Copolymers comprising polyalkylene oxide groups and quaternary nitrogen atoms

Patent metadata

Field	Value
Publication number	US-10815327-B2
Application number	US-201716091133-A
Country	US
Kind code	B2
Filing date	Mar 31, 2017
Priority date	Apr 8, 2016
Publication date	Oct 27, 2020
Grant date	Oct 27, 2020

Abstract

A copolymer which comprises, in copolymerized form, (A) 60 to 99% by weight of at least one monoethylenically unsaturated polyalkylene oxide monomer of the formula I (I) in which the variables have the following meanings: X is —CH2— or —CO—, if Y is —O—; is —CO—, if Y is —NH—; Y is —O— or —NH—; R1 is hydrogen or methyl; R2 are identical or different C2-C6-alkylene radicals, which may be arranged blockwise or randomly; R3 is hydrogen or C1-C4-alkyl; n is an integer from 25 to 75, (B) 1 to 40% by weight of at least one quaternized nitrogen-containing monoethylenically unsaturated monomer selected from the group consisting of monomers of formula Ha to IId (Ha-IId) in which the variables have the following meanings: R is C1-C4-alkyl or benzyl; R′ is hydrogen or methyl; Y is —O— or —NH—; A is C1-C6-alkylene; X— is halide, C1-C4-alkyl sulfate, C1-C4-alkylsulfonate and Ci-C4-alkyl carbonate, (C) 0 to 10% by weight of anionic monoethylenically unsaturated monomers, and (D) 0 to 30% by weight of other nonionic monoethylenically unsaturated monomers and has an average molecular weight Mw of >100,000.

First claim

The invention claimed is:

1. A copolymer which comprises, in copolymerized form,
(A) 60 to 99% by weight of at least one monoethylenically unsaturated polyalkylene oxide monomer of the formula I

in which the variables have the following meanings:
X is —CH 2 — or —CO—, if Y is —O—;
is —CO—, if Y is —NH—;

Y is —O— or —NH—;
R 1 is hydrogen or methyl;
R 2 are identical or different C 2 -C 6 -alkylene radicals, which are arranged blockwise or randomly;
R 3 is hydrogen or C 1 -C 4 -alkyl;
n is an integer from 25 to 75,

(B) 1 to 40% by weight of at least one quaternized nitrogen-containing monoethylenically unsaturated monomer selected from the group consisting of monomers of formula IIa to IId

in which the variables have the following meanings:
R is C 1 -C 4 -alkyl or benzyl;
R′ is hydrogen or methyl;
Y is —O— or —NH—;
A is C 1 -C 6 -alkylene;
X— is halide, C 1 -C 4 -alkyl sulfate, C 1 -C 4 -alkylsulfonate and C 1 -C 4 -alkyl carbonate,

(C) 0 to 10% by weight of anionic monoethylenically unsaturated monomers, and
(D) 0 to 30% by weight of other nonionic monoethylenically unsaturated monomers and has an average molecular weight M w of >100,000.

2. The copolymer according to claim 1 , which comprises, in copolymerized form, as monomer (A), at least one monomer of the formula I in which the variables have the following meanings:
X is —CO—;
Y is —O—;
R 1 is hydrogen or methyl;
R 2 is ethylene, propylene or mixtures thereof;
R 3 is methyl;
n is an integer from 51 to 65.

3. The copolymer according to claim 1 , which comprises, in copolymerized form, 60 to 98% by weight of monomer (A), 1 to 39% by weight of monomer (B) and 1 to 39% by weight of monomer (C).

4. The copolymer according to claim 1 , in which the weight ratio of (A) to (B) is ≥2:1 and for the case where the copolymers comprise a monomer (C) in copolymerized form, the weight ratio of (B) to (C) is also ≥2:1.

5. The copolymer according to claim 1 , wherein the overall net charge of said copolymer is cationic.

Assignees

• Basf Se

Inventors

• Flores-Figueroa Aaron
• Ruebenacker Martin
• Dobrawa Rainer
• Brym Markus
• Boeckh Dieter
• Huelskoetter Frank
• Ward Glenn
• Goodwin James
• Cuthbertson Melissa
• Scialla Stefano

Classifications

• C08F216/1433

  Monomers containing side chains of polyethylene oxide groups · CPC title

• C08F220/286 Primary

  and containing polyethylene oxide in the alcohol moiety, e.g. methoxy polyethylene glycol (meth)acrylate · CPC title

• C08F220/34

  Esters containing nitrogen {, e.g. N,N-dimethylaminoethyl (meth)acrylate} · CPC title

• C11D17/045

  Multi-compartment · CPC title

• C11D3/378

  (Co)polymerised monomers containing sulfur, e.g. sulfonate · CPC title