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US4160666A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymeric chemical sensitizers for organic photoconductive compositions

Assignee: Eastman Kodak Co
•
Filing: 1977-05-25
•
Granted: 1979-07-10
•
Expires: 1997-05-25
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Abstract

Abstract Photoconductive insulating compositions comprising organic photoconductors are described. Organic photoconductor materials such as p-terphenyl or polyvinylcarbazole are dispersed or dissolved in an electrically insulating binder and chemically sensitized with a polymer having repeating units to which are appended a monovalent chlorendate radical. When employing the aforesaid polymeric chemical sensitizer, acrylic polymers or cellulose nitrates are especially useful as insulating binders for heterogeneous compositions of the subject type. Or, by omitting conventional binders, the described polymeric chemical sensitizer can function simultaneously as chemical sensitizer and insulating binder for such photoconductive compositions. Further, the present polymeric chemical sensitizer is particularly useful with one or more additional chemical sensitizers to yield sensitized compositions with especially desirable properties. Compositions comprising the polymeric chemical sensitizers of this invention are applied to an electrically conducting support to prepare electrophotographic elements.

Inventors

  • 👤 John M. McCabe
  • 👤 William E. Yoerger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 21:46
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0601; G03G5/0603; G03G5/0605; G03G5/0607; G03G5/062; G03G5/07; G03G5/071; G03G5/072; G03G5/073; Y; Y10; Y10S; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 24 words
A photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 2
Dependent Claim 24 words
A photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 3
Dependent Claim 29 words
A homogeneous photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating vinyl, acrylic, or cellulose units to which are appended a monovalent chlorendate radical.
Claim 4
Dependent Claim 29 words
A homogeneous photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating vinyl, acrylic, or cellulose units to which are appended a monovalent chlorendate radical.
Claim 5
Dependent Claim 16 words
A composition as described in claim 2 wherein said organic photoconductor is a polyvinylcarbazole or triarylalkane.
Claim 6
Dependent Claim 20 words
A composition as described in claim 2 wherein said organic photoconductor is polyvinylcarbazole or 4,4'-bis(diethylamino)-2,2'-dimethyl-triphenylmethane, and said polymer is polyvinylchlorendate.
Claim 7
Dependent Claim 27 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 8
Dependent Claim 27 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 9
Dependent Claim 17 words
A composition as described in claim 5 wherein said polymer is a vinyl, acrylic, or cellulose polymer.
Claim 10
Dependent Claim 40 words
A composition as described in claim 5 wherein said polymer is polyvinyl chlorendate; cellulose acetate butyrate chlorendate; diethyleneglycol chlorendate alkyd resin; ethyleneglycol chlorendate alkyd resin; polyvinylbutyral chlorendate; methylcellulose chlorendate; poly(methylmethacrylate-co-2-methacryloyloxyethyl chlorendate); poly(vinylchlorendate-co-vinyl alcohol); poly(vinylchlorendate-co-vinyl acetate); poly(vinylchlorendate-co-vinyl chlorendate-N-phenylamide); or poly(2-methacryloyloxyethyl chlorendate).
Claim 11
Dependent Claim 13 words
A composition as described in claim 5 wherein said polymer is polyvinyl chlorendate.
Claim 12
Dependent Claim 46 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical and further comprising, in addition to said polymer, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 13
Dependent Claim 46 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical and further comprising, in addition to said polymer, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 14
Dependent Claim 26 words
A composition as described in claim 9 wherein said electrically insulating binder is cellulose nitrate having a nitrogen content from about 11.5 to about 13 percent.
Claim 15
Dependent Claim 18 words
A composition as described in claim 10 wherein said composition additionally comprises a cyanine or benzopyrylium spectral sensitizer.
Claim 16
Dependent Claim 37 words
A composition as described in claim 11 wherein said organic photoconductor comprises p-terphenyl, said polymer is polyvinyl chlorendate, said cyanine spectral sensitizer is a 1,3-diethyl-2-{-(2,3,4,5-tetraphenyl-3-pyrrolyl)vinyl}-1H-imidazo{4,5-b} quinoxalinium salt, and said benzo pyrylium spectral sensitizer is a 4-(thiaflavylidylmethylene)flavylium salt.
Claim 17
Dependent Claim 28 words
A composition as described in claim 9 wherein said organic photoconductor comprises p-terphenyl, p-quaterphenyl or anthracene, and said binder is a polymer of acrylic acid or methacrylic acid.
Claim 18
Dependent Claim 27 words
A composition as described in claim 9 wherein said electrically insulating binder is a polymer of acrylic acid, methacrylic acid, an acrylic ester or a methacrylic ester.
Claim 19
Dependent Claim 18 words
A composition as described in claim 14 wherein said composition additionally comprises a cyanine or benzopyrylium spectral sensitizer.
Claim 20
Dependent Claim 35 words
A composition as described in claim 15 wherein said organic photoconductor comprises p-terphenyl, said sensitizing polymer is polyvinylchlorendate, said cyanine spectral sensitizer is a 1,3-diethyl-2-{-(2,3,4,5-tetraphenyl-3-pyrrolyl)vinyl}-1H-imidazo{4,5-b}quinoxalinium salt, and said benzopyrylium spectral sensitizer is a 4-(thiaflavylidylmethylene)flavylium salt.
Claim 21
Dependent Claim 37 words
A composition as described in claim 14 wherein said binder is poly(methylmethacrylate-co-methacrylic acid); poly(n-butylmethacrylate-co-methacrylic acid); poly(n-butylmethacrylate-co-methacrylonitrile); poly(n-butylmethacrylate-co-methacrylonitrile-co-methacrylic acid); poly(i-butylmethacrylate-co-methacrylonitrile-co-methacrylic acid); poly(i-butylmethacrylate); poly(n-butylmethacrylate-co-i-butylmethacrylate); poly(i-butylmethacrylate); poly(i-butylmethacrylate-co-methacrylic acid); poly(t-butylmethacrylate); poly(t-butylmethacrylate-co-methacrylic acid); poly(t-butylmethacrylate-co-vinylbutylether-co-methacrylic acid); poly(2-ethylhexylacrylate-co-methacrylic acid); poly(2-ethylhexylmethacrylate-co-methacrylic acid); or poly(2-chloroethylmethacrylate-co-methacrylic acid).
Claim 22
Dependent Claim 34 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with polyvinylchlorendate and further comprising, in addition to said polyvinylchlorendate, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 23
Dependent Claim 34 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with polyvinylchlorendate and further comprising, in addition to said polyvinylchlorendate, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 24
Dependent Claim 31 words
A composition as described in claim 18 wherein said polyvinyl chlorendate is present in said composition in an amount from about 0.5 to about 10 percent, by weight, of said photoconductor.
Claim 25
Dependent Claim 31 words
A composition as described in claim 18 wherein said polyvinyl chlorendate is present in said composition in an amount from about 1 to about 3 percent, by weight, of said photoconductor.
Claim 26
Dependent Claim 58 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with both a sensitizing polymer comprising repeating units to which are appended a monovalent chlorendate radical, and a second chemical sensitizer, and further comprising, in addition to said sensitizing polymer and second chemical sensitizer, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 27
Dependent Claim 58 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor chemically sensitized with both a sensitizing polymer comprising repeating units to which are appended a monovalent chlorendate radical, and a second chemical sensitizer, and further comprising, in addition to said sensitizing polymer and second chemical sensitizer, an electrically insulating binder in which said photoconductor particles are dispersed.
Claim 28
Dependent Claim 25 words
A composition as described in claim 21 wherein said sensitizing polymer is polyvinyl chlorendate, and said second chemical sensitizer is a trichloroquinoxaline or a tetrachloroquinoxaline.
Claim 29
Dependent Claim 84 words
A composition as decribed in claim 21 wherein said electrically insulating binder is a polymer of acrylic acid, methacrylic acid, an acrylic ester, or a methacrylic ester, said sensitizing polymer is polyvinyl chlorendate, and said additional chemical sensitizer has the structure: ##STR7## wherein R 1 is --SO 3 H or a metal salt of --SO 3 H; R 2 is hydrogen; halogen; alkyl having 1 to 3 carbon atoms; --NO 2 ; or --COOH; and R 1 and R 2 taken together are ##STR8##
Claim 30
Dependent Claim 18 words
A composition as described in claim 23 wherein said composition additionally comprises a cyanine or benzopyrylium spectral sensitizer.
Claim 31
Dependent Claim 30 words
A composition as described in claim 23 wherein organic photoconductor comprises p-terphenyl, said cyanine spectral sensitizer is a 1,3-diethyl-2-{2-(2,3,4,5-tetraphenyl-3-pyrrolyl)vinyl}-1H-imidazo{4,5-b} quinoxalinium salt and said benzopyrylium spectral sensitizer is a 4-(thiaflavylidylmethylene)flavylium salt.
Claim 32
Dependent Claim 25 words
A composition as described in claim 23 wherein said photoconductor is p-terphenyl, and said electrically insulating binder comprises a copolymer of methylmethacrylate with methacrylic acid.
Claim 33
Dependent Claim 32 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor dispersed in and chemically sensitized by an electrically insulating polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 34
Dependent Claim 32 words
A heterogeneous photoconductive insulating composition comprising particles of an organic photoconductor dispersed in and chemically sensitized by an electrically insulating polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 35
Dependent Claim 17 words
A composition as described in claim 27 wherein said polymer is a vinyl, acrylic or cellulose polymer.
Claim 36
Dependent Claim 16 words
A composition as described in claim 27 wherein said polymer comprises vinyl chlorendate or 2-methacryloyloxyethyl chlorendate.
Claim 37
Dependent Claim 37 words
An electrophotographic element comprising an electrically conducting support bearing thereon a layer of a photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 38
Dependent Claim 37 words
An electrophotographic element comprising an electrically conducting support bearing thereon a layer of a photoconductive insulating composition comprising an organic photoconductor chemically sensitized with a polymer comprising repeating units to which are appended a monovalent chlorendate radical.
Claim 39
Dependent Claim 18 words
An electrophotographic element as described in claim 24 wherein said polymer is a vinyl, acrylic, or cellulose polymer.
Claim 40
Dependent Claim 18 words
An electrophotographic element as described in claim 31 wherein said photoconductor is anthracene, p-terphenyl, p-quaterphenyl, polyvinylcarbazole, or 4,4'-bis(diethylamino)-2,2'-dimethyl-triphenylmethane.
Claim 41
Dependent Claim 47 words
An electrophotographic element comprising an electrically conducting paper support bearing thereon a layer of a heterogeneous photoconductive insulating composition comprising particles of p-terphenyl chemically sensitized with polyvinyl chlorendate and further comprising, in addition to said polyvinylchlorendate, an electrically insulating polymer in which said p-terphenyl particles are dispersed.
Claim 42
Dependent Claim 47 words
An electrophotographic element comprising an electrically conducting paper support bearing thereon a layer of a heterogeneous photoconductive insulating composition comprising particles of p-terphenyl chemically sensitized with polyvinyl chlorendate and further comprising, in addition to said polyvinylchlorendate, an electrically insulating polymer in which said p-terphenyl particles are dispersed.
Claim 43
Dependent Claim 26 words
An electrophotographic element as described in claim 33 wherein said binder is a polymer of acrylic acid, methacrylic acid, an acrylic ester, or a methacrylic ester.
Claim 44
Dependent Claim 39 words
An electrophotographic element as described in claim 34 wherein said binder is a copolymer of methylmethacrylate with methacrylic acid, and said composition additionally comprises both a matte agent and an additional chemical sensitizer which is 3-methyl-2-naphthalene sulfonic acid-bis(hexachlorocyclopentadiene) adduct.
Claim 45
Dependent Claim 50 words
An electrophotographic process comprising applying a uniform charge to the surface of an electrophotographic element, imagewise exposing said charged surface to actinic radiation to form an electrostatic latent image, and developing said latent image to form a visible image, said electrophotographic element being an element as defined in claim 30.
Claim 46
Dependent Claim 50 words
An electrophotographic process comprising applying a uniform charge to the surface of an electrophotographic element, imagewise exposing said charged surface to actinic radiation to form an electrostatic latent image, and developing said latent image to form a visible image, said electrophotographic element being an element as defined in claim 35.
Claim 47
Dependent Claim 22 words
An electrophotographic copy comprising an element as defined in claim 30 and a visible image pattern on said photoconductive insulating composition layer.

References Cited (Backward Citations)

CA847807A Cited
CA915959A Cited
US3552959A Cited
US3554747A Cited
US3738970A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-07-09 1983-01-08 1983-07-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-07-09 1987-01-08 1987-07-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-07-09 1991-01-08 1991-07-10 $7700.00 Window Closed / Lapsed

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