JPH0549218B2 - - Google Patents
Info
- Publication number
- JPH0549218B2 JPH0549218B2 JP62032878A JP3287887A JPH0549218B2 JP H0549218 B2 JPH0549218 B2 JP H0549218B2 JP 62032878 A JP62032878 A JP 62032878A JP 3287887 A JP3287887 A JP 3287887A JP H0549218 B2 JPH0549218 B2 JP H0549218B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- weight
- resin
- photoreceptor
- acrylic
- 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.)
- Expired - Fee Related
Links
- 108091008695 photoreceptors Proteins 0.000 claims description 35
- 239000011347 resin Substances 0.000 claims description 29
- 229920005989 resin Polymers 0.000 claims description 29
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 24
- 239000011230 binding agent Substances 0.000 claims description 22
- 239000000049 pigment Substances 0.000 claims description 21
- 239000011787 zinc oxide Substances 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 125000003700 epoxy group Chemical group 0.000 claims description 7
- 150000007524 organic acids Chemical class 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 235000013985 cinnamic acid Nutrition 0.000 claims description 3
- 229930016911 cinnamic acid Natural products 0.000 claims description 3
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 3
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 3
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 125000005396 acrylic acid ester group Chemical group 0.000 claims 1
- -1 acrylic ester Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000004925 Acrylic resin Substances 0.000 description 6
- 229920000178 Acrylic resin Polymers 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-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
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 238000007645 offset printing Methods 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- WROUWQQRXUBECT-UHFFFAOYSA-M 2-ethylacrylate Chemical compound CCC(=C)C([O-])=O WROUWQQRXUBECT-UHFFFAOYSA-M 0.000 description 1
- OALHHIHQOFIMEF-UHFFFAOYSA-N 3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthene]-3-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 OALHHIHQOFIMEF-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 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
- 239000004593 Epoxy Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 230000036211 photosensitivity Effects 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
- 239000002985 plastic film Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000013441 quality evaluation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/05—Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
- G03G5/0528—Macromolecular bonding materials
- G03G5/0532—Macromolecular bonding materials obtained by reactions only involving carbon-to-carbon unsatured bonds
- G03G5/0546—Polymers comprising at least one carboxyl radical, e.g. polyacrylic acid, polycrotonic acid, polymaleic acid; Derivatives thereof, e.g. their esters, salts, anhydrides, nitriles, amides
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Description
〔産業上の利用分野〕
本発明は、複写機やプリンター等に用いる電子
写真感光体に関するものである。
〔従来の技術〕
従来から電子写真感光体には、セレンやアモル
フアスシリコン、硫化カドミウム／樹脂系など多
くの種類があるが、導電性基板上に光導電性顔料
と樹脂バインダーを含む感光層を有する電子写真
感光体は、塗布で製造できるため、低コスト化の
可能性があり、広く用いられている。
このような電子写真感光体の感光層に適用され
る樹脂バインダーとしては、材料の入手が容易に
なつたこと、共重合が容易であるために比較的容
易に用途に合つた樹脂が得られること、等のため
に、アクリル樹脂が多く用いられている。本発明
の電子写真感光体の感光層を構成する樹脂バイン
ダーもアクリル樹脂に属する。アクリル樹脂は、
メチルメタクリレートやエチルメタクリレートや
スチレン等の硬質成分と、ｎ−ブチルアクリレー
ト、イソブチルアクリレート、２−エチルヘキシ
ルアクリレート、ｎ−オクチルメタクリレート等
の軟質成分の共重合が一般に使用されている。硬
質成分は機械的強度および帯電電位向上を司る
が、反面、残留電位が高くなり、カール性が高く
なり、接着性が低下する傾向がある。また、軟質
成分は柔軟性および光感度・残留電位等の向上に
寄与するが反面、感光体の機械的強度が悪化する
傾向がある。そのため、アクリル樹脂を感光層の
樹脂バインダーとする電子写真感光体において
は、くり返し特性、感度、残留電位、帯電電位等
のバランスのよい感光体は、機械的強度が劣つて
いる傾向があつた。特に光導電性顔料が酸化亜鉛
の場合、酸化亜鉛含有量が60％以上であることが
普通であることからこすれなどに弱く、地汚れや
ベタ濃度不良になりやすかつた。特にオフセツト
印刷版用の感光体は感脂性を要求されることから
軟質成分が多いため、この傾向は強かつた。この
欠点を解決すべく、特公昭55−6217号公報や特開
昭59−40654号公報では酸化亜鉛の微粒子の他に
30〜50μmの径の酸化亜鉛の大粒子、あるいはあ
る種の樹脂で被覆した酸化亜鉛粒子を混入させて
感光体表面に突起を設け、突起物に選択的に摩擦
抵抗がかかるようにし、感光層自体の摩耗を防止
し、地汚れや画像流れを防止した感光体が提案さ
れている。しかし、この方法では、感光層表面に
数10〜100μmの大きな突起が存在するため、
50μmあるいはその以下の微細なパターンの再現
は不可能であつた。
さらに特開昭58−127932号公報ではバインダー
樹脂を光硬化型にし、塗布後光照射し、表面の機
械的強度を向上させた感光体が開示されている。
しかし、光導電性顔料は一般にバインダー樹脂を
硬化させる光を吸収するため、感光層全体を硬化
させるためには、強力な光源が必要で、工程が増
えるだけでなく、感光層表面のみが硬化し、内部
が未硬化になる傾向があり、十分な機械的強度が
得にくかつた。また未硬化部が残つた場合、経時
的安定性も問題であつた。
また特開昭54−147838号公報では（メタ）アク
リル系樹脂とエポキシ樹脂をブレンドして樹脂バ
インダーとした感光体が開示されている。しかし
これはブレンドであるため光導電性顔料および各
樹脂相互の相溶性により選択の幅が狭かつた。ま
た、光導電性顔料としてフタロシアニン顔料を単
体で使用する場合のように樹脂の含有量が多い場
合には特に問題はないが、酸化亜鉛等を使用する
場合のように光導電性顔料が60wt％以上含まれ
る場合には、硬化する樹脂の成分がブレンドによ
り制限されるため、機械的強度は不充分であつ
た。
〔発明の目的〕
本発明者らは、以上のような欠点を解消すべく
電子写真感光体の組成に着目し鋭意研究を重ねた
結果、本発明に至つたものである。
本発明の目的は、機械的強度が高く、かつ良好
な画像を得ることのできる電子写真感光体を供給
することである。
〔発明の概要〕
すなわち本発明は、導電性支持体上に少なくと
も光導電性顔料およびバインダー樹脂を成分とす
る感光層を有する電子写真感光体において、感光
層は光導電性顔料を60〜90重量％含み、かつ、バ
インダー樹脂として、(a)メタクリル酸エステル：
20〜70重量％と、(b)アクリル酸エステル：30〜70
重量％と、(c)メタクリル酸、アクリル酸、イタコ
ン酸、クロトン酸、ケイ皮酸、マレイン酸からな
る群から選択されるラジカル重合可能な有機酸：
１〜20重量％と、(d)エポキシ基を有する（メタ）
アクリル酸エステル：１〜20重量％の少なくとも
４種類のモノマーによる共重合体を10〜40重量％
含むことを特徴とする電子写真感光体である。
〔発明の詳述〕
以下本発明を詳細に説明する。
本発明に用いられる導電性支持体としては、ア
ルミニウム、真ちゆう、銅、ステンレスのような
金属板あるいは金属シート、プラスチツクシート
の上にアルミニウム、クロム、パラジウム、金属
酸化物などを真空蒸着したもの、プラスチツク
板、紙などに導電処理したもの、および金属酸化
物の板あるいはシートなどが使用できる。
光導電性顔料としては酸化亜鉛、硫化亜鉛、酸
化チタン、硫化カドミウム、銅フタロシアニンに
代表されるフタロシアニン類、各種ビスアゾ顔料
等の単独あるいは組合わせたものが適用される。
光導電性顔料の感光層中の含有率は60〜90重量％
である。また色素により分光増感された光導電性
顔料も使用できる。
一方、樹脂バインダーとしては、メタクリル酸
エステル、アクリル酸エステル、ラジカル重合可
能な有機酸およびエポキシ基を含有する（メタ）
アクリル酸エステルを少なくとも含む共重合体を
用いる。
メタクリル酸エステルとしてはメタクリル酸メ
チル、メタクリル酸エチル、メタクリル酸−ｎ−
プロピル、メタクリル酸−ｉ−プロピル、メタク
リル酸−ｎ−ブチル、メタクリル酸−ｔ−ブチル
等が適用できるが、特に電荷の保持力が優れてい
るため、メタクリル酸メチル、メタクリル酸エチ
ルが好ましい。これらのメタクリル酸エステルは
単独あるいは組合せて用いるが、含有量は多すぎ
るともろくなり、少なすぎると、機械的強度が劣
化するため、20wt％〜70wt％が好ましい。
アクリル酸エステルとしては、アクリル酸メチ
ル、アクリル酸エチル、アクリル酸−ｎ−プロピ
ル、アクリル酸−ｉ−プロピル、アクリル酸−ｎ
−ブチル、アクリル酸−ｉ−ブチル、アクリル酸
−ｔ−ブチル、アクリル酸ペンチル、アクリル酸
−２−エチルヘキシル等が例示されるが、アクリ
ル酸メチル、アクリル酸−ｎ−ブチル、アクリル
酸−２−エチルヘキシル基板との接着が優れ、ま
た適度な柔軟性を示すために好ましい。特にアク
リル酸メチル、アクリル酸−ｎ−ブチルは、電子
写真特性が優れているだけでなく、湿式現像適性
が優れているため好ましい。これらのアクリル酸
エステルも単独あるいは組合せて用いるが、含有
量は多すぎると機械的強度が不足し、少なすぎる
と柔軟性が不足するため、30〜70wt％が好まし
い。
ラジカル重合可能な有機酸としては、メタクリ
ル酸、アクリル酸、イタコン酸、クロトン酸、ケ
イ皮酸、マレイン酸等が例示できる。含有量とし
ては多すぎると暗抵抗が低下し帯電しにくくな
り、少なすぎると効果がないため、１〜20wt％
が適用されるが、好ましくは２〜10wt％である。
エポキシ基を有する（メタ）アクリル酸エステ
ルとしては、（メタ）アクリル酸グリシジル（メ
タ）アクリル酸エポキシステアリル、（メタ）ア
クリル酸（３、４エポキシシクロヘキシル）エチ
ル、（メタ）アクリル酸グリシドキシ等が挙げら
れる。含有量は１〜20wt％が適用されるが、好
ましくは２〜10wt％である。多すぎると塗液の
安定性が劣り少なすぎると効果がないからであ
る。
この樹脂バインダーを作製するには、該当する
モノマーをアゾビスイソブチルニトリルや過酸化
ベンゾイル等の開始剤の存在下で芳香族炭化水
素、ケトン、エステル等の有機溶剤を用いて溶液
重合すればよい。またけん濁重合、や無溶媒での
重合も可能である。
また本発明の感光体の製造方法は、光導電性顔
料、バインダー樹脂、溶剤等をボールミル、ペイ
ントシエーカー、超音波ホモジナイザー、サンド
ミル等で分散し、導電性基板上に、アプリケータ
ー、スプレーコーター、バーコーター、デイツプ
コーター、ドクターブレード等により塗布し乾燥
する方法が適している。この際乾燥には、100℃
以の熱風で40秒以上加熱することが好ましい。
組成としては特に制限はないが、感光層の固形
分として光導電性顔料が10〜90wt、％バインダ
ー樹脂が８〜80wt％が好ましい。
また、本発明の電子写真感光体をエレクトロフ
アツクス用として使用する場合には、光導電性顔
料として酸化亜鉛を少なくとも含有することが印
刷適性の面から好ましく、この場合の光導電性顔
料の含有量は60〜wt％〜90wt％が必要である。
このようにして得られた電子写真感光体を用い
て画像を形成せしめるには、通常の電子写真方式
によつて行うことができる。すなわち暗所におい
て電子写真感光体の表面をコロナ放電により一様
に帯電した後、像露光して静電潜像をつくり、つ
いで、湿式現像剤もしくは乾式現像剤で現像し、
帯電部にトナーを付着させ必要に応じて転写、あ
るいは定着を行う。
〔作用〕
本発明は樹脂バインダーとして、電子写真特性
のバランスのとれたメタクリル酸エステルおよび
アクリル酸エステルを用いさらに反応性のエポキ
シ基を有する（メタ）アクリル酸エステルおよび
ラジカル重合可能な有機酸を共重合させた樹脂を
用いることが特徴である。すなわち、単に電子写
真特性のバランスのとれたメタクリル酸エステル
およびアクリル酸エステルの共重合体では熱可塑
性であり巻圧や積重ねで長時間放置すると塑性変
形し、地汚れの原因になつていたが、本発明では
反応性基の存在のために感光体作製時の乾燥程度
の加熱で硬化し、それ以降の熱や圧力に対しては
変形しない。さらにエポキシ基を有する（メタ）
アクリル酸エステルおよびラジカル重合可能な有
機酸は、電子写真特性に悪影響をもたらすもので
はなく画質にも悪影響をもたらさない。また複数
の樹脂のブレンドではなく共重合体単体であるた
め、相溶性を心配する必要がなく、安定して顔料
分散系が得られる。さらにエポキシの架橋反応は
開環反応であるため体積の収縮がなく、架橋によ
るカールやひび割れがない。また適度の極性成分
の存在により顔料の分散性が良好となる。また表
面の凹凸ではなく、バインダー樹脂自体の硬度に
よる機械的強度の向上であるため、細線の再現性
が一段と向上し、再現画像の画質は良好である。
〔実施例〕
以下実施例により本発明を詳細に説明する。
（実施例 １）
表１の配合比で混合し、反応開始剤として
AIBN（アゾビスイソブチルニトリル）を用い、
加熱重合させ、樹脂バインダーを作製した。
[Industrial Application Field] The present invention relates to an electrophotographic photoreceptor used in copying machines, printers, and the like. [Prior Art] There have been many types of electrophotographic photoreceptors, including selenium, amorphous silicon, and cadmium sulfide/resin systems. The electrophotographic photoreceptor having the above-described method can be manufactured by coating, so it has the possibility of cost reduction and is widely used. As a resin binder to be applied to the photosensitive layer of such an electrophotographic photoreceptor, materials suitable for the purpose can be obtained relatively easily due to easy availability of materials and easy copolymerization. , etc., acrylic resins are often used. The resin binder constituting the photosensitive layer of the electrophotographic photoreceptor of the present invention also belongs to acrylic resin. Acrylic resin is
Copolymerization of a hard component such as methyl methacrylate, ethyl methacrylate, or styrene with a soft component such as n-butyl acrylate, isobutyl acrylate, 2-ethylhexyl acrylate, or n-octyl methacrylate is generally used. The hard component is responsible for improving mechanical strength and charging potential, but on the other hand, there is a tendency for residual potential to increase, curling properties to increase, and adhesiveness to decrease. Furthermore, although the soft component contributes to improving flexibility, photosensitivity, residual potential, etc., it tends to deteriorate the mechanical strength of the photoreceptor. Therefore, in electrophotographic photoreceptors using acrylic resin as the resin binder of the photosensitive layer, photoreceptors with a good balance of repeatability, sensitivity, residual potential, charging potential, etc. tend to have poor mechanical strength. In particular, when the photoconductive pigment is zinc oxide, the zinc oxide content is usually 60% or more, so it is susceptible to rubbing and is prone to scumming and poor solid density. This tendency was especially strong in photoreceptors for offset printing plates, which are required to be oil-sensitive and therefore contain many soft components. In order to solve this drawback, in addition to fine particles of zinc oxide, in Japanese Patent Publication No. 55-6217 and Japanese Patent Application Laid-open No. 59-40654,
Large particles of zinc oxide with a diameter of 30 to 50 μm or zinc oxide particles coated with a certain type of resin are mixed in to form protrusions on the surface of the photoreceptor so that frictional resistance is selectively applied to the protrusions. A photoreceptor has been proposed that prevents its own wear and prevents background smearing and image deletion. However, with this method, large protrusions of several tens to 100 μm are present on the surface of the photosensitive layer.
It was impossible to reproduce fine patterns of 50 μm or less. Further, JP-A-58-127932 discloses a photoreceptor in which the binder resin is made into a photocurable type and the mechanical strength of the surface is improved by irradiating the binder resin with light after coating.
However, since photoconductive pigments generally absorb the light that cures the binder resin, a powerful light source is required to cure the entire photosensitive layer, which not only increases the number of steps but also cures only the surface of the photosensitive layer. However, the interior tends to be uncured, making it difficult to obtain sufficient mechanical strength. Furthermore, if uncured portions remained, stability over time was also a problem. Furthermore, Japanese Patent Application Laid-open No. 147838/1983 discloses a photoreceptor in which a resin binder is a blend of (meth)acrylic resin and epoxy resin. However, since this is a blend, the range of choices is limited due to mutual compatibility between the photoconductive pigment and each resin. In addition, there is no particular problem when the resin content is large, such as when using a phthalocyanine pigment alone as a photoconductive pigment, but when the photoconductive pigment is 60wt%, such as when using zinc oxide, etc. In cases where the above amount is contained, the components of the resin to be cured are limited by the blend, resulting in insufficient mechanical strength. [Object of the Invention] The present inventors focused on the composition of an electrophotographic photoreceptor and conducted extensive research in order to eliminate the above-mentioned drawbacks, and as a result, they arrived at the present invention. An object of the present invention is to provide an electrophotographic photoreceptor that has high mechanical strength and can produce good images. [Summary of the Invention] That is, the present invention provides an electrophotographic photoreceptor having a photosensitive layer containing at least a photoconductive pigment and a binder resin on a conductive support, wherein the photosensitive layer contains a photoconductive pigment in an amount of 60 to 90% by weight. % and as a binder resin, (a) methacrylic ester:
20-70% by weight and (b) acrylic ester: 30-70
and (c) a radically polymerizable organic acid selected from the group consisting of methacrylic acid, acrylic acid, itaconic acid, crotonic acid, cinnamic acid, maleic acid:
1 to 20% by weight, and (d) having an epoxy group (meth)
Acrylic acid ester: 10 to 40% by weight of a copolymer of at least 4 monomers of 1 to 20% by weight
An electrophotographic photoreceptor characterized by comprising: [Detailed Description of the Invention] The present invention will be described in detail below. The conductive support used in the present invention is a metal plate or sheet such as aluminum, brass, copper, or stainless steel, or a plastic sheet on which aluminum, chromium, palladium, metal oxide, etc. is vacuum-deposited. , plastic plates, paper treated with electrical conductivity, and metal oxide plates or sheets can be used. As photoconductive pigments, zinc oxide, zinc sulfide, titanium oxide, cadmium sulfide, phthalocyanines represented by copper phthalocyanine, various bisazo pigments, and the like can be used alone or in combination.
The content of photoconductive pigment in the photosensitive layer is 60-90% by weight
It is. Photoconductive pigments spectrally sensitized with dyes can also be used. On the other hand, resin binders include methacrylic esters, acrylic esters, radically polymerizable organic acids, and epoxy group-containing (meth)
A copolymer containing at least an acrylic ester is used. Examples of methacrylic acid esters include methyl methacrylate, ethyl methacrylate, and n-methacrylate.
Propyl, i-propyl methacrylate, n-butyl methacrylate, t-butyl methacrylate, etc. can be used, but methyl methacrylate and ethyl methacrylate are preferred because they have particularly excellent charge retention. These methacrylic acid esters may be used alone or in combination, but if the content is too high, it will become brittle, and if it is too low, the mechanical strength will deteriorate, so it is preferably 20 wt% to 70 wt%. Examples of acrylic esters include methyl acrylate, ethyl acrylate, n-propyl acrylate, i-propyl acrylate, and n-acrylate.
Examples include -butyl, i-butyl acrylate, t-butyl acrylate, pentyl acrylate, and 2-ethylhexyl acrylate, including methyl acrylate, n-butyl acrylate, and 2-ethyl acrylate. It is preferred because it has excellent adhesion to ethylhexyl substrates and exhibits appropriate flexibility. In particular, methyl acrylate and n-butyl acrylate are preferred because they not only have excellent electrophotographic properties but also excellent wet developability. These acrylic esters may be used alone or in combination, but if the content is too high, the mechanical strength will be insufficient, and if the content is too low, the flexibility will be insufficient, so 30 to 70 wt% is preferable. Examples of radically polymerizable organic acids include methacrylic acid, acrylic acid, itaconic acid, crotonic acid, cinnamic acid, and maleic acid. If the content is too high, the dark resistance will decrease and it will be difficult to charge, and if the content is too low, there will be no effect, so 1 to 20wt%.
is applied, preferably 2 to 10 wt%. Examples of (meth)acrylic esters having an epoxy group include glycidyl (meth)acrylate, (meth)epoxystearyl acrylate, (3,4 epoxycyclohexyl)ethyl (meth)acrylate, and glycidoxy (meth)acrylate. It will be done. The content is 1 to 20 wt%, preferably 2 to 10 wt%. This is because if the amount is too large, the stability of the coating liquid will be poor, and if it is too small, there will be no effect. In order to produce this resin binder, the corresponding monomer may be solution polymerized using an organic solvent such as an aromatic hydrocarbon, ketone, or ester in the presence of an initiator such as azobisisobutylnitrile or benzoyl peroxide. Suspension polymerization and solvent-free polymerization are also possible. In addition, the method for manufacturing the photoreceptor of the present invention involves dispersing photoconductive pigments, binder resins, solvents, etc. using a ball mill, paint shaker, ultrasonic homogenizer, sand mill, etc. A method of applying and drying using a coater, dip coater, doctor blade, etc. is suitable. At this time, dry at 100℃.
It is preferable to heat with hot air for 40 seconds or more. Although there are no particular restrictions on the composition, the solid content of the photosensitive layer is preferably 10 to 90 wt % of the photoconductive pigment and 8 to 80 wt % of the binder resin. Further, when the electrophotographic photoreceptor of the present invention is used for electrofaxing, it is preferable to contain at least zinc oxide as a photoconductive pigment from the viewpoint of printing suitability. The amount required is 60~90wt%. An image can be formed using the electrophotographic photoreceptor thus obtained by a normal electrophotographic method. That is, the surface of the electrophotographic photoreceptor is uniformly charged by corona discharge in a dark place, and then imagewise exposed to form an electrostatic latent image, and then developed with a wet developer or a dry developer.
Toner is attached to the charging section and transferred or fixed as necessary. [Function] The present invention uses methacrylic esters and acrylic esters that have well-balanced electrophotographic properties as a resin binder, and further uses a (meth)acrylic ester having a reactive epoxy group and a radically polymerizable organic acid. It is characterized by the use of polymerized resin. In other words, a copolymer of methacrylic ester and acrylic ester with well-balanced electrophotographic properties is thermoplastic, and if left for a long time under rolling pressure or stacking, it will undergo plastic deformation, causing background stains. In the present invention, due to the presence of the reactive group, the photoreceptor is cured by heating to the degree of drying during the production of the photoreceptor, and is not deformed by heat or pressure thereafter. Furthermore, it has an epoxy group (meta)
The acrylic ester and the radically polymerizable organic acid do not adversely affect electrophotographic properties and do not adversely affect image quality. Furthermore, since it is a single copolymer rather than a blend of multiple resins, there is no need to worry about compatibility and a stable pigment dispersion system can be obtained. Furthermore, since the crosslinking reaction of epoxy is a ring-opening reaction, there is no volume contraction, and there is no curling or cracking due to crosslinking. Further, the presence of an appropriate polar component improves the dispersibility of the pigment. Furthermore, since the mechanical strength is improved not by surface irregularities but by the hardness of the binder resin itself, the reproducibility of fine lines is further improved and the quality of the reproduced image is good. [Example] The present invention will be explained in detail with reference to Examples below. (Example 1) Mix at the blending ratio in Table 1 and use as a reaction initiator.
Using AIBN (azobisisobutylnitrile),
A resin binder was produced by heating and polymerizing.
【表】
800ｇのメタノールに対してテトラヨードフル
オレセン1.5ｇを溶解させ、80ｇの酸化亜鉛（堺
化学社製SASEX2000）を添加し、日本精機製作
所社製超音波ホモジナイザーで10分間分散させた
後、70℃でメタノールを蒸発させ、分光増感させ
た酸化亜鉛を80ｇ得た。
樹脂バインダー、溶液、分光増感させた酸化亜
鉛、酢酸セロソルブをそれぞれ40ｇ、80ｇ、300
ｇを250c.c.ガラスビン中に３mmφガラスビーズ120
ｇとともに入れてペイントシエーカー（レツドデ
ビル社製）にて60分間分散して感光性塗液を得
た。
次に導電処理した110ｇ／m2の紙の上に、目止
めとして水溶性アクリル樹脂を塗布し、さらに上
記塗液を乾燥膜厚が10μmになるように塗布し、
電子写真感光体を得た。これを川口電気社製エレ
クトロスタテイツクペーパーアナライザーにて電
子写真特性を測定した。
作製した電子写真感光体をブロツキングテスタ
ーにて5.0Kg／cm2の圧で表面と紙の裏面が接触す
るように圧着し、30℃、50RH％の環境下で24時
間放置した後、表面の変化を観察した。
また、電子写真感光体の表面と裏面を合わせる
ようにして、リヨービ印刷機社製軽オフセツト印
刷機AD−80の版胴に装置し、版胴とブランケツ
トの圧力をかけた状態で50回転させ電子写真感光
体の表面を観察した。
さらに、岩崎通信社製製版機PM40により、前
述の如く作製した電子写真感光体を用いて製版を
行ない、リヨービ社製AD−80で印刷を行い、そ
の画質を比較した。参考として市販のオフセツト
マスターを用いて印刷を行つた。
以上、電子写真特性、圧着による試験、印刷機
を用いた強制こすれ試験、および印刷物の画質評
価を２表に示した。[Table] Dissolve 1.5 g of tetraiodofluorescein in 800 g of methanol, add 80 g of zinc oxide (SASEX2000 manufactured by Sakai Chemical Co., Ltd.), and disperse for 10 minutes using an ultrasonic homogenizer manufactured by Nippon Seiki Seisakusho. Methanol was evaporated at 70° C. to obtain 80 g of spectrally sensitized zinc oxide. 40 g, 80 g, and 300 g of resin binder, solution, spectrally sensitized zinc oxide, and cellosolve acetate, respectively.
3mmφ glass beads 120 in a 250c.c. glass bottle
g and dispersed for 60 minutes in a paint shaker (manufactured by Red Devil Co., Ltd.) to obtain a photosensitive coating liquid. Next, a water-soluble acrylic resin was applied as a filler onto the conductive-treated 110 g/m 2 paper, and the above coating liquid was further applied to a dry film thickness of 10 μm.
An electrophotographic photoreceptor was obtained. The electrophotographic properties of this were measured using an electrostatic paper analyzer manufactured by Kawaguchi Electric Co., Ltd. The fabricated electrophotographic photoreceptor was pressed with a blocking tester at a pressure of 5.0 kg/cm 2 so that the front side and the back side of the paper were in contact with each other, and after being left in an environment of 30°C and 50RH% for 24 hours, the surface observed changes in In addition, the electrophotographic photoreceptor was placed on the plate cylinder of a light offset printing machine AD-80 manufactured by Ryobi Printing Co., Ltd., with the front and back sides aligned, and the electrophotographic photoreceptor was rotated 50 times while applying pressure between the plate cylinder and the blanket. The surface of the photographic photoreceptor was observed. Furthermore, plate making was performed using the electrophotographic photoreceptor prepared as described above using a plate making machine PM40 manufactured by Iwasaki Tsushin Co., Ltd., and printing was performed using an AD-80 manufactured by Ryobi Co., Ltd., and the image quality was compared. As a reference, printing was carried out using a commercially available offset master. The electrophotographic properties, pressure bonding test, forced rubbing test using a printing machine, and image quality evaluation of printed matter are shown in Table 2.
【表】【table】
【表】
なお、電子写真特性の測定は川口電気社製スタ
テイツク１を使用し、コロナ電位は−5kV、露光
は2μW／cm2のタングステン灯で行つた。Voは測
定された表面電位の最大値、Ｅ1/2はこの１秒後
露光を開始後、表面電位が1/2に落ちるのに必要
な光エネルギー密度、Ｄ1/2は暗所でVoが1/2に
落ちるのに要する時間、DresはＥ1/2の10倍の光
エネルギーを与えた時の表面電位である。
（実施例 ２）
光導電性顔料としてε型銅フタロシアニン
Heliogen Blue L6700F（BASF社製）を用い、
樹脂バインダーとしては（実施例１）に記載のサ
ンプルNo.１およびNo.４を用いて、樹脂バインダー
を60ｇ、ε型銅フタロシアニンを70ｇ、酢酸セロ
ソルブを300ｇの割合とし、その他は実施例１と
同様の方法で電子写真感光体（サンプルNo.1′、No.
2′）を作製した。
また、実施例１と同様の方法で電子写真特性、
圧着による試験強制こすれ試験を行い、その結果
を表３に示した。[Table] The electrophotographic properties were measured using Statik 1 manufactured by Kawaguchi Electric Co., Ltd., with a corona potential of -5 kV and exposure using a tungsten lamp of 2 μW/cm 2 . Vo is the maximum value of the measured surface potential, E1/2 is the light energy density required for the surface potential to drop to 1/2 after starting exposure 1 second later, and D1/2 is the light energy density required for the surface potential to drop to 1/2 in the dark. The time required for the drop to drop to /2, Dres, is the surface potential when 10 times the optical energy of E1/2 is applied. (Example 2) ε-type copper phthalocyanine as photoconductive pigment
Using Heliogen Blue L6700F (manufactured by BASF),
Samples No. 1 and No. 4 described in (Example 1) were used as resin binders, and the proportions were 60 g of resin binder, 70 g of ε-type copper phthalocyanine, and 300 g of cellosolve acetate, and the other conditions were as in Example 1. Electrophotographic photoreceptors (sample No. 1′, No.
2′) was prepared. In addition, electrophotographic characteristics were determined in the same manner as in Example 1.
Test by pressure bonding A forced rubbing test was conducted, and the results are shown in Table 3.
本発明は以上のように、感光体表面に凹凸を設
けることによつて機械的強度を上げるものではな
く、感光体自体の機械的強度を上げているため
に、きわめて良好な画像が得られる。また、バイ
ンダー樹脂自体が熱硬化するため、塗布装置の乾
燥程度の加熱で十分な機械的強度が得られる。さ
らに熱硬化であるために感光体層の厚み方向に硬
化の分布ができることなく均一になり、経時によ
る追反応はみられない。
また電子写特性自体はメタクリル酸エステル、
およびアクリル酸エステルによつて決定され、エ
ポキシ基を含有する（メタ）アクリル酸エステル
および、ラジカル重合可能な有機酸は電子写真特
性にほとんど影響を与えないため、画質は良好と
なる。またカールの増加はみられなかつた。
さらに本発明のバインダー樹脂はＮ型・Ｐ型ど
ちらの光導電性顔料にも適用される。
As described above, the present invention does not increase the mechanical strength by providing irregularities on the surface of the photoreceptor, but rather increases the mechanical strength of the photoreceptor itself, so that extremely good images can be obtained. Further, since the binder resin itself is thermoset, sufficient mechanical strength can be obtained by heating the coating device to the extent of drying. Furthermore, since it is thermally cured, there is no curing distribution in the thickness direction of the photoreceptor layer, resulting in uniform curing, and no additional reaction occurs over time. In addition, the electrographic properties themselves are methacrylic acid ester,
The (meth)acrylic ester containing an epoxy group and the radically polymerizable organic acid have little effect on electrophotographic properties, resulting in good image quality. Further, no increase in curl was observed. Furthermore, the binder resin of the present invention can be applied to both N-type and P-type photoconductive pigments.
Claims (1)
電子写真感光体において、前記感光層は光導電性
顔料を60〜90重量％含み、かつ、バインダー樹脂
として、(a)メタクリル酸エステル：20〜70重量％
と、(b)アクリル酸エステル：30〜70重量％と、(c)
メタクリル酸、アクリル酸、イタコン酸、クロト
ン酸、ケイ皮酸、マレイン酸からなる群から選択
されるラジカル重合可能な有機酸：１〜20重量％
と、(d)エポキシ基を有する（メタ）アクリル酸エ
ステル：１〜20重量％の少なくとも４種類のモノ
マーによる共重合体を10〜40重量％含むことを特
徴とする電子写真感光体。 ２ 光導電性顔料として少なくとも酸化亜鉛を含
有することを特徴とする請求項１記載の電子写真
感光体。[Scope of Claims] 1. An electrophotographic photoreceptor having at least a photosensitive layer on a conductive support, the photosensitive layer containing 60 to 90% by weight of a photoconductive pigment, and containing (a) methacrylic as a binder resin. Acid ester: 20-70% by weight
(b) acrylic acid ester: 30 to 70% by weight, (c)
Radically polymerizable organic acid selected from the group consisting of methacrylic acid, acrylic acid, itaconic acid, crotonic acid, cinnamic acid, maleic acid: 1 to 20% by weight
and (d) (meth)acrylic acid ester having an epoxy group: 10 to 40% by weight of a copolymer of at least four types of monomers of 1 to 20% by weight. 2. The electrophotographic photoreceptor according to claim 1, which contains at least zinc oxide as a photoconductive pigment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3287887A JPS63199359A (en) | 1987-02-16 | 1987-02-16 | Electrophotographic sensitive body |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3287887A JPS63199359A (en) | 1987-02-16 | 1987-02-16 | Electrophotographic sensitive body |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63199359A JPS63199359A (en) | 1988-08-17 |
| JPH0549218B2 true JPH0549218B2 (en) | 1993-07-23 |
Family
ID=12371134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3287887A Granted JPS63199359A (en) | 1987-02-16 | 1987-02-16 | Electrophotographic sensitive body |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63199359A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5312623A (en) * | 1976-07-22 | 1978-02-04 | Ricoh Co Ltd | Electrophotographic light sensitive layer |
| JPS5716455A (en) * | 1980-07-03 | 1982-01-27 | Canon Inc | Electrophotographic receptor |
| JPS57165842A (en) * | 1981-04-07 | 1982-10-13 | Canon Inc | Electrophotographic receptor |
| JPS57185440A (en) * | 1981-05-11 | 1982-11-15 | Canon Inc | Electrophotographic receptor |
| JPS6015648A (en) * | 1983-07-08 | 1985-01-26 | Ricoh Co Ltd | Electrophotographic lithographic original plate |
| JPS614425A (en) * | 1984-06-13 | 1986-01-10 | ビビター コーポレーシヨン | High voltage battery unit |
-
1987
- 1987-02-16 JP JP3287887A patent/JPS63199359A/en active Granted
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5312623A (en) * | 1976-07-22 | 1978-02-04 | Ricoh Co Ltd | Electrophotographic light sensitive layer |
| JPS5716455A (en) * | 1980-07-03 | 1982-01-27 | Canon Inc | Electrophotographic receptor |
| JPS57165842A (en) * | 1981-04-07 | 1982-10-13 | Canon Inc | Electrophotographic receptor |
| JPS57185440A (en) * | 1981-05-11 | 1982-11-15 | Canon Inc | Electrophotographic receptor |
| JPS6015648A (en) * | 1983-07-08 | 1985-01-26 | Ricoh Co Ltd | Electrophotographic lithographic original plate |
| JPS614425A (en) * | 1984-06-13 | 1986-01-10 | ビビター コーポレーシヨン | High voltage battery unit |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63199359A (en) | 1988-08-17 |
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| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |