Patent FR-2961208-A1 (FR)
Title: Use of pyrrolidin-2-one compounds as a dispersing agent for the care, makeup and coloring of keratin fibers and useful for conditioning keratin materials
Inventor: BLAISE CHRISTIAN
IPC: A61K31/4015
Filed: 2010-06-09
Abstract: Use of pyrrolidin-2-one compounds (I) and their organic or inorganic acid or base salts, optical isomers, stereoisomers or enantiomers and diastereomers, geometric isomers, tautomers, and solvates such as hydrates, as a dispersing agent for the care, makeup and coloring of keratin fibers, is claimed. Use of pyrrolidin-2-one compounds of formula (I) and their organic or inorganic acid or base salts, optical isomers, stereoisomers or enantiomers and diastereomers, geometric isomers, tautomers, and solvates such as hydrates, as a dispersing agent for the care, makeup and coloring of keratin fibers, is claimed. X : O or a divalent amino group of formula (-N(R5)-); R5 : H, 1-30C alkyl, preferably 1-6C alkyl, optionally substituted by one or more -OH, -SH, -NH 2, tri(1-6C) alkyl ammonium, or cationic heteroaryl, such as pyridinium, imidazolium, and/or guanidinium; R1, R2 : saturated linear 1-30C, branched 3-30C or cyclic 3-7C hydrocarbon chain (optionally substituted and interrupted by (i) one or more heteroatoms of O-, -N (R6) or -S-, and/or (ii) one or more -S(O)-, -S(O) 2-, -C(O)-, -N +>(R6)(R7)-, preferably -N(R6)-C(O)-, -C(O)-N(R6)-, -N(R6)-C(O)-N(R7)- or -S-S- and/or optionally (iii) optionally saturated 3-6 membered ring optionally substituted by one or more groups of OH or -NRR1a), divalent chain of formula (-cycl-Alk-cycl1-), or unsaturated linear 2-30C, branched 3-30C or cyclic 3-7C hydrocarbon chain (optionally substituted and interrupted by (i) one or more heteroatoms of O-, -N(R6) or -S-, and/or (ii) one or more -S(O)-, -S(O) 2-, -C(O)-, -N +>(R6)(R7)-, preferably -N(R6)-C(O)-, -C(O)-NR6-, -NR6-C(O)-NR7- or -S-S- and/or optionally (iii) optionally saturated 3-6 membered ring optionally substituted by one or more groups of OH or -NRR1a). Or R2 represents a sigma bond. cycl, cycl1 : cyclic hydrocarbon chain, preferably 5-6C cycloalkylene such as cyclohexylene or cyclopentylene; Alk : optionally substituted 1-6C alkylene chain, preferably unsubstituted; A1, A2 : H, OH, SH, ONR7R8, -O-P(O)(OH) 2, -O-S(OH) 2OH, SO 2OH, COOH, or 3-8 membered (hetero)cycle (optionally saturated and optionally substituted by one or more OH-1-6C alkyl, OH or -NRR1a, and the (hetero)cycle can be cationic, (i) ammonium group of formula (-N +>(R7)(R8)(R9)), (ii) guanidine group of formula (RR1aN-C(=NR2a)-N(R4a)-), preferably H 2N-C(=NH)-NH-, (iii) guanidinium group of formula (RR1aN-C(=N +>R2aR3a)-N(R4a)-), or (iv) pyrrolidin-2-one group of formula (G) or (H)); Xaa : -O- or -N(R5)-; R1aa, R2aa : R1; A1aa, A2aa : A1, where A1a and A2a cannot simultaneously represent (G) or (H); R3, R4, R3aa, R4aa : H, 1-12C linear alkyl chain or 3-12C branched alkyl chain; R6 : H, 1-20C linear alkyl or 3-20C branched alkyl, optionally substituted by group (G) or (H) and preferably terminated by (G) or (H); R7-R9 : H or 1-6C alkyl optionally substituted by one or more OH; or NR7R8, NR8R9, NR7R9 : cationic or non cationic 4-7 membered heterocycle, preferably cationic heteroaryl optionally substituted by one or more 1-6C alkyl optionally substituted by one or more OH; and R, R1a, R2a, R3a : H or 1-18C alkyl optionally substituted by one or more OH, provided that when A1, A2, R1, R2, and/or R5 contain or designate a cationic group, then the electroneutrality of (I) is provided by an anionic counter ion or its mixture. Independent claims are included for: (1) cosmetic composition comprising (I); and (2) the pyrrolidin-2-one compounds (I) comprising at least two 2-pyrrolidinone groups functionalized in position 4 by an ester, an acid or an amide, preferably two or three pyrrolidones groups , provided that R can represent an ethylene group and that these compounds are different compounds (Q) comprising e.g. 1-[2-[2-(4-carboxy-2-oxo-pyrrolidin-1-yl)ethylamino]ethyl]-5-oxo-pyrrolidine-3-carboxylic acid (A1), 1-[2-[2-[2-(4-carboxy-2-oxo-pyrrolidin-1-yl)ethylamino]ethylamino]ethyl]-5-oxo-pyrrolidine-3-carboxylic acid (A2), and 1-[2-[2-[2-[2-[2-(4-carboxy-2-oxo-pyrrolidin-1-yl)ethylamino]ethylamino]ethylamino]ethylamino]ethyl]-5-oxo-pyrrolidine-3-carboxylic acid (A3). [Image] [Image].