US4338239A
Expired / Lapsed
US
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Polyacrylate thickening agents
Assignee: Stein Hall and Co Inc
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Filing: 1981-03-30
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Granted: 1982-07-06
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Expires: 2001-03-30
Abstract
Abstract This invention provides a novel polyacrylate thickening agent which is composed of monomers comprising (1) (meth)acrylic acid, (2) glyceryl allyl ether derivative, and optionally (3) one or more other polymerizable monomers. In another embodiment, this invention provides a print paste containing the defined novel polyacrylate thickening agent.
Inventors
- 👤 Laurence G. Dammann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 13:56
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/03; C08; C08F; C08F220/00; C08F220/02; C08F220/04; C09D7/00; C09D7/40; C09D7/43; C08L; C08L33/00; C08L33/02; Y; Y10; Y10S; Y10S526/00; Y10S526/932
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
256 words
An interpolymer of monomers comprising (1) at least 60 weight percent of acrylic acid or methacrylic acid; (2) between about 0.2-20 weight percent of a glyceryl ether derivative in which one hydroxyl group is in the free form, one hydroxyl group is in the form of an allyl ether substituent, and the other hydroxyl group is in the form of an ether or ester substituent, wherein said glyceryl ether derivative is prepared by reacting allyl glycidyl ether with a monohydric alcohol or a monocarboxylic acid in the mole ratio of allyl glycidyl ether to alcohol or acid of 1:1 to 1:0.5 and wherein the monohydric alcohol is an alkyl alcohol which contains from one to 20 carbon atoms, an arylalkyl alcohol which contains from 7 to 20 carbon atoms, or an alkenyl alcohol which contains from 12 to 20 carbon atoms, or glycol or polyglycol monoethers having the formula RO(C.sub.2 H.sub.4 O).sub.n H wherein R is an alkyl group which contains from 1 to 10 carbon atoms or an aryl group which is phenyl or alkyl substituted phenyl wherein the alkyl group contains from 1 to 12 carbon atoms and wherein n has a value of 1 to about 40, and wherein the monocarboxylic acid is an alkyl monocarboxylic acid which contains from 2 to 20 carbon atoms, an aryl monocarboxylic acid which contains 7 to 20 carbon atoms, or an alkenyl monocarboxylic acid which contains from 5 to 20 carbon atoms; and (3) between about 0-20 weight percent of another olefinically unsaturated monomer copolymerizable therewith.
Claim 2
Dependent Claim
256 words
An interpolymer of monomers comprising (1) at least 60 weight percent of acrylic acid or methacrylic acid; (2) between about 0.2-20 weight percent of a glyceryl ether derivative in which one hydroxyl group is in the free form, one hydroxyl group is in the form of an allyl ether substituent, and the other hydroxyl group is in the form of an ether or ester substituent, wherein said glyceryl ether derivative is prepared by reacting allyl glycidyl ether with a monohydric alcohol or a monocarboxylic acid in the mole ratio of allyl glycidyl ether to alcohol or acid of 1:1 to 1:0.5 and wherein the monohydric alcohol is an alkyl alcohol which contains from one to 20 carbon atoms, an arylalkyl alcohol which contains from 7 to 20 carbon atoms, or an alkenyl alcohol which contains from 12 to 20 carbon atoms, or glycol or polyglycol monoethers having the formula RO(C.sub.2 H.sub.4 O).sub.n H wherein R is an alkyl group which contains from 1 to 10 carbon atoms or an aryl group which is phenyl or alkyl substituted phenyl wherein the alkyl group contains from 1 to 12 carbon atoms and wherein n has a value of 1 to about 40, and wherein the monocarboxylic acid is an alkyl monocarboxylic acid which contains from 2 to 20 carbon atoms, an aryl monocarboxylic acid which contains 7 to 20 carbon atoms, or an alkenyl monocarboxylic acid which contains from 5 to 20 carbon atoms; and (3) between about 0-20 weight percent of another olefinically unsaturated monomer copolymerizable therewith.
Claim 3
Dependent Claim
15 words
An interpolymer in accordance with claim 1 wherein the mole ratios are 1:0.95 to 1:0.8.
Claim 4
Dependent Claim
17 words
An interpolymer in accordance with claim 1 wherein the carboxylic acid groups are at least partially neutralized.
Claim 5
Dependent Claim
32 words
An interpolymer in accordance with claim 1 wherein a 0.5 weight percent solution of the said interpolymer in water has a viscosity between about 20,000-60,000 cps at a pH between about 5-9.
Claim 6
Dependent Claim
32 words
An interpolymer in accordance with claim 1 wherein the glyceryl ether monomer before polymerization substantially corresponds to the formula: ##STR4## and is the reaction product of allyl glycidyl ether and benzyl alcohol.
Claim 7
Dependent Claim
34 words
An interpolymer in accordance with claim 1 wherein the glyceryl ether monomer before polymerization substantially corresponds to the formula: ##STR5## and in the reaction product of allyl glycidyl ether and ethylene glycol monobutyl ether.
Claim 8
Dependent Claim
34 words
An interpolymer in accordance with claim 1 wherein the glyceryl ether monomer before polymerization substantially corresponds to the formula: ##STR6## and is the reaction product of allyl glycidyl ether and diethylene glycol monobutyl ether.
Claim 9
Dependent Claim
32 words
An interpolymer in accordance with claim 1 wherein the glyceryl ether monomer before polymerization substantially corresponds to the formula: ##STR7## and is the reaction product of allyl glycidyl ether and undecylenic acid.
Claim 10
Dependent Claim
18 words
An interpolymer in accordance with claim 1 wherein the said interpolymer contains acrylamide as a third monomer component.
Claim 11
Dependent Claim
18 words
An interpolymer in accordance with claim 1 wherein the said interpolymer contains N,N-dialkylacrylamide as a third monomer component.
Claim 12
Dependent Claim
19 words
An interpolymer in accordance with claim 1 wherein the said interpolymer contains alkyl (meth)acrylate as a third monomer component.
Claim 13
Dependent Claim
19 words
An interpolymer in accordance with claim 1 wherein the said interpolymer contains maleic anhydride as a third monomer component.
Claim 14
Dependent Claim
269 words
A thickened liquid composition which contains an effective quantity of a thickening agent which is an interpolymer of monomers comprising (1) at least 60 weight percent of acrylic acid or methacrylic acid; (2) between about 0.2-20 weight percent of a glyceryl ether derivative in which one hydroxyl group is in the free form, one hydroxyl group is in the form of an allyl ether substituent, and the other hydroxyl group is in the form of an ether or ester substituent wherein said glyceryl ether derivative is prepared by reacting allyl glycidyl ether with a monohydric alcohol or a monocarboxylic acid in the mole ratio of allyl glycidyl ether to alcohol or acid of 1:1 to 1:0.5 and wherein the monohydric alcohol is an alkyl alcohol which contains from one to 20 carbon atoms, an arylalkyl alcohol which contains from 7 to 20 carbon atoms, or an alkenyl alcohol which contains from 12 to 20 carbon atoms, or glycol or polyglycol monoethers having the formula RO(C.sub.2 H.sub.4 O).sub.n H wherein R is an alkyl group which contains from 1 to 10 carbon atoms or an aryl group which is phenyl or alkyl substituted phenyl wherein the alkyl group contains from 1 to 12 carbon atoms and wherein n has a value of 1 to about 40, and wherein the monocarboxylic acid is an alkyl monocarboxylic acid which contains from 2 to 20 carbon atoms, an aryl monocarboxylic acid which contains 7 to 20 carbon atoms, or an alkenyl monocarboxylic acid which contains from 5 to 20 carbon atoms; and (3) between about 0-20 weight percent of another olefinically unsaturated monomer.
Claim 15
Dependent Claim
269 words
A thickened liquid composition which contains an effective quantity of a thickening agent which is an interpolymer of monomers comprising (1) at least 60 weight percent of acrylic acid or methacrylic acid; (2) between about 0.2-20 weight percent of a glyceryl ether derivative in which one hydroxyl group is in the free form, one hydroxyl group is in the form of an allyl ether substituent, and the other hydroxyl group is in the form of an ether or ester substituent wherein said glyceryl ether derivative is prepared by reacting allyl glycidyl ether with a monohydric alcohol or a monocarboxylic acid in the mole ratio of allyl glycidyl ether to alcohol or acid of 1:1 to 1:0.5 and wherein the monohydric alcohol is an alkyl alcohol which contains from one to 20 carbon atoms, an arylalkyl alcohol which contains from 7 to 20 carbon atoms, or an alkenyl alcohol which contains from 12 to 20 carbon atoms, or glycol or polyglycol monoethers having the formula RO(C.sub.2 H.sub.4 O).sub.n H wherein R is an alkyl group which contains from 1 to 10 carbon atoms or an aryl group which is phenyl or alkyl substituted phenyl wherein the alkyl group contains from 1 to 12 carbon atoms and wherein n has a value of 1 to about 40, and wherein the monocarboxylic acid is an alkyl monocarboxylic acid which contains from 2 to 20 carbon atoms, an aryl monocarboxylic acid which contains 7 to 20 carbon atoms, or an alkenyl monocarboxylic acid which contains from 5 to 20 carbon atoms; and (3) between about 0-20 weight percent of another olefinically unsaturated monomer.
Claim 16
Dependent Claim
31 words
A thickened liquid composition in accordance with claim 13 wherein the quantity of thickening agent is in the range between about 0.1-5 weight percent, based on the weight of liquid medium.
Claim 17
Dependent Claim
17 words
A thickened liquid composition in accordance with claim 13 wherein the liquid medium is a polar solvent.
Claim 18
Dependent Claim
30 words
A thickened liquid composition in accordance with claim 13 wherein the composition is an aqueous medium having a pH between about 5-9, and having a viscosity between about 20,000-60,000 cps.
Claim 19
Dependent Claim
19 words
A print paste formulation having incorporated therein a thickening agent which comprises an interpolymer in accordance with claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-07-05 | 1986-01-04 | 1986-07-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-07-05 | 1990-01-04 | 1990-07-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-07-05 | 1994-01-04 | 1994-07-06 | $7700.00 | Window Closed / Lapsed |