US4714666A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Perylene tetracarboxylic acid imide pigments in an electrophotographic recording material
Assignee: Hoechst AG
•
Filing: 1986-07-23
•
Granted: 1987-12-22
•
Expires: 2006-07-23
Abstract
Abstract An electrophotographic recording material comprises an electrically conductive base material, an optional insulating intermediate layer and a photoconductive layer comprising at least one layer containing an asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide as charge carrier producing compound, a photoconductor as charge transport compound, binder and customary additives. The asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide can, for example, be represented by the formula ##STR1## where R denotes hydrogen, alkyl, hydroxyalky, alkoxyalkyl, aryl or aralkyl and A denotes phenylene, naphthylene or a more highly fused aromatic carbocylic or heterocyclic radical which can each be substituted by halogen, alkyl, cyano or nitro groups. This material is suitable in double-layer arrangement for highly light sensitive systems, and in a single layer for preparing printing forms or printed circuits.
Inventors
- 👤 Wolfgang Wiedemann
- 👤 Ernst Spietschka
- 👤 Helmut Troester
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 12:34
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0622; G03G5/0644; G03G5/0646; G03G5/0659; G03G5/0657
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
191 words
An electrophotographic recording material comprising an electrically conductive base material and a photoconductive layer provided on said base material, said photoconductive layer comprising at least one layer containing an asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide as charge carrier-producing compound, a photoconductor as charge transport compound, and a binder, wherein said acid imide is a charge carrier-producing compound represented by one of the following formulas: ##STR17## where R denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, aryl or aralkyl and A denotes a radical selected from a phenylene, a napthylene and a more highly fused aromatic carbocyclic or heterocyclic radical, said radical being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group; ##STR18## where R and R' are different from each other and denote hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl and heteroaryl, said group being unsubstituted or substituted by a halogen, alkyl group, cyano group or nitro groups; ##STR19## where R denotes hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, aryl and aralkyl, said group being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group.
Claim 2
Dependent Claim
191 words
An electrophotographic recording material comprising an electrically conductive base material and a photoconductive layer provided on said base material, said photoconductive layer comprising at least one layer containing an asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide as charge carrier-producing compound, a photoconductor as charge transport compound, and a binder, wherein said acid imide is a charge carrier-producing compound represented by one of the following formulas: ##STR17## where R denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, aryl or aralkyl and A denotes a radical selected from a phenylene, a napthylene and a more highly fused aromatic carbocyclic or heterocyclic radical, said radical being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group; ##STR18## where R and R' are different from each other and denote hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl and heteroaryl, said group being unsubstituted or substituted by a halogen, alkyl group, cyano group or nitro groups; ##STR19## where R denotes hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, aryl and aralkyl, said group being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group.
Claim 3
Dependent Claim
19 words
The recording material as claimed in claim 1, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (I) ##STR20##
Claim 4
Dependent Claim
23 words
The recording material as claimed in claim 2, wherein R in formula (II) denotes lower alkyl or benzyl, and A denotes unsubstituted phenylene.
Claim 5
Dependent Claim
17 words
The recording material as claimed 1, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (II) ##STR21##
Claim 6
Dependent Claim
30 words
The recording material as claimed in claim 4, wherein, for formula (II), R denotes hydrogen, lower alkyl or benzyl and R' denotes lower alkoxyalkyl, lower alkyl-substituted phenyl, benzyl or pyrenyl.
Claim 7
Dependent Claim
19 words
The recording material as claimed in claim 1, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (III) ##STR22##
Claim 8
Dependent Claim
24 words
The recording material as claimed in claim 6, wherein R in formula (III) denotes lower alkyl, hydroxy lower alkyl, lower alkoxyalkyl, benzyl or phenylethyl.
Claim 9
Dependent Claim
18 words
The recording material as claimed in claim 1, wherein said binder is soluble in are aqueous alkali solution.
Claim 10
Dependent Claim
178 words
An electrophotographic recording material comprising an electrically conductive base material, a dye layer containing an asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide as carrier-producing a compound, and a layer containing an organic photoconductor as charge transport compound, wherein said acid imide is a charge carrier-producing compound represented by one of the formulas: ##STR23## where R denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, aryl or aralkyl and A denotes a radical selected from a phenylene, a napthylene and a more highly fused aromatic carbocyclic or heterocyclic radical, said radical being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or an itro group; ##STR24## where R and R' are different from each other and denote hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl and heteroaryl, said group being unsubstituted or substituted by a halogen, alkyl group, cyano group or nitro groups; ##STR25## where R denotes hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, aryl and aralkyl, said group being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group.
Claim 11
Dependent Claim
178 words
An electrophotographic recording material comprising an electrically conductive base material, a dye layer containing an asymmetrically substituted perylene-3,4,9,10-tetracarboxylic acid imide as carrier-producing a compound, and a layer containing an organic photoconductor as charge transport compound, wherein said acid imide is a charge carrier-producing compound represented by one of the formulas: ##STR23## where R denotes hydrogen, alkyl, hydroxyalkyl, alkoxyalkyl, aryl or aralkyl and A denotes a radical selected from a phenylene, a napthylene and a more highly fused aromatic carbocyclic or heterocyclic radical, said radical being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or an itro group; ##STR24## where R and R' are different from each other and denote hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl and heteroaryl, said group being unsubstituted or substituted by a halogen, alkyl group, cyano group or nitro groups; ##STR25## where R denotes hydrogen or a group selected from alkyl, hydroxyalkyl, alkoxyalkyl, aryl and aralkyl, said group being unsubstituted or substituted by a halogen, an alkyl group, a cyano group or a nitro group.
Claim 12
Dependent Claim
19 words
The recording material as claimed in claim 9, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (I) ##STR26##
Claim 13
Dependent Claim
23 words
The recording material as claimed in claim 10, wherein R in formula (I) denotes lower alkyl or benzyl, and A denotes unsubstituted phenylene.
Claim 14
Dependent Claim
19 words
The recording material as claimed in claim 9, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (II) ##STR27##
Claim 15
Dependent Claim
30 words
The recording material as claimed in claim 12, wherein, for formula (II), R denotes hydrogen, lower alkyl or benzyl and R' denotes lower alkoxyalkyl, lower alkylsubstituted phenyl, benzyl or pyrenyl.
Claim 16
Dependent Claim
19 words
The recording material as claimed in claim 9, wherein said perylene-3,4,9,10-tetracarboxylic acid imide is represented by formula (III) ##STR28##
Claim 17
Dependent Claim
24 words
The recording material as claimed in claim 14, wherein R in formula (III) denotes lower alkyl, hydroxy lower alkyl, lower alkoxyalkyl, benzyl or phenylethyl.
Claim 18
Dependent Claim
18 words
The recording material as claimed in claim 9, wherein said binder is soluble in an aqueous alkali solution.
References Cited (Backward Citations)
US3904407A
Cited
US3898084A
Cited
DE2237539A1
Cited
DE2755851A1
Cited
US4438187A
Cited
US4447514A
Cited
US4514482A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-12-21 | 1991-06-22 | 1991-12-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-12-21 | 1995-06-22 | 1995-12-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-12-21 | 1999-06-22 | 1999-12-22 | $7700.00 | Window Closed / Lapsed |