Polymer having polyether side chains

Patent metadata

Field	Value
Publication number	US-10065891-B2
Application number	US-201515524106-A
Country	US
Kind code	B2
Filing date	Nov 3, 2015
Priority date	Nov 10, 2014
Publication date	Sep 4, 2018
Grant date	Sep 4, 2018

Abstract

The invention relates to a polymer which is obtainable by copolymerizing monomers comprising at least one ethylenically unsaturated monomer which comprises at least one acid group and at least one ethylenically unsaturated monomer (II) having polyether groups with 5 to 35 repeating units and at least one ethylenically unsaturated monomer (III) having polyether groups with 45 to 150 repeating units, the molar ratio of monomer (II) to monomer (III) being between 75:25 and 99.5:0.5. Further disclosed are the use of the polymer of the invention as an admixture for inorganic binder compositions, and a composition in powder form comprising an inorganic binder and the polymer of the invention.

First claim

The invention claimed is:

1. A polymer obtained by copolymerizing monomers comprising
(I) at least one ethylenically unsaturated monomer which comprises at least one acid group and
(II) at least one ethylenically unsaturated monomer having polyether groups of the structural unit (IIa),
—(C a H 2a O) n —  (IIa)

where
n is an integer from 5 to 35,
a independently at each occurrence for each (C a H 2a O) unit identically or differently is 2, 3 or 4, and

(III) at least one ethylenically unsaturated monomer having polyether groups of the structural unit (IIIa),
—(C b H 2b O) m —  (IIIa)

where
m is an integer from 45 to 150,
b independently at each occurrence for each (C b H 2b O) unit identically or differently is 2, 3 or 4, and

where the molar ratio of monomer (II) to monomer (III) is between 75:25 and 99.5:0.5.

2. The polymer according to claim 1 , wherein the acid group of the monomer (I) is at least one from the group consisting of carboxyl, phosphono, sulfino, sulfo, sulfamido, sulfoxy, sulfoalkyloxy, sulfinoalkyloxy, and phosphonooxy.

3. The polymer according to claim 1 , wherein monomer (II) is represented the general formula (IIb)

where
U is oxygen or a chemical bond,
p is an integer between 0 and 4,
X is oxygen, sulfur or a group NR 3 ,
k is 0 or 1,
W is a hydrogen, a C 1 -C 6 alkyl or an aryl radical or is the group Y-F, where
Y is a linear or branched alkylene group having 2 to 8 carbons and may carry a phenyl ring,
F is a 5- to 10-membered nitrogen heterocycle which is bonded via nitrogen and which as ring members, besides the nitrogen atom and besides carbon atoms, may have 1, 2 or 3 additional heteroatoms selected from oxygen, nitrogen, and sulfur, it being possible for the nitrogen ring members to have a group R 4 , and for 1 or 2 carbon ring members to be carbonyl group(s),
R 1 , R 2 , R 3 , and R 4 independently of one another are hydrogen or an aliphatic hydrocarbon radical having 1 to 4 carbons, or benzyl, and
where
n is an integer from 5 to 35, and
a independently at each occurrence for each (C a H 2a O) unit identically or differently is 2 3 or 4.

4. The polymer according to claim 1 , wherein monomer (III) is represented by the general formula (IIIb)

where
U is oxygen or a chemical bond,
p is an integer between 0 and 4,
X is oxygen, sulfur or a group NR 3 ,
k is 0 or 1,
W is a hydrogen, a C 1 -C 6 alkyl or an aryl radical or is the group Y-F, where
Y is a linear or branched alkylene group having 2 to 8 carbons and may carry a phenyl ring,
F is a 5- to 10-membered nitrogen heterocycle which is bonded via nitrogen and which as ring members, besides the nitrogen atom and besides carbon atoms, may have 1, 2 or 3 additional heteroatoms selected from oxygen, nitrogen, and sulfur, it being possible for the nitrogen ring members to have a group R 4 , and for 1 or 2 carbon ring members to be carbonyl group(s),
R 3 , R 4 , R 5 , and R 6 independently of one another are hydrogen or an aliphatic hydrocarbon radical having 1 to 4 carbons, or benzyl, and
where
m is an integer from 45 to 150,
b independently at each occurrence for each (C b H 2b O) unit identically or differently is 2.3 or 4.

5. The polymer according to claim 3 , wherein
U is oxygen,
p is 4,
X is oxygen,
k is 0, and
R 1 , R 2 , R 5 and R 6 independently of one another are hydrogen or a methyl group.

6. The polymer according to claim 1 , wherein
n is an integer from 20 to 30,
a independently at each occurrence for each (C a H 2a O) unit identically or differently is 2 or 3.

7. The polymer according to claim 1 , wherein
m is an integer from 65 to 75,
b independently at each occurrence for each (C b H 2b O) unit identically or differently is 2 or 3.

8. The polymer according to claim 1 , wherein the ethylenically unsaturated monomer (I) is represented by at least one of the following general formulae from the group consisting of (I a), (I b), and (I c)

where
R 7 and R 8 independently of one another are hydrogen or an aliphatic hydrocarbon radical having 1 to 20 carbons,
B is H, —COOM a , —CO—O(C q H 2q O) r —R 9 , or —CO—NH—(C q H 2q O) r —R 9 ,
M is hydrogen, a mono-, di- or trivalent metal cation, ammonium ion or an organic amine radical,
a is ⅓, ½ or 1,
R 9 is hydrogen, an aliphatic hydrocarbon radical having 1 to 20 carbons, a cycloaliphatic hydrocarbon radical having 5 to 8 carbons, or an optionally substituted aryl radical having 6 to 14 carbons,
q independently at each occurrence for each (C q H 2q O) unit identically or differently is 2, 3 or 4, and
r is 0 to 200,
Z is O, NR 16 ,
R 16 independently at each occurrence is identical or different and represented by a branched or unbranched C 1 to C 10 alkyl radical, C 5 to C 8 cycloalkyl radical, aryl radical, heteroaryl radical or H,

where
R 10 and R 11 independently of one another are hydrogen or an aliphatic hydrocarbon radical having 1 to 20 carbons, a cycloaliphatic hydrocarbon radical having 5 to 8 carbons, or an optionally substituted aryl radical having 6 to 14 carbons,
R 12 is identical or different and represented by (C n H 2n )—SO 3 H with n=0, 1, 2, 3 or 4, (C n H 2n )—OH with n=0, 1, 2, 3 or 4; (C n H 2n )—PO 3 H 2 with n=0, 1, 2, 3 or 4, (C n H 2n )—OPO 3 H 2 with n=0, 1, 2, 3 or 4, (C 6 H 4 )—SO 3 H, (C 6 H 4 )—PO 3 H 2 , (C 6 H 4 )—OPO 3 H 2 or (C n H 2n )—NR 14 b with n=0, 1, 2, 3 or 4 and b=2 or 3,
R 13 is H, —COOM a , —CO—O(C q H 2q O) r —R 9 , or —CO—NH—(C q H 2q O) r —R 9 , where M a , R 9 , q, and r possess definitions stated above,
R 14 is hydrogen, an aliphatic hydrocarbon radical having 1 to 10 carbons, a cycloaliphatic hydrocarbon radical having 5 to 8 carbons, or an optionally substituted aryl radical having 6 to 14 carbons,
Q is identical or different and represented by NH, NR 15 or O;
where R 15 is an aliphatic hydrocarbon radical having 1 to 10 carbons, a cycloaliphatic hydrocarbon radical having 5 to 8 carbons or an optionally substituted aryl radical having 6 to 14 carbons.

9. The polymer according to claim 1 , wherein the polymer is in powder form.

10. The polymer according to claim 1 , wherein the ethylenically unsaturated monomer (I) is at least one compound from the group consisting of acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, vinylsulfonic acid, allylsulfonic acid, sulfoethyl methacrylate, 2-acrylamido-2-methylpropanesulfonic acid (AMPS), 2-methacrylamido-2-methylpropanesulfonic acid, 2-acrylamidobutanesulfonic acid, 3-acrylamido-3-methylbutanesulfonic acid, 2-acrylamido-2,4,4-trimethylpentanesulfonic acid, vinylphosphonic acid, allylphosphonic acid, N-(meth)acrylamidoalkylphosphonic acids, and (meth)acryloyloxyalkylphosphonic acids.

11. The polymer according to claim 1 , wherein the fraction of the monomer (I) in the polymer is 50 to 90 mol %.

12. The polymer according to claim 1 , wherein the fraction of the monomer (II) and the fraction of the monomer

Assignees

• Basf Se

Inventors

• Bichler Manfred
• Winklbauer Martin
• Dengler Joachim

Classifications

• C08L33/02

  Homopolymers or copolymers of acids; Metal or ammonium salts thereof · CPC title

• C08L29/10

  Homopolymers or copolymers of unsaturated ethers (C08L35/08 takes precedence) · CPC title

• C08F220/06

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title

• C08F216/12

  by an ether radical · CPC title

• C04B2111/00672

  Pointing or jointing materials · CPC title