JPH04240859A - Electrophotographic sensitive body and electrophotographic apparatus and facsimili using same - Google Patents
Electrophotographic sensitive body and electrophotographic apparatus and facsimili using sameInfo
- Publication number
- JPH04240859A JPH04240859A JP3023781A JP2378191A JPH04240859A JP H04240859 A JPH04240859 A JP H04240859A JP 3023781 A JP3023781 A JP 3023781A JP 2378191 A JP2378191 A JP 2378191A JP H04240859 A JPH04240859 A JP H04240859A
- Authority
- JP
- Japan
- Prior art keywords
- electrophotographic
- group
- electrophotographic photoreceptor
- general formula
- pigment
- 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
- 239000000049 pigment Substances 0.000 claims abstract description 48
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims abstract description 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 125000004970 halomethyl group Chemical group 0.000 claims abstract description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 108091008695 photoreceptors Proteins 0.000 claims description 55
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 239000000463 material Substances 0.000 abstract description 12
- 230000035945 sensitivity Effects 0.000 abstract description 7
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 150000002367 halogens Chemical class 0.000 abstract description 2
- 239000000758 substrate Substances 0.000 abstract description 2
- -1 methoxy, ethoxy, propoxy Chemical group 0.000 description 20
- 239000000126 substance Substances 0.000 description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- 125000000623 heterocyclic group Chemical group 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000004417 polycarbonate Substances 0.000 description 5
- 229920000515 polycarbonate Polymers 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920002382 photo conductive polymer Polymers 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- MYKQKWIPLZEVOW-UHFFFAOYSA-N 11h-benzo[a]carbazole Chemical group C1=CC2=CC=CC=C2C2=C1C1=CC=CC=C1N2 MYKQKWIPLZEVOW-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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 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
- 230000008901 benefit Effects 0.000 description 2
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 2
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 2
- 229920001230 polyarylate Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 239000011669 selenium Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HOQAPVYOGBLGOC-UHFFFAOYSA-N 1-ethyl-9h-carbazole Chemical compound C12=CC=CC=C2NC2=C1C=CC=C2CC HOQAPVYOGBLGOC-UHFFFAOYSA-N 0.000 description 1
- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 description 1
- FKNIDKXOANSRCS-UHFFFAOYSA-N 2,3,4-trinitrofluoren-1-one Chemical compound C1=CC=C2C3=C([N+](=O)[O-])C([N+]([O-])=O)=C([N+]([O-])=O)C(=O)C3=CC2=C1 FKNIDKXOANSRCS-UHFFFAOYSA-N 0.000 description 1
- JOERSAVCLPYNIZ-UHFFFAOYSA-N 2,4,5,7-tetranitrofluoren-9-one Chemical compound O=C1C2=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C2C2=C1C=C([N+](=O)[O-])C=C2[N+]([O-])=O JOERSAVCLPYNIZ-UHFFFAOYSA-N 0.000 description 1
- VHQGURIJMFPBKS-UHFFFAOYSA-N 2,4,7-trinitrofluoren-9-one Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=C2C3=CC=C([N+](=O)[O-])C=C3C(=O)C2=C1 VHQGURIJMFPBKS-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 1
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- JFGQHAHJWJBOPD-UHFFFAOYSA-N 3-hydroxy-n-phenylnaphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=CC=C1 JFGQHAHJWJBOPD-UHFFFAOYSA-N 0.000 description 1
- YGBCLRRWZQSURU-UHFFFAOYSA-N 4-[(diphenylhydrazinylidene)methyl]-n,n-diethylaniline Chemical compound C1=CC(N(CC)CC)=CC=C1C=NN(C=1C=CC=CC=1)C1=CC=CC=C1 YGBCLRRWZQSURU-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
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- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
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- 238000010521 absorption reaction Methods 0.000 description 1
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- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical class C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
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- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
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- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
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- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000010147 laser engraving Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920006287 phenoxy resin Polymers 0.000 description 1
- 239000013034 phenoxy resin Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- PCCVSPMFGIFTHU-UHFFFAOYSA-N tetracyanoquinodimethane Chemical compound N#CC(C#N)=C1C=CC(=C(C#N)C#N)C=C1 PCCVSPMFGIFTHU-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Photoreceptors In Electrophotography (AREA)
- Fax Reproducing Arrangements (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は特定の構造を有するジス
アゾ顔料を感光層に含有する電子写真感光体、該電子写
真感光体を備えた電子写真装置並びにファクシミリに関
する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photoreceptor having a photosensitive layer containing a disazo pigment having a specific structure, an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor.
【0002】0002
【従来の技術】従来、電子写真感光体としては、セレン
、硫化カドミウム、酸化亜鉛などの無機光導電性物質が
広く用いられていた。一方、有機光導電性物質からなる
電子写真感光体としてはポリ−N−ビニルカルバゾ−ル
に代表される光導電性ポリマ−や2,5−ビス(p−ジ
エチルアミノフェニル)−1,3,4−オキサジアゾ−
ルのような低分子の有機光導電性物質を用いたもの、さ
らにはこのような有機光導電性物質と各種の染料や顔料
を組み合わせたものなどが知られている。有機光導電性
物質を用いた電子写真感光体は成膜性がよく、塗工によ
って生産できるため、極めて生産性が高く安価な感光体
を提供できる利点を有している。また、使用する染料や
顔料の選択により、感色性を自在にコントロ−ルできる
などの利点を有し、これまで、幅広い検討が成されてき
た。特に最近では、有機光導電性染料や顔料を含有した
電荷発生層と前述の光導電性ポリマ−や低分子の有機光
導電性物質を含有した電荷輸送層を積層した機能分離型
感光体の開発により、従来の有機電子写真感光体の欠点
とされていた感度や耐久性に著しい改善が成されてきた
。2. Description of the Related Art Conventionally, inorganic photoconductive materials such as selenium, cadmium sulfide, and zinc oxide have been widely used as electrophotographic photoreceptors. On the other hand, electrophotographic photoreceptors made of organic photoconductive substances include photoconductive polymers typified by poly-N-vinylcarbazole and 2,5-bis(p-diethylaminophenyl)-1,3,4- Oxadiazo
There are known methods that use low-molecular organic photoconductive substances such as fluorophores, and also those that combine such organic photoconductive substances with various dyes and pigments. Electrophotographic photoreceptors using organic photoconductive substances have good film-forming properties and can be produced by coating, so they have the advantage of providing extremely highly productive and inexpensive photoreceptors. Furthermore, it has the advantage that color sensitivity can be freely controlled by selecting the dyes and pigments used, and a wide range of studies have been conducted to date. Particularly recently, a functionally separated photoreceptor has been developed in which a charge generation layer containing an organic photoconductive dye or pigment is laminated with a charge transport layer containing the aforementioned photoconductive polymer or low-molecular organic photoconductive substance. As a result, significant improvements have been made in the sensitivity and durability, which were considered to be shortcomings of conventional organic electrophotographic photoreceptors.
【0003】アゾ顔料は優れた光導電性を示し、しかも
、アゾ成分とカプラ−成分の組み合わせ方で様々な特性
を持った化合物が容易に得られることから、これまでに
数多くの化合物が提案されており、例えば特開昭57−
182748号公報、特開昭48−70538号公報、
特開昭52−4241号公報などに記載されている。し
かしながら、従来のジスアゾ顔料を用いた電子写真感光
体は、感度や繰り返し使用時の電位安定性の面で必ずし
も十分なものとは言えなかった。[0003]Azo pigments exhibit excellent photoconductivity, and because compounds with various properties can be easily obtained by combining the azo component and coupler component, many compounds have been proposed to date. For example, JP-A-57-
Publication No. 182748, Japanese Patent Application Laid-open No. 48-70538,
It is described in Japanese Patent Application Laid-Open No. 52-4241. However, conventional electrophotographic photoreceptors using disazo pigments have not always been sufficient in terms of sensitivity and potential stability during repeated use.
【0004】0004
【発明が解決しようとする課題】本発明の目的は新規な
光導電性材料を提供すること、実用的な高感度特性と繰
り返し使用時の安定した電位特性を有する電子写真感光
体を提供すること、該電子写真感光体を備えた電子写真
装置並びにファクシミリを提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a novel photoconductive material and an electrophotographic photoreceptor having practical high sensitivity characteristics and stable potential characteristics during repeated use. An object of the present invention is to provide an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor.
【0005】[0005]
【課題を解決するための手段】本発明は導電性支持体上
に下記一般式(1)で示すジスアゾ顔料を含有する感光
層を有することを特徴とする電子写真感光体から構成さ
れる。一般式(1)
式中、T1、T2、T3およびT4は同一または異なっ
てハロゲン原子、アルキル基、アルコキシ基、シアノ基
、ニトロ基またはハロメチル基を示し、j,k,mまた
はnは0、1または2の整数であり、A1およびA2は
同一または異なってフェノ−ル性水酸基を有するカプラ
−殘基を示す。具体的にはハロゲン原子としてはフッ素
原子、塩素原子、臭素原子、よう素原子など、アルキル
基としてはメチル、エチル、プロピルなどの基、アルコ
キシ基としてはメトキシ、エトキシ、プロポキシなどの
基、ハロメチル基としてはトリフルオロメチルなどの基
が挙げられる。[Means for Solving the Problems] The present invention comprises an electrophotographic photoreceptor characterized in that it has a photosensitive layer containing a disazo pigment represented by the following general formula (1) on a conductive support. General formula (1) In the formula, T1, T2, T3 and T4 are the same or different and represent a halogen atom, an alkyl group, an alkoxy group, a cyano group, a nitro group or a halomethyl group, and j, k, m or n are 0, is an integer of 1 or 2, and A1 and A2 are the same or different and represent a coupler residue group having a phenolic hydroxyl group. Specifically, halogen atoms include fluorine, chlorine, bromine, and iodine atoms, alkyl groups include methyl, ethyl, and propyl, and alkoxy groups include methoxy, ethoxy, propoxy, and halomethyl groups. Examples include groups such as trifluoromethyl.
【0006】また、A1およびA2の示すフェノ−ル性
水酸基を有するカプラ−残基としては、好ましい例とし
て、下記一般式(2)〜(7)で示す残基が挙げられる
。Preferred examples of the coupler residues having a phenolic hydroxyl group represented by A1 and A2 include residues represented by the following general formulas (2) to (7).
【0007】一般式(2)General formula (2)
【0008】一般式(3)General formula (3)
【0009】一般式(4)General formula (4)
【0010】一般式(5)General formula (5)
【0011】一般式(6)General formula (6)
【0012】一般式(7)General formula (7)
【0013】一般式(2)、(3)、(4)および(5
)中のXはベンゼン環と縮合して置換基を有してもよい
ナフタレン環、アントラセン環、カルバゾール環、ベン
ズカルバゾール環、ジベンゾフラン環などの多環芳香環
または複素環を形成するに必要な残基を示し、一般式(
7)中のYは置換基を有してもよい2価の芳香族炭化水
素基ないしは窒素原子を環内に含む2価の複素環基を示
し、具体的にはo−フェニレン、o−ナフチレン、ペリ
ナフチレン、1,2−アンスリレン、3,4−ピラゾ−
ルジイル、2,3−ピリジンジイル、4,5−ピリジン
ジイル、6,7−インダゾ−ルジイル、6,7−キノリ
ンジイルなどの2価の基が挙げられ、一般式(2)およ
び(3)中のR1およびR2は水素原子、置換基を有し
てもよいアルキル基、アリ−ル基、アラルキル基または
複素環基を示し、また、R1 、R2は窒素原子を介
して結合し環状アミノ基を形成してもよく、一般式(4
)および(5)中のR3は水素原子、置換基を有しても
よいアルキル基、アリ−ル基、アラルキル基または複素
環基を示し、一般式(6)中のR4は水素原子、置換基
を有してもよいアルキル基、アリ−ル基、アラルキル基
または複素環基を示し、上記表現のアルキル基としては
メチル、エチル、プロピルなどの基、アリール基の具体
例としてはフェニル、ナフチル、アンスリルなどの基、
アラルキル基としてはベンジル、フェネチルなどの基、
複素環基としてはピリジル、チエニル、カルバゾリル、
ベンゾイミダゾリル、ベンゾチアゾリルなどの基、窒素
原子を環内に含む環状アミノ基としてはピロ−ル、ピロ
リン、ピロリジン、ピロリドン、インド−ル、インドリ
ン、カルバゾ−ル、イミダゾ−ル、ピラゾ−ル、ピラゾ
リン、オキサジン、フェノキサジンなどが挙げられる。
また置換基としては、フッ素、塩素、ヨウ素、臭素など
のハロゲン原子、メチル、エチル、プロピルなどのアル
キル基、メトキシ、エトキシなどのアルコキシ基、ジメ
チルアミノ、ジエチルアミノなどのアルキルアミノ基、
フェニルカルバモイル基、ニトロ基、シアノ基、トリフ
ルオロメチルなどのハロメチル基などが挙げられ、一般
式(2)および(4)中のZは酸素原子または硫黄原子
を表わし、pは0または1の整数である。General formulas (2), (3), (4) and (5
) is a residue necessary for condensation with a benzene ring to form a polycyclic aromatic ring or heterocycle such as a naphthalene ring, anthracene ring, carbazole ring, benzcarbazole ring, or dibenzofuran ring, which may have a substituent. The general formula (
Y in 7) represents a divalent aromatic hydrocarbon group which may have a substituent or a divalent heterocyclic group containing a nitrogen atom in the ring, specifically o-phenylene, o-naphthylene. , perinaphthylene, 1,2-antrylene, 3,4-pyrazo-
Examples include divalent groups such as ludiyl, 2,3-pyridinediyl, 4,5-pyridinediyl, 6,7-indazoldiyl, 6,7-quinolinediyl, and the like in general formulas (2) and (3). R1 and R2 represent a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, or a heterocyclic group which may have a substituent, and R1 and R2 are bonded via a nitrogen atom to form a cyclic amino group. The general formula (4
) and (5), R3 represents a hydrogen atom, an alkyl group that may have a substituent, an aryl group, an aralkyl group, or a heterocyclic group, and R4 in general formula (6) represents a hydrogen atom, a substituted Indicates an alkyl group, an aryl group, an aralkyl group, or a heterocyclic group which may have a group, and examples of the alkyl group in the above expression include groups such as methyl, ethyl, and propyl, and specific examples of the aryl group include phenyl and naphthyl. , bases such as Unthrill,
Aralkyl groups include benzyl, phenethyl, etc.
Heterocyclic groups include pyridyl, thienyl, carbazolyl,
Groups such as benzimidazolyl and benzothiazolyl, and cyclic amino groups containing a nitrogen atom in the ring include pyrrole, pyrroline, pyrrolidine, pyrrolidone, indole, indoline, carbazole, imidazole, pyrazole, pyrazoline, and oxazine. , phenoxazine, etc. Examples of substituents include halogen atoms such as fluorine, chlorine, iodine, and bromine; alkyl groups such as methyl, ethyl, and propyl; alkoxy groups such as methoxy and ethoxy; alkylamino groups such as dimethylamino and diethylamino;
Examples include phenylcarbamoyl group, nitro group, cyano group, halomethyl group such as trifluoromethyl, Z in general formulas (2) and (4) represents an oxygen atom or a sulfur atom, and p is an integer of 0 or 1. It is.
【0014】なお、一般式(1)中のA1およびA2が
一般式(2)、(3)、(4)または(5)であり、式
中のXがベンゼン環と縮合してベンズカルバゾ−ル環を
形成しているカプラ−を用いた顔料は、その吸収域が近
赤外領域付近まで広がるため、半導体レ−ザ−用の電荷
発生材料としても好適である。In addition, A1 and A2 in the general formula (1) are the general formula (2), (3), (4) or (5), and X in the formula is condensed with a benzene ring to form benzcarbazole. Pigments using ring-forming couplers have an absorption range extending to near the near-infrared region, and are therefore suitable as charge-generating materials for semiconductor lasers.
【0015】また、本発明は感光層が一般式(1)で示
すジスアゾ顔料を含有する電荷発生層と電荷輸送層の少
なくとも二層からなる請求項1記載の電子写真感光体か
ら構成される。The present invention also provides an electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer comprises at least two layers: a charge generation layer containing a disazo pigment represented by the general formula (1) and a charge transport layer.
【0016】また、本発明は前記本発明の電子写真感光
体を備えた電子写真装置から構成される。The present invention also comprises an electrophotographic apparatus equipped with the electrophotographic photoreceptor of the present invention.
【0017】また、本発明は前記本発明の電子写真感光
体を備えた電子写真装置およびリモ−ト端末からの画像
情報を受信する受信手段を有するファクシミリから構成
される。The present invention also comprises an electrophotographic apparatus equipped with the electrophotographic photoreceptor of the present invention, and a facsimile machine having a receiving means for receiving image information from a remote terminal.
【0018】次に本発明の一般式(1)で示すジスアゾ
顔料の代表的な具体例を表1−1〜1−25に挙げるが
、本発明において用いる上記ジスアゾ顔料はこれらに限
定されるものではない。例示顔料は、基本型において、
変化する部分のみを記載することで具体的構造を表わす
こととする。Next, typical examples of the disazo pigment represented by the general formula (1) of the present invention are listed in Tables 1-1 to 1-25, but the disazo pigment used in the present invention is limited to these. isn't it. Exemplary pigments are, in basic form,
The specific structure will be expressed by describing only the parts that change.
【0019】表1−1 表1−2 表1−3 表1−4 表1−5 表1−6 表1−7 表1−8 表1−9 表1−10 表1−11 表1−12 表1−13 表1−14 表1−15 表1−16 表1−17 表1−18 表1−19 表1−20 表1−21 表1−22 表1−23 表1−24 表1−25Table 1-1 Table 1-2 Table 1-3 Table 1-4 Table 1-5 Table 1-6 Table 1-7 Table 1-8 Table 1-9 Table 1-10 Table 1-11 Table 1-12 Table 1-13 Table 1-14 Table 1-15 Table 1-16 Table 1-17 Table 1-18 Table 1-19 Table 1-20 Table 1-21 Table 1-22 Table 1-23 Table 1-24 Table 1-25
【0020】一般式(1)で示すジスアゾ顔料は、相当
するジアミンを常法によりテトラゾ化し、アルカリの存
在下にカプラ−と水系でカップリングするか、テトラゾ
ニウム塩をホウフッ化塩や塩化亜鉛複塩などに変換した
後、N,N−ジメチルホルムアミド、ジメチルスルホキ
シドなどの有機溶剤中で酢酸ソ−ダ、トリエチルアミン
、N−メチルモルホリンなどの塩基の存在下、カプラ−
とカップリングすることによって容易に合成できる。The disazo pigment represented by the general formula (1) can be produced by tetrazotizing the corresponding diamine by a conventional method and coupling it with a coupler in an aqueous system in the presence of an alkali, or by converting the tetrazonium salt into a borofluoride salt or a zinc chloride double salt. After converting the coupler into
It can be easily synthesized by coupling with
【0021】一般式(1)中のA1 、A2 が相
異なるカプラ−であるジスアゾ顔料を合成する場合は、
前述のテトラゾニウム塩1モルに対し初めに一方のカプ
ラ−1モルをカップリングさせ、次いでもう一方のカプ
ラ−1モルをカップリングさせて合成するか、あるいは
ジアミンの一方のアミノ基をアセチル基などで保護して
おき、これをジアゾ化し一方のカプラ−をカップリング
させた後、保護基を塩酸などで加水分解し、これを再び
ジアゾ化しもう一方のカプラ−をカップリングさせて合
成することができる。When synthesizing a disazo pigment in which A1 and A2 in general formula (1) are different couplers,
Synthesis can be carried out by first coupling 1 mol of one coupler and then 1 mol of the other coupler to 1 mol of the above-mentioned tetrazonium salt, or by coupling one mol of the diamine with an acetyl group or the like. It can be synthesized by protecting it, diazotizing it, coupling one coupler, hydrolyzing the protecting group with hydrochloric acid, etc., diazotizing it again, and coupling the other coupler. .
【0022】合成例(顔料1の合成)300ミリリット
ルビ−カ−に水150ミリリットル、濃塩酸20ミリリ
ットル(0.23モル)と
を12.2g(0.032モル)を入れ5℃で30分間
撹拌した後0℃まで冷却し、亜硝酸ソ−ダ4.6g(0
.067モル)を水10ミリリットルに溶解した液を液
温を2℃以下に保ちながら10分間で滴下した。15分
撹拌した後、カ−ボン濾過し、この溶液中へホウフッ化
ソ−ダ10.5g(0.096モル)を水90ミリリッ
トルにとかした液を撹拌下滴下し、析出したホウフッ化
塩を濾取し、冷水で洗浄した後アセトニトリルで洗浄し
、室温で減圧乾燥した。収量15.5g、収率82.3
%Synthesis Example (Synthesis of Pigment 1) 12.2 g (0.032 mol) of 150 ml of water and 20 ml (0.23 mol) of concentrated hydrochloric acid were added to a 300 ml beaker at 5° C. for 30 minutes. After stirring, cool to 0°C and add 4.6g of sodium nitrite (0°C).
.. A solution prepared by dissolving 067 mol) in 10 ml of water was added dropwise over 10 minutes while keeping the temperature of the solution below 2°C. After stirring for 15 minutes, carbon filtration was performed, and a solution prepared by dissolving 10.5 g (0.096 mol) of sodium borofluoride in 90 ml of water was added dropwise to this solution while stirring to remove the precipitated borofluoride salt. It was collected by filtration, washed with cold water, washed with acetonitrile, and dried under reduced pressure at room temperature. Yield 15.5g, Yield 82.3
%
【0023】次に1リットルビ−カ−にDMF500ミ
リリットルを入れ、ナフト−ルASを11.1g(0.
042モル)を溶解し液温を5℃に冷却した後、先に得
たホウフッ化塩11.6g(0.020モル)を溶解し
、次いでトリエチルアミン5.1g(0.050モル)
を5分間で滴下した。2時間撹拌した後析出した顔料を
濾取し、DMFで4回、水で3回洗浄した後凍結乾燥し
た。収量14.7g、収率79.1%Next, put 500 ml of DMF into a 1 liter beaker, and add 11.1 g (0.0 g) of Naphthol AS.
After dissolving 042 mol) and cooling the liquid temperature to 5°C, 11.6 g (0.020 mol) of the previously obtained borofluoride salt was dissolved, followed by 5.1 g (0.050 mol) of triethylamine.
was added dropwise over 5 minutes. After stirring for 2 hours, the precipitated pigment was collected by filtration, washed four times with DMF and three times with water, and then freeze-dried. Yield 14.7g, yield 79.1%
【0024】
元素分析値
C 計算値74.8%、実測値74.5%H 計算
値4.3%、実測値4.4%N 計算値12.0%、
実測値13.8%Elemental analysis value C Calculated value 74.8%, Actual value 74.5% H Calculated value 4.3%, Actual value 4.4% N Calculated value 12.0%,
Actual value 13.8%
【0025】本発明の電子写真感光体
は、導電性支持体上に一般式(1)で示すジスアゾ顔料
を含有する感光層を有する。感光層の形態は公知のいか
なる形態を取っていてもかまわないが、一般式(1)で
示すジスアゾ顔料を含有する感光層を電荷発生層とし、
これに電荷輸送物質を含有する電荷輸送層を積層した機
能分離型の感光層が特に好ましい。The electrophotographic photoreceptor of the present invention has a photosensitive layer containing a disazo pigment represented by the general formula (1) on a conductive support. The photosensitive layer may take any known form, but the photosensitive layer containing a disazo pigment represented by general formula (1) is used as a charge generation layer,
Particularly preferred is a functionally separated type photosensitive layer in which a charge transport layer containing a charge transport substance is laminated thereon.
【0026】電荷発生層は、前記のジスアゾ顔料を適当
な溶剤中でバインダ−樹脂と共に分散した塗布液を、導
電性支持体上に公知の方法によって塗布することによっ
て形成することができ、その膜厚は例えば5μm以下、
好ましくは0.1〜1μmの薄膜層とすることが望まし
い。この際用いられるバインダー樹脂は、広範な絶縁性
樹脂あるいは有機光導電性ポリマ−から選択されるが、
置換または無置換のポリビニルブチラール、ポリビニル
ベンザ−ル、ポリアリレート、ポリカーボネート、ポリ
エステル、フェノキシ樹脂、セルロース系樹脂、アクリ
ル樹脂、ポリウレタンなどが好ましく、置換基としては
フッ素、臭素などのハロゲン原子アルキル基、アルコキ
シ基、ニトロ基、トリフルオロメチル基、シアノ基など
が挙げられ、バインダ−樹脂の使用量は電荷発生層中の
含有率で80重量%以下、好ましくは40重量%以下で
ある。また使用する溶剤は前記の樹脂を溶解し、後述の
電荷輸送層や下引層を溶解しないものから選択すること
が好ましい。具体的には、テトラヒドロフラン、1,4
−ジオキサンなどのエ−テル類、シクロヘキサノン、メ
チルエチルケトンなどのケトン類、N,N−ジメチルホ
ルムアミドなどのアミド類、酢酸メチル、酢酸エチルな
どのエステル類、トルエン、キシレン、クロロベンゼン
などの芳香族類、メタノール、エタノール、2−プロパ
ノールなどのアルコール類、クロロホルム、塩化メチレ
ン、ジクロルエチレン、四塩化炭素、トリクロルエチレ
ンなどの脂肪族ハロゲン化炭化水素類など挙げられる。The charge generation layer can be formed by coating a coating solution in which the disazo pigment described above is dispersed together with a binder resin in a suitable solvent on a conductive support by a known method, and the film is For example, the thickness is 5 μm or less,
Preferably, the thickness is preferably 0.1 to 1 μm. The binder resin used in this case is selected from a wide range of insulating resins and organic photoconductive polymers.
Substituted or unsubstituted polyvinyl butyral, polyvinyl benzal, polyarylate, polycarbonate, polyester, phenoxy resin, cellulose resin, acrylic resin, polyurethane, etc. are preferred, and substituents include halogen atoms such as fluorine and bromine, alkyl groups, alkoxy The content of the binder resin in the charge generation layer is 80% by weight or less, preferably 40% by weight or less. The solvent used is preferably selected from those that dissolve the resin described above but do not dissolve the charge transport layer or undercoat layer described later. Specifically, tetrahydrofuran, 1,4
-Ethers such as dioxane, ketones such as cyclohexanone and methyl ethyl ketone, amides such as N,N-dimethylformamide, esters such as methyl acetate and ethyl acetate, aromatics such as toluene, xylene and chlorobenzene, methanol , alcohols such as ethanol and 2-propanol, and aliphatic halogenated hydrocarbons such as chloroform, methylene chloride, dichloroethylene, carbon tetrachloride, and trichloroethylene.
【0027】電荷輸送層は電荷発生層の上または下に積
層され、電界の存在下電荷発生層から電荷キャリアを受
取り、これを輸送する機能を有している。電荷輸送層は
電荷輸送物質を必要に応じて適当なバインダ−樹脂と共
に溶剤中に溶解し塗布することによって形成され、その
膜厚は一般的には5〜40μmであるが15〜30μm
が好ましい。The charge transport layer is laminated above or below the charge generation layer and has the function of receiving charge carriers from the charge generation layer in the presence of an electric field and transporting them. The charge transport layer is formed by dissolving a charge transport substance in a solvent together with an appropriate binder resin as necessary and coating the layer, and the film thickness is generally 5 to 40 μm, but 15 to 30 μm.
is preferred.
【0028】電荷輸送物質は電子輸送性物質と正孔輸送
性物質があり、電子輸送性物質としては、例えば2,4
,7ートリニトロフルオレノン、2,4,5,7ーテト
ラニトロフルオレノン、クロラニル、テトラシアノキノ
ジメタンなどの電子吸引性物質やこれら電子吸引性物質
を高分子化したものなどが挙げられる。正孔輸送性物質
としてはピレン、アントラセンなどの多環芳香族化合物
、カルバゾール系、インド−ル系、イミダゾ−ル系、オ
キサゾ−ル系、チアゾ−ル系、オキサジアゾ−ル系、ピ
ラゾ−ル系、ピラゾリン系、チアジアゾ−ル系、トリア
ゾ−ル系化合物などの複素環化合物、pージエチルアミ
ノベンズアルデヒドーN,Nージフェニルヒドラゾン、
N,N−ジフェニルヒドラジノ−3−メチリデン−9−
エチルカルバゾ−ルなどのヒドラゾン系化合物、α−フ
ェニル−4’−N,N−ジフェニルアミノスチルベン、
5−[4−(ジ−p−トリルアミノ)ベンジリデン]−
5H−ジベンゾ[a,d]シクロヘプテンなどのスチリ
ル系化合物、ベンジジン系化合物、トリアリ−ルメタン
系化合物、トリアリ−ルアミン系化合物、トリフェニル
アミンあるいは、これらの化合物から成る基を主鎖また
は側鎖に有するポリマ−(例えばポリ−N−ビニルカル
バゾ−ル、ポリビニルアントラセンなど)が挙げられる
。これらの有機電荷輸送物質の他にセレン、セレンーテ
ルル、アモルファスシリコン、硫化カドミウムなどの無
機材料も用いることができる。また、これらの電荷輸送
物質は1種または2種以上組合せて用いることができる
。電荷輸送物質が成膜性を有していないときには適当な
バインダーを用いることができる。具体的には、アクリ
ル樹脂、ポリアリレート、ポリエステル、ポリカーボネ
ート、ポリスチレン、アクリロニトリルースチレンコポ
リマー、ポリアクリルアミド、ポリアミド、塩素化ゴム
などの絶縁性樹脂あるいはポリーNービニルカルバゾー
ル、ポリビニルアントラセンなどの有機光導電性ポリマ
ーなどが挙げられる。Charge transporting substances include electron transporting substances and hole transporting substances, and examples of electron transporting substances include 2 and 4
Examples include electron-withdrawing substances such as , 7-trinitrofluorenone, 2,4,5,7-tetranitrofluorenone, chloranil, and tetracyanoquinodimethane, and polymerized versions of these electron-withdrawing substances. Hole-transporting substances include polycyclic aromatic compounds such as pyrene and anthracene, carbazole-based, indole-based, imidazole-based, oxazole-based, thiazole-based, oxadiazole-based, and pyrazole-based substances. , heterocyclic compounds such as pyrazoline, thiadiazole, and triazole compounds, p-diethylaminobenzaldehyde N,N-diphenylhydrazone,
N,N-diphenylhydrazino-3-methylidene-9-
Hydrazone compounds such as ethylcarbazole, α-phenyl-4'-N,N-diphenylaminostilbene,
5-[4-(di-p-tolylamino)benzylidene]-
Styryl compounds such as 5H-dibenzo[a,d]cycloheptene, benzidine compounds, triarylmethane compounds, triarylamine compounds, triphenylamine, or groups consisting of these compounds in the main chain or side chain Examples include polymers (eg, poly-N-vinylcarbazole, polyvinylanthracene, etc.). In addition to these organic charge transport materials, inorganic materials such as selenium, selenium-tellurium, amorphous silicon, and cadmium sulfide can also be used. Further, these charge transport materials can be used alone or in combination of two or more. When the charge transport material does not have film-forming properties, a suitable binder can be used. Specifically, insulating resins such as acrylic resin, polyarylate, polyester, polycarbonate, polystyrene, acrylonitrile-styrene copolymer, polyacrylamide, polyamide, and chlorinated rubber, or organic photoconductive resins such as polyN-vinylcarbazole and polyvinylanthracene. Examples include polymers.
【0029】感光層が形成される導電性支持体としては
、例えばアルミニウム、アルミニウム合金、銅、亜鉛、
ステンレス、バナジウム、モリブデン、クロム、チタン
、ニッケル、インジウム、金や白金などが用いられる。
またこうした金属あるいは合金を、真空蒸着法によって
被膜形成したプラスチック(例えばポリエチレン、ポリ
プロピレン、ポリ塩化ビニル、ポリエチレンテレフタレ
ート、アクリル樹脂など)や導電性粒子(例えばカーボ
ンブラック、銀粒子など)を適当なバインダー樹脂と共
にプラスチックまたは金属基板上に被覆した支持体ある
いは導電性粒子をプラスチックや紙に含浸した支持体な
どを用いることができる。Examples of the conductive support on which the photosensitive layer is formed include aluminum, aluminum alloy, copper, zinc,
Stainless steel, vanadium, molybdenum, chromium, titanium, nickel, indium, gold, and platinum are used. In addition, plastics (e.g., polyethylene, polypropylene, polyvinyl chloride, polyethylene terephthalate, acrylic resin, etc.) or conductive particles (e.g., carbon black, silver particles, etc.) coated with these metals or alloys by vacuum deposition are coated with a suitable binder resin. In addition, a support coated on a plastic or metal substrate, or a support made of plastic or paper impregnated with conductive particles can be used.
【0030】導電性支持体と感光層の中間にバリヤー機
能と接着機能をもつ下引き層を設けることもできる。下
引き層はカゼイン、ポリビニルアルコール、ニトロセル
ロース、ポリアミド(ナイロン6、ナイロン66、ナイ
ロン610、共重合ナイロン、アルコキシメチル化ナイ
ロンなど)、ポリウレタン、酸化アルミニウムなどによ
って形成できる。下引き層の膜厚は5μm以下、好まし
くは0.1〜3μmが適当である。An undercoat layer having barrier and adhesive functions may also be provided between the conductive support and the photosensitive layer. The undercoat layer can be formed of casein, polyvinyl alcohol, nitrocellulose, polyamide (nylon 6, nylon 66, nylon 610, copolymerized nylon, alkoxymethylated nylon, etc.), polyurethane, aluminum oxide, or the like. The thickness of the undercoat layer is suitably 5 μm or less, preferably 0.1 to 3 μm.
【0031】本発明の別の具体例として、前述のジスア
ゾ顔料と電荷輸送物質を同一層に含有させた電子写真感
光体を挙げることができる。この際電荷輸送物質として
ポリーNービニルカルバゾールとトリニトロフルオレノ
ンからなる電荷移動錯体を用いることもできる。この例
の電子写真感光体は、前述のジスアゾ顔料と電荷移動錯
体を適当な樹脂溶液中に分散させた液を塗布乾燥して形
成することができる。いずれの電子写真感光体において
も用いる顔料は一般式(1)で示すジスアゾ顔料の結晶
形は非晶質であっても結晶質であってもよく、また必要
に応じて一般式(1)で示すジスアゾ顔料を2種類以上
組み合せたり、公知の電荷発生物質と組み合せて使用す
ることも可能である。Another specific example of the present invention is an electrophotographic photoreceptor containing the above-mentioned disazo pigment and charge transport material in the same layer. In this case, a charge transfer complex consisting of poly N-vinylcarbazole and trinitrofluorenone can also be used as the charge transport substance. The electrophotographic photoreceptor of this example can be formed by coating and drying a solution in which the above-mentioned disazo pigment and charge transfer complex are dispersed in a suitable resin solution. The pigment used in any electrophotographic photoreceptor is a disazo pigment represented by the general formula (1). The crystal form of the disazo pigment may be amorphous or crystalline. It is also possible to use a combination of two or more types of disazo pigments shown, or a combination with a known charge generating substance.
【0032】本発明の電子写真感光体は電子写真複写機
に利用するのみならず、レーザービ−ムプリンター、C
RTプリンター、LEDプリンター、液晶プリンター、
レーザー製版、ファクシミリなどの電子写真応用分野に
も広く用いることができる。The electrophotographic photoreceptor of the present invention can be used not only for electrophotographic copying machines, but also for laser beam printers, C
RT printer, LED printer, LCD printer,
It can also be widely used in electrophotographic applications such as laser engraving and facsimile.
【0033】次に、本発明の電子写真感光体を備えた電
子写真装置並びにファクシミリについて説明する。Next, an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor of the present invention will be explained.
【0034】図1に本発明のドラム型感光体を用いた一
般的な転写式電子写真装置の概略構成を示した。図にお
いて、1は像担持体としてのドラム型感光体であり軸1
aを中心に矢印方向に所定の周速度で回転駆動される。
該感光体1はその回転過程で帯電手段2によりその周面
に正または負の所定電位の均一帯電を受け、次いで露光
部3にて不図示の像露光手段により光像露光L(スリッ
ト露光・レ−ザ−ビ−ム走査露光など)を受ける。これ
により感光体周面に露光像に対応した静電潜像が順次形
成されていく。その静電潜像は、次いで現像手段4でト
ナ−現像され、そのトナ−現像像が転写手段5により不
図示の給紙部から感光体1と転写手段5との間に感光体
1の回転と同期取りされて給送された転写材Pの面に順
次転写されていく。像転写を受けた転写材Pは感光体面
から分離されて像定着手段8へ導入されて像定着を受け
て複写物(コピ−)として機外へプリントアウトされる
。像転写後の感光体1の表面はクリ−ニング手段6にて
転写残りトナ−の除去を受けて清浄面化され、前露光手
段7により除電処理がされて繰り返して像形成に使用さ
れる。感光体1の均一帯電手段2としてはコロナ帯電装
置が一般に広く使用されている。また、転写装置5もコ
ロナ転写手段が一般に広く使用されている。電子写真装
置として、上述の感光体や現像手段、クリ−ニング手段
などの構成要素のうち、複数のものを装置ユニットとし
て一体に結合して構成し、このユニットを装置本体に対
して着脱自在に構成しても良い。例えば、感光体1とク
リ−ニング手段6とを一体化してひとつの装置ユニット
とし、装置本体のレ−ルなどの案内手段を用いて着脱自
在の構成にしてもよい。このとき、上記の装置ユニット
のほうに帯電手段および/または現像手段を伴って構成
してもよい。また、光像露光Lは、電子写真装置を複写
機やプリンタ−として使用する場合には、原稿からの反
射光や透過光、あるいは、原稿を読み取り信号化し、こ
の信号によりレ−ザ−ビ−ムの走査、発光ダイオ−ドア
レイの駆動、または液晶シャッタ−アレイの駆動などに
より行われる。FIG. 1 shows a schematic configuration of a general transfer type electrophotographic apparatus using the drum type photoreceptor of the present invention. In the figure, 1 is a drum-type photoreceptor as an image carrier, and a shaft 1
It is rotated at a predetermined circumferential speed in the direction of the arrow around point a. During the rotation process, the photoreceptor 1 is uniformly charged to a predetermined positive or negative potential on its circumferential surface by the charging means 2, and then subjected to light image exposure L (slit exposure/ (laser beam scanning exposure, etc.). As a result, electrostatic latent images corresponding to the exposed images are sequentially formed on the circumferential surface of the photoreceptor. The electrostatic latent image is then developed with toner by a developing means 4, and the toner-developed image is transferred by a transfer means 5 from a paper feed section (not shown) between the photoreceptor 1 and the transfer means 5, when the photoreceptor 1 is rotated. The images are sequentially transferred onto the surface of the transfer material P that is fed in synchronization with the image data. The transfer material P that has undergone the image transfer is separated from the photoreceptor surface and introduced into the image fixing means 8, where the image is fixed and printed out outside the machine as a copy. After the image has been transferred, the surface of the photoreceptor 1 is cleaned by a cleaning means 6 to remove residual toner after transfer, and is subjected to a charge removal process by a pre-exposure means 7 and used repeatedly for image formation. As the uniform charging means 2 for the photoreceptor 1, a corona charging device is generally widely used. Further, as for the transfer device 5, a corona transfer means is generally widely used. An electrophotographic apparatus is constructed by combining a plurality of components such as the above-mentioned photoreceptor, developing means, and cleaning means into an apparatus unit, and this unit is detachably attached to the main body of the apparatus. It may be configured. For example, the photoreceptor 1 and the cleaning means 6 may be integrated into one apparatus unit, and may be configured to be detachable using a guide means such as a rail of the apparatus main body. At this time, the above-mentioned device unit may include a charging means and/or a developing means. In addition, when the electrophotographic apparatus is used as a copying machine or a printer, the light image exposure L is the reflected light or transmitted light from the original, or the original is read and converted into a signal, and this signal is used to generate a laser beam. This is performed by scanning a screen, driving a light emitting diode array, or driving a liquid crystal shutter array.
【0035】また、ファクシミリのプリンタ−として使
用する場合には、光像露光Lは受信デ−タをプリントす
るための露光になる。When used as a facsimile printer, the optical image exposure L is for printing received data.
【0036】図2は、この場合の1例をブロック図で示
したものである。コントロ−ラ11は画像読取部10と
プリンタ−19を制御する。コントロ−ラ11の全体は
CPU17により制御されている。画像読取部からの読
取りデ−タは、送信回路13を通して相手局に送信され
る。相手局から受けたデ−タは受信回路12を通してプ
リンタ−19に送られる。画像メモリには所定の画像デ
−タが記憶される。プリンタコントロ−ラ18はプリン
タ−19を制御している。14は電話である。回線15
から受信された画像(回線を介して接続されたリモ−ト
端末からの画像情報)は、受信回路12で復調された後
、CPU17は画像情報の信号処理を行い順次画像メモ
リ16に格納される。そして、少なくとも1ペ−ジの画
像がメモリ16に格納されると、そのペ−ジの画像記憶
を行う。CPU17は、メモリ16より1ペ−ジの画像
情報を読み出しプリンタコントロ−ラ18に信号かされ
た1ペ−ジの画像情報を送出する。プリンタコントロ−
ラ18は、CPU17からの1ペ−ジの画像情報を受け
取るとそのペ−ジの画像情報記録を行うべく、プリンタ
19を制御する。なお、CPU17は、プリンタ19に
よる記録中に、次のペ−ジの受信を行っている。以上の
ように、画像の受信と記録が行われる。FIG. 2 is a block diagram showing an example of this case. A controller 11 controls an image reading section 10 and a printer 19. The entire controller 11 is controlled by a CPU 17. The read data from the image reading section is transmitted to the other party's station through the transmitting circuit 13. Data received from the partner station is sent to the printer 19 through the receiving circuit 12. Predetermined image data is stored in the image memory. A printer controller 18 controls a printer 19. 14 is a telephone. line 15
After the image received from the remote terminal (image information from a remote terminal connected via a line) is demodulated by the receiving circuit 12, the CPU 17 performs signal processing on the image information and sequentially stores it in the image memory 16. . When at least one page of images is stored in the memory 16, the image of that page is stored. The CPU 17 reads one page of image information from the memory 16 and sends out the one page of image information signaled to the printer controller 18. printer control
When the printer 18 receives one page of image information from the CPU 17, it controls the printer 19 to record the image information of that page. Note that the CPU 17 receives the next page while the printer 19 is recording. As described above, images are received and recorded.
【0037】[0037]
【実施例】実施例1〜10
アルミ支持体上にメトキシメチル化ナイロン(重量平均
分子量3万2千)5gとアルコ−ル可溶性共重合ナイロ
ン(重量平均分子量2万9千)10gをメタノ−ル95
gに溶解した液をマイヤ−バ−で塗布し、乾燥後の膜厚
が1μmの下引き層を形成した。次に顔料1の5gをシ
クロヘキサノン95gにブチラ−ル樹脂(ブチラ−ル化
度63モル%)を2gを溶かした液に加え、サンドミル
で20時間分散した。この分散液を先に形成した下引き
層の上に乾燥後の膜厚が0.2μmとなるようにマイヤ
−バ−で塗布し乾燥して電荷発生層を形成した。[Example] Examples 1 to 10 5 g of methoxymethylated nylon (weight average molecular weight 32,000) and 10 g of alcohol-soluble copolymerized nylon (weight average molecular weight 29,000) were placed on an aluminum support in methanol. 95
A solution dissolved in 10 g was applied using a Mayer bar to form an undercoat layer having a thickness of 1 μm after drying. Next, 5 g of Pigment 1 was added to a solution prepared by dissolving 2 g of butyral resin (butyralization degree 63 mol %) in 95 g of cyclohexanone, and dispersed in a sand mill for 20 hours. This dispersion was applied onto the previously formed undercoat layer using a Mayer bar so that the film thickness after drying was 0.2 μm, and dried to form a charge generation layer.
【0038】次に、下記構造式で示すヒドラゾン化合物
5gとポリメチルメタクリレ−ト(重量平均分子量10
万)5gをクロロベンゼン40gに溶解し、これを電荷
発生層の上に乾燥後の膜厚が21μmとなるようにマイ
ヤ−バ−で塗布し、乾燥して電荷輸送層を形成し、実施
例1の電子写真感光体を作成した。Next, 5 g of a hydrazone compound shown by the following structural formula and polymethyl methacrylate (weight average molecular weight 10
Example 1 An electrophotographic photoreceptor was prepared.
【0039】顔料1に代えて他の例示顔料を用い、実施
例2〜10に対応する電子写真感光体を全く同様にして
作成した。Electrophotographic photoreceptors corresponding to Examples 2 to 10 were prepared in exactly the same manner using other exemplary pigments in place of Pigment 1.
【0040】作成した電子写真感光体を川口電機(株)
製、静電複写紙試験装置ModelSP−428を用い
て−5KVのコロナ放電で負に帯電し、暗所で1秒間保
持した後、秒間保持した後、ハロゲンランプを用いて照
度10ルックスで露光し、帯電特性を評価した。帯電特
性としては、表面電位V0と暗所放置後の表面電位が1
/6に減衰するに必要な露光量E1/6を測定した。結
果を示す。The produced electrophotographic photoreceptor was manufactured by Kawaguchi Electric Co., Ltd.
The paper was negatively charged with a -5KV corona discharge using an electrostatic copying paper tester Model SP-428 manufactured by Kogyo Co., Ltd., held in a dark place for 1 second, and then exposed to light using a halogen lamp at an illuminance of 10 lux. , the charging characteristics were evaluated. As for the charging characteristics, the surface potential V0 and the surface potential after being left in the dark are 1
The exposure amount E1/6 required for attenuation to /6 was measured. Show the results.
【0041】
実施例1
顔料1 V0:−705V、E1/6:1.
3ルックス・秒実施例2
顔料4 V0:−705V、E1/6:1.
0ルックス・秒実施例3
顔料8 V0:−700V、E1/6:1.
1ルックス・秒実施例4
顔料15 V0:−700V、E1/6:1.2
ルックス・秒実施例5
顔料22 V0:−690V、E1/6:1.2
ルックス・秒実施例6
顔料40 V0:−685V、E1/6:1.5
ルックス・秒実施例7
顔料64 V0:−710V、E1/6:1.3
ルックス・秒実施例8
顔料68 V0:−700V、E1/6:1.0
ルックス・秒実施例9
顔料82 V0:−695V、E1/6:1.6
ルックス・秒実施例10
顔料102 V0:−690V、E1/6:0.9ル
ックス・秒Example 1 Pigment 1 V0: -705V, E1/6: 1.
3 lux/second Example 2 Pigment 4 V0: -705V, E1/6: 1.
0 lux/second Example 3 Pigment 8 V0: -700V, E1/6: 1.
1 lux/second Example 4 Pigment 15 V0: -700V, E1/6: 1.2
Lux/Second Example 5 Pigment 22 V0: -690V, E1/6: 1.2
Lux/Second Example 6 Pigment 40 V0: -685V, E1/6: 1.5
Lux/Second Example 7 Pigment 64 V0: -710V, E1/6: 1.3
Lux/Second Example 8 Pigment 68 V0: -700V, E1/6: 1.0
Lux/Second Example 9 Pigment 82 V0: -695V, E1/6: 1.6
Lux/sec Example 10 Pigment 102 V0: -690V, E1/6: 0.9 lux/sec
【0042】比較例1および2
実施例1に用いたジスアゾ顔料を表2の比較顔料1およ
び2に代えた他は実施例1と同様にして電子写真感光体
を作成し、同様に帯電特性を評価した。結果を示す。
表2
比較例1
比較顔料1 V0:−620V、E1/6:3.
2ルックス・秒比較例2
比較顔料2 V0:−570V、E1/6:12
.3ルックス・秒この結果から、本発明の電子写真感光
体は十分な帯電能と優れた感度を有することが分かる。Comparative Examples 1 and 2 Electrophotographic photoreceptors were prepared in the same manner as in Example 1, except that the disazo pigment used in Example 1 was replaced with Comparative Pigments 1 and 2 in Table 2, and the charging characteristics were similarly determined. evaluated. Show the results. Table 2 Comparative Example 1 Comparative Pigment 1 V0: -620V, E1/6: 3.
2 lux/second Comparative Example 2 Comparative Pigment 2 V0:-570V, E1/6:12
.. 3 lux/sec These results show that the electrophotographic photoreceptor of the present invention has sufficient charging ability and excellent sensitivity.
【0043】実施例11〜15
実施例1、3、6、8および10で作成した電子写真感
光体をを−6.5KVのコロナ帯電器、露光光:学系、
現像器、転写帯電器、除電露光光学系およびクリ−ナ−
を備えた電子写真複写機のシリンダ−に貼り付けた。初
期の暗部電位VDと明部電位VLをそれぞれ−700V
、−200V付近に設定し、5千回繰り返し使用した際
の暗部電位の変動量ΔVDと明部電位の変動量ΔVLを
測定した。結果を示す。なお、電位の変動量における負
記号は電位の絶対値の低下を表わし、正記号は電位の絶
対値の増加を表わす。
実施例11 ΔVD:0V、ΔVL:+10V実
施例12 ΔVD:−5V、ΔVL:0V実施例
13 ΔVD:−10V、 ΔVL:+5V実
施例14 ΔVD:0V、ΔVL:+5V実施例
15 ΔVD:0V、ΔVL:0VExamples 11 to 15 The electrophotographic photoreceptors prepared in Examples 1, 3, 6, 8, and 10 were charged with a -6.5 KV corona charger, exposure light: optical system,
Developer, transfer charger, static elimination exposure optical system and cleaner
It was attached to the cylinder of an electrophotographic copying machine equipped with The initial dark potential VD and bright potential VL are each -700V.
, around -200V, and the amount of variation ΔVD in the dark potential and the amount ΔVL of variation in the bright potential were measured after repeated use 5,000 times. Show the results. Note that a negative sign in the amount of change in potential represents a decrease in the absolute value of the potential, and a positive sign represents an increase in the absolute value of the potential. Example 11 ΔVD: 0V, ΔVL: +10V Example 12 ΔVD: -5V, ΔVL: 0V Example 13 ΔVD: -10V, ΔVL: +5V Example 14 ΔVD: 0V, ΔVL: +5V Example 15 ΔVD: 0V, ΔVL :0V
【0044】
比較例3および4
比較例1および2で作成した電子写真感光体について、
実施例11と同様の方法により、繰り返し使用時の電位
変動を測定した。結果を示す。
実施例3 ΔVD:−55V、 ΔVL:+3
0V実施例4 ΔVD:−120V、ΔVL:+
30V上記の結果から、本発明の電子写真感光体は繰り
返し使用時の電位変動が少ないことが分かる。[0044]
Comparative Examples 3 and 4 Regarding the electrophotographic photoreceptors prepared in Comparative Examples 1 and 2,
By the same method as in Example 11, potential fluctuations during repeated use were measured. Show the results. Example 3 ΔVD: -55V, ΔVL: +3
0V Example 4 ΔVD: -120V, ΔVL: +
30V From the above results, it can be seen that the electrophotographic photoreceptor of the present invention has little potential fluctuation during repeated use.
【0045】実施例16
アルミ蒸着ポリエチレンテレフタレ−トフィルムのアル
ミ面上に膜厚0.5μmのポリビニルアルコ−ルの下引
き層を形成した。この上に実施例4で用いたジスアゾ顔
料の分散液をマイヤ−バ−で塗布乾燥して、膜厚0.2
μmの電荷発生層を形成した。次いで下記構造式のスチ
リル化合物5gと
ポリカ−ボネ−ト(重量平均分子量5万5千)5gをテ
トラヒドロフラン40gに溶かした液を電荷発生層の上
に塗布乾燥して、膜厚21μmの電荷輸送層を形成した
。作成した電子写真感光体について帯電特性と耐久特性
を実施例1と実施例11と同じ方法によって測定した。
結果を示す。
V0:−705V、E1/6:1.0ルックス・秒、Δ
VD:−5V、ΔVL:0VExample 16 A subbing layer of polyvinyl alcohol having a thickness of 0.5 μm was formed on the aluminum surface of an aluminum vapor-deposited polyethylene terephthalate film. On top of this, the dispersion of the disazo pigment used in Example 4 was applied with a Meyer bar and dried, resulting in a film thickness of 0.2
A charge generation layer of .mu.m was formed. Next, a solution prepared by dissolving 5 g of a styryl compound having the following structural formula and 5 g of polycarbonate (weight average molecular weight: 55,000) in 40 g of tetrahydrofuran was applied onto the charge generation layer and dried to form a charge transport layer with a thickness of 21 μm. was formed. The charging characteristics and durability characteristics of the produced electrophotographic photoreceptor were measured by the same method as in Examples 1 and 11. Show the results. V0: -705V, E1/6: 1.0 lux/sec, Δ
VD: -5V, ΔVL: 0V
【0046】実施例17
アルミ蒸着ポリエチレンテレフタレ−トフィルムのアル
ミ面上に膜厚0.5μmのポリビニルアルコ−ルの下引
き層を形成した。この上に実施例4で用いたジスアゾ顔
料の分散液をマイヤ−バ−で塗布乾燥して、膜厚0.2
μmの電荷発生層を形成した。次いで下記構造式の化合
物5gと
ポリカ−ボネ−ト(重量平均分子量5万5千)5gをテ
トラヒドロフラン40gに溶かした液を電荷発生層の上
に塗布乾燥して、膜厚21μmの電荷輸送層を形成した
。作成した電子写真感光体について帯電特性と耐久特性
を実施例1と実施例11と同じ方法によって測定した。
結果を示す。
V0:−700V、E1/6:0.9ルックス・秒、Δ
VD:−5V、ΔVL:0VExample 17 A subbing layer of polyvinyl alcohol having a thickness of 0.5 μm was formed on the aluminum surface of an aluminum vapor-deposited polyethylene terephthalate film. On top of this, the dispersion of the disazo pigment used in Example 4 was applied with a Meyer bar and dried, resulting in a film thickness of 0.2
A charge generation layer of .mu.m was formed. Next, a solution prepared by dissolving 5 g of a compound having the following structural formula and 5 g of polycarbonate (weight average molecular weight 55,000) in 40 g of tetrahydrofuran was applied onto the charge generation layer and dried to form a charge transport layer with a thickness of 21 μm. Formed. The charging characteristics and durability characteristics of the produced electrophotographic photoreceptor were measured by the same method as in Examples 1 and 11. Show the results. V0: -700V, E1/6: 0.9 lux seconds, Δ
VD: -5V, ΔVL: 0V
【0047】実施例18
実施例5で作成した電子写真感光体の電荷発生層と電荷
輸送層を逆の順番で塗布した電子写真感光体を作成し実
施例1と同じ方法で帯電特性を評価した。ただし、帯電
は正帯電とした。
V0:+710V、E1/6:1.2ルックス・秒Example 18 An electrophotographic photoreceptor was prepared by applying the charge generation layer and charge transport layer of the electrophotographic photoreceptor prepared in Example 5 in the reverse order, and the charging characteristics were evaluated in the same manner as in Example 1. . However, the charging was positive. V0: +710V, E1/6: 1.2 lux/sec
【0
048】実施例19
実施例10で作成した電荷発生層上に2,4,7−トリ
ニトロ−9−フルオレノン5gとポリ−4,4’−ジオ
キシジフェニル−2,2−プロパンカ−ボネ−ト(分子
量30万)5gをテトラヒドロフラン50gに溶解した
液をマイヤ−バ−で塗布し、乾燥後の膜厚が19μmの
電荷輸送層を形成した。作成した電子写真感光体につい
て実施例1と同じ方法で帯電特性を評価した。ただし、
帯電は正帯電とした。V0:+705V、E1/6:1
.1ルックス・秒。0
Example 19 5 g of 2,4,7-trinitro-9-fluorenone and poly-4,4'-dioxydiphenyl-2,2-propane carbonate ( A solution obtained by dissolving 5 g of molecular weight 300,000 in 50 g of tetrahydrofuran was applied using a Meyer bar to form a charge transport layer having a thickness of 19 μm after drying. The charging characteristics of the produced electrophotographic photoreceptor were evaluated in the same manner as in Example 1. however,
The charging was positive. V0: +705V, E1/6:1
.. 1 lux/second.
【0049】実施例20
顔料3を0.5gをシクロヘキサノン9.5gと共にペ
イントシェイカ−で5時間分散した。ここへ実施例1で
用いたと同じ電荷輸送材料5gとポリカ−ボネ−ト5g
をテトラヒドロフラン40gに溶解した液を加え、さら
に1時間しんとうした。こうして調製した塗布液をアル
ミ支持体上にマイヤ−バ−で塗布乾燥して膜厚が20μ
mの感光層を形成した。こうして作成した電子写真感光
体を実施例1と同様の方法で帯電特性を評価した。帯電
は正帯電とした。
V0:+700V、E1/6:1.5ルックス・秒。Example 20 0.5 g of Pigment 3 was dispersed with 9.5 g of cyclohexanone in a paint shaker for 5 hours. Here, 5 g of the same charge transport material used in Example 1 and 5 g of polycarbonate were added.
A solution of 40 g of tetrahydrofuran was added thereto, and the mixture was further stirred for 1 hour. The coating solution thus prepared was coated onto an aluminum support using a Meyer bar and dried to a film thickness of 20 μm.
A photosensitive layer of m was formed. The charging characteristics of the electrophotographic photoreceptor thus prepared were evaluated in the same manner as in Example 1. The charging was positive. V0: +700V, E1/6: 1.5 lux/sec.
【0050】[0050]
【発明の効果】本発明の電子写真感光体は、感光層に特
定構造の化合物を用いたことにより、該電子写真感光体
の電子写真特性において高感度、繰り返し帯電、露光に
よる連続画像形成に際して、明部電位と暗部電位の変動
が小さく、耐久性に優れるという顕著な効果を発揮させ
るのに有効である。また、該電子写真感光体を備えた電
子写真装置並びにファクシミリにおいても同様な効果を
奏する。Effects of the Invention The electrophotographic photoreceptor of the present invention uses a compound with a specific structure in the photosensitive layer, so that the electrophotographic properties of the electrophotographic photoreceptor have high sensitivity and continuous image formation by repeated charging and exposure. It is effective in exhibiting the remarkable effect of having small fluctuations in bright area potential and dark area potential and excellent durability. Furthermore, similar effects can be achieved in an electrophotographic apparatus and a facsimile equipped with the electrophotographic photoreceptor.
【図1】一般的な転写式電子写真装置の概略構成図であ
る。FIG. 1 is a schematic configuration diagram of a general transfer type electrophotographic apparatus.
【図2】電子写真装置をプリンタ−として使用したファ
クシミリのブロック図である。FIG. 2 is a block diagram of a facsimile machine using an electrophotographic device as a printer.
1 像担持体としてのドラム型感光体(本発明の
電子写真感光体)
1a 軸
2 コロナ帯電装置
3 露光部
4 現像手段
5 転写手段
6 クリ−ニング手段
7 前露光手段
8 像定着手段
L 光像露光
P 像転写を受けた転写材
10 画像読取部
11 コントロ−ラ−
12 受信回路
13 送信回路
14 電話
15 回線
16 画像メモリ
17 CPU
18 プリンタコントロ−ラ
19 プリンタ−1 Drum-type photoreceptor as an image carrier (electrophotographic photoreceptor of the present invention) 1a Shaft 2 Corona charging device 3 Exposure section 4 Developing means 5 Transfer means 6 Cleaning means 7 Pre-exposure means 8 Image fixing means L Optical image Exposure P Transfer material 10 that has undergone image transfer Image reading unit 11 Controller 12 Receiving circuit 13 Transmitting circuit 14 Telephone 15 Line 16 Image memory 17 CPU 18 Printer controller 19 Printer
Claims (4)
ジスアゾ顔料を含有する感光層を有することを特徴とす
る電子写真感光体。一般式(1) 式中、T1、T2、T3およびT4は同一または異なっ
てハロゲン原子、アルキル基、アルコキシ基、シアノ基
、ニトロ基またはハロメチル基を示し、j,k,mまた
はnは0、1または2の整数であり、A1およびA2は
同一または異なってフェノ−ル性水酸基を有するカプラ
−殘基を示す。1. An electrophotographic photoreceptor comprising a photosensitive layer containing a disazo pigment represented by the following general formula (1) on a conductive support. General formula (1) In the formula, T1, T2, T3 and T4 are the same or different and represent a halogen atom, an alkyl group, an alkoxy group, a cyano group, a nitro group or a halomethyl group, and j, k, m or n are 0, is an integer of 1 or 2, and A1 and A2 are the same or different and represent a coupler residue group having a phenolic hydroxyl group.
料を含有する電荷発生層と電荷輸送層の少なくとも二層
からなる請求項1記載の電子写真感光体。2. The electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer comprises at least two layers: a charge generation layer containing a disazo pigment represented by formula (1) and a charge transport layer.
子写真装置。3. An electrophotographic apparatus comprising the electrophotographic photoreceptor according to claim 1.
子写真装置およびリモ−ト端末からの画像情報を受信す
る手段を有するファクシミリ。4. A facsimile machine comprising an electrophotographic apparatus comprising the electrophotographic photoreceptor according to claim 1 and means for receiving image information from a remote terminal.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3023781A JP2938985B2 (en) | 1991-01-25 | 1991-01-25 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3023781A JP2938985B2 (en) | 1991-01-25 | 1991-01-25 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04240859A true JPH04240859A (en) | 1992-08-28 |
JP2938985B2 JP2938985B2 (en) | 1999-08-25 |
Family
ID=12119873
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3023781A Expired - Lifetime JP2938985B2 (en) | 1991-01-25 | 1991-01-25 | Electrophotographic photoreceptor, electrophotographic apparatus provided with the electrophotographic photoreceptor, and facsimile |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2938985B2 (en) |
-
1991
- 1991-01-25 JP JP3023781A patent/JP2938985B2/en not_active Expired - Lifetime
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JP2938985B2 (en) | 1999-08-25 |
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