EP0189820A3 - Electrophotographic recording material - Google Patents
Electrophotographic recording material Download PDFInfo
- Publication number
- EP0189820A3 EP0189820A3 EP86100723A EP86100723A EP0189820A3 EP 0189820 A3 EP0189820 A3 EP 0189820A3 EP 86100723 A EP86100723 A EP 86100723A EP 86100723 A EP86100723 A EP 86100723A EP 0189820 A3 EP0189820 A3 EP 0189820A3
- Authority
- EP
- European Patent Office
- Prior art keywords
- different
- recording material
- alkyl
- charge
- optionally
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000463 material Substances 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- JXBVKHNCZYZYME-UHFFFAOYSA-N 1,3,5,11-tetrazatetracyclo[8.7.0.02,7.012,17]heptadeca-2,4,6,8,10,12,14,16-octaene Chemical class N1=CN=C2N3C4=CC=CC=C4N=C3C=CC2=C1 JXBVKHNCZYZYME-UHFFFAOYSA-N 0.000 abstract 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical group C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 abstract 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical group C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 238000007786 electrostatic charging Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 125000001425 triazolyl group Chemical group 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
- G03G5/0657—Heterocyclic compounds containing two or more hetero rings in the same ring system containing seven relevant rings
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
- G03G5/0651—Heterocyclic compounds containing two or more hetero rings in the same ring system containing four relevant rings
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
- G03G5/0659—Heterocyclic compounds containing two or more hetero rings in the same ring system containing more than seven relevant rings
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0661—Heterocyclic compounds containing two or more hetero rings in different ring systems, each system containing at least one hetero ring
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Die vorliegende Erfindung betrifft ein elektrophotogra phisches Aufzeichnungsmaterial, bestehend aus einem elek trisch leitenden Schichtträger, gegebenenfalls einer isolie renden Zwischenschicht und einer photoleitfähigen Doppel schicht aus einer Ladungen erzeugenden und einer Ladun gen transportierenden Schicht mit einem Pyrimido- [5′,4′:5,6]-pyrido-[1,2-a]benzimidazol-Derivat als Transport verbindung, Bindemittel und Farbstoffen oder Pigmenten, dadurch gekennzeichnet, daß die Transportverbindung eine Struktur nach der allgemeinen Formel I besitzt, worin R₁ und R₂ gleich oder verschieden sind und Wasser stoff oder eine R₃,R₄N-Gruppe, R₃ und R₄ gleich oder verschieden sind und (C₁ bis C₄)-Alkyl, Hydroxy-(C₁ bis ₄)-alkyl, gegebenenfalls (C₁ bis ₄)-alkylsubstituiertes Phenyl oder Benzyl oder zusammen mit den N-Atomen, an das sie gebunden sind, eine Imidazolyl- oder Triazolyl-Gruppe und R₅ eine Benzthiazol-, Benzoxazol-, Benzimidazol- oder eine Cyano-Gruppe bedeuten. Mit der Transportverbindung ist es möglich, das Aufzeichnungs-material bei elektrostatischer Aufladung unterschiedlicher Polarität in verschiedenen Wel lenlängenbereichen photoempfindlich einzustellen. The present invention relates to an electrophotographic recording material consisting of an electrically conductive layer support, optionally an insulating intermediate layer and a photoconductive double layer of a charge-generating and a charge-transporting layer with a pyrimido [5 ', 4': 5, 6] -pyrido- [1,2-a] benzimidazole derivative as a transport compound, binder and dyes or pigments, characterized in that the transport compound has a structure of the general formula I, wherein R₁ and R₂ are the same or different and hydrogen or an R₃, R₄N group, R₃ and R₄ are the same or different and (C₁ to C₄) alkyl, hydroxy (C₁ to ₄) alkyl, optionally (C₁ to ₄ ) -alkyl substituted phenyl or benzyl or together with the N atoms to which they are attached, an imidazolyl or triazolyl group and R₅ is a benzothiazole, benzoxazole, benzimidazole or a cyano group. With the transport connection, it is possible to set the recording material photosensitively in the case of electrostatic charging of different polarities in different wavelength ranges.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3502689 | 1985-01-26 | ||
| DE19853502689 DE3502689A1 (en) | 1985-01-26 | 1985-01-26 | ELECTROPHOTOGRAPHIC RECORDING MATERIAL |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0189820A2 EP0189820A2 (en) | 1986-08-06 |
| EP0189820A3 true EP0189820A3 (en) | 1989-12-20 |
Family
ID=6260906
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP86100723A Withdrawn EP0189820A3 (en) | 1985-01-26 | 1986-01-21 | Electrophotographic recording material |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4650737A (en) |
| EP (1) | EP0189820A3 (en) |
| JP (1) | JPS61175647A (en) |
| DE (1) | DE3502689A1 (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3535838A1 (en) * | 1985-10-08 | 1987-04-09 | Hoechst Ag | ELECTROPHOTOGRAPHIC RECORDING MATERIAL |
| JPH0715588B2 (en) * | 1987-06-03 | 1995-02-22 | 富士ゼロックス株式会社 | Electrophotographic photoreceptor |
| US5024927A (en) * | 1988-10-06 | 1991-06-18 | Ricoh Company, Ltd. | Information recording medium |
| US5028502A (en) * | 1990-01-29 | 1991-07-02 | Xerox Corporation | High speed electrophotographic imaging system |
| DE19605404C1 (en) * | 1996-02-14 | 1997-04-17 | Daimler Benz Ag | Fuel cell system operating method |
| US6171741B1 (en) * | 2000-01-19 | 2001-01-09 | Xerox Corporation | Light shock resistant electrophotographic imaging member |
| RU2310657C2 (en) | 2002-04-03 | 2007-11-20 | Ф.Хоффманн-Ля Рош Аг | Imidazo-condensed compounds and pharmaceutical composition containing thereof |
| US9758518B2 (en) | 2015-03-04 | 2017-09-12 | Pimera, Inc. | Compositions, uses and methods for making them |
| JP6188179B2 (en) | 2014-05-09 | 2017-08-30 | ピメラ， インコーポレイテッド | Novel compositions, uses and methods of making them |
| CN115583948A (en) | 2017-03-28 | 2023-01-10 | 皮梅拉股份有限公司 | Novel crystalline forms of POL1 inhibitor |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2929414A1 (en) * | 1979-07-20 | 1981-02-05 | Hoechst Ag | Pyrimido:pyrido:benzimidazole cpds. prepn. - from pyrimidine aldehyde and benzimidazole cpds. and used as optical whitener, dyestuff and photoconductor |
| EP0116341A1 (en) * | 1983-02-09 | 1984-08-22 | BASF Aktiengesellschaft | 2H-V-Triazolyl(4,5-D)-pyrimidines and their use |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA6807938B (en) * | 1967-12-04 | |||
| DE2220408C3 (en) * | 1972-04-26 | 1978-10-26 | Hoechst Ag, 6000 Frankfurt | Electrophotographic recording material and process for its preparation - US Pat |
| JPS4991646A (en) * | 1972-12-30 | 1974-09-02 | ||
| DE2353639C2 (en) * | 1973-10-26 | 1983-08-04 | Hoechst Ag, 6230 Frankfurt | Electrophotographic recording material |
| DE2938129C2 (en) * | 1978-09-22 | 1983-07-14 | Ricoh Co., Ltd., Tokyo | Electrophotographic recording material |
| JPS58156940A (en) * | 1982-03-13 | 1983-09-19 | Canon Inc | Organic photoconductor |
| JPS5926738A (en) * | 1982-08-05 | 1984-02-13 | Mitsubishi Paper Mills Ltd | Electrophotographic receptor |
-
1985
- 1985-01-26 DE DE19853502689 patent/DE3502689A1/en not_active Withdrawn
-
1986
- 1986-01-21 EP EP86100723A patent/EP0189820A3/en not_active Withdrawn
- 1986-01-24 US US06/822,239 patent/US4650737A/en not_active Expired - Fee Related
- 1986-01-27 JP JP61013974A patent/JPS61175647A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2929414A1 (en) * | 1979-07-20 | 1981-02-05 | Hoechst Ag | Pyrimido:pyrido:benzimidazole cpds. prepn. - from pyrimidine aldehyde and benzimidazole cpds. and used as optical whitener, dyestuff and photoconductor |
| EP0116341A1 (en) * | 1983-02-09 | 1984-08-22 | BASF Aktiengesellschaft | 2H-V-Triazolyl(4,5-D)-pyrimidines and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3502689A1 (en) | 1986-07-31 |
| US4650737A (en) | 1987-03-17 |
| JPS61175647A (en) | 1986-08-07 |
| EP0189820A2 (en) | 1986-08-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A2 Designated state(s): DE FR GB NL |
|
| PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
| AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): DE FR GB NL |
|
| 17P | Request for examination filed |
Effective date: 19900609 |
|
| RBV | Designated contracting states (corrected) |
Designated state(s): DE FR GB |
|
| 17Q | First examination report despatched |
Effective date: 19920723 |
|
| RBV | Designated contracting states (corrected) |
Designated state(s): DE |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
| 18W | Application withdrawn |
Withdrawal date: 19930707 |
|
| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: WIEDEMANN, WOLFGANG, DR. DIPL.-CHEM. |