US5294692A
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Associative monomers and polymers
Assignee: Akzo Nobel NV
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Filing: 1993-06-30
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Granted: 1994-03-15
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Expires: 2013-06-30
Abstract
Abstract Novel mono- and multi-functional non-ionic urethane monomers are prepared from surfactants comprising poly(ethylene oxide)(butylene oxide) copolymers, preferably C1-C4 alkoxy-terminated, monohydric, ethylene oxide/butylene oxide block polymers and monoethylenically unsaturated aliphatic isocyanates. When polymerized with, e.g. acrylic acid or alkyl acrylates, these monomers provide copolymers exhibiting greatly enhanced thickening efficiency.
Inventors
- 👤 Milagros C. Barron
- 👤 John M. Wilkerson, III
- 👤 Daniel W. Verstrat
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 05:18
CPC Classifications
C; C08; C08F; C08F226/00; C08F226/02; C08F212/00; C08F212/02; C08F212/04; C08F212/14; C08F212/26; C08F212/34; Y; Y10; Y10T; Y10T428/00; Y10T428/23907; Y10T428/23986
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
94 words
A polymer of a non-ionic urethane monomer comprising at least two repeating units of the structure: ##STR11## wherein R, R 1 and R 2 are, independently, H, --CH 3 or --CH 2 CH 3 ; R 3 is a C 1 -C 4 linear or branched alkyl group; y is an integer from 1 to 50; x is an integer from 1 to 50; the sum of x+y is less than or equal to 100; A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group; and n is at least 1.
Claim 2
Dependent Claim
94 words
A polymer of a non-ionic urethane monomer comprising at least two repeating units of the structure: ##STR11## wherein R, R 1 and R 2 are, independently, H, --CH 3 or --CH 2 CH 3 ; R 3 is a C 1 -C 4 linear or branched alkyl group; y is an integer from 1 to 50; x is an integer from 1 to 50; the sum of x+y is less than or equal to 100; A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group; and n is at least 1.
Claim 3
Dependent Claim
19 words
The polymer of claim 1, wherein R is --H; R 1 is --CH 3 ; and A is ##STR12##
Claim 4
Dependent Claim
79 words
A polymer of a non-ionic urethane monomer comprising at least two repeating units of the structure: ##STR13## wherein R, R 1 and R 2 are H, --CH 3 or --CH 2 CH 3 ; q is an integer from 1 to 50; p and r are, independently, integers from 1 to 50 the sum of p+q+r is less than or equal to 150; A is a C 2 -C 20 alkyl, or alkaryl alkylene group; and n is 1.
Claim 5
Dependent Claim
79 words
A polymer of a non-ionic urethane monomer comprising at least two repeating units of the structure: ##STR13## wherein R, R 1 and R 2 are H, --CH 3 or --CH 2 CH 3 ; q is an integer from 1 to 50; p and r are, independently, integers from 1 to 50 the sum of p+q+r is less than or equal to 150; A is a C 2 -C 20 alkyl, or alkaryl alkylene group; and n is 1.
Claim 6
Dependent Claim
19 words
The polymer of claim 3, wherein R is --H; R 1 is CH 3 ; and A is ##STR14##
Claim 7
Dependent Claim
145 words
A copolymer comprising: (a) 30 to 99 mole percent monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, monoethylenically unsaturated C 4 -C 8 -dicarboxylic acid, esters of monoethylenically unsaturated C 4 -C 8 -dicarboxylic acids, esters of monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, vinyl esters of saturated C 1 -C 8 -monocarboxylic acid or a mixture thereof; and (b) 0.1 to 70 mole percent of a non-ionic urethane monomer comprising the structure: ##STR15## wherein R and R 1 are, independently, H, --CH 3 or --CH 2 CH 3 ; R 2 is a C 1 -C 4 linear or branched alkyl group; y is an integer from 1 to 50; x is an integer from 1 to 50; the sum of x+y is less than or equal to 100; and A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group.
Claim 8
Dependent Claim
145 words
A copolymer comprising: (a) 30 to 99 mole percent monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, monoethylenically unsaturated C 4 -C 8 -dicarboxylic acid, esters of monoethylenically unsaturated C 4 -C 8 -dicarboxylic acids, esters of monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, vinyl esters of saturated C 1 -C 8 -monocarboxylic acid or a mixture thereof; and (b) 0.1 to 70 mole percent of a non-ionic urethane monomer comprising the structure: ##STR15## wherein R and R 1 are, independently, H, --CH 3 or --CH 2 CH 3 ; R 2 is a C 1 -C 4 linear or branched alkyl group; y is an integer from 1 to 50; x is an integer from 1 to 50; the sum of x+y is less than or equal to 100; and A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group.
Claim 9
Dependent Claim
25 words
The copolymer of claim 5, wherein the non-ionic urethane monomer is the urethane reaction product of a monoethylenically unsaturated aliphatic isocyanate with a nonionic surfactant.
Claim 10
Dependent Claim
19 words
The copolymer of claim 5, wherein R is --H; R 1 is --CH 3 ; and A is ##STR16##
Claim 11
Dependent Claim
25 words
The copolymer of claim 6, wherein the monoethylenically unsaturated aliphatic isocyanate is selected from the group consisting essentially of isocyanatoethylmethylacrylate and alpha-, alpha-dimethyl-m-isopropenyl benzyl isocyanate.
Claim 12
Dependent Claim
45 words
The copolymer of claim 5 further comprising comonomers selected from the group consisting of acrylamide, methacrylamide, acrylic acid, methacrylic acid, C 1 -C 18 alkyl and C 2 -C 18 hydroxyalkyl esters of acrylic and methacrylic acid, ethyl acrylate, acrylonitrile, and esters of itaconic acid.
Claim 13
Dependent Claim
134 words
A copolymer comprising: (a) 30 to 99 mole percent monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, monoethylenically unsaturated C 4 -C 8 -dicarboxylic acid, esters of monoethylenically unsaturated C 4 -C 8 -dicarboxylic acids, esters of monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, vinyl esters of saturated C 1 -C 8 -monocarboxylic acid or a mixture thereof; and (b) 0.1 to 35 mole percent of a non-ionic urethane monomer comprising the structure: ##STR17## wherein R and R 1 are, independently, H, --CH 3 or --CH 2 CH 3 ; q is an integer from 1 to 50; p and r are, independently, integers from 1 to 50 the sum of p+q+r is less than or equal to 150; and A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group.
Claim 14
Dependent Claim
134 words
A copolymer comprising: (a) 30 to 99 mole percent monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, monoethylenically unsaturated C 4 -C 8 -dicarboxylic acid, esters of monoethylenically unsaturated C 4 -C 8 -dicarboxylic acids, esters of monoethylenically unsaturated C 3 -C 8 -monocarboxylic acid, vinyl esters of saturated C 1 -C 8 -monocarboxylic acid or a mixture thereof; and (b) 0.1 to 35 mole percent of a non-ionic urethane monomer comprising the structure: ##STR17## wherein R and R 1 are, independently, H, --CH 3 or --CH 2 CH 3 ; q is an integer from 1 to 50; p and r are, independently, integers from 1 to 50 the sum of p+q+r is less than or equal to 150; and A is a C 2 -C 20 alkyl, aryl or alkaryl alkylene group.
Claim 15
Dependent Claim
31 words
The copolymer of claim 10, wherein the non-ionic urethane monomer is the urethane reaction product of two moles of monoethylenically unsaturated aliphatic isocyanate with one mole of a nonionic, multihydric surfactant.
Claim 16
Dependent Claim
19 words
The copolymer of claim 10, wherein R is --H; R 1 is --CH 3 ; and A is ##STR18##
Claim 17
Dependent Claim
25 words
The copolymer of claim 11, wherein the monoethylenically unsaturated aliphatic isocyanate is selected from the group consisting essentially of isocyanatoethylmethylacrylate and alpha-, alpha-dimethyl-m-isopropenyl benzyl isocyanate.
Claim 18
Dependent Claim
45 words
The copolymer of claim 10 further comprising comonomers selected from the group consisting of acrylamide, methacrylamide, acrylic acid, methacrylic acid, C 1 -C 18 alkyl and C 2 -C 18 hydroxyalkyl esters of acrylic and methacrylic acid, ethyl acrylate, acrylonitrile, and esters of itaconic acid.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-03-14 | 1997-09-13 | 1998-03-15 | $2000.00 | Window Closed / Lapsed |
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