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US4043812A Expired / Lapsed US ⏱️ 0.0 years remaining

Electrostatographic imaging member and process using anthracene functional polymers

Assignee: Xerox Corp
•
Filing: 1975-03-07
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Granted: 1977-08-23
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Expires: 1995-03-07
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Abstract

Abstract Process for preparation of 2-anthryl and substituted 2-anthryl functional monomers and polymers. In the process for preparation of these monomers, an anthracenic reactant of the formula: ##STR1## wherein X and Y are independently selected from hydrogen, chlorine, bromine, alkyl of 1 to 4 carbon atoms or phenyl Is acylated in nitrobenzene under conditions which favor reaction at the two position. The resulting acylated product can then be (a) reacted with an alkylidenephosphorane (Wittig synthesis) or (b) reduced to the corresponding alcohol. Subsequent to such reduction, this alcohol can undergo further modification at the hydroxyl function to form a polymerizable addition monomer. Through the proper selection of the relative concentration of reactants and control over processing conditions, it is possible not only to prepare such monomers in high yields but also upon polymerization of such monomers, to obtain high molecular weight 2-anthryl and substituted 2-anthryl functional polymers (molecular weight of at least 10 4 ). Polymers of such high molecular weight can readily be formed without the use of binders into self-supporting films. Such films are intrinsically photoconductive in the ultraviolet region of the electromagnetic spectrum and have good transport capabilities for charge carriers of both polarities.

Inventors

  • 👤 Milan Stolka
  • 👤 James M. Pearson
  • 👤 John F. Yanus

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 14:59
CPC Classifications
C; C08; C08F; C08F12/00; C08F12/02; C08F12/32; C08F20/00; C08F20/02; C08F20/10; C08F20/12; C08F20/16; C08F20/18; C08F20/22; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/07; G03G5/071; C07; C07C; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/22; C07C2603/24

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 123 words
In an electrophotographic imaging member comprising a conductive substrate, a photoconductive layer covering at least one surface of said substrate and a charge carrier transport matrix layer overcoating the photoconductive layer, the improvement comprising a charge carrier transport matrix layer comprising an anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR5## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polymerization of about 40 or greater, aid transport layer having a thickness of from about 0.1 to about 300 microns.
Claim 2
Dependent Claim 123 words
In an electrophotographic imaging member comprising a conductive substrate, a photoconductive layer covering at least one surface of said substrate and a charge carrier transport matrix layer overcoating the photoconductive layer, the improvement comprising a charge carrier transport matrix layer comprising an anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR5## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polymerization of about 40 or greater, aid transport layer having a thickness of from about 0.1 to about 300 microns.
Claim 3
Dependent Claim 133 words
In an electrophotographic imaging member comprising a conductive substrate, a photoconductive layer covering at least one surface of said substrate and a charge carrier transport matrix layer overcoating the photoconductive layer, the improvement comprising a charge carrier transport martrix layer comprising an anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR6## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R 2 is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater, said transport layer having a thickness of from about 0.1 to about 300 microns.
Claim 4
Dependent Claim 133 words
In an electrophotographic imaging member comprising a conductive substrate, a photoconductive layer covering at least one surface of said substrate and a charge carrier transport matrix layer overcoating the photoconductive layer, the improvement comprising a charge carrier transport martrix layer comprising an anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR6## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R 2 is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater, said transport layer having a thickness of from about 0.1 to about 300 microns.
Claim 5
Dependent Claim 113 words
In an electrophotographic imaging member comprising a conductive substrate, and a photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns wherein a photoconductor material is dispersed in a charge carrier transport matrix, the improvement comprising a charge carrier transport matrix comprising anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR7## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polmerization of about 40 or greater.
Claim 6
Dependent Claim 113 words
In an electrophotographic imaging member comprising a conductive substrate, and a photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns wherein a photoconductor material is dispersed in a charge carrier transport matrix, the improvement comprising a charge carrier transport matrix comprising anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR7## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polmerization of about 40 or greater.
Claim 7
Dependent Claim 123 words
In an electrophotographic imaging member comprising a conductive substrate and a photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns wherein a photoconductive material is dispersed in a charge carrier transport matrix, the improvement comprising a charge carrier transport matrix comprising anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR8## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R 2 is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater.
Claim 8
Dependent Claim 123 words
In an electrophotographic imaging member comprising a conductive substrate and a photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns wherein a photoconductive material is dispersed in a charge carrier transport matrix, the improvement comprising a charge carrier transport matrix comprising anthracene functional polymer having polymer segments which consist essentially of the addition product of at least one monomer of the formula ##STR8## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R 2 is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater.
Claim 9
Dependent Claim 125 words
An electrostatographic imaging process, comprising: a. providing an electrophotographic imaging member having a conductive substrate and a polymeric photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns operatively disposed in relation thereto, said photoconductive insulating layer comprising an anthracene functional polymer having polymer segments which consist essentially of the additional product of at least one monomer of the formula ##STR9## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater; and b. forming a latent electrostatic image on the surface of the photoconductive insulating layer.
Claim 10
Dependent Claim 125 words
An electrostatographic imaging process, comprising: a. providing an electrophotographic imaging member having a conductive substrate and a polymeric photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns operatively disposed in relation thereto, said photoconductive insulating layer comprising an anthracene functional polymer having polymer segments which consist essentially of the additional product of at least one monomer of the formula ##STR9## wherein R is hydrogen or alkyl of 1 to about 3 carbon atoms; and X and Y are independently selected from chlorine, bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segment having a degree of polymerization of about 40 or greater; and b. forming a latent electrostatic image on the surface of the photoconductive insulating layer.
Claim 11
Dependent Claim 135 words
An electrostatic imaging process comprising: a. providing an electrophotographic imaging member having a conductive substrate and a polymeric photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns operatively disposed in relation thereto, said photoconductive insulating layer comprising an anthracene functional polymer having polymer segments which consist essentially of the additon product of at least one monomer of the formula ##STR10## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R z is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polymerization of about 40 or greater; and b. forming a latent electrostatic image on the surface of the photoconductive insulating layer.
Claim 12
Dependent Claim 135 words
An electrostatic imaging process comprising: a. providing an electrophotographic imaging member having a conductive substrate and a polymeric photoconductive insulating layer having a thickness of from about 0.1 to about 300 microns operatively disposed in relation thereto, said photoconductive insulating layer comprising an anthracene functional polymer having polymer segments which consist essentially of the additon product of at least one monomer of the formula ##STR10## wherein R 1 is hydrogen or alkyl of 1 - 6 carbon atoms; R z is alkyl of 1 - 4 carbon atoms; and X and Y are independently selected from chlorine bromine, alkyl of 1 - 4 carbon atoms, or phenyl said polymer segments having a degree of polymerization of about 40 or greater; and b. forming a latent electrostatic image on the surface of the photoconductive insulating layer.

References Cited (Backward Citations)

US2980535A Cited
US3131060A Cited
GB941069A Cited
US3418116A Cited
US3464819A Cited
US3850630A Cited
US3870516A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-22 1981-02-21 1981-08-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-22 1985-02-21 1985-08-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-22 1989-02-21 1989-08-23 $7700.00 Window Closed / Lapsed

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