JPS6247646A - Photosensitive body - Google Patents

Photosensitive body

Info

Publication number
JPS6247646A
JPS6247646A JP60187966A JP18796685A JPS6247646A JP S6247646 A JPS6247646 A JP S6247646A JP 60187966 A JP60187966 A JP 60187966A JP 18796685 A JP18796685 A JP 18796685A JP S6247646 A JPS6247646 A JP S6247646A
Authority
JP
Japan
Prior art keywords
group
carrier
substance
photoreceptor
substituted
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
JP60187966A
Other languages
Japanese (ja)
Inventor
Yasuo Suzuki
康夫 鈴木
Kiyoshi Tamaki
玉城 喜代志
Koichi Kudo
浩一 工藤
Yoshihide Fujimaki
藤巻 義英
Hiroyuki Nomori
野守 弘之
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.)
Konica Minolta Inc
Original Assignee
Konica Minolta Inc
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 Konica Minolta Inc filed Critical Konica Minolta Inc
Priority to JP60187966A priority Critical patent/JPS6247646A/en
Publication of JPS6247646A publication Critical patent/JPS6247646A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0612Acyclic or carbocyclic compounds containing nitrogen
    • G03G5/0614Amines
    • G03G5/06142Amines arylamine
    • G03G5/06147Amines arylamine alkenylarylamine
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0612Acyclic or carbocyclic compounds containing nitrogen
    • G03G5/0614Amines
    • G03G5/06149Amines enamine

Abstract

PURPOSE:To improve photosensitivity, resistance to memory and residual potential, durability, etc., of a photosensitive body by using a carrier transfer material having a principal structure of a conjugated system having specified substitutents in a functionally separated type photosensitive body. CONSTITUTION:The photosensitive body formed on a conductive substrate contains a carrier generating material and the carrier transfer material having the principal structure of the conjugated system having the substitutents existing within the distance of + or -0.5nm from the plane of the conjugated system structure. The carrier transfer material is, preferably, represented by formula I in which each of R<1>, R<2> is alkyl or phenyl; Ar is an aromatic carbon ring or aromatic hetero ring; K is a conjugated structure system; each of R<3>-R<8> is a substitutent combining with the system K, such as H, halogen, methyl, ethyl, or cyano. The carrier transfer material is embodied by formula II, III and the like.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は感光体、特に機能分離型の感光体の改良に関す
る。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an improvement of a photoreceptor, particularly a functionally separated photoreceptor.

〔従  来  の  技  術〕[Traditional techniques]

近年、電子写真技術の分野において、可視光を吸収して
荷電キャリアを発生する物質を含むキャリア発生層と、
このキャリア発生層で発生した正及び負の荷電キャリア
の何れか一方又は両方を輸送するキャリア輸送層とを組
み合わせることにより電子写真感光体の感光層を構成せ
しめることが堤案された。このように、荷電キャリアの
発生と、その輸送という感光層における2つの基礎的機
能を別個の物質又は物質系に分担せしめることにより、
感光層の構成に用い得る物質の範囲が広範となる。
In recent years, in the field of electrophotography technology, a carrier generation layer containing a substance that absorbs visible light and generates charge carriers,
It has been proposed to construct a photosensitive layer of an electrophotographic photoreceptor by combining this carrier generation layer with a carrier transport layer that transports either or both of the positively and negatively charged carriers generated. In this way, by assigning the two basic functions in the photosensitive layer of generating charge carriers and transporting them to separate substances or substance systems,
The range of materials that can be used to construct the photosensitive layer is widened.

しかも、各機能を最適に果す物質又は物質系を独立に選
定することが可能となり、又そうすることにより電子写
真プロセスにおいて要求される緒特性、例えば帯電せし
めたときにその表面電位が高いこと、電荷保持力が大き
いこと、表面強度が大きいこと、光感度が高いこと、反
復使用における安定性が大きいこと等の特性が優れた感
光層を構成せしめることが可能となる。
Furthermore, it becomes possible to independently select materials or material systems that optimally perform each function, and by doing so, it is possible to achieve the characteristics required in the electrophotographic process, such as having a high surface potential when charged. It becomes possible to construct a photosensitive layer having excellent properties such as high charge retention, high surface strength, high photosensitivity, and high stability in repeated use.

従来、このような感光層としては、例えば次のようなも
のが知られている。
Conventionally, as such a photosensitive layer, the following ones are known, for example.

(り無定形セレン又は硫化カドミウムより成るキャリア
発生層と、ポリ−N−ビニルカルバゾールよりなるキャ
リア輸送層とを積層せしめたもの。
(Laminated with a carrier generation layer made of amorphous selenium or cadmium sulfide and a carrier transport layer made of poly-N-vinylcarbazole.

(2)無定形セレン又は硫化カドミウムより成るキャリ
ア発生層と、2,4.7−ドリニトロー9−フルオレノ
ンを含有するキャリア輸送層とを積層せしめたもの。
(2) A carrier generation layer made of amorphous selenium or cadmium sulfide and a carrier transport layer containing 2,4,7-dolinitro-9-fluorenone are laminated.

(3)ペリレン誘導体より成るキャリア発生層と、オキ
サジアゾール誘導体を含有するキャリア輸送層とを積層
せしめたもの(米国特許第3871882号明細書参照
)。
(3) A layer in which a carrier generation layer made of a perylene derivative and a carrier transport layer containing an oxadiazole derivative are laminated (see US Pat. No. 3,871,882).

(4)クロルダイヤンブルー又はメチルスヵリリウムよ
り成るキャリア発生層と、ピラゾリン誘導体を含有する
キャリア輸送層とを積層せしめたらの(特開昭51−9
0827号参照)。
(4) When a carrier generation layer made of chlordiane blue or methylscalylium and a carrier transport layer containing a pyrazoline derivative are laminated (JP-A-51-9
(See No. 0827).

(5)無定形セレン又はその合金より成るキャリア発生
層とボリアリールアルカン系芳香族アミノ化1合物を含
有するキャリア輸送層とを積層せしめたもの(特願昭5
2−1.47251号明細書)。
(5) A laminated layer of a carrier generation layer made of amorphous selenium or its alloy and a carrier transport layer containing a polyarylalkane aromatic aminated compound (Japanese patent application No. 5
2-1.47251 specification).

(6)ペリレン誘導体を含有するキャリア発生層とポリ
アリールアルカン系芳香族アミノ化合物を含有するキャ
リア輸送層とを積層せしめたもの(特願昭53−199
07号明細書)。
(6) Laminated carrier generation layer containing a perylene derivative and carrier transport layer containing a polyarylalkane aromatic amino compound (Japanese Patent Application No. 53-1999)
07 Specification).

〔発明が解決しようとする問題点〕[Problem that the invention seeks to solve]

このように、この種の感光層としては多くのものが知ら
れていはいるが、かかる感光層を有する従来の電子写真
感光体の多くは反復して電子写真プロセスに供したとき
の感光層の電気的疲労が激1、<て使用寿命が非常に短
い欠点を有する。
As described above, there are many known photosensitive layers of this type, but in many conventional electrophotographic photoreceptors having such photosensitive layers, the photosensitive layer deteriorates when subjected to repeated electrophotographic processes. It has the drawbacks of severe electrical fatigue and a very short service life.

即ち、1回の電子写真プロセスが完了して次の電子写真
プロセスに供するときには感光層における電荷を消失せ
しめることが必要であるにもかかわらず、この種の感光
層においては、その放電末期における放電速度が極めて
小さいため、例えば大光最の露光による除電操作を行っ
ても完全に除電することが不可能でかなり高い残留電位
が残り、しかもこの残留電位が電子写真プロセスを繰り
返す毎に累積的に増加するようになり、結局少ない回数
の連続複写により残留電位がその許容限度を越えて電子
写真感光体として使用不能の状態に陥る。
In other words, although it is necessary to eliminate the charge in the photosensitive layer when one electrophotographic process is completed and the photosensitive layer is used for the next electrophotographic process, in this type of photosensitive layer, the discharge at the final stage of the discharge Because the speed is extremely low, it is impossible to completely eliminate static electricity even if you perform static elimination operations using high-light exposure, for example, and a fairly high residual potential remains.Moreover, this residual potential accumulates each time the electrophotographic process is repeated. Eventually, due to a small number of continuous copies, the residual potential exceeds its permissible limit and becomes unusable as an electrophotographic photoreceptor.

ある種の感光体においては、再び使用可能な状態に回復
せしめることが可能ではあるが、その回復のためには、
かなり長い時間に亘り当該感光体を法止状態に置くこと
、あるいは適当な加熱処理を施すことが必要であり、し
かも残留電位が十分に低下した状態に回復せしめること
はできず、従って次に使用不能の状態になるまでに可能
な連続複写回数が大幅に減少する。
Although it is possible to restore some types of photoreceptors to a usable state again, it is necessary to
It is necessary to leave the photoconductor in a static state for a considerable period of time or to perform appropriate heat treatment, and the residual potential cannot be restored to a sufficiently low state, so it cannot be used for the next time. The number of consecutive copies that can be made before becoming disabled is greatly reduced.

例えば電子供与性を有するキャリア輸送物質を用い、こ
れとキャリア発生物質とを組み合わせた電子写真感光体
において、当該感光体の残留電位の蓄積を防止し、反復
特性を向上せしめるための手段として微量のルイス酸を
前記キャリア輸送物質を含む層中に加える方法が提案さ
れている。
For example, in an electrophotographic photoreceptor that uses a carrier-transporting substance with electron-donating properties and combines this with a carrier-generating substance, a trace amount of A method has been proposed in which a Lewis acid is added into the layer containing the carrier transport material.

しかしこの方法は、特定の電子供与性キャリア輸送物質
を用いた感光体においては有効であっても、他の多くの
電子供与性キャリア輸送物質、例えばボリアリールアル
カン系芳香族アミノ化合物の如きキャリア輸送物質を用
いた感光体の場合充分な光感度が得られず、その外メモ
リーの増大、残留電位の蓄積等を防止する効果を奏し得
ないのである。
However, although this method is effective for photoreceptors using specific electron-donating carrier transport materials, it is difficult to use with many other electron-donating carrier transport materials, such as polyarylalkane-based aromatic amino compounds. In the case of a photoreceptor using a substance, sufficient photosensitivity cannot be obtained, and furthermore, it cannot achieve the effect of preventing an increase in memory, accumulation of residual potential, etc.

ところで一般的に機能分離型感光体において、該感光体
の光感度その他の性能はキャリア発生物質のキャリア発
生効率、該キャリア発生物質からキャリア輸送物質への
キャリア注入効率及びキャリア輸送物質のキャリア移動
度又は飛程等によって決まるとされている。
By the way, in general, in a functionally separated photoreceptor, the photosensitivity and other performance of the photoreceptor are determined by the carrier generation efficiency of the carrier generation substance, the carrier injection efficiency from the carrier generation substance to the carrier transport substance, and the carrier mobility of the carrier transport substance. Or it is said to be determined by range etc.

従って前記キャリア輸送物質へのキャリア注入効率及び
キャリア移動度又は飛程等のキャリア輸送物質の緒特性
は、感光体の光感度その他の性能と密接な関係がある。
Therefore, the carrier injection efficiency into the carrier transport material and the characteristics of the carrier transport material such as carrier mobility or range are closely related to the photosensitivity and other performance of the photoreceptor.

一方かかる感光体の性能は、lp (イオン化ボテンシ
ャル)と相関があり、また該 1pは置換基の構造及び
電気陰性度等に関する置換基定数(ハメット則の定数)
δと相関がある。
On the other hand, the performance of such a photoreceptor is correlated with lp (ionization potential), and lp is a substituent constant (Hammett's law constant) related to the structure and electronegativity of the substituent.
There is a correlation with δ.

即ち、δが負に大(電気陰性度大)なる程ipは小とな
り感光体の光感度その他の性能が向上する。
That is, the more negative δ (electronegativity), the smaller ip becomes, and the photosensitivity and other performances of the photoreceptor improve.

そこで、従来前記キャリア輸送物質の緒特性、引い゛て
は感光体の光感度その他の性能の改良に際して、置換基
の修飾が行なわれている。
Therefore, in the past, modification of substituents has been carried out in order to improve the initial characteristics of the carrier transporting substance, as well as the photosensitivity and other performance of the photoreceptor.

しかしながらキャリア輸送物質の種類によっては、置換
基を修飾して +pを小とした場合残留電位の上昇又は
感光体の温度依存性が大となるなどの弊害が発生し、キ
ャリア輸送物質の選択が極めて困難であるなどの問題が
あった。
However, depending on the type of carrier transport substance, if the substituent is modified to reduce +p, disadvantages such as an increase in the residual potential or an increase in the temperature dependence of the photoreceptor may occur, making the selection of the carrier transport substance extremely difficult. There were problems such as difficulty.

〔問題点を解決する・ための手段〕[Means for solving problems]

(発明の目的) 本発明は前記実情に基づいて提案されたものであり、本
発明の目的は機能分離型感光体におけるキャリア輸送物
質の選択性を改良して、高感度かつ高耐久性の感光体を
堤供することにある。
(Object of the Invention) The present invention has been proposed based on the above-mentioned circumstances, and an object of the present invention is to improve the selectivity of carrier transport substances in a functionally separated photoreceptor, thereby providing a highly sensitive and highly durable photoreceptor. It consists in offering one's body.

(発明の構成) 前記の目的はキャリア発生物質とキャリア輸送物質を含
有する感光層を有する感光体において、前記キャリア輸
送物質が置換基を有する共役系構造体を要部として含み
、かつ前記置換基が前記共役系構造体の平面に対して上
下5A’以内の距離に存在する感光体により達成される
(Structure of the Invention) The above object is to provide a photoreceptor having a photosensitive layer containing a carrier-generating substance and a carrier-transporting substance, in which the carrier-transporting substance contains a conjugated structure having a substituent as a main part, and the substituent This is achieved by the photoreceptor existing at a distance of within 5 A' above and below the plane of the conjugated structure.

即ち本発明の感光体においては、キャリア輸送物質を含
む層中の前記キャリア輸送物質を構成する兵役系構造体
の置換基が、前記共役系構造体の平面に対して上下5A
’以内の距離に存在するよう選択されたものであるため
、前記層中でのキャリア輸送物質の分子間距離を小なら
しめ、その結果ポツピングによるキャリアの移動が容易
となり、かつキャリアのトラッピング現象も抑制される
結果、感光体の光感度、メモリー、残留電位、耐久性(
帯電安定性)等の諸性能が改善されるものと推察される
That is, in the photoreceptor of the present invention, the substituents of the military service structure constituting the carrier transport substance in the layer containing the carrier transport substance are located 5A above and below the plane of the conjugated structure.
Since it is selected to exist at a distance within As a result, the photoreceptor's photosensitivity, memory, residual potential, and durability (
It is presumed that various performances such as charging stability) will be improved.

又従来キャリア輸送物質の骨格が選択された後の特性改
良は主として ipに着目して判断されているが、本発
明においてねさらに全く漸新な判断基準を見出したこと
により、感光体作成時のキャリア輸送物質の選択の適正
化が計られ、よりすぐれたキャリア輸送物質の選択が可
能となる等の利点がある。
Furthermore, conventionally, the improvement of properties after the skeleton of a carrier transporting material has been selected has mainly been determined by focusing on IP, but in the present invention, we have discovered a completely new criterion for making a photoreceptor. This method has the advantage that the selection of carrier transporting substances can be optimized, and it becomes possible to select better carrier transporting substances.

本発明の感光体においては、キャリア発生物質とキャリ
ア輸送物質を共に含有する単層構成の感光層を有する正
帯電用又は負帯電用の感光体としてもよい。
The photoreceptor of the present invention may be a positively charged or negatively charged photoreceptor having a single-layered photosensitive layer containing both a carrier-generating substance and a carrier-transporting substance.

又キャリア発生物質(必要に応じてキ ャリア輸送物質
を含有してもよい)を含有するキ ャリア発生層□を表
面層とし、その下にキャリア輸送物質を含有するキャリ
ア輸送層を設けた積層構成の感光層を有する正帯電用の
感光体としてもよい。
Also, a layered structure in which a carrier generation layer □ containing a carrier generation substance (which may contain a carrier transport substance if necessary) is the surface layer, and a carrier transport layer containing a carrier transport substance is provided below it. It may also be used as a positively charging photoreceptor having a photosensitive layer.

さらに又前記キャリア輸送層を表面層とし、その下に前
記キャリア発生層を設けて積層構成の感光層を有する負
帯電用の感光体としてもよい。
Furthermore, the carrier transport layer may be used as a surface layer, and the carrier generation layer may be provided thereunder to provide a negatively charged photoreceptor having a photosensitive layer having a laminated structure.

しかしながら本発明においては、好ましくは後者の積層
感光層を有する負帯、電用の感光体とされる。
However, in the present invention, the latter type of photoreceptor having a laminated photosensitive layer is preferably used for negative charging and charging.

本発明の感光体においては、前記したようにキャリア輸
送物質の構成母体となる共役系構造体に結合する置換基
が、前共役系構造体の占有する平面に対して上下5A’
以内の距離に存在することを必須要件としている。
In the photoreceptor of the present invention, as described above, the substituent group bonded to the conjugated structure serving as the constituent base of the carrier transport substance is 5A' above and below the plane occupied by the pre-conjugated structure.
The essential requirement is that the location be within the following distance.

かかる要件を満足する置換基としては、例えば水素原子
、ハロゲン原子、ヒドロキシ基、ニトロ基、炭素原子数
2以下のアルキル基もしくはアルコキシ基もしくはアシ
ル基、シアノ基、アミノ基もしくはモノメチルアミノ基
、置換もしくは未置換の芳香族炭素環又は芳香族複素環
であり、前記置換基の2つが共同して前記共役系構造体
の一部と共に環を形成してもよい。
Examples of substituents satisfying such requirements include hydrogen atoms, halogen atoms, hydroxy groups, nitro groups, alkyl groups or alkoxy groups or acyl groups having 2 or less carbon atoms, cyano groups, amino groups or monomethylamino groups, substituted or It is an unsubstituted aromatic carbocycle or aromatic heterocycle, and two of the substituents may work together to form a ring with a part of the conjugated structure.

次に本発明に利用可能なキャリア輸送物質としては、光
照射した時にキャリア発生層で電荷を発生するのに充分
な光を透過し、正又は負特に負の帯電を行なった時には
所望の帯電電位を保つことができる物質を使用すること
ができる。
Next, the carrier transport material that can be used in the present invention must transmit enough light to generate charges in the carrier generation layer when irradiated with light, and when charged positively or negatively, especially negatively, the desired charging potential can be achieved. Substances that can maintain the

これにはスチリル化合物、ヒドラゾン化合物、オキサゾ
ール誘導体、オキサジアゾール誘導体、チアゾール誘導
体、デアジアゾール誘導体、トリアゾール誘導体、イミ
ダゾール誘導体、イミダシロン誘導体、イミダゾリジン
誘導体、ビスイミダゾリジン誘導体、ピラゾリン誘導体
、オキサシロン誘導体、ベンゾチアゾール誘導体、ベン
ズイミダゾール誘導体、キナゾリン誘導体、ベンゾフラ
ン誘導体、アクリジン誘導体、フェナジン誘導体、アミ
ノスチルベン誘導体、ポリ−N−ビニルカルバゾール、
ポリ−1−ビニルピレン、ポリ−9−ビニルアントラセ
ン、2,4.7−1−リニトロフルオレノン、2,4,
5.7−チトラニトロフルオレノン、2.7−シニトロ
フルオレノン等で挙げられる。
These include styryl compounds, hydrazone compounds, oxazole derivatives, oxadiazole derivatives, thiazole derivatives, deadiazole derivatives, triazole derivatives, imidazole derivatives, imidacilone derivatives, imidazolidine derivatives, bisimidazolidine derivatives, pyrazoline derivatives, oxacilone derivatives, and benzothiazole derivatives. , benzimidazole derivatives, quinazoline derivatives, benzofuran derivatives, acridine derivatives, phenazine derivatives, aminostilbene derivatives, poly-N-vinylcarbazole,
Poly-1-vinylpyrene, poly-9-vinylanthracene, 2,4.7-1-linitrofluorenone, 2,4,
Examples include 5.7-titranitrofluorenone and 2.7-sinitrofluorenone.

しかしながら本発明において置換基を有する共役系構造
体から成るキャリア輸送物質としては持に下記一般式(
I)で示される化合物とするのが望ましい。
However, in the present invention, as a carrier transport material consisting of a conjugated structure having a substituent, the following general formula (
A compound represented by I) is preferable.

一般式(1) %式% 〔式中、R1及びR′は置換もしくは未置換のアルキル
基、又はフヱニル基から成る互いに同じでも異なっても
よい基、Arは芳香族炭素環又は芳香族複素環、Kは共
役系構造体、R3−R8は該共役系構造体Kに結合する
置換基で、R3及びR′は水素原子、ハロゲン原子、ヒ
ドロキシ基、ニトロ基、炭素原子数2以下のアルキル基
もしくはアルコキシ基もしくはアシル基、シアノ基、ア
ミノ基もしくはモノメチルアミノ基、R5及びR8は水
素原子、ハロゲン原子、炭素原子数2以下のアルキル基
、シアノ基、置換もしくは未置換のの芳香族炭素環又は
芳香族複素環で、R7及びR8は 水素原子、ハロゲン
原子、ヒドロキシ基、ニトロ基、炭素原子数2以下のア
ルキル基もしくはアルコキン基もしくはアシル基、シア
ノ基、アミノ基もしくはモノメチルアミノ基、置換もし
くは未置換の芳香族炭素環又は芳香族複素環であり、前
記R8及びR7が共同して前記Arと共に環(ジオキシ
メ輸送物質の分子がパイリングされるときの障害となら
ないため、本発明の置換基から除外している。
General formula (1) % Formula % [In the formula, R1 and R' are substituted or unsubstituted alkyl groups, or groups that may be the same or different from each other, and Ar is an aromatic carbocyclic ring or an aromatic heterocyclic ring. , K is a conjugated structure, R3-R8 is a substituent bonded to the conjugated structure K, and R3 and R' are a hydrogen atom, a halogen atom, a hydroxy group, a nitro group, an alkyl group having 2 or less carbon atoms. or an alkoxy group or an acyl group, a cyano group, an amino group or a monomethylamino group, R5 and R8 are a hydrogen atom, a halogen atom, an alkyl group having 2 or less carbon atoms, a cyano group, a substituted or unsubstituted aromatic carbocycle, or In the aromatic heterocycle, R7 and R8 are a hydrogen atom, a halogen atom, a hydroxy group, a nitro group, an alkyl group having 2 or less carbon atoms or an alkoxy group or an acyl group, a cyano group, an amino group or a monomethylamino group, substituted or unsubstituted. It is a substituted aromatic carbocycle or aromatic heterocycle, and the R8 and R7 jointly form a ring together with the Ar (excluded from the substituents of the present invention because it does not become an obstacle when the molecule of the dioxime transport substance is piled). are doing.

本発明の前記一般式(1)で示される具体的化合物例と
して下記のものが挙げられる。
Specific examples of compounds represented by the general formula (1) of the present invention include the following.

(I−1) (I−4) (I−9) (I−10) (I−12) (I−13) (I −14) (I−18) (I−25) (I−26) (I−27) (I−29) Ct Hs (r −30) CH。(I-1) (I-4) (I-9) (I-10) (I-12) (I-13) (I-14) (I-18) (I-25) (I-26) (I-27) (I-29) Ct Hs (r -30) CH.

CI−32) < I−33) (I−35) (I−37) (I−43) (I−44) (r−45) (I−47) (I −48) (r−49) (I −52) (I −55) (I−57) (I−59) (r−60) (■−61) (n−64) (r−65) (1−ag) (I =69) (I−71) (I −74) (I−77) 、(1’−81) (r−83) しV (I−86) (I−90) (I−91) (I−94) し1″13 (I −1oo) (I −101) (I −105) (I−108) (I−111) (r−115) しH3 (I〜121) (I−123) (I −125) (I −129) (I−131) (I−133) (I−134) (I−135) (I −137) (I −138) (I−139) (1−,143) (I −144) (T−145) (T−148) 又本発明の感光体においては、感光層を構成する少なく
ともキャリア輸送物質を含有する層に、電子親和力が0
.3〜1..2eVの電子受容性物質を前記キャリア輸
送物質の1倍以下、好ましくは0.2倍〜0.01倍の
範囲のモル数含有せしめることにより、前記感光体の繰
り返し特性及び光感度等を向上せしめることができる。
CI-32) < I-33) (I-35) (I-37) (I-43) (I-44) (r-45) (I-47) (I-48) (r-49) ( I -52) (I -55) (I-57) (I-59) (r-60) (■-61) (n-64) (r-65) (1-ag) (I =69) ( I-71) (I-74) (I-77) , (1'-81) (r-83) しV (I-86) (I-90) (I-91) (I-94) し1 ″13 (I -1oo) (I -101) (I -105) (I-108) (I-111) (r-115) H3 (I~121) (I-123) (I -125) ( I-129) (I-131) (I-133) (I-134) (I-135) (I-137) (I-138) (I-139) (1-,143) (I-144) (T-145) (T-148) Furthermore, in the photoreceptor of the present invention, at least the layer containing a carrier transporting substance constituting the photosensitive layer has an electron affinity of 0.
.. 3-1. .. By containing the 2 eV electron-accepting substance in a molar number not more than 1 times that of the carrier transporting substance, preferably in a range of 0.2 times to 0.01 times, the repeatability characteristics, photosensitivity, etc. of the photoreceptor are improved. be able to.

その理由としては、前記電子受容性物質とキャリア輸送
物質との間に安定なCT−コンプレックス(チャージ・
トランスファー・コンプレックス)が形成され、これが
光照射によりキャリア発生物質から発生するキャリアの
飛程を増大させて感光体の光感度を増大させるものと推
察される。
The reason for this is that a stable CT-complex (charge complex) exists between the electron-accepting substance and the carrier-transporting substance.
It is presumed that a transfer complex is formed, which increases the range of carriers generated from the carrier-generating substance by light irradiation, thereby increasing the photosensitivity of the photoreceptor.

ここで前記電子受容性物質の添加量が多すぎた場合(キ
ャリア輸送物質の1倍を超えるモル数)及び電子親和力
がi、2eVを超える場合等においては基板からのキャ
リアの注入が増加して暗減衰が増大する等の弊害が発生
する。
Here, if the amount of the electron-accepting substance added is too large (the number of moles exceeds 1 times that of the carrier-transporting substance) or if the electron affinity exceeds i,2eV, the injection of carriers from the substrate increases. Adverse effects such as increased dark decay occur.

又前記電子受容性物質の添加量が少なすぎた場合(0,
01倍以下のモル数)及び電子親和力が0.3を下側る
場合前記の効果が充分発揮されない。
Also, if the amount of the electron-accepting substance added is too small (0,
If the number of moles is less than 0.01 times) and the electron affinity is less than 0.3, the above effects will not be sufficiently exhibited.

次に本発明に有用な電子受容性物質としては、下記一般
式〔II〕及び〔II′ 〕で示される化合物であると
共にその電子親和力が0.3〜1.2eVの範囲、好ま
しくは0.3eV −1,OeVの範囲とすることが必
要とされる。
Next, as electron-accepting substances useful in the present invention, compounds represented by the following general formulas [II] and [II'] are used, and their electron affinities are in the range of 0.3 to 1.2 eV, preferably 0. A range of 3eV −1, OeV is required.

一般式〔II〕:        一般式(n’):〔
式中、Zは置換もしくは未置換の芳香族炭素環又は置換
もしくは未置換の芳香族複素環を形成するに必要な原子
群、R″は置換もしくは未置換のアルキル基、置換もし
くは未置換のアラルキル基又は置換もしくは未置換のア
リール基を表わす〕かかる電子受容性物質の具体例とし
ては、例えば2.4.6−ドリニトロトルエン、1,3
.5−トリニドベンゼン、P−ベンゾキノン、アントラ
キノン、2−メチルアントラキノン、2.5−ジメチル
−P−ベンゾキノン、ナフトキノン、メチル−P−ベン
ゾキノン、9−10−フェナントレンキノン、モノクロ
ローP−ベンゾキノン、2,4.7−)ジニトロ−9−
フルオレノン、2,3−ジクロロ−P−ベンゾキノン、
2.5−ジクロロ−P−ベンゾキノン等を挙げることが
できる。
General formula [II]: General formula (n'): [
In the formula, Z is a group of atoms necessary to form a substituted or unsubstituted aromatic carbocycle or a substituted or unsubstituted aromatic heterocycle, R'' is a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aralkyl group. or a substituted or unsubstituted aryl group] Examples of such electron-accepting substances include 2.4.6-dolinitrotoluene, 1,3
.. 5-Trinidobenzene, P-benzoquinone, anthraquinone, 2-methylanthraquinone, 2.5-dimethyl-P-benzoquinone, naphthoquinone, methyl-P-benzoquinone, 9-10-phenanthrenequinone, monochloro-P-benzoquinone, 2, 4.7-) dinitro-9-
Fluorenone, 2,3-dichloro-P-benzoquinone,
Examples include 2,5-dichloro-P-benzoquinone.

次に本発明で使用可能なキャリア発生物質としては、可
視光を吸収してフリーキャリアを発生する無機顔料及び
有機顔料のいづれをも用いることができる。
Next, as carrier-generating substances that can be used in the present invention, both inorganic pigments and organic pigments that absorb visible light and generate free carriers can be used.

例えば、無定形セレン、三方晶セレン、セレン−テルル
合金、セレン砒素合金、硫化カドミウム、セレン化カド
ミウム、硫セレン化カドミウム、硫化水銀、酸化鉛、硫
化鉛等の無機顔料があり、さらには次の代表例で示され
る有機顔料を用いるこ七が出来る。
For example, there are inorganic pigments such as amorphous selenium, trigonal selenium, selenium-tellurium alloy, selenium-arsenic alloy, cadmium sulfide, cadmium selenide, cadmium selenide sulfide, mercury sulfide, lead oxide, and lead sulfide. It is possible to use the organic pigments shown in the representative examples.

かかる顔料としては (1)  モノアゾ顔料、ポリアゾ顔料、金属錯塩アゾ
顔料、スチルベンアゾ顔料及びチアゾールアゾ顔料 (2)ペリレン酸無水物及びペリレン酸イミド等のペリ
レン系顔料 (3)アントラキノン誘導体、アントアントロン誘導体
、ジベンズピレンキノン誘導体、ビラントロン誘導体、
ビオラントロン誘導体及びイソビオラントロン誘導体等
のアントラキノン系又は多環牛ノン系顔料 (4)インジゴ誘導体及びチオインジゴ誘導体等のイン
ジゴイド系顔料 (5)金属フタロシアニン及び無金属フタロシアニン等
のフタロシアニン系顔料 (6) ジフェニルメタン顔料、トリフェニルメタン顔
料、キサンチン顔料及びアクリジン顔料等のカルボニウ
ム系顔料 (7)アジン顔料、オキサジン顔料及びチアジン顔料等
のキノンイミン系顔料 (8) シアニン顔料及びアゾメチン顔料等のメチン系
顔料 (9)キノリン系顔料 (10)ニトロ系顔料 (11)ニトロソ系顔料 (12)ベンゾキノン及びナフトキノン系顔料(13)
ナフタルイミド系顔料 (14)  ビスベンズイミダゾール誘導体等のペリノ
ン系顔料等が挙げられる。
Such pigments include (1) monoazo pigments, polyazo pigments, metal complex azo pigments, stilbene azo pigments, and thiazole azo pigments (2) perylene pigments such as perylenic anhydride and perylenic acid imide (3) anthraquinone derivatives and anthorone derivatives , dibenzpyrenequinone derivatives, vilantrone derivatives,
Anthraquinone or polycyclic bovine pigments such as violanthrone derivatives and isoviolanthrone derivatives (4) Indigoid pigments such as indigo derivatives and thioindigo derivatives (5) Phthalocyanine pigments such as metal phthalocyanine and metal-free phthalocyanine (6) Diphenylmethane pigments, carbonium pigments such as triphenylmethane pigments, xanthine pigments and acridine pigments (7) quinone imine pigments such as azine pigments, oxazine pigments and thiazine pigments (8) methine pigments such as cyanine pigments and azomethine pigments (9) quinoline Pigments (10) Nitro pigments (11) Nitroso pigments (12) Benzoquinone and naphthoquinone pigments (13)
Naphthalimide pigment (14) Examples include perinone pigments such as bisbenzimidazole derivatives.

しかしながら前記キャリア輸送物質との組み合わせにお
いて、好ましいキャリア発生物質としてアゾ系顔料が用
いられ、かがるアゾ系顔料としては、以下に述べるもの
がある。
However, in combination with the carrier-transporting substance, azo pigments are preferably used as carrier-generating substances, and examples of the azo-based pigments that darken include those described below.

なおその中でも電子吸引性基を有するアゾ系顔料は前記
キャリア輸送物質との組み合せが特に優れているので感
光体の光感度、暗減衰、メモリー、耐久性等においてよ
り優れたものとなる。
Among these, azo pigments having an electron-withdrawing group are particularly good in combination with the carrier transporting substance, so that the photoreceptor becomes more excellent in terms of photosensitivity, dark decay, memory, durability, etc.

前記本発明に適するアゾ系顔料としては、例えば、次の
一般式(II[)の群で示されるも“のがある。
Examples of azo pigments suitable for the present invention include those represented by the following general formula (II[).

一般式(III)群: cp  N=N  Art  CH=CHArt  N
=N  cpcp N = N A r+ CH= C
HArr℃H= CHA rr−N = N−Cp−N Cp−N=N−Arよ、、LA r、−N = −Cp
(但し、この一般式中、 Art、Ar2およびAr3はそれぞれ、置換若しくは
未置換の炭素環式化合物、 Z−、置換若しくは未置換の芳香族炭素環または置換若
しくは未置換の芳香族複素環を構成すに必要な原子群、 Y:水素原子、ヒドロキシル基、カルボキシル基若しく
はそのエステル基、スルホ基、置換若しくは未置換のカ
ルバモイル基、または置換若しくは未置換のスルファモ
イル基、RIo:水素原子、置換若しくは未置換のアル
キル基、置換若しくは未置換のアミノ基、置換若しくは
未置換のカルバモイル基、カルボキシル基若しくはその
エステル基、またはシアノ基、 Ar’: 置換若しくは未置換のアリ1ル基、R目;置
換若しくは未置換のアルキル基、置換若しくは未置換の
アラルキル基、または置換若しくは未置換のアリール基
General formula (III) group: cp N=N Art CH=CHArt N
=N cpcp N = N A r+ CH= C
HArr℃H= CHA rr-N = N-Cp-N Cp-N=N-Aryo,, LA r,-N = -Cp
(However, in this general formula, Art, Ar2 and Ar3 each constitute a substituted or unsubstituted carbocyclic compound, Z-, a substituted or unsubstituted aromatic carbocycle, or a substituted or unsubstituted aromatic heterocycle) Atom groups necessary for Substituted alkyl group, substituted or unsubstituted amino group, substituted or unsubstituted carbamoyl group, carboxyl group or its ester group, or cyano group, Ar': substituted or unsubstituted aryl group, R's: substituted or unsubstituted An unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group.

を表わす。) また、次の一般式〔■′ 〕群、〔■″〕群のアゾ系顔
料も使用可能である。
represents. ) Furthermore, azo pigments of the following general formulas [■'] group and [■''] group can also be used.

一般式〔■′ 〕群 A−N = N−A r5−N = N−A r8−N
 = N−AA−N=N−Ar5−N=N−Ar6−N
= N−A r7−N = N−A 〔但し、この一般式中、 Ar5、Ar”およびAr’:それぞれ、置換若しくは
未置換の炭素環式芳香族環基、 または 八′ (X’はヒドロキシ基、 く但し、R13及びRI4はそれぞれ、水素原子又は置
換若しくは未置換のアルキフレ基、R”は置換若しくは
未置換のアラルキル基または置換若しくは未置換のア1
ノール基〉、 Y/は、水素原子、)zロゲン原子、置換若しく(ま未
置換のアルキル基、アルコキシ基、カルボキシル基、ス
ルホ基、置換若しくは未置換のカルバモイル基または置
換若しくは未置換のスルファモイル基(但し、mが2以
上のときは、互いに異なる基であってもよい。) Z′は、置換若しくは未置換の炭素環式芳香族環または
置換若しくは未置換の複素環式芳香族環を構成するに必
要な原子群、 R”は、水素原子、置換若しくは未置換のアミノ基、置
換若しくは未置換のカルバモイル基、カルボキシル基ま
たはそのエステル基、 A′は、置換若しくは未置換のアリール基、nは、■ま
たは2の整数、 一般式〔■″〕 〔但し、この一般式中、 Ar’、Ar8及びAr’° :それぞれ置換若しくは
未置換の炭素環式 %式% R”%R”、Rl”及びRIIl:それぞれ、電子吸引
性基又は水素原子で あって、R”〜R” の少なくとも1つは シアノ基等の電子吸 慣性基、 または 八′ (X/はヒドロキシ基、 く但し、R”及びR21はそれぞれ、水素原子又は置換
若しくは未置換のアルキル基、R”は置換若しくは未置
換のアルキル基または置換若しくは未置換のアリール基
〉、 Y′は、水素原子、〕10ゲン原子、置換若しく【よ未
置換のアルキル基、アルコキシ基、カルボキシル基、ス
ルホ基、置換若しくは未置換のカルバモイル基または置
換若しくは未置換のスルファモイル基(但し、mが2以
上のときは、互いに異なる基であってもよい。) ZIは、置換若しくは未置換の炭素環式芳香族環または
置換若しくは未置換の複素環式芳香族環を構成するに必
要な、原子群、 R”は、水素原子、置換若しくは未置換のアミノ基、置
換若しくは未置換のカルバモイル基、カルボキシル基ま
たはそのエステル基、 A′は、置換若しくは未置換のアリール基、nは、1ま
たは2の整数、 mは、0〜4の整数である。)〕 上記した一般式(III)又は〔■′ 〕群、更には〔
■″〕群のアゾ系顔料の具体例としては、次のものが挙
げられる。
General formula [■'] Group A-N = N-A r5-N = N-A r8-N
= N-AA-N=N-Ar5-N=N-Ar6-N
= N-A r7-N = N-A [However, in this general formula, Ar5, Ar" and Ar': each is a substituted or unsubstituted carbocyclic aromatic ring group, or 8'(X' is hydroxy group, provided that R13 and RI4 are each a hydrogen atom or a substituted or unsubstituted Alkifure group, R'' is a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted A1
Nol group〉, Y/ is a hydrogen atom, )z rogen atom, substituted or (unsubstituted) alkyl group, alkoxy group, carboxyl group, sulfo group, substituted or unsubstituted carbamoyl group, or substituted or unsubstituted sulfamoyl group Group (However, when m is 2 or more, groups may be different from each other.) Z' represents a substituted or unsubstituted carbocyclic aromatic ring or a substituted or unsubstituted heterocyclic aromatic ring. Atom groups necessary for the composition, R'' is a hydrogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted carbamoyl group, a carboxyl group or an ester group thereof, A' is a substituted or unsubstituted aryl group, n is an integer of ■ or 2, general formula [■''] [However, in this general formula, Ar', Ar8 and Ar'°: each substituted or unsubstituted carbocyclic % formula % R"%R", Rl'' and RIIl: Each is an electron-withdrawing group or a hydrogen atom, and at least one of R'' to R'' is an electron-withdrawing group such as a cyano group, or 8' (X/ is a hydroxy group, provided that R" and R21 are each a hydrogen atom or a substituted or unsubstituted alkyl group, R" is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, Y' is a hydrogen atom, Substituted or unsubstituted alkyl group, alkoxy group, carboxyl group, sulfo group, substituted or unsubstituted carbamoyl group, or substituted or unsubstituted sulfamoyl group (however, when m is 2 or more, mutually different groups) ) ZI is an atomic group necessary to constitute a substituted or unsubstituted carbocyclic aromatic ring or a substituted or unsubstituted heterocyclic aromatic ring, R'' is a hydrogen atom, a substituted or an unsubstituted amino group, a substituted or unsubstituted carbamoyl group, a carboxyl group or an ester group thereof, A' is a substituted or unsubstituted aryl group, n is an integer of 1 or 2, m is an integer of 0 to 4. )] General formula (III) or the [■' ] group described above, and also [
Specific examples of the azo pigments of the group ″] include the following.

(Ilr−1) (I[−2) (III−3) (III−4) Cm−5> (Iff−7) (III−8) III’−1) I’−2) In’−3) (In’−4) (ffl’−5) (III’−6) (I’−9) (III’−12) (I’−15) (In’−16) (III’−17) (rlT’−19) (III’−20) (III’−21) (III’−22) (III’−24) (III’−26) (IIT’−27) (I’−29) (1’−30) (1’−32) (III′−33) (■I′−35) (III’−36) ([’−38) (III’10) (III’−41) (III’−43) (III’−44) (III’−45) (III’−46) (III/−48) (III’ −50) (Iff’−51) (IU’ −54) (I’−55) (III’−59) (II[’−60) (III”61) (IU”63) (lTI”65) (III’−66) (III’−67) (III’−68) (III’ −69) (III’−7+) (1’(/−81) (III”83) (III’−84) (III’−85) (IIT”86) (1”87) (■’−88) (I’−89) (III’−81) (fII’−84) (III’−85) (III’−86) (II[’=87) (III′−88) ([1’−89) (III’−90) (I[I’−91) (III’−92) (IIT’−”15) (III’ −96) (III’−98) (I/−99) (III’−100) (III’−101) (III’−102) (III’−104) (1’ −105) (III’−106) (III’−107) (m’ −iog) (III’−112) (III’−114) (III’−115) (III’−117) (IIT’−1,18) (II[’−120) (I[I’−121) (■’−123) (III’−124) (III’−127) (III”−1) (III”−2) (II[−4) (III”5) (III”−7)                 
                  ((III”−
8) :III//  9) III″−10) (II[”−11) (III”−12) (I”−13) (III”−14) (III”−16) (III”−19) (II[”−21) (III”−29) (II[”−30) (III”−31) (rl[”−32) (III/”33) (III”−34) (III”−35) (I[”−36) (III”−37) (III”−39) (1”−40) (ffI”−41) (III”−42) しk また、次の一般式(IV)群の多環キノン顔料らキャリ
ア発生物質として使用できる。
(Ilr-1) (I[-2) (III-3) (III-4) Cm-5> (Iff-7) (III-8) III'-1) I'-2) In'-3) (In'-4) (ffl'-5) (III'-6) (I'-9) (III'-12) (I'-15) (In'-16) (III'-17) (rlT '-19) (III'-20) (III'-21) (III'-22) (III'-24) (III'-26) (IIT'-27) (I'-29) (1'- 30) (1'-32) (III'-33) (■I'-35) (III'-36) (['-38) (III'10) (III'-41) (III'-43) (III'-44) (III'-45) (III'-46) (III/-48) (III'-50) (Iff'-51) (IU'-54) (I'-55) (III '-59) (II['-60) (III"61) (IU"63) (lTI"65) (III'-66) (III'-67) (III'-68) (III'-69) (III'-7+) (1'(/-81) (III'83) (III'-84) (III'-85) (IIT'86) (1'87) (■'-88) (I' -89) (III'-81) (fII'-84) (III'-85) (III'-86) (II['=87) (III'-88) ([1'-89) (III' -90) (I[I'-91) (III'-92) (IIT'-"15) (III'-96) (III'-98) (I/-99) (III'-100) (III '-101) (III'-102) (III'-104) (1'-105) (III'-106) (III'-107) (m'-iog) (III'-112) (III'- 114) (III'-115) (III'-117) (IIT'-1,18) (II['-120) (I[I'-121) (■'-123) (III'-124) ( III'-127) (III"-1) (III"-2) (II[-4) (III"5) (III"-7)
((III”-
8) :III// 9) III"-10) (II["-11) (III"-12) (I"-13) (III"-14) (III"-16) (III"-19) (II[”-21) (III”-29) (II[”-30) (III”-31) (rl[”-32) (III/”33) (III”-34) (III”-35 ) (I[”-36) (III”-37) (III”-39) (1”-40) (ffI”-41) (III”-42) k Also, the following general formula (IV) group Polycyclic quinone pigments can be used as carrier-generating substances.

一般式(IV)群: す (但し、この一般式中、X″はハロゲン原子、ニトロ基
、シアノ基、アシル基又はカルボキシル基を表わし、n
は0〜4の整数、 mは0〜6の整数を表わす) この多環キノン顔料の具体例は次の通りである。
General formula (IV) group: (However, in this general formula, X'' represents a halogen atom, nitro group, cyano group, acyl group, or carboxyl group, and n
is an integer of 0 to 4, m is an integer of 0 to 6) Specific examples of this polycyclic quinone pigment are as follows.

(位−1) (#−3) (#−4) す (IV−5) (IV−6) (IV−7) (IV −,9) (IV−10) (J−11) V (IV−13) (IV−14) (#−15) (IV−17) (■−19) (IV−20) す (IV −21) (IV −22) (IV −23) (1’V −24) ^ (■−25) ^ (1’i’ −26) (■−27) (IV−28) ^ (IV −29) 本発明の感光体においては、キャリア発生層上とキャリ
ア輸送物質と必要に応じてバインダ樹脂を含有する単層
構成の感光層を有するものと、キャリア発生物質と必要
に応じてキャリア輸送物質及びバインダ樹脂を含有する
キャリア発生層と、該キャリア発生層上にキャリア輸送
物質と必要に応じてバインダ樹脂を含有するキャリア輸
送層を設けた積層構成の感光層を有するものとがある。
(Position-1) (#-3) (#-4) Su (IV-5) (IV-6) (IV-7) (IV-,9) (IV-10) (J-11) V (IV -13) (IV-14) (#-15) (IV-17) (■-19) (IV-20) (IV -21) (IV -22) (IV -23) (1'V -24 ) ^ (■-25) ^ (1'i' -26) (■-27) (IV-28) ^ (IV-29) In the photoreceptor of the present invention, on the carrier generation layer and the carrier transport substance, One has a photosensitive layer with a single layer structure containing a binder resin depending on the case, a carrier generating layer containing a carrier generating substance, a carrier transporting substance and a binder resin as necessary, and a carrier transporting substance on the carrier generating layer. There are also those having a photosensitive layer having a laminated structure and provided with a carrier transport layer containing a binder resin as necessary.

面記感光層中にはキャリア発生物質のキャリア発生能を
向上せしめる目的で、アミン類を添加することができ、
特に2級アミン類が好ましい。
Amines can be added to the photosensitive layer for the purpose of improving the carrier generation ability of the carrier generation substance.
Particularly preferred are secondary amines.

かかる2級アミン類としては、例えばジメチルアミン、
ジエチルアミン、ジ−nプロピルアミン、ジ−イソプロ
ピルアミン、ジ−nブチルアミン、ジ−イソブチルアミ
ン、ジ−nアミルアミン、ジ−イソアミルアミン、ジ−
nヘキシルアミン、ジ−イソヘキシルアミン、ジ−nペ
ンチルアミン、ジ−イソペンチルアミン、ジ−nオクチ
ルアミン、ジ−イソオクチルアミン、ジ−nノニルアミ
ン、ジ−イソノニルアミン、ジ−nデシルアミン、ジー
イソデシルアミン、ジ−nモノデシルアミン、ジ−イソ
モノデシルアミン、ジーn ドデシルアミン、ジ−イソ
ドデシルアミン、ジ−シクロヘキシル、アミン等が挙げ
られる。
Examples of such secondary amines include dimethylamine,
Diethylamine, di-n-propylamine, di-isopropylamine, di-n-butylamine, di-isobutylamine, di-n-amylamine, di-isoamylamine, di-
n-hexylamine, di-isohexylamine, di-n-pentylamine, di-isopentylamine, di-n-octylamine, di-isooctylamine, di-n-nonylamine, di-isononylamine, di-n-decylamine, Examples include di-isodecylamine, di-n monodecylamine, di-isomonodecylamine, di-n dodecylamine, di-isododecylamine, di-cyclohexyl, amine, and the like.

次に本発明の感光体の製造方法としては、キャリア発生
物質として用いられるアゾ系顔料を必要に応じて加えら
れるキャリア輸送物質及びバインダ樹脂と共に分散媒中
に分散して塗布液を作成し、これを導電性支持体上に塗
布してキャリア発生層を形成し、この上にキャリア輸送
物質と必要に応じて加えられるバインダ樹脂を溶媒中に
溶解した塗布液を塗布してキャリア輸送層を形成して゛
積層構成の感光層を有する感光体を作成する。
Next, as a method for manufacturing the photoreceptor of the present invention, a coating liquid is prepared by dispersing an azo pigment used as a carrier generating substance in a dispersion medium together with a carrier transporting substance and a binder resin added as necessary. is applied onto a conductive support to form a carrier generation layer, and a coating solution in which a carrier transport substance and a binder resin added as necessary are dissolved in a solvent is applied onto this to form a carrier transport layer. A photoreceptor having a photoreceptor layer having a laminated structure is prepared.

又別の方法としてはキャリア発生物質とキャリア輸送物
質と必要に応じてバインダ樹脂を溶媒中に分散して塗布
液を作成し、これを導電性支持体上に塗布して単層構成
の感光層を有する感光体を作成する。
Another method is to prepare a coating solution by dispersing a carrier-generating substance, a carrier-transporting substance, and, if necessary, a binder resin in a solvent, and then coat this on a conductive support to form a single-layer photosensitive layer. Create a photoreceptor with

前記製造方法における分散液のキャリア発生物1μ〜0
.01μmの範囲とされる。
The carrier generated in the dispersion in the above manufacturing method is 1 μ to 0
.. The range is 0.01 μm.

又前記キャリア発生物質を分散した塗布液のバインダー
樹脂としては、例えばポリエチレン、ポリプロピレン、
アクリル樹脂、メタクリル樹脂、塩化ビニル樹脂、酢酸
ビニル樹脂、エポキシ樹脂、ポリウレタン樹脂、フェノ
ール樹脂、ポリエステル樹脂、アルキ ラド樹脂、ポリ
カーボネート樹脂、シリコン樹脂、メラミン樹脂等の付
加重合型樹脂、重付加型樹脂、重縮合型樹脂、並びにこ
れらの樹脂の繰り返し単位のうちの2つ以上を含む共重
合体樹脂、例えば塩化ビニル−酢酸ビニル共重合体樹脂
、塩化ビニル−酢酸ビニル−無水マレイン酸共重合体樹
脂等の絶縁性樹脂の他、ポリ−N−ビニルカルバゾール
等の高分子有機半導体を挙げることができる。
Further, as the binder resin of the coating liquid in which the carrier-generating substance is dispersed, for example, polyethylene, polypropylene,
Acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, epoxy resin, polyurethane resin, phenol resin, polyester resin, alkyrad resin, polycarbonate resin, silicone resin, melamine resin, addition polymerization type resin, polyaddition type resin, Polycondensation type resins, and copolymer resins containing two or more repeating units of these resins, such as vinyl chloride-vinyl acetate copolymer resins, vinyl chloride-vinyl acetate-maleic anhydride copolymer resins, etc. In addition to the above insulating resins, polymeric organic semiconductors such as poly-N-vinylcarbazole can be used.

そして、このバインダ樹脂のアゾ系顔料に対する割合は
、0〜200重量%、特に10〜100重量%の範囲が
望ましい。
The ratio of the binder resin to the azo pigment is preferably in the range of 0 to 200% by weight, particularly 10 to 100% by weight.

又前記キャリア輸送物質を溶解したキャリア愉ヂレ、ポ
リプロピレン、アクリル樹脂、メタクリル樹脂、重縮合
型樹脂、並びにこれらの樹脂の繰返し単位のうちの2つ
以上を含む共重合体樹脂、例えば塩化ビニル−酢酸ビニ
ル共重合体樹脂、塩化ヒニルー酢酸ビニルー無水マレイ
ン酸共重合体樹脂等を挙げることができる。
Further, carrier materials in which the carrier transport substance is dissolved, polypropylene, acrylic resins, methacrylic resins, polycondensation resins, and copolymer resins containing two or more of the repeating units of these resins, such as vinyl chloride- Examples include vinyl acetate copolymer resin, vinyl chloride-vinyl acetate-maleic anhydride copolymer resin, and the like.

しかし、バインダ樹脂はこれらに限定されるものではな
く、斯かる用途に一般に用いられる全ての樹脂を使用す
ることができる。
However, the binder resin is not limited to these, and all resins commonly used for such purposes can be used.

又前記各塗布液を作成するための溶媒としては、N、N
−ジメチルホルムアミド、アセトン、メチルエチルケト
ン、シクロヘキサノン、ベンゼン、トルエン、キシレン
、クロロホルム、1.2−ジクロロエタン、ジクロロメ
タン、テトラヒドロフラン、ジオキサン、メタノール、
エタノール、イソプロパツール、酢酸エチル、酢酸ブチ
ル、ジメチルスルホキシド等が挙げられる。
In addition, as the solvent for preparing each of the above-mentioned coating liquids, N, N
-dimethylformamide, acetone, methyl ethyl ketone, cyclohexanone, benzene, toluene, xylene, chloroform, 1,2-dichloroethane, dichloromethane, tetrahydrofuran, dioxane, methanol,
Examples include ethanol, isopropanol, ethyl acetate, butyl acetate, dimethyl sulfoxide, and the like.

又前記電子受容性物質は主としてキャリア輸送物質に対
して加えられ、前記2級アミンは主としてキャリア発生
物質に対して加えられるが、要は積層構成又は単層構成
の感光層中に内添又は外添により添加された後、直接又
拡散滲透等によりキャリア発生物質又はキャリア輸送物
に作用して効果を奏するようにすればよい。
The electron-accepting substance is mainly added to the carrier-transporting substance, and the secondary amine is mainly added to the carrier-generating substance; After being added, it may act on the carrier-generating substance or the carrier-transporting substance directly or by diffusion permeation, etc., to produce an effect.

前記積層構成の感光層中のキャリア発生層におけるバイ
ンダ樹脂はキャリア発生物質100重量部に対して好ま
しくは10〜100重量部とされ、キャリア輸送物質1
00重量部に対して好ましくは30〜1000重量部、
より好ましくは50〜200重景部とされる。
The binder resin in the carrier generating layer in the photosensitive layer having the laminated structure is preferably 10 to 100 parts by weight based on 100 parts by weight of the carrier generating substance, and
00 parts by weight, preferably 30 to 1000 parts by weight,
More preferably, it is set to 50 to 200 depths.

又単層構成の感光層中バインダ樹脂はキャリア発生物質
100重量部に対して好ましくは30〜1000重量部
、より好ましくは50〜200重量部とされる。
The amount of binder resin in the single-layer photosensitive layer is preferably 30 to 1000 parts by weight, more preferably 50 to 200 parts by weight, based on 100 parts by weight of the carrier-generating substance.

又積層構成及び単層構成の感光層中のキャリア発生物質
に対するキャリア輸送物質の含有割合は1:3〜I:2
とするのが好ましい。
Further, the content ratio of the carrier transporting substance to the carrier generating substance in the photosensitive layer of the laminated structure and the single layer structure is 1:3 to I:2.
It is preferable that

次に本発明の感光体は、例えば第1図〜第3図の如く構
成され、第1図及び第2図は負帯電用の積層構成の感光
体の断面図であり、第3図は同じく負帯電用の単層構成
の感光体が示される。
Next, the photoreceptor of the present invention is constructed, for example, as shown in FIGS. 1 to 3. FIGS. 1 and 2 are cross-sectional views of the photoreceptor having a laminated structure for negative charging, and FIG. A photoreceptor having a single layer structure for negative charging is shown.

第1図の感光体においては、導電性支持体1上に粒状キ
ャリア発生物質6をバインダ樹脂中に分散含有させた0
、05〜10μm厚のキャリア発生層2を設け、さらに
この上にキャリア輸送物質7をバインダ樹脂中に相溶さ
せた5〜50μm厚のキャリア輸送層3を設けて積層構
成の感光層4を形成した感光体が示される。
In the photosensitive member shown in FIG.
, a carrier generation layer 2 with a thickness of 05 to 10 μm is provided, and a carrier transport layer 3 with a thickness of 5 to 50 μm in which a carrier transport substance 7 is dissolved in a binder resin is further provided on this to form a photosensitive layer 4 having a laminated structure. A photoconductor is shown.

又第2図は第1図のキャリア発生層2中に適量のキャリ
ア輸送物質を含有させ、かつ0.005〜5μm厚の中
間層5を設けた感光体が示され、第3図にはキャリア発
生物質とキャリア輸送物質7とバインダ樹脂を含有する
2〜20μm厚の単層構成の感光層4を形成した感光体
が示される。
Further, FIG. 2 shows a photoreceptor in which the carrier generation layer 2 of FIG. A photoreceptor is shown in which a photoreceptor layer 4 of a single layer structure with a thickness of 2 to 20 μm is formed containing a generating substance, a carrier transport substance 7, and a binder resin.

前記中間層5の材質としては、アクリル樹脂、メタクリ
ル樹脂、塩化ビニル樹脂、酢酸ビニル樹脂、エポキシ樹
脂、ポリウレタン樹脂、フェノール樹脂、ポリエステル
樹脂、アルキッド樹脂、ポリカーボネート樹脂、シリコ
ン樹脂、メラミン樹脂、塩化ビニル−酢酸ビニル共重合
体、塩化ビニロース樹脂等が挙げることができる。
Materials for the intermediate layer 5 include acrylic resin, methacrylic resin, vinyl chloride resin, vinyl acetate resin, epoxy resin, polyurethane resin, phenol resin, polyester resin, alkyd resin, polycarbonate resin, silicone resin, melamine resin, and vinyl chloride resin. Examples include vinyl acetate copolymer and vinylose chloride resin.

又前記導電性支持体lとしては、アルミニウム、ニッケ
ルなどの金属板、金属ドラム又は金属箔、アルミニウム
、酸化スズ、酸イヒインジウムなどを蒸着したプラスチ
ックフィルムあるいは導電性物、質を塗布した紙、プラ
スチックなどのフィルム又はドラムを使用することがで
きる。
The conductive support l may be a metal plate made of aluminum or nickel, a metal drum or metal foil, a plastic film coated with aluminum, tin oxide, indium oxide, etc., paper coated with a conductive substance, or plastic. A film or drum such as can be used.

〔実 施 例〕〔Example〕

以下本発明を実施例により具体的に説明するが、本発明
の実施の態様がこれにより限定されるものではない。
EXAMPLES The present invention will be specifically explained below with reference to Examples, but the embodiments of the present invention are not limited thereto.

〔実施例 l〕[Example l]

アルミニウムを蒸着した厚さ100μmのポリエチレン
テレフタレートからなる導電性支持体上に、塩化ビニル
−酢酸ビニル−無水マレイン酸共重合体「エスレックM
 F −10J(漬水化学工業社製)からなる厚さ約0
.05μmの中間層を設けた。
Vinyl chloride-vinyl acetate-maleic anhydride copolymer ``S-LEC M
Made of F-10J (manufactured by Tsukisui Kagaku Kogyo Co., Ltd.) with a thickness of approximately 0
.. An intermediate layer of 0.05 μm was provided.

次いで前記化合物例(III’−7)で示したキャリア
発生物質1.5gと分散用バインダ樹脂ポリメチルメタ
クリレート(「エルベサイト2010Jデュポ、ン社製
)0.6gを、前記キャリア発生物質1モルに対して0
.12モルとなるようにアミン成分を含有させた1、2
−ジ−クロロエタン/ジ−イソブチルアミン混合溶媒1
00m&中に添加し、ボールミルで8時間分散させ、得
られた塗布液を前記中間層上に塗布乾燥して約0.3μ
m厚のキャリア発生層を形成した。
Next, 1.5 g of the carrier-generating substance shown in Compound Example (III'-7) and 0.6 g of a dispersion binder resin polymethyl methacrylate (Elvesite 2010J manufactured by Dupot, Inc.) were added to 1 mole of the carrier-generating substance. against 0
.. 1 and 2 containing an amine component so as to have a concentration of 12 moles
-Di-chloroethane/di-isobutylamine mixed solvent 1
00m&, dispersed in a ball mill for 8 hours, and the resulting coating solution was applied onto the intermediate layer and dried to form a layer of about 0.3 μm.
A carrier generation layer having a thickness of m was formed.

一方、前記例示化合物(1−50)で示したスチリル化
合物11.25gとポリカーボネート樹脂[パンライト
L−1250J(音大化成社製)15gとを1.2−ジ
クロロエタン100mgに溶解し、得られた溶液を前記
キャリア発生層上に塗布し、十分乾燥して厚さ15μm
のキャリア輸送層を形成し、以って本発明に基づく感光
体を製造した。
On the other hand, 11.25 g of the styryl compound shown in the exemplified compound (1-50) and 15 g of polycarbonate resin [Panlite L-1250J (manufactured by Ondai Kasei Co., Ltd.) were dissolved in 100 mg of 1,2-dichloroethane. The solution was applied onto the carrier generation layer and dried sufficiently to a thickness of 15 μm.
A carrier transport layer was formed, thereby producing a photoreceptor according to the present invention.

〔実施例 2〜8〕 実施例1のキャリア輸送物質 の端末構造体りを別表の如く変化した他は前記実施例1
と同様にして7種類の本発明の感光体を製造した。
[Examples 2 to 8] Same as Example 1 except that the terminal structure of the carrier transport substance of Example 1 was changed as shown in the attached table.
Seven types of photoreceptors of the present invention were manufactured in the same manner as described above.

(比較例1〜5) 実施例!端末構造体りを別表の如く変化した他は前記実
施例1と同様にして5種類の比較用感光体を製造した。
(Comparative Examples 1 to 5) Example! Five types of comparative photoreceptors were manufactured in the same manner as in Example 1 except that the terminal structure was changed as shown in the attached table.

〔実施例 9〕 実施例1のキャリア輸送層を形成するための塗布液中に
電子受容性物質としてキャリア輸送物質1モルに対して
0.08モルに相当する2−メチルナフトキノンを溶解
含有させた他は実施例1と同様にして本発明の感光体を
製造した。
[Example 9] 2-methylnaphthoquinone was dissolved and contained as an electron-accepting substance in the coating solution for forming the carrier transport layer of Example 1 in an amount equivalent to 0.08 mol per 1 mol of the carrier transport substance. A photoreceptor of the present invention was manufactured in the same manner as in Example 1 except for the following.

〔実施例 10〜13) 実施例9のキャリア輸送物質の端末構造体りを別表の如
く変化した他は実施例9と同様にして4種類の本発明の
感光体を得た。
[Examples 10 to 13] Four types of photoreceptors of the present invention were obtained in the same manner as in Example 9, except that the terminal structure of the carrier transport material in Example 9 was changed as shown in the attached table.

(比較例6〜8) 実施例9のキャリア輸送物質の端末構造体りを別表の如
く変化した他は前記実施例9と同様にして3種類の比較
用感光体を得た。
(Comparative Examples 6 to 8) Three types of comparative photoreceptors were obtained in the same manner as in Example 9, except that the terminal structure of the carrier transport material in Example 9 was changed as shown in the attached table.

以上のようにして得られた感光体(実施例1〜13の感
光体及び比較例1〜8の感光体)の各々について、「エ
レクトロメーターS P −428型」(川口電気製作
新製)を用いて、その電子写真特性を調べた。 即ち、
感光体表面を帯電電圧−6KVで5秒間帯電させた時の
受容電位VA(ボルト)と、5秒間暗減衰させた後の電
位V+(初期電位)を1/2に減衰させるために必要な
露光fiE1/2(ルックス・秒)と 暗減衰率(VA−V I)/V 、x ioo (%)
と、更に初期電位V、を−500(V )から−50(
V )に減衰させる々めに必要な露光潰E哨(ルックス
・秒)とを測定した。
For each of the photoconductors obtained as described above (the photoconductors of Examples 1 to 13 and the photoconductors of Comparative Examples 1 to 8), an "electrometer SP-428 type" (newly manufactured by Kawaguchi Denki Seisakusho) was used. The electrophotographic properties were investigated using this method. That is,
Exposure required to attenuate the acceptance potential VA (volts) when the photoreceptor surface is charged for 5 seconds at a charging voltage of -6 KV and the potential V+ (initial potential) after 5 seconds of dark decay to 1/2. fiE1/2 (lux seconds) and dark decay rate (VA-V I)/V, x ioo (%)
And further, the initial potential V is changed from -500 (V) to -50 (
The exposure time required for each attenuation to V) was measured.

結果は別表に示す通りである。The results are shown in the attached table.

又、別表中のD(Ao)は端丈槽浩汰■、のM漁其Rを
自由回転させたとき、該置換基Rが前記端末構造体りの
芳香環平面を下図のように横からみた該平面に対して、
上下に変位する最大距離を表わす。
In addition, D (Ao) in the attached table indicates that when the M-ring R of Danjōtan Kota ■ is rotated freely, the substituent R will cause the aromatic ring plane of the terminal structure to be viewed from the side as shown in the figure below. For the plane seen,
Represents the maximum distance for vertical displacement.

又前記D(A’)の測定は以下の方法により行なわれる
。市販のHGS分子構造模型を用いて、該当する化合物
のモデルを実際に組み立て前記置換基Rを自由回転させ
たときの最大粗ID(A’)を付属のスケールで実測し
て求めた。
Further, the measurement of D(A') is carried out by the following method. Using a commercially available HGS molecular structure model, a model of the relevant compound was actually assembled, and the maximum crude ID (A') when the substituent R was freely rotated was determined by actual measurement using the attached scale.

又置換基Rの結合角度及び結合距離は、例えば化学便覧
(基礎編改訂2版)等により既知であり、該化学便覧の
データに基づき計算して得られた最大粗MD(A’)の
値と前記実測値とがほぼ一致し前記別表より置換基の自
由回転時における共役系構造体平面に対する上下変位距
離が5A’以内とされたキャリア輸送物質を含有する本
発明の感光体は5A’を越える比較用感光体に比して感
光体の光感度、暗減衰%等が優れていることがわかる。
In addition, the bond angle and bond distance of the substituent R are known, for example, from the Chemical Handbook (Basic Edition Revised 2nd Edition), and the value of the maximum rough MD (A') obtained by calculating based on the data from the Chemical Handbook. The photoreceptor of the present invention, which contains a carrier transporting material whose vertical displacement distance with respect to the plane of the conjugated structure during free rotation of the substituent group is within 5A' according to the above-mentioned appended table, is almost in agreement with the above-mentioned measured value. It can be seen that the photosensitivity, dark decay %, etc. of the photoreceptor are superior to that of the comparative photoreceptor.

〔発明の効果〕〔Effect of the invention〕

以上説明したように本発明の感光体によれば、キャリア
輸送物質の構造に全く新規な着想を導入したことにより
感光体の光感度、暗減衰その他耐久性等の電子写真特性
を大巾に改善する手段が得られ、かつ、感光体作成時の
キャリア輸送物質の選択の誤りが回避される等の効果が
奏される。
As explained above, according to the photoreceptor of the present invention, electrophotographic properties such as photosensitivity, dark decay, and durability of the photoreceptor are greatly improved by introducing a completely new idea into the structure of the carrier transport material. In addition, there are effects such as avoiding mistakes in selecting a carrier transporting substance when producing a photoreceptor.

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

第1図乃至第3図は本発明の感光体の構造を説明する断
面図。 −1,・・・導電性支持体 2、・・・キャリア発生層 3、・・・キャリア輸送層 4、・・・感#層 5、・・・中間層 6、・・・キャリア発生物質 7、・・・キャリア輸送物質
1 to 3 are cross-sectional views illustrating the structure of the photoreceptor of the present invention. -1, ... conductive support 2, ... carrier generation layer 3, ... carrier transport layer 4, ... sensitive # layer 5, ... intermediate layer 6, ... carrier generation substance 7 ,...carrier transport substance

Claims (11)

【特許請求の範囲】[Claims] (1)キャリア発生物質とキャリア輸送物質を含有する
感光層を有する感光体において、前記キャリア輸送物質
が置換基を有する共役系構造体を要部として含み、かつ
前記置換基が前記共役系構造体の平面に対して上下5A
°以内の距離に存在することを特徴とする感光体。
(1) In a photoreceptor having a photosensitive layer containing a carrier-generating substance and a carrier-transporting substance, the carrier-transporting substance contains a conjugated structure having a substituent as a main part, and the substituent is formed in the conjugated structure having a substituent. 5A above and below the plane of
A photoreceptor characterized by being present at a distance within 100°.
(2)前記置換基が、水素原子、ハロゲン原子、ヒドロ
キシ基、ニトロ基、炭素原子数2以下のアルキル基もし
くはアルコキシ基もしくはアシル基、シアノ基、アミノ
基もしくはモノメチルアミノ基、置換もしくは未置換の
芳香族炭素環又は芳香族複素環であり、但し前記置換基
の2つが前記共役系構造体の一部と共同して環を形成し
てもよい特許請求の範囲第1項記載の感光体。
(2) The substituent is a hydrogen atom, a halogen atom, a hydroxy group, a nitro group, an alkyl group or alkoxy group having 2 or less carbon atoms or an acyl group, a cyano group, an amino group or a monomethylamino group, substituted or unsubstituted 2. The photoreceptor according to claim 1, which is an aromatic carbocyclic ring or an aromatic heterocyclic ring, provided that two of the substituents may cooperate with a part of the conjugated structure to form a ring.
(3)前記置換基を有する共役系構造体を要部として含
むキャリア輸送物質が下記一般式〔 I 〕で示される特
許請求の範囲第1項又は第2項記載の感光体。 一般式〔 I 〕 ▲数式、化学式、表等があります▼ 〔式中R^1及びR^2は置換もしくは未置換のアルキ
ル基又はフェニル基から成る互に同じでも異なってもよ
い基、Arは芳香族炭素環又は芳香族複素環、Kは共役
系構造体、R^3〜R^8は該共役系構造体Kに結合す
る置換基で、R^3及びR^4は水素原子、ハロゲン原
子、ヒドロキシ基、ニトロ基、炭素原子数2以下のアル
キル基もしくはアルコキシ基もしくはアシル基、シアノ
基、アミノ基もしくはモノメチルアミノ基、R^5及び
R^6は水素原子、ハロゲン原子、炭素原子数2以下の
アルキル基、シアノ基、置換もしくは未置換のの芳香族
炭素環又は芳香族複素環で、R^7及びR^8は水素原
子、ハロゲン原子、ヒドロキシ基、ニトロ基、炭素原子
数2以下のアルキル基もしくはアルコキシ基、もしくは
アシル基、シアノ基、アミノ基もしくはモノメチルアミ
ノ基、置換もしくは未置換の芳香族炭素環又は芳香族複
素環を表わし、R^7及びR^8は共同して前記Arと
共に環を形成してもよい。〕
(3) The photoreceptor according to claim 1 or 2, wherein the carrier transport material containing the conjugated structure having the substituent as a main part is represented by the following general formula [I]. General formula [I] ▲ Numerical formulas, chemical formulas, tables, etc. Aromatic carbocycle or aromatic heterocycle, K is a conjugated structure, R^3 to R^8 are substituents bonded to the conjugated structure K, R^3 and R^4 are hydrogen atoms, halogen Atom, hydroxy group, nitro group, alkyl group or alkoxy group or acyl group having 2 or less carbon atoms, cyano group, amino group or monomethylamino group, R^5 and R^6 are hydrogen atoms, halogen atoms, number of carbon atoms 2 or less alkyl group, cyano group, substituted or unsubstituted aromatic carbon ring or aromatic heterocycle, R^7 and R^8 are hydrogen atom, halogen atom, hydroxy group, nitro group, carbon atom number 2 Represents the following alkyl group or alkoxy group, or acyl group, cyano group, amino group or monomethylamino group, substituted or unsubstituted aromatic carbocycle or aromatic heterocycle, and R^7 and R^8 jointly represent It may form a ring together with the Ar. ]
(4)前記感光層が下記一般式〔II〕及び一般式〔II′
〕で示される電子受容性物質を含有する特許請求の範囲
第1項乃至第3項記載の感光体。 一般式〔II〕:▲数式、化学式、表等があります▼一般
式〔II′〕:▲数式、化学式、表等があります▼ 〔式中、Rは置換もしくは未置換ののアルキル基、アラ
ルキル基又はアリール基でnは0又は2、Zは置換もし
くは未置換の芳香族炭素環又は芳香族複素環を形成する
に必要な原子群を表わす。〕
(4) The photosensitive layer has the following general formula [II] and general formula [II'
] The photoreceptor according to any one of claims 1 to 3, which contains an electron-accepting substance represented by the following. General formula [II]: ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ General formula [II']: ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, R is a substituted or unsubstituted alkyl group, aralkyl group or an aryl group, where n is 0 or 2, and Z represents an atomic group necessary to form a substituted or unsubstituted aromatic carbon ring or aromatic heterocycle. ]
(5)前記電子受容性物質が前記感光層中に前記キャリ
ア輸送物質の1倍以下のモル数で含有される特許請求の
範囲第4項記載の感光体。
(5) The photoreceptor according to claim 4, wherein the electron-accepting substance is contained in the photosensitive layer in a molar amount less than 1 times that of the carrier-transporting substance.
(6)前記電子受容性物質が前記感光層中に前記キャリ
ア輸送物質の0.2倍〜0.005倍の範囲のモル数で
含有される特許請求の範囲第4項又は第5項記載の感光
体。
(6) The electron-accepting substance is contained in the photosensitive layer in a molar number ranging from 0.2 to 0.005 times that of the carrier-transporting substance. Photoreceptor.
(7)前記電子受容性物質の電子親和力が0.3〜1.
2eVの範囲にある特許請求の範囲第4項乃至第6項記
載の感光体。
(7) The electron-accepting substance has an electron affinity of 0.3 to 1.
The photoreceptor according to claims 4 to 6, which has a voltage in the range of 2 eV.
(8)前記感光層が前記キャリア発生物質と前記キャリ
ア輸送物質を含有する単層構成の感光層とされる特許請
求の範囲第1項、第5項又は第6項記載の感光体。
(8) The photoreceptor according to claim 1, 5, or 6, wherein the photosensitive layer is a single-layer photosensitive layer containing the carrier-generating substance and the carrier-transporting substance.
(9)前記感光層が前記キャリア発生物質と必要に応じ
てキャリア輸送物質を含有するキャリア発生層と、該キ
ャリア発生層上にあって前記キャリア輸送物質を含有す
るキャリア輸送層とから成る積層構成の感光層とされる
特許請求の範囲第1項、第5項又は第6項記載の感光体
(9) The photosensitive layer has a laminated structure consisting of a carrier generation layer containing the carrier generation substance and optionally a carrier transport substance, and a carrier transport layer located on the carrier generation layer and containing the carrier transport substance. The photoreceptor according to claim 1, 5 or 6, which is a photosensitive layer.
(10)前記キャリア発生物質がアゾ系顔料から成る特
許請求の範囲第8項又は第9項記載の感光体。
(10) The photoreceptor according to claim 8 or 9, wherein the carrier generating substance comprises an azo pigment.
(11)前記アゾ系顔料が電子吸引性基を有する特許請
求の範囲第10項記載の感光体。
(11) The photoreceptor according to claim 10, wherein the azo pigment has an electron-withdrawing group.
JP60187966A 1985-08-27 1985-08-27 Photosensitive body Pending JPS6247646A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60187966A JPS6247646A (en) 1985-08-27 1985-08-27 Photosensitive body

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60187966A JPS6247646A (en) 1985-08-27 1985-08-27 Photosensitive body

Publications (1)

Publication Number Publication Date
JPS6247646A true JPS6247646A (en) 1987-03-02

Family

ID=16215269

Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JPS6247646A (en)

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