US4378411A
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Radiation-curable polymers
Assignee: 3M Co
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Filing: 1981-05-26
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Granted: 1983-03-29
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Expires: 2001-05-26
Abstract
Abstract A composition comprising a radiation-curable polymer, said polymer being crosslinkable and having pendant ethylenically unsaturated peptide groups is disclosed. Such polymers are useful in the field of graphic arts.
Inventors
- 👤 Steven M. Heilmann
- 👤 Frederick J. Palensky
- 👤 Jerald K. Rasmussen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 12:51
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0388; Y; Y10; Y10T; Y10T428/00; Y10T428/12; Y10T428/12306; Y10T428/31504; Y10T428/31551; Y10T428/31616; Y10T428/3162; Y10T428/31623; Y10T428/31645; Y10T428/31649; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31725; Y10T428/31728; Y10T428/31736; Y10T428/31739; Y10T428/31743; Y10T428/31779; Y10T428/31783; Y10T428/31826; Y10T428/31855; Y10T428/3188; Y10T428/31884; Y10T428/31891; Y10T428/31895; Y10T428/31906; Y10T442/00; Y10T442/20
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
370 words
A densely crosslinked polymer comprising the free radical initiated reaction product of a composition comprising a radiation-curable polymer, said polymer being crosslinkable and having pendant ethylenically unsaturated peptide groups and the following structural formula ##STR12## wherein M is a unit from one or more free radically polymerizable ethylenically unsaturated monomers; R 1 is hydrogen or methyl; R 2 is selected from a single bond, --R 3 -- and ##STR13## in which R 3 is alkylene having 1 to 12 carbon atoms, preferably 1 to 6 carbon atoms, and W is --O--, --S-- or --NH--; R 4 and R 7 are independently selected from a single bond and methylene, or substituted methylene having 1 to 12 carbon atoms; R 5 and R 6 are independently alkyl or cycloalkyl having 1 to 12 carbon atoms, aryl or aralkyl having 6 to 12 carbon atoms or R 5 and R 6 taken together with the carbon to which they are joined form a 5- or 6-membered carbocyclic ring, or may be H when at least one of R 4 and R 7 is methylene; n is 1, 2 or 3; X is --O--, --NH-- or --S--; A is a polymerizable, ethylenically unsaturated group selected from (a) ##STR14## in which R 8 is an alkylene group having 1 to 12 carbon atoms, an arylene group having 1 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms, or an oxyalkylene group --OR-- p in which R is a lower alkylene group having 2 to 4 carbon atoms and p is 1 to 4; R 9 and R 10 are independently hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 10 carbon atoms or (b) --R 8 WY in which R 8 is as defined under the definition for A, W as defined under the definition for R 2 , and Y is an ethylenically unsaturated acyl group selected from the group including acryloyl, methacryloyl, cinnamoyl, maleoyl, fumaroyl, itaconoyl and crotonoyl; a and b are independent whole integer numbers, and b is at least 1, sufficient to provide a polymer wherein the distribution of M units and ##STR15## units is random throughout the polymer.
Claim 2
Dependent Claim
370 words
A densely crosslinked polymer comprising the free radical initiated reaction product of a composition comprising a radiation-curable polymer, said polymer being crosslinkable and having pendant ethylenically unsaturated peptide groups and the following structural formula ##STR12## wherein M is a unit from one or more free radically polymerizable ethylenically unsaturated monomers; R 1 is hydrogen or methyl; R 2 is selected from a single bond, --R 3 -- and ##STR13## in which R 3 is alkylene having 1 to 12 carbon atoms, preferably 1 to 6 carbon atoms, and W is --O--, --S-- or --NH--; R 4 and R 7 are independently selected from a single bond and methylene, or substituted methylene having 1 to 12 carbon atoms; R 5 and R 6 are independently alkyl or cycloalkyl having 1 to 12 carbon atoms, aryl or aralkyl having 6 to 12 carbon atoms or R 5 and R 6 taken together with the carbon to which they are joined form a 5- or 6-membered carbocyclic ring, or may be H when at least one of R 4 and R 7 is methylene; n is 1, 2 or 3; X is --O--, --NH-- or --S--; A is a polymerizable, ethylenically unsaturated group selected from (a) ##STR14## in which R 8 is an alkylene group having 1 to 12 carbon atoms, an arylene group having 1 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms, or an oxyalkylene group --OR-- p in which R is a lower alkylene group having 2 to 4 carbon atoms and p is 1 to 4; R 9 and R 10 are independently hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 10 carbon atoms or (b) --R 8 WY in which R 8 is as defined under the definition for A, W as defined under the definition for R 2 , and Y is an ethylenically unsaturated acyl group selected from the group including acryloyl, methacryloyl, cinnamoyl, maleoyl, fumaroyl, itaconoyl and crotonoyl; a and b are independent whole integer numbers, and b is at least 1, sufficient to provide a polymer wherein the distribution of M units and ##STR15## units is random throughout the polymer.
Claim 3
Dependent Claim
17 words
The method of preparing the crosslinked polymer of claim 1 comprising irradiating said polymer with activating radiation.
Claim 4
Dependent Claim
14 words
A substrate having on at least one surface a crosslinked polymer of claim 1.
Claim 5
Dependent Claim
30 words
The substrate of claim 3 wherein said substrate is a rigid, resilient or flexible material selected from the group consisting of metals, plastics, rubber, glass, paper, fabrics, wood and ceramics.
Claim 6
Dependent Claim
372 words
An energy-sensitive element comprising a substrate having a layer, said layer having a composition comprising a radiation-curable polymer, said polymer being crosslinkable and having pendant ethylenically unsaturated peptide groups and units of the following structural formula ##STR16## wherein M is a unit from one or more free radically polymerizable ethylenically unsaturated monomers; R 1 is hydrogen or methyl; R 2 is selected from a single bond, --R 3 -- and ##STR17## in which R 3 is alkylene having 1 to 12 carbon atoms, preferably 1 to 6 carbon atoms, and W is --O--, --S-- or --NH--; R 4 and R 7 are independently selected from a single bond and methylene, or substituted methylene having 1 to 12 carbon atoms; R 5 and R 6 are independently alkyl or cycloalkyl having 1 to 12 carbon atoms, aryl or aralkyl having 6 to 12 carbon atoms or R 5 and R 6 taken together with the carbon to which they are joined form a 5- or 6-membered carbocyclic ring, or may be H when at least one of R 4 and R 7 is methylene; n is 1, 2 or 3; X is --O--, --NH-- or --S--; A is a polymerizable, ethylenically unsaturated group selected from (a) ##STR18## in which R 8 is an alkylene group having 1 to 12 carbon atoms, an arylene group having 1 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms, or an oxyalkylene group, --OR-- p in which R is a lower alkylene group having 2 to 4 carbon atoms and p is 1 to 4; R 9 and R 10 are independently hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 10 carbon atoms or (b) --R 8 WY in which R 8 is as defined under the definition for A, W as defined under the definition for R 2 , and Y is an ethylenically unsaturated acyl group selected from the group including acryloyl, methacryloyl, cinnamoyl, maleoyl, fumaroyl, itaconoyl and crotonoyl; a and b are independent whole integer numbers, and b is at least 1, sufficient to provide a polymer wherein the distribution of M units and ##STR19## units is random throughout the polymer.
Claim 7
Dependent Claim
372 words
An energy-sensitive element comprising a substrate having a layer, said layer having a composition comprising a radiation-curable polymer, said polymer being crosslinkable and having pendant ethylenically unsaturated peptide groups and units of the following structural formula ##STR16## wherein M is a unit from one or more free radically polymerizable ethylenically unsaturated monomers; R 1 is hydrogen or methyl; R 2 is selected from a single bond, --R 3 -- and ##STR17## in which R 3 is alkylene having 1 to 12 carbon atoms, preferably 1 to 6 carbon atoms, and W is --O--, --S-- or --NH--; R 4 and R 7 are independently selected from a single bond and methylene, or substituted methylene having 1 to 12 carbon atoms; R 5 and R 6 are independently alkyl or cycloalkyl having 1 to 12 carbon atoms, aryl or aralkyl having 6 to 12 carbon atoms or R 5 and R 6 taken together with the carbon to which they are joined form a 5- or 6-membered carbocyclic ring, or may be H when at least one of R 4 and R 7 is methylene; n is 1, 2 or 3; X is --O--, --NH-- or --S--; A is a polymerizable, ethylenically unsaturated group selected from (a) ##STR18## in which R 8 is an alkylene group having 1 to 12 carbon atoms, an arylene group having 1 to 12 carbon atoms, an arylene group having 6 to 10 carbon atoms, or an oxyalkylene group, --OR-- p in which R is a lower alkylene group having 2 to 4 carbon atoms and p is 1 to 4; R 9 and R 10 are independently hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 10 carbon atoms or (b) --R 8 WY in which R 8 is as defined under the definition for A, W as defined under the definition for R 2 , and Y is an ethylenically unsaturated acyl group selected from the group including acryloyl, methacryloyl, cinnamoyl, maleoyl, fumaroyl, itaconoyl and crotonoyl; a and b are independent whole integer numbers, and b is at least 1, sufficient to provide a polymer wherein the distribution of M units and ##STR19## units is random throughout the polymer.
Claim 8
Dependent Claim
24 words
The element of claim 5 wherein said layer further comprises 0.01 to 5.0 percent by weight of the total polymerizable composition of a photoinitiator.
Claim 9
Dependent Claim
24 words
The element of claim 5 wherein said layer further comprises 0.5 to 2.0 percent by weight of the total polymerizable composition of a photoinitiator.
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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) | 1986-03-28 | 1986-09-27 | 1987-03-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-03-28 | 1990-09-27 | 1991-03-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-03-28 | 1994-09-27 | 1995-03-29 | $7700.00 | Window Closed / Lapsed |