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US4180403A Expired / Lapsed US ⏱️ 0.0 years remaining

Photohardenable films having high resolution containing nitroso dimers

Assignee: EIDP Inc
•
Filing: 1977-12-07
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Granted: 1979-12-25
•
Expires: 1997-12-07
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Abstract

Abstract Photohardenable films containing a photoactivated free-radical initiator and an inhibitor system composed of a noninhibiting nitroso dimer which dissociates to inhibiting nitroso monomer characterized by a dissociation constant of about 10 -2 -10 -10 in solution at 25° C. and a dissociation half-life of at least about 0.5 minute in solution at 25° C., and having an optical density to initiating radiation of about 0.02-1.25 have high resolution after exposure at the proper energy density and time.

Inventors

  • 👤 George R. Nacci
  • 👤 Jose F. Pazos

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:58
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; C; C08; C08F; C08F2/00; C08F2/38; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/118

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 192 words
A photohardenable film consisting essentially of: (a) a substantially solid organic composition comprising an addition-polymerizable, nongaseous ethylenically unsaturated compound capable of forming a high polymer by free-radical initiated chain-propagating addition polymerization, and a macromolecular organic polymeric binder, (b) 0.04-3% by weight, based on the total film material, of solvent-soluble nitroso dimer which is a noninhibitor of free-radical polymerization but dissociates to nitroso monomer which is an inhibitor of free-radical polymerization, contains a dinitroso group, and is characterized by a dissociation constant of 10 -2 -10 -10 in solution at 25° C. and a rate of dissociation having a half-life of at least 0.5 minute in solution at 25° C., and (c) 1.0-10% by weight, based on the total film material, of an organic, radiation-sensitive free-radical generating system based on a 2,4,5-triarylimidazolyl dimer and a free-radical producing electron doner system, with the proviso that the weight ratio of nitroso dimer to free-radical generating system is no greater than 2:1, said free-radical generating system being proportioned to give said film at its particular thickness a mean optical density of 0.02-1.25 to radiation in the spectral region in which the free-radical generating system absorbs radiation.
Claim 2
Dependent Claim 192 words
A photohardenable film consisting essentially of: (a) a substantially solid organic composition comprising an addition-polymerizable, nongaseous ethylenically unsaturated compound capable of forming a high polymer by free-radical initiated chain-propagating addition polymerization, and a macromolecular organic polymeric binder, (b) 0.04-3% by weight, based on the total film material, of solvent-soluble nitroso dimer which is a noninhibitor of free-radical polymerization but dissociates to nitroso monomer which is an inhibitor of free-radical polymerization, contains a dinitroso group, and is characterized by a dissociation constant of 10 -2 -10 -10 in solution at 25° C. and a rate of dissociation having a half-life of at least 0.5 minute in solution at 25° C., and (c) 1.0-10% by weight, based on the total film material, of an organic, radiation-sensitive free-radical generating system based on a 2,4,5-triarylimidazolyl dimer and a free-radical producing electron doner system, with the proviso that the weight ratio of nitroso dimer to free-radical generating system is no greater than 2:1, said free-radical generating system being proportioned to give said film at its particular thickness a mean optical density of 0.02-1.25 to radiation in the spectral region in which the free-radical generating system absorbs radiation.
Claim 3
Dependent Claim 18 words
The film of claim 1 wherein the nitroso dimer is present in the amount of 0.1-2% by weight.
Claim 4
Dependent Claim 24 words
The film of claim 2 wherein the polymeric binder is present in the amount of 3-95% by weight based on the total film material.
Claim 5
Dependent Claim 12 words
The film of claim 3 wherein the 2,4,5-triarylimidazolyl dimer is 2-(o-chlorophenyl)-4,5-diphenylimidazolyl dimer.
Claim 6
Dependent Claim 14 words
The film of claim 4 wherein the free-radical producing electron donor system is tris(4-diethylamino-2-methylphenyl)methane.
Claim 7
Dependent Claim 14 words
The film of claim 5 wherein Michler's ketone is also present as a sensitizer.
Claim 8
Dependent Claim 17 words
The film of claim 3 wherein said nitroso dimer is selected from the group consisting of ##STR10##
Claim 9
Dependent Claim 11 words
The film of claim 7 wherein the optical density is 0.24-0.51.
Claim 10
Dependent Claim 18 words
The film of claim 7 wherein the nitroso dimer is present in the amount of 0.3-1.5% by weight.
Claim 11
Dependent Claim 11 words
The film of claim 8 wherein the nitroso dimer is ##STR11##
Claim 12
Dependent Claim 14 words
The film of claim 1 in the form of a coating on a substrate.

References Cited (Backward Citations)

US2727022A Cited
US2929710A Cited
US3203801A Cited
US3367305A Cited
US3479185A Cited
US3625696A Cited
US3953444A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-12-24 1983-06-25 1983-12-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-12-24 1987-06-25 1987-12-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-12-24 1991-06-25 1991-12-25 $7700.00 Window Closed / Lapsed

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