JP2000305294A - Electrophotographic photoreceptor, process cartridge with same and electrophotographic device - Google Patents
Electrophotographic photoreceptor, process cartridge with same and electrophotographic deviceInfo
- Publication number
- JP2000305294A JP2000305294A JP11116515A JP11651599A JP2000305294A JP 2000305294 A JP2000305294 A JP 2000305294A JP 11116515 A JP11116515 A JP 11116515A JP 11651599 A JP11651599 A JP 11651599A JP 2000305294 A JP2000305294 A JP 2000305294A
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- Prior art keywords
- electrophotographic
- general formula
- group
- photosensitive member
- layer
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- Photoreceptors In Electrophotography (AREA)
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は電子写真感光体と該電子
写真感光体を有するプロセスカ−トリッジ及び電子写真
装置に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an electrophotographic photosensitive member, a process cartridge having the electrophotographic photosensitive member, and an electrophotographic apparatus.
【0002】[0002]
【従来の技術】従来、電子写真感光体としてはセレン、
酸化亜鉛、カドミウムなどを主成分とする感光層を有す
る無機感光体が広く用いられてきた。これは、ある程度
の基礎特性は備えているが成膜が困難である、可塑性が
悪い、製造コストが高い等の問題がある。更に無機光導
電性材料は一般的に毒性が強く、製造上並びに取り扱い
上にも大きな制約があった。2. Description of the Related Art Conventionally, selenium,
Inorganic photoreceptors having a photosensitive layer containing zinc oxide, cadmium or the like as a main component have been widely used. This has problems such as difficulty in film formation, poor plasticity, and high manufacturing cost, although it has some basic characteristics. Furthermore, inorganic photoconductive materials are generally highly toxic, and have great restrictions on production and handling.
【0003】一方、有機光導電性化合物を主成分とする
有機感光体は、無機感光体の上記欠点を補う等多くの利
点を有し、近年注目を集めており、これまで数多くの提
案がされ、いくつかは実用化されてきている。このよう
な有機感光体としては、ポリ−N−ビニルカルバゾ−ル
に代表される光導電性ポリマ−等と、2,4,7−トリ
ニトロ−9−フルオレノン等のルイス酸とから形成され
る電荷移動錯体を主成分とする電子写真感光体が提案さ
れている。これらの有機光導電性ポリマ−は、無機光導
電性材料に比べて軽量性、成膜性等の点では優れている
が、感度、耐久性、環境変化による安定性等の面で無機
光導電性材料に比べて劣っており、必ずしも満足できる
ものではない。On the other hand, an organic photoreceptor containing an organic photoconductive compound as a main component has many advantages such as compensating the above-mentioned disadvantages of an inorganic photoreceptor, and has been receiving attention in recent years. Some have been put into practical use. As such an organic photoreceptor, a charge transfer formed from a photoconductive polymer represented by poly-N-vinyl carbazole and a Lewis acid such as 2,4,7-trinitro-9-fluorenone. An electrophotographic photoreceptor containing a complex as a main component has been proposed. These organic photoconductive polymers are superior to inorganic photoconductive materials in terms of lightness, film formability, etc., but are more sensitive to inorganic photoconductive materials in terms of sensitivity, durability, and stability due to environmental changes. It is inferior to the conductive material and is not always satisfactory.
【0004】そこで、電荷発生機能と電荷輸送機能とを
それぞれ別々の物質に分担させた機能分離型電子写真感
光体が、従来の有機感光体の欠点とされていた感度や耐
久性に著しい改善をもたらした。このような機能分離型
感光体は、電荷発生物質と電荷輸送物質の各々の材料選
択範囲が広く、任意の特性を有する電子写真感光体を比
較的容易に作成できるという利点を有している。[0004] Therefore, a function-separated electrophotographic photosensitive member in which the charge generation function and the charge transport function are shared by different substances, respectively, has remarkably improved sensitivity and durability, which have been considered to be disadvantages of conventional organic photosensitive members. Brought. Such a function-separated type photoreceptor has an advantage that a material selection range of a charge generation material and a charge transport material is wide, and an electrophotographic photoreceptor having arbitrary characteristics can be relatively easily prepared.
【0005】電荷発生物質としては、種々のアゾ顔料、
多環キノン顔料、シアニン色素、スクエアリック酸染
料、ピリリウム塩系色素等が知られている。その中でも
アゾ顔料は耐光性が強い、電荷発生能力が大きい、材料
合成が容易等の点から多くの構造が提唱されている。[0005] As the charge generating material, various azo pigments,
Known are polycyclic quinone pigments, cyanine dyes, squaric acid dyes, and pyrylium salt dyes. Among them, many structures of azo pigments have been proposed from the viewpoints of high light resistance, high charge generation ability, easy material synthesis, and the like.
【0006】一方、電荷輸送物質としては、例えば特公
昭52−4188号公報のに開示のピラゾリン化合物、
特公昭54−59143号公報、特開昭54−1501
28号公報、特公昭55−42380号公報及び特公昭
55−52063号公報に開示のヒドラゾン化合物、特
開平2−190862号公報に開示のトリフェニルアミ
ン化合物、特開昭54−151955号公報及び特開昭
58−198043号公報に開示のスチルベン化合物等
が知られている。これらの電荷輸送物質は、通常、結着
性樹脂に分散・混合して使用される。On the other hand, examples of the charge transport material include pyrazoline compounds disclosed in Japanese Patent Publication No. 52-4188.
JP-B-54-59143, JP-A-54-1501
No. 28, JP-B-55-42380 and JP-B-55-52063, triphenylamine compounds disclosed in JP-A-2-190862, JP-A-54-151955 and JP-A-54-151955. A stilbene compound disclosed in Japanese Patent Laid-Open Publication No. 58-198043 is known. These charge transporting substances are usually used by being dispersed and mixed in a binder resin.
【0007】しかし、機能分離型の有機感光体でも機械
的強度はまだ無機感光体に及ばず、クリ−ニングブレ−
ド、現像ブラシ、用紙等の機械的外力による摺擦傷、摩
耗により感光体表面が劣化し易く、寿命が短いという問
題があった。[0007] However, even the organic photoreceptor of the function separation type does not yet have mechanical strength equal to that of the inorganic photoreceptor.
The surface of the photoreceptor is liable to be deteriorated due to abrasion and abrasion caused by mechanical external force such as a brush, a developing brush, and paper, and the life is short.
【0008】更に、近年は、特開昭57−17826号
公報及び特開昭58−40566号公報に開示されてい
るような帯電部材に直接電圧をかけ電子写真感光体に電
荷を印加する直接帯電方式が主流となりつつある。この
方式はスコロトロン等に比べオゾン発生量が格段に少な
い等のメリットを持つが、スコロトロン等より電子写真
感光体の摩耗が大幅に増加してしまうという問題をが生
じた。その結果、電子写真感光体の帯電電位が低下した
り、感度が低下したりして、画像にかぶりが生じたり、
濃度が低下するという問題があった。従って、繰り返し
使用において高い耐摩耗性を有し、直接帯電装置のよう
なプロセスの用いても高い耐久性を有する有機感光体が
特に望まれている。Further, in recent years, direct charging in which a voltage is applied directly to a charging member and a charge is applied to an electrophotographic photosensitive member as disclosed in JP-A-57-17826 and JP-A-58-40566. The method is becoming mainstream. This method has the advantage that the amount of generated ozone is much smaller than that of a scorotron or the like, but has a problem that the wear of the electrophotographic photosensitive member is significantly increased as compared with the scorotron or the like. As a result, the charging potential of the electrophotographic photoreceptor is reduced, or the sensitivity is reduced, resulting in fogging of the image,
There was a problem that the concentration was reduced. Therefore, an organic photoreceptor having high abrasion resistance in repeated use and high durability even in a process such as a direct charging device is particularly desired.
【0009】[0009]
【発明が解決しようとする課題】本発明の目的は高い耐
摩耗性を有し、且つ高い感度を有し、繰り返し使用時の
電位の安定性に優れ、安価に製造できる電子写真感光体
を提供すること、また、かかる電子写真感光体をプロセ
スカ−ロリッジや電子写真装置に適用することである。SUMMARY OF THE INVENTION An object of the present invention is to provide an electrophotographic photoreceptor having high abrasion resistance, high sensitivity, excellent potential stability upon repeated use, and inexpensive manufacture. And applying the electrophotographic photosensitive member to a process carriage or an electrophotographic apparatus.
【0010】[0010]
【課題を解決するための手段】本発明は導電性支持体上
に感光層を有する電子写真感光体において、該感光層が
下記一般式(1)で示されるヒドラゾン化合物及び結着
性樹脂として下記構造式(1)で示される構成単位を有
するポリカ−ボネ−ト樹脂を含有することを特徴とする
電子写真感光体から構成される。 一般式(1)According to the present invention, there is provided an electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises a hydrazone compound represented by the following general formula (1) and a binder resin. An electrophotographic photosensitive member comprising a polycarbonate resin having the structural unit represented by the structural formula (1). General formula (1)
【化5】 (式中、R1 は置換基を有してもよいアリ−ル基、アル
キル基あるいはアラルキル基を示し、R2 は水素原子、
置換基を有してもよいアリ−ル基、アルキル基あるいは
アラルキル基を示し、nは0または1である。) 構造式(1)Embedded image (Wherein, R 1 represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, R 2 represents a hydrogen atom,
It represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, and n is 0 or 1. ) Structural formula (1)
【化6】 Embedded image
【0011】また、本発明は導電性支持体上に感光層を
有する電子写真感光体において、該感光層が電荷輸送物
質として下記一般式(1)で示されるヒドラゾン化合物
及び下記一般式(2)で示されるフルオレン化合物を含
有することを特徴とする電子写真感光体から構成され
る。 一般式(1)Further, the present invention relates to an electrophotographic photoreceptor having a photosensitive layer on a conductive support, wherein the photosensitive layer comprises a hydrazone compound represented by the following general formula (1) as a charge transporting substance and a hydrazone compound represented by the following general formula (2): And an electrophotographic photoreceptor characterized by containing a fluorene compound represented by the formula: General formula (1)
【化7】 (式中、R1 は置換基を有してもよいアリ−ル基、アル
キル基あるいはアラルキル基を示し、R2 は水素原子、
置換基を有してもよいアリ−ル基、アルキル基あるいは
アラルキル基を示し、nは0または1である。) 一般式(2)Embedded image (Wherein, R 1 represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, R 2 represents a hydrogen atom,
It represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, and n is 0 or 1. ) General formula (2)
【化8】 (式中、R3 及びR4 はアルキル基、R5 及びR6 は水
素原子またはアルキル基を示し、m及びlは0から2ま
での整数である。Embedded image (Wherein, R 3 and R 4 represent an alkyl group, R 5 and R 6 represent a hydrogen atom or an alkyl group, and m and l are integers from 0 to 2.)
【0012】また、本発明は前記本発明の電子写真感光
体、及び帯電手段、現像手段、クリ−ニング手段からな
る群より選ばれる少なくとも一つの手段を一体に支持
し、電子写真装置本体に着脱自在であることを特徴とす
るプロセスカ−トリッジから構成される。According to the present invention, the electrophotographic photoreceptor of the present invention and at least one means selected from the group consisting of a charging means, a developing means and a cleaning means are integrally supported and attached to and detached from an electrophotographic apparatus main body. It is composed of a process cartridge characterized by being flexible.
【0013】また、本発明は前記本発明の電子写真感光
体、帯電手段、像露光手段、現現像手段及び転写手段を
有することを特徴とする電子写真装置から構成される。Further, the present invention comprises an electrophotographic apparatus comprising the electrophotographic photosensitive member of the present invention, a charging unit, an image exposing unit, a current developing unit and a transfer unit.
【0014】[0014]
【発明の実施の態様】上記表現のアリ−ル基としては、
フェニル、ナフチル、アントラセニル、ピレニル等の芳
香族炭化水素基、ピリジル、キノリル、チエニル、フリ
ル、カルバゾリル、ベンゾイミダゾリル、ベンゾチアゾ
リル等の複素環基が挙げられる。アルキル基としては、
メチル、エチル、プロピル、ブチル、ヘキシル等の基が
挙げられる。アラルキル基としては、ベンジル、フェネ
チル、ナフチルメチル、フルフリル等の基が挙げられ
る。BEST MODE FOR CARRYING OUT THE INVENTION The aryl group in the above expression includes:
Examples include aromatic hydrocarbon groups such as phenyl, naphthyl, anthracenyl, and pyrenyl, and heterocyclic groups such as pyridyl, quinolyl, thienyl, furyl, carbazolyl, benzimidazolyl, and benzothiazolyl. As the alkyl group,
Examples include groups such as methyl, ethyl, propyl, butyl, and hexyl. Examples of the aralkyl group include groups such as benzyl, phenethyl, naphthylmethyl, and furfuryl.
【0015】上記基が有してもよい置換基としては、メ
チル、エチル、プロピル、ブチル、ヘキシル等のアルキ
ル基、メトキシ、エトキシ、ブトキシ等のアルコキシ
基、フッ素原子、塩素原子、ヨウ素原子等のハロゲン原
子、フェニル、ナフチル等の芳香族炭化水素基、ピリジ
ル、キノリル、チエニル、フリル等の複素環基、アセチ
ル、ベンゾイル等のアシル基、ジメチルアミノ、ジエチ
ルアミノ等のジアルキルアミノ基、ジフェニルアミノ、
ジ(p−トリル)アミノ等のジアリ−ルアミノ基、トリ
フルオロメチル等のハロアルキル基、シアノ基、ニトロ
基、フェニルカルバモイル基、カルボキシル基、ヒドロ
キシル基等が挙げられる。Examples of the substituent which the above group may have include alkyl groups such as methyl, ethyl, propyl, butyl and hexyl, alkoxy groups such as methoxy, ethoxy and butoxy, fluorine atoms, chlorine atoms and iodine atoms. Halogen atoms, phenyl, aromatic hydrocarbon groups such as naphthyl, pyridyl, quinolyl, thienyl, heterocyclic groups such as furyl, acetyl, acyl groups such as benzoyl, dimethylamino, dialkylamino groups such as diethylamino, diphenylamino,
Examples thereof include a diarylamino group such as di (p-tolyl) amino, a haloalkyl group such as trifluoromethyl, a cyano group, a nitro group, a phenylcarbamoyl group, a carboxyl group, and a hydroxyl group.
【0016】一般式(1)および一般式(2)で示され
る化合物についてその代表例を表1〜12に掲げる。た
だし、これらの化合物に限定されるものではない。Representative examples of the compounds represented by formulas (1) and (2) are shown in Tables 1 to 12. However, it is not limited to these compounds.
【0017】[0017]
【表1】 [Table 1]
【表2】 [Table 2]
【表3】 [Table 3]
【表4】 [Table 4]
【表5】 [Table 5]
【0018】[0018]
【表6】 [Table 6]
【表7】 [Table 7]
【表8】 [Table 8]
【表9】 [Table 9]
【表10】 [Table 10]
【表11】 [Table 11]
【0019】本発明の電子写真感光体の構成は、導電性
支持体上に単一の感光層を設けた単層型、電荷発生と電
荷輸送の機能を別々の層に分担させた積層型等、公知の
いかなる構成であってもよい。導電性支持体と感光層の
間にバリヤ−機能や接着機能を有する下引き層を設けて
もよい。これらの構成の中で、導電性支持体上に少なく
とも電荷発生層と電荷輸送層がこの順に積層された構成
を有する積層型が特に好ましい。The constitution of the electrophotographic photoreceptor of the present invention includes a single layer type in which a single photosensitive layer is provided on a conductive support, a laminated type in which the functions of charge generation and charge transport are shared by separate layers, and the like. Any known configuration may be used. An undercoat layer having a barrier function and an adhesive function may be provided between the conductive support and the photosensitive layer. Among these configurations, a laminated type having a configuration in which at least a charge generation layer and a charge transport layer are laminated on a conductive support in this order is particularly preferable.
【0020】以下に、導電性支持体上に電荷発生層と電
荷輸送層を積層した機能分離型感光体についてその作成
方法を説明する。Hereinafter, a method for producing a function-separated type photoconductor in which a charge generation layer and a charge transport layer are laminated on a conductive support will be described.
【0021】導電性支持体としては、例えば下記の形態
のものを挙げることができる。 (1)アルミニウム、アルミニウム合金、ステンレス、
銅等の金属を板形状またはドラム形状にしたもの。 (2)ガラス、樹脂、紙等の非導電性支持体や前記
(1)の導電性支持体上にアルミニウム、パラジウム、
ロジウム、金、白金等の金属を蒸着もしくはラミネ−ト
することにより薄膜形成したもの。 (3)ガラス、樹脂、紙等の非導電性支持体や前記
(1)の導電性支持体上に導電性高分子、酸化スズ、酸
化インジウム等の導電性化合物の層を蒸着あるいは塗布
することにより形成したもの。Examples of the conductive support include the following forms. (1) Aluminum, aluminum alloy, stainless steel,
Plates or drums made of metal such as copper. (2) Aluminum, palladium, etc. on a non-conductive support such as glass, resin, paper or the conductive support of the above (1).
A thin film formed by depositing or laminating a metal such as rhodium, gold or platinum. (3) Depositing or coating a layer of a conductive compound such as a conductive polymer, tin oxide, or indium oxide on a non-conductive support such as glass, resin, or paper or the conductive support described in (1) above. What was formed by
【0022】電荷発生物質としては、例えば次のような
物質が挙げられる。これらの電荷発生物質は単独で用い
てもよく、2種類以上組み合わせてもよい。 (1)モノアゾ、ビスアジ、トリスアゾ等のアゾ系顔料 (2)インジゴ、チオインジゴ等のインジゴ系顔料 (3)金属フタロシアニン、非金属フタロシアニン等の
フタロシアニン系顔料 (4)ペリレン酸無水物、ペリレン酸イミド等のペリレ
ン系顔料 (5)アンスラキノン、ピレンキノン等の多環キノン系
顔料 (6)スクアリリウム系色素 (7)ピリリウム塩、チオピリリウム塩類 (8)トリフェニルメタン系色素 (9)セレン、非晶質シリコン等の無機物質Examples of the charge generating substance include the following substances. These charge generating substances may be used alone or in combination of two or more. (1) Azo pigments such as monoazo, bisazi, trisazo, etc. (2) Indigo pigments such as indigo and thioindigo (3) Phthalocyanine pigments such as metal phthalocyanine and nonmetal phthalocyanine (4) Perylene anhydride, perylene imide and the like (5) Polycyclic quinone pigments such as anthraquinone and pyrenequinone (6) Squarylium pigments (7) Pyrylium salts and thiopyrylium salts (8) Triphenylmethane pigments (9) Selenium, amorphous silicon, etc. Inorganic substances
【0023】電荷発生層は前記のような電荷発生物質を
適当な結着剤に分散し、これを導電性支持体上に塗工す
ることにより形成することができる。また、導電性支持
体上に蒸着、スパッタ、CVD等の乾式法で薄膜を形成
することによって形成することができる。The charge generation layer can be formed by dispersing the above-described charge generation substance in a suitable binder and applying the resultant to a conductive support. Further, it can be formed by forming a thin film on a conductive support by a dry method such as evaporation, sputtering, or CVD.
【0024】上記結着剤としては広範囲な結着性樹脂か
ら選択でき、例えばポリカ−ボネ−ト樹脂、ポリエステ
ル樹脂、ポリアリレ−ト樹脂、ブチラ−ル樹脂、ポリス
チレン樹脂、ポリビニルアセタ−ル樹脂、ジアリルフタ
レ−ト樹脂、アクリル樹脂、メタクリル樹脂、酢酸ビニ
ル樹脂、フェノ−ル樹脂、シリコン樹脂、エポキシ樹
脂、尿素樹脂、塩化ビニル−酢酸ビニル共重合体樹脂等
が挙げられるが、これらに限定されるものではない。こ
れら樹脂は単独または共重合体ポリマ−として1種類ま
たは2種類以上混合して用いてもよい。The binder can be selected from a wide range of binder resins, such as polycarbonate resin, polyester resin, polyarylate resin, butyral resin, polystyrene resin, polyvinyl acetal resin, and the like. Diallyl phthalate resin, acrylic resin, methacrylic resin, vinyl acetate resin, phenol resin, silicone resin, epoxy resin, urea resin, vinyl chloride-vinyl acetate copolymer resin, etc., but are not limited thereto. is not. These resins may be used alone or in combination of one or more kinds as a copolymer polymer.
【0025】電荷発生層中に含有する樹脂は、80重量
%以下、好ましくは40重量%以下がよい。電荷発生層
の膜厚は5μm以下、好ましくは0.01〜2μmの薄
膜層である。また、電荷発生層には種々の増感剤を添加
してもよい。The amount of the resin contained in the charge generation layer is 80% by weight or less, preferably 40% by weight or less. The charge generation layer has a thickness of 5 μm or less, preferably 0.01 to 2 μm. Various sensitizers may be added to the charge generation layer.
【0026】電荷輸送層は、前記一般式(1)で示され
るヒドラゾン化合物を含む電荷輸送物質と適当な結着剤
(結着性樹脂)とを組み合わせて形成することができ
る。電荷輸送層に用いられる結着剤としては、前記電荷
発生層に用いられているものが挙げられ、更にポリビニ
ルカルバゾ−ル樹脂、ポリビニルアントラセン樹脂等の
光導電性高分子が挙げられる。これ等の結着剤の中で、
前記構造式(1)で示される構成単位を有するポリカ−
ボネ−ト樹脂を用いることが好ましい。The charge transport layer can be formed by combining a charge transport material containing a hydrazone compound represented by the above general formula (1) with a suitable binder (binding resin). Examples of the binder used in the charge transport layer include those used in the charge generation layer, and further include photoconductive polymers such as polyvinyl carbazole resin and polyvinyl anthracene resin. Among these binders,
Polycarbonate having a structural unit represented by the structural formula (1)
It is preferable to use a carbonate resin.
【0027】電荷輸送物質は電子輸送物質と正孔輸送物
質があり、電子輸送物質としては、例えば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、クロラニル、テトラシアノキノジメタ
ン等の電子吸引性物質やこれら電子吸引性物質を高分子
化したもの等が挙げられる。The charge transporting material includes an electron transporting material and a hole transporting material. Examples of the electron transporting material include 2,4,7-
Examples thereof include electron withdrawing substances such as trinitrofluorenone, 2,4,5,7-tetranitrofluorenone, chloranil, and tetracyanoquinodimethane, and those obtained by polymerizing these electron withdrawing substances.
【0028】正孔輸送物質としては、前記一般式(1)
で示されるヒドラゾン化合物の他に、例えばピレン、ア
ントラセン等の多環芳香族化合物、カルバゾ−ル系、イ
ンド−ル系、オキサゾ−ル系、チアゾ−ル系、オキサジ
アゾ−ル系、ピラゾ−ル系、ピラゾリン系、チアジアゾ
−ル系、トリアゾ−ル系化合物等の複素環化合物、スチ
リル系化合物、ベンジジン系化合物、トリアリ−ルメタ
ン系化合物トリフェニルアミン系化合物あるいはこれら
の化合物からなる基を主鎖または側鎖に有するポリマ−
(例えば、ポリ−N−ビニルカルバゾ−ル、ポリビニル
アントラセン等)が挙げられる。As the hole transport material, the above-mentioned general formula (1)
And polycyclic aromatic compounds such as pyrene and anthracene, carbazole-based, indole-based, oxazole-based, thiazole-based, oxadiazole-based and pyrazole-based compounds. Heterocyclic compounds such as pyrazoline, thiadiazol, and triazole compounds; styryl compounds; benzidine compounds; triarylmethane compounds; triphenylamine compounds; Polymer with chain
(For example, poly-N-vinyl carbazole, polyvinyl anthracene, etc.).
【0029】使用する電荷輸送物質は前記一般式(1)
で示されるヒドラゾン化合物を1種類単独で用いても、
2種類以上を組み合わせて用いてもよく、また、先に挙
げた他の構造の電荷輸送物質と組み合わせてもよい。前
記一般式(1)で示されるヒドラゾン化合物と他の構造
の電荷輸送物質とを組み合わせて使用する場合、組み合
わせて使用する化合物としては、前記一般式(2)で示
されるフルオレン化合物が好ましい。The charge transporting material used is represented by the general formula (1)
Even if one type of hydrazone compound represented by is used alone,
Two or more kinds may be used in combination, or may be used in combination with the above-described charge transport substances having other structures. When the hydrazone compound represented by the general formula (1) is used in combination with a charge transport material having another structure, the compound used in combination is preferably a fluorene compound represented by the general formula (2).
【0030】前記一般式(1)で示されるヒドラゾン化
合物と前記一般式(2)で示されるフルオレン化合物を
組み合わせて使用する場合、電荷輸送層は、両者を混合
して形成するか、あるいは別個に積層して形成すること
ができる。混合して形成する場合、別個に積層して形成
する場合のいずれにおいても、ヒドラゾン化合物/フル
オレン化合物の重量比は好ましくは95/5〜5/95
である。重量比がこの範囲外の場合は目的とする改善効
果が不十分である。また、積層して形成する場合には、
前記一般式(1)で示されるヒドラゾン化合物を上層に
設けるのが好ましい。When the hydrazone compound represented by the general formula (1) and the fluorene compound represented by the general formula (2) are used in combination, the charge transport layer may be formed by mixing both, or separately. They can be formed by stacking. In either case of forming by mixing and forming separately by lamination, the weight ratio of hydrazone compound / fluorene compound is preferably 95/5 to 5/95.
It is. When the weight ratio is out of this range, the intended improvement effect is insufficient. In addition, when forming by lamination,
It is preferable to provide the hydrazone compound represented by the general formula (1) in the upper layer.
【0031】結着剤と電荷輸送物質との配合割合は、結
着剤100重量部当たり電荷輸送物質を10〜500重
量部とすることが好ましい。電荷輸送層は、電荷発生層
と電気的に接続されており、電界の存在下で電荷発生層
から注入された電荷キヤリアを受け取ると共に、これら
の電荷キヤリアを表面まで輸送できる機能を有してい
る。この電荷輸送層は電荷キヤリアを輸送できる限界が
あるので、必要以上に膜厚を厚くすることができない
が、5〜40μm、特には10〜30μmの範囲が好ま
しい。The mixing ratio of the binder and the charge transport material is preferably 10 to 500 parts by weight of the charge transport material per 100 parts by weight of the binder. The charge transport layer is electrically connected to the charge generation layer, and has a function of receiving charge carriers injected from the charge generation layer in the presence of an electric field and transporting these charge carriers to the surface. . Since the charge transport layer has a limit for transporting charge carriers, it cannot be made thicker than necessary. However, the thickness is preferably 5 to 40 μm, particularly preferably 10 to 30 μm.
【0032】更に、電荷輸送層中に酸化防止剤、紫外線
吸収剤、可塑剤または公知の電荷輸送物質を必要に応じ
て添加することもできる。Further, an antioxidant, an ultraviolet absorber, a plasticizer, or a known charge transport substance can be added to the charge transport layer as needed.
【0033】電荷輸送層を形成する際は、適当な有機溶
媒を用い、浸漬コ−ティング法、スプレ−コ−ティング
法、スピンナ−コ−ティング法、ロ−ラ−コ−ティング
法、マイヤ−バ−コ−ティング法、ブレ−ドコ−ティン
グ法等のコ−ティング法を用いて行うことができる。When forming the charge transport layer, an appropriate organic solvent is used, and a dipping coating method, a spray coating method, a spinner coating method, a roller coating method, a myrer coating method are used. The coating can be performed by using a coating method such as a bar coating method or a blade coating method.
【0034】本発明の電子写真感光体は、電子写真複写
機、レ−ザ−ビ−ムプリンタ−、CRTプリンタ−、L
EDプリンタ−、液晶プリンタ−、レ−ザ−製版等電子
写真応用分野に広く用いることができる。The electrophotographic photoreceptor of the present invention comprises an electrophotographic copying machine, a laser beam printer, a CRT printer,
It can be widely used in electrophotographic applications such as ED printers, liquid crystal printers, and laser plate making.
【0035】次に、本発明のプロセスカ−トリッジ並び
に電子写真装置について説明する。図1に本発明の電子
写真感光体を有するプロセスカ−トリッジを有する電子
写真装置の概略構成を示す。図において、1はドラム状
の本発明の電子写真感光体であり、軸2を中心に矢印方
向に所定の周速度で回転駆動される。感光体1は回転過
程において、一次帯電手段3によりその周面に正または
負の所定電位の均一帯電を受け、次いで、スリット露光
やレ−ザ−ビ−ム走査露光等の像露光手段(不図示)か
らの画像露光光4を受ける。こうして感光体1の周面に
静電潜像が順次形成されていく。Next, the process cartridge and the electrophotographic apparatus of the present invention will be described. FIG. 1 shows a schematic configuration of an electrophotographic apparatus having a process cartridge having an electrophotographic photosensitive member of the present invention. In FIG. 1, reference numeral 1 denotes a drum-shaped electrophotographic photosensitive member of the present invention, which is driven to rotate around an axis 2 at a predetermined peripheral speed in a direction indicated by an arrow. In the rotation process, the photosensitive member 1 is uniformly charged at a predetermined positive or negative potential on the peripheral surface thereof by the primary charging means 3, and then the image exposure means (such as a slit exposure or a laser beam scanning exposure) is used. (See FIG. 1). Thus, an electrostatic latent image is sequentially formed on the peripheral surface of the photoconductor 1.
【0036】形成された静電潜像は、次いで現像手段5
によりトナ−現像され、現像されたトナ−現像像は、不
図示の給紙部から感光体1と転写手段6との間に感光体
1の回転と同期取りされて給送された転写材7に、転写
手段6により順次転写されていく。像転写を受けた転写
材7は感光体面から分離されて像定着手段8へ導入され
て像定着を受けることにより複写物(コピ−)として装
置外へプリントアウトされる。像転写後の感光体1の表
面は、クリ−ニング手段9によって転写残りトナ−の除
去を受けて清浄面化され、更に前露光手段(不図示)か
らの前露光光10により除電処理がされた後、繰り返し
画像形成に使用される。なお、一次帯電手段3が帯電ロ
−ラ−等を用いた接触帯電手段である場合は、前露光は
必ずしも必要ではない。The formed electrostatic latent image is then developed.
Is transferred to the transfer material 6 from the paper supply unit (not shown) and fed between the photosensitive member 1 and the transfer means 6 in synchronization with the rotation of the photosensitive member 1. Are sequentially transferred by the transfer means 6. The transfer material 7 having undergone the image transfer is separated from the photoreceptor surface, introduced into the image fixing means 8 and subjected to image fixing, thereby being printed out as a copy (copy) outside the apparatus. The surface of the photoreceptor 1 after the image transfer is cleaned and cleaned by removing the transfer residual toner by the cleaning means 9, and further subjected to a static elimination process by the pre-exposure light 10 from the pre-exposure means (not shown). After that, it is repeatedly used for image formation. When the primary charging means 3 is a contact charging means using a charging roller or the like, pre-exposure is not necessarily required.
【0037】本発明においては、上述の感光体1、一次
帯電手段3、現像手段5及びクリ−ニング手段9等の構
成要素のうち、複数のものをプロセスカ−トリッジとし
て一体に結合して構成し、このプロセスカ−トリッジを
複写機やレ−ザ−ビ−ムプリンタ−等の電子写真装置本
体に対して着脱可能に構成してもよい。例えば一次帯電
手段3、現像手段5及びクリ−ニング手段9の少なくと
も1つを感光体1と共に一体に支持してカ−トリッジ化
し、装置本体のレ−ル12等の案内手段を用いて装置本
体に着脱可能なプロセスカ−トリッジ11とすることが
できる。また、画像露光光4は、電子写真装置が複写機
やプリンタ−である場合には、原稿からの反射光や透過
光を用いる、あるいは、センサ−で原稿を読み取り、信
号化し、この信号に従って行われるレ−ザ−ビ−ムの走
査、LEDアレイの駆動及び液晶シャッタ−アレイの駆
動等により照射される光である。In the present invention, a plurality of components such as the photosensitive member 1, the primary charging means 3, the developing means 5 and the cleaning means 9 are integrally connected as a process cartridge. Alternatively, the process cartridge may be configured to be detachable from a main body of an electrophotographic apparatus such as a copying machine or a laser beam printer. For example, at least one of the primary charging means 3, the developing means 5 and the cleaning means 9 is integrally supported together with the photoreceptor 1 to form a cartridge, and the apparatus main body is guided by a guide means such as the rail 12 of the apparatus main body. The process cartridge 11 can be detachably mounted on the cartridge. When the electrophotographic apparatus is a copier or a printer, the image exposure light 4 uses reflected light or transmitted light from the original, or reads the original with a sensor and converts it into a signal. This is light emitted by scanning of the laser beam, driving of the LED array, driving of the liquid crystal shutter array, and the like.
【0038】[0038]
【実施例】以下、本発明を実施例によって具体的に説明
するが、本発明は、その要旨を越えない限り、以下の実
施例によって限定されるものではない。なお、以下の実
施例中「部」とあるのは「重量部」を示す。EXAMPLES Hereinafter, the present invention will be described specifically with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist. In the following examples, “parts” means “parts by weight”.
【0039】実施例1〜10 アルミニウム支持体上に、N−メトキシメチル化6ナイ
ロン樹脂(重量平均分子量30,000)5.5部とア
ルコ−ル可溶性共重合ナイロン樹脂(重量平均分子量2
8,000)8部をメタノ−ル30部、ブタノ−ル80
部の混合溶液に溶解した液をマイヤ−バ−で塗布し、乾
燥後の膜厚が約1μmの下引き層を形成した。Examples 1-10 5.5 parts of N-methoxymethylated 6 nylon resin (weight average molecular weight 30,000) and alcohol soluble copolymer nylon resin (weight average molecular weight 2
(8,000) 8 parts of methanol 30 parts, butanol 80
Of the mixed solution was applied with a Myer bar to form an undercoat layer having a thickness of about 1 μm after drying.
【0040】次に、下記構造式で示されるビスアゾ顔料
25部Next, 25 parts of a bisazo pigment represented by the following structural formula
【化9】 とブチラ−ル樹脂(ブチラ−ル化度65モル%)10部
をテトラヒドロフラン400部に添加し、1mmφのガ
ラスビ−ズを用いたサンドミル装置で20時間分散し
た。この分散液を先の下引き層の上にマイヤ−バ−で塗
布、乾燥して、膜厚が約0.3μmの電荷発生層を形成
した。Embedded image And 10 parts of butyral resin (butyralization degree: 65 mol%) were added to 400 parts of tetrahydrofuran, and dispersed by a sand mill using a 1 mmφ glass bead for 20 hours. This dispersion was applied on the undercoat layer with a Myer bar and dried to form a charge generation layer having a thickness of about 0.3 μm.
【0041】次に、下記表1に記載の化合物例1−7
(下記表12中電荷輸送物質)を10部、前記構造式1
で示されるポリカ−ボネ−ト樹脂(重量平均分子量10
0,000)10部をモノクロルベンゼン70部に溶解
した電荷輸送層用塗工液を調製し、この液を先の電荷発
生層の上にマイヤ−バ−で塗布し、120℃で1時間乾
燥し、膜厚22μmの電荷輸送層を形成し、実施例1の
電子写真感光体を作成した。Next, Compound Examples 1-7 shown in Table 1 below
(Charge transporting substance in Table 12 below) was 10 parts, and the structural formula 1 was used.
Polycarbonate resin (weight average molecular weight 10)
(000) in 10 parts of monochlorobenzene to prepare a coating solution for the charge transport layer prepared by dissolving 10 parts in monochlorobenzene. This solution was applied on the previous charge generation layer with a Myer bar and dried at 120 ° C. for 1 hour. Then, a charge transport layer having a thickness of 22 μm was formed, and an electrophotographic photoreceptor of Example 1 was formed.
【0042】同様にして、下記表12に記載の電荷輸送
物質を用いて、実施例2〜10に対応する電子写真感光
体を作成した。Similarly, electrophotographic photoreceptors corresponding to Examples 2 to 10 were prepared using the charge transporting substances shown in Table 12 below.
【0043】比較例1及び2 実施例1で用いたヒドラゾン化合物例に代えて、下記構
造式で示される比較化合物1及び比較化合物2を用いた
他は、実施例1と同様に比較例1及び比較例2に対応す
る電子写真感光体を作成した。比較化合物1Comparative Examples 1 and 2 Comparative Examples 1 and 2 were used in the same manner as in Example 1 except that Comparative Examples 1 and 2 represented by the following structural formulas were used instead of the hydrazone compound examples used in Example 1. An electrophotographic photosensitive member corresponding to Comparative Example 2 was prepared. Comparative compound 1
【化10】 比較化合物2Embedded image Comparative compound 2
【化11】 Embedded image
【0044】比較例3 実施例1で用いたポリカ−ボネ−ト樹脂に代えて下記の
構造単位を有するポリカ−ボネ−ト樹脂(重量平均分子
量100,000)を用いた他は、実施例1と同様に電
子写真感光体を作成した。 構造単位Comparative Example 3 Example 1 was repeated except that a polycarbonate resin having the following structural unit (weight average molecular weight: 100,000) was used in place of the polycarbonate resin used in Example 1. An electrophotographic photoreceptor was prepared in the same manner as described above. Structural unit
【化12】 Embedded image
【0045】実施例1〜10及び比較例1〜3で作成し
た電子写真感光体の耐摩耗性を、テ−バ−式摩耗試験機
を用いて評価した。摩耗輪には研磨テ−プを貼り付け、
荷重500g×2300回転の摩耗でのサンプルの重量
減少を測定した。The abrasion resistance of the electrophotographic photosensitive members prepared in Examples 1 to 10 and Comparative Examples 1 to 3 was evaluated using a taper type abrasion tester. Abrasive tape is stuck on the worn wheel,
The weight loss of the sample under abrasion under a load of 500 g × 2300 rotations was measured.
【0046】また、作成した電子写真感光体の電子写真
特性を静電複写紙試験装置(川口電機(株)製EPA−
8100)を用いて測定した。スタチック方式で−5K
Vでコロナ帯電し、暗所で1秒間保持した後、モノクロ
メ−タ−で分離した780nmの単色光で露光し、表面
電位(V0 )、1秒間暗減衰させた時の電位(V1 )、
半減露光感度(E1/2)を求めた。Further, the electrophotographic characteristics of the produced electrophotographic photoreceptor were measured using an electrostatic copying paper tester (EPA-Kawaguchi Electric Co., Ltd.).
8100). -5K with static method
After corona charging with V and holding for 1 second in a dark place, exposure with monochromatic light of 780 nm monochromatic light, surface potential (V0), potential when dark attenuated for 1 second (V1),
The half-life exposure sensitivity (E1 / 2) was determined.
【0047】更に、感光体表面に皮脂を付着させ、常温
常圧下で48時間放置し、顕微鏡観察によりソルベント
クラック性を評価した。クラックが認められたものを
×、認められなかったものを○とした。Further, sebum was adhered to the surface of the photoreceptor, allowed to stand at normal temperature and normal pressure for 48 hours, and the solvent cracking property was evaluated by microscopic observation. When a crack was recognized, it was evaluated as x, and when it was not recognized, it was evaluated as ○.
【0048】更に、感光体の表面に皮脂を付着させ、7
5℃で2週間放置し、顕微鏡により電荷輸送物質の結晶
化が生じているか否かを観察した。結晶化が認められた
ものを×、認められないものを○とした。Further, sebum is adhered to the surface of the photoreceptor,
The mixture was allowed to stand at 5 ° C. for 2 weeks and observed under a microscope for crystallization of the charge transport material. When crystallization was observed, it was evaluated as x, and when it was not, it was evaluated as ○.
【0049】以上の結果を表12に示すTable 12 shows the above results.
【表12】 [Table 12]
【0050】表12から明らかなように、本発明の電子
写真感光体は比較電子写真感光体に比べて、耐摩耗性に
極めて優れていることが分かる。また、感光層のクラッ
ク及び電荷輸送物質の結晶化が生じず、電子写真特性が
良好であることが分かる。As is evident from Table 12, the electrophotographic photosensitive member of the present invention has extremely excellent abrasion resistance as compared with the comparative electrophotographic photosensitive member. Further, it can be seen that cracks in the photosensitive layer and crystallization of the charge transporting material did not occur, and the electrophotographic characteristics were good.
【0051】実施例11〜15 10%酸化アンチモンを含有する酸化スズで被覆した酸
化チタン粉体50部、レゾ−ル型フェノ−ル樹脂25
部、メチルセロソルブ20部、メタノ−ル5部及びシリ
コ−ンオイル(ポリジメチルシロキサンポリオキシアル
キレン共重合体、平均分子量3,000)0.002部
を1mmφガラスビ−ズを用いたサンドミル装置で2時
間分散して導電層用塗料を調製し、この塗料をアルミニ
ウムシリンダ−(30mmφ×254mm)上に浸漬塗
布し、140℃で30分間乾燥させ、膜厚20μmの導
電層を形成した。Examples 11 to 15 50 parts of titanium oxide powder coated with tin oxide containing 10% antimony oxide, resole type phenol resin 25
Parts, 20 parts of methyl cellosolve, 5 parts of methanol and 0.002 part of silicone oil (polydimethylsiloxane polyoxyalkylene copolymer, average molecular weight: 3,000) for 2 hours in a sand mill using a 1 mmφ glass bead. The dispersion was dispersed to prepare a paint for a conductive layer, and the paint was applied by dip coating on an aluminum cylinder (30 mmφ × 254 mm) and dried at 140 ° C. for 30 minutes to form a conductive layer having a thickness of 20 μm.
【0052】この導電層の上に、N−メトキシメチル化
6ナイロン樹脂(重量平均分子量52,000)5部と
アルコ−ル可溶性ナイロン樹脂(重量平均分子量48,
000)10部をメタノ−ル95部に溶解した液を浸漬
塗布し、乾燥して膜厚0.8μmの下引き層を形成し
た。On this conductive layer, 5 parts of N-methoxymethylated 6 nylon resin (weight average molecular weight 52,000) and 5 parts of alcohol soluble nylon resin (weight average molecular weight 48,
000) in 95 parts of methanol was dip-coated and dried to form a 0.8 μm-thick undercoat layer.
【0053】次に、CuKαのX線回折におけるブラッ
グ角2θ±2°が、9.0°、14.2°、23.9°
及び 27.1°に強いピ−クを有するTiOPc20
部をポリビニルブチラ−ル樹脂(商品名エスレクBX−
1、積水化学(株)製)10部をシクロヘキサノン40
0部に溶解した液に添加し、1mmφのガラスビ−ズを
用いたサンドミル装置で3時間分散し、これに400部
の酢酸エチルを加えて希釈した後回収して、これを下引
き層上に浸漬塗布し、100℃で10分間乾燥させ、膜
厚0.2μmの電荷発生層を形成した。Next, the Bragg angles 2θ ± 2 ° in the X-ray diffraction of CuKα are 9.0 °, 14.2 °, 23.9 °.
And TiOPc20 having a strong peak at 27.1 °
Part is polyvinyl butyral resin (trade name ESREK BX-
1, Sekisui Chemical Co., Ltd.) 10 parts cyclohexanone 40
0 parts, and dispersed in a sand mill using a glass beads of 1 mmφ for 3 hours, and diluted with 400 parts of ethyl acetate, and then collected. Dip coating was performed and dried at 100 ° C. for 10 minutes to form a charge generation layer having a thickness of 0.2 μm.
【0054】次に、下記表13に記載のヒドラゾン化合
物(表中電荷輸送物質1)を5部、フルオレン化合物
(表中電荷輸送物質2)例を5部、前記構造式1で示さ
れるポリカ−ボネ−ト樹脂(重量平均分子量100,0
00)10部をモノクロルベンゼン70部に溶解した溶
液を調製し、この溶液を電荷発生層の上に浸漬塗布し、
120℃で20分間乾燥膜し、膜厚25μmの電荷輸送
層を形成し、実施例11〜15に対応する電子写真感光
体を作成した。Next, 5 parts of the hydrazone compound (charge transporting substance 1 in the table) and 5 parts of the fluorene compound (charge transporting substance 2 in the table) shown in Table 13 below were used. Bone resin (weight average molecular weight 100,0
00) A solution was prepared by dissolving 10 parts in 70 parts of monochlorobenzene, and this solution was dip-coated on the charge generation layer.
The film was dried at 120 ° C. for 20 minutes to form a charge transport layer having a thickness of 25 μm, and electrophotographic photosensitive members corresponding to Examples 11 to 15 were produced.
【0055】実施例16及び17 実施例11及び12で用いたフルオレン化合物を用い
ず、ヒドラゾン化合物を10部に代えた他は、実施例1
1及び12と同様に電子写真感光体を作成した。Examples 16 and 17 Example 1 was repeated except that the fluorene compound used in Examples 11 and 12 was not used and the hydrazone compound was changed to 10 parts.
Electrophotographic photoreceptors were prepared in the same manner as in Nos. 1 and 12.
【0056】比較例4 実施例11で用いたフルオレン化合物に代えて前記比較
例化合物2を用いた他は、実施例11と同様に電子写真
感光体を作成した。Comparative Example 4 An electrophotographic photosensitive member was prepared in the same manner as in Example 11, except that the above-mentioned Comparative Example Compound 2 was used in place of the fluorene compound used in Example 11.
【0057】比較例5及び6 実施例13及び14で用いたヒドラゾン化合物を用い
ず、フルオレン化合物を10部に代えた他は、実施例1
3及び14と同様に電子写真感光体を作成した。Comparative Examples 5 and 6 Example 1 was repeated except that the hydrazone compound used in Examples 13 and 14 was not used and the fluorene compound was changed to 10 parts.
Electrophotographic photoreceptors were prepared in the same manner as in Nos. 3 and 14.
【0058】作成した電子写真感光体をヒュ−レットパ
ッカ−ド製LBP「レ−ザ−ジェット4plus](プ
ロセススピ−ド71mm/sec)に装着して、暗部電
位を−700Vとし明部電位が−150Vとなるレ−ザ
−光量を測定し、感度を比較した。更に5,000枚連
続プリントを行った時の暗部電位の変化量(ΔVD)と
明部電位の変化量(ΔVL)を測定した。電位変動にお
ける負符号は電位の絶対値の低下を表わし、正符号は電
位の絶対値の増加を表わす。The prepared electrophotographic photosensitive member was mounted on a Hewlett-Packard LBP "Laser Jet 4plus" (process speed: 71 mm / sec), the dark area potential was -700 V, and the light area potential was-. The sensitivity was compared by measuring the amount of laser light at 150 V. Further, the amount of change in the dark area potential (ΔVD) and the amount of change in the light area potential (ΔVL) during continuous printing of 5,000 sheets were measured. A negative sign in the potential fluctuation indicates a decrease in the absolute value of the potential, and a positive sign indicates an increase in the absolute value of the potential.
【0059】また、作成した電子写真感光体をヒュ−レ
ットパッカ−ド製LBP「レ−ザ−ジェット4plu
s]改造機に装着して、28℃、90%RH下で通紙耐
久(HH耐久)を行った。改造は一次帯電の制御の定電
流制御を定電圧制御とした。シ−ケンスはプリント1枚
毎に1回停止する間欠モ−ドとした。Further, the produced electrophotographic photoreceptor was replaced with an LBP “LaserJet 4plu” manufactured by Hewlett-Packard.
s] It was mounted on a remodeled machine and subjected to paper passing durability (HH durability) at 28 ° C. and 90% RH. In the remodeling, the constant current control of the primary charging control was changed to the constant voltage control. The sequence was in an intermittent mode in which printing was stopped once for each print.
【0060】以上の評価結果を表13に示す。Table 13 shows the above evaluation results.
【表13】 [Table 13]
【0061】表13から明らかなように、本発明の電子
写真感光体は比較電子写真感光体に比べて、繰り返し使
用において電位変動が小さく、カブリ等の像欠陥を生じ
にくく耐久性に優れていることが分かる。特に一般式
(1)で示されるヒドラゾン化合物と一般式(2)で示
されるフルオレン化合物を組み合わせて使用することに
より、高耐久かつ高感度の優れた特性が発現することが
分かる。As is clear from Table 13, the electrophotographic photoreceptor of the present invention has less potential fluctuation upon repeated use, is less likely to cause image defects such as fog, and has excellent durability, as compared with the comparative electrophotographic photoreceptor. You can see that. In particular, it can be seen that by using the hydrazone compound represented by the general formula (1) and the fluorene compound represented by the general formula (2) in combination, excellent characteristics with high durability and high sensitivity are exhibited.
【0062】[0062]
【発明の効果】本発明の電子写真感光体は、耐摩耗性に
優れ、感光層のクラック及び電荷輸送物質の結晶化が生
じず、かつ高感度であり、また、繰り返し帯電、露光に
よる連続画像形成に際して明部電位と暗部電位の変動が
小さく、高品位な画像が安定して得られるという顕著な
効果を奏する。この電子写真感光体を有するプロセスカ
−トリッジ並びに電子写真装置において同様の優れた効
果を奏する。The electrophotographic photoreceptor of the present invention has excellent abrasion resistance, is free from cracks in the photosensitive layer and crystallization of the charge transporting substance, has high sensitivity, and has a continuous image formed by repeated charging and exposure. During formation, there is a remarkable effect that a change in a light portion potential and a dark portion potential is small and a high-quality image can be stably obtained. The same excellent effects can be obtained in a process cartridge and an electrophotographic apparatus having the electrophotographic photosensitive member.
【図1】本発明の電子写真感光体を有するプロセスカ−
トリッジを有する電子写真装置の概略構成を示す図。FIG. 1 shows a process car having an electrophotographic photoreceptor of the present invention.
FIG. 2 is a diagram illustrating a schematic configuration of an electrophotographic apparatus having a cartridge.
1 本発明の電子写真感光体 2 軸 3 一次帯電手段 4 画像露光光 5 現像手段 6 転写手段 7 転写材 8 像定着手段 9 クリ−ニング手段 10 前露光光 11 プロセスカ−トリッジ 12 レ−ル DESCRIPTION OF SYMBOLS 1 Electrophotographic photoreceptor of this invention 2 axis 3 Primary charging means 4 Image exposure light 5 Developing means 6 Transfer means 7 Transfer material 8 Image fixing means 9 Cleaning means 10 Pre-exposure light 11 Process cartridge 12 Rail
フロントページの続き (72)発明者 長田 宮子 東京都大田区下丸子3丁目30番2号 キヤ ノン株式 会社内 Fターム(参考) 2H068 AA13 AA20 AA37 BA15 BA23 BA24 BB26 FA03 FA13 FA19 FA27 Continued on the front page (72) Inventor Miyako Ota-ku, Tokyo 3-3-2 Shimomaruko Canon Incorporated F-term (reference) 2H068 AA13 AA20 AA37 BA15 BA23 BA24 BB26 FA03 FA13 FA19 FA27
Claims (5)
真感光体において、該感光層が下記一般式(1)で示さ
れるヒドラゾン化合物及び結着性樹脂として下記構造式
(1)で示される構成単位を有するポリカ−ボネ−ト樹
脂を含有することを特徴とする電子写真感光体。 一般式(1) 【化1】 (式中、R1 は置換基を有してもよいアリ−ル基、アル
キル基あるいはアラルキル基を示し、R2 は水素原子、
置換基を有してもよいアリ−ル基、アルキル基あるいは
アラルキル基を示し、nは0または1である。) 構造式(1) 【化2】 1. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer is represented by the following structural formula (1) as a hydrazone compound represented by the following general formula (1) and a binder resin. An electrophotographic photosensitive member comprising a polycarbonate resin having a structural unit represented by the formula: General formula (1) (Wherein, R 1 represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, R 2 represents a hydrogen atom,
It represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, and n is 0 or 1. ) Structural formula (1)
真感光体において、該感光層が電荷輸送物質として下記
一般式(1)で示されるヒドラゾン化合物及び下記一般
式(2)で示されるフルオレン化合物を含有することを
特徴とする電子写真感光体。 一般式(1) 【化3】 (式中、R1 は置換基を有してもよいアリ−ル基、アル
キル基あるいはアラルキル基を示し、R2 は水素原子、
置換基を有してもよいアリ−ル基、アルキル基あるいは
アラルキル基を示し、nは0または1である。) 一般式(2) 【化4】 (式中、R3 及びR4 はアルキル基、R5 及びR6 は水
素原子またはアルキル基を示し、m及びlは0から2ま
での整数である。2. An electrophotographic photosensitive member having a photosensitive layer on a conductive support, wherein the photosensitive layer is represented by the following general formula (1) and a hydrazone compound represented by the following general formula (2) as a charge transporting substance. An electrophotographic photoreceptor containing a fluorene compound. General formula (1) (Wherein, R 1 represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, R 2 represents a hydrogen atom,
It represents an aryl group, an alkyl group or an aralkyl group which may have a substituent, and n is 0 or 1. ) General formula (2) (Wherein, R 3 and R 4 represent an alkyl group, R 5 and R 6 represent a hydrogen atom or an alkyl group, and m and l are integers from 0 to 2.)
と電荷輸送層がこの順序で積層された構成を有する請求
項1または2記載の電子写真感光体。3. The electrophotographic photoreceptor according to claim 1, wherein at least a charge generation layer and a charge transport layer are laminated in this order on a conductive support.
び帯電手段、現像手段、クリ−ニング手段からなる群よ
り選ばれる少なくとも一つの手段を一体に支持し、電子
写真装置本体に着脱自在であることを特徴とするプロセ
スカ−トリッジ。4. The electrophotographic photosensitive member according to claim 1, and at least one means selected from the group consisting of a charging means, a developing means, and a cleaning means are integrally supported, and are detachably attached to an electrophotographic apparatus main body. A process cartridge characterized by being flexible.
電手段、像露光手段、現像手段及び転写手段を有するこ
とを特徴とする電子写真装置。5. An electrophotographic apparatus comprising the electrophotographic photosensitive member according to claim 1, a charging unit, an image exposing unit, a developing unit, and a transfer unit.
Priority Applications (1)
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---|---|---|---|
JP11116515A JP2000305294A (en) | 1999-04-23 | 1999-04-23 | Electrophotographic photoreceptor, process cartridge with same and electrophotographic device |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11116515A JP2000305294A (en) | 1999-04-23 | 1999-04-23 | Electrophotographic photoreceptor, process cartridge with same and electrophotographic device |
Publications (1)
Publication Number | Publication Date |
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JP2000305294A true JP2000305294A (en) | 2000-11-02 |
Family
ID=14689065
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JP11116515A Withdrawn JP2000305294A (en) | 1999-04-23 | 1999-04-23 | Electrophotographic photoreceptor, process cartridge with same and electrophotographic device |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1283448A3 (en) * | 2001-08-10 | 2003-05-02 | Samsung Electronics Co., Ltd. | Electrophotographic organophotoreceptors with charge transport compounds |
-
1999
- 1999-04-23 JP JP11116515A patent/JP2000305294A/en not_active Withdrawn
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1283448A3 (en) * | 2001-08-10 | 2003-05-02 | Samsung Electronics Co., Ltd. | Electrophotographic organophotoreceptors with charge transport compounds |
KR100497361B1 (en) * | 2001-08-10 | 2005-06-23 | 삼성전자주식회사 | Organic electrophotographic organoreceptors with novel charge transport compounds |
US7358014B2 (en) | 2001-08-10 | 2008-04-15 | Samsung Electronics Co., Ltd. | Electrophotographic organophotoreceptors with novel charge transport compounds |
CN100435027C (en) * | 2001-08-10 | 2008-11-19 | 三星电子株式会社 | Organic light receptor with charge transfer compound for electronic photographing |
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