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JPH09138516A - Electrophotographic photoreceptor - Google Patents

Electrophotographic photoreceptor

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Publication number
JPH09138516A
JPH09138516A JP31856195A JP31856195A JPH09138516A JP H09138516 A JPH09138516 A JP H09138516A JP 31856195 A JP31856195 A JP 31856195A JP 31856195 A JP31856195 A JP 31856195A JP H09138516 A JPH09138516 A JP H09138516A
Authority
JP
Japan
Prior art keywords
group
photosensitive member
electrophotographic photosensitive
general formula
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP31856195A
Other languages
Japanese (ja)
Inventor
Eiji Kurimoto
鋭司 栗本
Takaaki Ikegami
孝彰 池上
Setsu Rokutanzono
節 六反園
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ricoh Co Ltd
Original Assignee
Ricoh Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ricoh Co Ltd filed Critical Ricoh Co Ltd
Priority to JP31856195A priority Critical patent/JPH09138516A/en
Publication of JPH09138516A publication Critical patent/JPH09138516A/en
Pending legal-status Critical Current

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  • Photoreceptors In Electrophotography (AREA)

Abstract

(57)【要約】 (修正有) 【課題】 高感度で、しかも繰り返し使用時においても
静電特性の極めて安定な電子写真感光体を提供する。 【解決手段】 導電性支持体上に、粒度分布が、0.1
μm以上、0.5μm未満のものが60vol%以上の
フタロシアニン化合物(1)からなる電荷発生物質また
は、下記一般式(2)で表される有機アクセプター性化
合物、及び結着樹脂を含有する単層の感光層を設ける電
子写真感光体。
(57) [Summary] (Correction) [PROBLEMS] To provide an electrophotographic photoreceptor having high sensitivity and extremely stable electrostatic characteristics even when repeatedly used. SOLUTION: The particle size distribution is 0.1 on the conductive support.
A single layer containing a charge generating substance consisting of 60 vol% or more of phthalocyanine compound (1) having a thickness of at least μm and less than 0.5 μm, or an organic acceptor compound represented by the following general formula (2), and a binder resin. An electrophotographic photosensitive member provided with the photosensitive layer of.

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】本発明は複写機、プリンター
等に用いる単層型の電子写真感光体に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a single-layer type electrophotographic photosensitive member used in copying machines, printers and the like.

【0002】[0002]

【従来の技術】従来から電子写真感光体の光導電素材と
して知られているものにセレン、硫化カドミウム、酸化
亜鉛などの無機物質がある。しかしながら、これら無機
物質は電子写真感光体として要求される光感度、熱安定
性、耐久性等の特性、及び製造条件において必ずしも満
足できるものではない。例えば、セレンは熱、汚れ等に
より結晶化し易く特性が劣化しやすく、また製造コス
ト、耐衝撃性、毒性等取扱上の注意を要するなどの欠点
がある。また、硫化カドミウムを用いた感光体は耐湿
性、耐久性に劣り、また、毒性等の問題がある。酸化亜
鉛も、耐湿性、耐久性に劣るという欠点を持つ。
2. Description of the Related Art Inorganic substances such as selenium, cadmium sulfide, and zinc oxide have been known as photoconductive materials for electrophotographic photoreceptors. However, these inorganic substances are not always satisfactory in the photosensitivity, thermal stability, durability and other characteristics required for electrophotographic photoreceptors, and in manufacturing conditions. For example, selenium has the drawbacks that it is easily crystallized by heat, dirt, etc. and its characteristics are easily deteriorated, and that it requires careful handling such as manufacturing cost, impact resistance and toxicity. Further, the photoreceptor using cadmium sulfide has poor moisture resistance and durability, and has problems such as toxicity. Zinc oxide also has the drawback of being inferior in moisture resistance and durability.

【0003】これらの無機光導電素材を用いた電子写真
感光体に対し、有機光導電物質を用いた感光体は、成膜
容易性、製造コストあるいは有機化合物としてのバリエ
ーションの広さから、活発に研究開発が行われるように
なっている。有機光導電物質を用いた電子写真感光体と
しては、電荷発生層と電荷輸送層とを積層した機能分離
型の感光体と、樹脂バインダー中に電荷発生物質を分散
させた単層型の感光体が挙げられ、中でも積層型の感光
体が高感度という点から主流を占めている。
In contrast to electrophotographic photoconductors using these inorganic photoconductive materials, photoconductors using organic photoconductive materials are actively used because of their ease of film formation, manufacturing cost, and wide variation in organic compounds. Research and development is being conducted. The electrophotographic photoreceptor using the organic photoconductive material includes a function-separated photoreceptor in which a charge generation layer and a charge transport layer are laminated, and a single-layer photoreceptor in which the charge generation material is dispersed in a resin binder. Among them, the laminated type photoconductor is the mainstream because of its high sensitivity.

【0004】例えば、特公昭55−42380号公報記
載のクロルダイアンブルーとヒドラゾン化合物を組み合
わせた感光体が、また電荷発生物質としては特開昭53
−133445号公報、特開昭54−21728号公
報、特開昭54−22834号公報等に記載されたもの
が、更に、電荷輸送物質としては特開昭58−1980
43号公報、特開昭58−199352号公報等に記載
のものが知られており、実用化されている感光体は殆ど
この積層型の感光体である。しかしながら、積層型の感
光体では、一般に高感度化のために電荷発生層を0.1
〜1.0μmと膜厚を薄くする必要があり、導電性基体
表面の状態や塗工時の雰囲気・環境の影響を受け易く、
歩留まり・製造コスト等に大きな影響を及ぼしている。
For example, a photoconductor in which chlordian blue and a hydrazone compound are described in JP-B-55-42380, and as a charge generating substance, JP-A-53.
Further, those described in JP-A-133445, JP-A-54-21728, JP-A-54-22834 and the like are further disclosed as JP-A-58-1980 as a charge transport material.
Those disclosed in Japanese Patent Application Laid-Open No. 43-43, Japanese Patent Application Laid-Open No. 58-199352, etc. are known, and most of the photoconductors that have been put to practical use are this laminated type photoconductor. However, in the case of a laminated type photoreceptor, the charge generation layer is generally 0.1
It is necessary to reduce the film thickness to ~ 1.0 μm, and it is easy to be affected by the condition of the surface of the conductive substrate and the atmosphere / environment during coating,
It has a great influence on yield and manufacturing cost.

【0005】また、電荷輸送層に含有される電荷輸送物
質は高感度化のために電荷移動度の高いものが要求され
るが、電荷移動度の高い電荷輸送物質は殆どが正孔輸送
性のものであるため、実用化されている感光体は負帯電
型のものに限られている。このような負帯電型の感光体
では、使用時に負極性のコロナ放電を利用するものが殆
どであるため、オゾンなどの酸性ガスの発生量が多く、
人体に有害であるばかりでなく、感光体と反応すること
により感光体そのものの寿命も短くしている。これを防
止するため、オゾンなどの酸性ガスを発生しにくい帯電
システムや生成ガスを分解するシステム、装置内で発生
したガスを排気するシステム等、特別なシステムが提案
・実用化されているが、プロセスやシステムを複雑化す
るなどの欠点がある。
Further, the charge transporting material contained in the charge transporting layer is required to have a high charge mobility for high sensitivity, but most of the charge transporting materials having a high charge mobility have a hole transporting property. Therefore, the photoconductors that have been put to practical use are limited to the negative charging type. Most of the negative charging type photoconductors use negative corona discharge during use, so that a large amount of acid gas such as ozone is generated.
Not only is it harmful to the human body, but it also shortens the life of the photoconductor itself by reacting with it. In order to prevent this, special systems such as a charging system that does not easily generate acid gas such as ozone, a system that decomposes generated gas, a system that exhausts gas generated in the device, etc. have been proposed and put into practical use, There are drawbacks such as complicated processes and systems.

【0006】一方、単層型の感光体は、一般に正帯電型
の感光体として知られており、例えば、特公昭50−1
0496号公報記載のポリビニルカルバゾールと2,
4,7−トリニトロ−9−フルオレノンを含有した感光
体、特公昭48−25658号公報記載のポリビニルカ
ルバゾールをピリリウム塩系色素で増感した感光体、ま
たは、共晶錯体を主成分とする感光体、特開昭47−3
0330号記載の電荷発生物質と電荷輸送物質からなる
感光体、特開昭63−271461号、特開平1−11
8143号記載のペリレン顔料と電荷輸送物質からなる
感光体、特開平3−65961号記載のフタロシアニン
化合物と結着樹脂からなる感光体などが提案されてい
る。しかしながら、これらの単層型の感光体において
は、特に感度の面や繰返し使用時の帯電安定性に関して
不十分なものであり、積層型の感光体に比べて見劣りす
るものであった。
On the other hand, the single-layer type photoconductor is generally known as a positive charging type photoconductor, for example, Japanese Patent Publication No. 50-1.
Polyvinylcarbazole described in JP-A-0496 and 2,
A photoreceptor containing 4,7-trinitro-9-fluorenone, a photoreceptor obtained by sensitizing polyvinylcarbazole described in JP-B-48-25658 with a pyrylium salt dye, or a photoreceptor containing a eutectic complex as a main component. JP-A-47-3
No. 0330, a photoreceptor comprising a charge generating substance and a charge transporting substance, JP-A-63-271461 and JP-A-1-11.
There are proposed a photoconductor comprising a perylene pigment described in 8143 and a charge transporting substance, and a photoconductor comprising a phthalocyanine compound and a binder resin described in JP-A-3-65961. However, these single-layer type photoreceptors are insufficient in terms of sensitivity and charge stability during repeated use, and are inferior to the laminated-type photoreceptors.

【0007】[0007]

【発明が解決しようとする課題】本発明は、安価で特に
高感度であり、繰り返し使用時の安定性に優れた単層型
の電子写真感光体を提供することを目的としている。
SUMMARY OF THE INVENTION It is an object of the present invention to provide a single-layer type electrophotographic photoreceptor which is inexpensive, has particularly high sensitivity, and is excellent in stability during repeated use.

【0008】[0008]

【課題を解決するための手段】本発明者らは上記課題を
達成すべく、鋭意検討した結果、特定の粒径分布を有す
るフタロシアニン顔料と特定の有機アクセプター性化合
物とを組み合わせることによって形成された単層型感光
体が上記目的に適合することを見いだし、本発明を完成
するに至った。
Means for Solving the Problems The inventors of the present invention have conducted extensive studies in order to achieve the above objects, and as a result, formed by combining a phthalocyanine pigment having a specific particle size distribution with a specific organic acceptor compound. The inventors have found that the single-layer type photoconductor is suitable for the above purpose, and completed the present invention.

【0009】即ち、本発明によれば、導電性支持体上
に、感光層を形成してなる電子写真感光体において、該
感光電層が、電荷発生物質として粒径分布が0.1μm
以上、0.5μm未満のものが全体の60vol%以上
の分布を占めるフタロシアニン化合物、下記一般式
(I)、又は一般式(IV)で表される有機アクセプター
性化合物のうちの少なくとも1種、及び結着樹脂を含有
する単層からなることを特徴とする電子写真感光体が提
供され、
That is, according to the present invention, in an electrophotographic photoreceptor having a photosensitive layer formed on a conductive support, the photosensitive layer has a particle size distribution of 0.1 μm as a charge generating substance.
As described above, at least one of phthalocyanine compounds having a distribution of less than 0.5 μm occupying 60 vol% or more of the whole, an organic acceptor compound represented by the following general formula (I) or general formula (IV), and Provided is an electrophotographic photoreceptor comprising a single layer containing a binder resin,

【化1】 (式中、R1、R2、R3、及びR4は水素原子、ハロゲン
原子、置換もしくは無置換のアルキル基、シアノ基、ニ
トロ基よりなる群から選ばれた基を表し、互いに同一又
は異なっていてもよい。Xは=0、下記一般式(II)及
び(III)で表される基よりなる群から選ばれた基を表
す。 =C(A)(B) (II) =N−R9 (III) 前記一般式(II)においてA、Bは水素原子、ハロゲン
原子、シアノ基、置換若しくは無置換の芳香族基、及び
−COOR10よりなる群から選ばれた基を表し、互いに
同一又は異なっていてもよい。但しR10はアルキル基を
表す。前記一般式(III)においてR9は置換若しくは無
置換のアルキル基、又は置換若しくは無置換の芳香族基
よりなる群から選ばれた基を表す。)
Embedded image (In the formula, R 1 , R 2 , R 3 , and R 4 represent a group selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a cyano group, and a nitro group, and are the same or different from each other. X may represent a group selected from the group consisting of the groups represented by the following general formulas (II) and (III): = 0, C (A) (B) (II) = N —R 9 (III) In the general formula (II), A and B each represent a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted aromatic group, and a group selected from the group consisting of —COOR 10 . They may be the same or different from each other, provided that R 10 represents an alkyl group, and in the general formula (III), R 9 is selected from the group consisting of a substituted or unsubstituted alkyl group and a substituted or unsubstituted aromatic group. Represents a radical

【化2】 (式中、R5、R6、R7、R8はアルキル基、又はアリー
ル基を表し、互いに同一又は異なっていてもよい。) また、前記フタロシアニン化合物がX型無金属フタロシ
アニンであることを特徴とする上記の電子写真感光体が
提供され、また、前記フタロシアニン化合物が結着樹脂
100重量部に対し、1〜50重量部の割合で含有され
ることを特徴とする上記の電子写真感光体が提供され、
また、前記フタロシアニン化合物の平均粒径Daveが、
0.2μm以上0.4未満であることを特徴とする上記
の電子写真感光体、前記有機アクセプター性化合物が、
下記一般式(V)で表される化合物であることを特徴と
する上記の電子写真感光体、
Embedded image (In the formula, R 5 , R 6 , R 7 , and R 8 represent an alkyl group or an aryl group, and may be the same or different from each other.) Further, the phthalocyanine compound is an X-type metal-free phthalocyanine. The above electrophotographic photoreceptor is provided, and the phthalocyanine compound is contained in an amount of 1 to 50 parts by weight based on 100 parts by weight of a binder resin. Is provided,
The average particle size D ave of the phthalocyanine compound is
The electrophotographic photosensitive member, wherein the organic acceptor compound is 0.2 μm or more and less than 0.4,
An electrophotographic photoreceptor as described above, which is a compound represented by the following general formula (V):

【化3】 前記有機アクセプター性化合物が下記一般式(VI)で表
される化合物であることを特徴とする上記の電子写真感
光体、
Embedded image The electrophotographic photoreceptor as described above, wherein the organic acceptor compound is a compound represented by the following general formula (VI):

【化4】 前記有機アクセプター性化合物が結着樹脂100重量部
に対し、10〜100重量部の割合で含有されることを
特徴とする上記電子写真感光体、が提供される。
Embedded image There is provided the electrophotographic photoreceptor, wherein the organic acceptor compound is contained in an amount of 10 to 100 parts by weight with respect to 100 parts by weight of a binder resin.

【0010】[0010]

【発明の実施の形態】本発明の電子写真感光体におい
て、単一層の感光層中に、電荷発生物質としてフタロシ
アニン顔料を粒径分布が0.1μm以上、0.5μm未
満の粒径を持つものが全体の60vol%以上となるよ
うに分散せしめ、これに特定の有機アクセプター性化合
物とを組み合わせることによって、それぞれ単独で用い
た場合にはみられない相乗効果が発現する。フタロシア
ニン顔料の粒径に関しては種々の検討の結果、粒径分布
が0.1μm以上、0.5μm未満の粒径が分布の中心
であるものは、感度面で優れており、この場合、顔料粒
子全体の60volwt%以上が上記範囲に含まれてい
る場合に顕著な効果がみられる。粒径が0.5μmから
1.0μm、もしくはそれ以上の範囲に分布の中心を持
つものは電子写真感光体に用いたときに残留電位が上昇
する傾向がみられ、感度等も遅くなる傾向がみられる。
また顔料の粒径が0.1μm未満のものが増加すると、
分散液の保存性に問題が生じる。すなわち粒径が0.1
μmになると粒子同士が非常に凝集しやすくなり再凝集
してしまい分散不良となってしまう。これらの点からも
0.1μm以上、0.5μmの範囲の粒径が最も好まし
い値であるといえる。また、0.1μm未満まで分散を
進めると、往々にして分散時にエネルギーがかかりすぎ
るためフタロシアニンの結晶構造が変質してしまい感度
低下等を引き起こしてしまう。
BEST MODE FOR CARRYING OUT THE INVENTION In the electrophotographic photosensitive member of the present invention, a phthalocyanine pigment as a charge generating substance having a particle size distribution of 0.1 μm or more and less than 0.5 μm in a single photosensitive layer. Is dispersed so as to be 60 vol% or more of the whole, and by combining this with a specific organic acceptor compound, a synergistic effect which is not seen when used alone is exhibited. As a result of various studies on the particle size of the phthalocyanine pigment, those having a particle size distribution centered on a particle size of 0.1 μm or more and less than 0.5 μm are excellent in terms of sensitivity. A remarkable effect is observed when 60 volwt% or more of the whole is included in the above range. Those having a distribution center in the range of 0.5 μm to 1.0 μm or more tend to have a higher residual potential when used in an electrophotographic photoreceptor and tend to have a slower sensitivity. Seen.
In addition, if the number of pigment particles with a particle size of less than 0.1 μm increases,
There is a problem with the storage stability of the dispersion. That is, the particle size is 0.1
When it becomes μm, the particles are very likely to coagulate with each other and re-coagulate, resulting in poor dispersion. From these points as well, it can be said that the particle size in the range of 0.1 μm or more and 0.5 μm is the most preferable value. In addition, when the dispersion is advanced to less than 0.1 μm, too much energy is often applied at the time of dispersion, so that the crystal structure of phthalocyanine is altered and sensitivity is lowered.

【0011】また、本発明においては、前記一般式
(I)又は一般式(IV)で表される有機アクセプター性
化合物を用いることにより繰返し使用後の帯電性の低下
が抑制され、さらに上記分布の粒径を持つフタロシアニ
ン顔料と組み合わせることにより残留電位の少ない高感
度な感光体を得ることが可能となる。その理由について
は現時点では明らかになっていないが、この組み合わせ
の混合により増感効果が生じ、かつ副作用があらわれな
いためと考えられる。
Further, in the present invention, the use of the organic acceptor compound represented by the general formula (I) or the general formula (IV) suppresses the deterioration of the charging property after repeated use, and further the distribution of By combining with a phthalocyanine pigment having a particle size, it becomes possible to obtain a highly sensitive photoreceptor having a small residual potential. The reason for this has not been clarified at this time, but it is considered that the mixing of this combination produces a sensitizing effect and causes no side effect.

【0012】本発明で用いられる前記一般式(I)又は
一般式(IV)で表される有機アクセプター性化合物にお
いて、式中、R1、R2、R3、R4、R5、R6、R7
8、R9、R10のアルキル基としては、炭素数1〜6の
アルキル基が好ましく、例えばメチル基、エチル基、プ
ロピル基、ブチル基等が挙げられる。また、R5、R6
7、R8のアリール基としては、フェニル基等が挙げら
れ、更にR9、芳香族基としては、フェニル基等が挙げ
られる。そして、これらのR1〜R10のアルキル基、ア
リール基、芳香族基に置換する置換基としては、ハロゲ
ン原子、アルキル基、アルコキシ基等が挙げられる。こ
れらの有機アクセプター性化合物の具体例を以下の表
1、表2に示す。
In the organic acceptor compound represented by the general formula (I) or the general formula (IV) used in the present invention, in the formula, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 , R 7 ,
The alkyl group of R 8 , R 9 and R 10 is preferably an alkyl group having 1 to 6 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group and a butyl group. In addition, R 5 , R 6 ,
Examples of the aryl group of R 7 and R 8 include a phenyl group and the like, and examples of R 9 and the aromatic group include a phenyl group and the like. Examples of the substituent for substituting the alkyl group, aryl group, and aromatic group for R 1 to R 10 include a halogen atom, an alkyl group, and an alkoxy group. Specific examples of these organic acceptor compounds are shown in Tables 1 and 2 below.

【0013】[0013]

【表1−(1)】 [Table 1- (1)]

【0014】[0014]

【表1−(2)】 [Table 1- (2)]

【0015】[0015]

【表1−(3)】 [Table 1- (3)]

【0016】[0016]

【表1−(4)】 [Table 1- (4)]

【0017】[0017]

【表2】 [Table 2]

【0018】本発明で用いることのできるフタロシアニ
ン系化合物としては、無金属フタロシアニンまたは金属
フタロシアニン、及びそれらの混合物があげられる。金
属フタロシアニンの例としては、銅、銀、ベリリウム、
マグネシウム、カルシウム、亜鉛、インジウム、ナトリ
ウム、リチウム、チタン、錫、鉛、バナジウム、クロ
ム、マンガン、鉄、コバルトなどを中心金属にもつもの
があげられる。また、フタロシアニンの中心核には前記
金属原子の代わりに、三価以上の原子価を有するハロゲ
ン化金属が存在していても良い。なお、フタロシアニン
は各種結晶形が知られているが、α型、β型、γ型、ε
型、τ型、X型などの結晶形、及び非晶形など公知のも
のがいずれも使用できる。以上のように本発明において
は公知の材料を用いることができるが、とりわけ、X型
の結晶構造を有する無金属フタロシアニンが、光感度の
面や汎用性の面から好ましく使用できる。
Examples of the phthalocyanine compound that can be used in the present invention include metal-free phthalocyanine or metal phthalocyanine, and a mixture thereof. Examples of metal phthalocyanines include copper, silver, beryllium,
Examples thereof include those having central metals such as magnesium, calcium, zinc, indium, sodium, lithium, titanium, tin, lead, vanadium, chromium, manganese, iron and cobalt. Further, in the central nucleus of phthalocyanine, a metal halide having a valence of 3 or more may be present in place of the metal atom. Although various crystal forms of phthalocyanine are known, α-type, β-type, γ-type, and ε-type are known.
Known types such as crystal type, crystal type such as τ type and X type, and amorphous type can be used. As described above, known materials can be used in the present invention. In particular, metal-free phthalocyanine having an X-type crystal structure is preferably used from the viewpoint of photosensitivity and versatility.

【0019】フタロシアニン系顔料の分散方法として
は、ボールミル、振動ミル、円盤振動ミル、アトライタ
ー、サンドミル、ペイントシェーカー、ジェットミル、
超音波分散法など、顔料に圧縮、せん断、摩砕、摩擦、
延伸、衝撃、振動などの機械的エネルギーを与える粉砕
手段であれば何でも使用できるが、後述する分散溶媒の
存在下に同時に上記機械的エネルギーを与えて分散を行
うのが好ましい。
The method for dispersing the phthalocyanine pigment includes a ball mill, a vibration mill, a disk vibration mill, an attritor, a sand mill, a paint shaker, a jet mill,
Ultrasonic dispersion method, such as compression, shearing, grinding, rubbing,
Any pulverizing means that gives mechanical energy such as stretching, impact, vibration, etc. can be used, but it is preferable to apply the mechanical energy at the same time in the presence of a dispersion solvent to be described later for dispersion.

【0020】また、本発明に用いられる結着樹脂として
は、公知のものが用いられるが、絶縁性でフィルム形成
能の高い高分子重合体が好ましい。例えば、ポリスチレ
ン、スチレン−アクリロニトリル共重合体、スチレン−
ブタジエン共重合体、スチレン−無水マレイン酸共重合
体、ポリエステル、ポリ塩化ビニル、塩化ビニル−酢酸
ビニル共重合体、ポリ酢酸ビニル、ポリ塩化ビニリデ
ン、ポリアリレート樹脂、ポリカーボネート(ビスフェ
ノールAタイプ、ビスフェノールZタイプ)、酢酸セル
ロース樹脂、エチルセルロース樹脂、ポリビニルブチラ
ール、ポリビニルホルマール、ポリビニルトルエン、ポ
リ−N−ビニルカルバゾール、アクリル樹脂、シリコー
ン樹脂、エポキシ樹脂、メラミン樹脂、ウレタン樹脂、
フェノール樹脂、アルキド樹脂等の熱可塑性または熱硬
化性樹脂が挙げられるが、これらに限定される物ではな
い。
As the binder resin used in the present invention, known binder resins are used, but a high molecular polymer having an insulating property and a high film forming ability is preferable. For example, polystyrene, styrene-acrylonitrile copolymer, styrene-
Butadiene copolymer, styrene-maleic anhydride copolymer, polyester, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyvinylidene chloride, polyarylate resin, polycarbonate (bisphenol A type, bisphenol Z type) ), Cellulose acetate resin, ethyl cellulose resin, polyvinyl butyral, polyvinyl formal, polyvinyl toluene, poly-N-vinylcarbazole, acrylic resin, silicone resin, epoxy resin, melamine resin, urethane resin,
Examples thereof include, but are not limited to, thermoplastic or thermosetting resins such as phenol resin and alkyd resin.

【0021】本発明の電子写真感光体に用いられる導電
性の支持体としては、アルミニウム、黄銅、ステンレ
ス、ニッケル等の金属又は合金、ポリエチレンテレフタ
レート、ポリプロピレン、ナイロン、ガラス、紙等の絶
縁性支持体上に、アルミニウム、銀、金、ニッケルなど
の金属或いは酸化インジウム、酸化スズ等の導電性材料
を薄膜形成したもの、カーボンブラック、酸化インジウ
ム、酸化スズ等の導電性粉末を適当な樹脂に分散し皮膜
形成したもの、導電処理を施した紙等が例示できる。導
電性支持体の形状は特に制約はなく、必要に応じて板
状、ドラム状、ベルト状の物が用いられる。
As the conductive support used in the electrophotographic photoreceptor of the present invention, a metal or alloy such as aluminum, brass, stainless steel, nickel, etc., an insulating support such as polyethylene terephthalate, polypropylene, nylon, glass, paper, etc. A thin film of a metal such as aluminum, silver, gold or nickel, or a conductive material such as indium oxide or tin oxide, or conductive powder such as carbon black, indium oxide or tin oxide is dispersed in an appropriate resin. Examples thereof include a film-formed product and a conductive paper. The shape of the conductive support is not particularly limited, and a plate-shaped, drum-shaped, or belt-shaped material is used as necessary.

【0022】本発明の電子写真感光体の具体的構成の断
面模式図を図1〜4に示す。本発明においては図1〜4
に示す如く、感光層が単層型であればいずれの形態でも
良く、感光層2と支持体1の間に接着性、電荷ブロッキ
ング性を向上させるために下引層3を設けても良い。更
に、耐摩耗性など機械的耐久性を向上させるために感光
層2上に保護層4を設けても良い。
1 to 4 are schematic sectional views showing the specific constitution of the electrophotographic photosensitive member of the present invention. In the present invention, FIGS.
As shown in FIG. 3, any form may be used as long as the photosensitive layer is a single layer type, and an undercoat layer 3 may be provided between the photosensitive layer 2 and the support 1 in order to improve adhesiveness and charge blocking property. Further, a protective layer 4 may be provided on the photosensitive layer 2 in order to improve mechanical durability such as abrasion resistance.

【0023】本発明の電子写真感光体を作成する方法と
しては、導電性支持体上に、浸漬塗工法やスプレーコー
ト、ビードコート法などを用いて感光層用塗工液を塗布
・乾燥すれば良い。フタロシアニン化合物、有機アクセ
プター性化合物を分散処理するときの溶媒としては、ケ
トン、エステル、アルコール、環状エーテル、環状ケト
ン等が挙げられ、好ましくは環状エーテル、環状ケト
ン、更に好ましくは、増感効果の発現性からみてテトラ
ヒドロフラン、シクロヘキサノンが例示できる。
As a method for producing the electrophotographic photoreceptor of the present invention, a coating solution for a photosensitive layer is applied and dried on a conductive support by a dip coating method, a spray coating method, a bead coating method or the like. good. Examples of the solvent for the dispersion treatment of the phthalocyanine compound and the organic acceptor compound include ketones, esters, alcohols, cyclic ethers, cyclic ketones, etc., preferably cyclic ethers, cyclic ketones, and more preferably the expression of a sensitizing effect. From the viewpoint of properties, tetrahydrofuran and cyclohexanone can be exemplified.

【0024】本発明に用いられる電荷発生物質と結着樹
脂との割合は、電荷発生物質が結着樹脂100重量部に
対し、1〜50重量部の範囲が好ましい。上記範囲より
少ないと残留電位が大きく、上記範囲より多いと帯電性
及び機械的強度が低下する。
The ratio of the charge generating substance to the binder resin used in the present invention is preferably in the range of 1 to 50 parts by weight with respect to 100 parts by weight of the binder resin. If it is less than the above range, the residual potential is large, and if it is more than the above range, the charging property and the mechanical strength are lowered.

【0025】本発明に用いられる有機アクセプター性化
合物と結着樹脂との割合は、有機アクセプター性化合物
が、結着樹脂100重量部に対し、10〜100重量部
の範囲が好ましい。上記範囲より少ないと感度及び繰返
し使用時の帯電電位が低下し、上記範囲より多いと帯電
性及び機械的強度が劣化する。
The ratio of the organic acceptor compound and the binder resin used in the present invention is preferably in the range of 10 to 100 parts by weight based on 100 parts by weight of the binder resin of the organic acceptor compound. If it is less than the above range, the sensitivity and the charging potential at the time of repeated use are lowered, and if it is more than the above range, the charging property and the mechanical strength are deteriorated.

【0026】本発明の感光層の膜厚は5〜100μm、
好ましくは10〜50μmの範囲が好ましい。5μmよ
り薄いと機械的耐久性がなく、100μmより厚いと残
留電位が増加する。
The thickness of the photosensitive layer of the present invention is 5 to 100 μm,
The range of 10 to 50 μm is preferable. If it is thinner than 5 μm, it has no mechanical durability, and if it is thicker than 100 μm, the residual potential increases.

【0027】[0027]

【実施例】次に、実施例により、本発明をさらに詳細に
説明する。
EXAMPLES Next, the present invention will be described in more detail by way of examples.

【0028】実施例1 電荷発生物質としてX型無金属フタロシアニン顔料〔フ
ァストゲンブルー8120B(大日本インキ社製)〕2
5重量部を、分子量40000のZ型ポリカーボネート
樹脂50重量部、シリコーンオイル〔KF−50(信越
化学工業社製)〕0.1重量部とともにテトラヒドロフ
ラン360重量部に溶解して作成した樹脂溶液をボール
ミルを用いて20時間分散した。こうして作成した分散
液に例示化合物No.A−2の有機アクセプター性化合
物40重量部、およびZ型ポリカーボネート樹脂50重
量部、テトラヒドロフラン340重量部を加え、更にボ
ールミルで24時間分散し感光層用塗工液を作成した。
この塗工液の一部を抽出し、フタロシアニン顔料の粒径
を遠心式自動粒度分布測定装置により測定したところ、
粒径0.1μm以上、0.5μm未満のものが72.5
vol%であった。また平均粒径Daveは0.27μm
であった。このようにして得られた感光層用塗工液を、
厚さ0.2mmのアルミニウム板〔A1080(住友軽
金属社製)〕にブレード塗布、130℃で20分間乾燥
させ、厚さ20μmの感光層を形成し、実施例1の電子
写真感光体を作成した。
Example 1 X-type metal-free phthalocyanine pigment [Fastgen Blue 8120B (manufactured by Dainippon Ink and Chemicals, Inc.)] 2 as a charge generating substance
5 parts by weight of a Z-type polycarbonate resin having a molecular weight of 40,000 and 0.1 part by weight of silicone oil [KF-50 (manufactured by Shin-Etsu Chemical Co., Ltd.)] were dissolved in 360 parts by weight of tetrahydrofuran to prepare a resin solution, which was ball milled. Dispersed for 20 hours. The exemplified compound No. 40 parts by weight of the organic acceptor compound A-2, 50 parts by weight of Z-type polycarbonate resin, and 340 parts by weight of tetrahydrofuran were added, and further dispersed by a ball mill for 24 hours to prepare a coating liquid for photosensitive layer.
A part of this coating liquid was extracted, and the particle size of the phthalocyanine pigment was measured by a centrifugal automatic particle size distribution measuring device,
72.5 if the particle size is 0.1 μm or more and less than 0.5 μm
vol%. The average particle diameter D ave is 0.27 μm
Met. The photosensitive layer coating liquid thus obtained,
An aluminum plate having a thickness of 0.2 mm [A1080 (Sumitomo Light Metal Co., Ltd.)] was coated with a blade and dried at 130 ° C. for 20 minutes to form a photosensitive layer having a thickness of 20 μm, and an electrophotographic photosensitive member of Example 1 was prepared. .

【0029】実施例2〜4 実施例1においてX型無金属フタロシアニンの分散時
間、及び樹脂溶液の固形分濃度を変化させることにより
粒径0.1μm以上、0.5μm未満のものをそれぞれ
62.3vol%(実施例2)、65.4vol%(実
施例3)、76.1vol%(実施例4)として、他は
実施例1と同様にしてそれぞれの感光体を作成した。
Examples 2 to 4 In Example 1, by changing the dispersion time of the X-type metal-free phthalocyanine and the solid content concentration of the resin solution, those having a particle size of 0.1 μm or more and less than 0.5 μm were prepared. 3% by volume (Example 2), 65.4% by volume (Example 3), and 76.1% by volume (Example 4) were prepared in the same manner as in Example 1 except for the above.

【0030】実施例5 実施例1においてX型無金属フタロシアニンの代わりに
τ型無金属フタロシアニン〔リオフォトンTHP(東洋
インキ社製)〕を用いた以外は実施例1と同様にして実
施例5の電子写真感光体を作成した。
Example 5 Electrons of Example 5 were carried out in the same manner as in Example 1 except that τ type metal-free phthalocyanine (Riophoton THP (manufactured by Toyo Ink Co.)) was used in place of X-type metal-free phthalocyanine in Example 1. A photographic photoreceptor was created.

【0031】実施例6 実施例1においてX型無金属フタロシアニンの投入量を
0.08重量部とした以外は実施例1と同様にして実施
例6の電子写真感光体を作成した。
Example 6 An electrophotographic photosensitive member of Example 6 was prepared in the same manner as in Example 1 except that the amount of the X-type metal-free phthalocyanine added was changed to 0.08 part by weight.

【0032】実施例7 実施例1においてX型無金属フタロシアニンの投入量を
1重量部とした以外は実施例1と同様にして実施例7の
電子写真感光体を作成した。
Example 7 An electrophotographic photosensitive member of Example 7 was prepared in the same manner as in Example 1 except that the amount of the X-type metal-free phthalocyanine added was 1 part by weight.

【0033】実施例8 実施例1においてX型無金属フタロシアニンの投入量を
50重量部とした以外は実施例1と同様にして実施例8
の電子写真感光体を作成した。
Example 8 Example 8 was performed in the same manner as in Example 1 except that the amount of the X-type metal-free phthalocyanine added was changed to 50 parts by weight.
Was prepared.

【0034】実施例9 実施例1においてX型無金属フタロシアニンの投入量を
52重量部とした以外は実施例1と同様にして実施例9
の電子写真感光体を作成した。
Example 9 Example 9 was carried out in the same manner as in Example 1 except that the amount of the X-type metal-free phthalocyanine added was 52 parts by weight.
Was prepared.

【0035】実施例10 実施例1においてX型無金属フタロシアニンのボールミ
ルの分散時間を変化させて平均粒径Daveを0.15μ
mとした以外は実施例1と同様にして実施例10の電子
写真感光体を作成した。
Example 10 In Example 1, the dispersion time of the ball mill of X-type metal-free phthalocyanine was changed and the average particle diameter D ave was 0.15 μm.
An electrophotographic photosensitive member of Example 10 was prepared in the same manner as in Example 1 except that m was set.

【0036】実施例11 実施例1においてX型無金属フタロシアニンのボールミ
ルの分散時間を変化させて平均粒径Daveを0.21μ
mとした以外は実施例1と同様にして実施例11の電子
写真感光体を作成した。
Example 11 The average particle diameter D ave was 0.21 μm by changing the dispersion time of the ball mill of X-type metal-free phthalocyanine in Example 1.
An electrophotographic photosensitive member of Example 11 was prepared in the same manner as in Example 1 except that m was set.

【0037】実施例12 実施例1においてX型無金属フタロシアニンのボールミ
ルの分散時間を変化させて平均粒径Daveを0.39μ
mとした以外は実施例1と同様にして実施例12の電子
写真感光体を作成した。
Example 12 In Example 1, the average particle diameter D ave was 0.39 μm by changing the dispersion time of the ball mill of X-type metal-free phthalocyanine.
An electrophotographic photosensitive member of Example 12 was prepared in the same manner as in Example 1 except that m was set.

【0038】実施例13 実施例1においてX型無金属フタロシアニンのボールミ
ルの分散時間を変化させて平均粒径Daveを0.49μ
mとした以外は実施例1と同様にして実施例13の電子
写真感光体を作成した。
Example 13 In Example 1, the average particle diameter D ave was 0.49 μm by changing the dispersion time of the ball mill of X-type metal-free phthalocyanine.
An electrophotographic photosensitive member of Example 13 was prepared in the same manner as in Example 1 except that m was set.

【0039】実施例14 実施例1において有機アクセプター性化合物を例示化合
物A−29とした以外は実施例1と同様にして実施例1
4の電子写真感光体を作成した。
Example 14 Example 1 was repeated in the same manner as in Example 1 except that the organic acceptor compound was Exemplified Compound A-29.
The electrophotographic photosensitive member of No. 4 was prepared.

【0040】実施例15 実施例1において有機アクセプター性化合物を例示化合
物B−3とした以外は実施例1と同様にして実施例15
の電子写真感光体を作成した。
Example 15 Example 15 was carried out in the same manner as in Example 1 except that the organic acceptor compound was changed to Exemplified Compound B-3.
Was prepared.

【0041】実施例16 実施例1において有機アクセプター性化合物を例示化合
物B−5とした以外は実施例1と同様にして実施例16
の電子写真感光体を作成した。
Example 16 Example 16 was carried out in the same manner as in Example 1 except that the organic acceptor compound was Exemplified Compound B-5.
Was prepared.

【0042】実施例17 実施例1において有機アクセプター性化合物を例示化合
物A−2を20重量部と例示化合物B−5を20重量部
した以外は実施例1と同様にして実施例17の電子写真
感光体を作成した。
Example 17 An electrophotography of Example 17 was carried out in the same manner as in Example 1 except that 20 parts by weight of Exemplified Compound A-2 and 20 parts by weight of Exemplified Compound B-5 were used as the organic acceptor compound in Example 1. A photoconductor was created.

【0043】実施例18 実施例1において有機アクセプター性化合物の投入量を
8重量部とした以外は実施例1と同様にして実施例18
の電子写真感光体を作成した。
Example 18 Example 18 was performed in the same manner as in Example 1 except that the amount of the organic acceptor compound added was 8 parts by weight.
Was prepared.

【0044】実施例19 実施例1において有機アクセプター性化合物の投入量を
10重量部とした以外は実施例1と同様にして実施例1
9の電子写真感光体を作成した。
Example 19 Example 1 was repeated in the same manner as Example 1 except that the amount of the organic acceptor compound added was 10 parts by weight.
No. 9 electrophotographic photosensitive member was prepared.

【0045】実施例20 実施例1において有機アクセプター性化合物の投入量を
100重量部とした以外は実施例1と同様にして実施例
20の電子写真感光体を作成した。
Example 20 An electrophotographic photosensitive member of Example 20 was prepared in the same manner as in Example 1 except that the amount of the organic acceptor compound added was 100 parts by weight.

【0046】実施例21 実施例1において有機アクセプター性化合物の投入量を
110重量部とした以外は実施例1と同様にして実施例
21の電子写真感光体を作成した。
Example 21 An electrophotographic photoreceptor of Example 21 was prepared in the same manner as in Example 1 except that the amount of the organic acceptor compound added was 110 parts by weight.

【0047】比較例1 実施例1においてX型無金属フタロシアニンの分散時
間、及び樹脂溶液の固形分濃度を変化させることにより
粒径0.1μm以上、0.5μm未満のものを57.6
%とした以外は実施例1と同様にして比較例1の電子写
真感光体を作成した。
Comparative Example 1 In Example 1, the dispersion time of the X-type metal-free phthalocyanine and the solid content concentration of the resin solution were varied to obtain particles having a particle size of 0.1 μm or more and less than 0.5 μm of 57.6.
An electrophotographic photosensitive member of Comparative Example 1 was prepared in the same manner as in Example 1 except that the percentage was changed.

【0048】比較例2 実施例1においてX型無金属フタロシアニンの分散時
間、及び樹脂溶液の固形分濃度を変化させることにより
粒径0.1μm以上、0.5μm未満のものを46.5
%とした以外は実施例1と同様にして比較例1の電子写
真感光体を作成した。
Comparative Example 2 In Example 1, by changing the dispersion time of the X-type metal-free phthalocyanine and the solid content concentration of the resin solution, those having a particle size of 0.1 μm or more and less than 0.5 μm were 46.5.
An electrophotographic photosensitive member of Comparative Example 1 was prepared in the same manner as in Example 1 except that the percentage was changed.

【0049】比較例3 実施例1において有機アクセプター性化合物を下記比較
化合物1に変更した以外は実施例1と同様にして比較例
2の電子写真感光体を作成した。
Comparative Example 3 An electrophotographic photosensitive member of Comparative Example 2 was prepared in the same manner as in Example 1 except that the organic acceptor compound in Example 1 was changed to Comparative Compound 1 below.

【化5】 Embedded image

【0050】比較例4 実施例1において有機アクセプター性化合物を加えなか
ったこと以外は実施例1と同様にして比較例3の電子写
真感光体を作成した。
Comparative Example 4 An electrophotographic photosensitive member of Comparative Example 3 was prepared in the same manner as in Example 1 except that the organic acceptor compound was not added.

【0051】比較例5 実施例1において電荷発生物質を下記に示す比較化合物
2に変更したこと以外は実施例1と同様にして比較例4
の電子写真感光体を作成した。
Comparative Example 5 Comparative Example 4 was carried out in the same manner as in Example 1 except that the charge generating substance in Example 1 was changed to Comparative Compound 2 shown below.
Was prepared.

【化6】 [Chemical 6]

【0052】以上のようにして得られた実施例1〜2
1、比較例1〜4の電子写真感光体の静電特性を25℃
/55%RHの環境下でEPA−8100(川口電気製
作所製)を用い、ダイナミック方式にて測定した。ま
ず、印加電圧+6KVで10秒間帯電した後、20秒間
暗減衰、更に表面照度10μW/cm2の780nmの
単色光光源による露光を行なった。帯電電位は帯電開始
10秒後における飽和表面電位Vm(V)を、感度は露
光後の表面電位が露光直前の表面電位の2分の1になる
のに要する露光量E1/2(μJ/cm2[単色光])
を測定した。更に、前述の帯電〜露光を5,000回繰
り返し、静電特性の安定性(疲労後:Vm’、E1/
2’)について評価した。結果を表3に示す。
Examples 1 and 2 obtained as described above
1. The electrostatic characteristics of the electrophotographic photosensitive members of Comparative Examples 1 to 4 are set to 25 ° C.
It was measured by a dynamic method using EPA-8100 (manufactured by Kawaguchi Denki Seisakusho) under the environment of / 55% RH. First, after charging with an applied voltage of +6 KV for 10 seconds, dark decay was performed for 20 seconds, and exposure was performed with a monochromatic light source of 780 nm having a surface illuminance of 10 μW / cm 2 . The charging potential is the saturated surface potential Vm (V) 10 seconds after the start of charging, and the sensitivity is the exposure amount E1 / 2 (μJ / cm) required for the surface potential after exposure to be half the surface potential immediately before exposure. 2 [Monochromatic light])
Was measured. Further, the above-mentioned charging to exposure are repeated 5,000 times to stabilize the electrostatic characteristics (after fatigue: Vm ′, E1 /
2 ') was evaluated. Table 3 shows the results.

【0053】[0053]

【表3−(1)】 [Table 3- (1)]

【0054】[0054]

【表2−(2)】 [Table 2- (2)]

【0055】[0055]

【発明の効果】本発明の電子写真感光体は、感光層を、
電荷発生物質として、粒径分布が0.1μm以上、0.
5μm未満のものが全体の60vol%以上の分布を占
めるフタロシアニン化合物、前記一般式(I)又は(I
V)で表される有機アクセプター性化合物、及び結着樹
脂からなる単層構造としたことにより、高感度で、しか
も繰り返し使用時においても静電特性の安定性に極めて
優れている。
The electrophotographic photoreceptor of the present invention comprises a photosensitive layer,
As the charge generating substance, the particle size distribution is 0.1 μm or more,
A phthalocyanine compound having a distribution of less than 5 μm in an amount of 60 vol% or more of the whole, the general formula (I) or (I
By having a single-layer structure composed of an organic acceptor compound represented by V) and a binder resin, it has high sensitivity and extremely excellent stability of electrostatic characteristics even after repeated use.

【図面の簡単な説明】[Brief description of the drawings]

【図1】本発明の電子写真感光体の断面模式図。FIG. 1 is a schematic sectional view of an electrophotographic photosensitive member of the present invention.

【図2】本発明の電子写真感光体の別の構成の断面模式
図。
FIG. 2 is a schematic sectional view of another constitution of the electrophotographic photosensitive member of the present invention.

【図3】本発明の電子写真感光体のまた別の構成の断面
模式図。
FIG. 3 is a schematic cross-sectional view of another configuration of the electrophotographic photosensitive member of the present invention.

【図4】本発明の電子写真感光体のさらに別の構成の断
面模式図。
FIG. 4 is a schematic cross-sectional view of still another configuration of the electrophotographic photosensitive member of the present invention.

【符号の説明】[Explanation of symbols]

1 導電性支持体 2 感光層 3 下引き層 4 保護層 1 Conductive Support 2 Photosensitive Layer 3 Undercoat Layer 4 Protective Layer

Claims (7)

【特許請求の範囲】[Claims] 【請求項1】 導電性支持体上に、感光層を形成してな
る電子写真感光体において、該感光層が、電荷発生物質
として粒径分布が0.1μm以上、0.5μm未満のも
のが全体の60vol%以上の分布を占めるフタロシア
ニン化合物、下記一般式(I)、又は一般式(IV)で表
される有機アクセプター性化合物のうちの少なくとも1
種、及び結着樹脂を含有する単層からなることを特徴と
する電子写真感光体。 【化1】 (式中、R1、R2、R3、及びR4は水素原子、ハロゲン
原子、置換もしくは無置換のアルキル基、シアノ基、ニ
トロ基よりなる群から選ばれた基を表し、互いに同一又
は異なっていてもよい。Xは=0、下記一般式(II)及
び(III)で表される基よりなる群から選ばれた基を表
す。 =C(A)(B) (II) =N−R9 (III) 前記一般式(II)において、A、Bは水素原子、ハロゲ
ン原子、シアノ基、置換若しくは無置換の芳香族基、及
び−COOR10よりなる群から選ばれた基を表し、互い
に同一又は異なっていてもよい。但しR10はアルキル基
を表す。前記一般式(III)において、R9は置換若しく
は無置換のアルキル基、又は置換若しくは無置換の芳香
族基よりなる群から選ばれた基を表す。) 【化2】 (式中、R5、R6、R7、R8はアルキル基、又はアリー
ル基を表し、互いに同一又は異なっていてもよい。)
1. An electrophotographic photoreceptor having a photosensitive layer formed on a conductive support, wherein the photosensitive layer has a particle size distribution of 0.1 μm or more and less than 0.5 μm as a charge generating substance. At least one of a phthalocyanine compound occupying 60% by volume or more of the whole and an organic acceptor compound represented by the following general formula (I) or general formula (IV)
An electrophotographic photoreceptor comprising a single layer containing a seed and a binder resin. Embedded image (In the formula, R 1 , R 2 , R 3 , and R 4 represent a group selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a cyano group, and a nitro group, and are the same or different from each other. X may represent a group selected from the group consisting of the groups represented by the following general formulas (II) and (III): = 0, C (A) (B) (II) = N —R 9 (III) In the general formula (II), A and B each represent a hydrogen atom, a halogen atom, a cyano group, a substituted or unsubstituted aromatic group, or a group selected from the group consisting of —COOR 10. R 10 represents an alkyl group, and in the above general formula (III), R 9 represents a group consisting of a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aromatic group. Represents a group selected from (In the formula, R 5 , R 6 , R 7 , and R 8 represent an alkyl group or an aryl group, and may be the same or different from each other.)
【請求項2】 前記フタロシアニン化合物がX型無金属
フタロシアニンであることを特徴とする請求項1記載の
電子写真感光体。
2. The electrophotographic photosensitive member according to claim 1, wherein the phthalocyanine compound is an X-type metal-free phthalocyanine.
【請求項3】 前記フタロシアニン化合物が結着樹脂1
00重量部に対し、1〜50重量部の割合で含有される
ことを特徴とする請求項1記載の電子写真感光体。
3. The binder resin 1 wherein the phthalocyanine compound is
The electrophotographic photosensitive member according to claim 1, wherein the content is 1 to 50 parts by weight with respect to 00 parts by weight.
【請求項4】 前記フタロシアニン化合物の平均粒径D
aveが、0.2μm以上、0.4μm未満であることを
特徴とする請求項1記載の電子写真感光体。
4. The average particle diameter D of the phthalocyanine compound
2. The electrophotographic photosensitive member according to claim 1, wherein ave is 0.2 μm or more and less than 0.4 μm.
【請求項5】 前記有機アクセプター性化合物が、下記
一般式(V)で表される化合物であることを特徴とする
請求項1記載の電子写真感光体。 【化3】
5. The electrophotographic photosensitive member according to claim 1, wherein the organic acceptor compound is a compound represented by the following general formula (V). Embedded image
【請求項6】 前記有機アクセプター性化合物が下記一
般式(VI)で表される化合物であることを特徴とする請
求項1記載の電子写真感光体。 【化4】
6. The electrophotographic photosensitive member according to claim 1, wherein the organic acceptor compound is a compound represented by the following general formula (VI). Embedded image
【請求項7】 前記有機アクセプター性化合物が結着樹
脂100重量部に対し、10〜100重量部の割合で含
有されることを特徴とする電子写真感光体。
7. An electrophotographic photosensitive member, wherein the organic acceptor compound is contained in a proportion of 10 to 100 parts by weight with respect to 100 parts by weight of a binder resin.
JP31856195A 1995-11-13 1995-11-13 Electrophotographic photoreceptor Pending JPH09138516A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP31856195A JPH09138516A (en) 1995-11-13 1995-11-13 Electrophotographic photoreceptor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP31856195A JPH09138516A (en) 1995-11-13 1995-11-13 Electrophotographic photoreceptor

Publications (1)

Publication Number Publication Date
JPH09138516A true JPH09138516A (en) 1997-05-27

Family

ID=18100512

Family Applications (1)

Application Number Title Priority Date Filing Date
JP31856195A Pending JPH09138516A (en) 1995-11-13 1995-11-13 Electrophotographic photoreceptor

Country Status (1)

Country Link
JP (1) JPH09138516A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8642236B2 (en) 2007-02-07 2014-02-04 Kyocera Mita Corporation Electro photographic photoconductor and color image forming apparatus
US10401746B2 (en) 2017-04-28 2019-09-03 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8642236B2 (en) 2007-02-07 2014-02-04 Kyocera Mita Corporation Electro photographic photoconductor and color image forming apparatus
US10401746B2 (en) 2017-04-28 2019-09-03 Canon Kabushiki Kaisha Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

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