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US4950581A Expired / Lapsed US ⏱️ 0.0 years remaining

Photopolymerizable composition

Assignee: Fujifilm Holdings Corp
•
Filing: 1988-07-05
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Granted: 1990-08-21
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Expires: 2008-07-05
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Abstract

Abstract A photopolymerizable composition is provided containing a polymerizable compound having an ethylenically unsaturated bond, a photopolymerization initiator, and if necessary, a linear organic high molecular weight polymer. The photopolymerization initiator comprises a combination of (a) an organic compound represented by formula (I): ##STR1## wherein R 1 , R 2 , R 3 , and R 4 , which may be the same or different, each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted heterocyclic group, and at least two of said R 1 , R 2 , R 3 , and R 4 may combine to form a cyclic structure, with the proviso that at least one of R 1 , R 2 , R 3 , and R 4 is an alkyl group, and wherein Z⊕ represents an alkali metal cation or a quaternary ammonium cation, and (b) an organic dye having no counter anion.

Inventors

  • 👤 Mitsuru Koike
  • 👤 Nobuyuki Kita

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 23:39
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/116; Y10S430/117; Y10S430/12; Y10S430/121; Y10S430/126

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 204 words
A photopolymerizable composition comprising: (i) a polymerizable monomer compound in an amount such that a light-exposed portion thereof will separate from a light-unexposed portion thereof when treated with a developer, said compound having at least one ethylenically unsaturated group, which is capable of being photopolymerized by active light, and (ii) a photopolymerization initiator in an amount effective to initiate polymerization of said polymerizable monomer compound wherein said initiator comprises a combination of (a) an organic compound represented by formula (I): ##STR60## wherein R 1 , R 2 , and R 3 , and R 4 , which may be the same or different, each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkenyl group, or a substituted or unsubstituted heterocyclic group, and at least two of said R 1 , R 2 , R 3 , and R 4 may combine to form a cyclic structure, with the proviso that at least one of R 1 , R 2 , R 3 , and R 4 is an alkyl group, and where Z⊕ represents an alkali metal cation or a quaternatry ammonium cation, and (b) an organic non-ionic dye.
Claim 2
Dependent Claim 204 words
A photopolymerizable composition comprising: (i) a polymerizable monomer compound in an amount such that a light-exposed portion thereof will separate from a light-unexposed portion thereof when treated with a developer, said compound having at least one ethylenically unsaturated group, which is capable of being photopolymerized by active light, and (ii) a photopolymerization initiator in an amount effective to initiate polymerization of said polymerizable monomer compound wherein said initiator comprises a combination of (a) an organic compound represented by formula (I): ##STR60## wherein R 1 , R 2 , and R 3 , and R 4 , which may be the same or different, each represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkenyl group, or a substituted or unsubstituted heterocyclic group, and at least two of said R 1 , R 2 , R 3 , and R 4 may combine to form a cyclic structure, with the proviso that at least one of R 1 , R 2 , R 3 , and R 4 is an alkyl group, and where Z⊕ represents an alkali metal cation or a quaternatry ammonium cation, and (b) an organic non-ionic dye.
Claim 3
Dependent Claim 28 words
The photopolymerizable composition according to claim 1, wherein the organic non-ionic dye is selected from the group consisting of merocyanine dyes, coumarin dyes and xanthene or thioxanthene dyes.
Claim 4
Dependent Claim 21 words
A photopolymerizable composition according to claim 1, wherein the organic non-ionic dye is selected from the group consisting of merocyanine dyes.
Claim 5
Dependent Claim 21 words
A photopolymerizable composition according to claim 2, wherein the organic non-ionic dye is selected from the group consisting of courmarin dyes.
Claim 6
Dependent Claim 18 words
A photopolymerizable composition according to claim 2, wherein the organic non-ionic dye is a xanthene or thioxanthene dye.
Claim 7
Dependent Claim 42 words
A photopolymerizable composition according to claim 1, wherein said polymerizable monomer compound is selected from the group of esters of unsaturated carboxylic acids and aliphatic polyhydric alcohol compounds, and amides of unsaturated carboxylic acids and aliphathic polyhydric amine compounds, and mixtures thereof.
Claim 8
Dependent Claim 21 words
A photopolymerizable composition according to claim 1 containing from about 5 to about 50% by weight of said polymerizable compound (i).
Claim 9
Dependent Claim 21 words
A photopolymerizable composition according to claim 7 containing from about 10 to about 40% by weight of said polymerizable compound (i).
Claim 10
Dependent Claim 29 words
A photopolymerizable composition according to claim 1 containing from about 0.01 to about 60% by weight of photopolymerization initiator (ii), based on the total amount of polymerizable compound (i).
Claim 11
Dependent Claim 29 words
A photopolymerizable composition according to claim 1 containing from about 1 to about 30% by weight of photopolymerization initiator (ii), based on the total amount of polymerizable compound (i).
Claim 12
Dependent Claim 37 words
A photopolymerizable composition according to claim 1, wherein said organic compound represented by formula (I) is present in an amount of from 0.05 to 30 parts by weight per part by weight of the organic non-ionic dye.
Claim 13
Dependent Claim 17 words
A photopolymerizable composition according to claim 1, further comprising (iii) a linear organic high molecular weight polymer.
Claim 14
Dependent Claim 33 words
A photopolymerizable composition according to claim 12, comprising from about 30 to about 85% by weight based on the total weight of the photopolymerizable composition of said linear high molecular weight polymer (iii).
Claim 15
Dependent Claim 32 words
A photopolymerizable composition according to claim 13, wherein the mixing ratio of component (i) to the linear high molecular weight polymer (iii) ranges from about 1/9 to about 7/3 by weight ratio.
Claim 16
Dependent Claim 21 words
A photopolymerizable composition according to claim 14, wherein said mixing ratio ranges from about 3/7 to about 5/5 by weight ratio.
Claim 17
Dependent Claim 26 words
A photopolymerizable composition according to claim 1 further comprising at least one of an organic amine compound, a hydrogen donative compound and a radical generating agent.
Claim 18
Dependent Claim 10 words
A support having coated thereon the composition of claim 1.
Claim 19
Dependent Claim 12 words
A coated support according to claim 17 further comprising a protective layer.
Claim 20
Dependent Claim 10 words
A support having coated thereon the composition of claims 12.
Claim 21
Dependent Claim 315 words
A photopolymerizable composition according to claim 1, wherein said photopolymerization initiator further comprises (c) at least one compound selected from the group consisting of (1) a compound having a carbon-halogen bond, (2) an aromatic onium salt, (3) an organic peroxide, and (4) a thio compound represented by formula (II) or (II'): ##STR61## wherein R 1 represents an alkyl group, an aryl group or a substituted aryl group; and R 2 represents a hydrogen atom or an alkyl group; or R 1 and R 2 are taken together to form a non-metallic atomic group, which may contain a heteroatom selected from oxygen, sulfur, and nitrogen atoms, necessary for forming a 5- to 7-membered ring or a 5- to 7-membered heterocyclic ring, and/or (d) a compound represented by formula (III): ##STR62## wherein R 1 and R 2 each represents a hydrogen atom or an alkyl group, or R 1 and R 2 are connected to each other to form an alkylene group; and Ar represents an aromatic group represented by formula: ##STR63## or formula: ##STR64## wherein R 3 , R 4 , R 5 , R 6 , and R 7 , which may be the same or different, each represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a substituted aryl group, an alkenyl group, an aryl group, a substituted aryl group, a hydroxyl group, an alkoxy group a substituted alkoxy group, --S--R 9 , --SO--R 9 or --SO 2 R 9 , provided that at least one of R 3 , R 4 , R 5 , R 6 , and R 7 represents --S--R 9 --, --SO--R 9 or --SO 2 R 9 , wherein R 9 represents an alkyl group or an alkenyl group; R 8 represents a hydrogen atom, an alkyl group or an acyl group; and Y 1 represents a hydrogen atom or ##STR65##
Claim 22
Dependent Claim 86 words
A photopolymerizable composition according to claim 20, including a compound having a carbon-halogen bond said compound being an s-triazine having the formula (IV): ##STR66## wherein X represents a halogen atom; Y represents --CX 3 , --NH 2 , --NHR', --N(R') 2 or --OR' wherein R' represents an alkyl group, a substituted alkyl group, an aryl group, or a substituted aryl group; and R represents --CX 3 , an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, or a substituted alkenyl group.
Claim 23
Dependent Claim 30 words
A photopolymerizable composition according to claim 20, including an aromatic onium salt which is an aromatic onium salt of N, P, As, Sb, Bi, O, S, Se, Te or I.
Claim 24
Dependent Claim 22 words
A photopolymerizable composition according to claim 20, including an organic peroxide selected from the group consisting of: 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-amylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-hexylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-octylperoxycarbonyl)benzophenone, 3,3',4,4'-tetra(t-cumylperoxycarbonyl)benzophenone,
Claim 25
Dependent Claim 3 words
3',4,4'-tetra(t-isopropylcumylperoxycarbonyl)benzophenone, and di-t-butyldiperoxyisophthalate.
Claim 26
Dependent Claim 3 words
3',4,4'-tetra(t-isopropylcumylperoxycarbonyl)benzophenone, and di-t-butyldiperoxyisophthalate.
Claim 27
Dependent Claim 23 words
A photopolymerizable composition according to claim 20, including a compound represented by the general formula (III) selected from the group consisting of: ##STR67##
Claim 28
Dependent Claim 30 words
A photopolymerizable composition according to claim 20, wherein an amount of the component (c) ranges from 0.01 to 50 parts by weight per one part by weight of component (b).
Claim 29
Dependent Claim 32 words
A photopolymerizable composition according to claim 20, including component (d) wherein the amount of component (d) ranges from 0.05 to 10 parts by weight per one part by weight of component (b).
Claim 30
Dependent Claim 32 words
A photopolymerizable composition according to claim 20, including compound (d) wherein an amount of component (d) ranges from 0.01 to 50 parts by weight per one part by weight of component (b).

References Cited (Backward Citations)

US4320189A Cited
US4636459A Cited
EP0223587A1 Cited
US4772541A Cited
US4880149A Cited
US4772530A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-08-20 1994-02-19 1994-08-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-08-20 1998-02-19 1998-08-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-08-20 2002-02-19 2002-08-21 $7700.00 Window Closed / Lapsed

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