JPH03219258A - Electrophotographic sensitive body - Google Patents
Electrophotographic sensitive bodyInfo
- Publication number
- JPH03219258A JPH03219258A JP21916090A JP21916090A JPH03219258A JP H03219258 A JPH03219258 A JP H03219258A JP 21916090 A JP21916090 A JP 21916090A JP 21916090 A JP21916090 A JP 21916090A JP H03219258 A JPH03219258 A JP H03219258A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- charge
- electrophotographic photoreceptor
- epoxy group
- charge generation
- 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.)
- Granted
Links
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 239000000969 carrier Substances 0.000 claims abstract description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
- 108091008695 photoreceptors Proteins 0.000 claims description 64
- 150000001875 compounds Chemical class 0.000 claims description 36
- 239000000126 substance Substances 0.000 claims description 27
- 239000011230 binding agent Substances 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 3
- 238000010030 laminating Methods 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 230000003252 repetitive effect Effects 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 50
- 230000000052 comparative effect Effects 0.000 description 27
- -1 polyazo Polymers 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- 239000000049 pigment Substances 0.000 description 18
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 15
- 239000006185 dispersion Substances 0.000 description 15
- 229920006287 phenoxy resin Polymers 0.000 description 13
- 239000013034 phenoxy resin Substances 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 239000003973 paint Substances 0.000 description 9
- 229910052782 aluminium Inorganic materials 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 238000001035 drying Methods 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000011888 foil Substances 0.000 description 6
- 229920001230 polyarylate Polymers 0.000 description 6
- 150000007857 hydrazones Chemical class 0.000 description 5
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 5
- 229920001225 polyester resin Polymers 0.000 description 5
- 239000004645 polyester resin Substances 0.000 description 5
- 230000035945 sensitivity Effects 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000011669 selenium Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 3
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052711 selenium Inorganic materials 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VZWGRQBCURJOMT-UHFFFAOYSA-N Dodecyl acetate Chemical compound CCCCCCCCCCCCOC(C)=O VZWGRQBCURJOMT-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229940087168 alpha tocopherol Drugs 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- 229960000984 tocofersolan Drugs 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 239000002076 α-tocopherol Substances 0.000 description 2
- 235000004835 α-tocopherol Nutrition 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XQGDNRFLRLSUFQ-UHFFFAOYSA-N 2H-pyranthren-1-one Chemical class C1=C(C2=C3C4=C56)C=CC3=CC5=C3C=CC=CC3=CC6=CC=C4C=C2C2=C1C(=O)CC=C2 XQGDNRFLRLSUFQ-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005698 Dodecyl acetate Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- ZTWQZJLUUZHJGS-UHFFFAOYSA-N Vat Yellow 4 Chemical class C12=CC=CC=C2C(=O)C2=CC=C3C4=CC=CC=C4C(=O)C4=C3C2=C1C=C4 ZTWQZJLUUZHJGS-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- PGEHNUUBUQTUJB-UHFFFAOYSA-N anthanthrone Chemical class C1=CC=C2C(=O)C3=CC=C4C=CC=C5C(=O)C6=CC=C1C2=C6C3=C54 PGEHNUUBUQTUJB-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- BSIHWSXXPBAGTC-UHFFFAOYSA-N isoviolanthrone Chemical class C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=CC=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 BSIHWSXXPBAGTC-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- LKKPNUDVOYAOBB-UHFFFAOYSA-N naphthalocyanine Chemical compound N1C(N=C2C3=CC4=CC=CC=C4C=C3C(N=C3C4=CC5=CC=CC=C5C=C4C(=N4)N3)=N2)=C(C=C2C(C=CC=C2)=C2)C2=C1N=C1C2=CC3=CC=CC=C3C=C2C4=N1 LKKPNUDVOYAOBB-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005518 polymer electrolyte Substances 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 150000003219 pyrazolines Chemical class 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical class C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
(A)産業上の利用分野
本発明は電子写真感光体に関するものであり、詳しくは
繰り返し特性の優れた積層型電子写真感光体に関するも
のである。DETAILED DESCRIPTION OF THE INVENTION (A) Industrial Field of Application The present invention relates to an electrophotographic photoreceptor, and more particularly to a laminated electrophotographic photoreceptor with excellent repeatability.
(B)従来技術及びその問題点
従来、電子写真感光体としては、セレン、酸化亜鉛、硫
化カドミウム等の無機光導電体を主成分とする感光層を
有するものが広く知られていた。(B) Prior Art and its Problems Conventionally, electrophotographic photoreceptors having photosensitive layers containing inorganic photoconductors such as selenium, zinc oxide, and cadmium sulfide as main components have been widely known.
しかし、これらは感度、熱安定性、耐湿性、耐久性等に
おいて必ずしも満足し得るものではなく、また特にセレ
ンおよび硫化カドミウムは毒性のために、製造上、取り
扱い上にも制約があった。However, these are not necessarily satisfactory in terms of sensitivity, thermal stability, moisture resistance, durability, etc. In addition, selenium and cadmium sulfide are particularly toxic, so there are restrictions in production and handling.
一方、有機光導電性化合物を主成分とする感光層を有す
る電子写真感光体は製造が比較的容易であること、安価
であること、取り扱い力;容易であること、また一般に
セレン感光体に比べて熱安定性が優れていることなど多
くの利点を有し、近年多くの注目を集めている。On the other hand, electrophotographic photoreceptors having a photosensitive layer containing an organic photoconductive compound as a main component are relatively easy to manufacture, inexpensive, easy to handle, and generally compared to selenium photoreceptors. It has many advantages, including excellent thermal stability, and has attracted a lot of attention in recent years.
このような有機光導電性化合物としては、ポリ−N−ビ
ニルカルバゾールがよく知られており、これと2.4.
7− トリニトロ−9−フルオレノン等のルイス酸とか
ら形成される電荷移動錯体を主成分とする感光層を有す
る電子写真感光体が特公昭50−10496号公報に記
載されている。しかしながらこの感光体は感度、成膜性
、および耐久性において必ずしも満足できるものではな
い。Poly-N-vinylcarbazole is well known as such an organic photoconductive compound, and 2.4.
An electrophotographic photoreceptor having a photosensitive layer containing as a main component a charge transfer complex formed with a Lewis acid such as 7-trinitro-9-fluorenone is described in Japanese Patent Publication No. 50-10496. However, this photoreceptor is not necessarily satisfactory in sensitivity, film formability, and durability.
これに対し、ヒドラゾン類やピラゾリン類に代表される
低分子量の有機光導電体が提案されている。これらを適
当なバインダーと組み合わせることにより、成膜性につ
いては大幅な改善が図られたが、感度や耐久性に関して
はまだまだ十分とは言えない。In response, low molecular weight organic photoconductors typified by hydrazones and pyrazolines have been proposed. By combining these with an appropriate binder, film formability has been significantly improved, but sensitivity and durability are still far from satisfactory.
このようなことから、近年、キャリア発生機能とキャリ
ア輸送機能を別個の物質に分担させるようにした。積層
型感光体が提案された。この構造を採用することにより
帯電特性や感度が大きく改善され、特に高いキャリア発
生能力を有するアゾ顔料を電荷発生層に用い、これとヒ
ドラゾン系の高いキャリア輸送能力を持つ電荷移動物質
を含む電荷移動層を組合せることにより、Se等の無機
感光体に近い感度を有するものも出現している。その結
果、複写機やプリンター等の分野に、これらのタイプの
有機光導電性化合物を主成分とする感光体が大きく進出
し始めているのが現状である。For this reason, in recent years, carrier generation and carrier transport functions have been assigned to separate substances. A laminated photoreceptor was proposed. By adopting this structure, the charging characteristics and sensitivity are greatly improved.In particular, an azo pigment with a high carrier generation ability is used in the charge generation layer, and a charge transfer material containing a hydrazone-based charge transfer substance with a high carrier transport ability is used in the charge generation layer. By combining layers, some have emerged that have sensitivity close to that of inorganic photoreceptors such as Se. As a result, the current situation is that photoreceptors containing these types of organic photoconductive compounds as main components are beginning to make significant inroads into the fields of copying machines, printers, and the like.
一方、このような有機材料を用いた電子写真感光体では
、複写機中で帯電、露光、除電といった電子写真プロセ
スを繰り返すに従い、初期帯電電位が低下したり、除電
後の残留電位が上昇するなど使用上の大きな問題がある
。On the other hand, with electrophotographic photoreceptors using such organic materials, as the electrophotographic process of charging, exposure, and static elimination is repeated in a copying machine, the initial charging potential decreases and the residual potential after static elimination increases, etc. There is a big problem in using it.
(C)発明の目的
本発明の目的は電子写真プロセス内で繰り返し使用して
も特性が変化しない、繰り返し特性の改善された電子写
真感光体を提供することにある。(C) Object of the Invention An object of the present invention is to provide an electrophotographic photoreceptor whose characteristics do not change even if it is repeatedly used in an electrophotographic process and whose repeatability characteristics are improved.
CD)発明の構成
本発明は導電性支持体上に、光を吸収してキャリアーを
発生する電荷発生物質を含有する電荷発主層と発生した
キャリアーを移動させる電荷移動物質を含有する電荷移
動層をこの順に積層してなる積層型電子写真感光体の該
電荷発生層中にエポキシ基を有する化合物の少なくとも
一種が含まれていることを特徴としている。CD) Structure of the Invention The present invention provides a charge generation layer containing a charge generation substance that absorbs light and generates carriers, and a charge transfer layer containing a charge transfer substance that moves the generated carriers, on a conductive support. The charge generation layer of the multilayer electrophotographic photoreceptor formed by laminating the following in this order is characterized in that at least one compound having an epoxy group is contained therein.
本発明に用いられるエポキシ基を有する化合物の例とし
て以下のものが挙げられるが、これらに限定されない。Examples of the compound having an epoxy group used in the present invention include, but are not limited to, the following.
Cl−1)
CH5+cH2ho÷CH2CH2O九CH2CHCH
2(1−5)
(I
3)
ここでaは0より大き
な整数である。Cl-1) CH5+cH2ho÷CH2CH2O9CH2CHCH
2(1-5) (I 3) where a is an integer greater than 0.
ここでgはOより大 きな整数である。Here g is greater than O is a large integer.
Cl−14) h、iは0以上の整数 で、Xはハロゲン原子 を示す。Cl-14) h and i are integers greater than or equal to 0 And X is a halogen atom shows.
Cl−15) H5 ここでbは0より大 きな整数である ここでC%dはOよ り大きな整数である。Cl-15) H5 where b is greater than 0 is a large integer Here C%d is O is a larger integer.
ここでe、fは0よ り大きな整数である。Here e and f are 0 is a larger integer.
jは0より大きな整数を示す
(f−16)
さらに例えば、次の化合物(1−19)を用いてポリマ
ーを合成することにより、エポキシ基を含有する高分子
を得ることもできる。j represents an integer greater than 0 (f-16) Furthermore, for example, a polymer containing an epoxy group can also be obtained by synthesizing a polymer using the following compound (1-19).
17) tは0以上の整数で、R5、R6は水 素原子またはアルキル基を示す。17) t is an integer greater than or equal to 0, R5 and R6 are water Indicates an elementary atom or an alkyl group.
(1−18) 得られるポリマーを次に示す。(1-18) The resulting polymer is shown below.
CR5
0CH2CHCH2
kは0以上の整数で、R3、R4は水素原子またはアル
キル基を示す。CR5 0CH2CHCH2 k is an integer of 0 or more, and R3 and R4 represent a hydrogen atom or an alkyl group.
21)
(1−24)
22〕
H
ここでm、 n、0、p、q、 r−s、 t、 [1
,v、w、y、 z、αはモノマーの構成比を示し、m
+n=1.0−1−p十q=l、r+s+t=1、u+
v+W==1、y+z+α=1である。21) (1-24) 22] H where m, n, 0, p, q, r-s, t, [1
, v, w, y, z, α indicate the composition ratio of monomers, m
+n=1.0-1-p q=l, r+s+t=1, u+
v+W==1, y+z+α=1.
23)
〔
上記エポキシ基を有する化合物の中でもI−6,1−7
、■−12、■−16、■−18、■−21等が好まし
く次の一般式で表わされるものが特に好ましい。23) [Among the above compounds having an epoxy group, I-6, 1-7
, ■-12, ■-16, ■-18, ■-21, etc. are preferred, and those represented by the following general formula are particularly preferred.
I−A)
式中Rは水素原子またはアルキル基、L、Mは0より大
きな整数を表わし、前記例示化合物i−6、I−7が該
当する。I-A) In the formula, R represents a hydrogen atom or an alkyl group, L and M represent an integer greater than 0, and the above-mentioned exemplified compounds i-6 and I-7 correspond.
CI−B〕
す
式中N+Zは0より大きな整数を表わし、前記例示化合
物■−12、■−16が該当する。CI-B] In the formula, N+Z represents an integer greater than 0, and the above-mentioned exemplified compounds 1-12 and 2-16 correspond.
以下、本発明の各構成要素について詳細に説明する。Each component of the present invention will be explained in detail below.
まず、感光層が形成される導電性支持体としては周知の
電子写真感光体に採用されているものがいずれも使用で
きる。First, as the conductive support on which the photosensitive layer is formed, any of those employed in well-known electrophotographic photoreceptors can be used.
具体的には、例えばアルミニウム、銅等の金属ドラム、
シートあるいはこれらの金属箔のラミネート物、蒸着物
等が挙げられる。Specifically, for example, a metal drum made of aluminum, copper, etc.
Examples include sheets, laminates, vapor deposits, etc. of these metal foils.
更に、金属粉末、カーボンブランク、ヨウ化銅、高分子
電解質等の導電性物質を適当なバインダーとともに塗布
して導電処理したプラスチックフィルム、プラスチック
ドラム、紙等が挙げられる。Further examples include plastic films, plastic drums, paper, etc. which are coated with a conductive substance such as metal powder, carbon blank, copper iodide, or polymer electrolyte together with a suitable binder to conductivity treatment.
また、金属粉末、カーボンブラック、炭素繊維等の導電
性物質を含有し、導電性となったプラスチックのシート
やドラムが挙げられる。Other examples include plastic sheets and drums that contain conductive substances such as metal powder, carbon black, and carbon fibers and are made conductive.
電荷発生層は電荷発生物質でとしての顔料または染料を
上記エポキシ化合物と共に、あるいは必要に応じてバイ
ンダーとしての他の樹脂と混合して溶媒中に分散し塗布
することによって設けるととができる。The charge generation layer can be provided by dispersing a pigment or dye as a charge generation substance together with the above-mentioned epoxy compound or, if necessary, with another resin as a binder and coating the mixture in a solvent.
電荷発生層用バインダーとしては、従来より知られてい
るスチレン、酢酸ビニル、アクリル酸エステル、メタク
リル酸エステルなどによるビニル化合物の重合体および
共重合体、フェノキシ樹脂、ブチラール樹脂、ホルマー
ル樹脂、ウレタン樹脂、フェノール樹脂、ポリエステル
樹脂などがあげられるが、これらに限定されるわけでは
ない。As binders for the charge generation layer, conventionally known polymers and copolymers of vinyl compounds such as styrene, vinyl acetate, acrylic esters, methacrylic esters, phenoxy resins, butyral resins, formal resins, urethane resins, Examples include, but are not limited to, phenol resins and polyester resins.
用いられる顔料としては、モノアゾ顔料、ポリアゾ顔料
、金属錯塩アゾ顔料、ピラゾロンアゾ顔料、スチルベン
顔料およびチアゾールアゾ顔料などに代表されるアゾ系
顔料、ペリレン酸無水物およびペリレン酸イミドなどに
代表されるペリレン系顔料、アントラキノン誘導体、ア
ントアントロン誘導体、ジベンズピレンキノン誘導体、
ピラントロン誘導体、ビオラントロン誘導体およびイソ
ビオラントロン誘導体などに代表されるアントラキノン
系または多環キノン系顔料、金属フタロシアン、金属ナ
フタロノアニン、無金属フタロシアン、無金属ナフタロ
シアニンなどに代表されるフタロシアニン系顔料などが
あげられる。用いられる染料としてはメチルバイオレッ
トなどに代表されルトリフェニルメタン染料、キニザリ
ンなどのキノン染料やビリリウム塩、チアピリリウム塩
、ベンゾビリリウム塩などがあげられる。Pigments that can be used include azo pigments such as monoazo pigments, polyazo pigments, metal complex azo pigments, pyrazolone azo pigments, stilbene pigments, and thiazole azo pigments, and perylene pigments such as perylene acid anhydride and perylene acid imide. pigments, anthraquinone derivatives, anthanthrone derivatives, dibenzpyrenequinone derivatives,
Anthraquinone or polycyclic quinone pigments such as pyranthrone derivatives, violanthrone derivatives, and isoviolanthrone derivatives; phthalocyanine pigments such as metal phthalocyanine, metal naphthalonoanine, metal-free phthalocyanine, metal-free naphthalocyanine, etc. can be given. Dyes that can be used include lutriphenylmethane dyes such as methyl violet, quinone dyes such as quinizarin, biryllium salts, thiapyrylium salts, and benzobyrylium salts.
前記エボキ/基を含有する化合物は電荷発生物質100
重量部に対しo、1−iooo重量部、好ましくは1〜
400重量部程重量部−られる。The compound containing the ebok/group is a charge generating substance 100
o, 1-iooo parts by weight, preferably 1 to 1-iooo parts by weight
About 400 parts by weight is used.
バインダーとして他の樹脂を併用する場合、バインダー
樹脂は電荷発生物質100重量部に対し1〜1000重
量部、好ましくは10〜200重量部程度重量いられる
。電荷発生層の厚さは0.1〜2μm程度が好ましい。When another resin is used as a binder, the binder resin is used in an amount of about 1 to 1000 parts by weight, preferably about 10 to 200 parts by weight, per 100 parts by weight of the charge generating substance. The thickness of the charge generation layer is preferably about 0.1 to 2 μm.
溶媒としては、1.2−ジメトキシエタン、テトラヒド
ロフラン、1,4−ジオキサンなどのエーテル類、メチ
ルエチルケトン、シクロヘキサノン等のケトン類;トル
エン、キシレン等の芳香族炭化水素;N、N−ジメチル
ホルムアミド、アセトニトリル、N−メチルピロリドン
、ジメチルスルホキシド等の非プロトン性極性溶媒:メ
タノール、エタノール、インプロパツール等のアルコー
ル類;酢酸エチル、酢酸メチル、メチルセロソルブアセ
テート等のエステル類;ジクロロエタン、クロロホルム
等の塩素化炭化水素などが挙げられる。Examples of solvents include ethers such as 1,2-dimethoxyethane, tetrahydrofuran, and 1,4-dioxane; ketones such as methyl ethyl ketone and cyclohexanone; aromatic hydrocarbons such as toluene and xylene; N,N-dimethylformamide, acetonitrile, Aprotic polar solvents such as N-methylpyrrolidone and dimethyl sulfoxide; Alcohols such as methanol, ethanol, and impropatol; Esters such as ethyl acetate, methyl acetate, and methyl cellosolve acetate; Chlorinated hydrocarbons such as dichloroethane and chloroform Examples include.
電荷移動層はバインダー、電荷移動物質を適当な溶媒に
溶解し、塗布することによって設けることができる。The charge transfer layer can be provided by dissolving a binder and a charge transfer substance in a suitable solvent and coating the solution.
電荷移動物質は、バインダーを100重量部とする場合
、20〜500重量部、好ましくは50〜200重量部
程度で用いられる。The charge transfer substance is used in an amount of about 20 to 500 parts by weight, preferably about 50 to 200 parts by weight, when the binder is 100 parts by weight.
バインダーとしてはスチレン、塩化ビニル、アクリル酸
エステル、メタクリル酸エステル、酢酸ビニル等のビニ
ル化合物の重合体及び共重合体、フェノキシ樹脂、ポリ
スルホン、ポリカーボネート、ボリアリレート、ポリエ
ステル、セルロースエステル、セルロースエーテル、ウ
レタン樹脂、エポキシ樹脂、シリコン樹脂等が挙げられ
る。Binders include polymers and copolymers of vinyl compounds such as styrene, vinyl chloride, acrylic esters, methacrylic esters, and vinyl acetate, phenoxy resins, polysulfones, polycarbonates, polyarylates, polyesters, cellulose esters, cellulose ethers, and urethane resins. , epoxy resin, silicone resin, etc.
溶媒トしてはテトラヒドロフラン、メ5−)Liエチル
ケトン、ベンゼン、トルエン、モノクロロベンゼン、1
,2−ジクロロエタン、塩化メチレン、酢酸エチル等が
用いられる。The solvents are tetrahydrofuran, Me5-)Li ethyl ketone, benzene, toluene, monochlorobenzene, 1
, 2-dichloroethane, methylene chloride, ethyl acetate, etc. are used.
電荷移動物質としては、具体的には次のようなものがあ
げられるが、これらに限定されるわけではない。Specific examples of the charge transfer substance include, but are not limited to, the following.
(If−1)
(■
2)
(n−3)
(II−6)
(If−7)
(II−8)
(n−9)
(It−10)
本発明電子写真用感光体の感光層は成膜性、可撓性、機
械的強度を向上させるために周知の可塑剤を含有してい
てもよい。可塑剤としては、フタル酸エステル、りん酸
エステル、塩素化パラフィン、塩素化脂肪酸エステル、
メチルナフタリンなどの芳香族化合物などが挙げられる
。(If-1) (■ 2) (n-3) (II-6) (If-7) (II-8) (n-9) (It-10) The photosensitive layer of the electrophotographic photoreceptor of the present invention is A well-known plasticizer may be contained in order to improve film formability, flexibility, and mechanical strength. Plasticizers include phthalate esters, phosphate esters, chlorinated paraffins, chlorinated fatty acid esters,
Examples include aromatic compounds such as methylnaphthalene.
さらに、感光体の電子写真特性の改良のだめに、酸化防
止剤などの添加物を含有させてもよく、必要に応じて接
着層、中間層、透明絶縁層、表面保護層などを有してい
てもよい。Furthermore, in order to improve the electrophotographic properties of the photoreceptor, additives such as antioxidants may be included, and if necessary, the photoreceptor may have an adhesive layer, an intermediate layer, a transparent insulating layer, a surface protective layer, etc. Good too.
(E)実施例 次に本発明の実施例について説明する。(E) Example Next, examples of the present invention will be described.
実施例1 電荷移動層の厚さは5〜100μ程度が好ましい。Example 1 The thickness of the charge transfer layer is preferably about 5 to 100 microns.
この構造式を持つアゾ化合物0.22と、例示化合物l
−6(n、mが3または4)のエポキシ化合物(新日本
理化■製すカレジンBPO−20E)0.22とをテト
ラヒドロフラン20ゴに加えてペイントシェーカーで2
時間分散させた。Azo compound 0.22 having this structural formula and exemplified compound l
-6 (n, m is 3 or 4) epoxy compound (Karesin BPO-20E manufactured by Shin Nippon Chemical Co., Ltd.) 0.22 and added to 20 grams of tetrahydrofuran, and in a paint shaker
Spread out the time.
得られた分散液をPETフィルム上にアルミニウムを蒸
着させた導電性支持体(パナツク工業■製メタルミー)
上に乾燥後の膜厚が0.2μmとなるように塗布乾燥し
電荷発生層を形成した。The obtained dispersion was used as a conductive support (Metal Me manufactured by Panatsuk Kogyo ■) with aluminum vapor-deposited on a PET film.
A charge generation layer was formed thereon by coating and drying so that the film thickness after drying was 0.2 μm.
さらに前記化合物(I−2)のヒドラジン化合物2.0
?、ボリアリレート樹脂(ユニチカ■製U−100)2
.Ofを塩化メチレン202に溶かし、乾燥後の膜厚が
20μmとなるように塗工して電荷移動層を形成し、電
子写真感光体を作成した。Furthermore, the hydrazine compound 2.0 of the compound (I-2)
? , polyarylate resin (Unitika U-100) 2
.. Of was dissolved in methylene chloride 202 and coated to form a charge transfer layer so that the film thickness after drying was 20 μm, thereby producing an electrophotographic photoreceptor.
本感光体を室温暗中に一昼夜保管した後、静電紙試験装
置[5P−428J (■川口電機製作所製)を用いて
、−4,8KVの帯電圧で感光体の帯電量を測定した。After the photoreceptor was stored in the dark at room temperature for a day and night, the amount of charge on the photoreceptor was measured at a charging voltage of -4.8 KV using an electrostatic paper tester [5P-428J (manufactured by Kawaguchi Electric Seisakusho).
次に感光層表面に5000 luxの蛍光灯による光を
5分間照射し、その後、再び同一の帯電条件で感光体の
帯電量を測定し、光照射前後の帯電量の比のパーセント
を取り、これを前露光特性とした。Next, the surface of the photosensitive layer was irradiated with light from a 5000 lux fluorescent lamp for 5 minutes, and then the amount of charge on the photoreceptor was measured again under the same charging conditions, and the ratio of the amount of charge before and after light irradiation was calculated as a percentage. was taken as the pre-exposure characteristic.
また別に複写機rsF’−8100J (シャープ■
製)の現像部を取りはずし、表面電位計[344J(ト
レツク社製)で表面電位を追せきすることにより、10
,000回の繰り返しによる初期電位及び残留電位の変
化を測定した。There is also a copy machine rsF'-8100J (Sharp ■
(manufactured by Toretsuk) and measured the surface potential using a surface electrometer [344J (manufactured by Toretsuk).
,000 repetitions and changes in initial potential and residual potential were measured.
ここで初期電位とは、光を照射しない場合での感光体の
表面電位で、約750〜650■程度であり、残留電位
とは除電光による表面電位除去後の感光体の残存表面位
である。Here, the initial potential is the surface potential of the photoconductor when no light is irradiated, and is approximately 750 to 650 ■, and the residual potential is the remaining surface potential of the photoconductor after the surface potential is removed by static eliminating light. .
結果を表1に示す。The results are shown in Table 1.
比較例1
実施例1と同じアゾ化合物0.2fとフェノキシ樹脂(
UCC製P、KHJ ) 0.2 Fとをテトラヒドロ
フラン20−に加えてペイントシェーカーで2時間分散
させた。実施例1と同様に電荷発生層、電荷移動層を形
成し、電子写真感光体を作成してその前露光特性と、繰
り返しによる電位変動を測定した。結果を表1に示す。Comparative Example 1 The same azo compound 0.2f and phenoxy resin (
P (manufactured by UCC), KHJ) 0.2 F was added to tetrahydrofuran 20- and dispersed in a paint shaker for 2 hours. A charge generation layer and a charge transfer layer were formed in the same manner as in Example 1, an electrophotographic photoreceptor was prepared, and its pre-exposure characteristics and potential fluctuations due to repetition were measured. The results are shown in Table 1.
比較例2
電荷発生層のバインダーを、ポリエステル樹脂(東洋紡
■製 V2O0)を用いた他は実施例1と同様に電子写
真感光体を作成し、その特性を調査した。結果を表1に
示す。Comparative Example 2 An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a polyester resin (V2O0, manufactured by Toyobo ■) was used as the binder for the charge generation layer, and its characteristics were investigated. The results are shown in Table 1.
(以下余白)
実施例2
前記ヒドラゾン化合物Cl−2)を(1−5)とした他
は、実施例1と同様にして感光体を作成し、前露光特性
と10,000回のくり返しによるテストを行ない、初
期電位および残留電位の変化を測定した。(Space below) Example 2 A photoreceptor was prepared in the same manner as in Example 1, except that the hydrazone compound Cl-2) was changed to (1-5), and the pre-exposure characteristics and the test were repeated 10,000 times. The changes in initial potential and residual potential were measured.
結果を表2に示す。The results are shown in Table 2.
比較例3
比較例1と同様な電荷発生層のバインダー(フェノキシ
樹脂PKHJ )を用い、実施例2と同様のヒドラゾ
ン化合物(前記(1−5))としたほかは実施例1と同
様にして感光体を作成し、その特性を測定した。結果を
表2に示す。Comparative Example 3 Photosensing was carried out in the same manner as in Example 1, except that the same charge generation layer binder (phenoxy resin PKHJ) as in Comparative Example 1 was used, and the same hydrazone compound ((1-5) above) as in Example 2 was used. Created a body and measured its properties. The results are shown in Table 2.
比較例4
比較例2と同様な電荷発生層のバインダー(ポリエステ
ル樹脂 パイロン200)を用い、実施例2と同様のヒ
ドラゾン化合物(前記CI−5) )としたほかは、実
施例1と同様にして感光体を作成し、その特性を測定し
た。結果を表2に示す。Comparative Example 4 The same procedure as in Example 1 was carried out, except that the same charge generation layer binder (polyester resin Pylon 200) as in Comparative Example 2 was used, and the same hydrazone compound as in Example 2 (CI-5) was used. A photoreceptor was created and its characteristics were measured. The results are shown in Table 2.
実施例3
実施例1と同じアゾ化合物0.27と前記エボキン樹脂
(リカレジンBPO−20E)0.15”?およびフェ
ノキシ樹脂(UCC製PKHJ ) 0.05 Fとを
1,2−ジメトキシエタン20−に加えてペイントシェ
ーカーで2時間分散させた。得られた分散液を実施例1
と同様に塗布し、感光体を作成し、特性を測定した。結
果を表3に与えた。Example 3 0.27" of the same azo compound as in Example 1, 0.15" of the Evokin resin (Recaresin BPO-20E) and 0.05 F of phenoxy resin (PKHJ manufactured by UCC) were mixed with 1,2-dimethoxyethane 20- In addition, the dispersion was dispersed for 2 hours using a paint shaker.The resulting dispersion was prepared in Example 1.
A photoreceptor was prepared by coating in the same manner as above, and the characteristics were measured. The results are given in Table 3.
実施例4
実施例1と同じアゾ化合物0.22と前記エポキン樹脂
(リカレジン BPO−20E)0.19およびフェノ
キシ樹脂(PKHJ)0.1 ?とを1,2−ジメトキ
シエタン20−に加えて、ペイントシェーカーで2時間
分散させた。得られた分散液を実施例1と同様に塗布し
、感光体を作成して特性を測定した。結果を表3に与え
た。Example 4 0.22 of the same azo compound as in Example 1, 0.19 of the Epoquin resin (Recaresin BPO-20E), and 0.1 of the phenoxy resin (PKHJ)? was added to 20-1,2-dimethoxyethane and dispersed in a paint shaker for 2 hours. The resulting dispersion was applied in the same manner as in Example 1 to prepare a photoreceptor and its properties were measured. The results are given in Table 3.
実施例5
実施例1と同じアゾ化合物0.22と前記エボキン樹脂
(BPO−20E)0.05 ?およびフェノキシ樹脂
(PKHJ) 0.151とを1,2−ジメトキシエ
タン20−に加えてペイントシェーカーで2時間分散し
た。得られた分散液を実施例1と同様に塗布し、感光体
を作成して特性を測定した。Example 5 0.22 of the same azo compound as in Example 1 and 0.05 of the Evoquin resin (BPO-20E)? and phenoxy resin (PKHJ) 0.151 were added to 20% of 1,2-dimethoxyethane and dispersed in a paint shaker for 2 hours. The resulting dispersion was applied in the same manner as in Example 1 to prepare a photoreceptor and its properties were measured.
結果を表3に示した。The results are shown in Table 3.
C以下余白)
実施例6
構造式
で示されるアゾ化合物0.2fとノボラック型エポキシ
樹脂(東部化成■製YDCN)0.2fとを、1.2−
ジメトキシエタン20m1に加えてペイントシェーカー
で2時間分散させた。得られた分散液IPETフィルム
上アルミニウムを蒸着して導電性支持体(パナツク工業
■製 メタルミー)上に、乾燥後の膜厚が0.2μmと
なるように塗布乾燥し、電荷発生層を形成した。さらに
化合物Cl−2)のヒドラゾン2.0?、ボリアリレー
ト(ユニチカ■製 U−Zoo ) 2−Orを塩化メ
チレン201に溶解させ、乾燥後の膜厚が20μmとな
るように塗工し、電荷移動層を形成させて電子写真感光
体を作成した。Example 6 0.2f of the azo compound represented by the structural formula and 0.2f of a novolac type epoxy resin (YDCN manufactured by Tobu Kasei) were mixed into 1.2-
It was added to 20 ml of dimethoxyethane and dispersed for 2 hours using a paint shaker. Aluminum was vapor-deposited on the resulting dispersion IPET film, and the film was coated and dried on a conductive support (Metal Me, manufactured by Panatsuk Kogyo ■) to a film thickness of 0.2 μm to form a charge generation layer. . Furthermore, the hydrazone 2.0 of compound Cl-2)? , polyarylate (U-Zoo manufactured by Unitika ■) 2-Or was dissolved in methylene chloride 201 and coated to a film thickness of 20 μm after drying to form a charge transfer layer to prepare an electrophotographic photoreceptor. did.
この感光体を室温暗中に一昼夜保管した後静電紙試験装
置「5P−428J (■川口電機製作所製)を用いて
−4,8XVの帯電圧で感光体の帯電量を測定した。次
に感光体表面に50001uxの蛍光灯による光を5分
間照射し、その後再び同一の帯電条件で感光体の帯電量
を測定し、光照射前後の帯電量の比のパーセントを算出
し、これを前露光特性値とした。After storing this photoreceptor in the dark at room temperature for a day and night, the amount of charge on the photoreceptor was measured at a charging voltage of -4.8XV using an electrostatic paper tester "5P-428J (manufactured by Kawaguchi Electric Seisakusho). The body surface is irradiated with light from a 50,001 ux fluorescent lamp for 5 minutes, and then the amount of charge on the photoreceptor is measured again under the same charging conditions.The ratio of the amount of charge before and after the light irradiation is calculated as a percentage, and this is calculated as the pre-exposure characteristic. value.
また別に複写機「5F−8100J (シャープ■製)
の現像部を取りはずし、表面電位計r343J()レソ
ク社製)で表面電位を追跡し、10000回の繰り返し
使用による初期電位と残留電位の変化を測定した。There is also a copying machine “5F-8100J (manufactured by Sharp ■)”
The developing section of the sample was removed, and the surface potential was tracked using a surface electrometer R343J (manufactured by Resoku Co., Ltd.), and changes in the initial potential and residual potential after repeated use 10,000 times were measured.
実施例7
電荷発生層のバインダーをノボラック型エポキシ樹脂(
東都化成■製 YDPN)とした他は実施例1と同様に
電子写真感光体を作成し、特性を調査した。結果を表1
に示す。Example 7 The binder of the charge generation layer was a novolac type epoxy resin (
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that YDPN (manufactured by Toto Kasei ■) was used, and its properties were investigated. Table 1 shows the results.
Shown below.
比較例5,6.7
電荷発生層のバインダーを、比較例1ではフェノキシ樹
脂(UCC製 PKHJ)とし、比較例2ではポリエス
テル樹脂(東洋紡製 V−200)、比較例3ではブチ
ラール樹脂(デンカ■製≠5000−A)とした他は、
実施例6と同様に電子写真感光体を作成し特性を調査し
た。結果を表4に示す。Comparative Examples 5, 6.7 The binder of the charge generation layer was phenoxy resin (PKHJ manufactured by UCC) in Comparative Example 1, polyester resin (V-200 manufactured by Toyobo) in Comparative Example 2, and butyral resin (Denka ■) in Comparative Example 3. (manufactured by ≠ 5000-A)
An electrophotographic photoreceptor was prepared in the same manner as in Example 6, and its characteristics were investigated. The results are shown in Table 4.
(以下余白う
実施例8
下記アゾ化合物0.29と例示化合物(1−6)として
n、mが3または4の新日本理化■製 リカレジyBP
O−20E 0.25’とを1,2−ジメトキシエタ
ン20CHに加えてペイントシェーカーでガラスピーズ
と共に4時間分散させ顔料分散液を得た。(Example 8 The following azo compound is 0.29 and the exemplified compound (1-6) is Recaregi yBP manufactured by Shin Nippon Chemical, where n and m are 3 or 4.
O-20E 0.25' was added to 20CH of 1,2-dimethoxyethane and dispersed together with glass beads in a paint shaker for 4 hours to obtain a pigment dispersion.
得られた分散液を、厚み0.1mmのアルミ箔(す10
50、日本テストパネルエ業■製っ上に塗布し80℃で
15分乾燥させ電荷発生層を形成した。The obtained dispersion was coated with aluminum foil (S10) with a thickness of 0.1 mm.
50, manufactured by Nippon Test Panel Co., Ltd., and dried at 80° C. for 15 minutes to form a charge generation layer.
乾燥後の膜厚は0.2μmであった。The film thickness after drying was 0.2 μm.
さらに前記化合物(n−2)のヒドラゾン化合物2.0
2と、ボリアリレート樹脂(ユニチカ■製U−100)
1.0 ?および変性ポリカーボネイト樹脂(三菱ガ
ス化学■製 Z−200)1.07とさらに添加剤とし
てα−トコフェロール0.04 fを、塩化メチレン2
02に溶かして前記電荷発生層上に塗工し、80℃で1
時間乾燥させ電荷移動層を積層し電子写真感光体を作成
した。電荷移動層の膜厚は20μmであった。Furthermore, the hydrazone compound 2.0 of the compound (n-2)
2 and polyarylate resin (Unitika U-100)
1.0? and modified polycarbonate resin (Z-200 manufactured by Mitsubishi Gas Chemical Co., Ltd.) 1.07, α-tocopherol 0.04 f as an additive, methylene chloride 2
02 and coated on the charge generating layer, and heated at 80°C to 1
After drying for a while, a charge transfer layer was laminated to prepare an electrophotographic photoreceptor. The thickness of the charge transfer layer was 20 μm.
本感光体を室温暗中で一昼夜保管した後、複写機(シャ
ープ■製 5F−8100)の現像部を取りはずし、表
面電位計(トレ7り@製344)で感光体の表面電位を
追跡することにより室温状態で10000回の繰り返し
による初期電位及び残留電位の変化を測定した。結果を
表5に示した。After storing this photoconductor in the dark at room temperature for a day and night, the developing section of the copying machine (5F-8100, manufactured by Sharp ■) was removed, and the surface potential of the photoconductor was tracked with a surface electrometer (344, manufactured by Tore 7ri @ Co., Ltd.). Changes in initial potential and residual potential were measured by repeating the test 10,000 times at room temperature. The results are shown in Table 5.
以下感光体の作成および測定方法は実施例8と同様に行
なった。The photoreceptor was prepared and measured in the same manner as in Example 8.
実施例9
下記アゾ化合物0.21と例示化合物(1−16)(長
潮化成■製 EX−614)0.059とブチラール樹
脂(積木化学■製BH−3)0.IPを、テトラヒドロ
フラン20CHに加えペイントシェーカーで4時間分散
して顔料分散液を作成し、アルミ箔上に塗布乾燥して電
荷発生層を作成した。Example 9 The following azo compound 0.21, exemplified compound (1-16) (EX-614 manufactured by Nagashio Kasei ■) 0.059 and butyral resin (BH-3 manufactured by Block Chemical ■) 0.059. IP was added to 20 CH of tetrahydrofuran and dispersed in a paint shaker for 4 hours to prepare a pigment dispersion, which was coated on aluminum foil and dried to form a charge generation layer.
さらに前記化合物(II−5)のヒドラゾン化合物2.
Ofと、ボリアリレート樹脂(ユニチカ■製U−100
)’2.Oyと、添加剤としテn −ペンタデシルハイ
ドロキノン0.01 Fを塩化メチレン2゜fに溶かし
て前記電荷発生層上に塗布、乾燥し、電荷移動層を形成
して感光体を作成した。結果を表5に示した。Furthermore, the hydrazone compound 2. of the compound (II-5).
Of and polyarylate resin (Unitika U-100)
)'2. A photoreceptor was prepared by dissolving Oy and 0.01 F of ten-pentadecylhydroquinone as an additive in 2°F of methylene chloride and applying the solution onto the charge generation layer and drying to form a charge transfer layer. The results are shown in Table 5.
実施例10
例示化合物(r−19)のうちグリシジルメタクリレー
ト102とヒドロキシエチルメタクリレート5りおよび
n−ブチルメタクリレート851を酢酸ブチル500C
Cに加え窒素ガスをバブリングしながら80℃まで加熱
した。Example 10 Among the exemplified compounds (r-19), glycidyl methacrylate 102, hydroxyethyl methacrylate 5, and n-butyl methacrylate 851 were converted to butyl acetate 500C.
In addition to C, the mixture was heated to 80° C. while bubbling nitrogen gas.
ここにアゾビスイソブチロニトリル(AIBN)1.5
2を投入し、反応中の溶液の温度が100℃を超えない
よう加熱を続け、2時間後AIBN 0゜5りを加追し
、さらに3時間80℃で加熱を続けた。得られた反応溶
液のうち40CCを2tのメタノールで希釈し白色ポリ
マーを得た。得られたポリマーは、20℃0.5mmH
fで24時間乾燥した。Here, azobisisobutyronitrile (AIBN) 1.5
2 was added, and heating was continued so that the temperature of the solution during the reaction did not exceed 100°C. After 2 hours, 0°C of AIBN was added, and heating was continued at 80°C for an additional 3 hours. Of the obtained reaction solution, 40CC was diluted with 2t of methanol to obtain a white polymer. The obtained polymer was heated at 20°C and 0.5mmH.
It was dried at f for 24 hours.
このポリマーは、エポキシ含有化合物Cl−21)であ
る。This polymer is an epoxy-containing compound Cl-21).
実施例9で用いたアゾ化合物0.21と得られたポリマ
ー(1−21)0.159を、メチルエチルケトン5C
Cと、1,2−ジメトキシエタン15CHの混合溶媒に
投入し、ペイントシェーカーで4時間分散して顔料分散
液を作成し、これをアルミ箔上に塗布、乾燥して電荷発
生層を形成した。0.21 of the azo compound used in Example 9 and 0.159 of the obtained polymer (1-21) were mixed with 5C of methyl ethyl ketone.
The pigment dispersion was poured into a mixed solvent of C and 15CH of 1,2-dimethoxyethane and dispersed in a paint shaker for 4 hours to prepare a pigment dispersion, which was coated on aluminum foil and dried to form a charge generation layer.
さらに前記化合物(n−7)のヒドラゾン化合物1.6
2と、変性ポリカーボネイト樹脂(三菱ガス化学■製
Z−soo)2.o rと添加剤としてα−トコフェロ
ール0.01 Fを塩化メチレン20fVC溶かし前記
電荷発生層上に塗布、乾燥して電荷移動層を形成し感光
体を作成した。結果を表5に示した。Furthermore, the hydrazone compound 1.6 of the compound (n-7)
2 and modified polycarbonate resin (manufactured by Mitsubishi Gas Chemical)
Z-soo)2. OR and 0.01 F of α-tocopherol as an additive dissolved in 20 fVC of methylene chloride were coated on the charge generation layer and dried to form a charge transfer layer to prepare a photoreceptor. The results are shown in Table 5.
比較例8
実施例8で用いたアゾ化合物0.22とフェノキシ樹脂
(ユニオン・カーバイト日本■製PKHJ )Q、2
f トラ1.2−ジメトキシエタン20CCに加え分散
液を作成し、電荷発生層を形成した。他は実施例8と同
様に感光体を作成した。結果を表5に示した。Comparative Example 8 Azo compound 0.22 used in Example 8 and phenoxy resin (PKHJ manufactured by Union Carbide Japan) Q, 2
f A dispersion was prepared by adding 20 CC of tra-1,2-dimethoxyethane to form a charge generation layer. A photoreceptor was produced in the same manner as in Example 8 except for the above. The results are shown in Table 5.
比較例9
比較例8におけるフェノキシ樹脂の代わりにポリエステ
ル樹脂(東洋紡績■製パイロン200)を用いた他は比
較例9と同様にし、感光体を作成した。結果を表5に示
した。Comparative Example 9 A photoreceptor was prepared in the same manner as Comparative Example 9 except that a polyester resin (Pylon 200 manufactured by Toyobo Co., Ltd.) was used instead of the phenoxy resin in Comparative Example 8. The results are shown in Table 5.
比較例10
比較例8におけるフェノキシ樹脂の代わりにブチラール
樹脂(電気化学■製 寺3000−K)を用い、他は比
較例8と同様に感光体を作成した。Comparative Example 10 A photoreceptor was prepared in the same manner as in Comparative Example 8, except that a butyral resin (Deki Kagaku ■Tei 3000-K) was used instead of the phenoxy resin in Comparative Example 8.
結果を表5に示した。The results are shown in Table 5.
比較例11
比較例8におけるフェノキシ樹脂の代わりに酢酸ドデシ
ルを用い、他は比較例8と同様に感光体を作成した。結
果を表5に示した。Comparative Example 11 A photoreceptor was prepared in the same manner as in Comparative Example 8 except that dodecyl acetate was used instead of the phenoxy resin in Comparative Example 8. The results are shown in Table 5.
比較例12
実施例9で用いたアゾ化合物0.21と、ブチラール樹
脂(覆水化学■製BH−3) 0.1 S Pを、テト
ラヒドロフラン20CI1.に加え、4時間分散し、電
荷発生層を形成した。さらに実施例9と同様にして電荷
移動層を形成させ感光体を作成した。Comparative Example 12 0.21% of the azo compound used in Example 9 and 0.1SP of butyral resin (BH-3 manufactured by Ukisui Kagaku ■) were mixed with 20CI1. In addition, the mixture was dispersed for 4 hours to form a charge generation layer. Furthermore, a charge transfer layer was formed in the same manner as in Example 9 to prepare a photoreceptor.
結果を表5に示した。The results are shown in Table 5.
比較例13
ブチラール樹脂の代わりに変性ボリアリレート樹脂(Z
−200)を用いた他は、比較例12と同様に感光体を
作成した。結果を表5に示した。Comparative Example 13 Modified polyarylate resin (Z
A photoreceptor was prepared in the same manner as in Comparative Example 12, except that Comparative Example 12 was used. The results are shown in Table 5.
比較例14
ブチルメタクリレート952を酢酸ブチル50OCC中
で実施例10と同様に合成しポリマーを得た。Comparative Example 14 Butyl methacrylate 952 was synthesized in 50 OCC of butyl acetate in the same manner as in Example 10 to obtain a polymer.
実施例9で用いたアゾ化合物0.22と、得られた共重
合ポリマー0.155’を、メチルエチルケトン5cc
と1,2−ジメトキシエタン15CCの混合溶媒に投入
し、分散液を作成してアルミ箔上に塗布、乾燥し電荷発
生層を形成した。さらに実施例10と同様に電荷移動層
を形成させ、感光体を作成した。結果を表5に示した。0.22 of the azo compound used in Example 9 and 0.155' of the obtained copolymer were added to 5 cc of methyl ethyl ketone.
and 15 CC of 1,2-dimethoxyethane to prepare a dispersion, which was applied onto aluminum foil and dried to form a charge generation layer. Furthermore, a charge transfer layer was formed in the same manner as in Example 10 to produce a photoreceptor. The results are shown in Table 5.
比較例15
実施例9で用いたアゾ化合物0.22と、フェノキシ樹
脂(PKHJ)0.159を、メチルエチルケトン5c
Cと1,2−ジメトキシエタン15CCの混合溶媒に投
入し、分散液を作成してアルミ箔上に塗布、乾燥し電荷
発生層を形成した。さらに比較例14と同様に感光体を
作成した。Comparative Example 15 0.22 of the azo compound used in Example 9 and 0.159 of phenoxy resin (PKHJ) were mixed with methyl ethyl ketone 5c.
A dispersion was prepared by pouring the dispersion into a mixed solvent of C and 15 CC of 1,2-dimethoxyethane, which was applied onto aluminum foil and dried to form a charge generation layer. Furthermore, a photoreceptor was prepared in the same manner as in Comparative Example 14.
結果を表5に示した。The results are shown in Table 5.
ヒドロキシエチルメタクリレート5fおよびn表5
10000回繰り返しによる
初期電位と残留電位の変化
(F)発明の効果
本発明によって得られる電子写真感光体は前述のように
前露光性に優れ、くり返しによる耐久性の優れたもので
ある。Hydroxyethyl methacrylate 5f and n Table 5 Changes in initial potential and residual potential after 10,000 repetitions (F) Effects of the invention The electrophotographic photoreceptor obtained by the present invention has excellent pre-exposure properties as described above, and its durability improves with repeated repetitions. It is excellent.
手続補正書(放)
平成 3年 2月1り日
別 紙
1、事件の表示平成 2年特許願第219160号2、
発明の名称
電子写真感光体
補正をする者
事件との関係 特許出願人
「2、特許請求の範囲
(1)導電性支持体上に、光を吸収してキャリアーを発
生する電荷発生物質を含有する電荷発生層と発生したキ
ャリアーを移動させる電荷移動物質を含有する電荷移動
層をこの順に積層してなる積層型電子写真感光体の該電
荷発生層中にエポキシ基を有する化合物の少なくとも一
種が含まれていることを特徴とする電子写真感光体。Procedural Amendment (Radio) Date of February 1, 1991 Attachment Paper 1, Indication of Case Patent Application No. 219160 of 1990 2,
Title of the invention Relationship to the electrophotographic photoreceptor correction case Patent applicant: ``2. Claims (1) A conductive support containing a charge-generating substance that absorbs light and generates carriers. At least one kind of compound having an epoxy group is contained in the charge generation layer of a laminated electrophotographic photoreceptor formed by laminating in this order a charge generation layer and a charge transfer layer containing a charge transfer substance that transfers generated carriers. An electrophotographic photoreceptor characterized by:
(2)エポキシ基を有する化合物が下記−数式〔IA〕
で表わされる請求項1記載の電子写真感光体。(2) The compound having an epoxy group has the following formula [IA]
The electrophotographic photoreceptor according to claim 1, which is represented by:
CI−A〕
4、補正命令の日付 平成 3年 1月29日(発進口
)5、補正の対象
明細書の「特許請求の範囲」の欄
式中、Rは水素原子またはアルキル基、LlMは0より
大きな整数を表わす。CI-A] 4. Date of amendment order January 29, 1991 (starting point) 5. In the column formula of "Claims" of the specification subject to amendment, R is a hydrogen atom or an alkyl group, and LlM is a hydrogen atom or an alkyl group. Represents an integer greater than 0.
(3)エポキシ基を有する化合物が下記一般式〔I’B
)で表わされる請求項1記載の電子写真感光体。(3) The compound having an epoxy group has the following general formula [I'B
) The electrophotographic photoreceptor according to claim 1.
CI−B〕
(4)エポキシ基を有する化合物が下記一般式(■18
)で表わされる請求項1記載の電子写真感光体。CI-B] (4) The compound having an epoxy group has the following general formula (■18
) The electrophotographic photoreceptor according to claim 1.
(I−18) 式中N+Zは0より大きな整数を表わす。(I-18) In the formula, N+Z represents an integer greater than 0.
kは0以上の整数で、R3、R4は水素原子またはアル
キル基を示す。k is an integer of 0 or more, and R3 and R4 represent a hydrogen atom or an alkyl group.
(5)エポキシ基を有する化合物が下記一般式(I−2
1)で表わされる請求項1記載の電子写真感光体。(5) The compound having an epoxy group has the following general formula (I-2
1. The electrophotographic photoreceptor according to claim 1, which is represented by formula 1).
(r−21)
CHう
CH3
(7)エポキシ基を有する化合物と共に他のバインダー
樹脂を電荷発生物質100重量部に対し1〜1000重
量部含有する請求項1記載の電子写真感光体。The electrophotographic photoreceptor according to claim 1, which contains 1 to 1000 parts by weight of another binder resin together with the (r-21) CH-CH3 (7) epoxy group-containing compound based on 100 parts by weight of the charge generating substance.
(8)電荷発生層の厚みが0.1〜2μmである請求項
1記載の電子写真感光体。」
CHき
C=0
OCH2CHCII2
\1
0、p、qはモノマーの構成比を表わし、0十p+qは
0より大きい整数を表わす。(8) The electrophotographic photoreceptor according to claim 1, wherein the charge generation layer has a thickness of 0.1 to 2 μm. ” CH C=0 OCH2CHCII2 \1 0, p, q represent the composition ratio of monomers, and 0 p + q represents an integer greater than 0.
(6)エポキシ基を有する化合物を電荷発生物質100
重量部に対し0.1〜1000重量部含有する請求項1
記載の電子写真感光体。(6) A charge generating substance containing a compound having an epoxy group
Claim 1 containing 0.1 to 1000 parts by weight
The electrophotographic photoreceptor described above.
Claims (8)
生する電荷発生物質を含有する電荷発生層と発生したキ
ャリアーを移動させる電荷移動物質を含有する電荷移動
層をこの順に積層してなる積層型電子写真感光体の該電
荷発生層中にエポキシ基を有する化合物の少なくとも一
種が含まれていることを特徴とする電子写真感光体。(1) A charge generation layer containing a charge generation substance that absorbs light and generates carriers and a charge transfer layer containing a charge transfer substance that moves the generated carriers are laminated in this order on a conductive support. 1. A multilayer electrophotographic photoreceptor, wherein the charge generation layer contains at least one compound having an epoxy group.
A〕で表わされる特許請求の範囲第1項の電子写真感光
体。 〔 I −A〕 ▲数式、化学式、表等があります▼ 式中、Rは水素原子またはアルキル基、L、Mは0より
大きな整数を表わす。(2) The compound having an epoxy group has the following general formula [I −
The electrophotographic photoreceptor according to claim 1, which is represented by A]. [I-A] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ In the formula, R represents a hydrogen atom or an alkyl group, and L and M represent an integer greater than 0.
B〕で表わされる特許請求の範囲第1項の電子写真感光
体。 〔 I −B〕 ▲数式、化学式、表等があります▼ 式中N+Zは0より大きな整数を表わす。(3) The compound having an epoxy group has the following general formula [I −
B] The electrophotographic photoreceptor according to claim 1. [I −B] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ In the formula, N+Z represents an integer greater than 0.
18)で表わされる特許請求の範囲第1項の電子写真惑
光体。 ( I −18) ▲数式、化学式、表等があります▼ には0以上の整数で、R_3、R_4は水素原子または
アルキル基を示す。(4) A compound having an epoxy group has the following general formula (I −
18) The electrophotographic photoconductor according to claim 1, which is represented by: (I-18) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ is an integer greater than or equal to 0, and R_3 and R_4 represent a hydrogen atom or an alkyl group.
21)で表わされる特許請求の範囲第1項の電子写真感
光体。 ( I −21) ▲数式、化学式、表等があります▼ o、p、qはモノマーの構成比を表わし、o+p+qは
0より大きい整数を表わす。(5) A compound having an epoxy group has the following general formula (I −
21) The electrophotographic photoreceptor according to claim 1. (I-21) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ o, p, q represent the composition ratio of monomers, and o+p+q represent an integer greater than 0.
重量部に対し0.1〜1000重量部含有する特許請求
の範囲第1項の電子写真感光体。(6) A charge generating substance containing a compound having an epoxy group
The electrophotographic photoreceptor according to claim 1, which contains 0.1 to 1000 parts by weight.
樹脂を電荷発生物質100重量部に対し1〜1000重
量部含有する特許請求の範囲第1項の電子写真感光体。(7) The electrophotographic photoreceptor according to claim 1, which contains a compound having an epoxy group and another binder resin in an amount of 1 to 1000 parts by weight per 100 parts by weight of a charge generating substance.
求の範囲第1項の電子写真感光体。(8) The electrophotographic photoreceptor according to claim 1, wherein the charge generation layer has a thickness of 0.1 to 2 μm.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19904028519 DE4028519C2 (en) | 1989-09-07 | 1990-09-07 | Electrophotographic recording material |
US07/805,497 US5248578A (en) | 1989-09-07 | 1991-12-12 | Electrophotographic photoreceptor having epoxy compounds in the charge generator layer |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23232889 | 1989-09-07 | ||
JP1-232328 | 1989-09-07 | ||
JP23232989 | 1989-09-07 | ||
JP1-232329 | 1989-09-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH03219258A true JPH03219258A (en) | 1991-09-26 |
JP2637838B2 JP2637838B2 (en) | 1997-08-06 |
Family
ID=26530401
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2219160A Expired - Lifetime JP2637838B2 (en) | 1989-09-07 | 1990-08-20 | Electrophotographic photoreceptor |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2637838B2 (en) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5981646A (en) * | 1982-09-21 | 1984-05-11 | ゼロツクス・コ−ポレ−シヨン | Laminated photosensitive image formation apparatus |
JPS6019150A (en) * | 1983-07-13 | 1985-01-31 | Hitachi Ltd | Electrophotographic sensitive body |
JPS60232554A (en) * | 1984-05-04 | 1985-11-19 | Ricoh Co Ltd | Electrophotographic sensitive body |
JPS62229251A (en) * | 1986-03-31 | 1987-10-08 | Toshiba Corp | Electrophotographic sensitive body |
-
1990
- 1990-08-20 JP JP2219160A patent/JP2637838B2/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5981646A (en) * | 1982-09-21 | 1984-05-11 | ゼロツクス・コ−ポレ−シヨン | Laminated photosensitive image formation apparatus |
JPS6019150A (en) * | 1983-07-13 | 1985-01-31 | Hitachi Ltd | Electrophotographic sensitive body |
JPS60232554A (en) * | 1984-05-04 | 1985-11-19 | Ricoh Co Ltd | Electrophotographic sensitive body |
JPS62229251A (en) * | 1986-03-31 | 1987-10-08 | Toshiba Corp | Electrophotographic sensitive body |
Also Published As
Publication number | Publication date |
---|---|
JP2637838B2 (en) | 1997-08-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH06289629A (en) | Electrophotographic photoreceptor | |
JP3042044B2 (en) | Electrophotographic photoreceptor | |
JP2990310B2 (en) | Polystyryl compound and electrophotographic photoreceptor using the compound | |
US5248578A (en) | Electrophotographic photoreceptor having epoxy compounds in the charge generator layer | |
JPS63206757A (en) | Electrophotographic sensitive body | |
JPH10239871A (en) | Electrophotographic photoreceptor | |
JPH03219258A (en) | Electrophotographic sensitive body | |
JP2543623B2 (en) | Electrophotographic photoreceptor | |
JP3087341B2 (en) | Laminated photoreceptor | |
JPH0337654A (en) | Electrophotographic photosensitive body using styrene-maleic anhydride copolymer as polymer binder | |
JP2001117247A (en) | Electrophotographic photoreceptor | |
JPH0446352A (en) | Photosensitive body | |
JP3148955B2 (en) | Electrophotographic photoreceptor | |
JP2858152B2 (en) | Electrophotographic photoreceptor | |
JP2712655B2 (en) | Function-separated photoconductor | |
JP2858167B2 (en) | Electrophotographic photoreceptor | |
JP3116195B2 (en) | Electrophotographic photoreceptor | |
JP3104243B2 (en) | Photoconductor | |
JP2569235B2 (en) | Electrophotographic photoreceptor | |
JPH0457055A (en) | Photosensitive body | |
JP2569236B2 (en) | Electrophotographic photoreceptor | |
JPH032871A (en) | Photosensitive body | |
JPS60191263A (en) | Photosensitive body for electrophotography | |
JPS63269159A (en) | Photosensitive body | |
JPH0396959A (en) | Electrophotographic sensitive body |