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US3999989A Expired / Lapsed US ⏱️ 0.0 years remaining

Electrophotographic member having improved sensitizer and process utilizing same

Assignee: Fujifilm Holdings Corp
•
Filing: 1974-01-25
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Granted: 1976-12-28
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Expires: 1994-01-25
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Abstract

Abstract A photosensitizer for electrophotographic photosensitive materials comprising inorganic or organic acid salts of indoline spirobenzopyranes of the formula ##STR1## R 1 , R hd 2, R 3 , X and Y are defined in the specification.

Inventors

  • 👤 Hisatake Ono
  • 👤 Syu Watarai
  • 👤 Chiaki Osada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 02:20
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0622; G03G5/0644; G03G5/0646; G03G5/0651; G03G5/0653

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 254 words
An electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group of heterocyclic, photoconductive materials and photoconductive materials consisting of high molecular weight of at least 1,000 selected from the group consisting of polyvinyl carbazole, polyvinylphenathiazine and carbazoleformaldehyde resin and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula ##STR8## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substitute is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R.sub. 3 can be (CH 2 ) n where n is 4 or 5; X is a hydrogen atom, a nitro radical, a halogen atom, a carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or a alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms.
Claim 2
Dependent Claim 254 words
An electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group of heterocyclic, photoconductive materials and photoconductive materials consisting of high molecular weight of at least 1,000 selected from the group consisting of polyvinyl carbazole, polyvinylphenathiazine and carbazoleformaldehyde resin and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula ##STR8## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substitute is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R.sub. 3 can be (CH 2 ) n where n is 4 or 5; X is a hydrogen atom, a nitro radical, a halogen atom, a carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or a alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms.
Claim 3
Dependent Claim 45 words
An electrophotographic member for electrophotographic photosensitive materials claimed in claim 1, wherein said inorganic salts is selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, pherchloric acid, boron trifluoride, stannous chloride, titanium chloride, ferric chloride, phosphoric acid, phosphorous molybdenate and zinc chloride.
Claim 4
Dependent Claim 39 words
An electrophotographic member for electrophotographic photosensitive materials claimed in claim 1, wherein said organic salts is selected from the group consisting of oxalic acid, acetic acid, benzenesulfonic acid, toluene-sulfonic acid, salicylic acid, picric acid, dimethylsulfuric acid and diethylsulfuric acid.
Claim 5
Dependent Claim 242 words
An electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group consisting of polyvinylcarbazole, polyvinylphenothiazine and carbazoleformaldehyde resin and having a molecular weight from 1,000 to 1,000,000 and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula ##STR9## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substitute is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R 3 can be (CH 2 ) n where n is 4 or 5; X is a hydrogen atom, a nitro radical, a halogen atom, a carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or an alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms.
Claim 6
Dependent Claim 242 words
An electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group consisting of polyvinylcarbazole, polyvinylphenothiazine and carbazoleformaldehyde resin and having a molecular weight from 1,000 to 1,000,000 and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula ##STR9## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substitute is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R 3 can be (CH 2 ) n where n is 4 or 5; X is a hydrogen atom, a nitro radical, a halogen atom, a carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or an alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms.
Claim 7
Dependent Claim 25 words
An electrophotographic member for electrophotographic photosensitive materials claimed in claim 1, wherein said photosensitizer contains about 1.0 to about 10 wt% of the photoconductive materials.
Claim 8
Dependent Claim 266 words
An electrophotographic process comprising the steps of charging an electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group of heterocyclic, photoconductive materials and photoconductive materials consisting of high molecular weight of at least 1,000 selected from the group consisting of polyvinyl carbazole, polyvinylphenathiazine and carbazoleformaldehyde resin and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula, ##STR10## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substituent is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R 3 can be (CH 2 ) n where n is 4 or 5; carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or an alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms, projecting an image on said electrophotographic member, and developing the electrophotographic member to reproduce said image.
Claim 9
Dependent Claim 266 words
An electrophotographic process comprising the steps of charging an electrophotographic element comprising an electrically conductive support member and a photoconductive layer disposed thereon, said photoconductive layer comprising an admixture of (a) organic photoconductive materials selected from the group of heterocyclic, photoconductive materials and photoconductive materials consisting of high molecular weight of at least 1,000 selected from the group consisting of polyvinyl carbazole, polyvinylphenathiazine and carbazoleformaldehyde resin and (b) quaternary salts formed by the reaction of inorganic or organic acid with indolinospirobenzopyrans, said quaternary salts being from about 1.0 to 10.0% by weight of said photoconductive materials and said indolinospirobenzopyrans being of the general formula, ##STR10## wherein R 1 is a phenylradical, an alkyl radical with one to five carbon atoms, or a substituted alkyl radical with one to five carbon atoms where the substituent is a carboxy radical, a cyano radical, an alkoxycarbonyl radical with one to five carbon atoms, a halogen atom, an alkoxy radical with one to five carbon atoms, or a phenyl radical; R 2 and R 3 are an alkyl radical with one to five carbon atoms, a phenyl radical, or R 2 +R 3 can be (CH 2 ) n where n is 4 or 5; carboxy radical, an alkoxycarbonyl radical, an alkyl radical with one to five carbon atoms, or an alkoxy radical with one to five carbon atoms; and Y is a hydrogen atom, a nitro radical, a halogen atom, a formyl radical, or an alkoxy radical with one to five carbon atoms, projecting an image on said electrophotographic member, and developing the electrophotographic member to reproduce said image.
Claim 10
Dependent Claim 41 words
An electrophotographic process as in claim 6, wherein said inorganic salts is selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, pherchloric acid, boron trifluoride, stannous chloride, titanium chloride, ferric chloride, phosphoric acid, phosphorous molybdenate and zinc chloride.
Claim 11
Dependent Claim 35 words
An electrophotographic process as in claim 6, wherein said organic salts is selected from the group consisting of oxalic acid, acetic acid, benzenesulfonic acid, toluene-sulfonic acid, salicylic acid, picric acid, dimethylsulfuric acid and diethylsulfuric acid.
Claim 12
Dependent Claim 32 words
An electrophotographic process as in claim 6, wherein said photosensitive materials are selected from the group consisting of polyvinylcarbazole, polyvinylphenothiazine and carbazoleformaldehyde resin and have a molecular weight from 1000 to 1,000,000.
Claim 13
Dependent Claim 21 words
An electrophotographic process as in claim 6, wherein said photosensitizer contains about 1.0 to about 10 wt% of the photoconductive materials.

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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) 1979-12-28 1980-06-28 1980-12-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-12-28 1984-06-28 1984-12-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-12-28 1988-06-28 1988-12-28 $7700.00 Window Closed / Lapsed

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