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US4366228A Expired / Lapsed US ⏱️ 0.0 years remaining

Photopolymerizable compositions featuring novel co-initiators

Assignee: Tenneco Canada Inc
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Filing: 1981-05-11
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Granted: 1982-12-28
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Expires: 2001-05-11
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Abstract

Abstract A photopolymerizable composition, element and method of photopolymerizing the composition or element are disclosed wherein the composition comprises an addition polymerizable compound containing ethylenic unsaturation and a co-initiator including a photopolymerization activator and photosensitizer. In one aspect of the invention, the photosensitizer is selected to be a coumarin having an absorption maximum between about 250 and about 550 nm, and a <IMAGE> substituent in the 3-position wherein R1 is alkyl or alkenyl having 1-12 carbon atoms, or a carboxylic or heterocyclic group having 5-20 nuclear carbon and hetero atoms, the coumarin and the activator being present in an amount sufficient to provide, when the compound is coated, dried and exposed to a medium-pressure mercury light source, a speed which is at least about one-fifth that of the same composition coated, dried and exposed identically except with a co-initiator consisting of Michler's ketone and benzophenone. In another aspect of the invention, the activator is selected to have the structure: <IMAGE> wherein: J is -O-, -S- or a carbon-to-carbon bond; J1, J2, and J3 are each independently hydrogen; alkyl, alkoxy, or alkylthio having from 1 to 5 carbon atoms; aryloxy having from 6 to 10 carbon atoms; halogen; or any two of J1, J2, and J3 taken together comprise the atoms necessary to complete a 5- or 6-membered fused heterocyclic or aromatic ring; and Z is the number of atoms necessary to complete a heterocyclic or aromatic ring of from 4 to 6 ring atoms. This application is a division of Ser. No. 184,606 filed 9/5/80, now U.S. Pat. No. 4,289,844, which is a continuation-in-part of Ser. No. 49,661, filed 6/18/79, now abandoned.

Inventors

  • 👤 Donald P. Specht
  • 👤 Conrad G. Houle
  • 👤 Samir Y. Farid

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 20:14
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/031; C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/117; Y10S430/12; Y10S430/121

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 196 words
In a photopolymerizable composition comprising an addition-polymerizable compound containing ethylenic unsaturation and a co-initiator composition comprising a photosensitizer and a photopolymerization activator responsive in the presence of the photo-excited form of said photosensitizer to form a free radical; the improvement wherein said activator has the structure: ##STR32## wherein: J is --O--, --S-- or a carbon-to-carbon bond; J 1 , J 2 , and J 3 are each independently hydrogen; alkyl, alkoxy, or alkylthio having from 1 to 5 carbon atoms; aryloxy having from 6 to 10 carbon atoms; halogen; or any two of J 1 , J 2 , and J 3 taken together comprise the atoms necessary to complete a 5- or 6-membered fused heterocyclic or aromatic ring; and Z is the number of atoms necessary to complete a heterocyclic or aromatic ring of from 4 to 6 ring atoms; said activator and said photosensitizer being present in an amount sufficient to provide, when the composition is coated, dried and exposed to a medium-pressure mercury light source, a speed which is at least about one-fifth that of the same composition coated, dried and exposed identically except with a co-initiator consisting of Michler's ketone and benzophenone.
Claim 2
Dependent Claim 196 words
In a photopolymerizable composition comprising an addition-polymerizable compound containing ethylenic unsaturation and a co-initiator composition comprising a photosensitizer and a photopolymerization activator responsive in the presence of the photo-excited form of said photosensitizer to form a free radical; the improvement wherein said activator has the structure: ##STR32## wherein: J is --O--, --S-- or a carbon-to-carbon bond; J 1 , J 2 , and J 3 are each independently hydrogen; alkyl, alkoxy, or alkylthio having from 1 to 5 carbon atoms; aryloxy having from 6 to 10 carbon atoms; halogen; or any two of J 1 , J 2 , and J 3 taken together comprise the atoms necessary to complete a 5- or 6-membered fused heterocyclic or aromatic ring; and Z is the number of atoms necessary to complete a heterocyclic or aromatic ring of from 4 to 6 ring atoms; said activator and said photosensitizer being present in an amount sufficient to provide, when the composition is coated, dried and exposed to a medium-pressure mercury light source, a speed which is at least about one-fifth that of the same composition coated, dried and exposed identically except with a co-initiator consisting of Michler's ketone and benzophenone.
Claim 3
Dependent Claim 22 words
A composition as defined in claim 1, wherein said photosensitizer includes a polar substituent, whereby said photosensitizer is soluble in polar solvents.
Claim 4
Dependent Claim 23 words
A composition as defined in claim 1, and further including a support on which said composition is disposed to provide a radiation-responsive element.
Claim 5
Dependent Claim 14 words
A composition as defined in claim 1, wherein said activator is p-methoxyphenoxy acetic acid.
Claim 6
Dependent Claim 13 words
A composition as defined in claim 1, wherein said photosensitizer is a 3-ketocoumarin.
Claim 7
Dependent Claim 13 words
A composition as defined in claim 1, wherein said photosensitizer is a bis-3-ketocoumarin.
Claim 8
Dependent Claim 38 words
A composition as defined in claim 1, wherein said photosensitizer is a 3-(substituted benzoyl)-5,7-dialkoxycoumarin, the substituents on the benzoyl group being selected from the group consisting of alkoxy of from one to four carbon atoms, nitro and cyano.
Claim 9
Dependent Claim 12 words
A composition is defined in claim 5, wherein said photosensitizer is 3-(4-cyanobenzoyl)-5,7-di-n-propoxycoumarin.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-12-27 1986-06-28 1986-12-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-12-27 1990-06-28 1990-12-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-12-27 1994-06-28 1994-12-28 $7700.00 Window Closed / Lapsed

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