JPH02236559A - Electrophotographic sensitive body - Google Patents

Electrophotographic sensitive body

Info

Publication number
JPH02236559A
JPH02236559A JP5600789A JP5600789A JPH02236559A JP H02236559 A JPH02236559 A JP H02236559A JP 5600789 A JP5600789 A JP 5600789A JP 5600789 A JP5600789 A JP 5600789A JP H02236559 A JPH02236559 A JP H02236559A
Authority
JP
Japan
Prior art keywords
repeating units
polycarbonate resin
units represented
weight
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP5600789A
Other languages
Japanese (ja)
Other versions
JP2639062B2 (en
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
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Filing date
Publication date
Application filed by Fuji Xerox Co Ltd filed Critical Fuji Xerox Co Ltd
Priority to JP5600789A priority Critical patent/JP2639062B2/en
Publication of JPH02236559A publication Critical patent/JPH02236559A/en
Application granted granted Critical
Publication of JP2639062B2 publication Critical patent/JP2639062B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Photoreceptors In Electrophotography (AREA)
  • Compositions Of Macromolecular Compounds (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, alkyl group or halogen atom; R11 and R12 denote a hydrogen atom, alkyl group or aryl group or an atom group which forms a carbon ring by bonding to each other. 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、ケイ
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、かつ高印字品質が得られ
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。
2. Description of the Related Art In recent years, electrophotographic technology has been widely used in the fields of copying machines, laser beam printers, etc. because it has the advantage of being able to print at high speed and with high print quality.

これ等電子写真技術にお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
る電荷輸送層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、実用化さ
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 these, functionally separated organic laminated photoreceptors, in which a charge generation layer that generates charges upon exposure and a charge transport layer that transports charges, are stacked are superior in terms of electrophotographic properties such as sensitivity, chargeability, and repeated stability. It is excellent, and various proposals have been made and 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引き起
こされる画像欠陥などがおり、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.;
In addition, 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 surface of the photoconductor, which can shorten the life of the photoconductor. It is restricted.

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
ており、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 measures 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 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はなく、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 not sufficiently satisfactory, and is in the range of 40,000 to 50,000. The problem remains that image quality defects occur due to abrasion and scratches on the surface of the photosensitive layer due to copying operations on the order of one sheet.
Furthermore, in the latter case, there remains the problem that after copying approximately 40,000 to 50,000 sheets, 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お
って、従来の技術にお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>で示ざれる繰り返し単位を構
成成分とす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(
II>で示ざれる繰り返し単位よりなるポリカーボネー
ト樹脂と併用し、更にフッ素微粒子を含有させることに
よって、上記の問題点、すなわち、感光層表面の摩耗及
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、電子写真感光体の寿命を
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 on the binder resin of the photosensitive layer, the present inventors have found that a polycarbonate resin containing repeating units represented by the following general formula (I>) is extremely excellent. It has both surface hardness and surface lubricity, and can be expressed by the following general formula (
By using it in combination with a polycarbonate resin consisting of repeating units shown in II> and further containing fluorine particles, the above-mentioned problems, namely image quality defects due to abrasion and scratches on the surface of the photosensitive layer, and adhesion accumulation of paper dust, etc. can be solved. The present inventors have discovered that it is possible to simultaneously eliminate the occurrence of image deletion caused by the electrophotographic photoreceptor, and to dramatically improve the life of the electrophotographic photoreceptor, thereby completing 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>で示される繰り返し単位J;りなるボリカー
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(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を1種又はそれ1ス上(式中、
R7、R8、R9及びR川は、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
、Rh及びR12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、又は互いに結合して
炭素環を形成する原子団を表わす。》 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 a polycarbonate resin having a repeating unit J represented by the following general formula (I>) as a binder resin. One or more types (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 or a carbon atom) 1 to 4 alkyl or aryl groups) and one or more polycarbonate resins consisting of repeating units represented by the following general formula (II) (in the formula,
R7, R8, R9 and R each represent a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom, and Rh and R12 each represent a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a halogen atom.
~4 alkyl groups or aryl groups, or atomic groups that combine with each other to form a carbon ring. >> 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、プラスチックシ一ト上に、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、グラファ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 materials 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 on 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
ニルブチラール、ポリビニルアルコール、カゼイン、ボ
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 butyral, 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、単同構造であって
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 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ざれる
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、ベリレン系、アゾ系、アントラセン系、
ビレン系、ピリリウム塩、チアビリリウム塩等の有機顔
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, berylene-based, azo-based, anthracene-based,
Organic pigments and dyes such as birene, pyrylium salts, and thiavirylium 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7ルオレノ冫化合物、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、ビラゾリン系化合物、ヒ
ドラゾン系化合物、オキサゾール系化合物、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、アリール置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 compounds, 7fluorenol compounds such as 2,4.7-trinitrofluorenone, 2,4,5.7-tetranitrofluorenone, fluorenone-9
- Electron-withdrawing substances such as malononitrile compounds, xanthone compounds, benzophenone compounds, cyanovinyl compounds, ethylene compounds, birazoline compounds, hydrazone compounds, oxazole compounds, carbazole compounds, arylalkane compounds, triphenyl An electron-donating substance such as an amine compound, an aryl-substituted ethylene compound, a benzidine compound, a stilbene compound, an anthracene compound, or a polymer having a group consisting of these compounds in its main chain or side chain is used.

これ等のうちで、特に下記一般式(I[I)で示ざれる
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[I).

(式中、Ro及びR+aは、それぞれH又はCH3を表
わし、R l5はト1、CH3、C2H5又はCIを表
わす) 本発明において、結@樹脂としては、上記一般式(I)
及び(■),で示ざれる繰り返し単位よりなるボリカー
ボネート樹脂が使用される。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層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@樹脂として使用するのが好ましい。
(In the formula, Ro and R+a each represent H or CH3, and R15 represents To1, CH3, C2H5, or CI.) In the present invention, as the binder resin, the above general formula (I)
A polycarbonate resin consisting of repeating units indicated by and (■) 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 a layer forming the surface. In particular, it is preferable to use it as a binding resin when the surface is composed of a charge transport layer.

本発明において使用ざれる上記一般式(I>で示される
繰り返し単位よりなるポリカーボネート樹脂は、平均分
子量1万から30万、特に2万から20万の範囲にある
のが好ましい。
The polycarbonate resin composed of repeating units represented by the 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(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。
Specific examples of polycarbonate resins consisting of repeating units represented by the general formula (I>) that can be suitably used in the present invention include those containing the following repeating units as constituent components.

以下余白 本発明における上記一般式(工)示ざれる繰り返し単位
よりな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
易に合成することができる。
Margin below In the present invention, the polycarbonate resin consisting of repeating units represented by the above general formula (IV>
It can be easily synthesized according to a conventional method using the phenolic compound shown below.

(式中、R1〜R6は、前記したと同じ意味を有する) 具体的には、塩化メチレン溶媒の存在下、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。酸結合剤として、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量混合し、ホスゲンを導入した後、
触媒としてトリメチルアミン、トリエチルアミン等の第
3扱アミン化合物、更に水酸化ナトリウム、水を適伊加
え、重合を行なうことができ、分子量調笥剤としては、
フェノール、p一第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. When using an alkaline aqueous solution such as sodium hydroxide as an acid binder,
After mixing appropriate amounts of the phenolic compound, sodium hydroxide, water, methylene chloride, etc., and introducing phosgene,
Polymerization can be carried out by adding a third-handling amine compound such as trimethylamine or triethylamine as a catalyst, as well as sodium hydroxide and water as appropriate.As a molecular weight control agent,
A method can be adopted in which a monofunctional compound such as phenol or p-tertiary butylphenol is added before, during, 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          189水        
              250 ml!塩化メチ
レン           150酎p一第3級プチル
フェノール      0.4g以上の物質を、21の
反応容器に仕込み、攪拌しながら、これにホスゲン40
gを2時間吹き込み、更にトリエチルアミン0. 05
 g、水酸化ナトリウム5g,水30 mNを加え、2
5℃で4時間重合を行なった。重合終了後、塩化メチレ
ン400 dを添加して希釈しI1塩酸洗浄を行ない、
水洗後、塩化メチレンを蒸発させて、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55cJ(平均分子旦約3万)を得た。
Synthesis Example 1 Phenolic compound represented by the following structural formula (IV-1) 0.2 mol Sodium hydroxide 189 Water
250ml! Methylene chloride 150p - tertiary butylphenol 0.4g or more of the substance was charged into a reaction vessel of 21, and while stirring, 40g of phosgene was added to it.
g for 2 hours, and then added 0.0 g of triethylamine. 05
g, 5 g of sodium hydroxide, and 30 mN of water were added.
Polymerization was carried out at 5°C for 4 hours. After the polymerization was completed, 400 d of methylene chloride was added to dilute the mixture and washed with hydrochloric acid.
After washing with water, methylene chloride is evaporated and the following structural formula (I-
About 55 cJ (average molecular weight: about 30,000 cJ) of polycarbonate resin consisting of repeating units represented by 1> was obtained.

合成例2 下記溝造式(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          iag水       
               250mg塩化メチレ
ン           150酎p一第3級ブヂルフ
ェノール      0.49以上の物質を、2g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>で示される繰り退し単位よりな
るポリカーボネーl〜樹脂約58g(平均分子量約3万
)を得た。
Synthesis Example 2 Phenolic compound represented by Mizozo formula (IV-2) below 0.2 mol Sodium hydroxide IAG water
250 mg methylene chloride 150 tertiary butylphenol 0.49 or more substances were charged into a 2 g reaction vessel, and a polymerization reaction was carried out in the same manner as in Synthesis Example 1 to obtain the following structural formula (I-2>). About 58 g of polycarbonate resin (average molecular weight: about 30,000) consisting of the shown repeating units was obtained.

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          18g水        
              250 m.ll塩化メ
ヂレン           150 mΩp一第3級
プチルフェノール      0.49以上の物質を、
2g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−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6(IJ (,平均
分子量約3万》を1qた。
Synthesis Example 3 Phenolic compound represented by the following structural formula (IV-3) 0.2 mol Sodium hydroxide 18 g Water
250 m. llMedylene chloride 150 mΩp-tertiary butylphenol Substances of 0.49 or more,
A 2 g reaction vessel was charged and a polymerization reaction was carried out in the same manner as in Synthesis Example 1 to obtain a polycarbonate resin of approximately 6 (IJ) (average molecular weight approximately 30,000) consisting of repeating units represented by the following structural formula (I-3). 1 q.

合成例4 下記構造式(IV−4>で示される フェノール系化合物      0.2モル水酸化ナト
リウム          18び水        
               250 mu塩化メヂ
レン           15() ml!p一第3
級プチルフェノール      0.4g以上の物質を
、2g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>で示ざれる繰り返し
単位よりなるポリカーボネート樹脂約60g(平均分子
母約3万)を得た。
Synthesis Example 4 Phenolic compound represented by the following structural formula (IV-4) 0.2 mol Sodium hydroxide 18 water
250 mu methylene chloride 15() ml! p1 3rd
0.4 g or more of class butylphenol was charged into a 2 g reaction vessel, and a polymerization reaction was carried out in the same manner as in Synthesis Example 1 to produce a polycarbonate resin consisting of repeating units represented by the following structural formula (I-4>). 60 g (average molecular weight of about 30,000) was obtained.

本発明において、上記一般式(1)で示ざれ繰り返し単
位よりなるポリカーボネート樹脂と共に使用ざれる一般
式(n)で示ざれる繰り返し甲位よりなるポリカーボネ
ート樹脂としては、公知のものが使用される。通常、平
均分子辺1万がら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欝成成分とするも
のが例示ざれる。
In the present invention, as the polycarbonate resin consisting of repeating units represented by general formula (n) used together with the polycarbonate resin consisting of repeating units represented by general formula (1), known ones are used. Usually, those having an average molecular side in the range of 10,000 to 200,000 are used. Specifically, examples include those in which the following repeating units are constituent components.

本発明において、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ボネート樹脂と一般式(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の
含有比は任意に設定することができるが、前者:後者=
90:10〜5 :95の範囲にあることが好ましい。
In the present invention, the content ratio of the polycarbonate resin consisting of repeating units represented by the general formula (I>) and the polycarbonate resin consisting of repeating units represented by the general formula (n) can be arbitrarily set, but Former: latter =
The ratio is preferably in the range of 90:10 to 5:95.

本発明において、フッ素樹脂微粒子として【ま、例えば
、四フッ化エチレン重合体、フッ化ビニリデン重合体、
塩化三フッ化ビニリデン明合体、四フッ化エチレン一六
フッ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, the fluororesin fine particles include, for example, tetrafluoroethylene polymer, vinylidene fluoride polymer,
Powders of vinylidene chloride trifluoride clear polymer, tetrafluoroethylene hexafluoropropylene 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0.1μm〜5
朗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 μm to 5 μm.
Preferably, the particles have a particle size in the medium range.

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
範囲に必るのが好ましい。
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 must be in the range of 0.02 to 1. is preferable.

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、
上記一般式(工)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、アルキツド樹脂、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、ポルウレタン、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 polycarbonate resins consisting of repeating units represented by general formulas (E) and (N) above, known binder resins such as polystyrene, polyvinyl chloride, polyvinyl acetate, vinyl chloride-vinyl acetate copolymers , polyvinyl acetal, alkyd resin, acrylic resin, polyacrylonitrile, polycarbonate, polyamide,
Conventionally known resins can be used, such as thermoplastic resins such as polyketone, polyacrylamide, butyral resin, and polyester, and thermosetting resins such as polyurethane, epoxy resin, and phenol resin.

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

また、電荷輸送層は、上記した電荷輸送物質及び上記共
重合ポリカーポネート樹脂とを、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
れ等の混合溶剤を市げるごとができる。
Further, the charge transport layer can be formed by applying a solution in which the above-mentioned charge transport substance and the above-mentioned copolymerized polycarbonate resin are dissolved in a suitable solvent and drying the solution. Many useful organic solvents can be used as the solvent used to form the charge transport layer. 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. Hydrogens, tetrahydrofuran, dioxane, ethylene glycol, cyclic or linear ethers such as diethyl ether, and mixed solvents thereof can be commercially available.

電荷輸送層の膜厚は、2〜100 /ffl、好ましく
は10〜40u1に設定される。
The thickness of the charge transport layer is set to 2 to 100/ffl, preferably 10 to 40 u1.

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1JJ!I1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ール樹脂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
量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8層上に塗布し、乾燥して、膜厚0.3jffi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 solution 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 dip-coated onto the pipe and dried to give a film thickness of 1JJ! A subbing layer of I1 was formed. Furthermore, trigonal selenium (manufactured by Xerox Company, USA)
A mixture consisting of 90 parts by weight, 10 parts by weight of modified polyvinyl butyral resin, and 300 parts by weight of n-butanol was dispersed, and 2 parts by weight of n-butanol was added to 1 part by weight of the resulting dispersion to dilute the liquid. It was coated on the above-mentioned 8 sublayers by a coating method and dried to form a charge generation layer having a thickness of 0.3jffi.

次にN,N’−ジフエニル−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(Ir−
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, N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1'-biphenyl]-4.4
3 parts by weight of '-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 (Ir-
5 parts by weight of a polycarbonate resin (average molecular weight: approximately 30,000) consisting of repeating units represented by 1> were 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樹脂微粒子(
ルブロンし一2、ダイキン工業■製)を1重量部加え、
ザンドミルで48時間分散し、更に得られた分散液を、
上記の電荷発生層上に浸漬塗布し、乾燥して、膜厚20
lIMの電荷輸送層を形成ざぜ、三層からなる電子写真
感光体を作製した。
Tetrafluoroethylene polymer resin fine particles (
Add 1 part by weight of LeBron Shiichi 2 (manufactured by Daikin Industries),
Dispersion was carried out in a sand mill for 48 hours, and the resulting dispersion was
It is applied by dip coating onto the above charge generation layer and dried to a film thickness of 20.
An electrophotographic photoreceptor consisting of three layers was prepared by forming an IIM charge transport layer.

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 sheets. Furthermore, 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7重量部と、前記構造式(n−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(平均分子量約3万)3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。だの結果を第1
表に示す。
Example 2 As a binder resin for the charge transport layer, 7 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 (n-1) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 3 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by > was used. was evaluated. The first result is
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 3 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 (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7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)3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, 7 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 (II-2) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 3 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 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 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7重量部と前記構造式(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(平均分子量約3万)3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, 7 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-1) were used.
) An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 3 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units represented by was evaluated. The results are shown in Table 1.

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)で示される繰り返し単位よりなる
ボ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ボリカーポネート樹
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と同様に迅理して電子写真感
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 (II-2) 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. It was prepared and evaluated in the same manner. The result is the first
Shown in the table.

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>で示される繰り返し単位よりなる
ポリカーボネート樹脂1@旧部と前記構造式(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(平均分子量約3万)3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, polycarbonate resin 1@old part consisting of repeating units represented by the structural formula <I-2> obtained in Synthesis Example 2 and the structural formula (II-2)
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 3 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 −
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 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 (I-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 1> was used. Evaluation was conducted in the same manner. The results are shown in Table 1.

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(工−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7重量部と萌記構造式(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(平均分子量約3万)3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, 7 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (II-3) obtained in Synthesis Example 3 and Moeki structural formula (II-1) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 3 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(工−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(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 (II-2) obtained in Synthesis Example 3 and the structural formula (II-2) 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(工−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7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ボリカーボネート樹脂
(平均分子量約3万)3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, 7 parts by weight of a polycarbonate resin consisting of repeating units represented by the structural formula (E-3) obtained in Synthesis Example 3 and the structural formula (n-2) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that a mixture with 3 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13 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−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 13 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-1>
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 molecule maximum of 30,000) consisting of repeating units represented by was used. We conducted an evaluation. 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>で示される繰り返し単位よりなる
ポリカーボネート樹脂7重量部と前記構造式(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(平均分子量約3万)3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 14 As the binder resin of the charge transport layer, 7 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 (II-1) were used.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 3 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(工−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(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 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[-2) obtained in Synthesis Example 4 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16 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
るポリカーボネート樹脂7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ポネート
樹脂(平均分子量約3万)3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 binder resin for the charge transport layer, 7 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 (II-.
An electrophotographic photoreceptor was prepared in the same manner as in Example 1 above, except that a mixture with 3 parts by weight of a polycarbonate resin (average molecular weight approximately 30,000) consisting of repeating units shown in 2) was used. The same evaluation was conducted. The results are shown in Table 1.

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t&木製、パンライトκ−1300)のみを
10重量部用いた以外は、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。
Comparative Example An electrophotographic photoreceptor was prepared in the same manner as in Example 1, except that 10 parts by weight of a commercially available polycarbonate resin (Teijin T & Wooden Co., Ltd., Panlite κ-1300) was used as the binder resin for the charge transport layer. was prepared and evaluated in the same manner.

結果を第1表に示す。The results are shown in Table 1.

以下余白 第1表 発明の効果 本発明においては、感光層の結着樹脂として、上記一般
式(I>で示される繰り返し中位よりなるポリカーボネ
ート樹脂及び上記一般式(n)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
発生が解消ざれ、野命が飛躍的に向上する。
Table 1: Effects of the Invention In the present invention, as the binder resin of the photosensitive layer, a polycarbonate resin consisting of a repeating medium represented by the above general formula (I>) and a repeating unit represented by the above general formula (n) are used. Because it is made by using a polycarbonate resin mixture and further dispersing fluororesin fine particles, the formed coating film has extremely excellent surface hardness and surface lubricity.
Therefore, the electrophotographic photoreceptor of the present invention has excellent durability and
The occurrence of image defects due to abrasion and scratches on the surface of the photosensitive layer is suppressed, and at the same time, the occurrence of image deletion due to adhesion and accumulation of paper dust etc. is eliminated, resulting in a dramatic improvement in image quality.

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
Patent applicant Fuji Xerox Co., Ltd. Agent
Patent attorney Tsuyoshi Watanabe

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、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_1_1及びR_1_2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、又は互いに結合して炭素環を形成する原子
団を表わす。) 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, an alkyl group having 1 to 3 carbon atoms, or a halogen atom, and R_1_1 and R_1_2 are
Each represents a hydrogen atom, an alkyl group or aryl group having 1 to 4 carbon atoms, or an atomic group bonded to each other to form a carbon ring. ) 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.
JP5600789A 1989-03-10 1989-03-10 Electrophotographic photoreceptor Expired - Fee Related JP2639062B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5600789A JP2639062B2 (en) 1989-03-10 1989-03-10 Electrophotographic photoreceptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5600789A JP2639062B2 (en) 1989-03-10 1989-03-10 Electrophotographic photoreceptor

Publications (2)

Publication Number Publication Date
JPH02236559A true JPH02236559A (en) 1990-09-19
JP2639062B2 JP2639062B2 (en) 1997-08-06

Family

ID=13014996

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5600789A Expired - Fee Related JP2639062B2 (en) 1989-03-10 1989-03-10 Electrophotographic photoreceptor

Country Status (1)

Country Link
JP (1) JP2639062B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1073944A (en) * 1996-07-04 1998-03-17 Canon Inc Electrophotographic photoreceptor, process cartridge having this electrophotographic photoreceptor, and electrophotographic device
EP0997785A1 (en) * 1998-10-30 2000-05-03 Canon Kabushiki Kaisha Electrophotographic photosensitive member and image forming apparatus using the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1073944A (en) * 1996-07-04 1998-03-17 Canon Inc Electrophotographic photoreceptor, process cartridge having this electrophotographic photoreceptor, and electrophotographic device
EP0997785A1 (en) * 1998-10-30 2000-05-03 Canon Kabushiki Kaisha Electrophotographic photosensitive member and image forming apparatus using the same

Also Published As

Publication number Publication date
JP2639062B2 (en) 1997-08-06

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