JPH04178652A - Electrophotographic sensitive body with photosensitive layer containing polysilane compound - Google Patents
Electrophotographic sensitive body with photosensitive layer containing polysilane compoundInfo
- Publication number
- JPH04178652A JPH04178652A JP30611890A JP30611890A JPH04178652A JP H04178652 A JPH04178652 A JP H04178652A JP 30611890 A JP30611890 A JP 30611890A JP 30611890 A JP30611890 A JP 30611890A JP H04178652 A JPH04178652 A JP H04178652A
- Authority
- JP
- Japan
- Prior art keywords
- polysilane
- photosensitive layer
- group
- layer
- electrophotographic photoreceptor
- 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
- 229920000548 poly(silane) polymer Polymers 0.000 title claims abstract description 62
- 150000001875 compounds Chemical class 0.000 title claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 229920000642 polymer Polymers 0.000 claims abstract description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 7
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims abstract description 7
- 239000004926 polymethyl methacrylate Substances 0.000 claims abstract description 7
- 239000004793 Polystyrene Substances 0.000 claims abstract description 6
- 239000000178 monomer Substances 0.000 claims abstract description 6
- 229920002223 polystyrene Polymers 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 4
- 108091008695 photoreceptors Proteins 0.000 claims description 57
- 239000010410 layer Substances 0.000 claims description 45
- 239000002952 polymeric resin Substances 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 13
- 229920003002 synthetic resin Polymers 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000004417 polycarbonate Substances 0.000 claims description 7
- 229920000515 polycarbonate Polymers 0.000 claims description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000002356 single layer Substances 0.000 claims description 5
- 239000011118 polyvinyl acetate Substances 0.000 claims description 3
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 abstract 2
- 230000003252 repetitive effect Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 239000000049 pigment Substances 0.000 description 11
- 238000001035 drying Methods 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- -1 hydrazone compounds Chemical class 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 238000003618 dip coating Methods 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000004677 Nylon Substances 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000007547 defect Effects 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000002245 particle Substances 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
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical group C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- HCSGQHDONHRJCM-CCEZHUSRSA-N 9-[(e)-2-phenylethenyl]anthracene Chemical class C=12C=CC=CC2=CC2=CC=CC=C2C=1\C=C\C1=CC=CC=C1 HCSGQHDONHRJCM-CCEZHUSRSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 241001609213 Carassius carassius Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 101100130497 Drosophila melanogaster Mical gene Proteins 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 241000237852 Mollusca Species 0.000 description 1
- 101100345589 Mus musculus Mical1 gene Proteins 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 239000004687 Nylon copolymer Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- ZTWQZJLUUZHJGS-UHFFFAOYSA-N Vat Yellow 4 Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C4=CC=CC=C4C(=O)C4=C3C2=C1C=C4 ZTWQZJLUUZHJGS-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- UCTLHLZWKJIXJI-LXIBVNSESA-N [(3s,8r,9s,10r,13s,14s)-17-chloro-16-formyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1h-cyclopenta[a]phenanthren-3-yl] acetate Chemical compound C([C@@H]12)C[C@]3(C)C(Cl)=C(C=O)C[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)C)C1 UCTLHLZWKJIXJI-LXIBVNSESA-N 0.000 description 1
- JWGLGQHIGMBQRK-UHFFFAOYSA-N [3-(4-chlorophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-phenylmethanone Chemical class C1=CC(Cl)=CC=C1C1N(C(=O)C=2C=CC=CC=2)N=C(C=2SC=CC=2)C1 JWGLGQHIGMBQRK-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- LBGCRGLFTKVXDZ-UHFFFAOYSA-M ac1mc2aw Chemical compound [Al+3].[Cl-].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 LBGCRGLFTKVXDZ-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- PGEHNUUBUQTUJB-UHFFFAOYSA-N anthanthrone Chemical compound C1=CC=C2C(=O)C3=CC=C4C=CC=C5C(=O)C6=CC=C1C2=C6C3=C54 PGEHNUUBUQTUJB-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000011538 cleaning material Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000002305 electric material Substances 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 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
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000013034 phenoxy resin Substances 0.000 description 1
- 229920006287 phenoxy resin Polymers 0.000 description 1
- 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 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- BHZOKUMUHVTPBX-UHFFFAOYSA-M sodium acetic acid acetate Chemical class [Na+].CC(O)=O.CC([O-])=O BHZOKUMUHVTPBX-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 230000007847 structural defect Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- OKYDCMQQLGECPI-UHFFFAOYSA-N thiopyrylium Chemical compound C1=CC=[S+]C=C1 OKYDCMQQLGECPI-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Photoreceptors In Electrophotography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔発明の属する技術分野〕
本発明は、電子写真感光体に関し、詳しくは改普された
電子写真特性を与える、ポリシラン化合物の有機光導電
体を有する電子写真感光体に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Field of the Invention] The present invention relates to an electrophotographic photoreceptor, and more particularly to an electrophotographic photoreceptor having an organic photoconductor made of a polysilane compound, which provides improved electrophotographic properties. It is something.
従来、電子写真感光体で用いる光導電材料として、ポリ
ビニルカルバゾールをはじめとする各種の有機光導電性
ポリマーが提案されてきたが、これらのポリマーは、無
機系光導電材料に比べ成膜性、軽量性等の点で優れてい
るにもかかわらず、今日までその実用化が困難であった
のは、未だ」−分な成膜性が得られておらず、また感度
、耐久性及び環境変化による安定性の点で無機系光Nl
電材料に比べ劣っているためであった。また、米国特許
第4,150,987号明細書等に開示のヒドラゾン化
合物、米国特許第3,837,851号明細書等に記載
のトリアリールピラゾリン化合物、特開昭51−948
28号公報、特開昭51−94829号公報等に記載さ
れている9−スチリルアントラセン化合物等の低分子の
有機光導電体がuXされている。このような低分子の有
機光導電体は、使用するバインダーを適当に選択するこ
とによって、有機光導電性ポリマーの分野で問題となっ
ていた成膜性の欠点を解消できるようになったが、感度
の点で十分なものとはいえない。Conventionally, various organic photoconductive polymers such as polyvinylcarbazole have been proposed as photoconductive materials for use in electrophotographic photoreceptors, but these polymers have poor film formability and light weight compared to inorganic photoconductive materials. Despite its superior properties in terms of properties, it has been difficult to put it into practical use until now because it has not yet achieved sufficient film-forming properties, and due to sensitivity, durability, and environmental changes. In terms of stability, inorganic light Nl
This was because it was inferior to electrical materials. Additionally, hydrazone compounds disclosed in U.S. Pat. No. 4,150,987, etc., triarylpyrazoline compounds disclosed in U.S. Pat. No. 3,837,851, etc., and JP-A-51-948
Low-molecular organic photoconductors such as 9-styrylanthracene compounds described in JP-A No. 28, JP-A-51-94829, etc. are used as uX. By appropriately selecting the binder used, such low-molecular-weight organic photoconductors can overcome the drawbacks of film-forming properties that had been a problem in the field of organic photoconductive polymers. It cannot be said that the sensitivity is sufficient.
近年、これらの問題を解決するためポリシラン化合物の
使用について検討が行われている。In recent years, studies have been conducted on the use of polysilane compounds to solve these problems.
ところで、ポリシランは溶剤不溶のものと報告され〔ザ
・ジャーナル・オブ・アメリカン・ケミカル・ソサエテ
ィー、 」」j、−、2291p p(1924)]、
その後、ポリシランが溶剤可溶性であり、フィルム形成
が容易であることが報告され〔ザ・ジ十−ナル、オフ゛
、アメリカン・セラミック・ソサエティー、■上、50
4pp (1978):i、注目を集めるようになっ
た。By the way, polysilane is reported to be insoluble in solvents [The Journal of the American Chemical Society, 2291p (1924)].
Subsequently, it was reported that polysilane is soluble in solvents and can be easily formed into films [The General, Offical, American Ceramic Society, Volume 1, 50].
4pp (1978): i, began to attract attention.
また、ポリシランは主鎖のσ−結合によって電荷の移動
が可能な光半導体の特性を持ち〔フィジカル・レビュー
、B、よj、28+8pp(1987))、電子写真感
光体・\の応用も期待されるようになった。しかし、こ
のような電子写真感光体への適用のためには、ポリシラ
ン化合物は溶剤可溶性でフィルム形成能があるだけでは
なく、微細な欠陥のないフィルム形成、均質性の高いフ
ィルム形成のできることが必要となる。電子写真感光体
においては微細な欠陥も許されないため、置換基につい
ても構造の明確でフィルム形成に異常を発止させない高
品位のポリシラン化合物を要求されている。In addition, polysilane has the property of a photosemiconductor in which charge can be transferred through the σ-bonds in its main chain [Physical Review, B, Yoj, 28+8pp (1987)], and its application in electrophotographic photoreceptors is also expected. It became so. However, in order to be applied to such electrophotographic photoreceptors, polysilane compounds must not only be soluble in solvents and capable of forming films, but also be capable of forming films without minute defects and with high homogeneity. becomes. Since minute defects are not tolerated in electrophotographic photoreceptors, high-quality polysilane compounds are required that have clear structures for substituents and do not cause abnormalities in film formation.
従来からポリシラン化合物の合成研究は種々の報告があ
るが、電子写真感光体に用いるにはまだ問題点を残して
いる。低分子量のポリシラン化合物では全てのSi基に
有lI基が置換した構造のものが報告されているCザ・
ジャーナル・オブ・アメリカン・ケミカル・ソサエティ
ー(Journal of American Che
mical 5octety)、■±、(11)、38
06pp、(1972)、特公昭61−38033号公
報〕。Although there have been various reports on the synthesis of polysilane compounds, there are still problems with their use in electrophotographic photoreceptors. Among low-molecular-weight polysilane compounds, a structure in which all Si groups are substituted with lI groups has been reported.
Journal of American Chemical Society
mical 5octety), ■±, (11), 38
06pp, (1972), Japanese Patent Publication No. 61-38033].
前者の刊行物に記載のものはジメチルシランの末端基に
メチル基を置換した構造であり、後者の刊行物に記載の
ものはジメチルシランの末端基にアルコキシ基を置換し
た構造であるが、いずれも重合度が2〜6であり、高分
子の特徴を示さない。The structure described in the former publication has a structure in which the terminal group of dimethylsilane is substituted with a methyl group, and the structure described in the latter publication has a structure in which the terminal group of dimethylsilane is substituted with an alkoxy group. Also, the degree of polymerization is 2 to 6, and does not exhibit the characteristics of a polymer.
つまり、低分子量のためにそのままではフィルム形成能
がなく、産業上の利用は難しい。高分子量のポリシラン
化合物で全てのSi基に有I!基を置換した構造のもの
が最近報告されている〔日経ニューマテリアル、8月1
5日号、46ページ(2988))。しかし特殊な反応
中間体を経由するため、合成収率の低下が予想され工業
的な大量生産は困難である6
また、ポリシラン化合物の合成方法がザ・ジャーナル・
オブ・オルガノメタリック・ケミストリ+、198pp
、C27(1980)又はザ・ジ中−すlし・オフ゛・
ポリマー・サイエンス、ポリマー・ケミストリー・エデ
イジョン、Vol、22゜159−170pp (19
84)により報告されている。しかし、報告されている
いずれの合成方法もポリシラン主鎖の縮合反応のみで、
末端基については全く言及はない、そしていずれの合成
方法の場合も未反応のクロル基や副反応による副生物の
生成があり、所望のポリシラン化合物を定常的に得るの
は困難である。In other words, due to its low molecular weight, it does not have film-forming ability as it is, making it difficult to use industrially. A high molecular weight polysilane compound that has I in all Si groups! Structures with substituted groups have recently been reported [Nikkei New Materials, August 1
5th issue, page 46 (2988)). However, because it involves a special reaction intermediate, it is expected that the synthesis yield will decrease, making industrial mass production difficult.6 In addition, the method for synthesizing polysilane compounds was
Of Organometallic Chemistry+, 198pp
, C27 (1980) or The Middle School Office
Polymer Science, Polymer Chemistry Edition, Vol. 22゜159-170pp (19
84). However, all of the reported synthesis methods involve only a condensation reaction of the polysilane main chain;
There is no mention of terminal groups, and in all synthetic methods, unreacted chloro groups and byproducts are produced due to side reactions, making it difficult to consistently obtain the desired polysilane compound.
前記のボリンラン化合物を光導電体として使用する例も
、報告されているが(米国特許第4 、61.8 、5
51号明細書、米国特許第4.772.525号明細書
、特開昭62−269964号公報)、未反応のクロル
基や副反応による副生物の影響が推測される。Examples of using the above-mentioned borinlane compounds as photoconductors have also been reported (U.S. Pat. Nos. 4,61.8, 5).
51, US Pat. No. 4,772,525, and JP-A-62-269964), the influence of unreacted chloro groups and by-products due to side reactions is presumed.
米国特許第4 、6 ]、 8 、551号明細書では
、前記のポリシラン化合物を電子写真感光体として用い
ているが、一般の複写機では表面電位の絶対値が500
〜・5oovで良いのに、異常に高い表面電位−1,O
OOVを用いている。これは通常の電位ではポリシラン
の構造欠陥により電子写真感光体に欠陥を生じ、画像ニ
ーの斑点状の異常現象を消失させるためと考えられる。In U.S. Pat.
~・5oov is fine, but the surface potential is abnormally high -1,0
OOV is used. This is thought to be because, at a normal potential, structural defects in polysilane cause defects in the electrophotographic photoreceptor, which eliminates the spot-like abnormal phenomenon in the image knee.
また、特開昭62−269964号公報では前記のポリ
シラン化合物を用いて電子写真感光体を作製し、光感度
を測定しているが、光感度が遅く、従来知られているセ
レン感光体や有機感光体に比べ何の利点も持たない。In addition, in JP-A-62-269964, an electrophotographic photoreceptor was prepared using the above polysilane compound and its photosensitivity was measured, but the photosensitivity was slow, and conventionally known selenium photoreceptors and organic It has no advantages over photoreceptors.
また、これらポリシランの膜質は可溶性、耐摩耗性に劣
り、電子写真感光体として用いた場合、耐久性が著しく
劣るものであった。Furthermore, the film quality of these polysilanes was poor in solubility and abrasion resistance, and when used as an electrophotographic photoreceptor, the durability was extremely poor.
このような電子材料に利用するためには、まだ数多くの
問題点を残し、産業上に利用できるポリシランを機先導
電体は未だ提供されていないのが実状である。Many problems still remain in using polysilane for such electronic materials, and the reality is that industrially usable polysilane has not yet been provided as a leading electric material.
本発明の目的は、前述の問題点を解決し、電子写真特性
及び耐久性、繰り返し特性に優れた電子写真感光体を提
供することにある。An object of the present invention is to solve the above-mentioned problems and provide an electrophotographic photoreceptor with excellent electrophotographic properties, durability, and repeatability.
本発明の目的は、導電性支持体上に感光層を有する電子
写真感光体において前記感光層を、下記の一般式〔1〕
で表されるポリシラン化合物及び溶解パラメーターδの
値が8.0乃至10.0である高分子樹脂化合物を含有
した層で構成することによって達成される。An object of the present invention is to provide an electrophotographic photoreceptor having a photosensitive layer on a conductive support, in which the photosensitive layer has the following general formula [1].
This is achieved by comprising a layer containing a polysilane compound represented by and a polymer resin compound having a solubility parameter δ of 8.0 to 10.0.
R、Rx
A −−(−Si−チー1−Hi+「−A’ ・・・
(1)R2R4
〔但し、式中、R,は炭素数1又は2のアルキル基、R
1は炭素数3乃至8のアルキル基、シクロアルキル基、
アリール基又はアラルキル基、R5は炭素数1乃至4の
アルキル基、R4は炭素数1乃至4のアルキル基をそれ
ぞれ示す、A、A’ は、それぞれ炭素数4乃至12の
アルキル基、シクロアルキル基、アリール基又はアラル
キル基であり、両者は同しであっても或いは巽なっても
よい。R, Rx A --(-Si-Chi1-Hi+"-A'...
(1) R2R4 [However, in the formula, R is an alkyl group having 1 or 2 carbon atoms, R
1 is an alkyl group having 3 to 8 carbon atoms, a cycloalkyl group,
Aryl group or aralkyl group, R5 is an alkyl group having 1 to 4 carbon atoms, R4 is an alkyl group having 1 to 4 carbon atoms, A and A' are an alkyl group having 4 to 12 carbon atoms, and a cycloalkyl group, respectively. , an aryl group or an aralkyl group, and both may be the same or different.
nとmは、ポリマー中の総モノマーに対するそれぞれの
モノマー数の割合を示すモル比であり、n +rn=
1となり、Q<、1≦1.05m<lである。〕
従来知られているポリシランは、ジクロロシランモノマ
ーからNa触媒を用いてハロゲン脱離を行ってポリマー
を合成することにより得られるものであるため、末端に
はハロゲン残基が残っている。ポリシランの末端がハロ
ゲン基であると感光体中の1荷移動のトラップとなり、
残留電位の原因となる。繰り返し帯電及び露光を行った
際には残留電位が増加し、明部電位が増加してしまい、
耐久性が悪いことが解明された。さらに末端にCZ基が
残っていると、水分等により分解されてHCIガスを発
生し、感光体中では基板の導電部分を腐食するため、導
通不良による画像欠陥が発生ずる。n and m are molar ratios indicating the proportion of the number of each monomer to the total monomers in the polymer, n + rn =
1, and Q<, 1≦1.05m<l. ] Since conventionally known polysilanes are obtained by synthesizing a polymer by removing halogen from a dichlorosilane monomer using an Na catalyst, halogen residues remain at the ends. If the end of polysilane is a halogen group, it becomes a trap for the movement of one charge in the photoreceptor,
Causes residual potential. When repeatedly charged and exposed, the residual potential increases and the bright area potential increases.
It was found that the durability was poor. Furthermore, if a CZ group remains at the end, it is decomposed by moisture or the like and generates HCI gas, which corrodes the conductive portion of the substrate in the photoreceptor, resulting in image defects due to poor conduction.
本発明者らは、ポリシランの末端基をアルキル基、シク
ロアルキル基、アリール基、アラルキル基で遮へいする
ことにより、高感度、高耐久の電子写真感光体を形成で
きることを見出した。この点については次のように考え
られる。即ち、ポリシランの末端基に活性なCZ基が残
存していると、感光体として露光した際に、発生したキ
ャリア電荷がCA基にトラップされ、残留電位が発生す
る。The present inventors have discovered that an electrophotographic photoreceptor with high sensitivity and high durability can be formed by shielding the terminal group of polysilane with an alkyl group, cycloalkyl group, aryl group, or aralkyl group. This point can be considered as follows. That is, if active CZ groups remain in the terminal groups of polysilane, carrier charges generated during exposure as a photoreceptor are trapped in the CA groups, generating a residual potential.
このため、ポリシランの末端基にCl基をなくし、有機
のW、換基で遮へいすることで、感光体中のトラップを
減少させ、露光時の残留電位を著しく減少させることが
できる。また、繰り返し帯電及び露光を行っても電位が
安定である。Therefore, by eliminating the Cl group from the terminal group of polysilane and shielding it with organic W or a substituent group, traps in the photoreceptor can be reduced and the residual potential during exposure can be significantly reduced. Further, the potential is stable even after repeated charging and exposure.
しかし、これらのポリシランの膜は可溶性、耐摩耗性が
不十分であり、現像剤、紙、クリーニング部材との接触
のある電子写真感光体に用いた場合、ポリシラン単独膜
では耐久性が不十分となる。However, these polysilane films have insufficient solubility and abrasion resistance, and when used on electrophotographic photoreceptors that come into contact with developers, paper, and cleaning materials, polysilane films alone have insufficient durability. Become.
そこで鋭意検討の結果、ポリシランの溶解パラメーター
6の値と同様な値の溶解パラメーターを有する高分子樹
脂が、良く前記ポリシランと相溶し、且つ、相溶した膜
を電子写真感光体として用いた場合、優れた電子写真特
性と十分な耐久性を兼ね備えていることを見い出した。Therefore, as a result of intensive studies, it was found that a polymer resin having a solubility parameter similar to the value of solubility parameter 6 of polysilane is well compatible with the polysilane, and when a compatible film is used as an electrophotographic photoreceptor. It was discovered that the material has both excellent electrophotographic properties and sufficient durability.
なお、上記“溶解パラメーターδ”は、原崎勇次著[コ
ーティングの基礎科学」第54頁乃至57頁(1977
年槙書店発行)に記載のF edorsの計算式により
求められる。The above "solubility parameter δ" is based on Yuji Harasaki's Basic Science of Coatings, pp. 54 to 57 (1977).
It is calculated using the F edors calculation formula described in ``Nenmaki Shoten Publishing''.
詳しくは、ポリシランの前記溶解パラメーターδの値は
、8乃至10の範囲に集中するところ、こうしたポリシ
ランは、同様な値を有する高分子樹脂化合物の多くと相
溶し、フィルムを形成することが可能となる。これらの
樹脂は、ポリスチレン、ポリメタクリル酸メチル、ポリ
酢酸L′ニル、ポリカーボネート等で、いずれも溶解パ
ラメーター6の値が8乃至10の範囲のものである。こ
れらの樹脂は場合によっては2種以F混合されても良く
、さらに種類もこれらに限られるものではない。これら
ポリシラン及び特定の溶解パラメーター6の債を有する
樹脂を溶解する溶剤は、1−記溶解バラメーターより、
トルエン、ベンゼン、キシレン等の芳香族系、ジクロロ
メタン、ジクロロエタン、クロロホルム、四塩化炭素等
のハロゲン化炭化水素系、そのテトラヒドロフラン、ジ
オキサン等が用いられる。Specifically, the values of the solubility parameter δ of polysilanes are concentrated in the range of 8 to 10, and these polysilanes are compatible with many polymeric resin compounds having similar values and can form films. becomes. These resins include polystyrene, polymethyl methacrylate, polyL'yl acetate, polycarbonate, etc., all of which have a solubility parameter 6 value in the range of 8 to 10. Two or more types of these resins may be mixed depending on the case, and the types are not limited to these. Solvents that dissolve these polysilanes and resins having a specific solubility parameter of 6 are determined by the following solubility parameters:
Aromatic hydrocarbons such as toluene, benzene, and xylene, halogenated hydrocarbons such as dichloromethane, dichloroethane, chloroform, and carbon tetrachloride, and their tetrahydrofuran and dioxane are used.
本発明の電子写真感光体のj!構成は、積層型感光体又
は単層型感光体のいずれでも良い。j! of the electrophotographic photoreceptor of the present invention. The structure may be either a laminated type photoreceptor or a single layer type photoreceptor.
積層型感光体は、少なくとも電荷発生層と電荷輸送層と
から成る。この場合の電荷発生層は、電荷発生物質を蒸
着するか、あるいは電荷発生物質をバインダー樹脂中に
分散し、得られた分散液を塗布し、乾燥することにより
形成される。該電荷発生物質としては、セレン−テルル
、ピリリウム、チオピリリウム系染料、フタロシアニン
系顔料、アントアントロン顔料、ジベンズピレンキノン
顔料、ビラントロン顔料、トリスアゾ顔料、ジスアゾ顔
料、アゾ顔料、インジゴ顔料、キナクリドン系頭重、非
対称キノシアニン、キノシアニン等を用いることができ
る。The laminated photoreceptor consists of at least a charge generation layer and a charge transport layer. The charge generation layer in this case is formed by vapor depositing a charge generation substance or by dispersing the charge generation substance in a binder resin, applying the resulting dispersion, and drying. The charge generating substances include selenium-tellurium, pyrylium, thiopyrylium dyes, phthalocyanine pigments, anthanthrone pigments, dibenzpyrenequinone pigments, vilanthrone pigments, trisazo pigments, disazo pigments, azo pigments, indigo pigments, quinacridone pigments, Asymmetric quinocyanine, quinocyanine, etc. can be used.
!何発生物質を分散するバインダー樹脂としては、広範
な絶縁性樹脂あるいは有機光導電性ポリマーから選択さ
れるが、ポリビニルブチラール、ポリビニルベンザール
、ボリアリレート、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
リウレタン及びポリシラン化合物等が好ましく、その使
用量は!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。! The binder resin for dispersing the generated substances can be selected from a wide variety of insulating resins or organic photoconductive polymers, including polyvinyl butyral, polyvinylbenzal, polyarylate, polycarbonate, polyester,
Preferred are phenoxy resins, cellulose resins, acrylic resins, polyurethane and polysilane compounds, and how much should they be used? The content in the load-generating layer is 80% by weight or less, preferably 40% by weight or less.
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。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 below.
具体的には、テトラヒドロフラン、1.4−ジオキサン
等のエーテル類、シクロヘキサノン、メチルエチルケト
ン等のケトン類、N、N−ジメチルホルムアミド等のア
ミド類、#酸メチル、酢酸エチル等のエステル類、トル
エン、キシレン、クロはベンゼン等の芳香族類、メタノ
ール、エタノール、2−プロパツール等のアルコール類
、クロロホルム、塩化メチレン、ジクロロエチレン、四
塩化炭素、トリクロルエチレン等の脂肪族ハロゲン化炭
化水素類等挙げられる。Specifically, ethers such as tetrahydrofuran and 1,4-dioxane, ketones such as cyclohexanone and methyl ethyl ketone, amides such as N,N-dimethylformamide, esters such as methyl #acid and ethyl acetate, toluene, and xylene. , chlorine includes aromatics such as benzene, alcohols such as methanol, ethanol, and 2-propanol, and aliphatic halogenated hydrocarbons such as chloroform, methylene chloride, dichloroethylene, carbon tetrachloride, and trichloroethylene.
電荷発生層は、前記の電荷発生物質を0.3〜4倍量の
バインダー樹脂、及び溶剤と共に、ホモジナイザー、超
音波、ボールミル、振動ボールミル、サンドミル、アト
ライター、ロールミル等の方法でよく分散し、塗布−乾
燥されて形成される。その厚みは0.1〜1μ程度であ
る。The charge generation layer is prepared by thoroughly dispersing the above charge generation substance together with 0.3 to 4 times the amount of binder resin and a solvent using a method such as a homogenizer, ultrasonic wave, ball mill, vibrating ball mill, sand mill, attritor, roll mill, etc. Coating-drying and forming. Its thickness is about 0.1 to 1 μm.
塗工は、浸漬コーティング法、スプレーコーティング法
、スピンナーコーティング法、ビードコーティング法、
ワイヤーバーコーティング法、ブレードコーティング法
、ローラーコーティング法、カーテンコーティング法等
のコーティング法を用いて行うことかができる。乾燥は
、室温における指触乾燥後、加熱乾燥する方法が好まし
い。加熱乾燥は、30〜200℃で5分〜2時間の範囲
の時間で静止又は送風下で行うことができる。Coating methods include dip coating, spray coating, spinner coating, bead coating,
This can be carried out using a coating method such as a wire bar coating method, a blade coating method, a roller coating method, or a curtain coating method. For drying, it is preferable to dry to the touch at room temperature and then heat dry. Heat drying can be performed at 30 to 200° C. for a period of 5 minutes to 2 hours, either stationary or with ventilation.
前記電荷輸送層は、上述した特定のポリシラン化合物、
及び溶解パラメーターδΦ値が8゜0乃至10.0であ
る高分子樹脂化合物より成る。使用される該ポリシラン
化合物としては、例えば次にあげるものが挙げられる。The charge transport layer is made of the above-mentioned specific polysilane compound,
and a polymeric resin compound having a solubility parameter δΦ value of 8°0 to 10.0. Examples of the polysilane compound used include the following.
(以下余白)
一薦茫ヱー乞乙化企隻Ω%−
部
「
C,11゜
I3
CHI (012) +。+Si −3−T−(C1(
z)+。鮒。(Left below) Ω%- Part ``C, 11゜I3 CHI (012) +.+Si -3-T-(C1(
z)+. crucian carp.
島
C113(CH2) 5−3iモ、(1□)SCI(3
CI((C1(s) t
CtI (Q(3) z
O12
四 島
I
01、 C)+3
CH3島
曜
C)13 σ3
CI’13 CHx
島
CH:+ (Oh)i
(Jl:+ ((Jz) 3 ″(Siヂ↑纂Siトv
(CH2) sc&+] i
し+3
[2I3
C)13 (C)12) 3
注)二上記構造式中のXとYは、いずれも華蓋体重合華
位を示ず。そしてnは、X/(X十Y)、またmは、Y
/ (X+Y)の計算式によりそれぞれ求められる。Island C113 (CH2) 5-3iMo, (1□) SCI (3
CI((C1(s) t CtI (Q(3) z O12 Four Island I 01, C)+3 CH3 Island You C)13 σ3 CI'13 CHx Island CH:+ (Oh)i (Jl:+ ((Jz ) 3 ″(Siji↑纂Sitov
(CH2) sc&+] i し+3 [2I3 C)13 (C)12) 3 Note) 2.Neither X nor Y in the above structural formula indicates the kaede-polymerization position. And n is X/(X0Y), and m is Y
/ (X+Y), respectively.
また、高分子樹脂化合物としては、ポリスチレン、ポリ
メタクリル酸メチル、ポリ酢酸ビニル、ポリカーボネー
ト等が挙げられる。ポリシラン化合物と高分子樹脂化合
物の混合比率は、ボリノラン比率が20%乃至80%が
好ましい。ポリ・/ラン化合物の比率が20%以下であ
ると電荷輸送機能が不1分となり、80%を越えると耐
廖耗性が不十分となる。さら乙こ好ましいポリシラン化
合物の比率は、40%乃至70%である。Further, examples of the polymer resin compound include polystyrene, polymethyl methacrylate, polyvinyl acetate, polycarbonate, and the like. The mixing ratio of the polysilane compound and the polymer resin compound is preferably such that the borinolane ratio is 20% to 80%. If the ratio of the poly/ran compound is less than 20%, the charge transport function will be insufficient, and if it exceeds 80%, the abrasion resistance will be insufficient. The preferred proportion of the polysilane compound is 40% to 70%.
ポリシラン化合物及び前記高分子樹脂化合物を溶解させ
る溶媒としては、ヘンゼン、トルエン、キシレン、ジク
ロロメタン、ジクロロエタン、クロロホルム、四塩化炭
素、テトラヒドロフラン、ジオキサン等が用いられる。Examples of solvents used to dissolve the polysilane compound and the polymeric resin compound include henzene, toluene, xylene, dichloromethane, dichloroethane, chloroform, carbon tetrachloride, tetrahydrofuran, dioxane, and the like.
得られる液体を使用して電荷輸送層を形成するについて
の塗布方法は、上述の電荷発生層形成の場合と同様の手
段が採用できる。電荷輸送層の膜厚は、好ましくは5
p m乃至35μmである。As a coating method for forming a charge transport layer using the obtained liquid, the same means as in the case of forming the charge generation layer described above can be adopted. The thickness of the charge transport layer is preferably 5
p m to 35 μm.
単層型感光体の場合、前述の電荷発生物質を同じく上述
のポリシラン化合物及び高分子樹脂化合物に分散させ、
得られる分散液を塗布、乾燥して形成される。前記分散
液の各物質の混合比率は、i何発生物質1〜10重量部
に対し、ポリシラン化合物3〜7重量部、高分子樹脂化
合物3〜7重量部が好ましい。単層型感光体は、以下の
ようにして得られる。In the case of a single-layer photoreceptor, the charge generating substance described above is dispersed in the polysilane compound and polymer resin compound described above,
It is formed by applying and drying the resulting dispersion. The mixing ratio of each substance in the dispersion liquid is preferably 3 to 7 parts by weight of the polysilane compound and 3 to 7 parts by weight of the polymer resin compound to 1 to 10 parts by weight of the generated substance. A single-layer photoreceptor can be obtained as follows.
まず、電荷発生物質を有I!溶荊及び高分子樹脂化合物
と共に、ボールミル、サンドミル、アトライター等の分
散機を用いて分散する。First, we need a charge-generating substance! Disperse together with the mollusc and the polymeric resin compound using a dispersing machine such as a ball mill, sand mill, or attritor.
次いで、ポリシラン化合物、及び必要に応して有I!溶
剤を加え、電荷発生物質分散ポリシラン溶液を作成する
。この溶液を基体上乙こ塗布、乾燥し7、単層型感光体
を得る。この場合の膜厚は5μm乃至35μmであるの
が好ましい。Next, a polysilane compound and, if necessary, a polysilane compound! A solvent is added to create a polysilane solution in which a charge generating substance is dispersed. This solution is coated on the substrate and dried (7) to obtain a single layer type photoreceptor. In this case, the film thickness is preferably 5 μm to 35 μm.
本発明において使用す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、チタン、ニッケル、インジウム、金や白金等が用
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、アクリル樹脂等)や、導電性粒子(
例えば、カーボンブランク、銀粒子等)を適当なバイン
ダー樹脂と共にプラスチック又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
た支持体等を用いるこきができる。Examples of the conductive support used in the present invention include aluminum, aluminum alloy, copper, zinc, stainless steel, titanium, nickel, indium, gold, and platinum. In addition, plastics (e.g., polyethylene, polypropylene, polyvinyl chloride, polyethylene terephthalate, acrylic resin, etc.) coated with these metals or alloys by vacuum deposition, and conductive particles (
For example, a support made of carbon blank, silver particles, etc.) coated on a plastic or metal substrate together with a suitable binder resin, or a support made of plastic or paper impregnated with conductive particles can be used.
本発明の電子写真感光体においては、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層を
設けることもできる。In the electrophotographic photoreceptor of the present invention, a subbing layer having barrier and adhesive functions may be provided between the conductive support and the photosensitive layer.
下引層はカゼイン、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6102共重合少イロン、アルコキシメチル化ナイ
ロン等)、ポリウレタン、酸化アルミニウム等によって
形成できる。The undercoat layer can be formed of casein, polyvinyl alcohol, nitrocellulose, polyamide (nylon 6, nylon 66, nylon 6102 copolymerized low iron, alkoxymethylated nylon, etc.), polyurethane, aluminum oxide, and the like.
下引層の膜厚は5μm以下、好ましくは0.1〜3μm
が適当である。The thickness of the subbing layer is 5 μm or less, preferably 0.1 to 3 μm.
is appropriate.
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、レーザービームプリンター、CRTプリンタ
ー、LEDプリンター、液晶ブリンター、レーザー製版
等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 in electrophotographic copying machines, but also in a wide range of electrophotographic applications such as laser beam printers, CRT printers, LED printers, liquid crystal printers, and laser plate making.
〔実施例]
以下、実施例及び比較例に従って本発明をさらに詳しく
説明する。[Examples] Hereinafter, the present invention will be explained in more detail according to Examples and Comparative Examples.
」」−1−
アルミニウム基板を用意した。次に、クロロアルミニウ
ムフタロシアニンをI O重f部(1M下、部)、ポリ
ビニルブチラール5部をMEK90部に加え、ボールミ
ルで2時間分散し、ワイヤーバーでアルミニウム基板上
に塗布し、乾燥後、200■/ m ”の電荷発生層を
設けた。""-1- An aluminum substrate was prepared. Next, chloroaluminum phthalocyanine was added to IO heavy part (1M lower part) and 5 parts of polyvinyl butyral were added to 90 parts of MEK, dispersed in a ball mill for 2 hours, coated on an aluminum substrate with a wire bar, and after drying, A charge generation layer of 1/m'' was provided.
次に下記の構造式(A)を有し、数平均分子量2300
0のポリシラン化合物5部及び数平均分子量が9800
0であって熔解パラメーターδの値が9.37であるポ
リスチレン(溶解パラメーターδの値:9.O)5部を
トルエン(溶解パラメーターδの値:8.9)に溶解し
、得られた液体を前記電荷発生層上にワイヤーバーで塗
布し、乾燥して膜厚18μmのポリシラン含有層を形成
して感光体隘1を得た。Next, it has the following structural formula (A) and has a number average molecular weight of 2300.
5 parts of a polysilane compound with a number average molecular weight of 9800
0 and the value of the solubility parameter δ is 9.37 (value of the solubility parameter δ: 9.0), 5 parts of polystyrene (value of the solubility parameter δ: 9.0) is dissolved in toluene (value of the solubility parameter δ: 8.9), and the obtained liquid was applied onto the charge generation layer using a wire bar and dried to form a polysilane-containing layer having a thickness of 18 μm, thereby obtaining photoreceptor body 1.
CI’+3
□
Ctlz(CHz)5 刊−5lすr(C)12)5C
)13 =−(A)□
この電子写真感光体を川口電機■製、静電複写紙試験装
置Model 5P−428を用いてスタチック方式で
−5に、Vでコロナ帯電し、暗所で1秒間保持した後、
照度2.5ルツクスで露光し、帯電特性を調べた。さら
に強露光(照度20ルツクス・秒)後の残留電位を調べ
た。CI'+3 □ Ctlz (CHz) 5 edition -5l sr (C) 12) 5C
)13 =-(A) □ This electrophotographic photoreceptor was statically charged to -5 using an electrostatic copying paper tester Model 5P-428 manufactured by Kawaguchi Denki ■, and corona charged with V, and then charged in the dark for 1 second. After holding
It was exposed to light at an illuminance of 2.5 lux and its charging characteristics were examined. Furthermore, the residual potential after strong exposure (illuminance: 20 lux·sec) was examined.
帯電特性としては、表面電位(Vo )と1秒間暗減衰
させた時の電位(Vl )を1/2に減衰するに必要な
露光量(El/2>を測定した。また、残留電位VSL
を測定した。As for the charging characteristics, the surface potential (Vo) and the exposure amount (El/2> required to attenuate the potential (Vl) after 1 second of dark decay to 1/2) were measured.Also, the residual potential VSL
was measured.
さらに、前記感光体をキャノン■製PPC複写機NIP
−3825の感光ドラム用ソリンダーに貼り付けて、同
機で1万枚複写を行い、1万枚複写後、5P428で残
留電位VStの変動を測定した。Furthermore, the photoreceptor was used in a PPC copier NIP manufactured by Canon.
-3825 photosensitive drum solinder, 10,000 copies were made using the same machine, and after 10,000 copies were made, the fluctuation of the residual potential VSt was measured using 5P428.
これらの結果を表1に示した。These results are shown in Table 1.
また、初期の膜厚及び1万枚複写後の膜厚も表1に示し
た。Table 1 also shows the initial film thickness and the film thickness after copying 10,000 sheets.
几1N壓上
ボIJシラン含有層中にポリスチレンを含まないこと以
外は、実施例1と全く同様な感光体を作成し比較感光体
荀1とした。A photoreceptor was prepared that was completely the same as in Example 1, and was designated as Comparative Photoreceptor 1, except that the IJ silane-containing layer did not contain polystyrene.
また、実施例1と同様な評価を行い、結果を表1に示し
た。Further, the same evaluation as in Example 1 was performed, and the results are shown in Table 1.
天薯1日−二↓
基体としてφ80のアルミニウムシリンダーを用意した
。下引層としで、ポリアミド樹脂(6−66−61,0
−12,四元ナイロン共重合体)1部及び8ナイロン樹
脂(メトキシメチル化6ナイロン)3部を、メタノール
50部とブタノール40部から成る溶剤に溶解させて塗
工液を得、浸漬塗布方法で乾燥後0.5μmの下引層を
基体」−に形成した。1 day - 2 ↓ An aluminum cylinder of φ80 was prepared as a base. As an undercoat layer, polyamide resin (6-66-61,0
-1 part of 12, quaternary nylon copolymer) and 3 parts of 8 nylon resin (methoxymethylated 6 nylon) are dissolved in a solvent consisting of 50 parts of methanol and 40 parts of butanol to obtain a coating solution, and a dip coating method is used. After drying, a 0.5 μm subbing layer was formed on the substrate.
次に、下記の構造式(B)を有するジスアゾ顔料10部
、
C/ ci
及びポリビニルブチラール5部をシクロヘキサノン10
0部に加えボールミルで2時間分散し、メチルエチルケ
トンと適宜希釈しi55部生層塗布液とし、下引層上に
浸漬塗布方法で乾燥後膜厚180■/ m ”になるよ
うに塗布し、電荷発生層を形成した。Next, 10 parts of a disazo pigment having the following structural formula (B), C/ci and 5 parts of polyvinyl butyral were mixed with 10 parts of cyclohexanone.
0 parts, dispersed in a ball mill for 2 hours, diluted appropriately with methyl ethyl ketone to obtain i55 raw layer coating solution, coated on the undercoat layer by dip coating method to a film thickness of 180 cm/m'' after drying, and charged. A generation layer was formed.
次に、下記の構造式(C)を有し、数平均分子量が28
000であるポリシラン化合物(f4解パラメーター6
の値:9.37)4部、
及びポリメタクリル酸メチル(数平均分子量98000
、熔解パラメーター6の値1.3)1部、4部、16部
のそれぞれを[・ルエンに溶解させ、同溶剤で適宜粍釈
し、塗布液として浸漬塗布方法で電荷発生層上に塗布し
、乾燥後膜厚18μmのポリシラン含有層を形成し、感
光体を得た。Next, it has the following structural formula (C) and has a number average molecular weight of 28
000 (f4 solution parameter 6
value: 9.37) 4 parts, and polymethyl methacrylate (number average molecular weight 98,000
, melting parameter 6 value 1.3) 1 part, 4 parts, and 16 parts, respectively, were dissolved in luene, diluted with the same solvent as appropriate, and applied as a coating solution onto the charge generation layer by dip coating. After drying, a polysilane-containing layer having a thickness of 18 μm was formed to obtain a photoreceptor.
得られた感光体は、ポリメタクリル酸メチル1部、4部
、16部のものであり、これらの感光体を感光体隘29
階33階4とした。The photoreceptors obtained contained 1 part, 4 parts, and 16 parts of polymethyl methacrylate.
The floor was set at 33rd floor and 4th floor.
得られた陽2〜4の感光体のそれぞれを、キャノン■製
複写機N’ P 3825に蒸着し、暗部電位(Vd)
650Vに設定した時の明部電位(Ve)が150vに
なるのに必要な露光量(ρux−sec)を求めた(E
Δ500V)、また、実際の複写を1万枚実施し、その
時のV、、V、の変化も求めた。さらに初期の膜厚及び
1万枚複写後の膜厚の変化も求め、これらを表2に示し
た。Each of the obtained positive photoreceptors 2 to 4 was deposited on a Canon ■ copier N'P 3825, and the dark potential (Vd) was
The exposure amount (ρux-sec) required for the bright area potential (Ve) to become 150 V when set to 650 V was calculated (E
Δ500V), 10,000 copies were actually copied, and changes in V, , V, at that time were also determined. Furthermore, changes in the initial film thickness and the film thickness after copying 10,000 sheets were also determined, and these are shown in Table 2.
ル較別−1−ヱJ
ポリシラン含有層中のポリメタクリル酸メチルの混合部
数をそれぞれ0部、0,5部、20部とした以外は、実
施例2〜5と同様にして感光体を作成し、それぞれ順に
比較感光体階2. NQ3.階4とした。Comparison-1-EJ Photoreceptors were prepared in the same manner as in Examples 2 to 5, except that the mixed numbers of polymethyl methacrylate in the polysilane-containing layer were 0 parts, 0.5 parts, and 20 parts, respectively. Then, compare photoreceptor levels 2 and 2 in order. NQ3. It was set as floor 4.
これらの比較感光体のそれぞれについて、実施例2〜4
の場合と同様にして評価し、結果を表2に示した。Examples 2-4 for each of these comparative photoreceptors
The evaluation was carried out in the same manner as in the case of , and the results are shown in Table 2.
大庭貝jニー1
電荷発生層までは実施例2〜4の場合と同様にして行い
、その後は、下記構造式(D)を有し、数平均分子量が
18000であるポリシラン化合物(溶解パラメーター
δの稙+8.3)を4部、及びビスフェノールZ型ポリ
カーボネート (数平均分子122000.溶解パラメ
ーターδの稙:8.2)1部、4部、16部のそれぞれ
を、トルエン/ジクロロメタン、1部1混合比の溶剤に
溶解させ、同溶剤で適宜希釈し、塗布液として浸漬塗布
方法で電荷発生層上に塗布し、乾燥後膜厚25μmのポ
リシラン含有層を形成し、感光体を得た。The charge generation layer was formed in the same manner as in Examples 2 to 4, and then a polysilane compound having the following structural formula (D) and a number average molecular weight of 18,000 (with a solubility parameter δ) was used. Mix 1 part, 4 parts, and 16 parts of bisphenol Z-type polycarbonate (number average molecule 122000. Solubility parameter δ value: 8.2) with 1 part of toluene/dichloromethane. The mixture was dissolved in a solvent of 100% and diluted appropriately with the same solvent, and coated as a coating solution on the charge generation layer by a dip coating method, and after drying, a polysilane-containing layer having a thickness of 25 μm was formed to obtain a photoreceptor.
得られた感光体はポリカーボネート1部、4部、16部
のものであり、これらの感光体を感光体隘5、陽6、M
7とした。これら感光体について実施例2〜4の場合と
同様にして評価し、その結果を表2に示した。The photoreceptors obtained were made of 1 part, 4 parts, and 16 parts of polycarbonate.
It was set at 7. These photoreceptors were evaluated in the same manner as in Examples 2 to 4, and the results are shown in Table 2.
ル較貝−し二I
ボリンラン含有層中、ポリカーボネートの混合部数がそ
れぞれ0部、0.5部、20部とした以外は、実施例5
〜7と同様にして感光体を得、それぞれ順に比較感光体
阻5、磁6、階7とした。Example 5 except that the mixed numbers of polycarbonate in the borinlan-containing layer were 0 parts, 0.5 parts, and 20 parts, respectively.
Photoreceptors were obtained in the same manner as in steps 7 to 7, and comparative photoreceptors 5, 6, and 7 were used as comparative photoreceptors, respectively.
これらの感光体について、実施例2〜4と同様にして評
価し、その結果を表2に示した。These photoreceptors were evaluated in the same manner as in Examples 2 to 4, and the results are shown in Table 2.
実薇貫1− 下引層までは実施例2〜4と同様Oこして行った。Mibaranuki 1- The process up to the subbing layer was carried out in the same manner as in Examples 2 to 4.
次に、下記構造式(E)を有するジスアゾ顔料2部、ポ
リ酢酸ビニル(数平均分子量3(1000,熔解パラメ
ーターδの値:9.4)5部をトルエン70部に加え、
ボールミルで4時間分散し、この分散液に実施例1で用
いたのと同しボリンラン化合物5部を加え塗布液とし、
浸tlAWlr布方法で下引屡上に乾燥後膜w−20μ
mの感光層を形成し感光体とした。この感光体をキャノ
ン製複写機NP−3825ニ装着し、V、−65(lv
の時、■、が−1,50Vとなるようにした時の露光蓋
を測定しまたところ、3.5ffux−seeであり、
1万枚複写後の電位の変動はなく、優れた特性を示した
6ル1九ト二1
感光層中のポリシラン化合物の量を、1部、17部と変
化させた以外は、実施例8と同様にし7て感光体を作成
し、実施例8と同様の評価をした。Next, 2 parts of a disazo pigment having the following structural formula (E) and 5 parts of polyvinyl acetate (number average molecular weight 3 (1000, value of melting parameter δ: 9.4) were added to 70 parts of toluene,
Dispersion was carried out in a ball mill for 4 hours, and 5 parts of the same borinlan compound used in Example 1 was added to this dispersion to prepare a coating solution.
Dry the film w-20μ on the underlayer by soaking tlAWlr cloth method.
A photoreceptor was prepared by forming a photosensitive layer of m. This photoreceptor was attached to a Canon copier NP-3825, and the V, -65 (lv)
When , the exposure lid was measured with -1.50V, and it was 3.5ffux-see.
There was no change in potential after copying 10,000 sheets, and excellent properties were exhibited.Example 8 except that the amount of polysilane compound in the photosensitive layer was changed to 1 part and 17 parts. A photoreceptor was prepared in the same manner as in Example 8, and evaluated in the same manner as in Example 8.
その結果、ポリシラン化合物1部のものは、1万枚複写
後の■、が一280Vと変動して、画像−」二の地力ブ
リとなっていた。As a result, in the case of one part of polysilane compound, after 10,000 sheets were copied, the value of ■ varied to 1,280 V, resulting in a poor image quality of 2.
また、ポリシラン化合物17部のものは5千枚の複写で
感光層の削れにより複写不能となった。Further, when the polysilane compound was used in an amount of 17 parts, the photosensitive layer was scratched and copying became impossible after 5,000 copies were made.
[発明の効果の概略]
実施例及び比較例から明らかなように、単独で感光層に
用いた場合、優れた電子写真特性を示すポリシラン化合
物であるが、実際の複写機に装着した場合、機械強度不
足により、耐久性が劣る。[Summary of the effects of the invention] As is clear from the Examples and Comparative Examples, the polysilane compound exhibits excellent electrophotographic properties when used alone in the photosensitive layer, but when installed in an actual copying machine, the mechanical Durability is poor due to lack of strength.
しかし、本発明によれば、電子写真特性を損なうことな
く十分な機械強度をポリシラン含有感光体に付与するこ
とが可能である。これは、溶解パラメーター(SPY)
がポリシラン化合物のものに極めて近い値を有する高分
子樹脂化合物を相溶けせとめることにより可能となる。However, according to the present invention, it is possible to impart sufficient mechanical strength to a polysilane-containing photoreceptor without impairing electrophotographic properties. This is the solubility parameter (SPY)
This becomes possible by making a polymeric resin compound having a value extremely close to that of a polysilane compound compatible with each other.
Claims (1)
において感光層が下記の一般式〔 I 〕で表されるポリ
シラン化合物及び溶解パラメーターδの値が8.0乃至
10.0である高分子樹脂化合物を含有することを特徴
とする電子写真感光体。 ▲数式、化学式、表等があります▼・・・〔 I 〕 〔但し、式中、R_1は炭素数1又は2のアルキル基、
R_2は炭素数3乃至8のアルキル基、シクロアルキル
基、アリール基又はアラルキル基、R_3は炭素数1乃
至4のアルキル基、R_4は炭素数1乃至4のアルキル
基をそれぞれ示す、 A、A′は、それぞれ炭素数4乃
至12のアルキル基、シクロアルキル基、アリール基又
はアラルキル基であり、両者は同じであっても或いは異
なってもよい。nとmは、ポリマー中の総モノマーに対
するそれぞれのモノマー数の割合を示すモル比であり、
n+m=1となり、0<n≦1、0≦m<1である。〕 (2) 前記溶解パラメーターδの値が8.0乃至10
.0である高分子樹脂化合物がポリスチレン又はポリメ
タクリル酸メチル又はポリ酢酸ビニル又はポリカーボネ
ートのうち1種乃至2種以上の混合系であることを特徴
とした請求項(1)記載の電子写真感光体。(3)感光
層が積層型であって、ポリシラン含有層中のポリシラン
比率が20乃至80%である請求項(1)記載の電子写
真感光体。 (4)感光層が単層型であってポリシラン含有層中のポ
リシラン比率が15乃至70%である請求項(1)記載
の電子写真感光体。[Scope of Claims] (1) In an electrophotographic photoreceptor having a photosensitive layer on a conductive support, the photosensitive layer is a polysilane compound represented by the following general formula [I] and has a solubility parameter δ of 8.0. An electrophotographic photoreceptor comprising a polymer resin compound having a molecular weight of 10.0 to 10.0. ▲There are mathematical formulas, chemical formulas, tables, etc.▼... [I] [However, in the formula, R_1 is an alkyl group with 1 or 2 carbon atoms,
R_2 represents an alkyl group having 3 to 8 carbon atoms, a cycloalkyl group, an aryl group, or an aralkyl group, R_3 represents an alkyl group having 1 to 4 carbon atoms, and R_4 represents an alkyl group having 1 to 4 carbon atoms, A, A' are an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group each having 4 to 12 carbon atoms, and they may be the same or different. n and m are molar ratios indicating the proportion of each monomer number to the total monomers in the polymer,
n+m=1, 0<n≦1, 0≦m<1. ] (2) The value of the solubility parameter δ is 8.0 to 10.
.. 2. The electrophotographic photoreceptor according to claim 1, wherein the polymeric resin compound having 0.0 is a mixture of one or more of polystyrene, polymethyl methacrylate, polyvinyl acetate, or polycarbonate. (3) The electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer is of a laminated type, and the polysilane ratio in the polysilane-containing layer is 20 to 80%. (4) The electrophotographic photoreceptor according to claim 1, wherein the photosensitive layer is a single layer type, and the polysilane ratio in the polysilane-containing layer is 15 to 70%.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2306118A JP3010063B2 (en) | 1990-11-14 | 1990-11-14 | Electrophotographic photoreceptor having photosensitive layer containing polysilane compound |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2306118A JP3010063B2 (en) | 1990-11-14 | 1990-11-14 | Electrophotographic photoreceptor having photosensitive layer containing polysilane compound |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04178652A true JPH04178652A (en) | 1992-06-25 |
JP3010063B2 JP3010063B2 (en) | 2000-02-14 |
Family
ID=17953266
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2306118A Expired - Fee Related JP3010063B2 (en) | 1990-11-14 | 1990-11-14 | Electrophotographic photoreceptor having photosensitive layer containing polysilane compound |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3010063B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7358016B2 (en) | 2002-07-23 | 2008-04-15 | Osaka Gas Co., Ltd. | Electrophotographic photoreceptor and electrophoto-graphic apparatus equipped with the same |
-
1990
- 1990-11-14 JP JP2306118A patent/JP3010063B2/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7358016B2 (en) | 2002-07-23 | 2008-04-15 | Osaka Gas Co., Ltd. | Electrophotographic photoreceptor and electrophoto-graphic apparatus equipped with the same |
Also Published As
Publication number | Publication date |
---|---|
JP3010063B2 (en) | 2000-02-14 |
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