US4115232A
Expired / Lapsed
US
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Curing photopolymerizable compositions containing n-substituted acryloyloxyethyl amines
Assignee: Rohm and Haas Co
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Filing: 1975-12-10
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Granted: 1978-09-19
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Expires: 1995-12-10
Abstract
Abstract N-Substituted acryloyloxyethyl amines are useful both as radiation curable coating materials and as cure accelerators in coating formulations. The amines are prepared by one of several methods including transesterification of acrylate esters with an N-substituted hydroxyethylamine or acrylation of the N-substituted hydroxyethylamine.
Inventors
- 👤 Kayson Nyi
- 👤 Sandra I. Graham
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 04:41
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101; C08; C08K; C08K5/00; C08K5/16; C08K5/17
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
142 words
In a process of curing a composition by actinic radiation energy the improvement of applying such energy to a radiation curable composition comprising (1) from about 5% to about 80% by weight of a cure accelerator compound of the formula ##STR13## wherein A is hydrogen or methyl; R is alkyl, cycloalkyl or a radical of the formula --CH 2 CH 2 X wherein X is cyano, carbamoyl or a radical of the formula --CO 2 R 1 , COR 1 , CONHR 1 or CONR 1 2 wherein R 1 is alkyl; m is a number having a value in the range of 1 to 2 and n is a number having a value in the range of 0 to 1, and (2) from about 20% to about 95% by weight of a photopolymerizable polyfunctional ethylenically unsaturated compound, thereby curing the composition.
Claim 2
Dependent Claim
142 words
In a process of curing a composition by actinic radiation energy the improvement of applying such energy to a radiation curable composition comprising (1) from about 5% to about 80% by weight of a cure accelerator compound of the formula ##STR13## wherein A is hydrogen or methyl; R is alkyl, cycloalkyl or a radical of the formula --CH 2 CH 2 X wherein X is cyano, carbamoyl or a radical of the formula --CO 2 R 1 , COR 1 , CONHR 1 or CONR 1 2 wherein R 1 is alkyl; m is a number having a value in the range of 1 to 2 and n is a number having a value in the range of 0 to 1, and (2) from about 20% to about 95% by weight of a photopolymerizable polyfunctional ethylenically unsaturated compound, thereby curing the composition.
Claim 3
Dependent Claim
23 words
The process of claim 1 in which the composition also contains (3) from about 1% to about 25% by weight of a photoinitiator.
Claim 4
Dependent Claim
77 words
The process according to claim 2 which comprises from about 5 to about 30% by weight of the compound of said formula and from about 70 to about 95% by weight of at least one ester of an ethylenically unsaturated acid and pentaerythritol, dipentaerythritol, polypentaerythritol, trimethylolpropane, ethylene glycol or neopentylglycol and from about 1 to 25% by weight of a photoinitiator selected from acyloin and acyloin derivatives, desylhalides, desylamine, benzophenone derivatives, polychlorinated aromatic compounds or mixtures thereof.
Claim 5
Dependent Claim
29 words
The process according to claim 3 wherein R is tert-butyl, cyclohexyl or a radical of the formula --CH 2 CH 2 X, wherein X is cyano, hydroxy or ethoxycarbonyl.
Claim 6
Dependent Claim
14 words
The process according to claim 4 wherein A is hydrogen and X is cyano.
Claim 7
Dependent Claim
14 words
The process according to claim 4 wherein A is hydrogen and X is ethoxycarbonyl.
Claim 8
Dependent Claim
12 words
The process according to claim 4 wherein the ester is pentaerythritol triacrylate.
Claim 9
Dependent Claim
12 words
The process of claim 4 wherein the photoinitiator is benzoin methyl ether.
Claim 10
Dependent Claim
13 words
The process according to claim 4 wherein the photoinitiator is benzoin ethyl ether.
Claim 11
Dependent Claim
11 words
The process according to claim 4 wherein the photoinitiator is benzophenone.
Claim 12
Dependent Claim
25 words
The process of claim 1 in which said radiation curable composition is a photopolymerizable ink which comprises a coloring agent selected from dyes and pigments.
Claim 13
Dependent Claim
12 words
The process according to claim 11 comprising as the cure accelerator 3-(N,N-bis[acryloyloxyethylamino)]propionitrile.
Claim 14
Dependent Claim
13 words
The process according to claim 11 comprising as the cure accelerator ethyl 3-(N,N-bis[acryloloxyethylamino)]propionate.
Claim 15
Dependent Claim
12 words
The process according to claim 11 comprising as the cure accelerator N-hydroxyethyl-N,N-bis(acryloyloxyethyl)amine.
Claim 16
Dependent Claim
19 words
The process according to claim 11 which comprises from about 1 to about 25% by weight of a photoinitiator.
Claim 17
Dependent Claim
11 words
A method according to claim 1 wherein the compound is 3-(N,N-bis[acryloyloxyethylamino)]propionitrile.
Claim 18
Dependent Claim
12 words
A method according to claim 1 wherein the compound is ethyl 3-(N,N-bis[acryloloxyethylamino)]propionate.
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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) | 1981-09-18 | 1982-03-20 | 1982-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-18 | 1986-03-20 | 1986-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-18 | 1990-03-20 | 1990-09-19 | $7700.00 | Window Closed / Lapsed |