Patent US4451613A successfully refreshed from Google Patents.
US4451613A
Expired / Lapsed
US
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Ethylenically-unsaturated dextrin oligomers
Assignee: 3M Co
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Filing: 1983-03-03
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Granted: 1984-05-29
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Expires: 2003-03-03
Abstract
Abstract A photocurable, ethylenically-unsaturated, water-soluble oligomer comprising the reaction product of 100 parts by weight of a dextrin compound, and 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, the oligomer having an average in the range of 0.1 to 0.7 ethylenically-unsaturated moiety per anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of the oligomer is water soluble at 20° C. in a concentration of at least 2.5 percent by weight. The oligomer when photocured in combination with an ethylenically-unsaturated monomer is useful as a photoresist in positive-acting, water-developable, lithographic printing plates.
Inventors
- 👤 Alan D. Rousseau
- 👤 Laurence W. Reilly, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 18:55
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/032; G03F7/0325; C; C08; C08B; C08B31/00; C08F; C08F251/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
117 words
A photocurable, ethylenically-unsaturated oligomer comprising the reaction product of (1) 100 parts by weight of a dextrin compound, said dextrin compound being non-gelling at temperatures up to 98° C. when heated in the presence of water, N-methylolacrylamide, and carboxylic acid, (2) 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, said oligomer having an average in the range of 0.20 to 0.45 ethylenically-unsaturated moiety per every anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of said oligomer is water soluble at 20° C. in a concentration of at least 2.5 percent by weight.
Claim 2
Dependent Claim
117 words
A photocurable, ethylenically-unsaturated oligomer comprising the reaction product of (1) 100 parts by weight of a dextrin compound, said dextrin compound being non-gelling at temperatures up to 98° C. when heated in the presence of water, N-methylolacrylamide, and carboxylic acid, (2) 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, said oligomer having an average in the range of 0.20 to 0.45 ethylenically-unsaturated moiety per every anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of said oligomer is water soluble at 20° C. in a concentration of at least 2.5 percent by weight.
Claim 3
Dependent Claim
61 words
The oligomer according to claim 1 having the formula ##STR15## wherein Dextrin is a carbohydrate intermediate in chain length between starch and glucose; Z is an organo linking group having up to 8 atoms selected from carbon, nitrogen, and oxygen; R is hydrogen or a lower alkyl group; and a, the degree of substitution, has a value of 0.20 to 0.45.
Claim 4
Dependent Claim
36 words
The oligomer according to claim 2 wherein Z has the formula ##STR16## wherein Q is a divalent organo group having up to 6 atoms selected from carbon, nitrogen, and oxygen, and X is N--H or O.
Claim 5
Dependent Claim
16 words
The oligomer according to claim 2 wherein Z is selected from the group consisting of ##STR17##
Claim 6
Dependent Claim
12 words
The oligomer according to claim 4 wherein Z is a ##STR18## group.
Claim 7
Dependent Claim
14 words
The oligomer according to claim 1 wherein said ethylenically-unsaturated monomer contains an acrylamido group.
Claim 8
Dependent Claim
14 words
The oligomer according to claim 1 wherein said ethylenically-unsaturated monomer contains an acrylamidomethyl group.
Claim 9
Dependent Claim
15 words
The oligomer according to claim 1 wherein said dextrin is a canary corn starch hydrolyzate.
Claim 10
Dependent Claim
23 words
A hydrophilic, water-insoluble polymer which is the photocured product of the oligomer according to claim 1 reacted with at least one ethylenically-unsaturated monomer.
Claim 11
Dependent Claim
164 words
A process for preparing the oligomer according to claim 5 comprising the steps of: a. admixing 1. 100 parts by weight of a dextrin compound, said dextrin compound being non-gelling at temperatures up to 98° C. when heated in the presence of water, N-methylolacrylamide, and carboxylic acid, 2. 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, 3. 1 to 6 parts by weight of carboxylic acid catalyst, and 4. 0.0002 to 0.0006 parts by weight of a polymerization inhibitor, b. reacting said admixture, and c. purifying the resultant oligomer by precipitating in a polar organic solvent; said oligomer having an average in the range of 0.20 to 0.45 ethylenically-unsaturated moiety per every anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of said oligomer is water soluble at 20° C. in a concentration of at least 2.5 percent by weight.
Claim 12
Dependent Claim
173 words
A process for preparing the oligomer according to claim 5 comprising the steps of: a. hydrolyzing a starch to provide a dextrin compound, b. admixing 1. 100 parts by weight of said dextrin compound, said dextrin compound being non-gelling at temperatures up to 98° C. when heated in the presence of water, N-methylolacrylamide, and carboxylic acid, 2. 35 to 70 parts by weight of at least one ethylenically-unsaturated monomer capable of reacting with at least one hydroxyl group of the dextrin compound, 3. 1 to 6 parts by weight of carboxylic acid catalyst, and 4. 0.0002 to 0.0006 parts by weight of a polymerization inhibitor, c. reacting said admixture, and d. purifying the resultant oligomer by precipitating in a polar organic solvent; said oligomer having an average in the range of 0.20 to 0.45 ethylenically-unsaturated moiety per every anhydroglucose unit and an equivalent weight of 440 to 990, and at least 75 weight percent of said oligomer is water soluble at 20° C. in a concentration of at least 2.5 percent by weight.
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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) | 1987-05-29 | 1987-11-28 | 1988-05-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-29 | 1991-11-28 | 1992-05-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-29 | 1995-11-28 | 1996-05-29 | $7700.00 | Window Closed / Lapsed |