Use of polycarboxylic acid compounds for the treatment of fibrious amino acid based substrates, especially hair

Patent metadata

Field	Value
Publication number	US-11090255-B2
Application number	US-201816208872-A
Country	US
Kind code	B2
Filing date	Dec 4, 2018
Priority date	Dec 4, 2018
Publication date	Aug 17, 2021
Grant date	Aug 17, 2021

Abstract

This invention relates to the use of polycarboxylic acid compounds, aqueous compositions comprising the same, cosmetic compositions comprising the same, in particular, hair care compositions, and their use for the treatment of hair, and a process for the treatment of hair comprising the use of said cosmetic compositions.

First claim

The invention claimed is:

1. A compound (B)
which is selected from the group consisting of:

a compound of the formula:

wherein R 5 is selected from the group consisting of hydroxy and F, wherein F is
F is selected from:
—O—C(O)—R 3 —C(O)OH, and

—NR 1 —C(O)—R 3 —C(O)OH,

where R 3 is selected from a single bond or optionally substituted straight-chain, cyclic, branched, saturated, unsaturated, and aromatic hydrocarbon radicals which have up to 100 carbon atoms, which optionally contain one or more groups selected from —O—, —NH—, —C(O)—, —C(S)—, tertiary amino groups

and quaternary ammonium groups

with the proviso that R 3 is not —CH═CH—,
with the proviso that at least two of R 5 are F;
a compound of the formula:

wherein one of R 9 is hydroxy and one of R 9 is a group of the formula

and wherein F is as defined above and the dotted line is the bond to the carbon atom;
a mixture of the following two isomers:

wherein F is as defined above; and,
a compound of the formula:

wherein x is from 1 to 10, and F is as defined above.

2. A compound according to claim 1 , wherein R 3 is selected from the group consisting of a single bond, and straight-chain, cyclic, branched, saturated, unsaturated and aromatic hydrocarbon radicals which have up to 18 carbon atoms, and which optionally contain one or more groups selected from —O—, —NH—, —C(O)—, and wherein R 3 is optionally substituted by one or more groups selected from hydroxyl groups, amino groups, and carboxy groups.

3. A compound according to claim 1 , wherein R 3 is derived from a dicarboxylic acid of the formula:

wherein R 3 is as defined above, and is optionally substituted aliphatic, saturated or unsaturated or aromatic dicarboxylic acids selected from the group consisting of oxalic acid (ethanedioic acid), malonic acid (propanedioic acid), succinic acid (butanedioic acid), glutaric acid (pentanedioic acid), adipic acid (hexanedioic acid), pimelic acid (heptanedioic acid), suberic acid (octanedioic acid), azelaic acid (nonanedioic acid), sebacic acid (decanedioic acid), undecanedioic acid, dodecanedioic acid, brassylic acid (tridecanedioic acid), thapsic acid (hexadecanedioic acid), glutaconic acid (pent-2-enedioic acid), citraconic acid ((2Z)-2-methylbut-2-enedioic acid), mesaconic acid ((2E)-2-methyl-2-butenedioic acid), itaconic acid (2-methylidenebutanedioic acid), tartronic acid (2-hydroxypropanedioic acid), mesoxalic acid (oxopropanedioic acid), malic acid (hydroxybutanedioic acid), tartaric acid (2,3-dihydroxybutanedioic acid), oxaloacetic acid (oxobutanedioic acid), aspartic acid (2-aminobutanedioic acid), α-hydroxy glutaric acid (2-hydroxypentanedioic acid), arabinaric acid (2,3,4-trihydroxypentanedioic acid), acetonedicarboxylic acid (3-oxopentanedioic acid), α-ketoglutaric acid (2-oxopentanedioic acid), glutamic acid (2-aminopentanedioic acid), diaminopimelic acid ((2R,6S)-2,6-diaminoheptanedioic acid), saccharic acid ((2S,3S,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid), phthalic acid (benzene-1,2-dicarboxylic acid), isophthalic acid (benzene-1,3-dicarboxylic acid), terepthtalic acid ((benzene-1,3-dicarboxylic acid)), diphenic acid (2-(2-carboxyphenyl)benzoic acid), 2,6-naphthalenedicarboxylic acid, norbornene dicarboxylic acid, norbornane dicarboxylic acid, and trimellitic acid,
or R 3 is derived from an aliphatic or aromatic tricarboxylic acid, wherein R 3 is substituted with carboxyl group (COOH) and is selected from the group consisting of citric acid (2-hydroxypropane-1,2,3-tricarboxylic acid), isocitric acid (1-hydroxypropane-1,2,3-tricarboxylic acid), aconitic acid ((cis or trans prop-1-ene-1,2,3-tricarboxylic acid), propane-1,2,3-tricarboxylic acid; trimesic acid (benzene-1,3,5-tricarboxylic acid), the reaction products of carboxylic acid anhydrides selected from the group consisting of maleic anhydride and succinic anhydride, with amino acids and amino acid derivatives, selected from the group consisting of b-alanine and asparagine, and which are selected from the group consisting of N-acetyl aspartic acid, N-maleoyl-β-alanine ((E)-4-(2-carboxyethylamino)-4-oxo-but-2-enoic acid), and N-maleoyl-asparagine (4-amino-2-[[(E)-4-hydroxy-4-oxo-but-2-enoyl]amino]-4-oxo-butanoic acid).

4. A compound according to claim 1 , wherein F is selected from the group consisting of the formulas:

wherein the dotted line in the above formulae represents the bond to the oxygen atom, and wherein there are a least two groups F.

5. The compound of claim 1 which has the formula:

Assignees

• Momentive Performance Mat Inc

Inventors

• Sun Kunshan
• Dussaud Anne
• Stasiak Nicholas
• Streicher Katharina
• Wagner Roland

Classifications

• C08G77/28

  sulfur-containing groups · CPC title

• C08G77/26

  nitrogen-containing groups · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C08G77/04

  Polysiloxanes · CPC title

• C07F7/0838

  Compounds with one or more Si-O-Si sequences (compounds with a ring containing only alternating Si and O atoms, i.e. cyclosilanes C07F7/21) · CPC title