Copolymer having thickening and suspension properties

Patent metadata

Field	Value
Publication number	US-11208515-B2
Application number	US-201716304312-A
Country	US
Kind code	B2
Filing date	Jun 2, 2017
Priority date	Jun 3, 2016
Publication date	Dec 28, 2021
Grant date	Dec 28, 2021

Abstract

(EN) The invention relates to the field involved in the production of aqueous compositions comprising rheology modifying agents, in particular the production of aqueous detergent or cosmetic compositions having improved, thickening and clarity properties, as well as good suspension properties. In particular, the invention relates to a rheology modifying agent which is a copolymer obtained by means of polymerisation of at least one crosslinking monomer with at least one anionic monomer comprising at least one polymerisable ethylenic unsaturation and at least one hydrophobic non-ionic monomer comprising at least one polymerisable ethylenic unsaturation.

First claim

The invention claimed is:

1. A copolymer (P1), comprising, in polymerized form:
(a) an anionic monomer having polymerizable ethylenic unsaturation, comprising acrylic acid, methacrylic acid, an acrylic acid salt, a methacrylic acid salt, or a mixture of two or more of any of these;
(b) a hydrophobic nonionic monomer having polymerizable ethylenic unsaturation, comprising a C 1 -C 8 -alkyl acrylate, C 1 -C 8 -alkyl methacrylate, C 1 -C 8 -alkyl maleates, C 1 -C 8 -alkyl itaconate, C 1 -C 8 -alkyl crotonate, C 1 -C 8 -alkyl cinnamate, or a mixture of two or more of any of these: and
(c) a monomer of formula (I)

wherein
R 1 is independently H or CH 3 ,
R 2 is independently —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)═C(H)C(O)OH, —C(H)═C(H)CH 3 , —C(═CH 2 )CH 2 C(O)OH, or —CH 2 C(═CH 2 )C(O) OH,
L 1 is independently an ethylene, propylene, or butylene group, and
n is independently an integer or decimal in a range of from 3.5 to 30.

2. The copolymer of claim 1 , wherein the anionic monomer (a) is an anionic monomer comprising a polymerizable vinyl function and a carboxylic acid function, and comprises the acrylic acid and/or the methacrylic acid and optionally further comprises maleic acid, itaconic acid, crotonic acid, an acrylic acid salt, a methacrylic acid salt, a maleic acid salt, an itaconic acid salt, a crotonic acid salt, and/or cinammic acid salt.

3. The copolymer of claim 1 , wherein the hydrophobic nonionic monomer (b) is a hydrophobic nonionic monomer comprising a polymerizable vinyl function, and comprises methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, or a mixture thereof.

4. The copolymer of claim 1 , wherein the monomer (c) is selected from the group consisting of
a compound (c1) of formula (I) wherein R 1 is H, R 2 is —C(H)═CH 2 , L 1 is CH 2 -CH 2 , and n is 10;
a compound (c2) of formula (I) wherein R 1 is H, R 2 is —C(CH 3 )═CH 2 , L 1 is CH 2 -CH 2 , and n is 3.5; and
a compound (c3) of formula (I) wherein R 1 is H, L 1 is CH 2 -CH 2 , R 2 is —C(CH 3 )═CH 2 , and n is 10.

5. The copolymer of claim 1 , further comprising, in polymerized form:
(d) a nonionic monomer, different than from the hydrophobic nonionic monomer (b), comprising a polymerizable vinyl function and a hydrocarbon-based chain comprising at least 10 carbon atoms.

6. The copolymer of claim 1 , further comprising, in polymerized form:
(e) an ionic or nonionic monomer, different from the hydrophobic nonionic monomer (b), which is at least one selected from the group consisting of:
2-acrylamido-2-methylpropane sulfonic acid or a salt thereof;
a telomer, which is unsaturated, of acrylic acid;
a monomer of formula (III)

wherein
R 3 , R 4 , and R 5 are independently H or CH 3 , and
r is independently 1, 2, or 3;
a monomer of formula (IV)

wherein
R 6 , R 7 , and R 8 are independently H or CH 3 ,
R 9 is H or CH 3 ,
L 2 is independently a direct bond or an O, C(O)O, CH 2 CH 2 , or CH 2 group, and
L 3 is independently a direct bond or from 1 to 150 alkyleneoxy groups.

7. The copolymer of claim 1 further comprising:
(f) a further monomer.

8. The copolymer of claim 1 , further comprising, in polymerized form, a monomer (g) selected from the group consisting of;
a compound of formula (VI)

wherein
L is CH 2 , monoalkoxylated CH 2 , or polyalkoxylated CH 2 ,
Q is a direct or C(O) bond,
R is —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)C(O)OH, —C(H)═C(H)CH 3 , —C(═CH 2 )CH 2 C(O)OH, —CH 2 C(═CH 2 )C(O)OH, Q 3 OQ 4 OC(O)C(CH 3 )═CH 2 , or Q 3 OQ 4 OC(O)C(H)═CH 2 ,
Q 3 is a divalent residue of an asymmetric diisocyanate compound, and
Q 4 is CH 2 , CH 2 -CH 2 , monoalkoxylated CH 2 , monoalkoxylated CH 2 -CH 2 , polyalkoxylated CH 2 , or polyalkoxylated CH 2 -CH 2 ;
a compound of formula (VI-A)

wherein
L is CH 2 , monoalkoxylated CH 2 , or polyalkoxylated CH 2 ,
R is —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)═C(H)C(O)OH, —C(H)═C(H)CH 3 , —C(═CH 2 )CH 2 C(O)OH, —CH 2 C(═CH 2 )C(O)OH, Q 3 OQ 4 OC(O)C(CH 3 )═CH 2 , or Q 3 OQ 4 OC(O)C(H)═CH 2 ,
Q 3 is a divalent residue of an asymmetric diisocyanate compound, and
Q 4 is CH 2 , CH 2 -CH 2 , monoalkoxylated CH 2 , monoalkoxylated CH 2 -CH 2 , polyalkoxylated CH 2 , or polyalkoxylated CH 2 -CH 2 ; and
a compound of formula (VI-B)

wherein
L is CH 2 , monoalkoxylated CH 2 , or polyalkoxylated CH 2 ,
R is —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)C(O)OH, —C(H)═C(H)CH 3 , —C C(═CH 2 )CH 2 C(O)OH, —CH 2 C(═CH 2 )C(O)OH, Q 3 OQ 4 OC(O)C(CH 3 )═CH 2 , or Q 3 OQ 4 OC(O)C(H)═CH 2 ,
Q 3 is a divalent residue of an asymmetric diisocyanate compound, and
Q 4 is CH 2 , CH 2 -CH 2 , monoalkoxylated CH 2 , monoalkoxylated CH 2 -CH 2 , polyalkoxylated CH 2 , or polyalkoxylated CH 2 -CH 2 .

9. A method for producing the copolymer of claim 1 , the method comprising:
producing the copolymer with less than 5 mol relative to the total molar amount of monomers, of at least one monomer of formula (I)

wherein
R 1 is independently H or CH 3 ,
R 2 is independently —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)═C(H)C(O)OH, —C(H)═C(H)CH 3 , —C(═CH 2 )CH 2 )CH 2 C(O)OH, or —CH 2 C(═CH 2 )C(O)OH,
L 1 is independently an ethylene, propylene, or butylene group, and
n is independently an integer or decimal in a range of from 3.5 to 30.

10. A process for producing a copolymer (P1), the process comprising:
polymerizing monomers comprising:
(a) an anionic monomer having polymerizable ethylenic unsaturation comprising acrylic acid, methacrylic acid, an acrylic acid salt, a methacrylic acid salt, or a mixture of two or more of any of these;
(b) a hydrophobic nonionic monomer having polymerizable ethylenic unsaturation, comprising a C 1 -C 8 -alkyl acrylate, C 1 -C 8 -alkyl methacrylate, C 1 -C 8 -alkyl maleates, C 1 -C 8 -alkyl itaconate, C 1 -C 8 -alkyl crotonate, C 1 -C 8 -alkyl cinnamate, or a mixture of two or more of any of these; and
(c) a monomer of formula (I)

wherein
R 1 is independently H or CH 3 ;
R 2 is independently —C(H)═CH 2 , —C(CH 3 )═CH 2 , —C(H)C(O)OH, —C(H)═C(H)CH 3 , —C(═CH 2 )CH 2 C(O)OH, or —CH 2 C(═CH 2 )C(O) OH,
L 1 is independently an ethylene, propylene, or butylene group, and
n is independently an integer or decimal in a range of from 3.5 to 30.

11. A process for producing a copolymer (P2), the process comprising:
conducting a polymerization reaction with the copolymer (P1) of claim 1 , obtained beforehand by a polymerization reaction.

12. A copolymer (P2) produced by t

Assignees

• Coatex Sas

Inventors

• Cavalie Herve
• Champagne Clementine
• Magny Benoit
• Suau Jean-Marc
• Verge Christophe

Classifications

• A61Q19/10

  Washing or bathing preparations · CPC title

• C08F220/26 Primary

  Esters containing oxygen in addition to the carboxy oxygen · CPC title

• C08F222/103

  of trialcohols, e.g. trimethylolpropane tri(meth)acrylate · CPC title

• A61Q5/02

  Preparations for cleaning the hair · CPC title

• C08F220/1804

  C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate · CPC title