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US3765883A Expired / Lapsed US ⏱️ 0.0 years remaining

Organic photoconductors sensitized with free radical liberators and organometallic compounds

Assignee: Canon Inc
•
Filing: 1971-02-01
•
Granted: 1973-10-16
•
Expires: 1991-02-01
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Abstract

Abstract A photosensitive material suitable for electrophotography is composed mainly of a free radical former capable of producing free radical by a radiation energy (F) and an organic photoconductive material (OPH) treated with a radiation energy in the presence of an organometallic compound (OM). If desired, a dye base compound or an organic colorization component may be added thereto. The photosensitive material may be produced by applying a radiation energy to a formulation containing F, OPH and OM.

Inventors

  • 👤 I Endo
  • 👤 T Yamanoughi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:53
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0662; G03G5/0698; G03G5/09

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 49 words
A photosensitive material according to claim 1 in which the organometallic compound is at least one member selected from the group consisting of alkyl metallic compounds, aryl metallic compounds, and alkylaryl metallic compounds of a metal element of Group IV B or Group V B of the Periodic Table.
Claim 2
Dependent Claim 29 words
A photosensitive material according to claim 2 in which the metal element of Group IV B is a member selected from the group consisting of Ge, Sn and Pb.
Claim 3
Dependent Claim 30 words
A photosensitive material according to claim 2 in which the metal element of Group V B is a member selected from the group consisting of P, As, Sb and Bi.
Claim 4
Dependent Claim 23 words
A photosensitive material according to claim 2 in which the aryl metallic compound is one of triphenyl metallic compound and tetraphenyl metallic compound.
Claim 5
Dependent Claim 48 words
A photosensitive material according to claim 1 in which the organometallic compound is a cyclopentadienyl metallic compound of at least one transition metal element selected from the group consisting of Group III A, IV A, V A, VI A, VII A and VIII A of the Periodic Table.
Claim 6
Dependent Claim 42 words
A photosensitive material according to claim 6 in which the transition metal element of Group III A of the Periodic Table is a member selected from the group consisting of Sc, Y, La, Ce, Pr, Nd, Sm, Gd, Dy, Er and Yb.
Claim 7
Dependent Claim 34 words
A photosensitive material according to claim 6 in which the transition metal element of Group IV A of the Periodic Table is a member selected from the group consisting of Ti, Zr and Hf.
Claim 8
Dependent Claim 34 words
A photosensitive material according to claim 6 in which the transition metal element of Group V A of the Periodic Table is a member selected from the group consisting of V, Nd and Ta.
Claim 9
Dependent Claim 31 words
A photosensitive material according to claim 6 in which the transition metal Element of Group VI A is a member selected from the group consisting of Cr, Mo, W and U.
Claim 10
Dependent Claim 30 words
A photosensitive material according to claim 6 in which the transition metal element of Group VII A is a member selected from the group consisting of Mn, Tc and Re.
Claim 11
Dependent Claim 31 words
A photosensitive material according to claim 6 in which the transition metal element of Group VIII A is a member selected from the group consisting of Fe, Co, Ni and Ru.
Claim 12
Dependent Claim 29 words
A photosensitive material according to claim 1 in which the content of the organometallic compound is 10 3 - 10 percent by weight based on the organic photoconductive material.
Claim 13
Dependent Claim 29 words
A photosensitive material according to claim 1 in which the content of the free radical former is 1 - 30 percent by weight based on the organic photoconductive material.
Claim 14
Dependent Claim 33 words
A photosensitive material according to claim 1 in which a sensitizing material is incorporated in a mixture of a free radical former and an organic photoconductive material reactively treated by a radiation energy.
Claim 15
Dependent Claim 15 words
A photosensitive material according to claim 15 in which the sensitizing material is Lewis acid.
Claim 16
Dependent Claim 16 words
A photosensitive material according to claim 15 in which the sensitizing material is a sensitizing dye.
Claim 17
Dependent Claim 20 words
A photosensitive material according to claim 15 in which the sensitizing material is a Lewis acid and a sensitizing dye.
Claim 18
Dependent Claim 26 words
A photosensitive member according to claim 1 wherein at least one organometallic compound is selected from the group consisting of triphenylbismuthine, triphenylphosphine, tetraphenylarsine, ferrocene and cobaltocene.
Claim 19
Dependent Claim 30 words
A photosensitive member according to claim 1 including at least one organic photosensitive material selected from the group consisting of vinyl carbazoles, aromatic amine derivatives, diphenylmethane compounds and triphenylmethane compounds.
Claim 20
Dependent Claim 31 words
A photosensitive material according to claim 20 in which the vinyl carbazole is at least one member selected from the group consisting of poly-9-vinylcarbazole, bromine substituted poly-9-vinylcarbazole and iodine substituted poly-9-vinylcarbazole.
Claim 21
Dependent Claim 32 words
A photosensitive material according to claim 20 in which the vinyl carbazole is a member selected from the group consisting of 9-vinylcarbazole copolymer, bromine substituted 9-vinylcarbazole copolymer and iodine substituted 9-vinylcarbazole copolymer.
Claim 22
Dependent Claim 34 words
A photosensitive member according to claim 1 including at least one free radical former selected from the group consisting of polyhalogen containing compound, carbonyl compound, organic sulfur compound, peroxide, azo compound, and diazo compound.
Claim 23
Dependent Claim 19 words
A photosensitive material according to claim 23 in which the poly-halogen containing compound is a compound of the formula
Claim 24
Dependent Claim 16 words
A photosensitive material according to claim 24 in which the polyhalogen containing compound is carbon tetrabromide.
Claim 25
Dependent Claim 15 words
A photosensitive material according to claim 24 in which the polyhalogen containing compound is bromoform.
Claim 26
Dependent Claim 15 words
A photosensitive material according to claim 24 in which the polyhalogen containing compound is iodoform.
Claim 27
Dependent Claim 18 words
A photosensitive material according to claim 24 in which the polyhalogen containing compound is a halogenated organic sulfoxide.
Claim 28
Dependent Claim 19 words
A photosensitive material according to claim 24 in which the polyhalogen containing compound is a halogenated organic sulfone compound.
Claim 29
Dependent Claim 25 words
A photosensitive member according to claim 1 wherein said free radical former is a polyhalogen containing compound and said organic photoconductive materiAl is a vinylcarbazole.
Claim 30
Dependent Claim 41 words
A photosensitive member according to claim 1 including a colorization component selected from the group consisting of a dye base or an organic colorization component capable of forming a coloring material by reaction with said free radical former upon radiation excitation.
Claim 31
Dependent Claim 36 words
A photosensitive material according to claim 31 in which the dye base compound is selected from the group consisting of leuco bases, carbinol bases, styryl dye bases, cyanine dye bases, merocyanine dye bases and leuco dihydroanthracenes.
Claim 32
Dependent Claim 32 words
A photosensitive material according to claim 32 in which the leuco base is a member selected from the group consisting of leuco bases of triphenylmethane dye and leuco bases of diphenylmethane dye.
Claim 33
Dependent Claim 30 words
A photosensitive material according to claim 32 in which the carbinol base is selected from the group consisting of carbinol bases of triphenylmethane dye and carbinol bases of diphenylmethane dye.
Claim 34
Dependent Claim 51 words
A photosensitive material according to claim 31 in which the organic colorization component is a member selected from the group consisting of arylamines, carbazoles, indoles, 1,3,4-oxadiazoles, 1,3,4-triazoles, imidazoles, pyrazolines, aminophenyl substituted oxazoles, benzidines, 1,3-diphenyltetrahydroimidazoles, phenazines, acridines, acyl hydrazone derivatives, quinoxalines, N-di-substituted amino containing arylideneazines, pyridines, quinolines, ethylene derivatives, and spiropyran compounds.
Claim 35
Dependent Claim 17 words
A photosensitive material according to claim 35 in which the arylamine is a compound of the formula:
Claim 36
Dependent Claim 17 words
A photosensitive material according to claim 35 in which the carbazole is a compound of the formula:
Claim 37
Dependent Claim 17 words
A photosensitive material according to claim 35 in which the indole is a compound of the formula:

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) 1976-10-15 1977-04-16 1977-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1980-10-15 1981-04-16 1981-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1984-10-15 1985-04-16 1985-10-16 $7700.00 Window Closed / Lapsed

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