)biguanide hydrochloride; 1-(2-chlorophenyl)biguanide hydrochloride; 1-(4-chlorophenyl)biguanide hydrochloride; 1-(2-fluorophenyl)biguanide hydrochloride; 1-(3-fluorophenyl)biguanide hydrochloride; 1-(4-fluorophenyl)biguanide hydrochloride; 1-(2,3-dichlorophenyl)biguanide hydrochloride; 1-(2,4-dichlorophenyl)biguanide hydrochloride; 1-(2,5-dichlorophenyl)biguanide hydrochloride; 1-(2,6-dichlorophenyl)biguanide hydrochloride; 1-(3,4-dichlorophenyl)biguanide hydrochloride; 1-(3,5-dichlorophenyl)biguanide hydrochloride; 1-(2,4-difluorophenyl)biguanide hydrochloride; 1-(2,5-difluorophenyl)biguanide hydrochloride; 1-[4-(trifluoromethyl)phenyl]biguanide hydrochloride; 1-[3,5-di-(trifluoromethyl)phenyl]biguanide hydrochloride; 1-[4-(trifluorome

Assignees

• Lubrizol Advanced Mat Inc

Inventors

• Kadir Murat
• Howard Neil
• Rafferty Denise W
• Zellia Joseph A
• Ribeiro Claudio
• Dias Rebeca
• Bastos Luciene Baptista

Classifications

• A61K8/4973 Primary

  with oxygen as the only hetero atom · CPC title

• A61K2800/882

  Mixing prior to application · CPC title

• A61Q5/04

  Preparations for permanent waving or straightening the hair · CPC title

• A61Q5/06

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title

• A61K2800/30

  Characterized by the absence of a particular group of ingredients · CPC title