US4451613A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Ethylenically-unsaturated dextrin oligomers
Assignee: 3M Co
•
Filing: 1983-03-03
•
Granted: 1984-05-29
•
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 18:40
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.
References Cited (Backward Citations)
US3085008A
Cited
US3419394A
Cited
US3867147A
Cited
US4198236A
Cited
US4147549A
Cited
US4060506A
Cited
US4079025A
Cited
US4115332A
Cited
US4117222A
Cited
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 |