US4168982A
Expired / Lapsed
US
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Photopolymerizable compositions containing nitroso dimers to selectively inhibit thermal polymerization
Assignee: EIDP Inc
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Filing: 1977-12-07
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Granted: 1979-09-25
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Expires: 1997-12-07
Abstract
Abstract Thermally stable photopolymerizable compositions comprise (i) at least one nongaseous ethylenically unsaturated compound, (ii) a nitroso dimer which is a noninhibitor of free-radical polymerization but thermally dissociates to nitroso monomer which is an inhibitor of free-radical polymerization, and (iii) an organic, radiation-sensitive free-radical generating system.
Inventors
- 👤 Jose F. Pazos
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 20:16
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/118
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
141 words
A thermally stable photopolymerizable composition comprising: (i) at least one nongaseous, ethylenically unsaturated compound capable of polymerization by free-radical initiated chain propagation; (ii) 20 parts per million to 10% by weight, based on the total weight of the photopolymerizable composition, of a nitroso dimer containing a dinitroso group of the structure ##STR8## which is a noninhibitor of free-radical polymerization but thermally dissociates to nitroso monomer which is an inhibitor of free-radical polymerization, and is characterized by (a) a dissociation constant of 10 -2 --10 -10 in solution at 25° C., and (b) a rate of dissociation having a half-life of at least 30 seconds in solution at 25° C.; and (iii) 0.001-5 parts by weight, per part of unsaturated compound, of an organic, radiation-sensitive free-radical generating system activatable by actinic radiation that does not dissociate the nitroso dimer to nitroso monomer.
Claim 2
Dependent Claim
141 words
A thermally stable photopolymerizable composition comprising: (i) at least one nongaseous, ethylenically unsaturated compound capable of polymerization by free-radical initiated chain propagation; (ii) 20 parts per million to 10% by weight, based on the total weight of the photopolymerizable composition, of a nitroso dimer containing a dinitroso group of the structure ##STR8## which is a noninhibitor of free-radical polymerization but thermally dissociates to nitroso monomer which is an inhibitor of free-radical polymerization, and is characterized by (a) a dissociation constant of 10 -2 --10 -10 in solution at 25° C., and (b) a rate of dissociation having a half-life of at least 30 seconds in solution at 25° C.; and (iii) 0.001-5 parts by weight, per part of unsaturated compound, of an organic, radiation-sensitive free-radical generating system activatable by actinic radiation that does not dissociate the nitroso dimer to nitroso monomer.
Claim 3
Dependent Claim
29 words
The composition of claim 1 wherein the dinitroso group is of the structure ##STR9## and has a dissociation half-life of at least 1 minute in solution at 25° C.
Claim 4
Dependent Claim
38 words
The composition of claim 1 wherein said photopolymerizable composition is of the unsaturated compound/binder type and said nitroso dimer is present in an amount of from 100 parts per million to 2% by weight of said photopolymerizable composition.
Claim 5
Dependent Claim
26 words
The composition of claim 3 wherein said nitroso compound is selected from 1-nitrosooctadecane dimer, 1-nitrosododecane dimer, nitrosocyclohexane dimer, di-t-butylnitrosomethane dimer, 3,3-dimethyl-2-nitrosobutane dimer, 2-nitroso-2,4-dimethyl-3-pentanone dimer, and 1,4,4-trimethyl-2,3-diazabicyclo-[3.2.2]-non-2-ene-N,N'-dioxide.
Claim 6
Dependent Claim
39 words
The composition of claim 1 wherein said photopolymerizable composition is a substantially dry, predominately crystalline composition employing a normally solid ethylenically unsaturated compound, and said nitroso dimer is present in an amount of 0.1-10% by weight of said composition.
Claim 7
Dependent Claim
12 words
The composition of claim 5 wherein said nitroso dimer is nitrosocyclohexane dimer.
Claim 8
Dependent Claim
11 words
The composition of claim 4 wherein said nitroso compound is 1,4,4-trimethyl-2,3-diazabicyclo[3.2.2]-non-2-ene-N,N'-dioxide.
Claim 9
Dependent Claim
15 words
The composition of claim 1 wherein said photopolymerizable composition is of the unsaturated compound/binder type.
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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) | 1982-09-24 | 1983-03-26 | 1983-09-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-09-24 | 1987-03-26 | 1987-09-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-09-24 | 1991-03-26 | 1991-09-25 | $7700.00 | Window Closed / Lapsed |