JPH02236560A - Electrophotographic sensitive body - Google Patents

Electrophotographic sensitive body

Info

Publication number
JPH02236560A
JPH02236560A JP5600989A JP5600989A JPH02236560A JP H02236560 A JPH02236560 A JP H02236560A JP 5600989 A JP5600989 A JP 5600989A JP 5600989 A JP5600989 A JP 5600989A JP H02236560 A JPH02236560 A JP H02236560A
Authority
JP
Japan
Prior art keywords
repeating units
alkyl group
fluorine atom
polycarbonate resin
units represented
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
Application number
JP5600989A
Other languages
Japanese (ja)
Inventor
Fumio Kojima
文夫 小島
Kazuyuki Nakamura
和行 中村
Tomoo Kobayashi
智雄 小林
Koichi Yamamoto
孝一 山本
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Business Innovation Corp
Original Assignee
Fuji Xerox Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fuji Xerox Co Ltd filed Critical Fuji Xerox Co Ltd
Priority to JP5600989A priority Critical patent/JPH02236560A/en
Publication of JPH02236560A publication Critical patent/JPH02236560A/en
Pending legal-status Critical Current

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  • Photoreceptors In Electrophotography (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

PURPOSE:To form a coated film so as to have excellent surface hardness and surface lubricity by using a mixture composed of polycarbonate resins consisting of two kinds of specific repeating units as a binder resin of a photosensitive layer and further, dispersing the fine particles of fluoroplastic therein. CONSTITUTION:The photosensitive layer contains the polycarbonate resins consisting of the repeating units expressed by formula I and the polycarbonate resins consisting of the repeating units expressed by formula II as the binder resin and further, contains the fine particles of the fluoroplastic. In the formula I, R1 to R4 denote a hydrogen atom, alkyl group or halogen atom; R5 and R6 denote a a hydrogen atom, alkyl group or halogen group. In the formula II, R7 to R10 denote a hydrogen atom, halogen atom, alkyl group, fluorine atom- substd. alkyl group, aryl group, or fluorine atom-substd. aryl group; R11 and R12 denote a hydrogen atom, alkyl group, fluorine atom-substd. alkyl group, aryl group, or fluorine atom-substd. aryl group. The electrophotographic sensitive body which has the photosensitive layer having the high surface hardness and surface lubricity in combination is obtd. in this way.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は、電子写真感光体に関し、更に詳しくは、けい
素含有ポリカーボネート樹脂を結着樹脂として用いた電
子写真感光体に関する。
DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to an electrophotographic photoreceptor, and more particularly to an electrophotographic photoreceptor using a silicon-containing polycarbonate resin as a binder resin.

従来の技術 近年、電子写真技術は、高速、かつ高印字品質が1qら
れると言う利点を有するため、複写機及びレーザービー
ムプリンター等の分野において、著しく応用ざれている
BACKGROUND OF THE INVENTION In recent years, electrophotographic technology has been widely applied in the fields of copying machines, laser beam printers, etc. because it has the advantages of high speed and high print quality.

これ等電子写真技術に6いて用いられる電子写真感光体
としては、従来からセレン、セレンーテルル合金、セレ
ンーひ素合金、硫化カドミウム等の無機光導電材料を用
いたものが広く知られている。一方、これ等無機光導電
材料を用いた電子写真感光体に比べ、安価で製造性及び
廃棄性の点で優れた利点を有する有機光導電材料を用い
た電子写真感光体の研究も活発化してきている。中でも
、露光により電荷を発生する電荷発生層と電荷を輸送す
る電荷輸送Hを積層する機能分離型の有機積層型感光体
は、感度、帯電性及びその繰り返し安定性等、電子写真
特性の点で優れており、種々の提案がなされ、実用化ざ
れている。
As electrophotographic photoreceptors used in these electrophotographic techniques, those using inorganic photoconductive materials such as selenium, selenium-tellurium alloy, selenium-arsenic alloy, and cadmium sulfide are widely known. On the other hand, research on electrophotographic photoreceptors using organic photoconductive materials, which have advantages over electrophotographic photoreceptors using inorganic photoconductive materials in terms of cost and ease of manufacture and disposal, has become active. ing. Among them, a functionally separated organic laminated photoreceptor in which a charge generation layer that generates charges upon exposure and a charge transport H that transports charges is laminated is superior in terms of electrophotographic properties such as sensitivity, chargeability, and repeated stability. It is excellent, and various proposals have been made and it has not yet been put into practical use.

これら有機積層型感光体では、上記の電子写真特性に関
しては十分な性能を示すものが開発ざれてきているが、
機械的外力に対する耐久性、即ち、トナー、現像剤、用
紙、クリーニング部材等からの直接的負担による感光体
表面の摩耗や傷等の発生により画像欠陥が生じる問題、
或いはコロナ放電により発生するオゾン、窒素酸化物等
の低抵抗物質やコピー用紙により生じる紙粉、更にトナ
ー成分等が感光体表面に付着蓄積することにより弓き起
こされる画像欠陥などがあり、感光体寿命を制限してい
る。
Among these organic layered photoreceptors, some have been developed that exhibit sufficient electrophotographic properties as described above.
Durability against external mechanical forces, i.e., problems in which image defects occur due to abrasion or scratches on the surface of the photoreceptor due to direct loads from toner, developer, paper, cleaning members, etc.;
Alternatively, there are image defects caused by low resistance substances such as ozone and nitrogen oxides generated by corona discharge, paper dust generated by copy paper, and toner components that adhere and accumulate on the photoconductor surface. It limits lifespan.

これらの問題点を解決するために種々の対策が検討ざれ
てあり、例えば、感光体表面層の結着樹脂として、ポリ
メチルメタクリレート、ポリエステル、ポリカーボネー
ト樹脂等を用いるもの(特開昭57−4051号公報等
)或いは感光体表面層の結着樹脂中に潤滑剤を含有させ
たもの(特開昭63−2072号及び同63−5665
8号公報)等が提案ざれている。
Various countermeasures have been considered to solve these problems. For example, methods using polymethyl methacrylate, polyester, polycarbonate resin, etc. as a binder resin for the surface layer of the photoreceptor (Japanese Patent Application Laid-Open No. 57-4051 Publications, etc.) or those containing a lubricant in the binder resin of the photoreceptor surface layer (Japanese Patent Application Laid-open Nos. 63-2072 and 63-5665)
Publication No. 8) etc. have been proposed.

発明が解決しようとする課題 しかしながら、従来提案ざれたこれ等の場合には、比較
的良好な耐久性の電子写真感光体が得られるが、未だ充
分満足できるものではない。すなわち、前者の場合、形
成ざれた塗膜は、その鉛筆硬度がHBないしHの範囲に
とどまり、したがって、形成ざれる電子写真感光体の表
面硬度は充分満足できるものでt,tなく、4万ないし
5万枚程度のコピー操作によって、感光層表面の摩耗及
び傷による画質欠陥が発生すると言う問題が残されてお
り、また、後者の場合、4〜5万枚程度のコピー操作の
後において、感光体表面への付着物の蓄積による画像流
れが発生してしまうという問題が残されていた。したが
って、従来から、高い表面硬度を有する感光層が形成ざ
れるような結着樹脂の開発が望まれていた。
Problems to be Solved by the Invention However, although these conventionally proposed cases provide electrophotographic photoreceptors with relatively good durability, they are still not fully satisfactory. That is, in the former case, the pencil hardness of the formed coating film remains in the range of HB to H, and therefore, the surface hardness of the electrophotographic photoreceptor formed is sufficiently satisfactory, not t or t, but 40,000 yen. There remains the problem that image quality defects occur due to abrasion and scratches on the surface of the photosensitive layer after copying operations of about 50,000 to 50,000 sheets, and in the latter case, after copying operations of about 40,000 to 50,000 sheets, The problem remains that image deletion occurs due to the accumulation of deposits on the surface of the photoreceptor. Therefore, it has been desired to develop a binder resin that will prevent the formation of a photosensitive layer having high surface hardness.

本発明は、上記のような実状に鑑みてなされたものであ
って、従来の技術にあける上記の問題点を解消すること
を目的とするものでおる。
The present invention has been made in view of the above-mentioned circumstances, and aims to solve the above-mentioned problems in the conventional technology.

すなわち、本発明の目的は、高い表面硬度と表面潤滑性
を合わせ持つ感光層を有する電子写真感光体を提供する
ことにおる。
That is, an object of the present invention is to provide an electrophotographic photoreceptor having a photosensitive layer having both high surface hardness and surface lubricity.

課題を解決するための手段 本発明者等は、感光層の結着樹脂について、種々検討し
た結果、下記一般式(I>で示される繰り返し単位より
なるポリカーボネート樹脂が、極めて優れた表面硬度と
表面潤滑性を合わせ持ち、それを下記一般式(n)で示
ざれる繰り返し単位よりなるポリカーボネート樹脂と併
用することによって、上記の問題点、すなわち、感光層
表面の?耗及び傷による画質欠陥、及び紙粉などの付着
蓄積による画像流れの発生を同時に解消■し、電子写真
感光体のか命を飛躍的に向上させることができることを
見い出し、本発明を完成するに至った。
Means for Solving the Problems As a result of various studies regarding the binder resin of the photosensitive layer, the present inventors found that a polycarbonate resin consisting of repeating units represented by the following general formula (I>) has extremely excellent surface hardness and By using it together with a polycarbonate resin that has lubricity and is composed of repeating units represented by the following general formula (n), the above problems can be solved, namely, image quality defects due to wear and scratches on the surface of the photosensitive layer, and The present inventors have discovered that it is possible to simultaneously eliminate the occurrence of image deletion due to the accumulation of paper dust and the like, and to dramatically improve the lifespan of electrophotographic photoreceptors, leading to the completion of the present invention.

本発明は、導電性基体上に感光層を設けてなる電子写真
感光体において、該感光層が、結着樹脂として、下記一
般式(I>で示ざれる繰り返し単位よりなるポリカーボ
ネート樹脂を1種又はそれ以上 (式中、Rl、R2、R3及びR4は、それぞれ水素原
子、炭素原子数1〜3のアルキル基、又はハロゲン原子
を表わし、R5及びR6は、それぞれ水素原子、炭素原
子数1〜4のアルキル基又はアリール基を表わす。) 及び下記一般式(n)で示される繰り返し単位よりなる
ポリカーボネート樹脂を1種又はそれ以上(式中、R7
、R8、R9及びRsnは、それぞれ水素原子、ハロゲ
ン原子、アルキル基、フッ素原子置換アルキル基、アリ
ール基、又はフッ素原子置換アリール碁を表わし、Ro
及びRI2は、それぞれ水素原子、アルキル基、フッ素
原子置換アルキル塞、アリール塁、又はフッ素原子面換
アリール塁、又は互いに結合して炭素環を形成する原子
団を表わす。但し、R7、R8、R9、R+o、Rh及
びR12の少なくとも一つは、フッ素原子、フッ素原子
置換アルキル基又はフッ素原子置換アリール基を表わす
。》 含有し、更にフッ素樹脂微粒子を含有することを特徴と
する。
The present invention provides an electrophotographic photoreceptor comprising a photosensitive layer provided on a conductive substrate, in which the photosensitive layer contains one type of polycarbonate resin consisting of repeating units represented by the following general formula (I>) as a binder resin. or more (wherein, Rl, R2, R3 and R4 each represent a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom, and R5 and R6 each represent a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom) R7 represents an alkyl group or aryl group) and one or more polycarbonate resins consisting of repeating units represented by the following general formula (n) (in the formula, R7 represents an alkyl group or an aryl group).
, R8, R9 and Rsn each represent a hydrogen atom, a halogen atom, an alkyl group, a fluorine atom-substituted alkyl group, an aryl group, or a fluorine atom-substituted aryl group, and Ro
and RI2 each represent a hydrogen atom, an alkyl group, a fluorine atom-substituted alkyl group, an aryl group, a fluorine atom-substituted aryl group, or an atomic group bonded to each other to form a carbon ring. However, at least one of R7, R8, R9, R+o, Rh and R12 represents a fluorine atom, a fluorine atom-substituted alkyl group, or a fluorine atom-substituted aryl group. >> It is characterized by containing fluororesin fine particles.

以下、本発明について、詳細に説明する。Hereinafter, the present invention will be explained in detail.

本発明の電子写真感光体における導電性基体としては、
アルミニウム、真ちゅう、銅、ニッケル、鋼等の金属板
又は金属シート、プラスチックシート上に、アルミニウ
ム、ニッケル、クロム、チタン、パラジウム、酸化イン
ジウム、酸化錫、グラフ7イト等の導電性物質を蒸着、
スパッタリング、塗布等によりコーティングして導電化
処理を施したもの、或いはガラス、プラスチック板、布
、紙等を導電化処理したもの等を用いることができる。
The conductive substrate in the electrophotographic photoreceptor of the present invention includes:
Conductive substances such as aluminum, nickel, chromium, titanium, palladium, indium oxide, tin oxide, graphite, etc. are deposited on metal plates such as aluminum, brass, copper, nickel, and steel, or metal sheets, and plastic sheets.
It is possible to use materials that have been subjected to conductive treatment by coating by sputtering, coating, etc., or materials that have been subjected to conductive treatment such as glass, plastic plates, cloth, and paper.

上記導電性基板上には、分散型、積層型等の感光層が設
けられるが、感光層と導電性基板の間には、必要に応じ
て、バリアー機能或いは接着機能を有する下引き層を設
けてもよい。下引き層を構成する材料としては、ポリビ
ニルプチラール、ポリビニルアルコール、カゼイン、ポ
リアミド、セルロース、ゼラチン、ポリウレタン、ポリ
エステル等の樹脂、及び酸化アルミニウム等の金属酸化
物が使用できる。
A photosensitive layer of a dispersed type, a laminated type, etc. is provided on the conductive substrate, and an undercoat layer having a barrier function or an adhesive function may be provided between the photosensitive layer and the conductive substrate as necessary. It's okay. As materials constituting the undercoat layer, resins such as polyvinyl petyral, polyvinyl alcohol, casein, polyamide, cellulose, gelatin, polyurethane, and polyester, and metal oxides such as aluminum oxide can be used.

導電性基板上に形成ざれる感光層は、単層構造であって
も、また、電荷発生層と電荷輸送層とに機能分離ざれた
積層構造であってもよい。積層構造の場合、電荷発生層
と電荷輸送層の積層順序は、いずれが上層であってもよ
い。
The photosensitive layer formed on the conductive substrate may have a single layer structure or may have a laminated structure in which a charge generation layer and a charge transport layer are separated in function. In the case of a laminated structure, the charge generation layer and the charge transport layer may be stacked in any order.

これ等感光層は、電荷発生物質、電荷輸送物質、又はそ
れ等両者が結着樹脂中に含有ざれた塗膜より構成される
These photosensitive layers are composed of a coating film in which a charge generating substance, a charge transporting substance, or both are contained in a binder resin.

電荷発生物質としては、非晶質セレン、結晶性セレン、
セレンーテルル合金、セレンーひ素合金、その他のセレ
ン化合物及び合金、酸化亜鉛、酸化チタン等の無機系光
導電体、フタ口シアニン系、スクエアリウム系、アント
アントロン系、ペリレン系、アゾ系、アントラセン系、
ピレン系、ピリリウム塩、チアピリリウム堪等の有機顔
料及び染料が用いられる。
As charge generating substances, amorphous selenium, crystalline selenium,
Selenium-tellurium alloy, selenium-arsenic alloy, other selenium compounds and alloys, inorganic photoconductors such as zinc oxide and titanium oxide, cyanine-based, squarium-based, anthrone-based, perylene-based, azo-based, anthracene-based,
Organic pigments and dyes such as pyrene, pyrylium salts, and thiapyrylium salts are used.

電荷輸送物質としては、p−ペンゾキノン、クロラニル
、プロモアニル、アントラキノン等のキノン系化合物、
テトラシアノキノジメタン系化合物、2, 4. 7−
 トリニトロフルオレノン、2, 4, 5. 7−テ
トラニトロフルオレノン等のフルオレノン化合物、フル
オレノン−9−マロノニトリル系化合物、キサントン系
化合物、ベンゾフエノン系化合物、シアノビニル系化合
物、エチレン系化合物等の電子吸引性物質、ピラゾリン
系化合物、ヒドラゾン系化合物、オキリ゛ゾール系化合
物、カルバゾール系化合物、アリールアルカン系化合物
、トリフエニルアミン系化合物、アリール首換エチレン
系化合物、ベンジジン系化合物、スチルベン系化合物、
アントラセン系化合物、或いはこれ等の化合物からなる
基を主鎖又は側鎖に有する重合体等の電子供与性物質が
用いられる。
As the charge transport substance, quinone compounds such as p-penzoquinone, chloranil, promoanil, anthraquinone,
Tetracyanoquinodimethane compound, 2, 4. 7-
Trinitrofluorenone, 2, 4, 5. Fluorenone compounds such as 7-tetranitrofluorenone, fluorenone-9-malononitrile compounds, xanthone compounds, benzophenone compounds, cyanovinyl compounds, electron-withdrawing substances such as ethylene compounds, pyrazoline compounds, hydrazone compounds, oxysilane Zole-based compounds, carbazole-based compounds, arylalkane-based compounds, triphenylamine-based compounds, aryl-substituted ethylene-based compounds, benzidine-based compounds, stilbene-based compounds,
An electron-donating substance such as an anthracene compound or a polymer having a group consisting of such a compound in its main chain or side chain is used.

これ等のうちで、、特に下記一般式(I)で示されるト
リフエニルアミン系化合物を用いることが好ましい。
Among these, it is particularly preferable to use a triphenylamine compound represented by the following general formula (I).

(式中、RI3及びRl4は、それぞれト1又はC)−
hを表わし、R l5はヒ1、CH3、C 2 Hラ又
はCを表わす) 本発明において、結着樹脂としては、上記一般式(I)
及び(n)で示ざれる繰り返し単位よりなるポリカーボ
ネート樹脂が使用ざれる。感光層が電荷発生層と電荷輸
送層とに機能分離ざれた積層構造を有する場合において
は、上記ポリカーボネート樹脂は、電荷発生層及び電荷
輸送層のいずれの結着樹脂としても用いることができる
が、少なくとも表面を形成する同において用いることが
望ましい。そして、特に、表面が電荷輸送層よりなる場
合における結着樹脂として使用するのが好ましい。
(In the formula, RI3 and Rl4 are respectively T1 or C)-
h, and Rl5 represents H1, CH3, C2H, or C) In the present invention, the binder resin is represented by the above general formula (I).
A polycarbonate resin consisting of repeating units represented by and (n) is used. When the photosensitive layer has a laminated structure in which a charge generation layer and a charge transport layer are functionally separated, the polycarbonate resin can be used as a binder resin for either the charge generation layer or the charge transport layer. It is desirable to use it at least in the same way that the surface is formed. In particular, it is preferably used as a binder resin when the surface is comprised of a charge transport layer.

本発明において使用ざれる上記一般式(I)で示ざれる
繰り返し単位よりなるポリカーポネート樹脂は、平均分
子量1万から30万、特に2万から20万の範囲のもの
が好ましい。
The polycarbonate resin composed of repeating units represented by the above general formula (I) used in the present invention preferably has an average molecular weight in the range of 10,000 to 300,000, particularly 20,000 to 200,000.

本発明において好適に使用できる一般式(工)で示され
るポリカーボネート樹脂の具体例として、例えば次の繰
り返し単位を構成成分とするものが例示ざれる。   
 以下余白 本発明における上記一般式(I>示されるポリカーボネ
ート樹脂は、下記一般式(IV)で示ざれるフェノール
系化合物を用いて、常法に従い容易に合成覆ることがで
きる。
Specific examples of the polycarbonate resin represented by the general formula (E) that can be suitably used in the present invention include those having the following repeating units as constituent components.
The polycarbonate resin represented by the general formula (I>) in the present invention can be easily synthesized using a phenolic compound represented by the following general formula (IV) according to a conventional method.

(式中、R1〜R6は、前記したと同じ意味を有する) 具体的には、塩化メヂレン溶媒の存在下、前記フェノー
ル系化合物に酸結合剤として、ピリジン或いはアルカリ
水溶液を用い、ホスゲンを導入しながら反応を行なうこ
とによって製造することができる,,!!2結合剤とし
て、水酸化ナトリウム等のアルカリ水溶液を用いる場合
には、前記フェノール系化合物、水酸化ナトリウム、水
、塩化メチレン等を各々適母混合し、ホスグンを導入し
た後、触媒としてトリメチルアミン、トリエヂルアミン
等の第3@アミン化合物、更に水酸化ナトリウム、水を
適徂加え、重合を行なうことができ、分子最調節剤とし
ては、フェノール、叶第3級プチルフェノール等の単官
能性化合物をホスゲン化の前、ホスゲン化中、或いはホ
スゲン化の後に添加する方法を取ることができる。次に
その代表的製造例を示す。
(In the formula, R1 to R6 have the same meanings as described above.) Specifically, phosgene is introduced into the phenolic compound using pyridine or an aqueous alkaline solution as an acid binder in the presence of a methylene chloride solvent. It can be produced by carrying out a reaction while... ! 2. When using an alkaline aqueous solution such as sodium hydroxide as a binder, the phenol compound, sodium hydroxide, water, methylene chloride, etc. are appropriately mixed, and after introducing phosgun, trimethylamine or triedylamine is used as a catalyst. Polymerization can be carried out by adding tertiary amine compounds such as, sodium hydroxide, and water in appropriate amounts.As a molecular adjustment agent, monofunctional compounds such as phenol and tertiary butylphenol can be phosgenated. It can be added before phosgenation, during phosgenation, or after phosgenation. Next, a typical manufacturing example will be shown.

合成例1 下記構造式(IV−1>で示ざれる フェノール系化合物      0.2モル水酸化ナト
リウム          18g水        
               250 m.!!塩化
メチレン           150111Qp一第
3級プチルフェノール      0.4g以上の物質
を、2Iの反応容器に仕込み、攪拌しながら、これにホ
スゲン40gを2時間吹き込み、更にトリエチルアミン
0.05g、水酸化ナトリウム5g、水30 mlを加
え、25℃で4時間重合を行なった。重合終了後、塩化
メチレン400 IF!(を添加して希釈し、塩酸洗浄
を行ない、水洗後、塩化メチレンを蒸発ざせて、下記構
造式(I−1>で示され繰り返し単位よりなるポリカー
ボネート樹脂約55g(平均分子量約3万)を得た。
Synthesis Example 1 Phenolic compound represented by the following structural formula (IV-1) 0.2 mol Sodium hydroxide 18 g Water
250 m. ! ! Methylene chloride 150111Qp-Tertiary butylphenol 0.4 g or more of the substance was charged into a 2I reaction vessel, and while stirring, 40 g of phosgene was blown into it for 2 hours, followed by 0.05 g of triethylamine, 5 g of sodium hydroxide, and 30 g of water. ml was added and polymerization was carried out at 25°C for 4 hours. After polymerization is complete, methylene chloride 400 IF! (), washed with hydrochloric acid, washed with water, and evaporated methylene chloride to obtain about 55 g of polycarbonate resin (average molecular weight: about 30,000) represented by the following structural formula (I-1>) and consisting of repeating units. Obtained.

合成例2 下記構造式(IV−2>で示ざれる フェノール系化合物       0.2モル水酸化ナ
トリウム          18g水       
               250 mN塩化メチ
レン           150 mf)p一第3級
ブヂルフェノール      0.49以上の物質を、
2.l!の反応容器に仕込み、合成例1と同様に重合反
応を実施して、下記構造式(I−2>で示ざれる繰り返
し単位よりなるポリカーボネート樹脂約589(平均分
子母約3万》を得た。
Synthesis Example 2 Phenolic compound represented by the following structural formula (IV-2) 0.2 mol Sodium hydroxide 18 g Water
250 mN methylene chloride 150 mf) p-tertiary butylphenol 0.49 or more substances,
2. l! was charged into a reaction vessel, and a polymerization reaction was carried out in the same manner as in Synthesis Example 1 to obtain a polycarbonate resin of approximately 589 (average molecular weight approximately 30,000) consisting of repeating units represented by the following structural formula (I-2>). .

合成例3 下記構造式(IV−3>で示ざれる フェノール系化合物      0.2モル水酸化ナト
リウム          189水        
               25(} m.Q塩化
メチレン           150 m.Qp=第
3級プチルフェノール      0.4g以上の物質
を、2.Ilの反応容器に仕込み、合成例1と同様に重
合反応を実施して、下記肴造式( I−3)で示ざれる
繰り返し単位よりなるポリカーボネート樹脂約609(
平均分子量約3万)を得た。
Synthesis Example 3 Phenolic compound represented by the following structural formula (IV-3> 0.2 mol Sodium hydroxide 189 Water
25 (} m.Q methylene chloride 150 m.Qp = tertiary butylphenol Charge 0.4 g or more of the substance into the reaction vessel of 2.Il, carry out the polymerization reaction in the same manner as in Synthesis Example 1, and prepare the following appetizer. Polycarbonate resin approximately 609 (
An average molecular weight of about 30,000) was obtained.

合成例4 下記構造式(IV−4)で示ざれる フェノール系化合物      0.2モル水酸化ナト
リウム          18g水        
              250 mN塩化メチレ
ン           150 nlNp一第3級プ
チルフェノール      0.49以上の物質を、2
.11の反応容器に仕込み、合成例1と同様に重合反応
を実施して、下記構造式(I−4>で示される繰り返し
単位よりなるボリカーボネート樹脂約63g(平均分子
O約3万)を得た。
Synthesis Example 4 Phenolic compound represented by the following structural formula (IV-4) 0.2 mol Sodium hydroxide 18 g Water
250 mN methylene chloride 150 nlNp-tertiary butylphenol 0.49 or more substances, 2
.. 11, and carried out a polymerization reaction in the same manner as in Synthesis Example 1 to obtain about 63 g (average molecular weight O: about 30,000) of a polycarbonate resin consisting of repeating units represented by the following structural formula (I-4>). Ta.

本発明にあいて、上記一般式(I)で示される繰り返し
単位よりなるポリカーボネート樹脂としては、公知のも
のが使用ざれる。通常、平均分子量1万から20万の範
囲のものが使用ざれる。具体的には、例えば次の繰り返
し単位を溝成成分とするものが例示ざれる。
In the present invention, known polycarbonate resins are used as the polycarbonate resin comprising repeating units represented by the above general formula (I). Usually, those having an average molecular weight in the range of 10,000 to 200,000 are used. Specifically, for example, one in which the next repeating unit is a groove component is exemplified.

本発明において、上記一般式(工)で示ざれるポリカー
ポネート樹脂と上記一般式(n)で示ざれるポリカーボ
ネート樹脂との含有比は、任意に設定することができる
が、前者:後者=90:1〜5 :95の範囲の含有比
で用いるのが好ましい。
In the present invention, the content ratio of the polycarbonate resin represented by the above general formula (E) and the polycarbonate resin represented by the above general formula (n) can be set arbitrarily, but the former: the latter = It is preferable to use the content ratio in the range of 90:1 to 5:95.

本発明において、フッ素樹脂微粒子としては、例えば、
四フフ化エチレン重合体、フッ化ビニリデン重合体、塩
化三フッ化ビニリデン重合体、四フフ化エチレンー六フ
ツ化プロピレン共重合体、フッ化カーボン等の粉末を使
用することができる。
In the present invention, examples of fluororesin fine particles include:
Powders of ethylene tetrafluoride polymer, vinylidene fluoride polymer, vinylidene trifluoride chloride polymer, ethylene tetrafluoride-propylene hexafluoride copolymer, carbon fluoride, and the like can be used.

これらのフッ素樹脂微粒子は、平均粒径0.1llM〜
5#Iの範囲の粒度を有するものが好ましい。
These fluororesin fine particles have an average particle size of 0.1 lM~
Those having a particle size in the range of 5#I are preferred.

本発明において、結着樹脂に対するフッ素樹脂微粒子と
の混合比は、任意に設定することができるが、フッ素樹
脂微粒子が、結着樹脂に対して重量比で0.02〜1の
範囲におるのが好ましい。
In the present invention, the mixing ratio of the fluororesin fine particles to the binder resin can be set arbitrarily, but the weight ratio of the fluororesin fine particles to the binder resin is in the range of 0.02 to 1. is preferred.

本発明において、感光層が積層構造を有する場合、電荷
発生層は、上記電荷発生物質及び結着樹脂を適当な溶媒
に分散又は溶解させて得た塗布液を塗布し、乾燥するこ
とによって形成することができる。結着樹脂としては、
上記共重合ポリカーボネート樹脂のほか、結着樹脂とし
て公知のもの、例えば、ポリスチレン、ポリ塩化ビニル
、ポリ酢酸ビニル、塩化ビニルー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、ボリアミ
ド、ポリケトン、ポリアクリルアミド、ブチラール樹脂
、ポリエステル等の熱可塑性樹脂、ボルウレタン、エボ
キシ樹脂、フェノール樹脂等の熱硬化性樹脂等、従来公
知のものを使用することができる。
In the present invention, when the photosensitive layer has a laminated structure, the charge generation layer is formed by applying a coating solution obtained by dispersing or dissolving the above charge generation substance and binder resin in a suitable solvent, and drying. be able to. As a binder resin,
In addition to the copolymerized polycarbonate resins mentioned above, known binder resins such as polystyrene, polyvinyl chloride, polyvinyl acetate, vinyl chloride-vinyl acetate copolymers,
Conventionally known thermoplastic resins such as polyvinyl acetal, alkyd resin, acrylic resin, polyacrylonitrile, polycarbonate, polyamide, polyketone, polyacrylamide, butyral resin, polyester, thermosetting resin such as borourethane, epoxy resin, phenol resin, etc. things can be used.

電荷発生層の膜厚は、通常0.05〜40μm、好まし
くは0.05〜25朗に設定ざれる。
The thickness of the charge generation layer is usually set to 0.05 to 40 μm, preferably 0.05 to 25 μm.

また、電荷輸送層は、上記した電荷輸送物質及び上記一
般式(I>及び(II)で示ざれる繰り返し単位よりな
るポリカーボネート樹脂とを、適当な溶媒に溶解させた
溶液を塗布し、乾燥させることによって形成することが
できる。電荷輸送層の形成に使用ざれる溶媒としては、
多数の有用な有機溶剤が使用できる。代表的なものとし
て、例えば、ベンゼン、トルエン、キシレン、クロルベ
ンゼン等の芳香族系炭化水素類、アセトン、2−ブタノ
ン等のケトン類、塩化メチレン、クロロホルム、塩化エ
チレン等のハロゲン化脂肪族系炭化水素類、テトラヒド
口フラン、ジオキサン、エチレングリコール、ジエチル
エーテル等の環状或いは直鎖状エーテル等、或いはこれ
等の混合溶剤をあげることができる。
The charge transport layer is formed by applying a solution in which the charge transport substance described above and a polycarbonate resin consisting of repeating units represented by the above general formulas (I> and (II)) are dissolved in an appropriate solvent, and then dried. The solvent used to form the charge transport layer is as follows:
A large number of useful organic solvents can be used. Typical examples include aromatic hydrocarbons such as benzene, toluene, xylene, and chlorobenzene, ketones such as acetone and 2-butanone, and halogenated aliphatic carbons such as methylene chloride, chloroform, and ethylene chloride. Examples include hydrogens, cyclic or linear ethers such as tetrahydrofuran, dioxane, ethylene glycol, and diethyl ether, and mixed solvents thereof.

電荷輸送層の膜厚は、2〜100H1、好ましくは10
〜40#Iに設定ざれる。
The thickness of the charge transport layer is 2 to 100 H1, preferably 10
~40#I is set.

実施例 以下、本発明を実施例によって具体的に説明する。Example Hereinafter, the present invention will be specifically explained with reference to Examples.

実施例1 導電性基体として、アルミニウムパイプを用い、これに
アルコール可溶性ポリアミド樹脂10重量部、メタノー
ル150重量部、及び水40重量部からなる塗布液を浸
漬塗布し、乾燥して、膜厚1#fの下引き層を形成した
。更に三方晶系セレン(米国ゼロックスク社製)90重
量部、変性ポリビニルブチラ−ル樹脂10重量部、n−
ブタノール300重量部からなる混合物を分散させ、得
られた分散液1重量部に対しn−ブタノール2重但部を
加えて稀釈した液を、浸漬塗布法によって上記の下引き
層上に塗布し、乾燥して、膜厚0.3lRの電荷発生層
を形成した。
Example 1 An aluminum pipe was used as a conductive substrate, and a coating liquid consisting of 10 parts by weight of alcohol-soluble polyamide resin, 150 parts by weight of methanol, and 40 parts by weight of water was applied onto the pipe by dip coating, and dried to give a film thickness of 1#. A subbing layer of f was formed. Furthermore, 90 parts by weight of trigonal selenium (manufactured by Xerox Corporation, USA), 10 parts by weight of modified polyvinyl butyral resin, n-
Dispersing a mixture consisting of 300 parts by weight of butanol, adding 2 parts by weight of n-butanol to 1 part by weight of the resulting dispersion, and diluting the solution is applied onto the undercoat layer by dip coating, It was dried to form a charge generation layer with a thickness of 0.31R.

次に(ヘ),N′−ジフエニルーN,N’−ビス(3−
メチルフ工二ル) −[ 1.1’−ビフエニル]−4
.4 ’−ジアミン3重量部と前記合成例1において得
られた前記構造式(I−1>で示される繰り返し単位よ
りなるポリカーボネート樹脂5重量部と前記構造式( 
ff −1 >で示される繰り返し単位よりなるポリカ
ーボネート樹脂(平均分子量約3万)5重量部とを、塩
化メチレン40重量部を加えた溶剤に加えて溶解した。
Next (f), N'-diphenyl-N,N'-bis(3-
methylphenyl) -[1.1'-biphenyl]-4
.. 3 parts by weight of 4'-diamine, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-1) obtained in Synthesis Example 1, and the structural formula (
5 parts by weight of a polycarbonate resin (average molecular weight: about 30,000) consisting of repeating units represented by ff -1 > was added to and dissolved in a solvent containing 40 parts by weight of methylene chloride.

得られた溶液に4フツ化エチレン重合体微粒子(ルブロ
ン[一2、ダイキン工業観製)を1重量部加え、サンド
ミルで48時間分散処理し、得られた分散液を、上記の
電荷発生層上に浸漬塗布し、乾燥して、膜厚20朗の電
荷輸送層を形成させ、三層からなる電子写真感光体を作
製した。
To the obtained solution, 1 part by weight of tetrafluoroethylene polymer fine particles (Luburon [12, manufactured by Daikin Kogyo Kan) was added and dispersed in a sand mill for 48 hours, and the obtained dispersion was spread on the above charge generation layer. The mixture was applied by dip coating and dried to form a charge transport layer having a thickness of 20 μm, thereby producing an electrophotographic photoreceptor consisting of three layers.

上記の様にして作製ざれた電子写真感光体をブレードク
リーニング部材を有する複写機に装着して100,00
0枚のコピー走行を行った場合における、電子写真感光
体表面の摩耗及び傷による画像欠陥発生の有無、表面摩
耗量及び高温高湿環境下での画像流れ発生の有無につい
てを調査し、更にまた表面鉛筆硬度を調べた。結果を第
1表に示す。
The electrophotographic photoreceptor produced as described above was installed in a copying machine equipped with a blade cleaning member, and the cost was 100,000 yen.
We investigated the occurrence of image defects due to abrasion and scratches on the surface of the electrophotographic photoreceptor, the amount of surface abrasion, and the occurrence of image deletion under high temperature and high humidity environments when copying 0 copies. The surface pencil hardness was investigated. The results are shown in Table 1.

実施例2 電荷輸送層の結着樹脂として、前記合成例1で得られた
前記構造式(I−1)で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(I[−2
>で示される繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 2 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-1) obtained in Synthesis Example 1 and the structural formula (I[-2
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by was used. We conducted an evaluation. The result is the first
Shown in the table.

実施例3 電荷輸送層の結着樹脂として、前記合成例1で得られた
前記構造式(I−1>で示される繰り返し千位よりなる
ポリカーボネート樹脂5重量部と前記構造式(If−3
>で示される繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重印部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 3 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of 1,000 repeating units represented by the structural formula (I-1) obtained in Synthesis Example 1 and the structural formula (If-3) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by We conducted an evaluation. The result is the first
Shown in the table.

実施例4 電荷輸送層の結着樹脂として、前記合成例1で得られた
前記構造式(I−1)で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(n−4)
で示ざれる繰り返し単位よりなるポリカーボネート樹脂
(平均分子量約3万)5重量部との混合物を用いた以外
は、すべて上記実施例1と同様に処理して電子写真感光
体を作製し、同様に評価を行なった。その結果を第1表
に示す。
Example 4 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin composed of repeating units represented by the structural formula (I-1) obtained in Synthesis Example 1 and the structural formula (n-4) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was used. We conducted an evaluation. The results are shown in Table 1.

実施例5 電荷輸送層の結着樹脂として、前記合成例2で得られた
前記構造式(I−2>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と下記構造式(II−1
>で示される繰り返し単位よりなるポリカーボネート樹
脂(平均分子但約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 5 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-2> obtained in Synthesis Example 2) and the following structural formula (II-1) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight, approximately 30,000) consisting of repeating units represented by was used. was evaluated. The result is the first
Shown in the table.

実施例6 電荷輸送層の結着樹脂として、前記合成例2で得られた
前記構造式(I−2>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(II−2
>で示される繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 6 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-2> obtained in Synthesis Example 2) and the structural formula (II-2) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by was used. We conducted an evaluation. The result is the first
Shown in the table.

実施例7 電荷輸送層の結着樹脂として、前記合成例2で得られた
前記構造式(I−2>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(n−3>
で示される繰り返し単位よりなるポリカーボネート樹脂
(平均分子量約3万)5重量部との混合物を用いた以外
は、すべて上記実施例1と同様に処理して電子写真感光
体を作製し、同様に評価を行なった。その結果を第1表
に示す。
Example 7 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-2> obtained in Synthesis Example 2) and the structural formula (n-3>
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was used, and evaluated in the same manner. I did this. The results are shown in Table 1.

実施例8 電荷輸送層の結着樹脂として、前記合成例2で得られた
前記構造式(I−2>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(n−3>
で示ざれる繰り返し単位よりなるボリカーボネート樹脂
(平均分子量約3万)5重量部との混合物を用いた以外
は、すべて上記実施例1と同様に処理して電子写真感光
体を作製し、同様に評価を行なった。その結果を第1表
に示す。
Example 8 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-2> obtained in Synthesis Example 2) and the structural formula (n-3>
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was used. was evaluated. The results are shown in Table 1.

実施例9 電荷輸送層の結着樹脂として、前記合成例3で得られた
前記構造式(I−3>で示される繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(IF−1
>で示される繰り返し単位よりなるポリカーボネート樹
脂(平均分子最約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 9 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-3) obtained in Synthesis Example 3 and the structural formula (IF-1) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular maximum of approximately 30,000) consisting of repeating units represented by was evaluated. The result is the first
Shown in the table.

実施例10 電荷輸送層の結着樹脂として、前記合成例3で得られた
前記構造式( I−3>で示ざれる繰り返し単位よりな
るポリカーボネート樹脂5重量部と前記構造式(II−
2>で示ざれる繰り返し単位よりなるポリカーボネート
樹脂(平均分子最約3万)5重量部との混合物を用いた
以外は、すべて上記実施例1と同様に処理して電子写真
感光体を作製し、同様に評価を行なった。その結果を第
1表に示す。
Example 10 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-3) obtained in Synthesis Example 3 and the structural formula (II-3) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular maximum of approximately 30,000) consisting of repeating units represented by 2> was used. , similarly evaluated. The results are shown in Table 1.

実施例11 電荷輸送層の結着樹脂として、前記合成例3で得られた
前記構造式( I−3>で示ざれる繰り返し単位よりな
るポリカーボネート樹脂5重量部と前記構造式(n−3
>で示ざれる繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 11 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-3) obtained in Synthesis Example 3 and the structural formula (n-3) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by > was used. was evaluated. The result is the first
Shown in the table.

実施例12 電荷輸送層の結着樹脂として、前記合成例3で得られた
前記構造式(I−3>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(II−4
>で示ざれる繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 12 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-3) obtained in Synthesis Example 3 and the structural formula (II-4) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by > was used. was evaluated. The result is the first
Shown in the table.

実施例13 電荷輸送層の結@樹脂として、前記合成例4で得られた
前記構造式( I−4>で示ざれる繰り返し単位よりな
るポリカーボネート樹脂5重m部と前記構造式(II−
1)で示ざれる繰り返し単位よりなるポリカーボネート
樹脂(平均分子最約3万)5重量部との混合物を用いた
以外は、すべて上記実施例1と同様に51a理して電子
写真感光体を作製し、同様に評価を行なった。その結果
を第1表に示す。
Example 13 As the binding resin of the charge transport layer, 5 parts of polycarbonate resin consisting of repeating units represented by the structural formula (I-4) obtained in Synthesis Example 4 and the structural formula (II-4) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular maximum of about 30,000) consisting of repeating units shown in 1) was used. The same evaluation was conducted. The results are shown in Table 1.

実施例14 電荷輸送層の結着樹脂として、前記合成例4で得られた
前記構造式(I−4>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(n−2>
で示される繰り返し単位よりなるポリカーボネート樹脂
(平均分子量約3万)5重量部との混合物を用いた以外
は、すべて上記実施例1と同様に処理して電子写真感光
体を作製し、同様に評価を行なった。ぞの結果を第1表
に示す。
Example 14 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-4> obtained in Synthesis Example 4) and the structural formula (n-2>
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was used, and evaluated in the same manner. I did this. The results are shown in Table 1.

実施例15 電荷輸送層の結着樹脂として、前記合成例4で得られた
前記構造式(I−4>で示される繰り返し単位よりなる
ポリカτボネート樹脂5重量部と前記構造式(n−3>
で示ざれる繰り返し単位よりなるポリカーボネート樹脂
(平均分子量約3万)5重量部との混合物を用いた以外
は、すべて上記実施例1と同様に処理して電子写真感光
体を作製し、同様に評価を行なった。その結果を第1表
に示す。
Example 15 As a binder resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-4> obtained in Synthesis Example 4) and the structural formula (n-3) were used. >
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was used. We conducted an evaluation. The results are shown in Table 1.

実施例16 電荷輸送層の結@樹脂として、前記合成例4で得られた
前記構造式(I−4>で示ざれる繰り返し単位よりなる
ポリカーボネート樹脂5重量部と前記構造式(If−4
>で示ざれる繰り返し単位よりなるポリカーボネート樹
脂(平均分子量約3万)5重量部との混合物を用いた以
外は、すべて上記実施例1と同様に処理して電子写真感
光体を作製し、同様に評価を行なった。その結果を第1
表に示す。
Example 16 As a binding resin for the charge transport layer, 5 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (I-4) obtained in Synthesis Example 4 and the structural formula (If-4) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by > was used. was evaluated. The result is the first
Shown in the table.

比較例 電荷輸送層の結着樹脂として、市販のポリカーボネート
樹脂(帝人■製、パンライトK−1300)のみを10
重同部用いた以外は、すべて実施例1と同様に処理して
電子写真感光体を作製し、同様に評価を行なった。その
結果を第1表に示す。
Comparative Example A commercially available polycarbonate resin (manufactured by Teijin ■, Panlite K-1300) was used as the binder resin for the charge transport layer.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 except that the same portion was used, and evaluation was performed in the same manner. The results are shown in Table 1.

以下余白 第1表 樹脂の混合物を用い、更にフッ素樹脂微粒子を分散させ
てなるから、形成ざれた塗膜は極めて優れた表面硬度及
び表面潤滑性を有しており、したがって本発明の電子写
真感光体は、耐久性に優れ、感光層表面の摩耗及び傷に
よる画像欠陥の発生が抑制ざれ、また同時に、紙粉など
の付着蓄積による画像流れの発生が解消され、寿命が飛
躍的に向上する。
Since a mixture of resins (Table 1) is used and fluororesin fine particles are further dispersed, the formed coating film has extremely excellent surface hardness and surface lubricity. The body has excellent durability, suppresses the occurrence of image defects due to abrasion and scratches on the surface of the photosensitive layer, and at the same time eliminates the occurrence of image fading due to adhesion and accumulation of paper dust etc., dramatically improving the service life.

特許出願人  富士ゼロックス株式会社代理人    
弁理士  渡部 剛 発明の効果
Patent applicant Fuji Xerox Co., Ltd. Agent
Effects of Patent Attorney Tsuyoshi Watanabe's inventions

Claims (3)

【特許請求の範囲】[Claims] (1)導電性基体上に感光層を設けてなる電子写真感光
体において、該感光層が、結着樹脂として、下記一般式
( I )で示される繰り返し単位よりなるポリカーボネ
ート樹脂を1種又はそれ以上▲数式、化学式、表等があ
ります▼( I ) (式中、R_1、R_2、R_3及びR_4は、それぞ
れ水素原子、炭素原子数1〜3のアルキル基、又はハロ
ゲン原子を表わし、R_5及びR_6は、それぞれ水素
原子、炭素原子数1〜4のアルキル基又はアリール基を
表わす。) 及び下記一般式(II)で示される繰り返し単位よりなる
ポリカーボネート樹脂を1種又はそれ以上▲数式、化学
式、表等があります▼(II) (式中、R_7、R_8、R_9及びR_1_0は、そ
れぞれ水素原子、ハロゲン原子、アルキル基、フッ素原
子置換アルキル基、アリール基、又はフッ素原子置換ア
リール基を表わし、R_1_1及びR_1_2は、それ
ぞれ水素原子、アルキル基、フッ素原子置換アルキル基
、アリール基、又はフッ素原子置換アリール基、又は互
いに結合して炭素環を形成する原子団を表わす。但し、
R_7、R_8、R_9、R_1_0、R_1_1及び
R_1_2の少なくとも一つは、フッ素原子、フッ素原
子置換アルキル基又はフッ素原子置換アリール基を表わ
す。) 含有し、更にフッ素樹脂微粒子を含有することを特徴と
する電子写真感光体。
(1) In an electrophotographic photoreceptor comprising a photosensitive layer provided on a conductive substrate, the photosensitive layer contains one or more polycarbonate resins consisting of repeating units represented by the following general formula (I) as a binder resin. Above ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (I) (In the formula, R_1, R_2, R_3 and R_4 each represent a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom, and R_5 and R_6 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an aryl group, respectively. etc.▼(II) (In the formula, R_7, R_8, R_9 and R_1_0 each represent a hydrogen atom, a halogen atom, an alkyl group, a fluorine atom-substituted alkyl group, an aryl group, or a fluorine atom-substituted aryl group, and R_1_1 and R_1_2 each represents a hydrogen atom, an alkyl group, a fluorine atom-substituted alkyl group, an aryl group, a fluorine atom-substituted aryl group, or an atomic group that combines with each other to form a carbon ring.However,
At least one of R_7, R_8, R_9, R_1_0, R_1_1 and R_1_2 represents a fluorine atom, a fluorine atom-substituted alkyl group, or a fluorine atom-substituted aryl group. ) and further contains fluororesin fine particles.
(2)上記一般式( I )で示される繰り返し単位より
なるポリカーボネート樹脂と上記一般式(II)で示され
る繰り返し単位よりなるポリカーボネート樹脂との含有
比が、90:10〜5:95であることを特徴とする特
許請求の範囲第1項に記載の電子写真感光体。
(2) The content ratio of the polycarbonate resin consisting of the repeating units represented by the above general formula (I) and the polycarbonate resin consisting of the repeating units represented by the above general formula (II) is from 90:10 to 5:95. An electrophotographic photoreceptor according to claim 1, characterized in that:
(3)結着樹脂に対するフッ素樹脂微粒子の重量比が、
0.02〜1である特許請求の範囲第1項に記載の電子
写真感光体。
(3) The weight ratio of the fluororesin fine particles to the binder resin is
The electrophotographic photoreceptor according to claim 1, which has a molecular weight of 0.02 to 1.
JP5600989A 1989-03-10 1989-03-10 Electrophotographic sensitive body Pending JPH02236560A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5600989A JPH02236560A (en) 1989-03-10 1989-03-10 Electrophotographic sensitive body

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5600989A JPH02236560A (en) 1989-03-10 1989-03-10 Electrophotographic sensitive body

Publications (1)

Publication Number Publication Date
JPH02236560A true JPH02236560A (en) 1990-09-19

Family

ID=13015054

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5600989A Pending JPH02236560A (en) 1989-03-10 1989-03-10 Electrophotographic sensitive body

Country Status (1)

Country Link
JP (1) JPH02236560A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07325407A (en) * 1994-05-31 1995-12-12 Konica Corp Electrophotographic photoreceptor
JP2004110071A (en) * 2003-12-01 2004-04-08 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2005099864A (en) * 2004-12-13 2005-04-14 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2005099866A (en) * 2004-12-13 2005-04-14 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2016224108A (en) * 2015-05-27 2016-12-28 京セラドキュメントソリューションズ株式会社 Positively charged single layer type electrophotographic photosensitive member, process cartridge, and image forming apparatus
JP2018031953A (en) * 2016-08-26 2018-03-01 京セラドキュメントソリューションズ株式会社 Electrophotographic photoreceptor, image forming apparatus, and process cartridge

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07325407A (en) * 1994-05-31 1995-12-12 Konica Corp Electrophotographic photoreceptor
JP2004110071A (en) * 2003-12-01 2004-04-08 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2005099864A (en) * 2004-12-13 2005-04-14 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2005099866A (en) * 2004-12-13 2005-04-14 Konica Minolta Holdings Inc Electrophotographic photoreceptor
JP2016224108A (en) * 2015-05-27 2016-12-28 京セラドキュメントソリューションズ株式会社 Positively charged single layer type electrophotographic photosensitive member, process cartridge, and image forming apparatus
JP2018031953A (en) * 2016-08-26 2018-03-01 京セラドキュメントソリューションズ株式会社 Electrophotographic photoreceptor, image forming apparatus, and process cartridge

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