DE1290428B - Photoleitfaehige Schicht mit einem organischen Photoleiter - Google Patents
Photoleitfaehige Schicht mit einem organischen PhotoleiterInfo
- Publication number
- DE1290428B DE1290428B DEW38595A DEW0038595A DE1290428B DE 1290428 B DE1290428 B DE 1290428B DE W38595 A DEW38595 A DE W38595A DE W0038595 A DEW0038595 A DE W0038595A DE 1290428 B DE1290428 B DE 1290428B
- Authority
- DE
- Germany
- Prior art keywords
- photoconductive layer
- organic photoconductor
- phenylenediamine
- weight
- 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- Withdrawn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
- 239000011230 binding agent Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- VPTNBOIEKNYSFL-UHFFFAOYSA-N 1-n,1-n,4-n,4-n-tetrabenzylbenzene-1,4-diamine Chemical compound C=1C=CC=CC=1CN(C=1C=CC(=CC=1)N(CC=1C=CC=CC=1)CC=1C=CC=CC=1)CC1=CC=CC=C1 VPTNBOIEKNYSFL-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 230000001235 sensitizing effect Effects 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 2
- 229940043267 rhodamine b Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SBUADOFQIFVSEJ-UHFFFAOYSA-M 1-ethyl-2-[(1-ethyl-6-methylquinolin-1-ium-4-yl)methylidene]-6-methylquinoline;iodide Chemical compound [I-].C1=CC2=CC(C)=CC=C2N(CC)C1=CC1=CC=[N+](CC)C2=CC=C(C)C=C12 SBUADOFQIFVSEJ-UHFFFAOYSA-M 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- DZNJMLVCIZGWSC-UHFFFAOYSA-N 3',6'-bis(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(N(CC)CC)C=C1OC1=CC(N(CC)CC)=CC=C21 DZNJMLVCIZGWSC-UHFFFAOYSA-N 0.000 description 1
- WZELXJBMMZFDDU-UHFFFAOYSA-N Imidazol-2-one Chemical class O=C1N=CC=N1 WZELXJBMMZFDDU-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000005266 diarylamine group Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- QWYZFXLSWMXLDM-UHFFFAOYSA-M pinacyanol iodide Chemical compound [I-].C1=CC2=CC=CC=C2N(CC)C1=CC=CC1=CC=C(C=CC=C2)C2=[N+]1CC QWYZFXLSWMXLDM-UHFFFAOYSA-M 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 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
-
- 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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0612—Acyclic or carbocyclic compounds containing nitrogen
- G03G5/0614—Amines
- G03G5/06142—Amines arylamine
- G03G5/06144—Amines arylamine diamine
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35386965A | 1965-03-23 | 1965-03-23 | |
| US542620A US3314788A (en) | 1965-03-23 | 1966-04-14 | Electrophotographic process and element comprising n, n, n,' n', tetrasubstituted-p-phenylenediamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1290428B true DE1290428B (de) | 1969-03-06 |
Family
ID=26998122
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEW38595A Withdrawn DE1290428B (de) | 1965-03-23 | 1965-02-20 | Photoleitfaehige Schicht mit einem organischen Photoleiter |
| DE19661572380 Withdrawn DE1572380B2 (de) | 1965-03-23 | 1966-07-05 | Fotoleitfaehige schicht mit einem benzylgruppenhaltigen phenylendiaminderivat und gegebenenfalls einem bindemittel |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661572380 Withdrawn DE1572380B2 (de) | 1965-03-23 | 1966-07-05 | Fotoleitfaehige schicht mit einem benzylgruppenhaltigen phenylendiaminderivat und gegebenenfalls einem bindemittel |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3314788A (enrdf_load_stackoverflow) |
| BE (2) | BE661438A (enrdf_load_stackoverflow) |
| CH (2) | CH436991A (enrdf_load_stackoverflow) |
| DE (2) | DE1290428B (enrdf_load_stackoverflow) |
| FR (2) | FR1428747A (enrdf_load_stackoverflow) |
| GB (2) | GB1030220A (enrdf_load_stackoverflow) |
| NL (3) | NL6503044A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0538195A3 (en) * | 1991-10-18 | 1993-06-23 | Ciba-Geigy Ag | N-allyl/benzyl substituted phenylenediamine stabilizers |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3624226A (en) * | 1970-03-09 | 1971-11-30 | Calgon Corp | Electrographic organic photoconductor comprising of n,n,n{40 ,n{40 , tetrabenzyl 4,4{40 oxydianaline |
| US3787208A (en) * | 1970-09-25 | 1974-01-22 | Xerox Corp | Xerographic imaging member having photoconductive material in inter-locking continuous paths |
| US3909261A (en) * | 1970-09-25 | 1975-09-30 | Xerox Corp | Xerographic imaging member having photoconductive material in interlocking continuous paths |
| US3767393A (en) * | 1971-11-11 | 1973-10-23 | Kodak Park Division | Alkylaminoaromatic organic photoconductors |
| CA1171431A (en) * | 1980-02-04 | 1984-07-24 | S. Richard Turner | Process for preparing arylamines |
| US4764625A (en) * | 1980-12-12 | 1988-08-16 | Xerox Corporation | Process for preparing arylamines |
| US4728593A (en) * | 1985-07-12 | 1988-03-01 | E. I. Du Pont De Nemours And Company | Photoconductive polyimide-electron donor charge transfer complexes |
| US5059503A (en) * | 1989-03-30 | 1991-10-22 | Mita Industrial Co., Ltd. | Electrophotosensitive material with combination of charge transfer materials |
| JP2817824B2 (ja) * | 1993-02-12 | 1998-10-30 | 富士電機株式会社 | 電子写真感光体 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2938922A (en) * | 1958-01-17 | 1960-05-31 | Monsanto Chemicals | Nu-nitroso-nu-aryl arylenediamines |
| BE626527A (enrdf_load_stackoverflow) * | 1961-12-29 |
-
0
- NL NL134044D patent/NL134044C/xx active
-
1965
- 1965-02-16 GB GB6671/65A patent/GB1030220A/en not_active Expired
- 1965-02-20 DE DEW38595A patent/DE1290428B/de not_active Withdrawn
- 1965-03-10 NL NL6503044A patent/NL6503044A/xx unknown
- 1965-03-18 FR FR9660A patent/FR1428747A/fr not_active Expired
- 1965-03-22 BE BE661438D patent/BE661438A/xx unknown
- 1965-03-23 CH CH399465A patent/CH436991A/fr unknown
-
1966
- 1966-04-14 US US542620A patent/US3314788A/en not_active Expired - Lifetime
- 1966-06-24 GB GB28479/66A patent/GB1079838A/en not_active Expired
- 1966-07-05 DE DE19661572380 patent/DE1572380B2/de not_active Withdrawn
- 1966-08-05 CH CH1129766A patent/CH459762A/fr unknown
- 1966-08-31 FR FR74724A patent/FR90786E/fr not_active Expired
- 1966-09-15 NL NL666613040A patent/NL153685B/xx unknown
- 1966-10-10 BE BE688034D patent/BE688034A/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| None * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0538195A3 (en) * | 1991-10-18 | 1993-06-23 | Ciba-Geigy Ag | N-allyl/benzyl substituted phenylenediamine stabilizers |
Also Published As
| Publication number | Publication date |
|---|---|
| CH436991A (fr) | 1967-05-31 |
| BE661438A (enrdf_load_stackoverflow) | 1965-09-22 |
| NL6613040A (enrdf_load_stackoverflow) | 1967-10-16 |
| FR90786E (fr) | 1968-02-16 |
| NL134044C (enrdf_load_stackoverflow) | |
| CH459762A (fr) | 1968-07-15 |
| BE688034A (enrdf_load_stackoverflow) | 1967-04-10 |
| NL153685B (nl) | 1977-06-15 |
| NL6503044A (enrdf_load_stackoverflow) | 1965-09-24 |
| DE1572380A1 (de) | 1970-08-06 |
| GB1079838A (en) | 1967-08-16 |
| US3314788A (en) | 1967-04-18 |
| GB1030220A (en) | 1966-05-18 |
| FR1428747A (fr) | 1966-02-18 |
| DE1572380B2 (de) | 1971-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |