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US4356244A Expired / Lapsed US ⏱️ 0.0 years remaining

Quinoxaline cyanine dye sensitized organic electron donor compounds

Assignee: 3M Co
•
Filing: 1981-02-23
•
Granted: 1982-10-26
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Expires: 2001-02-23
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Abstract

Abstract Organic electron donor compounds for use in electrophotographic constructions must ordinarily be sensitized to desired regions of the electromagnetic spectrum. Imidazo[4,5-b] quinoxaline cyanine dyes having phenylsulfonyl or benzoyl substituents have been found to be efficient sensitizers for such organic donor compounds.

Inventors

  • 👤 Louis M. Leichter
  • 👤 Terry J. Sonnonstine
  • 👤 John J. Stofko, Jr.
  • 👤 Paolo Beretta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:29
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/09

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 33 words
A photosensitive layer comprising an organic electronically active electron donor compound sensitized with a sensitizing amount of an imidazo-[4,5-b]quinoxaline cyanine dye having at least one phenylsulfonyl or benzoyl substituent on an imidazo-[4,5-b]quinoxaline nucleus.
Claim 2
Dependent Claim 33 words
A photosensitive layer comprising an organic electronically active electron donor compound sensitized with a sensitizing amount of an imidazo-[4,5-b]quinoxaline cyanine dye having at least one phenylsulfonyl or benzoyl substituent on an imidazo-[4,5-b]quinoxaline nucleus.
Claim 3
Dependent Claim 21 words
The layer of claim 1 wherein said phenylsulfonyl or benzoyl substituent is on the 6- or 7-position of the imidazo-[4,5-b]quinoxaline nucleus.
Claim 4
Dependent Claim 13 words
The layer of claim 2 wherein said donor compound is a polyvinyl carbazole.
Claim 5
Dependent Claim 17 words
The layer of claim 2 wherein said donor compound is present in an electronically inactive polymeric binder.
Claim 6
Dependent Claim 36 words
The layer of claim 2 wherein said donor compound is a benzocarbazole derivative of the formula wherein R 4 and Y are independently elected from the group consisting of aliphatic, aromatic, heterocyclic, and mixed aliphatic-aromatic groups.
Claim 7
Dependent Claim 138 words
The layer of claims 2, 3, or 4 in which said imidazo-[4,5-b]quinoxaline cyanine dye is represented by any of the formula: ##STR10## in which g represents 1, 2 or 3; R and R 1 , which may be the same or different, each represents an aliphatic substituent or a phenyl group; R 2 represents a phenylsulfonyl or a phenylcarbonyl group substituted in 6 or 7 position; Z represents the atoms necessary to complete a nucleus from the group consisting of thiazole, benzothiazole, naphthothiazole, oxazole, benzoxazole, naphthoxazole, selenazole, benzoselenazole, thiazoline, pyridine, indolenine, 2-quinoline, 4-quinoline, 1-isoquinoline, 1,1-dialkyl-indolenine, imidazole, benzimidazole, naphthimidazole, imidazo-[4,5-b]-quinoxaline, 3H-pyrrolo-[2,3-b]-pyridine, 3H-nitro-indole, and thiazole-[4,5-b]-quinoline; R 3 represents an aliphatic group or a phenyl group; L represents a cation nucleus selected from the group consisting of indole, carbazole, isoxazole and pyrazole groups and wherein X - represents an acid anion.
Claim 8
Dependent Claim 15 words
The emulsion of claim 6 wherein W represents ##STR11## and g is 1 or 2.
Claim 9
Dependent Claim 9 words
The layer of claim 6 wherein W represents ##STR12##
Claim 10
Dependent Claim 13 words
The layer of claim 6 wherein W represents ═CH--CH--L + X - .
Claim 11
Dependent Claim 22 words
The layer of claim 7 wherein g is 1, z is selected from the group consisting of thiazole, benzothiazole, oxazole and benzoxazole.
Claim 12
Dependent Claim 20 words
The layer of claim 8 wherein g is 1, and both R and R 1 are the same aliphatic substituent.
Claim 13
Dependent Claim 20 words
The emulsion of claim 8 wherein g is 1 and both R and R 1 are the same phenyl group.
Claim 14
Dependent Claim 9 words
The emulsion of claim 9 wherein L is isoxazole.
Claim 15
Dependent Claim 13 words
The emulsion of claim 6 in which R 2 is a phenylsulfonyl group.
Claim 16
Dependent Claim 13 words
The layer of claim 10 in which R 2 is a phenylsulfonyl group.
Claim 17
Dependent Claim 30 words
An electrophotographic article comprising a substrate having in sequence on at least one surface thereof a conductive layer and the photosensitive layer of claims 1, 2, 4, 7 or 8.

References Cited (Backward Citations)

US4264694A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-25 1986-04-26 1986-10-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-25 1990-04-26 1990-10-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-25 1994-04-26 1994-10-26 $7700.00 Window Closed / Lapsed

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