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US4268596A Expired / Lapsed US ⏱️ 0.0 years remaining

Electrophotographic element having 1,4-bis(azostyryl)-2,5 dimethoxy benzene compounds as photoconductors

Assignee: Ricoh Co Ltd
•
Filing: 1979-11-21
•
Granted: 1981-05-19
•
Expires: 1999-11-21
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Abstract

Abstract The present invention provides an electrophotographic element which comprises an electroconductive support and a photosensitive layer, formed thereon, which contains some disazo pigment expressed by the general formula ##STR1## [wherein A represents ##STR2## (wherein X represents aromatic ring, hetero ring or substitutes thereof, R 1 represents aromatic ring, hetero ring or substitutes thereof, Ar 2 and Ar 3 represents aromatic ring or substitutes thereof, R 1 and R 3 represents hydrogen, lower alkyl group, phenyl group or substitutes thereof, and R 2 represents lower alkyl group, carboxyl group or esters thereof)].

Inventors

  • 👤 Masaomi Sasaki
  • 👤 Mitsuru Hashimoto
  • 👤 Tomiko Kawakami

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 16:24
CPC Classifications
C; C09; C09B; C09B35/00; C09B35/02; C09B35/039; C09B35/205; C09B35/215; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0664; G03G5/0675; G03G5/0679; G03G5/0683

Claims Analysis

Total Claims: 73
Claim 1
Independent Claim 244 words
An electrophotographic element which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of a disazo compound having the formula ##STR6## wherein A is a member selected from the group consisting of ##STR7## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 14 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; and a resin binder.
Claim 2
Dependent Claim 244 words
An electrophotographic element which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of a disazo compound having the formula ##STR6## wherein A is a member selected from the group consisting of ##STR7## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 14 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; and a resin binder.
Claim 3
Dependent Claim 25 words
An electrophotographic element according to claim 1 wherein the thickness of said photosensitive layer is in the range of from about 3μ to about 50μ.
Claim 4
Dependent Claim 32 words
An electrophotographic element according to claim 1 wherein the amount of said disazo compound is in the range of from about 30 wt.% to about 70 wt.% relative to the photosensitive layer.
Claim 5
Dependent Claim 11 words
An electrophotographic element according to claim 1 wherein A is ##STR8##
Claim 6
Dependent Claim 11 words
An electrophotographic element according to claim 1 wherein A is ##STR9##
Claim 7
Dependent Claim 11 words
An electrophotographic element according to claim 1 wherein A is ##STR10##
Claim 8
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR11##
Claim 9
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR12##
Claim 10
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR13##
Claim 11
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR14##
Claim 12
Dependent Claim 17 words
An electrophotographic element according to claim 1 wherein the compound expressed by the aforesaid formula is ##STR15##
Claim 13
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR16##
Claim 14
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR17##
Claim 15
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR18##
Claim 16
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR19##
Claim 17
Dependent Claim 13 words
An electrophotographic element according to claim 1 wherein the disazo compound is ##STR20##
Claim 18
Dependent Claim 247 words
An electrophotographic element which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of a disazo compound having the formula ##STR21## wherein A is a member selected from the group consisting of ##STR22## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 14 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; a charge-transfer substance and a resinous binder.
Claim 19
Dependent Claim 247 words
An electrophotographic element which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of a disazo compound having the formula ##STR21## wherein A is a member selected from the group consisting of ##STR22## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 14 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; a charge-transfer substance and a resinous binder.
Claim 20
Dependent Claim 25 words
An electrophotographic element according to claim 17 wherein the thickness of said photosensitive layer is in the range of from about 3μ to about 50μ.
Claim 21
Dependent Claim 58 words
An electrophotographic element according to claim 17 wherein the amount of said disazo compound is in the range of from about 1 wt.% to about 50 wt.% relative to the photosensitive layer and the amount of said charge transfer substance is in the range of from about 10 wt.% to about 95 wt.% relative to the photosensitive layer.
Claim 22
Dependent Claim 11 words
An electrophotographic element according to claim 17 wherein A is ##STR23##
Claim 23
Dependent Claim 11 words
An electrophotographic element according to claim 17 wherein A is ##STR24##
Claim 24
Dependent Claim 11 words
An electrophotographic element according to claim 17 wherein A is ##STR25##
Claim 25
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR26##
Claim 26
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR27##
Claim 27
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR28##
Claim 28
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR29##
Claim 29
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR30##
Claim 30
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR31##
Claim 31
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR32##
Claim 32
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR33##
Claim 33
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR34##
Claim 34
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR35##
Claim 35
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR36##
Claim 36
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR37##
Claim 37
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR38##
Claim 38
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR39##
Claim 39
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR40##
Claim 40
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR41##
Claim 41
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR42##
Claim 42
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR43##
Claim 43
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR44##
Claim 44
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR45##
Claim 45
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR46##
Claim 46
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR47##
Claim 47
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR48##
Claim 48
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo comound is ##STR49##
Claim 49
Dependent Claim 13 words
An electrophotographic element according to claim 17 wherein the disazo compound is ##STR50##
Claim 50
Dependent Claim 269 words
An electrophotographic element which comprises an electrically conductive support, a charge generating layer on said electrically conductive support, said charge generating layer consisting essentially of a disazo compound having the formula ##STR51## wherein A is a member selected from the group consisting of ##STR52## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; and a charge transfer layer on said charge generating layer, said charge transfer layer consisting essentially of a charge transfer substance and a resinous binder.
Claim 51
Dependent Claim 269 words
An electrophotographic element which comprises an electrically conductive support, a charge generating layer on said electrically conductive support, said charge generating layer consisting essentially of a disazo compound having the formula ##STR51## wherein A is a member selected from the group consisting of ##STR52## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, naphthyl, dibenzofuryl, carbazolyl, substituted phenyl, substituted naphthyl, substituted dibenzofuryl and substituted carbazolyl wherein the substituents are selected from the group consisting of halogen, C 1 -C 4 alkoxy, dialkylamino wherein each alkyl has 1-4 carbon atoms, cyano, carboxyl, nitro and SO 3 Na; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, substituted phenyl and substituted naphthyl wherein the substituents are selected from the group consisting of nitro, SO 3 NH 2 , SO 3 H, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, cyano, dialkylamino wherein each alkyl has 1-4 carbon atoms and acylamino having 1-4 carbon atoms; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, alkyl having 1-4 carbon atoms, phenyl and halophenyl; and R 2 is a member selected from the group consisting of alkyl having 1-4 carbon atoms, carboxyl and esters thereof wherein the ester-forming group has 1-4 carbon atoms; and a charge transfer layer on said charge generating layer, said charge transfer layer consisting essentially of a charge transfer substance and a resinous binder.
Claim 52
Dependent Claim 45 words
An electrophotographic element according to claim 48 wherein the thickness of said charge generating layer is in the range of from about 0.01μ to about 5μ, and the thickness of said charge transfer layer is in the range of from about 3μ to about 50μ.
Claim 53
Dependent Claim 45 words
An electrophotographic element according to claim 48 wherein the thickness of said charge generating layer is in the range of from about 0.03μ to about 2μ, and the thickness of said charge transfer layer is in the range of from about 5μ to about 20μ.
Claim 54
Dependent Claim 33 words
An electrophotographic element according to claim 48 wherein the amount of said charge transfer substance is in the range of from about 10 wt.% to 95 wt.% relative to the charge transfer layer.
Claim 55
Dependent Claim 11 words
An electrophotographic element according to claim 48 wherein A is ##STR53##
Claim 56
Dependent Claim 11 words
An electrophotographic element according to claim 48 wherein A is ##STR54##
Claim 57
Dependent Claim 11 words
An electrophotographic element according to claim 48 wherein A is ##STR55##
Claim 58
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR56##
Claim 59
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the diaza compound is ##STR57##
Claim 60
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR58##
Claim 61
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR59##
Claim 62
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR60##
Claim 63
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR61##
Claim 64
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR62##
Claim 65
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR63##
Claim 66
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR64##
Claim 67
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR65##
Claim 68
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR66##
Claim 69
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR67##
Claim 70
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR68##
Claim 71
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR69##
Claim 72
Dependent Claim 13 words
An electrophotographic element according to claim 48 wherein the disazo compound is ##STR70##
Claim 73
Dependent Claim 13 words
A electrophotographic element according to claim 48 wherein the disazo compound is ##STR71##

References Cited (Backward Citations)

US4026704A Cited
US3871882A Cited
US3977870A Cited
US3775105A Cited
US3837851A Cited
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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) 1984-05-18 1984-11-17 1985-05-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-05-18 1988-11-17 1989-05-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-05-18 1992-11-17 1993-05-19 $7700.00 Window Closed / Lapsed

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