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US5134048A
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Electrophotographic recording material containing photoconductive porphyrin compounds
Assignee: Agfa Gevaert NV
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Filing: 1990-11-09
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Granted: 1992-07-28
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Expires: 2010-11-09
Abstract
Abstract An electrophotographic recording material comprising a conductive support and a photosensitive layer containing at least one photoconductive compound that has p-type charge generating capacity and is a tetrabenzoporphyrin type compound represented by the following general formula (I): ##STR1## wherein: each of X 1 , X 2 , X 3 , and X 4 (same or different) represents a substituent selected from the group consisting of halogen, e.g. chlorine or bromine, nitro, cyano, (C 1 -C 2 ) alkyl and alkoxy, e.g. methoxy or ethoxy or 2 X 1 's, 2 X 2 's, 2 X 3 's or 2 X 4 's together represent the atoms necessary to form a substituted or unsubstituted carbocyclic or heterocyclic ring system; k, l, m, and n each and independently represent zero or an integer 1 to 4, R 1 represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; each of the A's (same or different) represents nitrogen, or a CR 2 group, wherein each of the R 2 's (same or different) represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; and Z is hydrogen or two groups Z together stand for a metal atom which in the case of higher valency state than 2, will be linked to (an) additional valency compensating atom(s) or group.
Inventors
- 👤 David R. Terrell
- 👤 Stefaan K. De Meutter
- 👤 Bernd Kaletta
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 08:07
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0664; G03G5/0696; C; C09; C09B; C09B47/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
217 words
An electrophotographic recording material comprising a conductive support and a photosensitive layer containing at least one photoconductive compound that has p-type charge generating capacity and is a tetrabenzoporphyrin type compound represented by the following general formula (I): ##STR25## wherein: each of X 1 , X 2 , X 3 , and X 4 (same or different) represents a substituent selected From the group consisting of halogen, nitro, cyano, (C 1 -C 2 ) alkyl and alkoxy or 2 X 1 's, 2 X 2 's, 2 X 3 's or 2 X 4 's together represent the atoms necessary to form a carbocyclic or heterocyclic ring system including such ring systems in substituted form; k, l, m, and n each and independently represent zero or an integer 1 to 4, R 1 represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; each of the A's (same or different) represents nitrogen, or a CR 2 group, wherein each of the R 2 's (same or different) represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; and Z is hydrogen or two groups Z together stand for a metal atom which in the case of higher valency state than 2, will be linked to (an) additional valency compensating atom(s) or group.
Claim 2
Dependent Claim
217 words
An electrophotographic recording material comprising a conductive support and a photosensitive layer containing at least one photoconductive compound that has p-type charge generating capacity and is a tetrabenzoporphyrin type compound represented by the following general formula (I): ##STR25## wherein: each of X 1 , X 2 , X 3 , and X 4 (same or different) represents a substituent selected From the group consisting of halogen, nitro, cyano, (C 1 -C 2 ) alkyl and alkoxy or 2 X 1 's, 2 X 2 's, 2 X 3 's or 2 X 4 's together represent the atoms necessary to form a carbocyclic or heterocyclic ring system including such ring systems in substituted form; k, l, m, and n each and independently represent zero or an integer 1 to 4, R 1 represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; each of the A's (same or different) represents nitrogen, or a CR 2 group, wherein each of the R 2 's (same or different) represents hydrogen, a (C 1 -C 2 ) alkyl, aralkyl or aryl group; and Z is hydrogen or two groups Z together stand for a metal atom which in the case of higher valency state than 2, will be linked to (an) additional valency compensating atom(s) or group.
Claim 3
Dependent Claim
28 words
An electrophotographic recording material according to claim 1, wherein said photosensitive layer is a photosensitive charge generating layer that has in contiguous relationship thereto a charge transporting layer.
Claim 4
Dependent Claim
32 words
An electrophotographic recording material according to claim 2, wherein said photoconductive compound is applied in combination with a resin binder to form a charge generating layer adhering directly to a conductive support.
Claim 5
Dependent Claim
67 words
An electrophotographic recording material according to claim 3, wherein said photoconductive compound is selected from the group consisting of a cellulose ester, acrylate and methacrylate resins, polyvinyl chloride, copolymers of vinyl chloride, polyester resins, aromatic polycarbonate resins, silicon resins, polystyrene and copolymers of styrene and maleic anhydride, copolymers of butadiene and styrene, poly-N-vinylcarbazole and copolymers of N-vinylcarbazole having a N-vinylcarbazole content of at least 40% by weight.
Claim 6
Dependent Claim
40 words
An electrophotographic recording material according to claim 2 to 10, wherein the content of said photoconductive compounds in the charge generating layer is in the range 30 to 70% by weight with respect to the total weight of said layer.
Claim 7
Dependent Claim
21 words
An electrophotographic recording material according to claim 2, wherein the thickness of said charge generating layer is less than 5 μm.
Claim 8
Dependent Claim
25 words
An electrophotographic recording material according to claim 2, wherein the thickness of said charge transporting layer is in the range of 5 to 50 μm.
Claim 9
Dependent Claim
46 words
An electrophotographic recording material according to claim 2, wherein in the recording material an adhesive layer or barrier layer is present between the photosensitive layer or the charge transport layer and the support and the thickness of said barrier layer is not more than 1 micron.
Claim 10
Dependent Claim
19 words
An electrophotographic recording material according to claim 1, wherein said tetrabenzotriazaporphyrin is selected from the group consisting of ##STR26##
Claim 11
Dependent Claim
15 words
An electrophotographic recording material according to claim 1, wherein said photoconductive compound is metal-free tetrabenzotriazaporphyrin.
Claim 12
Dependent Claim
54 words
An electrophotographic recording material according to claim 1, wherein said photoconductive compound is metal-free tetrabenzotriazaporphyrin in the ω-crystalline modification characterized by its absorption spectrum shown in FIG. 1c herein and its X-ray diffraction pattern exhibiting strong lines at Bragg angles (2θ) of 8.5; 10.2; 11.9; 14.4; 18.0; 20.4; 22.6; 24.0; 24.7 and 29.8 degrees.
Claim 13
Dependent Claim
30 words
An electrophotographic recording material according to claim 1, wherein said photoconductive compound is metal-free tetrabenzotriazaporphyrin in the ω-crystalline modification which has been treated with hot methyl benzoate or hot xylene.
Claim 14
Dependent Claim
38 words
An electrophotographic recording material according to claim 1, wherein the content of said photoconductive compounds in the photosensitive layer is in the range of 0.05 to 90 by weight with respect to the total weight of said layer.
Claim 15
Dependent Claim
20 words
An electrophotographic recording material according to claim 1, wherein the thickness of said photosensitive layer is less than 30 um.
Claim 16
Dependent Claim
48 words
An electrophotographic recording material according to claim 1, wherein the conductive support is made of aluminium, steel, brass or paper or resin material incorporating or being coated with a conductivity enhancing substance, the support being in the form of a foil, web or being part of a drum.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-07-28 | 1996-01-27 | 1996-07-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-07-28 | 2000-01-27 | 2000-07-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-07-28 | 2004-01-27 | 2004-07-28 | $7700.00 | Window Closed / Lapsed |