JPH1165141A - Electrophotographic photoreceptor and process cartridge and electrophotographic apparatus each having this photoreceptor - Google Patents

Electrophotographic photoreceptor and process cartridge and electrophotographic apparatus each having this photoreceptor

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Publication number
JPH1165141A
JPH1165141A JP22707697A JP22707697A JPH1165141A JP H1165141 A JPH1165141 A JP H1165141A JP 22707697 A JP22707697 A JP 22707697A JP 22707697 A JP22707697 A JP 22707697A JP H1165141 A JPH1165141 A JP H1165141A
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electrophotographic
means
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photoreceptor
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Norihiro Kikuchi
Akio Maruyama
Haruyuki Tsuji
晶夫 丸山
憲裕 菊地
晴之 辻
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Canon Inc
キヤノン株式会社
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Priority to JP22707697A priority Critical patent/JPH1165141A/en
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Abstract

PROBLEM TO BE SOLVED: To enhance the photoreceptor in sensitivity and potential acceptance characteristics and potential stability by dispersing a charge generating material and an organic positive hole transfer material and an organic electron transfer material into the binder resin of a single photosensitive layer and using a specified compound for the electron transfer material. SOLUTION: This photoreceptor is provided on the conductive substrate with the single photosensitive layer comprising at least the charge generating material and the organic positive hole transfer material and the organic electron transfer material directly on a conductive substrate or on an undercoat layer formed on the substrate. This organic electron transfer material is the compound represented by the formula in which each of R1 -R6 is an H or halogen atom or a (CH2 =CH2 )p -NO2 or (CH2 -CH2 )q -R7 or the like; R7 is an aromatic ring group having a nitro group or a hcg having a nirto group; and each of (p) and (q) is 0, 1, or 2.

Description

【発明の詳細な説明】 DETAILED DESCRIPTION OF THE INVENTION

【0001】 [0001]

【発明の属する技術分野】本発明は単層型電子写真感光体並びに該電子写真感光体を備えたプロセスカ−トリッジ及び電子写真装置に関する。 TECHNICAL FIELD The present invention relates to a process mosquitoes with a single-layer type electrophotographic photoconductor and electrophotographic photoreceptor - cartridge and an electrophotographic apparatus.

【0002】 [0002]

【従来の技術】従来、電子写真感光体で用いる光導電材料としてはセレン、酸化亜鉛およびカドミウム等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。 Conventionally, as a photoconductive material for use in the electrophotographic photoreceptor selenium, inorganic photosensitive member having a photosensitive layer mainly composed of zinc oxide and cadmium have been used extensively. これらはある程度の感光体として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。 These includes the basic properties as some photoreceptor, but film formation is difficult, poor plasticity, there is a problem of high manufacturing cost and the like. 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。 Further inorganic photoconductive material generally are highly toxic, there is produced on and greater constraints on handling.

【0003】一方、有機光導電材料を主成分とする感光体は、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、かつ、実用化されてきている。 On the other hand, the photosensitive member mainly composed of organic photoconductive materials have advantages such as many supplement the above drawbacks of the inorganic photosensitive member, has attracted attention in recent years, been many proposals heretofore, and , it has been put to practical use. このような有機感光体としてはポリビニルカルバゾ−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。 Such polyvinyl carbazolenevinylene as the organic photoreceptor - photoconductive polymer typified by Le - mainly of equal and 2,4,7-trinitro-charge transfer complex formed from the 9-Lewis acid fluorenone electrophotographic photosensitive member to have been proposed. 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、安全性等の点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かった。 These organic photoconductive polymers - are lightweight as compared with inorganic photoconductive materials, are excellent in terms of film forming property such as the sensitivity, durability, inorganic photoconductive materials in view of safety compared are inferior, it was not necessarily satisfactory.

【0004】一方、電荷発生機能と電荷輸送機能とをそれぞれ別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改善をもたらした。 On the other hand, a charge generation function charge transport function and the function was respectively shared by the material separation-type electrophotographic photosensitive member, it brings an improvement in conventional organic photoreceptor sensitivity and durability which has been a disadvantage of It was. このような機能分離型感光体は、 Such function-separated photoreceptor,
電荷発生物質と電荷輸送物質の各々の材料選択の範囲が広く、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。 Wide ranges of material selection of the charge transport material and charge generating material has the advantage of relatively easy to create an electrophotographic photosensitive member having an arbitrary characteristic.

【0005】しかし、これら機能分離型の感光体はその殆どが電荷発生層上に電荷輸送層をこの順に積層した積層型の感光体であり、この構成の感光体は負帯電プロセスで用いられる。 However, the photosensitive member of function separation type denotes a photosensitive member of a laminated type in which most of them were laminated in this order a charge transporting layer on the charge generating layer, a photoreceptor of this configuration is used in negative charging process. このような構成を採る理由は、使用される材料を混合して単に単層として形成した感光体では帯電性、感度、静電的特性の疲労現象等が実用の程度以下である場合が多いのに対し、積層型感光体ではこれ等の欠点が抑えられ、かつ、機械的強度に富み膜厚の設計が可能な電荷輸送層を表面に配することで、電子写真プロセスに供された状態で十分な機械的耐久性を感光体に持たせることが可能となるからである。 Reason for adopting such a configuration, the mere charging property of the photosensitive body formed as a single layer by mixing the materials used, the sensitivity, when the fatigue phenomena such as electrostatic properties is less than the extent practical in many cases contrast, this such disadvantage is suppressed in the multilayer photoconductor, and a charge transport layer capable of designing a thickness rich in the mechanical strength by disposing on the surface, while being subjected to the electrophotographic process sufficient mechanical durability is because it is possible to provide the photosensitive member.

【0006】また、高速電子写真プロセスにおいても十分な電荷移動度を持つ有機材料が、これまで殆どの場合、正孔輸送の性質のみを有するドナ−化合物に限られ、また静電的特性の疲労現象を極力抑え、かつ、プロセスに供された状態で感光体の機械的強度を十分保持させるには、電荷発生と電荷移動との機能を層毎に分けた機能分離型構成とし、正孔輸送性の有機材料を有する電荷輸送層を表面に配した積層構造の感光体が最も合理的とされていたためである。 Further, organic materials having sufficient charge mobility in a high speed electrophotographic process is, in most cases so far, Donna having only properties of hole transport - limited to compounds, also fatigue electrostatic properties Symptoms minimizing the and the well to hold the mechanical strength of the photosensitive member while being subjected to a process, and a charge generating and charge transport function separation type divided for each layer the functions of the arrangement, a hole transport photoreceptor layered structure in which the charge transport layer arranged on the surface having the sex of the organic material is because that was the most reasonable. しかしながら、このような機能分離型の電子写真感光体は新たな問題を生じているのが実情である。 However, such function-separated electrophotographic photosensitive member is reality is has occurred a new problem.

【0007】問題の一つとして負帯電で使用される有機感光体を用いた電子写真装置では、帯電に伴うオゾンの発生量が多く、このために環境を汚染したり、感光体が酸化されて劣化したりする恐れがあり、これを防ぐために、オゾンを発生させないシステムや、装置内のオゾンを回収するシステム等を必要とし、プロセスやシステムを複雑化するという欠点がある。 [0007] In an electrophotographic apparatus using an organic photosensitive body used in negatively charged as one problem, the amount of ozone generated due to charging is large, or pollute the environment for the photosensitive member is oxidized There is a risk of deteriorated, in order to prevent this, and systems that do not generate ozone, and requires system or the like for recovering ozone in the apparatus, has the disadvantage of complicating the process or system. また感光体の製造の面からも数回にわたる塗工工程及びそれらの層の膜厚の正確な管理などコストを引き上げる要因となっている。 Also is a factor raising the coating process and the precise management costs such as the thickness of the layers over several times in terms of manufacture of the photosensitive member.

【0008】こうした問題を考慮すると、有機材料を用いた電子写真感光体としては、正帯電プロセス用、及び/または単層型(感光層が一層からなるタイプ)構成が望ましいことが理解される。 [0008] In view of these problems, as the electrophotographic photoreceptors using organic materials, for positively charged process, and / or monolayer type is understood that the configuration is desirable (photosensitive layer further type consists of). 更に、該感光体がそのまま、あるいは若干の変更で負帯電プロセスに用いることが可能であれば、安価で使用環境の自由度が高い利点を有する感光体を提供することが可能となる。 Furthermore, it is possible to photoreceptor is directly, or be used for negative charging process in some changes if possible, to provide a photosensitive member which freedom of inexpensive usage environment has a high advantage.

【0009】これらを達成すべく近年単層型感光体が数多く提案されつつある。 [0009] are being proposed numerous recent years to achieve these single-layer type photosensitive material. 例えば特開平6−123985 For example, JP-A-6-123985
号公報、特開平6−130688号公報、特開平6−1 JP, Hei 6-130688, JP-A No. 6-1
23981号公報、特開平6−123984号公報等に感光体中に電荷発生物質、有機正孔輸送物質及び有機電子輸送物質を結着樹脂中に分散した感光体が提案されている。 23981, JP-A No. charge generating material in the photosensitive body 6-123984 Patent Publication, an organic hole transport material and the photoreceptor obtained by dispersing organic electron-transporting substance in a binder resin has been proposed. しかし、それらの感光体の感度が十分でない、繰り返し使用で電位の変動が大きい、残留電位が高い等、 However, the sensitivity of these photosensitive member is not sufficient, the change in the potential is large repeated use, the residual potential is high, etc.,
更に改善すべき点が多く実用に満足できるものではなかった。 It was not satisfactory yet to be point number practical improvements.

【0010】 [0010]

【発明が解決しようとする課題】本発明の目的は、帯電性、感度に優れ、また電子写真プロセスの繰り返しにおいても電位特性の安定性に富んだ単層型の感光層を用いた電子写真感光体を提供することである。 The object of the present invention is to solve the above is chargeability excellent in sensitivity, also an electrophotographic photosensitive using stability-rich light-sensitive layer of the single layer type of the potential characteristics in repetitive electrophotographic process it is to provide a body. また該電子写真感光体を用いたプロセスカ−トリッジ並びに電子写真装置を提供することである。 The process mosquitoes using electrophotographic photoreceptor - is to provide a cartridge and an electrophotographic apparatus.

【0011】 [0011]

【課題を解決するための手段】本発明は導電性支持体上に直接または下引き層を介して単層の感光層を設けてなり、その感光層は少なくとも電荷発生物質、有機正孔輸送物質および有機電子輸送物質が結着樹脂中に分散され、かつ、該有機電子輸送物質が下記一般式(1)で示される化合物であることを特徴とする単層型電子写真感光体から構成される。 The present invention SUMMARY OF] will by providing a photoconductive layer having a single layer directly or via an undercoat layer on a conductive support, the photosensitive layer is at least a charge generating material, an organic hole-transporting material and organic electron transporting material is dispersed in a binder resin, and composed of a single layer type electrophotographic photoreceptor organic electron transport material is characterized in that a compound represented by the following general formula (1) . 一般式(1) The general formula (1)

【化3】 [Formula 3] 式中、R 、R 、R 、R 、R 5またはR Wherein, R 1, R 2, R 3, R 4, R 5 or R
6は水素原子、ハロゲン原子、置換基を有してもよいアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基、−(CH=CH) p −NO 6 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an optionally substituted aralkyl group, an aromatic ring group which may have a substituent, - (CH = CH) p - NO
2 、−(CH=CH) q −R 7または 2, - (CH = CH) q -R 7 , or であり、R 7およびR 8はニトロ基を有する芳香環基またはニトロ基を有する複素環基を示し、R 9はアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基または置換基を有してもよい複素環基を示し、pおよびqは0、1、2のいずれかの整数、rは0、1のいずれかの整数であり、R 8およびR 9は互いに直接または飽和炭化水素、不飽和炭化水素、酸素原子、硫黄原子を介して結合して環を形成してもよい。 In and, R 7 and R 8 represents a heterocyclic group having an aromatic ring group or a nitro group having a nitro group, R 9 is a alkyl group, a substituted or unsubstituted aralkyl group, a substituent also shows an aromatic ring group or an optionally substituted heterocyclic group which may have a, p and q are 0, 1, 2 of any integer, r is an integer of 0, 1, R 8 and R 9 are each directly or saturated hydrocarbons, unsaturated hydrocarbons, oxygen atom may be bonded to form a ring through a sulfur atom.

【0012】また、本発明は導電性支持体上に直接または下引き層を介して単層の感光層を設けてなり、その感光層は少なくとも電荷発生物質、有機正孔輸送物質および有機電子輸送物質が結着樹脂中に分散され、かつ、該有機電子輸送物質が下記一般式(2)で示される化合物であることを特徴とする単層型電子写真感光体から構成される。 Further, the present invention comprises providing a photosensitive layer having a single layer directly or via an undercoat layer on a conductive support, the photosensitive layer is at least a charge generating material, an organic hole-transporting material and an organic electron-transporting material is dispersed in a binder resin, and composed of a single layer type electrophotographic photoreceptor organic electron transport material is characterized in that a compound represented by the following general formula (2). 一般式(2) The general formula (2)

【化4】 [Of 4] 式中、R 10 、R 11 、R 12 、R 13 、R 14またはR 15は水素原子、ハロゲン原子、置換基を有してもよいアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基、−(CH=CH) p −N Wherein, R 10, R 11, R 12, R 13, R 14 or R 15 is a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an aralkyl group which may have a substituent group, a substituted an aromatic ring group that may have a group, - (CH = CH) p -N
2 、 −(CH=CH) q −R 16または O 2, - (CH = CH ) q -R 16 or であり、R 16およびR 17はニトロ基を有する芳香環基またはニトロ基を有する複素環基を示し、R 18はアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基または置換基を有してもよい複素環基を示し、pおよびqは0、1、2のいずれかの整数、rは0、1のいずれかの整数であり、R 17およびR 18は互いに直接または飽和炭化水素、不飽和炭化水素、酸素原子、硫黄原子を介して結合して環を形成してもよい。 In and, R 16 and R 17 indicates a heterocyclic group having an aromatic ring group or a nitro group having a nitro group, R 18 is an alkyl group, an optionally substituted aralkyl group, substituted also shows an aromatic ring group or an optionally substituted heterocyclic group which may have a, p and q are 0, 1, 2 of any integer, r is an integer of 0, 1, R 17 and R 18 to each other directly or saturated hydrocarbons, unsaturated hydrocarbons, oxygen atom, may form a ring through a sulfur atom.

【0013】また、本発明は前記本発明の単層型電子写真感光体、及び帯電手段、現像手段及びクリ−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。 Further, single-layer type electrophotographic photoreceptor of the present invention the present invention, and charging means, developing means and chestnut - integrally supports at least one means selected from the group consisting of training unit, an electrophotographic apparatus It consists cartridge - process mosquito, which is a detachable from the main body.

【0014】また、本発明は前記本発明の単層型電子写真感光体、帯電手段、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から構成される。 Further, single-layer type electrophotographic photoreceptor of the present invention the present invention, charging means, image exposure means, configured to have a developing means and a transfer means from the electrophotographic apparatus according to claim.

【0015】 [0015]

【発明の実施の形態】本発明の単層型電子写真感光体は帯電性と感度に優れ、低速から高速までの電子写真プロセスに好適であり、また電荷発生物質の選択により、分光感度域が制御でき、白黒またはフルカラ−用の複写機から書き込み用にLEDやレ−ザ−を用いたペ−ジプリンタ−の感光体にまで適用することが可能である。 Single-layer type electrophotographic photoreceptor of the exemplary embodiment of the present invention is excellent in chargeability and sensitivity, is suitable for electrophotographic process from low speed to high speed, and by selection of the charge generating material, the spectral sensitivity range is control can be monochrome or full color - for the LED from the copying machine for writing Yare - the - can be applied to the photosensitive member - di printer - Bae using.

【0016】本発明において特に重要なのは、有機電子輸送性物質として一般式(1)または一般式(2)で示される化合物を用いる点である。 [0016] Of particular importance in the present invention is that use of the compound represented by the general formula (1) or general formula (2) as the organic electron-transporting substance. これにより感光体の高感度化、帯電特性及び電位安定性の向上が図られる。 Sensitivity of this by the photoreceptor, improving charging characteristics and potential stability is achieved. 従来の電荷発生物質を樹脂に分散させた形態の単層型電子写真感光体では電荷発生物質が電荷輸送機能も兼ねており、かつ、正孔及び電子の両方の輸送性の良好な電荷発生物質がないため、感度が低い、電荷の輸送性が低いために繰り返し使用時に残留電位の上昇や帯電電位の低下が起こる等の欠点があった。 The conventional charge generation material also serves as a charge generating material charge transport function in the single-layer type electrophotographic photoconductor in a form dispersed in the resin, and both hole and electron transport property for good charge generating material because there is no, low sensitivity, decrease in elevated or charge potential of the residual potential when used repeatedly due to the low transport of the charge has a drawback such as occur. これらの欠点を解決するために電荷発生物質と正孔輸送物質を樹脂中に分散した感光体も提案されたが、単に正孔輸送物質を添加した感光体では、正孔輸送機能は向上するが電子輸送は引き続き電荷発生物質が担っているために十分ではなく、残留電位が高い、繰り返し使用時の電位安定性が低い等の問題点を克服できなかった。 While the charge-generating material and a hole transport material in order to solve these drawbacks have been proposed photoconductor dispersed in resin, the mere hole transporting material photoreceptor was added, but the hole transport function is improved electron transport is not sufficient to have continued responsible charge generating material, residual potential is high, could not overcome the problems of low potential stability during repeated use, and the like.

【0017】本発明においては、その感光層に少なくとも電荷発生物質、有機正孔輸送物質及び有機電子輸送物質が結着樹脂中に分散され、かつ、該有機電子輸送物質が一般式(1)または一般式(2)で示される化合物を用いることにより、上記問題点を解決するものである。 In the present invention, at least a charge generating material in the photosensitive layer, an organic hole transport material and an organic electron transporting material is dispersed in a binder resin, and organic electron-transporting substance general formula (1) or by using a compound represented by the general formula (2), it is to solve the above problems.
これら問題点が解決される理由は完全には明らかではないが、一つには一般式(1)または一般式(2)で示される化合物の分子内における電子軌道の共役が広範囲に広がっているために電子輸送性が優れていること、更には一般式(1)または一般式(2)で示される化合物の非結合準位のエネルギ−レベルが低いために電荷発生物質から一般式(1)または一般式(2)で示される化合物への電子の注入性が高いこと等によって、電荷発生物質内の光吸収によって発生した電子及び正孔が各々一般式(1)または一般式(2)で示される化合物及び有機正孔輸送物質に容易に注入、輸送されることに起因するものと考えられる。 These problems are not reason entirely clear to be solved, in part orbital conjugated in the general formula (1) or the general formula in the molecule of the compound represented by (2) are widespread the electron-transporting property is excellent for further general formula (1) or non-binding level of the energy of the compound represented by the general formula (2) - level formula charge generating substance is low (1) or by a high electron injection property to the compounds represented by the general formula (2), in each formula electrons and holes generated by light absorption of the charge generating substance in (1) or general formula (2) easily injected into compound and an organic hole-transporting material represented, be attributed to be transported.

【0018】本発明の単層型電子写真感光体を図面に沿って更に詳細に説明する。 [0018] will be described in more detail along with the single-layer type electrophotosensitive material of the present invention with reference to the accompanying drawings. 図1は本発明の単層型電子写真感光体の1例を示しており、1Aは導電性支持体、1 Figure 1 shows an example of a single-layer electrophotographic photoconductor of the present invention, 1A conductive support, 1
Bは感光層、1B1は電荷発生物質、1B2は結着樹脂中に有機正孔輸送物質と有機電子輸送物質(一般式(1)または一般式(2)で示される化合物)とが分子状に分散されたマトリックスを表わしている。 The photosensitive layer B, 1B1 charge generating material, 1B2 organic hole transporting material and an organic electron-transporting substance in a binder resin (general formula (1) or the compound represented by the general formula (2)) and is molecularly it represents dispersed matrix.

【0019】本発明の感光体においては前述したように一般式(1)または一般式(2)で示される化合物が有機電子輸送物質として添加される。 The compounds represented by the general formula as described above (1) or general formula (2) in the photoreceptor of the present invention is added as an organic electron-transporting substance.

【0020】次に、一般式(1)または一般式(2)で示される化合物の代表例を列挙する。 Next, listed examples of the compounds represented by the general formula (1) or general formula (2). ただし、これらの化合物に限定されるものではない。 However, the invention is not limited to these compounds.

【0021】 [0021]

【表1】 [Table 1]

【表2】 [Table 2]

【表3】 [Table 3]

【表4】 [Table 4]

【表5】 [Table 5]

【表6】 [Table 6]

【表7】 [Table 7]

【表8】 [Table 8]

【表9】 [Table 9]

【0022】 [0022]

【表10】 [Table 10]

【表11】 [Table 11]

【表12】 [Table 12]

【表13】 [Table 13]

【表14】 [Table 14]

【表15】 [Table 15]

【表16】 [Table 16]

【表17】 [Table 17]

【表18】 [Table 18]

【0023】 [0023]

【表19】 [Table 19]

【表20】 [Table 20]

【表21】 [Table 21]

【表22】 [Table 22]

【表23】 [Table 23]

【表24】 [Table 24]

【表25】 [Table 25]

【表26】 [Table 26]

【表27】 [Table 27]

【表28】 [Table 28]

【0024】 [0024]

【表29】 [Table 29]

【表30】 [Table 30]

【表31】 [Table 31]

【表32】 [Table 32]

【表33】 [Table 33]

【表34】 [Table 34]

【表35】 [Table 35]

【表36】 [Table 36]

【表37】 [Table 37]

【0025】本発明における有機電子輸送物質(一般式(1)または一般式(2)で示される化合物)の感光層1B全体に占める量は1〜50wt%、好ましくは5〜 The amount of total photosensitive layer 1B (Compound represented by general formula (1) or general formula (2)) an organic electron-transporting substance in the present invention is 1 to 50 wt%, preferably from 5 to
40wt%である。 It is 40wt%.

【0026】本発明の感光体においては、必須成分として有機正孔輸送物質が含まれる。 [0026] In the photoreceptor of the present invention include organic hole-transporting material as an essential component. 感光層中での有機正孔輸送物質の役割は電荷発生物質で発生した正孔を感光層中で移動させることである。 The role of organic hole transport material in the photosensitive layer is to move the holes generated in the charge generation material in the photosensitive layer. この輸送機能により電荷発生物質中で正孔が蓄積されずに、電荷発生物質の電荷発生機能を十分に発揮させることができる。 Without holes are accumulated in the charge generating substance by this transport function, it is possible to sufficiently exhibit the charge generation function of the charge generating material.

【0027】本発明において用いられる有機正孔輸送物質としては、分子中にトリフェニルアミン部位を有する化合物、ヒドラゾン化合物、トリフェニルメタン化合物、ピラゾリン化合物、オキサジアゾ−ル化合物、カルバゾ−ル化合物、スチリル化合物、ブタジエン系化合物、ポリシラン化合物、ポリビニルカルバゾ−ル等のドナ−性化合物が挙げられる。 [0027] As the organic hole-transporting substance used in the present invention, compounds having a triphenylamine moiety in the molecule, hydrazone compounds, triphenylmethane compounds, pyrazoline compounds, oxadiazole - Le compounds, carbazole - Le compounds, styryl compounds , butadiene compounds, polysilane compounds, poly vinyl carbazolium - like Le Donna - soluble compounds. 有機正孔輸送物質の感光層1Bに占める割合は15wt%以上、好ましくは20〜 Percentage of photosensitive layer 1B of organic hole transport material 15 wt% or more, preferably 20
50wt%の範囲である。 It is in the range of 50wt%.

【0028】感光層1Bにおける結着樹脂の役割は電荷発生物質の良好な分散と有機電子輸送物質及び有機正孔輸送物質の分子状の分散ばかりではなく、電子写真プロセスで必要とされる感光層の機械的強度も担っている。 The role of the binder resin in the photosensitive layer 1B is not only molecules shaped disperse good dispersion and organic electron-transporting substance and an organic hole-transporting material in the charge generating material, a photosensitive layer that is required in an electrophotographic process It is also responsible for the mechanical strength of the.
このため、結着樹脂の組成比が低い場合には、これらの諸特性が損なわれることとなる。 Therefore, when the composition ratio of the binder resin is low, so that the these characteristics may be impaired. 従って、感光層に占める結着樹脂の量は極端に低くはできない。 Therefore, the amount of the binder resin occupying in the photosensitive layer can not extremely low. 結着樹脂の感光層1B全体に占める割合は30〜90wt%、好ましくは40〜70wt%が適当である。 Percentage of the total light-sensitive layer 1B of the binder resin 30 to 90 wt%, and preferably from 40~70wt%.

【0029】本発明において用いられる結着樹脂としては特に限定されるものではなく、市販の樹脂を使用することができる。 [0029] As the binder resin used in the present invention is not particularly limited, it is possible to use commercially available resins. 感光層の結着樹脂として使用可能な樹脂の例としてはポリエステル樹脂、ポリカ−ボネ−ト樹脂、ポリスチレン樹脂、アクリル樹脂、フッ素樹脂、セルロ−ス、ポリウレタン樹脂、エポキシ樹脂、シリコ− Photosensitive layer binder polyester resins Examples of usable resins as resins, polycarbonate - Bonnet - DOO resins, polystyrene resins, acrylic resins, fluorine resins, cellulose - scan, polyurethane resins, epoxy resins, silicone -
ン樹脂、アルキド樹脂、塩化ビニル樹脂、塩化ビニル− Down resins, alkyd resins, vinyl chloride resins, vinyl chloride -
酢酸ビニル共重合樹脂等が挙げられる。 Vinyl acetate copolymer resin.

【0030】本発明では電荷発生物質も感光層内の必須成分である。 The charge generating substance in the present invention is also an essential component of the photosensitive layer. 本発明において用いることのできる電荷発生物質としてはセレン化合物、アモルファスシリコン、 Selenium compounds as a charge-generating substance usable in the present invention, amorphous silicon,
硫化カドミウム、酸化亜鉛等の無機光導電性物質の粒子や、ビスアゾ顔料、トリスアゾ顔料、フタロシアニン顔料、ペリレン顔料、キナクリドン顔料、インジゴ顔料、 Cadmium sulfide, particles or inorganic photoconductive substance such as zinc oxide, bisazo pigments, trisazo pigments, phthalocyanine pigments, perylene pigments, quinacridone pigments, indigo pigments,
多環キノン顔料等が挙げられる。 Polycyclic quinone pigments. これらの電荷発生物質の感光層1Bに含まれる量は0.1〜40wt%、好ましくは0.3〜20wt%の範囲が最適である。 These amounts 0.1 to 40% contained in the photosensitive layer 1B of the charge-generating substance, preferably optimal range of 0.3~20wt%.

【0031】本発明の感光層1Bの厚さは5〜100μ The thickness of the photosensitive layer 1B of the present invention 5~100μ
m、最適には7〜35μmの範囲である。 m, optimally from 7 to 35 m.

【0032】本発明で用いる導電性支持体1Aとしてはアルミニウム、ニッケル、銅、ステンレス等の金属板、 The aluminum as the conductive support 1A used in the present invention, nickel, copper, a metal plate such as stainless,
金属ドラムまたは金属箔、酸化スズ、ヨウ化銅等の薄膜を蒸着あるいは塗布したプラスチックフィルムあるいはガラス等が挙げられる。 Metal drum or a metal foil, tin oxide, and a plastic film or glass or the like thin film is deposited or applied, such as copper iodide.

【0033】本発明の感光体においては、導電性及び支持体と感光層の密着性の改良を目的として支持体と感光層との間に下引き層を設けることもできる。 [0033] In the photoreceptor of the present invention can also be provided with a subbing layer between the electroconductive and the support and the support for the purpose of adhesion improvement of the photosensitive layer and the photosensitive layer. 下引き層の材料としては前記感光層に用いる結着樹脂例に挙げた樹脂のほかに、ポリアミド樹脂、ポリビニルアルコ−ル、 In addition to the resins listed in the binder resin example for use in the photosensitive layer as the material of the undercoat layer, a polyamide resin, a polyvinyl alcohol - le,
カゼイン、ポリビニルピロリドン等を用いることができる。 Casein, it can be used polyvinyl pyrrolidone. 下引き層の膜厚は0.01〜20μm、最適には0.1〜5μmの範囲である。 The thickness of the undercoat layer is 0.01 to 20 .mu.m, and most preferably in the range of 0.1 to 5 [mu] m.

【0034】更に本発明の感光体は感光層1Bの上に耐久性等の向上を目的として表面保護層を設けてもよい。 Furthermore photoreceptor of the present invention may be provided with a surface protective layer in order to improve the durability on the photosensitive layer 1B.

【0035】本発明の感光体の作成は、前記材料を有機溶媒中に溶解またはボ−ルミル、サンドミル、超音波等で分散して感光層形成液を調製し、これを浸漬法やブレ−ド塗布法、スプレ−塗布法等で導電性支持体1A上に塗布し乾燥して感光層1Bを形成すればよい。 The creation of the photoreceptor of the present invention is dissolved or volume of said material in an organic solvent - mill, sand mill, and dispersed by ultrasonic wave or the like and a photosensitive layer forming liquid was prepared by a dipping method and shake it - de coating, spray - may be formed by coating on a conductive support 1A by a coating method or the like drying the photosensitive layer 1B.

【0036】図2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。 The process mosquitoes having an electrophotographic photosensitive member of the present invention in FIG. 2 - shows the schematic structure of an electrophotographic apparatus having a cartridge. 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、じく2を中心に矢印方向に所定の周速度で回転駆動される。 In the figure, reference numeral 1 denotes a drum type electrophotographic photosensitive member of the present invention, is rotated at a predetermined peripheral speed in the arrow direction around a shaft 2. 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。 The photosensitive member 1 in the rotation process, receives the uniformly charged to a predetermined positive or negative potential on its circumferential surface by a primary charging means 3, then slit exposure or Les - The - bi - beam scanning exposure or the like image exposure means (not receiving an image exposure light 4 from shown). 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。 Thus an electrostatic latent image on the peripheral surface of the photosensitive member 1 are successively formed.

【0037】形成された静電潜像は、次いで現像手段5 [0037] The electrostatic latent images thus formed are subsequently developed means 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。 The toner - is developed, the developed toner - developer image, the transfer material 7 which is fed is rotated and synchronized up of the photosensitive member 1 between the sheet feeding unit (not shown) between the photosensitive member 1 and the transfer means 6 a, are sequentially transferred by the transfer means 6. 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。 The transfer material 7 which has received the transferred image is copied material by being separated from the photosensitive member surface undergo introduced by image fixing to an image fixing means 8 - is printed out of the apparatus as a (copy). 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。 The surface of the photosensitive member 1 after image transfer, chestnut - rest transferred by training means 9 toner - surface is cleaned of, been charge elimination by pre-exposure light 10 from the further pre-exposure means (not shown) after it is repeatedly used for image formation. 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。 Incidentally, primary charging means 3 is charged Russia - la - If a contact charging means using such, the pre-exposure is not necessarily required.

【0038】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。 [0038] In the present invention, the photosensitive member 1 described above, primary charging means 3, developing means 5 and chestnut - among the components, such as training means 9, a plurality of those processes mosquitoes - bound together as a cartridge configuration and, this process mosquitoes - cartridge copiers and Les - the - bi - beam printer - may be detachably attached to main body of an electrophotographic apparatus or the like. 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。 For example the primary charging means 3, developing means 5 and chestnut - force in favor of at least one of the training means 9 integrally with the photosensitive member 1 - and cartridge of, the apparatus main body Les - apparatus main body by using a guiding means 12 such as Le detachable process mosquitoes to - be a cartridge 11. 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。 The image exposing light 4, an electrophotographic apparatus copying machine or a printer - if it is, the use of reflected light or transmitted light from an original, or sensor - reading an original in and signaling, row in accordance with the signal dividing Les - the - bi - scanning the beam, the drive and the liquid crystal shutter of the LED array - a light irradiated by the driving or the like of the array.

【0039】一方、ファクシミリのプリンタ−として使用する場合には、画像露光光4は受信デ−タをプリントするための露光光になる。 On the other hand, facsimile printer - when used as the image exposure light 4 is received de - becomes the exposure light for printing the data. 図2はこの場合の1例をブロック図で示したものである。 Figure 2 shows an example of this case in the block diagram. コントロ−ラ−14は画像読取部13とプリンタ−22を制御する。 Controller - La -14 controls the image reading unit 13 and the printer -22. コントロ−ラ−14の全体はCPU20により制御されている。 Control - Overall La -14 is controlled by the CPU 20. 画像読取部13からの読取りデ−タは、送信回路16を通して相手局に送信される。 Reading data of the image reading unit 13 - data is transmitted through a transmitting circuit 16 to the other station. 相手局から受けたデ−タは受信回路15を通してプリンタ−22に送られる。 De received from the remote station - data is sent to the printer -22 through receiving circuit 15. 画像メモリには所定の画像デ−タが記憶される。 Predetermined image de the image memory - data is stored. プリンタ−コントロ−ラ−21はプリンタ−22を制御している。 Printer - controller - La -21 is to control the printer -22. 17 17
は電話である。 It is a telephone. 回線18から受信された画像(回線を介して接続されたリモ−ト端末からの画像情報)は、受信回路15で復調された後、CPU20によって画像情報を複号処理され順次画像メモリ19に格納される。 Image received from a line 18 (remote connected through the circuit - image information from Preparative terminal) is demodulated by the receiving circuit 15, stores the image information sequentially the image memory 19 is decoding processed by the CPU20 It is. そして、少なくとも1頁の画像が画像メモリ19に格納されると、その頁の画像記録を行う。 When the image of at least one page is stored in the image memory 19, image recording of that page. CPU20は、画像メモリ19から1頁の画像情報を読み出し、プリンタ−コントロ−ラ−21に複号化された1頁の画像情報を送出する。 CPU20 reads the image information for one page from the image memory 19, a printer - control - sends the image information of one page that is decrypted in La -21. プリンタ−コントロ−ラ−21は、CPU20からの1頁の画像情報を受け取ると、その頁の画像情報記録を行うべくプリンタ−22を制御する。 Printer - controller - La -21 receives the one page image information from the CPU 20, controls the printer -22 to perform image information recording of that page. CPU20 CPU20
は、プリンタ−22による記録中に、次ぎの頁の受信を行っている。 , During the recording by the printer -22 it is performed to receive the next page. このようにして、画像の受信と記録が行われる。 In this way, the reception of the image recording is performed.

【0040】 [0040]

【実施例】 実施例1 オキシチタニルフタロシアニン4gをポリビニルブチラ−ル(ブチラ−ル化度65%、重量平均分子量3500 EXAMPLE 1 polyvinylbutyral a titanylphthalocyanine 4g - Le (butyralization - Le degree of 65%, weight average molecular weight 3500
0)7gをシクロヘキサノン溶媒85gに溶解した液と共にサンドミルで48時間分散した。 0) for 48 hours dispersed in a sand mill with 7g were dissolved in cyclohexanone solvent 85g liquid.

【0041】化合物例(1)の有機電子輸送物質5g、 The organic electron-transporting substance 5g of compound examples (1),
下記構造式(a)の有機正孔輸送物質4g The organic hole-transporting material 4g of the following structural formula (a)

【化5】 [Of 5] 及びZ型ポリカ−ボネ−ト樹脂(重量平均分子量300 And Z-type polycarbonate - BONNET - DOO resin (weight average molecular weight of 300
00)9gをクロルベンゼン70gに溶解した液に、先に調製したオキシチタニルフタロシアニンの分散液5g 00) 9 g liquid was dissolved in chlorobenzene 70g of dispersion of titanylphthalocyanine prepared above 5g
を加え、更にボ−ルミルで1時間分散して感光層用の塗工液を調製した。 It was added, further ball - 1 hour dispersed to prepare a coating solution for the photosensitive layer in mill.

【0042】次に、アルミニウム基板上にポリアミド樹脂(商品名アミランCM−8000、東レ(株)製)の5%メタノ−ル溶液をマイヤ−バ−で塗布し0.5μm Next, 5% of a polyamide resin on an aluminum substrate (trade name Amiran CM-8000, manufactured by Toray Industries, Inc.) methanol - Le solution Meier - bar - the coating to 0.5μm
の下引き層を形成した上に、更にマイヤ−バ−で先に調製した感光層塗工液を塗布し、乾燥後の膜厚が16μm On the formation of the undercoat layer, further Maija - bar - the photosensitive layer coating liquid was applied to the previously prepared, the dry film thickness of 16μm
の単層型電子写真感光体を作成した。 You create a single-layer type electrophotographic photosensitive member.

【0043】この電子写真感光体を川口電機(株)製静電複写紙試験装置(EPA−8100)を用い±6KV The ± 6KV using this electrophotographic photoreceptor Kawaguchi Denki Co., Ltd. electrostatic copying paper testing apparatus (EPA-8100)
の印加電圧を加え、その表面電位を正または負に帯電させて初期の表面電位Va(V)、3秒間暗減衰させた後の表面電位Vd(V)と20luxの光源で光照射して表面電位が1/2に減衰するのに要する露光量E Adding the applied voltage, the surface of the surface potential thereof is charged positively or negatively by the initial surface potential Va (V), and irradiated with light 20lux the light source and the surface potential Vd after being 3 seconds dark decay (V) exposure E of potential required to decay to half
1/2 (lux・sec)を測定した。 1/2 (lux · sec) was measured.

【0044】また、得られた感光体シ−トをアルミニウム製シリンダ−上に貼り付けた後、複写機NP−606 [0044] The obtained photoreceptor sheet - DOO an aluminum cylinder - was attached to the above copying machine NP-606
0(キヤノン(株)製)の改造機に装着し、表面電位: 0 mounted on a modified machine of (manufactured by Canon Inc.), the surface potential:
Vd=+650V、露光後電位:Vl=+200Vになるように設定した後、1000回複写を繰り返し行い、 Vd = + 650V, post-exposure potential: After you have set to be Vl = + 200V, repeated copying 1000 times,
その後の表面電位:Vd'及び露光後電位:Vl'を表面電位計を用いて測定した。 Subsequent surface potential: Vd 'and the potential after exposure: Vl' and the measured using a surface potentiometer. 更に1000回複写後の表面電位の変動分:ΔVd=Vd−Vd'及び露光後電位の変動分:ΔVl=Vl−Vl'を算出し、結果を表3 Furthermore 1000 variation in the surface potential after the copying: ΔVd = Vd-Vd 'and fluctuation in the potential after exposure: ΔVl = Vl-Vl' is calculated, Table 3 Results
8に示す。 It is shown in 8.

【0045】実施例2〜10 実施例1で用いた有機正孔輸送物質、有機電子輸送物質を表38に示すように代えた他は、実施例1と同様にして電子写真感光体を作成し同様の評価を行った。 The organic hole-transporting materials used in Examples 2 to 10 Example 1, except that instead of as shown in Table 38 the organic electron-transporting substance, and an electrophotographic photoreceptor in the same manner as in Example 1 evaluation was carried out in the same manner. 結果を表38に示す。 The results are shown in Table 38.

【0046】使用した有機正孔輸送物質は下記構造式(b)〜(i)の化合物である。 The organic hole-transporting materials used are compounds of the following structural formula (b) ~ (i). 構造式(b) Structural formula (b)

【化6】 [Omitted] 構造式(c) Structural formula (c)

【化7】 [Omitted] 構造式(d) Structural formula (d)

【化8】 [Of 8] 構造式(e) Structural formula (e)

【化9】 [Omitted] 構造式(f) Structural formula (f)

【化10】 [Of 10] 構造式(g) Structural formula (g)

【化11】 [Of 11] 構造式(h) Structural formula (h)

【化12】 [Of 12] 構造式(i) Structural formula (i)

【化13】 [Of 13]

【0047】比較例1 実施例1において、有機電子輸送物質を除いた他は、実施例1と同様の条件で電子写真感光体を作成し、同様の評価を行った。 [0047] In Comparative Example 1 Example 1, except that except for the organic electron transport material creates an electrophotographic photoreceptor under the same conditions as in Example 1 was subjected to the same evaluation. 結果を表38に示す。 The results are shown in Table 38.

【0048】比較例2及び3 実施例1において用いた有機電子輸送物質に代えて下記構造式(j)及び(k)を用いた他は、実施例1と同様にして電子写真感光体を作成し、同様の評価を行った。 [0048] except for using the following formula in place of the organic electron-transporting substance used in Comparative Examples 2 and 3 Example 1 (j) and (k) is an electrophotographic photoreceptor in the same manner as in Example 1 and it was subjected to the same evaluation.
結果を表38に示す。 The results are shown in Table 38. 構造式(j) Structural formula (j)

【化14】 [Of 14] 構造式(k) Structural formula (k)

【化15】 [Of 15]

【0049】実施例11 実施例1において用いたオキシチタニウムフタロシアニンを下記構造式のビスアゾ顔料に代えた他は、実施例1 [0049] except that instead of oxytitanium phthalocyanine used in Example 11 Example 1 bisazo pigment of the following structural formulas, Example 1
と同様の条件で電子写真感光体を作成し、同様の評価を行った。 Create an electrophotographic photosensitive member under the same conditions as, it was evaluated in the same manner. 結果を表39に示す。 The results are shown in Table 39.

【化16】 [Of 16]

【0050】実施例12 実施例11で用いた有機正孔輸送物質(a)に代えて(b)2.5g及び(d)2.5gを用いた他は、実施例11と同様の条件で電子写真感光体を作成し、同様の評価を行った。 [0050] Other using organic hole transport instead of material (a) (b) 2.5g and (d) 2.5 g used in Example 12 Example 11, under the same conditions as in Example 11 create an electrophotographic photosensitive member, it was evaluated in the same manner. 結果を表39に示す。 The results are shown in Table 39.

【0051】比較例4 実施例11において有機電子輸送物質を除いた他は、実施例11と同様の条件で電子写真感光体を作成し、同様の評価を行った。 [0051] Other excluding the organic electron-transporting substance in Comparative Example 4 Example 11 creates an electrophotographic photoreceptor under the same conditions as in Example 11 was subjected to the same evaluation. 結果を表39に示す。 The results are shown in Table 39.

【0052】比較例5 実施例12において有機電子輸送物質を除いた他は、実施例12と同様の条件で電子写真感光体を作成し、同様の評価を行った。 [0052] Other excluding the organic electron-transporting substance in Comparative Example 5 Example 12 creates an electrophotographic photoreceptor under the same conditions as in Example 12 was subjected to the same evaluation. 結果を表39に示す。 The results are shown in Table 39.

【0053】実施例13 実施例1に用いた感光層上に下記の方法で保護層を形成した。 [0053] to form a protective layer in the following manner on the photosensitive layer used in Example 13 Example 1.

【0054】結着樹脂として下記構造式のアクリルモノマ−25部、 [0054] -25 parts of acrylic monomer of the following structural formula as a binder resin,

【化19】 [Of 19] 光開始剤として2−メチルチオキサントン2部、平均粒径0.02μmのアンチモン含有酸化スズ微粒子(商品名T−1、三菱マテリアル(株)製)50部及びトルエン300部を混合しサンドミルで72時間分散して保護層用の塗工液を調製した。 2-methyl thioxanthone, 2 parts as photoinitiators, the average particle size 0.02μm antimony-containing tin oxide fine particles (trade name T-1, manufactured by Mitsubishi Materials Corporation) were mixed 300 parts of 50 parts of toluene by means of a sand mill for 72 hours dispersed coating solution for protective layer was prepared. この塗工液を実施例1におけると同様の感光層上にスプレ−塗工にて成膜し、乾燥後高圧水銀灯にて800mW/cm 2の光強度で5秒間紫外線照射して膜厚3μmの保護層を形成し、電子写真感光体を作成した。 The coating solution spray in the same manner of the photosensitive layer as in Example 1 - was deposited by coating, in a dry after a high-pressure mercury lamp 800 mW / cm 2 of a light intensity of 5 seconds UV irradiation to a film thickness 3μm forming a protective layer, an electrophotographic photosensitive member was prepared. この電子写真感光体を実施例1と同様の評価を行った。 The electrophotographic photosensitive member was evaluated in the same manner as in Example 1. 結果を表39に示す。 The results are shown in Table 39.

【0055】 [0055]

【表38】 [Table 38]

【表39】 [Table 39]

【0056】実施例14 実施例1において用いた化合物例(1)の有機電子輸送物質に代えて化合物例(130)の有機電子輸送物質を用いた他は、実施例1と同様にして単層型電子写真感光体を作成し、同様の評価を行った。 [0056] except for using an organic electron-transporting material in place of the organic electron-transporting substance compound examples (1) used in Example 14 Example 1 (130) is a single layer in the same manner as in Example 1 to create a type electrophotographic photosensitive member, it was evaluated in the same manner. 結果を表40に示す。 The results are shown in Table 40.

【0057】実施例15〜23 実施例14で用いた有機正孔輸送物質、有機電子輸送物質を表40に示すように代えた他は、実施例14と同様にして電子写真感光体を作成し同様の評価を行った。 [0057] The organic hole-transporting materials used in the examples 15 to 23 Example 14, except that the organic electron-transporting substance was changed as shown in Table 40 creates an electrophotographic photosensitive member in the same manner as in Example 14 evaluation was carried out in the same manner. 結果を表40に示す。 The results are shown in Table 40.

【0058】実施例24 実施例14において用いたオキシチタニウムフタロシアニンを実施例11で用いたビスアゾ顔料に代えた他は、 [0058] except that instead of the bisazo pigment with oxytitanium phthalocyanine used in Example 24 Example 14 In Example 11,
実施例14と同様の条件で単層型電子写真感光体を作成し、同様の評価を行った。 Create a single-layer type electrophotographic photoreceptor under the same conditions as in Example 14 was subjected to the same evaluation. 結果を表41に示す。 The results are shown in Table 41.

【0059】実施例25 実施例23において用いた有機正孔輸送物質(i)に代えて(b)を2.5g及び(d)を2.5gを用いた他は、実施例23と同様の条件で単層型電子写真感光体を作成し、同様の評価を行った。 [0059] except that instead of the organic hole transport material (i) used in Example 25 Example 23 (b) 2.5 g and (d) is using 2.5g, as in Example 23 create a single-layer type electrophotographic photoconductor with conditions, the same evaluation was carried out. 結果を表41に示す。 The results are shown in Table 41.

【0060】実施例26 実施例14で形成した感光層上に実施例13におけると同様の条件で保護層を形成し、同様の評価を行った。 [0060] to form a protective layer under the same conditions as in Example 26 Example 14 Example 13 on a photosensitive layer formed by, the same evaluation was carried out. 結果を表41に示す。 The results are shown in Table 41.

【0061】 [0061]

【表40】 [Table 40]

【表41】 [Table 41]

【0062】 [0062]

【発明の効果】本発明の単層型の感光層よりなる電子写真感光体は、感度、帯電性に優れ、かつ、複写プロセスを繰り返しても極めて電位特性が安定しており、質の高い画像を安定的に供給することができるという顕著な効果を奏する。 Electrophotographic photoreceptor made of single-layer type photosensitive layer of the present invention exhibits sensitivity, excellent in chargeability, and, very potential characteristics even after repeated copying process is stable, high quality image the a marked effect of being able to stably supplied.

【図面の簡単な説明】 BRIEF DESCRIPTION OF THE DRAWINGS

【図1】本発明における単層型の感光層よりなる電子写真感光体の1例の該略図 An example schematic representation of an electrophotographic photosensitive member comprising a photosensitive layer having a single layer type in Figure 1 the present invention

【図2】本発明の電子写真感光体を有するプロセスカ− [2] process mosquitoes having an electrophotographic photosensitive member of the present invention -
トリッジを有する電子写真装置の概略構成を示す図 Diagram showing a schematic configuration of an electrophotographic apparatus having a cartridge

【図3】本発明の電子写真感光体を有するファクシミリのブロックの例を示す図 Shows an example of a facsimile of a block having an electrophotographic photosensitive member of the present invention; FIG

【符号の説明】 DESCRIPTION OF SYMBOLS

1A 導電性支持体 1B 感光層 1B1 電荷発生物質 1B2 有機正孔輸送物質及び有機電子輸送物質が結着樹脂中に分子分散された層 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 13 画像読取部 14 コントロ−ラ− 15 受信回路 16 送信回路 17 電話 18 回線 19 画像メモリ 20 CPU 21 プリンタ−コントロ−ラ− 22 プリンタ− 1A conductive support 1B photosensitive layer 1B1 charge generating material 1B2 organic hole-transporting material and an organic electron-transporting substance electrophotographic photoreceptor biaxially 3 primary charging means 4 image layers 1 the invention which is molecularly dispersed in a binder resin exposure light 5 developing unit 6 transferring means 7 the transfer material 8 image fixing means 9 chestnut - training means 10 pre-exposure light 11 processes Ca - cartridge 12 Les - le 13 image reading unit 14 controller - La - 15 receiving circuit 16 transmitting circuit 17 phone 18 line 19 image memory 20 CPU 21 printer - controller - La - 22 printer -

Claims (6)

    【特許請求の範囲】 [The claims]
  1. 【請求項1】 導電性支持体上に直接または下引き層を介して単層の感光層を設けてなり、その感光層は少なくとも電荷発生物質、有機正孔輸送物質および有機電子輸送物質が結着樹脂中に分散され、かつ、該有機電子輸送物質が下記一般式(1)で示される化合物であることを特徴とする単層型電子写真感光体。 [Claim 1] A conductive substrate directly or through an undercoat layer made by providing a photoconductive layer of a single layer, the photosensitive layer is at least a charge generating material, an organic hole-transporting material and an organic electron-transporting material forming dispersed in Chakujushi, and a single layer type electrophotographic photoconductor, wherein the organic electron-transporting substance is a compound represented by the following general formula (1). 一般式(1) 【化1】 The general formula (1) [Formula 1] 式中、R 1 、R 2 、R 3 、R 4 、R 5またはR 6は水素原子、ハロゲン原子、置換基を有してもよいアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基、−(CH=CH) p −NO 2 、− Wherein, R 1, R 2, R 3, R 4, R 5 or R 6 is a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an aralkyl group which may have a substituent group, a substituted an aromatic ring group that may have a group, - (CH = CH) p -NO 2, -
    (CH=CH) q −R 7または (CH = CH) q -R 7, or であり、R 7およびR 8はニトロ基を有する芳香環基またはニトロ基を有する複素環基を示し、R 9はアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基または置換基を有してもよい複素環基を示し、pおよびqは0、1、2のいずれかの整数、r In and, R 7 and R 8 represents a heterocyclic group having an aromatic ring group or a nitro group having a nitro group, R 9 is a alkyl group, a substituted or unsubstituted aralkyl group, a substituent also shows an aromatic ring group or an optionally substituted heterocyclic group which may have a, p and q are 0, 1, 2 of any integer, r
    は0、1のいずれかの整数であり、R 8およびR 9は互いに直接または飽和炭化水素、不飽和炭化水素、酸素原子、硫黄原子を介して結合して環を形成してもよい。 Is any integer of 0, 1, R 8 and R 9 together directly or saturated hydrocarbons, unsaturated hydrocarbons, oxygen atom, attached via a sulfur atom may form a ring.
  2. 【請求項2】 導電性支持体上に直接または下引き層を介して単層の感光層を設けてなり、その感光層は少なくとも電荷発生物質、有機正孔輸送物質および有機電子輸送物質が結着樹脂中に分散され、かつ、該有機電子輸送物質が下記一般式(2)で示される化合物であることを特徴とする単層型電子写真感光体。 Wherein the electrically conductive substrate directly or through an undercoat layer made by providing a photoconductive layer of a single layer, the photosensitive layer is at least a charge generating material, an organic hole-transporting material and an organic electron-transporting material forming dispersed in Chakujushi, and a single layer type electrophotographic photoconductor, wherein the organic electron-transporting substance is a compound represented by the following general formula (2). 一般式(2) 【化8】 The general formula (2) ## STR00008 ## 式中、R 10 、R 11 、R 12 、R 13 、R 14またはR 15は水素原子、ハロゲン原子、置換基を有してもよいアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基、−(CH=CH) p −N Wherein, R 10, R 11, R 12, R 13, R 14 or R 15 is a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an aralkyl group which may have a substituent group, a substituted an aromatic ring group that may have a group, - (CH = CH) p -N
    2 、 −(CH=CH) q −R 16または O 2, - (CH = CH ) q -R 16 or であり、R 16およびR 17はニトロ基を有する芳香環基またはニトロ基を有する複素環基を示し、R 18はアルキル基、置換基を有してもよいアラルキル基、置換基を有してもよい芳香環基または置換基を有してもよい複素環基を示し、pおよびqは0、1、2のいずれかの整数、rは0、1のいずれかの整数であり、R 17およびR 18は互いに直接または飽和炭化水素、不飽和炭化水素、酸素原子、硫黄原子を介して結合して環を形成してもよい。 In and, R 16 and R 17 indicates a heterocyclic group having an aromatic ring group or a nitro group having a nitro group, R 18 is an alkyl group, an optionally substituted aralkyl group, substituted also shows an aromatic ring group or an optionally substituted heterocyclic group which may have a, p and q are 0, 1, 2 of any integer, r is an integer of 0, 1, R 17 and R 18 to each other directly or saturated hydrocarbons, unsaturated hydrocarbons, oxygen atom, may form a ring through a sulfur atom.
  3. 【請求項3】 請求項1記載の電子写真感光体、及び帯電手段、現像手段及びクリ−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。 3. The electrophotographic photoreceptor of claim 1, wherein, and charging means, developing means and chestnut - integrally supports at least one means selected from the group consisting of training unit, detachably mountable to an electrophotographic apparatus main body processes wherein there mosquitoes - cartridge.
  4. 【請求項4】 請求項2記載の電子写真感光体、及び帯電手段、現像手段及びクリ−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 method of claim 2 electrophotographic photosensitive member according, and charging means, developing means and chestnut - integrally supports at least one means selected from the group consisting of training unit, detachably mountable to an electrophotographic apparatus main body processes wherein there mosquitoes - cartridge.
  5. 【請求項5】 請求項1記載の電子写真感光体、帯電手段、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. The electrophotographic photoreceptor of claim 1, wherein a charging means, image exposure means, the electrophotographic apparatus, characterized in that it comprises a developing means and a transfer means.
  6. 【請求項6】 請求項2記載の電子写真感光体、帯電手段、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。 6. The electrophotographic photosensitive member according to claim 2, charging means, image exposure means, the electrophotographic apparatus, characterized in that it comprises a developing means and a transfer means.
JP22707697A 1997-08-11 1997-08-11 Electrophotographic photoreceptor and process cartridge and electrophotographic apparatus each having this photoreceptor Pending JPH1165141A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999062909A3 (en) * 1998-06-05 2000-03-02 Kuo Sheng Chu Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents
JP2010539095A (en) * 2007-09-10 2010-12-16 ボストン バイオメディカル, インコーポレイテッド Novel Stat3 pathway inhibitor and cancer stem cell inhibitor
WO2012024818A1 (en) * 2010-08-24 2012-03-01 Zhoushan Haizhongzhou Xinsheng Pharmaceuticals Co., Ltd. Novel anphthoquinones for disease therapies

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999062909A3 (en) * 1998-06-05 2000-03-02 Kuo Sheng Chu Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents
US6337346B1 (en) 1998-06-05 2002-01-08 University Of North Carolina At Chapel Hill Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents
JP2010539095A (en) * 2007-09-10 2010-12-16 ボストン バイオメディカル, インコーポレイテッド Novel Stat3 pathway inhibitor and cancer stem cell inhibitor
EP2194987A4 (en) * 2007-09-10 2011-11-30 Boston Biomedical Inc Novel stat3 pathway inhibitors and cancer stem cell inhibitors
JP2015034179A (en) * 2007-09-10 2015-02-19 ボストン バイオメディカル, インコーポレイテッド Novel stat3 pathway inhibitor and cancer stem cell inhibitor
EP3058941A1 (en) * 2007-09-10 2016-08-24 Boston Biomedical, Inc. Novel stat3 pathway inhibitors and cancer stem cell inhibitors
US10377731B2 (en) 2007-09-10 2019-08-13 Boston Biomedical, Inc. Compositions and methods for cancer treatment
WO2012024818A1 (en) * 2010-08-24 2012-03-01 Zhoushan Haizhongzhou Xinsheng Pharmaceuticals Co., Ltd. Novel anphthoquinones for disease therapies
CN103153975A (en) * 2010-08-24 2013-06-12 舟山海中洲新生药业有限公司 Novel anphthoquinones for disease therapies?
US8871802B2 (en) 2010-08-24 2014-10-28 Zhoushan Haizhongzhou Xinsheng Pharmaceuticals Co., Ltd. Naphthoquinones for disease therapies

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