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US4500622A Expired / Lapsed US ⏱️ 0.0 years remaining

Electrophotographic light-sensitive printing materials

Assignee: Fujifilm Holdings Corp
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Filing: 1982-03-09
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Granted: 1985-02-19
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Expires: 2002-03-09
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Abstract

Abstract An electrophotographic light-sensitive printing material having a high sensitivity and forming a good printing plate capable of providing clear copies having less stains at non-image areas is disclosed. The material is comprised of a conductive support having formed thereon an electrophotographic light-sensitive layer containing (a) a hydrazone compound, (b) a barbituric acid derivative, a thiobarbituric acid derivative or other charge generating material, and (c) a resin binder.

Inventors

  • 👤 Seiji Horie
  • 👤 Junji Nakano
  • 👤 Masayoshi Nagata
  • 👤 Hideo Sato

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:11
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0622; G03G5/0624; G03G5/0635; G03G5/0638; G03G13/00; G03G13/26; G03G5/05; G03G5/0503; G03G5/051; G03G5/0521; G03G5/0528; G03G5/0532; G03G5/0546; G03G5/0557; G03G5/0567; G03G5/0601; G03G5/0603; G03G5/0612; G03G5/0616; G03G5/0627; G03G5/0631; G03G5/0644; G03G5/0661

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 619 words
An electrophotographic light-sensitive printing material comprising a conductive base plate having formed thereon an electrophotographic light-sensitive layer containing (a) a hydrazone compound, (b) at least one compound selected from a barbituric acid derivative, a thiobarbituric acid derivative, and other charge generating materials, and (c) a resin binder, wherein said hydrazone compound is one member selected from the group consisting of the following general formulas (I), (II), (III), (IV), (V), and (VI): ##STR18## wherein X represents an oxygen atom, a sulfur atom, a selenium atom, an unsubstituted or substituted imino group, or a methylene group; R 1 represents an alkoxy group, an aralkoxy group, or a substituted amino group shown by ##STR19## wherein R 12 and R 13 , which may be the same or different, each represents an unsubstituted or substituted alkyl or phenyl group or R 12 and R 13 may represent groups which are combined with each other to form a heterocyclic ring including nitrogen atom; R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, a halogen atom, an alkyl group, or a lower alkoxy group; R 4 represents a hydrogen atom, an alkyl group, an unsubstituted or substituted phenyl group; R 5 and R 6 , which may be the same or different, each represents an unsubstituted or subtituted straight chain or branched alkyl group having 1 to 12 carbon atoms, an unsubstituted or substituted straight chain or branched aralkyl group having 7 to 20 carbon atoms, or a monovalent group, aryl group, formed by removing one hydrogen atom from an unsubstituted or substituted monocyclic or 2 to 4 cyclic condensed aromatic hydrocarbon, or R 5 and R 6 my form a carbazole ring; R 7 represents an unsubstituted or substituted alkyl group; R 8 , R 9 , R 10 , and R 11 which may be the same or different, each represents a hydrogen atom, a halogen atom, an unsubstituted or substituted alkyl group or phenyl group, an alkoxy group, an aralkoxy group, or an amino group shown by ##STR20## wherein R 14 and R 15 represent a hydrogen atom or the same groups as shown by R 12 and R 13 described above, or may combine with each other to form a condensed carbon ring or a condensed heterocyclic ring; A represents a monocyclic or condensed heterocyclic 5-membered ring or condensed heterocyclic 6-membered ring shown by the following structural formula: ##STR21## wherein Y and Z, which may be the same or different, each represents a sulfur atom, an oxygen atom, or N-R 17' wherein R 17' is an alkyl group having 1 to 4 carbon atoms, R 16 represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a halogen atom, a monoalkylamino group, a dialkylamino group, an amido group or a nitro group, R 17 and R 18 , which may be the same or different, represent a hydrogen atom, an alkyl group or an alkoxy group, or may be groups which combine with each other to form a benzene ring or a naphthalene ring; and B represents an unsubstituted or substituted aryl group; and wherein said barbituric acid derivative or thiobarbituric acid derivative is at least one member selected from the group consisting of the following general formulas (VII) and (VIII): ##STR22## wherein Z represents an oxygen atom or a sulfur atom; R 1 , R 2 , R 3 , R 4 and A are the same as defined above; and R 19 and R 20 , which may be the same or different, each represents an alkyl group, an aralkyl group, or an unsubstituted or substituted phenyl group.
Claim 2
Dependent Claim 619 words
An electrophotographic light-sensitive printing material comprising a conductive base plate having formed thereon an electrophotographic light-sensitive layer containing (a) a hydrazone compound, (b) at least one compound selected from a barbituric acid derivative, a thiobarbituric acid derivative, and other charge generating materials, and (c) a resin binder, wherein said hydrazone compound is one member selected from the group consisting of the following general formulas (I), (II), (III), (IV), (V), and (VI): ##STR18## wherein X represents an oxygen atom, a sulfur atom, a selenium atom, an unsubstituted or substituted imino group, or a methylene group; R 1 represents an alkoxy group, an aralkoxy group, or a substituted amino group shown by ##STR19## wherein R 12 and R 13 , which may be the same or different, each represents an unsubstituted or substituted alkyl or phenyl group or R 12 and R 13 may represent groups which are combined with each other to form a heterocyclic ring including nitrogen atom; R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, a halogen atom, an alkyl group, or a lower alkoxy group; R 4 represents a hydrogen atom, an alkyl group, an unsubstituted or substituted phenyl group; R 5 and R 6 , which may be the same or different, each represents an unsubstituted or subtituted straight chain or branched alkyl group having 1 to 12 carbon atoms, an unsubstituted or substituted straight chain or branched aralkyl group having 7 to 20 carbon atoms, or a monovalent group, aryl group, formed by removing one hydrogen atom from an unsubstituted or substituted monocyclic or 2 to 4 cyclic condensed aromatic hydrocarbon, or R 5 and R 6 my form a carbazole ring; R 7 represents an unsubstituted or substituted alkyl group; R 8 , R 9 , R 10 , and R 11 which may be the same or different, each represents a hydrogen atom, a halogen atom, an unsubstituted or substituted alkyl group or phenyl group, an alkoxy group, an aralkoxy group, or an amino group shown by ##STR20## wherein R 14 and R 15 represent a hydrogen atom or the same groups as shown by R 12 and R 13 described above, or may combine with each other to form a condensed carbon ring or a condensed heterocyclic ring; A represents a monocyclic or condensed heterocyclic 5-membered ring or condensed heterocyclic 6-membered ring shown by the following structural formula: ##STR21## wherein Y and Z, which may be the same or different, each represents a sulfur atom, an oxygen atom, or N-R 17' wherein R 17' is an alkyl group having 1 to 4 carbon atoms, R 16 represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a halogen atom, a monoalkylamino group, a dialkylamino group, an amido group or a nitro group, R 17 and R 18 , which may be the same or different, represent a hydrogen atom, an alkyl group or an alkoxy group, or may be groups which combine with each other to form a benzene ring or a naphthalene ring; and B represents an unsubstituted or substituted aryl group; and wherein said barbituric acid derivative or thiobarbituric acid derivative is at least one member selected from the group consisting of the following general formulas (VII) and (VIII): ##STR22## wherein Z represents an oxygen atom or a sulfur atom; R 1 , R 2 , R 3 , R 4 and A are the same as defined above; and R 19 and R 20 , which may be the same or different, each represents an alkyl group, an aralkyl group, or an unsubstituted or substituted phenyl group.
Claim 3
Dependent Claim 30 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (b) is at least one compound selected from a barbituric acid derivative and a thiobarbituric acid derivative.
Claim 4
Dependent Claim 29 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (b) is at least one phthalocyanine pigment selected from a metallic phthalocyanine and a nonmetallic phthalocyanine.
Claim 5
Dependent Claim 27 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (b) is at least one azo dye selected from monoazo dyes and disazo dyes.
Claim 6
Dependent Claim 22 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (c) is a copolymer of styrene and maleic anhydride.
Claim 7
Dependent Claim 70 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (c) is a copolymer having a carboxyl group represented by general formula (IX): ##STR23## wherein R 21 and R 23 independently represent a hydrogen atom or a methyl group; R 22 represents an alkyl group having 1 to 18 carbon atoms or an aralkyl group having 7 to 12 carbon atoms; and the ratio y/x is 5-60/100.
Claim 8
Dependent Claim 42 words
The electrophotographic light-sensitive material as claimed in claim 6, wherein R 22 in the general formula (IX) is a group selected from the groups consisting of a benzyl group, a phenethyl group, or a 3-phenylpropyl group and the ratio y/x is 10-50/100.
Claim 9
Dependent Claim 38 words
The electrophotographic light-sensitive printing material as claimed in claim 1, wherein said component (c) is a novolak resin prepared by condensing a compound selected from the group consisting of phenol, o-cresol, m-cresol, or p-cresol with formaldehyde or acetaldehyde.

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) 1988-02-19 1988-08-20 1989-02-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-02-19 1992-08-20 1993-02-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-02-19 1996-08-20 1997-02-19 $7700.00 Window Closed / Lapsed

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