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US4584260A Expired / Lapsed US ⏱️ 0.0 years remaining

Photopolymerizable compositions with combined photoinitiators

Assignee: Fujifilm Holdings Corp
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Filing: 1985-06-06
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Granted: 1986-04-22
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Expires: 2005-06-06
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Abstract

Abstract A photopolymerizable composition comprising an addition polymerizable unsaturated compound containing at least two ethylenically unsaturated double bonds in the molecule thereof and photopolymerization initiators, wherein a 4,4'-bis(dialkylamino)benzophenone represented by general formula I below, a benzophenone derivative represented by general formula II below and a compound having a group represented by general formula III below are contained as said photopolymerization initiators: ##STR1## wherein R represents an alkyl, cycloalkyl or hydroxyalkyl group having 1 to 6 carbon atoms or is combined with another R substituted on the same nitrogen atom to form tetramethylene, pentamethylene or oxybisethylene; ##STR2## wherein R 1 represents a hydrogen atom ##STR3## X 1 and X 2 each represents an alkyl group, an alkoxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group or a halogen atom; m and n each represents 0, 1 or 2 and when m and n each represents 2, X 1 and X 2 may be the same or different; --CY.sub.3 III wherein Y represents a halogen atom.

Inventors

  • 👤 Masayuki Iwasaki
  • 👤 Minoru Maeda
  • 👤 Fumiaki Shinozaki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 11:14
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; G03F7/0295; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/12; Y10S430/121; Y10S430/124; Y10S430/126

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 434 words
A photopolymerizable composition having high sensitivity and providing a photohardenable layer having excellent layer strength comprising an addition polymerizable unsaturated compound containing at least two ethylenically unsaturated double bonds in the molecule thereof, a high molecular binder present in an amount of from 10 to 1,000 parts by weight based on 100 parts by weight of the polymerizable unsaturated compound, and photopolymerization initiators, wherein a 4,4-'bis(dialkylamino)-benzophenone represented by general formula I, a benzophenone derivative represented by general formula II and an organic compound selected from the group consisting of compounds represented by general formulae IIIa, IIIb, IIIc, IIId and IIIe are contained in said composition in combination as said photopolymerization initiators; ##STR11## wherein R represents an alkyl, cycloalkyl or hydroxyalkyl group having 1 to 6 carbon atoms or is combined with another R substituted on the same nitrogen atom to form tetramethylene, pentamthylene or oxybisethylene; ##STR12## wherein R 1 represents a hydrogen atom or ##STR13## X 1 and X 2 each represents an alkyl group, an alkoxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group or a halogen atom; m and n each represents 0, 1 or 2 and when m and n each represents 2, X 1 and X 2 may be the same or different; ##STR14## Ar 1 : a substituted or unsubstituted phenyl or naphthyl group Z: a chlorine or bromine atom ##STR15## Ar 2 : a substituted or unsubstituted aryl group W: a hydrogen atom, an alkyl group or an aryl group Z: a chlorine or bromine atom Ar.sup.3 --SO.sub.2 CZ.sub.3 IIIc Ar 3 : a substituted or unsubstituted phenyl or naphthyl group Z: a chlorine or bromine atom ##STR16## Z: a chlorine or bromine atom ##STR17## R 2 : CZ 3 or a substituted or unsubstituted phenyl or naphthyl group R 3 : CZ 3 , NH 2 , NHR 4 , N(R 4 ) 2 , SR 4 , OR 4 , or R 4 R 4 : an alkyl, aryl or alkenyl group Z: a chlorine or bromine atom wherein each of said compounds of formulae I to II and compound having group III is contained in an amount of 0.1 to 50 parts by weight per 100 parts by weight of the polymerizable unsaturated compound, wherein the weight ratio of the compound represented by formula I to that of formula II is 1:20-10:1, wherein the weight ratio of the compound represented by formula I to that containing group of formula III is 1:20-10:1 and wherein the weight ratio of the compound represented by formula II to that containing group of formula III is 1:10-10:1.
Claim 2
Dependent Claim 434 words
A photopolymerizable composition having high sensitivity and providing a photohardenable layer having excellent layer strength comprising an addition polymerizable unsaturated compound containing at least two ethylenically unsaturated double bonds in the molecule thereof, a high molecular binder present in an amount of from 10 to 1,000 parts by weight based on 100 parts by weight of the polymerizable unsaturated compound, and photopolymerization initiators, wherein a 4,4-'bis(dialkylamino)-benzophenone represented by general formula I, a benzophenone derivative represented by general formula II and an organic compound selected from the group consisting of compounds represented by general formulae IIIa, IIIb, IIIc, IIId and IIIe are contained in said composition in combination as said photopolymerization initiators; ##STR11## wherein R represents an alkyl, cycloalkyl or hydroxyalkyl group having 1 to 6 carbon atoms or is combined with another R substituted on the same nitrogen atom to form tetramethylene, pentamthylene or oxybisethylene; ##STR12## wherein R 1 represents a hydrogen atom or ##STR13## X 1 and X 2 each represents an alkyl group, an alkoxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group or a halogen atom; m and n each represents 0, 1 or 2 and when m and n each represents 2, X 1 and X 2 may be the same or different; ##STR14## Ar 1 : a substituted or unsubstituted phenyl or naphthyl group Z: a chlorine or bromine atom ##STR15## Ar 2 : a substituted or unsubstituted aryl group W: a hydrogen atom, an alkyl group or an aryl group Z: a chlorine or bromine atom Ar.sup.3 --SO.sub.2 CZ.sub.3 IIIc Ar 3 : a substituted or unsubstituted phenyl or naphthyl group Z: a chlorine or bromine atom ##STR16## Z: a chlorine or bromine atom ##STR17## R 2 : CZ 3 or a substituted or unsubstituted phenyl or naphthyl group R 3 : CZ 3 , NH 2 , NHR 4 , N(R 4 ) 2 , SR 4 , OR 4 , or R 4 R 4 : an alkyl, aryl or alkenyl group Z: a chlorine or bromine atom wherein each of said compounds of formulae I to II and compound having group III is contained in an amount of 0.1 to 50 parts by weight per 100 parts by weight of the polymerizable unsaturated compound, wherein the weight ratio of the compound represented by formula I to that of formula II is 1:20-10:1, wherein the weight ratio of the compound represented by formula I to that containing group of formula III is 1:20-10:1 and wherein the weight ratio of the compound represented by formula II to that containing group of formula III is 1:10-10:1.
Claim 3
Dependent Claim 63 words
A photopolymerizable composition as claimed in claim 1, wherein X 1 and X 2 each represents an alkyl group containing 1-6 carbon atoms, an alkoxy group containing 1-6 carbon atoms, a carboxy group, an alkoxycarbonyl group containing 1-6 carbon atoms in the alkyl moiety thereof, an aryloxy carbonyl group containing 6-10 carbon atoms in the aryl moiety thereof, Cl, Br, F or I.
Claim 4
Dependent Claim 44 words
A photopolymerizable composition as claimed in claim 1, wherein said Ar' is a phenyl or naphthyl group substituted with an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, Cl, Br, F, NO 2 , CN or methylene dioxy group.
Claim 5
Dependent Claim 46 words
A photopolymerizable composition as claimed in claim 1, wherein said Ar 2 is an aryl group substituted with an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, Cl, Br, F, NO 2 , CN, phenyl group, phenoxy group or acetoxy group.
Claim 6
Dependent Claim 30 words
A photopolymerizable composition as claimed in claim 1, wherein said W represents a hydrogen atom, an alkyl group containing 1-6 carbon atoms or an aryl group containing 6-10 carbon atoms.
Claim 7
Dependent Claim 41 words
A photopolymerizable composition as claimed in claim 1, wherein said Ar 3 is a phenyl or naphthyl group substituted with an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, Cl, Br, F, or NO 2 .
Claim 8
Dependent Claim 41 words
A photopolymerizable composition as claimed in claim 1, wherein said R 2 is a phenyl or naphthyl group substituted with an alkyl group having 1-6 carbon atoms, an alkoxy group having 1-6 carbon atoms, Cl, Br, F, NO 2 or CN.
Claim 9
Dependent Claim 35 words
A photopolymerizable composition as claimed in claim 1, wherein said R 4 represents an alkyl group containing 1-6 carbon atoms, an aryl group containing 6-10 carbon atoms and an alkenyl group containing 1-6 carbon atoms.
Claim 10
Dependent Claim 38 words
A photopolymerizable composition as claimed in claim 1, wherein the total amount of the compounds represented by formula I to III is 1 to 30 parts by weight per 100 parts by weight of the polymerizable unsaturated compound.
Claim 11
Dependent Claim 45 words
A photopolymerizable composition as claimed in claim 1, wherein said polymerizable unsaturated compound is a compound selected from the group consisting of acrylic acid and methacrylic acid esters of a polyol, a bisacrylamide, a bismethacrylamide, a polyfunctional monomer containing urethane groups therein and methacrylurethane oligomers.
Claim 12
Dependent Claim 42 words
A photopolymerizable composition as claimed in claim 1, wherein the composition further contains at least one of a thermal polymerization inhibitor, a plasticizer, a dyestuff, a color changing agent, an unsaturated compound having one ethylenically unsaturated double bond, and an adhesion accelerator.
Claim 13
Dependent Claim 16 words
A photopolymerizable composition as claimed in claim 10, wherein said polymerizable unsaturated compound is an acrylurethane.

References Cited (Backward Citations)

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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) 1989-04-21 1989-10-21 1990-04-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-04-21 1993-10-21 1994-04-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-04-21 1997-10-21 1998-04-22 $7700.00 Window Closed / Lapsed

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