Comb polymer and use thereof as dispersing agent

Patent metadata

Field	Value
Publication number	US-12486353-B2
Application number	US-202117798936-A
Country	US
Kind code	B2
Filing date	Mar 4, 2021
Priority date	Mar 9, 2020
Publication date	Dec 2, 2025
Grant date	Dec 2, 2025

Abstract

The invention relates to a comb polymer having repeating units of at least one of the structures of formulae (I) to (IV) wherein R 1 represents a polyoxyalkylene group and A represents an organic group, and wherein the comb polymer has end groups of the general formula (V) wherein R 2 and R 3 independent of each other are selected from a) organic groups having 1 to 24 carbon atoms and b) R 1 .

First claim

The invention claimed is:

1 . A process for preparing a comb polymer having repeating units of at least one of the structures of formulae (II) to (IV)

wherein R 1 represents a polyoxyalkylene group and A represents an organic group, and wherein the comb polymer has end groups of the general formula (V)

wherein R 2 and R 3 independent of each other are selected from a) organic groups having 1 to 24 carbon atoms and b) R 1 , the process comprising reacting
a) a diepoxide and an amine, wherein the molar ratio of epoxide groups to amine active hydrogens of the amine is not equal to 1:1, and
b) a monoepoxide of the formula (VII)

if a molar excess of amine active hydrogens is employed in a), or a secondary amine of the formula HNR 2 R 3 , if a molar excess epoxide groups is employed in a), wherein the amine in a) consists of primary monoamines of the formula R 1 —NH 2 where R 1 represents is a polyoxyalkylene group terminated by a hydrocarbyl group having 1 to 10 carbon atoms or by a hydroxyl group, R 2 and R 3 independent of each other are selected from a) organic groups having 1 to 24 carbon atoms and b)R,-and R 4 is an organic group having 2 to 20 carbon atoms and selected from hydrocarbyl groups, ether groups and ester groups.

2 . A comb polymer, made by the process of claim 1 having repeating units of at least one of the structures of formulae (II) to (IV)

wherein R 1 represents a polyoxyalkylene group and A represents an organic group,
and wherein the comb polymer has end groups of the general formula (V)

wherein R 2 and R 3 independent of each other are selected from a) organic groups having 1 to 24 carbon atoms and b) R 1 .

3 . The comb polymer according to claim 2 , wherein at least one of R 2 and R 3 is a hydroxyalkyl group having 2 to 4 carbon atoms.

4 . The comb polymer according to claim 2 , wherein R 2 is equal to R 1 and R 3 is a group of formula (VI)

wherein R 4 is an organic group having 2 to 20 carbon atoms and selected from hydrocarbyl groups, ether groups and ester groups.

5 . The comb polymer according to claim 2 , wherein R 1 comprises repeating units from at least one of oxyethylene, oxypropylene, and oxybutylene.

6 . The comb polymer according to claim 2 , wherein R 1 is terminated by a hydrocarbyl group having 1 to 10 carbon atoms.

7 . The comb polymer according to claim 2 , wherein A comprises at least one ether group.

8 . The comb polymer according to claim 2 , wherein A consists of ether groups and hydrocarbyl groups.

9 . The comb polymer according to claim 2 , wherein the sum of the repeating units of the structures of formulae (II), (III), and (IV) is in the range of 3 to 25.

10 . The comb polymer according to claim 2 , wherein the comb copolymer has a number average molecular weight in the range of 6000 to 50000 g/mol.

11 . The comb polymer according to claim 2 , wherein the comb polymer has an epoxide equivalent weight of at least 10000 g/mol.

12 . The comb polymer according to claim 2 , wherein the comb polymer is substantially free of epoxide groups and wherein the comb polymer is substantially free of primary and secondary amine groups.

13 . The comb polymer according to claim 2 , wherein at least a part of the tertiary amino groups of the repeating units of the structures of formulae (II) to (IV) are present in salt form.

14 . The comb polymer according to claim 2 , wherein at least a part of the tertiary amino groups of the repeating units of the structures of formulae (II) to (IV) have been converted to quaternary ammonium groups.

15 . A composition comprising solid particles and the comb polymer according to claim 2 .

16 . The composition according to claim 15 , wherein the solid particles comprise at least one of pigments and fillers.

17 . A process of dispersing solid particles in a dispersion medium comprising
a) Mixing solid particles and the comb polymer according to claim 1 in a dispersion medium, and b) Exerting shear force to the mixture prepared in a).

18 . A particle dispersion comprising the comb polymer according to claim 1 , a dispersion medium, and solid particles.

19 . A comb polymer having repeating units of at least one of the structures of formulae (I) to (IV)

wherein R 1 represents a polyoxyalkylene group and A represents an organic group, and wherein the comb polymer has end groups of the general formula (V)

wherein R 2 is equal to R 1 and R 3 is a group of formula (VI)

wherein R 4 is an organic group having 2 to 20 carbon atoms and selected from hydrocarbyl groups, ether groups and ester groups.

20 . The comb polymer according to claim 19 , wherein R 1 comprises repeating units from at least one of oxyethylene, oxypropylene, and oxybutylene.

21 . The comb polymer according to claim 19 , wherein R 1 is terminated by a hydrocarbyl group having 1 to 10 carbon atoms.

22 . The comb polymer according to claim 19 , wherein A comprises at least one ether group.

23 . The comb polymer according to claim 19 , wherein the sum of the repeating units of the structures of formulae (I), (II), (III), and (IV) is in the range of 3 to 25.

24 . The comb polymer according to claim 19 , wherein the comb copolymer has a number average molecular weight in the range of 6000 to 50000 g/mol.

25 . The comb polymer according to claim 19 , wherein at least a part of the tertiary amino groups of the repeating units of the structures of formulae (I) to (IV) are present in salt form.

26 . A composition comprising solid particles and the comb polymer according to claim 19 .

27 . A particle dispersion comprising the comb polymer according to claim 19 , a dispersion medium, and solid particles.

Assignees

• Byk Chemie Gmbh

Inventors

• Van Kamp Ina
• Okkel Andreas
• Meyer Sandra Sabrina
• Rudolfi Astrid

Classifications

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C09D11/102

  containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds · CPC title

• C08G2650/50

  containing nitrogen, e.g. polyetheramines or Jeffamines(r) · CPC title

• C08G59/184 Primary

  with amines · CPC title

• C08G59/504 Primary

  containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen · CPC title