JPS62278561A - Electrophotographic sensitive body and its production - Google Patents
Electrophotographic sensitive body and its productionInfo
- Publication number
- JPS62278561A JPS62278561A JP12099086A JP12099086A JPS62278561A JP S62278561 A JPS62278561 A JP S62278561A JP 12099086 A JP12099086 A JP 12099086A JP 12099086 A JP12099086 A JP 12099086A JP S62278561 A JPS62278561 A JP S62278561A
- Authority
- JP
- Japan
- Prior art keywords
- dihydroxydiphenyl
- charge transport
- charge
- electrophotographic photoreceptor
- deterioration inhibitor
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 239000000463 material Substances 0.000 claims abstract description 35
- 230000006866 deterioration Effects 0.000 claims abstract description 26
- 239000003112 inhibitor Substances 0.000 claims abstract description 18
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
- 125000002252 acyl group Chemical group 0.000 claims abstract description 4
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 108091008695 photoreceptors Proteins 0.000 claims description 49
- 230000032258 transport Effects 0.000 claims description 47
- 238000000576 coating method Methods 0.000 claims description 33
- 239000011248 coating agent Substances 0.000 claims description 32
- 239000011230 binding agent Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- IMHDGJOMLMDPJN-UHFFFAOYSA-N biphenyl-2,2'-diol Chemical group OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 claims 2
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 claims 2
- 230000004044 response Effects 0.000 abstract description 11
- 230000035945 sensitivity Effects 0.000 abstract description 9
- 229920005596 polymer binder Polymers 0.000 abstract 2
- 239000002491 polymer binding agent Substances 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 38
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 14
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- 150000007857 hydrazones Chemical class 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229910052738 indium Inorganic materials 0.000 description 4
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 4
- 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 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- 238000010586 diagram Methods 0.000 description 3
- 208000028659 discharge Diseases 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- -1 impropatol Chemical compound 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QSNAVZQFIDCTQI-UHFFFAOYSA-N 1,2,3-trinitro-9h-fluorene Chemical compound C1=CC=C2C(C=C(C(=C3[N+]([O-])=O)[N+]([O-])=O)[N+](=O)[O-])=C3CC2=C1 QSNAVZQFIDCTQI-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- YGBCLRRWZQSURU-UHFFFAOYSA-N 4-[(diphenylhydrazinylidene)methyl]-n,n-diethylaniline Chemical compound C1=CC(N(CC)CC)=CC=C1C=NN(C=1C=CC=CC=1)C1=CC=CC=C1 YGBCLRRWZQSURU-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 229920004313 LEXAN™ RESIN 141 Polymers 0.000 description 1
- 235000019687 Lamb Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001470 polyketone Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 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
- G03G5/0503—Inert supplements
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
3、発明の詳細な説明
(産業上の利用分!7)
本発明は電子写真用感光体、特に感度、応答速度などの
特性に優れた機1層分離型電子写真感光体及びその製造
方法に関するものである。Detailed Description of the Invention 3. Detailed Description of the Invention (Industrial Applications! 7) The present invention relates to an electrophotographic photoreceptor, particularly a single-layer separation type electrophotographic photoreceptor with excellent characteristics such as sensitivity and response speed. The present invention relates to a photoreceptor and a method for manufacturing the same.
(従来の技術)
電子写真感光体は、たとえば特開昭57−148255
号公報に開示されているように数多くの文献に記載され
ており、よく知られている。この公報には、有機電子写
真感光体の一般的構成が記載されており、感光体として
(イ)導電性支持体上に電荷発生物質と電荷輸送媒体か
ら成る光導電層を設けるもの。(Prior art) An electrophotographic photoreceptor is disclosed in, for example, Japanese Patent Application Laid-Open No. 57-148255.
It is well known and has been described in many documents as disclosed in the above publication. This publication describes the general structure of an organic electrophotographic photoreceptor, in which (a) a photoconductive layer consisting of a charge-generating substance and a charge-transporting medium is provided on a conductive support;
(ロ)導電性支持体上に電荷輸送層を設け、この層上に
電荷発生層を積層した2層から成る光導電層を設けたも
の、
(ハ)或はこの逆に′7rL荷発生層の上に電荷輸送層
を積層した2層から成る先導Tt、層を設けたものが開
示されている。(b) A photoconductive layer consisting of two layers, in which a charge transport layer is provided on a conductive support and a charge generation layer is laminated on this layer; (c) Or, conversely, a '7rL charge generation layer. A two-layer leading Tt layer with a charge transport layer laminated thereon is disclosed.
一方、ディ・エム・パイ(D、M、Pa1)及びジェイ
・ヤナス(J、Yanus)による「ホトグラフィ戸り
・サイエンス・アンドφエンジニアリング(Photo
g”raphic 5cience and Engi
neering) J 27(1)、14〜+9(+9
83)には、最近の傾向として電荷発生及び電荷輸送機
上を導電性支持体上に積層した2層で実施する2層積層
構造体が使用されることが記載されている。この電子写
真用感光体は電荷発生を行う部分と電荷輸送を行う部分
を別々の材料に分担させるものが一般的であり、これら
の材料のうち電荷輸送を分担する部分は電荷輸送材料と
バインダポリマの混合物から成っていること、感光体の
応答速度を♀くするためにはキャリヤ移動度の速い材料
を使うことと、バインダポリマに対する電荷輸送材料の
割合を増加すること、またこのようにすれば残留電位が
小さくなり、コントラスト電位が大きく取れることがこ
の文献において明らかにされている。On the other hand, "Photography Science and Engineering" by D, M, Pa1 and J, Yanus
g”raphic 5science and Engi
nering) J 27(1), 14~+9(+9
83) describes that a recent trend is to use two-layer laminated structures in which charge generation and charge transport are carried out in two layers laminated on a conductive support. Generally, electrophotographic photoreceptors have separate materials for charge generation and charge transport, and of these materials, the charge transport part is composed of a charge transport material and a binder polymer. In order to increase the response speed of the photoreceptor, it is necessary to use a material with high carrier mobility, and to increase the ratio of charge transport material to binder polymer. This document reveals that the residual potential is reduced and the contrast potential can be increased.
一方、前記特開昭57−148255号公報には、前記
の電荷発生と電荷輸送を別々の層に分担させた2層構造
の感光体の説+51の内で、電荷輸送物質を不活性樹脂
バインダの溶液中に溶解させた均一の溶液を支持体また
は電荷発生層上に塗布、乾燥し電荷輸送層を作成するこ
とが記載されている。そして電荷輸送層のバインダポリ
マとしてポリスチレン、ポリ塩化ビニル、ポリ酢酸ビニ
ル、塩化ビニル−酢酸ビニル共重合体、ポリビニルアセ
タール、アルキッド樹脂、アクリル樹脂、ポリアクリロ
ニトリル、ポリカーボネート、ポリアミド、ポリケトン
、ポリ7クリルアミド、ブチラール樹脂、エステル、ポ
リウレタン、エポキシ、フェノール樹脂が例示されてい
る。またこれらのバインダポリマと電荷輸送材料を塗布
するために溶解する有機溶媒の例としてベンゼン、トル
エン、キシレン、クロルベンゼン、アセトン、メチルエ
チルケトン、シクロヘキサノン、メタノール、エタノー
ル、インプロパツール、酢酸エチル、メチルセロソルブ
、四塩化炭素、クロロホルム、ジクロルメタン、テトラ
ヒドロフラン、ジオ午サン、ジメチルホルムアミド、ジ
メチルスルホキシドが挙げられている。On the other hand, in the above-mentioned Japanese Patent Application Laid-Open No. 57-148255, in the theory +51 of a photoreceptor having a two-layer structure in which charge generation and charge transport are shared by separate layers, the charge transport material is replaced with an inert resin binder. It is described that a charge transport layer is prepared by coating a homogeneous solution dissolved in a solution of a charge transport layer on a support or a charge generation layer and drying the same. Binder polymers for the charge transport layer include polystyrene, polyvinyl chloride, polyvinyl acetate, vinyl chloride-vinyl acetate copolymer, polyvinyl acetal, alkyd resin, acrylic resin, polyacrylonitrile, polycarbonate, polyamide, polyketone, poly7-acrylamide, and butyral. Examples include resins, esters, polyurethanes, epoxies, and phenolic resins. Examples of organic solvents that can also be dissolved to coat these binder polymers and charge transport materials include benzene, toluene, xylene, chlorobenzene, acetone, methyl ethyl ketone, cyclohexanone, methanol, ethanol, impropatol, ethyl acetate, methyl cellosolve, Carbon tetrachloride, chloroform, dichloromethane, tetrahydrofuran, dioxane, dimethylformamide, and dimethyl sulfoxide are listed.
(発明が解決しようとする問題点)
しかし、電荷輸送材))は不安定なものが多く、特にこ
れを溶媒に溶解した状態では、保存中に劣化が生じ、そ
の後に塗布した感光体の応答特性の悪化、感度の低下、
残留電位の増加などが生じることが多かった。特にバイ
ンダポリマ中にポリマ合成の際に用いられた触媒が存在
する場合、または溶媒が塩素系溶媒の場合に生じやすか
った。(Problem to be Solved by the Invention) However, charge transport materials) are often unstable, and especially when they are dissolved in a solvent, they deteriorate during storage, and the photoreceptor after which they are coated does not respond well. Deterioration of characteristics, decrease in sensitivity,
An increase in residual potential often occurred. This was particularly likely to occur when the binder polymer contained a catalyst used during polymer synthesis or when the solvent was a chlorine-based solvent.
この劣化は見かけ上コーティング溶液が茶色に着色する
ことで現れることが多いという問題点があった。This deterioration often appears as a brown coloration of the coating solution, which is a problem.
従ってこの発明では、電荷輸送材料がバインダポリマと
共に溶媒に溶解した状態にあるコーティング溶液の劣化
を防l卜シ、このコーティング溶液を用いることにより
、感度、応答速度などの特性の改善された電子写真感光
体及びその製造方法を提供することを目的とする。Therefore, the present invention prevents deterioration of a coating solution in which a charge transport material is dissolved in a solvent together with a binder polymer, and by using this coating solution, electrophotography with improved characteristics such as sensitivity and response speed can be achieved. The object of the present invention is to provide a photoreceptor and a method for manufacturing the same.
(問題点を解決するだめの手段)
本発明は電荷輸送材料とバインダポリマを有機溶媒に溶
解したコーティング溶液に特定の劣化防止剤を添加し、
このコーティング溶液を用いて電荷輸送部分を形成する
ことにより北見目的が達成されることを知見したことに
基づくものである。(Means for Solving the Problems) The present invention involves adding a specific deterioration inhibitor to a coating solution in which a charge transport material and a binder polymer are dissolved in an organic solvent.
This is based on the finding that Kitami's objective can be achieved by forming a charge transport portion using this coating solution.
従って木発11は、導電性支持体上に電荷発生を行う部
分と電荷輸送を行う部分を別々の材料に分担させて形成
した機能分離型電子写真感光体において、電荷輸送部分
に次の一般式。Therefore, Kippatsu 11 proposed that in a functionally separated electrophotographic photoreceptor in which the charge generation part and the charge transport part are formed on separate materials on a conductive support, the charge transport part has the following general formula: .
(式中のRJ 、R2、R3、R4、Rs 、Rh 。(RJ, R2, R3, R4, Rs, Rh in the formula.
RJ 、Rs 、R9及びR10は2つ以上が同じもの
か、またはそれぞれ異なるもので水素原子、ハロゲン原
子、水酸基、アミノ基、
などのアルキル基で置換されたアミノ基、き
などのアシル基で置換されたアミノ基、などの低級アル
キル基、アリール基、−ococH3などのアシロキシ
基、−0CH3、−0C2H5などのアルコキシ基を示
し、かつR1〜R10の内のいずれか2つは必ず水酸基
を示す)で表されるジヒドロキシジフェニルまたは七の
誘導体が劣化防止剤として添加されていることを特徴と
する電子写真感光体に関するものである。Two or more of RJ, Rs, R9 and R10 are the same or different, and are substituted with a hydrogen atom, a halogen atom, a hydroxyl group, an amino group substituted with an alkyl group such as an amino group, or an acyl group such as lower alkyl groups such as amino groups, aryl groups, acyloxy groups such as -ococH3, alkoxy groups such as -0CH3 and -0C2H5, and any two of R1 to R10 always represent a hydroxyl group) The present invention relates to an electrophotographic photoreceptor characterized in that dihydroxydiphenyl or a derivative of 7 represented by the following formula is added as a deterioration inhibitor.
本発明の電子写真感光体は式(1)のジヒドロキシジフ
ェニルまたはその誘導体が劣化防Iヒ剤として電荷輸送
材料に含まれているため応答速度が速く、残留電位が小
さく、高感度という優れた特性を有するものである。The electrophotographic photoreceptor of the present invention has excellent characteristics such as fast response speed, low residual potential, and high sensitivity because dihydroxydiphenyl of formula (1) or its derivative is contained in the charge transport material as a deterioration preventive agent. It has the following.
本発明はまた上記電子写真感光体の製造方法に関するも
のであり、この方法は導電性支持体上に電荷発生を行う
部分と電荷輸送を行う部分を別々の材料に分担させて形
成する機能分離型電子写真感光体を製造するに当り、電
荷輸送層を電荷輸送材料とバインダポリマを有機溶媒に
溶解した溶液中に上記式(1)のジヒドロキシジフェニ
ルまたはその誘導体を劣化防止剤として添加してコーテ
ィング溶液として用い、導電性支持体上或は導電性支持
体上の電荷発生層上に塗布、乾燥して形成することを特
徴とする。The present invention also relates to a method for manufacturing the above electrophotographic photoreceptor, and this method is a functionally separated type in which a portion that generates a charge and a portion that transports a charge are formed on separate materials on a conductive support. When producing an electrophotographic photoreceptor, the charge transport layer is prepared by adding dihydroxydiphenyl of formula (1) or a derivative thereof as a deterioration inhibitor to a solution in which a charge transport material and a binder polymer are dissolved in an organic solvent to form a coating solution. It is characterized in that it is formed by coating and drying on a conductive support or a charge generation layer on a conductive support.
本発明の方法に用いるコーティング溶液を形成するため
の電荷輸送材料、バインダポリマ及び有機溶媒は、従来
用いられているものを用いることが出来、式(1)で表
される劣化防止剤は電荷輸送材料とバインダポリマと溶
媒の合計の型破に対し0.0001%以上好ましくは0
.1〜0.001%添加する。劣化防W剤が0.000
1!I!量%より少なくなると添加する効果が得られず
、一方、上限は使用する溶媒に対する溶解度で決まるも
ので通常14I!j龜%より多くする必要はない、また
本発明の方法においては感光体の応答特性を良くする上
でパインダボリプと電荷輸送材料の混合割合は重量比で
4:1−1:1の範囲とするのが好ましい。Conventionally used charge transport materials, binder polymers, and organic solvents for forming the coating solution used in the method of the present invention can be used. 0.0001% or more, preferably 0, based on the total mold breakage of the material, binder polymer, and solvent
.. Add 1 to 0.001%. Deterioration prevention W agent is 0.000
1! I! If the amount is less than 14%, the effect of adding it will not be obtained.On the other hand, the upper limit is determined by the solubility in the solvent used, and is usually 14I! In addition, in the method of the present invention, in order to improve the response characteristics of the photoreceptor, the mixing ratio of the binder lip and the charge transport material is in the range of 4:1 to 1:1 by weight. is preferable.
一般に、電荷輸送層の形成に用いるコーティング溶液に
添加剤を加えると、作成した感光体の特性が悪化するこ
とが多かったが、本発明における防1L剤はこのような
悪影響を及ぼすことなく、添加により感光体の特性が飛
躍的に向上する。Generally, when additives are added to the coating solution used to form the charge transport layer, the characteristics of the photoreceptor produced often deteriorate, but the anti-1L agent of the present invention does not have such adverse effects. This dramatically improves the characteristics of the photoreceptor.
(作用)
この発明によれば、コーティング溶液中に劣化防止剤が
添加されているので、この溶液が保存中に劣化すること
がない。(Function) According to the present invention, since the deterioration inhibitor is added to the coating solution, this solution does not deteriorate during storage.
(実施例)
以下、この発明の電子写真感光体及びその製造方法の実
施例につき説明する。しかしながら、以下に述べるこの
発明の実施例はこの発明の範囲内の好ましい指定の使用
材料、数値的条件及び配置関係で説明しであるが、これ
らは単なる例示にすぎずこの発明はこれらの使用材料、
数値的条件及び配と関係にのみ限定されるものでないこ
と明らかである。(Examples) Examples of the electrophotographic photoreceptor of the present invention and its manufacturing method will be described below. However, although the embodiments of the present invention described below are explained using preferred specified materials, numerical conditions, and arrangement relationships within the scope of the present invention, these are merely illustrative, and the present invention does not apply to these materials. ,
It is clear that the invention is not limited only to numerical conditions and arrangements and relationships.
実施例1
アルミニウム基村上に、インジウムフタロシアニン(特
開昭59−44054号公報)の蒸着膜を0.2ルm形
成し、電荷発生層を形成した。Example 1 A 0.2 m thick vapor-deposited film of indium phthalocyanine (Japanese Unexamined Patent Publication No. 59-44054) was formed on an aluminum substrate to form a charge generation layer.
この電荷発生層上に、下記の組成の電荷輸送層形成用コ
ーティング溶液1〜8を用いて、+5pmの電荷発生層
をディクズコーティング法で形成して実施例の電子写真
感光体1〜8を得た。On this charge generation layer, a charge generation layer of +5 pm was formed by the Dix coating method using coating solutions 1 to 8 for forming a charge transport layer having the following compositions to obtain electrophotographic photoreceptors 1 to 8 of Examples. Obtained.
これ等の感光体の断面構造を第1図に示す9図面中11
はアルミニウム基材、12はインジウムフタロシアニン
蒸着層、厚さ0.2 pm、13は電荷輸送層、厚さ1
5用mである。The cross-sectional structure of these photoreceptors is shown in Figure 1, 11 out of 9 drawings.
12 is an aluminum base material, 12 is an indium phthalocyanine vapor deposited layer, thickness 0.2 pm, and 13 is a charge transport layer, thickness 1.
It is m for 5.
コーティング溶滴組成
コーティング溶液l
(イ)バインダポリマ:ポリエステル樹脂(バイロン2
00東洋紡
(株)製、商品名) soo g
(ロ)TL電荷輸送材料 1,2,3.4−テトラヒド
ロキノリン−6−カルホキシア
ルデヒドヒドラゾン誘導体
(特開昭Go−148248号公報)
(並用香料産業(株)製)
00 g
(ハ)t8媒:クロロホルム(0,5−分解防止用エチ
ルアルコール含有)(特級、関東
化学(株)製) 2HOm交(ニ)劣化防I
ヒ剤:4.4−ジヒドロキシジフェニル(東京化成(株
)製) 0.3 g
コーティング溶液2
(イ)バイロン200 600
g(ロ)式(2)のヒドラゾン 300
g(ハ)ジオキサン 2500m
文シクロヘキサノン、特級(関東化学(株)製)
500m交(ニ) 4.4°
−ジヒドロキジンフェニル 0.3gコーティング溶
液3
(イ)バインダポリマ、ポリカーボネート (レキサン
141 、エンジニアリングプラスチックス(株)製、
商品名) 400 g(ロ)式(2)のヒ
ドラゾン 400g(ハ)クロロホルム
2000m又(ニ) 4.4’−ジヒド
ロキシジフェニル 0.3gコーティング溶液4
(イ)へイロン200 130
0 g(ロ)電荷輸送材料:p−ジエチルアミノベン
ズアルデヒドジフェニルヒド
ラゾン(並用香料産業
(株)製)
(特開昭60−146248号公報)
00g
(ハ)トルエン、ELS (関東化学(株)S8り90
0m文
メチルエチルケトン、ELS (関東化学(株)製)
300m l酢酸ブチル、EL
S (関東化学(株)製)00mM
シクロへキサノン 300m1(ニ) 4
.4’−ジヒドロキシジフェニル 0.3g(ホ)塗
料:シリコンオイル(KF89信越化学(株)製)
3m文
コーティング溶液5
(イ)バイロン200 800
g(ロ)電荷輸送材享ill −フェニル−3(p
−ジエチルアミノスチリル)−
5−(p−ジエチルアミノ
フェニル)−2−ピラゾリ
ン (並用香才1産業(株)
製) 300 g
(ハ)クロロホルム 2000m文(
ニ) 4.4−ジヒドロキシジフェニル 0.3gコ
ーティング溶液6
(イ)バイロン200 80
0 g(ロ)式(2)のとドラシフ 300
g(ハ)クロロホルム 2000m
文(ニ) 2.2−ジヒドロキシジフェニル(東京化成
(株)製) o、3g
コーティング溶液7
(イ)バイロン200 800
g(ロ)式(2)のヒドラゾン 300
g(ハ)クロロホルム 2000m9
゜(ニ) 2.5−ジヒドロキシジフェニル(東京化成
(株)製)OJg
−In
i
コーティング溶液8
(イ)バインダポリマ(ポリエステル、アドヒーシブ4
9000デュポン社製、商品名) 1300 g(ロ)
式(2)のヒドラゾン 300g(ハ)クロ
ロホルム 3000m文に) 4.4
’−ジヒドロキシジフェニル 0.3g次に比較のた
め劣化防止剤を添加しなかった以外は実施例の感光体1
〜8と同様の成分から成る比較例の感光体11〜18を
作製した。これらの感光体の光減衰特性をGENTEC
社製光減衰特性測定システムを用いて測定した0表面電
位は、TREC社362A型透光プローブ付き高速表面
電位計を用い測定し、この結果をAUTNICS社51
2型テジタルメモリに蓄積し、解析した。Coating droplet composition Coating solution l (a) Binder polymer: polyester resin (Vylon 2
00 Toyobo Co., Ltd., product name) soo g (b) TL charge transport material 1,2,3,4-tetrahydroquinoline-6-carboxyaldehyde hydrazone derivative (Japanese Patent Application Laid-open No. Sho Go-148248) (Normal use) 00 g (c) T8 medium: Chloroform (contains 0,5-ethyl alcohol for preventing decomposition) (special grade, manufactured by Kanto Kagaku Co., Ltd.) 2HOm exchange (d) Deterioration prevention I
Agent: 4.4-dihydroxydiphenyl (manufactured by Tokyo Kasei Co., Ltd.) 0.3 g Coating solution 2 (a) Vylon 200 600
g (b) Hydrazone of formula (2) 300
g(c) Dioxane 2500m
Bun cyclohexanone, special grade (manufactured by Kanto Kagaku Co., Ltd.)
500m intersection (d) 4.4°
-Dihydroxidine phenyl 0.3g coating solution 3 (a) Binder polymer, polycarbonate (Lexan 141, manufactured by Engineering Plastics Co., Ltd.,
Product name) 400 g (b) Hydrazone of formula (2) 400 g (c) Chloroform
2000m or (d) 4.4'-dihydroxydiphenyl 0.3g coating solution 4 (a) Heiron 200 130
0 g (b) Charge transport material: p-diethylaminobenzaldehyde diphenylhydrazone (manufactured by Nayo Fragrance Industry Co., Ltd.) (JP-A-60-146248) 00 g (c) Toluene, ELS (Kanto Kagaku Co., Ltd. S8ri90)
0m methyl ethyl ketone, ELS (manufactured by Kanto Kagaku Co., Ltd.)
300ml butyl acetate, EL
S (manufactured by Kanto Kagaku Co., Ltd.) 00mM cyclohexanone 300ml (d) 4
.. 4'-Dihydroxydiphenyl 0.3g (e) Paint: Silicone oil (KF89 manufactured by Shin-Etsu Chemical Co., Ltd.)
3m coating solution 5 (a) Byron 200 800
g (b) Charge transport material - phenyl-3 (p
-diethylaminostyryl)-5-(p-diethylaminophenyl)-2-pyrazoline (manufactured by Nayo Kosai 1 Sangyo Co., Ltd.) 300 g (c) Chloroform 2000 m
d) 4.4-dihydroxydiphenyl 0.3g coating solution 6 (a) Byron 200 80
0 g (b) Todorashif of formula (2) 300
g(c) Chloroform 2000m
(d) 2.2-dihydroxydiphenyl (manufactured by Tokyo Kasei Co., Ltd.) o, 3g Coating solution 7 (a) Vylon 200 800
g (b) Hydrazone of formula (2) 300
g(c) Chloroform 2000m9
゜(d) 2,5-dihydroxydiphenyl (manufactured by Tokyo Kasei Co., Ltd.) OJg -In i Coating solution 8 (a) Binder polymer (polyester, adhesive 4)
9000 DuPont, product name) 1300 g (Ro)
Hydrazone of formula (2) 300g (c) Chloroform 3000m) 4.4
'-dihydroxydiphenyl 0.3g Next, for comparison, photoreceptor 1 of Example 1 except that no deterioration inhibitor was added.
Photoreceptors 11 to 18 of comparative examples were prepared using the same components as in Examples 1 to 8. The light attenuation characteristics of these photoreceptors were determined by GENTEC
The zero surface potential measured using the optical attenuation characteristic measurement system manufactured by TREC Corporation was measured using a high-speed surface potential meter with a 362A translucent probe manufactured by TREC Corporation, and the results were
It was stored in a type 2 digital memory and analyzed.
得た結果を第2図及び表1と表2に示す、第2図は前記
コーティング溶液1を用いて作製した実施例の感光体l
と劣化防止剤を含まない溶液を用いて作製した比較例の
感光体11の双方の応答特性を比較したものである。曲
線すが4,4°−ジヒドロキシジフェニルを添加した場
合、曲線aが添加しなかった場合である。第2図の露光
条件は、800nmの150 g W / c m 2
の光を20m5ec間照射したものである。The obtained results are shown in FIG. 2 and Tables 1 and 2. FIG. 2 shows the photoreceptor l of the example prepared using the coating solution 1
The response characteristics of the photoreceptor 11 and the photoreceptor 11 of a comparative example prepared using a solution containing no deterioration inhibitor are compared. Curve A is the case when 4,4°-dihydroxydiphenyl was added, and curve a is the case when 4,4°-dihydroxydiphenyl was not added. The exposure conditions in Figure 2 are 150 g W/cm2 at 800 nm.
The light was irradiated for 20m5ec.
第2図の曲線すのように劣化防IE剤の存在により、応
答速度が速くなり、初期電位600■が+00■に減衰
するまでの時間は0.15秒であるが、劣化防止剤なし
の曲線aの場合は約1.8秒を要した。As shown by the curve in Figure 2, the presence of the anti-deterioration IE agent increases the response speed, and the time it takes for the initial potential of 600■ to decay to +00■ is 0.15 seconds, compared to the case without the anti-deterioration agent. In the case of curve a, it took about 1.8 seconds.
第2図のデータはコーティング溶液を調合した後、透’
+1ガラス容器に入れ、室内光ドに一週間放置した後の
溶液を用いて作成した感光体のものである、また劣化防
止剤の存在は、応答速度以外の他の特性に悪影響を与−
えることは全くなかった。The data in Figure 2 is obtained after preparing the coating solution.
+1 The photoreceptor was prepared using a solution that had been placed in a glass container and left in an indoor light room for a week.The presence of an anti-deterioration agent had a negative effect on other properties other than the response speed.
There was nothing to be gained.
また0′S3図に露光パワーを変化させて20m5ec
の光パルスを照射した場合の光による放電特性(Pho
to Induced Discha−rge
Curve)を示す、第2図と同様に曲線dが劣化防止
剤4.4゛−ジヒドロキシジフェニルの存在するもの、
曲線Cが劣化防止剤の含まれないものである1表面型位
は光パルス照射後0.5SeC後の値を用いた fir
、3図から曲線dの半減露光量で表した感度は、0.5
gJ/cm2 であったが1曲線Cは0.9gJ/c
m2 であり、劣化防止剤の存在する方が感度が高かっ
た。In addition, the exposure power was changed to 20m5ec in the 0'S3 figure.
Discharge characteristics due to light (Pho) when irradiated with a light pulse of
to Induced Discha-rge
Similarly to FIG. 2, the curve d indicates the presence of the deterioration inhibitor 4.4'-dihydroxydiphenyl;
Curve C does not contain the deterioration inhibitor.For the surface type, the value 0.5SeC after light pulse irradiation was used.
, from Figure 3, the sensitivity expressed by the half-decreased exposure amount of curve d is 0.5
gJ/cm2, but 1 curve C is 0.9 gJ/c
m2, and the sensitivity was higher in the presence of the deterioration inhibitor.
次の表1に実施例の感光体1〜8と表2に比較例の劣化
防II:剤のないものを用いた感光体の特性を示す、こ
れらの表の値はコーティング溶液を調合した後、透明ガ
ラス容器に入れ、室内光下に一週間放置した後のものを
コーティングした感光体のものである。The following Table 1 shows the characteristics of the photoreceptors 1 to 8 of the examples and Table 2 shows the characteristics of the photoreceptors of the comparative example without antidegradation II: agent.The values in these tables are the values after preparing the coating solution. , a coated photoreceptor that was placed in a transparent glass container and left under room light for one week.
上記表1の感光体1〜8のようにジヒドロキシジフェニ
ルまたはその誘導体を劣化防止剤として添加した感光体
は、応答速度が茗しく速くなり、感度も高くなる。さら
に残留電位も小さいイ1となる。Photoreceptors 1 to 8 in Table 1 above, in which dihydroxydiphenyl or its derivatives are added as a deterioration inhibitor, have a significantly faster response speed and higher sensitivity. Furthermore, the residual potential is also small.
この理由は電荷輸送層中の電荷輸送材料の劣化生成物に
よるトラップが減少し、Ti、荷輸送が効率良く行われ
るためと考えられる。すなわち本発明の添加剤は電荷輸
送材料及び溶媒の分解を抑制す表1
表2
尚、上述した実施例を、アルミニウム基村上に電荷発生
層と電荷輸送層とを順次に積層した構造の電子写真感光
体とした例で説明した。しかし、この発明の電子写真感
光体を第4図に示すようにアルミニウム基材上に電荷輸
送層を設けこの電荷輸送層上に電荷発生層を設けた構造
のものとしても良い、このような場合であれば、電荷発
生層上に、電子写真感光体に耐刷性を持たせ、かつ電荷
輸送が可能なオーバーコー)M14を設ける。このオー
/ヘーコート層14を、/ヘインダポリマと、例えばト
リニトロフルオレンとを重量比で1=1に混合しこれら
を例えばトリクレンに溶解させた溶液をコーティングす
ることによって形成することが出来る。又、このオー/
ヘーコート層の層厚を2〜3pmとするのが好適である
。尚、このオーバーコートWのバインダポリマとしては
、ポリエステル、ポリカーボネート等を用いることが出
来る。The reason for this is thought to be that traps due to deterioration products of the charge transport material in the charge transport layer are reduced, and Ti and cargo transport are performed efficiently. In other words, the additive of the present invention suppresses the decomposition of the charge transport material and the solvent. The explanation has been given using an example of a photoreceptor. However, as shown in FIG. 4, the electrophotographic photoreceptor of the present invention may have a structure in which a charge transport layer is provided on an aluminum base material and a charge generation layer is provided on this charge transport layer. If so, an overcoat (M14) is provided on the charge generation layer, which imparts printing durability to the electrophotographic photoreceptor and is capable of charge transport. This O/H coat layer 14 can be formed by coating with a solution in which the /hainder polymer and, for example, trinitrofluorene are mixed in a weight ratio of 1=1 and dissolved in, for example, trichlene. Also, this o/
It is suitable that the layer thickness of the hew coat layer is 2 to 3 pm. Incidentally, as the binder polymer of this overcoat W, polyester, polycarbonate, etc. can be used.
(発明の効果)
以上説明してきたように、本発明の電子写真感光体は、
″TL荷輸送部分に一般式(1)で示すジヒドロキシジ
フェニルまたはその誘導体を劣化防止剤として添加した
ことにより、感光体の応答特性と感度を飛躍的に改善す
ることが出来る。(Effects of the Invention) As explained above, the electrophotographic photoreceptor of the present invention has the following features:
By adding dihydroxydiphenyl represented by the general formula (1) or a derivative thereof to the TL transport portion as a deterioration inhibitor, the response characteristics and sensitivity of the photoreceptor can be dramatically improved.
また従来は、電荷輸送材料のコーティング溶液を調合し
た後、コーティング溶液の劣化があり。Additionally, in the past, after preparing a coating solution for a charge transport material, the coating solution deteriorated.
長期にわたり、安定な品質の感光体を製造することは極
めて困難であったが、本発明による劣化防止剤をコーテ
ィング溶液に加えることにより、優れた品質の感光体を
長期にわたり安定に製造することができる。It has been extremely difficult to manufacture photoconductors with stable quality over a long period of time, but by adding the anti-degradation agent of the present invention to the coating solution, it has become possible to stably manufacture photoconductors with excellent quality over a long period of time. can.
さらにコーテイング後の感光体の電荷輸送部分は前記劣
化防止剤である還元剤を含むことにより、酸素、オゾン
などのよる醸化を防止することが出来るという効果が得
られる。Furthermore, since the charge transporting portion of the photoreceptor after coating contains the reducing agent, which is the deterioration preventing agent, it is possible to prevent buildup due to oxygen, ozone, and the like.
第1図は実施例及び比較例の感光体の断面図、第2図は
感光体1及び11の光減衰特性を示す曲線図、
第3図は感光体1及び11の光による放電特性を示す曲
線図、
:fS4図はこの発明の感光体の、他の実施例を示す断
面図である。
!1・・・アルミニウム基材
12・・・インジウムフタロシアニン窯着層13・・・
電荷輸送層
14・・・オーバーコート層。
特 許 出 願 人 沖電気工業株式会社tr
了)しミニラム暮ギ1
/2 インジウムフタロシアニン魚為層/3 電で’
fit蓮、愚
このiE+月力官t881″−(艮1ろ僅各写夏も、尤
イ千の斯■図第1図
表面型組(’V)
A面@AfL(v)FIG. 1 is a cross-sectional view of the photoreceptors of Examples and Comparative Examples, FIG. 2 is a curve diagram showing the light attenuation characteristics of photoreceptors 1 and 11, and FIG. 3 is a curve diagram showing the light-induced discharge characteristics of photoreceptors 1 and 11. The curve diagram: fS4 is a sectional view showing another embodiment of the photoreceptor of the present invention. ! 1... Aluminum base material 12... Indium phthalocyanine kiln bonding layer 13...
Charge transport layer 14: overcoat layer. Patent applicant: Oki Electric Industry Co., Ltd.
Completed) Mini Lamb Kuragegi 1/2 Indium Phthalocyanine Fish Layer/3 Electric De'
fit Ren, stupid iE + moon power official t881″-(Ai 1 and each photo summer, especially Isen's picture 1 surface type set ('V) A side @AfL (v)
Claims (5)
送を行う部分を別々の材料に分担させて形成した機能分
離型電子写真感光体において、電荷輸送部分に次の一般
式、 ▲数式、化学式、表等があります▼…(1) (式中のR_1、R_2、R_3、R_4、R_5、R
_6、R_7、R_8、R_9及びR_1_0は2つ以
上が同じものか、またはそれぞれ異なるもので水素原子
、ハロゲン原子、水酸基、アミノ基、アルキル基または
アシル基で置換されたアミノ基、低級アルキル基、アリ
ール基、アシロキシ基、アルコキシ基を示し、かつR_
1〜R_1_0の内いずれか2つは必ず水酸基を示す)
で表されるジヒドロキシジフェニルまたはその誘導体が
劣化防止剤として添加されていることを特徴とする電子
写真感光体。(1) In a functionally separated electrophotographic photoreceptor in which a charge generation part and a charge transport part are formed using separate materials on a conductive support, the charge transport part has the following general formula, ▲ There are mathematical formulas, chemical formulas, tables, etc.▼…(1) (R_1, R_2, R_3, R_4, R_5, R in the formula
Two or more of _6, R_7, R_8, R_9 and R_1_0 are the same or different, and are hydrogen atoms, halogen atoms, hydroxyl groups, amino groups, amino groups substituted with alkyl groups or acyl groups, lower alkyl groups, Indicates an aryl group, an acyloxy group, an alkoxy group, and R_
Any two of 1 to R_1_0 must represent a hydroxyl group)
An electrophotographic photoreceptor characterized in that dihydroxydiphenyl or a derivative thereof represented by: is added as a deterioration inhibitor.
、2,2′−ジヒドロキシジフェニル、2,5−ジヒド
ロキシジフェニルである特許請求の範囲第1項記載の電
子写真感光体。(2) The electrophotographic photoreceptor according to claim 1, wherein the deterioration inhibitor is 4,4'-dihydroxydiphenyl, 2,2'-dihydroxydiphenyl, or 2,5-dihydroxydiphenyl.
を行う部分を別々の材料に分担させて形成する機能分離
型電子写真感光体を製造するに当り、電荷輸送層を電荷
輸送材料とバインダポリマを有機溶媒に溶解した溶液中
に次の一般式、 ▲数式、化学式、表等があります▼…(1) (式中のR_1、R_2、R_3、R_4、R_5、R
_6、R_7、R_8、R_9及びR_1_0は2つ以
上が同じものか、またはそれぞれ異なるもので水素原子
、ハロゲン原子、水酸基、アミノ基、アルキル基または
アシル基で置換されたアミノ基、低級アルキル基、アリ
ール基、アシロキシ基、アルコキシ基を示し、かつR_
1〜R_1_0の内いずれか2つは必ず水酸基を示す)
で表されるジヒドロキシジフェニルまたはその誘導体を
劣化防止剤として添加してコーティング溶液として用い
、導電性支持体上或は導電性支持体上の電荷発生層上に
塗布、乾燥して形成することを特徴とする電子写真感光
体の製造方法。(3) When manufacturing a functionally separated electrophotographic photoreceptor in which a portion that generates a charge and a portion that transports a charge are formed on separate materials on a conductive support, the charge transport layer is made of a charge transport material. The following general formula, ▲mathematical formula, chemical formula, table, etc. are found in a solution of binder polymer and binder polymer dissolved in an organic solvent▼...(1) (R_1, R_2, R_3, R_4, R_5, R
Two or more of _6, R_7, R_8, R_9 and R_1_0 are the same or different, and are hydrogen atoms, halogen atoms, hydroxyl groups, amino groups, amino groups substituted with alkyl groups or acyl groups, lower alkyl groups, Indicates an aryl group, an acyloxy group, an alkoxy group, and R_
Any two of 1 to R_1_0 must represent a hydroxyl group)
It is characterized by adding dihydroxydiphenyl represented by or a derivative thereof as a deterioration inhibitor and using it as a coating solution, coating it on a conductive support or a charge generation layer on a conductive support, and drying it. A method for manufacturing an electrophotographic photoreceptor.
バインダポリマと溶媒の合計に対して0.0001重量
%以上添加する特許請求の範囲第3項記載の電子写真感
光体の製造方法。(4) The method for producing an electrophotographic photoreceptor according to claim 3, wherein an anti-deterioration agent is added to the coating solution in an amount of 0.0001% by weight or more based on the total of the charge transport material, binder polymer, and solvent.
ニル、2,2′−ジヒドロキシジフェニル、2,5−ジ
ヒドロキシジフェニルを用いる特許請求の範囲第3項ま
たは第4項記載の電子写真感光体の製造方法。(5) Production of an electrophotographic photoreceptor according to claim 3 or 4, using 4,4'-dihydroxydiphenyl, 2,2'-dihydroxydiphenyl, or 2,5-dihydroxydiphenyl as a deterioration inhibitor. Method.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12099086A JPS62278561A (en) | 1986-05-28 | 1986-05-28 | Electrophotographic sensitive body and its production |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12099086A JPS62278561A (en) | 1986-05-28 | 1986-05-28 | Electrophotographic sensitive body and its production |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62278561A true JPS62278561A (en) | 1987-12-03 |
Family
ID=14800052
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12099086A Pending JPS62278561A (en) | 1986-05-28 | 1986-05-28 | Electrophotographic sensitive body and its production |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62278561A (en) |
-
1986
- 1986-05-28 JP JP12099086A patent/JPS62278561A/en active Pending
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