JP4145330B2 - Electrophotographic photoreceptor - Google Patents

Description

The present invention relates to an electrophotographic photoreceptor.

  In an organic electrophotographic photosensitive member, a function-separated type photosensitive member in which a charge generation layer and a charge transport layer are laminated has been noticed and put into practical use in order to increase the sensitivity. The mechanism of electrostatic latent image formation in this function-separated type photoreceptor is that when the photoreceptor is charged and then irradiated with light, the light is absorbed by the charge generation layer, and the charge generation layer that has absorbed the light generates charge carriers. This charge carrier is injected into the charge transport layer, moves in the charge transport layer (or photosensitive layer) according to the electric field generated by charging, and forms an electrostatic latent image by neutralizing the charge on the surface of the photoreceptor. To do.

  Various photoconductor materials have been developed so far, but in order to make them excellent electrophotographic photoconductors that can be put into practical use, sensitivity, receptive potential, potential holding property, potential stability, residual potential, and spectral characteristics are required. Various characteristics such as representative electrophotographic characteristics, mechanical durability such as abrasion resistance, chemical stability against heat, light, discharge products, and the like are required. In particular, it is important to have high sensitivity and excellent repeated stability. However, as described above, a certain degree of high sensitivity characteristics can be achieved by a combination of an appropriate charge generation material and charge transport material. is there.

  On the other hand, in addition to this, studies have been made on the combination of mechanical durability, but depending on the combination of conventionally proposed charge generation materials and charge transport materials, a material that satisfies all of the above conditions can be obtained. It was not done. Therefore, there has been a strong demand for the completion of an electrophotographic photosensitive member that maintains high sensitivity and is excellent in stability by repeated use by using conventionally proposed charge generation materials and charge transport materials.

An object of the present invention is to provide a novel electrophotographic photoreceptor.

1st aspect of this invention is invention which concerns on Claim 1 described in the claim.
The second aspect of the present invention is the invention according to claim 2 described in the claims.
The third aspect of the present invention is the invention according to claim 3 described in the claims.

According to the present invention, a novel electrophotographic photosensitive member can be provided.

The present invention relates to an electrophotographic photoreceptor, and more particularly, to an electrophotographic photoreceptor excellent in photosensitivity, printing characteristics, and repeated use characteristics using a specific charge transport material in combination.

  The object of the present invention is to improve the film quality of the photoreceptor and prevent the occurrence of abnormal images due to deterioration of the photosensitive layer film, thereby exhibiting excellent stability even after repeated use and maintaining high sensitivity. It is to provide an electrophotographic photosensitive member that can be used.

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒは、カルバゾリル基、ピリジル基、チエニル基、インドリル基、フリル基またはそれぞれ置換もしくは無置換のフェニル基、スチリル基、ナフチル基もしくはアントリル基（ただし、前記置換基はジ低級アルキルアミノ基、低級アルキル基、低級アルコキシ基、ハロゲン原子、アラルキルアミノ基およびアミノ基からなる群から選ばれる）を表す。
第二に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（３）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２、Ｒ_３は、同一でも異なっていてもよく、水素原子、低級アルキル基、低級アルコキシ基、フェニル基、フェノキシ基またはハロゲン原子を表す。
第三に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（４）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１は、水素原子、ハロゲン原子、シアノ基または低級アルキル基、Ａｒは、

（ただし、Ｒ_２、Ｒ_３、Ｒ_６は、水素原子、置換もしくは無置換の低級アルキル基または置換もしくは無置換のベンジル基を、Ｒ_４、Ｒ_５は、水素原子、ハロゲン原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基を表す。）を表す。
第四に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（５）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１は、水素原子、低級アルキル基、クロルエチル基またはヒドロキシエチル基を、Ｒ_２は、水素原子またはハロゲン原子を、Ｒ_３は、低級アルキル基、ジ低級アルキルアミノ基、ジアリールアミノ基、置換もしくは無置換のスチリル基、置換もしくは無置換の芳香環残基（芳香環はベンゼン環、ナフタレン環もしくはアントラセン環）または置換もしくは無置換の複素環残基（複素環はピリジン環、キノキサリン環もしくはカルバゾール環）を表す。
第五に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（６）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１は、低級アルキル基、Ｒ_２は、低級アルキル基、ジ低級アルキルアミノ基、ジアリールアミノ基、置換もしくは無置換のスチリル基、置換もしくは無置換の芳香環残基（芳香環はベンゼン環、ナフタレン環またはアントラセン環）または置換もしくは無置換の複素環残基（複素環はピリジン環、キノキサリン環またはカルバゾール環）を表す。
第六に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（７）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２は、同一でも異なっていてもよく、水素原子、低級アルキル基、ヒドロキシ低級アルキル基、クロル低級アルキル基、アルキルの炭素数１〜２のアシル基、アルキルの炭素数５〜６のシクロアルキル基または置換もしくは無置換のアラルキル基を表す。
第七に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（８）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_３、Ｒ_４は、水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、メチレンジオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子または置換もしくは無置換のアリール基を、Ｒ_２は、水素原子、アルコキシ基、置換もしくは無置換のアルキル基またはハロゲン原子を表す。ただし、Ｒ_１、Ｒ_２、Ｒ_３およびＲ_４がすべて水素原子である場合は除く。また、ｋ、ｌ、ｍおよびｎは１、２、３または４の整数であり、各々が２、３または４の整数のときはＲ_１、Ｒ_２、Ｒ_３およびＲ_４は同一でも異なっていてもよい。
第八に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（９）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａｒ_１は置換もしくは無置換の芳香族炭化水素基または複素環基を表し、Ａは置換もしくは無置換のＮ−置換カルバゾリル基または

（ただし、Ａｒ_２は置換もしくは無置換の芳香族炭化水素基または複素環基でアリ、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基である。）を表す。
第九に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１０）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１は、水素原子、アルキル基、アルコキシ基、アリールオキシ基、ジアルキルアミノ基、ジアリールアミノ基またはハロゲン原子を、Ｒ_２、Ｒ_３は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を、Ａｒは芳香族炭化水素基または複素環基を、ｎは１または２の整数を表す。
第十に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１１）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２は、水素原子、アミノ基、置換もしくは無置換のジアルキルアミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子または置換もしくは無置換のアリール基を、Ｒ_３、Ｒ_４は、水素原子、アルコキシ基、置換もしくは無置換のアルキル基またはハロゲン原子を表す。Ａｒは置換もしくは無置換の単環芳香族炭化水素基、置換もしくは無置換の非縮合多環芳香族炭化水素基または置換もしくは無置換の複素環基を表す。
第十一に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１２）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、ＡはＮ−置換カルバゾリル基または

（ただし、Ａｒは芳香族炭化水素基または複素環基であり、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基である）であり、Ｒはアルキル基、アルコキシ基、ハロゲン原子のいずれかであり、ｎは０〜４の整数であり、ｎ≧２ではＲは同種でも異種でもよい。
第十二に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１３）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａは９−アントリル基、置換もしくは無置換のＮ−置換カルバゾリル基、置換もしくは無置換のＮ−置換フェノチアジニル基または

（式中Ａｒは置換もしくは無置換のアリーレン基を表し、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基または置換もしくは無置換のアリール基を表す）を表し、Ｒは水素原子、置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基または置換もしくは無置換のアリール基を表す。ｍは２〜８の整数、ｎは０または１の整数を表す。
第十三に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１４）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａは９−アントリル基、置換もしくは無置換のＮ−置換カルバゾリル基、置換もしくは無置換のＮ−置換フェノチアジニル基または

（式中Ａｒは置換もしくは無置換のアリーレン基を表し、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基または置換もしくは無置換のアリール基を表す）を表し、Ｒは水素原子、置換もしくは無置換のアルキル基、置換もしくは無置換のアラルキル基または置換もしくは無置換のアリール基を表す。ｎは０〜８の整数を表す。
第十四に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１５）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_４およびＲ_５は、水素原子、アルキル基、アルコキシ基またはハロゲン原子であり、これらは同一でも異なっていてもよい。
第十五に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１６）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

（式中、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表し、Ｒ_１およびＲ_２のうち少なくとも１つは置換もしくは無置換のアリール基を表す。
第十六に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１７）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

（式中、Ｒ_１、Ｒ_２は置換もしくは無置換のアルキル基、置換もしくは無置換のアリール基を表し、Ｒ_１およびＲ_２が同一でも異なっていてもよい。Ｒ_３、Ｒ_４は水素原子、アルキル基、アルコキシ基またはハロゲン原子を表し、また、ｍは１、２、３の、ｎは１、２、３、４の整数であり、ｍ、ｎが各々複数の場合、Ｒ_３、Ｒ_４は同一でも異なっていてもよい。
第十七に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１８）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、ｍは０または１の整数であり、ｍ＝１のときはＸは酸素原子、硫黄原子、

を表し、Ｒ_１およびＲ_２は、アルキル基、アラルキル基、炭素環式芳香族基または複秦環基を表す。また、Ｒ_３およびＲ_４は、水素原子、アルキル基、アルコキシ基またはハロゲン原子を表す。Ａｒは炭素環式芳香族基または複秦環基を表す。ｎは０または１の整数である。Ｒ_３はＸと共同でベンゼン環を形成してもよい。
第十八に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（１９）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａｒは置換もしくは無置換のビフェニレン基を表し、Ｒ_１、Ｒ_２およびＲ_３は、水素原子、ハロゲン原子、シアノ基または置換基を有してもよいアルキル基、アルコキシ基、アリールオキシ基、アルキルメルカプト基、メチレンジオキシ基、メチレンジチオ基またはアリール基を表し、Ｒ_１、Ｒ_２およびＲ_３はそれぞれ同一でも異なっていてもよい。また、ｌ、ｍ、ｎは１〜５の整数を表し、各々が２〜５の整数のときはＲ_１、Ｒ_２およびＲ_３は同一でも異なっていてもよい。
第十九に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２０）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａｒはフェニレン基またはビフェニレン基を、Ｒ_１およびＲ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を、ｎは１〜４の整数を表す。
第二十に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２１）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａ_１、Ａ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表し、それぞれ同一でも異なっていてもよい。Ａｒは置換もしくは無置換の縮合多環式炭化水素基を表す。
第二十一に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２２）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を、ｎは１または２の整数を表す。Ｒ_３は水素原子、置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を、Ｒ_４およびＲ_５は水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、置換もしくは無置換のアルキル基またはハロゲン原子を表す。また、ｍは１、２または３の整数を、ｌは１、２、３または４の整数を表し、Ｒ_４およびＲ_５はｍ、ｌが２以上の整数のときは同一でも異なってもよい。
第二十二に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２３）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表す。ｎは１、２、３または４の整数を表し、ｍは４−ｎの整数を表す。また、ｍが２以上の場合、Ｒ_１は同一でも異なってもよい。Ｒ_２、Ｒ_３、Ｒ_４は水素原子、アミノ基、アルコキシ基、チオアルコキシ基、アリールオキシ基、メチレンジオキシ基、置換もしくは無置換のアルキル基、ハロゲン原子または置換もしくは無置換のアリール基を表す。また、ｈは１、２、３または４の整数を、ｋ、ｌは１、２、３、４または５の整数を表し、ｈ、ｋ、ｌが２以上の場合，Ｒ_２、Ｒ_３、Ｒ_４は同一でも異なってもよい。
第二十三に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２４）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ａ_１は置換もしくは無置換の芳香族炭化水素基を、Ａ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を、Ａ_３は水素原子、置換もしくは無置換のアルキル基をまたは置換もしくは無置換のアリール基を表す。ｍおよびｎは１もしくは２の整数であり、ｍ＋ｎ＝３である。ただし、ｍまたはｎが２のとき、Ａ_１、Ａ_３またはＡ_２はそれぞれ同一でも異なってもよい。
第二十四に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２５）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１およびＲ_２は、置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表し、各々同一でも異なってもよい。ただし、１，６−ジアミノピレン化合物を除く。
第二十五に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２６）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２は置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表す。
第二十六に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２７）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒは低級アルキル基またはペンジル基、Ｘは水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子、ニトロ基、アミノ基または低級アルキル基もしくはペンジル基で置換されたアミノ基であり、ｎは１または２の整数である。
第二十七に、導電性支持体上に少なくとも上記一般式（１）で示される化合物と下記一般式（２８）で示される化合物を含有する感光層を設けてなることを特徴とする電子写真感光体が提供される。

式中、Ｒ_１、Ｒ_３は、水素原子、低級アルキル基、低級アルコキシ基またはジ低級アルキルアミノ基、Ｒ_２は、水素原子、低級アルキル基、低級アルコキシ基、ハロゲン原子またはニトロ基を表す。また、ｎは０または１の整数である。

式中、Ｒ_１、Ｒ_２は，水素原子、ハロゲン原子、ニトロ基、シアノ基または置換もしくは無置換のアルキル基、Ｒ_３、Ｒ_４は水素原子、シアノ基、アルコキシカルボニル基または置換もしくは無置換のアルキル基、Ｒ_５は水素原子、低級アルキル基またはアルコキシ基を表す。Ｗは水素原子または置換もしくは無置換のアルキル基、ｊは１〜５、ｋは１〜４、ｌは０〜２、ｍは１または２、ｎは１〜３の整数を表す。
第二十八に、導電性支持体上に電荷発生材料を主成分とする電荷発生層と少な送層を積層してなることを特徴とする電子写真感光体が提供される。
１．一般式（１）で示される化合物と一般式（２）で示される化合物
２．一般式（１）で示される化合物と一般式（３）で示される化合物
３．一般式（１）で示される化合物と一般式（４）で示される化合物
４．一般式（１）で示される化合物と一般式（５）で示される化合物
５．一般式（１）で示される化合物と一般式（６）で示される化合物
６．一般式（１）で示される化合物と一般式（７）で示される化合物
７．一般式（１）で示される化合物と一般式（８）で示される化合物
８．一般式（１）で示される化合物と一般式（９）で示される化合物
９．一般式（１）で示される化合物と一般式（１０）で示される化合物
１０．一般式（１）で示される化合物と一般式（１１）で示される化合物
１１．一般式（１）で示される化合物と一般式（１２）で示される化合物
１２．一般式（１）で示される化合物と一般式（１３）で示される化合物
１３．一般式（１）で示される化合物と一般式（１４）で示される化合物
１４．一般式（１）で示される化合物と一般式（１５）で示される化合物
１５．一般式（１）で示される化合物と一般式（１６）で示される化合物
１６．一般式（１）で示される化合物と一般式（１７）で示される化合物
１７．一般式（１）で示される化合物と一般式（１８）で示される化合物
１８．一般式（１）で示される化合物と一般式（１９）で示される化合物
１９．一般式（１）で示される化合物と一般式（２０）で示される化合物
２０．一般式（１）で示される化合物と一般式（２１）で示される化合物
２１．一般式（１）で示される化合物と一般式（２２）で示される化合物
２２．一般式（１）で示される化合物と一般式（２３）で示される化合物
２３．一般式（１）で示される化合物と一般式（２４）で示される化合物
２４．一般式（１）で示される化合物と一般式（２５）で示される化合物
２５．一般式（１）で示される化合物と一般式（２６）で示される化合物
２６．一般式（１）で示される化合物と一般式（２７）で示される化合物
２７．一般式（１）で示される化合物と一般式（２８）で示される化合物
第二十九に、導電性支持体上に少なくとも電荷発生材料と下記１〜２７で示される化合物の組から選択される一組を含有する単層の感光層を設けてなることを特徴とする電子写真感光体が提供される。
１．一般式（１）で示される化合物と一般式（２）で示される化合物
２．一般式（１）で示される化合物と一般式（３）で示される化合物
３．一般式（１）で示される化合物と一般式（４）で示される化合物
４．一般式（１）で示される化合物と一般式（５）で示される化合物
５．一般式（１）で示される化合物と一般式（６）で示される化合物
６．一般式（１）で示される化合物と一般式（７）で示される化合物
７．一般式（１）で示される化合物と一般式（８）で示される化合物
８．一般式（１）で示される化合物と一般式（９）で示される化合物
９．一般式（１）で示される化合物と一般式（１０）で示される化合物
１０．一般式（１）で示される化合物と一般式（１１）で示される化合物
１１．一般式（１）で示される化合物と一般式（１２）で示される化合物
１２．一般式（１）で示される化合物と一般式（１３）で示される化合物
１３．一般式（１）で示される化合物と一般式（１４）で示される化合物
１４．一般式（１）で示される化合物と一般式（１５）で示される化合物
１５．一般式（１）で示される化合物と一般式（１６）で示される化合物
１６．一般式（１）で示される化合物と一般式（１７）で示される化合物
１７．一般式（１）で示される化合物と一般式（１８）で示される化合物
１８．一般式（１）で示される化合物と一般式（１９）で示される化合物
１９．一般式（１）で示される化合物と一般式（２０）で示される化合物
２０．一般式（１）で示される化合物と一般式（２１）で示される化合物
２１．一般式（１）で示される化合物と一般式（２２）で示される化合物
２２．一般式（１）で示される化合物と一般式（２３）で示される化合物
２３．一般式（１）で示される化合物と一般式（２４）で示される化合物
２４．一般式（１）で示される化合物と一般式（２５）で示される化合物
２５．一般式（１）で示される化合物と一般式（２６）で示される化合物
２６．一般式（１）で示される化合物と一般式（２７）で示される化合物
２７．一般式（１）で示される化合物と一般式（２８）で示される化合物 According to the present invention, firstly, a photosensitive layer containing at least a compound represented by the following general formula (1) and a compound represented by the following general formula (2) is provided on a conductive support. An electrophotographic photosensitive member is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, R represents a carbazolyl group, a pyridyl group, a thienyl group, an indolyl group, a furyl group, or a substituted or unsubstituted phenyl group, styryl group, naphthyl group, or anthryl group (wherein the substituent is a di-lower alkylamino group) And a lower alkyl group, a lower alkoxy group, a halogen atom, an aralkylamino group, and an amino group.
Second, an electrophotographic photosensitive member comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (3). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ , R ₃ May be the same or different and each represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a phenyl group, a phenoxy group or a halogen atom.
Third, an electrophotographic photosensitive member comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (4). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ Is a hydrogen atom, a halogen atom, a cyano group or a lower alkyl group, Ar is

(However, R ₂ , R ₃ , R ₆ Is a hydrogen atom, a substituted or unsubstituted lower alkyl group or a substituted or unsubstituted benzyl group, R ₄ , R ₅ Represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group. ).
Fourth, an electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (5). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ Is a hydrogen atom, lower alkyl group, chloroethyl group or hydroxyethyl group, R ₂ Represents a hydrogen atom or a halogen atom, R ₃ Is a lower alkyl group, di-lower alkylamino group, diarylamino group, substituted or unsubstituted styryl group, substituted or unsubstituted aromatic ring residue (the aromatic ring is a benzene ring, naphthalene ring or anthracene ring) or substituted or unsubstituted A substituted heterocyclic residue (the heterocyclic ring is a pyridine ring, a quinoxaline ring or a carbazole ring)
Fifth, an electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (6). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ Is a lower alkyl group, R ₂ Is a lower alkyl group, di-lower alkylamino group, diarylamino group, substituted or unsubstituted styryl group, substituted or unsubstituted aromatic ring residue (the aromatic ring is a benzene ring, naphthalene ring or anthracene ring) or substituted or unsubstituted It represents a substituted heterocyclic residue (the heterocyclic ring is a pyridine ring, a quinoxaline ring or a carbazole ring).
Sixth, an electrophotographic photoreceptor comprising a conductive layer and a photosensitive layer containing at least a compound represented by the above general formula (1) and a compound represented by the following general formula (7). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ May be the same or different, and may be a hydrogen atom, a lower alkyl group, a hydroxy lower alkyl group, a chloro lower alkyl group, an alkyl acyl group having 1 to 2 carbon atoms, an alkyl cycloalkyl group having 5 to 6 carbon atoms, or Represents a substituted or unsubstituted aralkyl group.
Seventh, an electrophotographic photoreceptor comprising a conductive layer and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (8). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₃ , R ₄ Represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a methylenedioxy group, a substituted or unsubstituted alkyl group, a halogen atom or a substituted or unsubstituted aryl group, ₂ Represents a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom. However, R ₁ , R ₂ , R ₃ And R ₄ Except when all are hydrogen atoms. K, l, m and n are integers of 1, 2, 3 or 4, and when each is an integer of 2, 3 or 4, R ₁ , R ₂ , R ₃ And R ₄ May be the same or different.
Eighth, an electrophotographic photoreceptor characterized in that a photosensitive layer containing at least a compound represented by the above general formula (1) and a compound represented by the following general formula (9) is provided on a conductive support. Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where Ar ₁ Represents a substituted or unsubstituted aromatic hydrocarbon group or heterocyclic group, and A represents a substituted or unsubstituted N-substituted carbazolyl group or

(However, Ar ₂ Is a substituted or unsubstituted aromatic hydrocarbon group or heterocyclic group, ali, R ₁ And R ₂ Is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group. ).
Ninth, an electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (10). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ Represents a hydrogen atom, an alkyl group, an alkoxy group, an aryloxy group, a dialkylamino group, a diarylamino group or a halogen atom, ₂ , R ₃ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, Ar represents an aromatic hydrocarbon group or a heterocyclic group, and n represents an integer of 1 or 2.
Tenth, an electrophotographic photoreceptor comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (11). Is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ Represents a hydrogen atom, an amino group, a substituted or unsubstituted dialkylamino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a substituted or unsubstituted alkyl group, a halogen atom or a substituted or unsubstituted aryl group, ₃ , R ₄ Represents a hydrogen atom, an alkoxy group, a substituted or unsubstituted alkyl group or a halogen atom. Ar represents a substituted or unsubstituted monocyclic aromatic hydrocarbon group, a substituted or unsubstituted non-fused polycyclic aromatic hydrocarbon group, or a substituted or unsubstituted heterocyclic group.
Eleventh, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (12) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Wherein A is an N-substituted carbazolyl group or

(However, Ar is an aromatic hydrocarbon group or a heterocyclic group, R ₁ And R ₂ Is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group), R is an alkyl group, an alkoxy group, or a halogen atom, n is an integer of 0 to 4, and n ≧ In 2, R may be the same or different.
Twelfth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the above general formula (1) and a compound represented by the following general formula (13) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, a substituted or unsubstituted N-substituted phenothiazinyl group, or

(In the formula, Ar represents a substituted or unsubstituted arylene group, R ₁ And R ₂ Represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group or a substituted or unsubstituted aryl group, and R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group. Or a substituted or unsubstituted aryl group. m represents an integer of 2 to 8, and n represents an integer of 0 or 1.
Thirteenth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (14) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, A is a 9-anthryl group, a substituted or unsubstituted N-substituted carbazolyl group, a substituted or unsubstituted N-substituted phenothiazinyl group, or

(In the formula, Ar represents a substituted or unsubstituted arylene group, R ₁ And R ₂ Represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group or a substituted or unsubstituted aryl group, and R represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group. Or a substituted or unsubstituted aryl group. n represents an integer of 0 to 8.
Fourteenth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (15) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ , R ₃ , R ₄ And R ₅ Are a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, which may be the same or different.
Fifteenth, an electrophotographic photosensitive film characterized by comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (16) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

(Wherein R ₁ And R ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, R ₁ And R ₂ At least one of them represents a substituted or unsubstituted aryl group.
Sixteenth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (17) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

(Wherein R ₁ , R ₂ Represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and R ₁ And R ₂ May be the same or different. R ₃ , R ₄ Represents a hydrogen atom, an alkyl group, an alkoxy group, or a halogen atom, m is 1, 2, 3, n is an integer of 1, 2, 3, 4, and when m and n are plural, R ₃ , R ₄ May be the same or different.
Seventeenth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (18) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, m is an integer of 0 or 1, and when m = 1, X is an oxygen atom, a sulfur atom,

Represents R ₁ And R ₂ Represents an alkyl group, an aralkyl group, a carbocyclic aromatic group or a double ring group. R ₃ And R ₄ Represents a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom. Ar represents a carbocyclic aromatic group or a bicyclic ring group. n is an integer of 0 or 1. R ₃ May form a benzene ring together with X.
Eighteenth, an electrophotographic photosensitive film characterized by comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (19) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, Ar represents a substituted or unsubstituted biphenylene group, and R ₁ , R ₂ And R ₃ Represents a hydrogen atom, a halogen atom, a cyano group or an optionally substituted alkyl group, alkoxy group, aryloxy group, alkyl mercapto group, methylenedioxy group, methylenedithio group or aryl group; ₁ , R ₂ And R ₃ May be the same or different. L, m, and n represent an integer of 1 to 5, and when each is an integer of 2 to 5, R ₁ , R ₂ And R ₃ May be the same or different.
Nineteenth, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (20) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, Ar represents a phenylene group or a biphenylene group, R ₁ And R ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and n represents an integer of 1 to 4.
Twenty, an electrophotographic photosensitive film comprising a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (21) on a conductive support. The body is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where A ₁ , A ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, which may be the same or different. Ar represents a substituted or unsubstituted condensed polycyclic hydrocarbon group.
Twenty-first, an electrophotography comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (22). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and n represents an integer of 1 or 2. R ₃ Is a hydrogen atom, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, R ₄ And R ₅ Represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a substituted or unsubstituted alkyl group or a halogen atom. M represents an integer of 1, 2 or 3, l represents an integer of 1, 2, 3 or 4, R ₄ And R ₅ May be the same or different when m and l are integers of 2 or more.
Twenty-secondly, an electrophotographic film comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (23). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group. n represents an integer of 1, 2, 3 or 4, and m represents an integer of 4-n. When m is 2 or more, R ₁ May be the same or different. R ₂ , R ₃ , R ₄ Represents a hydrogen atom, an amino group, an alkoxy group, a thioalkoxy group, an aryloxy group, a methylenedioxy group, a substituted or unsubstituted alkyl group, a halogen atom or a substituted or unsubstituted aryl group. H represents an integer of 1, 2, 3, or 4, k, l represents an integer of 1, 2, 3, 4 or 5, and when h, k, l is 2 or more, R ₂ , R ₃ , R ₄ May be the same or different.
Twenty-third, an electrophotographic film comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (24). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where A ₁ Is a substituted or unsubstituted aromatic hydrocarbon group, A ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, ₃ Represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. m and n are integers of 1 or 2, and m + n = 3. However, when m or n is 2, A ₁ , A ₃ Or A ₂ May be the same or different.
Twenty-fourth aspect of the present invention is an electrophotography comprising a conductive support provided with a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (25). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ And R ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, which may be the same or different. However, 1,6-diaminopyrene compounds are excluded.
25. An electrophotography comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (26). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ Represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.
According to a twenty-sixth aspect of the present invention, an electrophotographic film comprising a conductive support and a photosensitive layer containing at least a compound represented by the general formula (1) and a compound represented by the following general formula (27). A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

In the formula, R is a lower alkyl group or a pentyl group, X is a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group, an amino group, or an amino group substituted with a lower alkyl group or a pentyl group, n Is an integer of 1 or 2.
27. An electrophotography comprising a conductive support and a photosensitive layer containing at least a compound represented by the above general formula (1) and a compound represented by the following general formula (28): A photoreceptor is provided.

Where R ₁ , R ₃ Is a hydrogen atom, a lower alkyl group, a lower alkoxy group or a di-lower alkylamino group, R ₂ Represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or a nitro group. N is an integer of 0 or 1.

Where R ₁ , R ₂ Is a hydrogen atom, a halogen atom, a nitro group, a cyano group or a substituted or unsubstituted alkyl group, R ₃ , R ₄ Is a hydrogen atom, a cyano group, an alkoxycarbonyl group or a substituted or unsubstituted alkyl group, R ₅ Represents a hydrogen atom, a lower alkyl group or an alkoxy group. W is a hydrogen atom or a substituted or unsubstituted alkyl group, j is 1 to 5, k is 1 to 4, l is 0 to 2, m is 1 or 2, and n is an integer of 1 to 3.
According to a twenty-eighth aspect, there is provided an electrophotographic photosensitive member characterized in that a charge generation layer mainly composed of a charge generation material and a small number of feeding layers are laminated on a conductive support.
1. Compound represented by general formula (1) and compound represented by general formula (2)
2. Compound represented by general formula (1) and compound represented by general formula (3)
3. Compound represented by general formula (1) and compound represented by general formula (4)
4). Compound represented by general formula (1) and compound represented by general formula (5)
5. Compound represented by general formula (1) and compound represented by general formula (6)
6). Compound represented by general formula (1) and compound represented by general formula (7)
7). Compound represented by general formula (1) and compound represented by general formula (8)
8). Compound represented by general formula (1) and compound represented by general formula (9)
9. Compound represented by general formula (1) and compound represented by general formula (10)
10. Compound represented by general formula (1) and compound represented by general formula (11)
11. Compound represented by general formula (1) and compound represented by general formula (12)
12 Compound represented by general formula (1) and compound represented by general formula (13)
13. Compound represented by general formula (1) and compound represented by general formula (14)
14 Compound represented by general formula (1) and compound represented by general formula (15)
15. Compound represented by general formula (1) and compound represented by general formula (16)
16. Compound represented by general formula (1) and compound represented by general formula (17)
17. Compound represented by general formula (1) and compound represented by general formula (18)
18. Compound represented by general formula (1) and compound represented by general formula (19)
19. Compound represented by general formula (1) and compound represented by general formula (20)
20. Compound represented by general formula (1) and compound represented by general formula (21)
21. Compound represented by general formula (1) and compound represented by general formula (22)
22. Compound represented by general formula (1) and compound represented by general formula (23)
23. Compound represented by general formula (1) and compound represented by general formula (24)
24. Compound represented by general formula (1) and compound represented by general formula (25)
25. Compound represented by general formula (1) and compound represented by general formula (26)
26. Compound represented by general formula (1) and compound represented by general formula (27)
27. Compound represented by general formula (1) and compound represented by general formula (28)
According to a twenty-ninth aspect, the present invention is characterized in that a single photosensitive layer containing at least one set selected from a combination of a charge generating material and the following compounds 1 to 27 is provided on a conductive support. An electrophotographic photoreceptor is provided.
1. Compound represented by general formula (1) and compound represented by general formula (2)
2. Compound represented by general formula (1) and compound represented by general formula (3)
3. Compound represented by general formula (1) and compound represented by general formula (4)
4). Compound represented by general formula (1) and compound represented by general formula (5)
5. Compound represented by general formula (1) and compound represented by general formula (6)
6). Compound represented by general formula (1) and compound represented by general formula (7)
7). Compound represented by general formula (1) and compound represented by general formula (8)
8). Compound represented by general formula (1) and compound represented by general formula (9)
9. Compound represented by general formula (1) and compound represented by general formula (10)
10. Compound represented by general formula (1) and compound represented by general formula (11)
11. Compound represented by general formula (1) and compound represented by general formula (12)
12 Compound represented by general formula (1) and compound represented by general formula (13)
13. Compound represented by general formula (1) and compound represented by general formula (14)
14 Compound represented by general formula (1) and compound represented by general formula (15)
15. Compound represented by general formula (1) and compound represented by general formula (16)
16. Compound represented by general formula (1) and compound represented by general formula (17)
17. Compound represented by general formula (1) and compound represented by general formula (18)
18. Compound represented by general formula (1) and compound represented by general formula (19)
19. Compound represented by general formula (1) and compound represented by general formula (20)
20. Compound represented by general formula (1) and compound represented by general formula (21)
21. Compound represented by general formula (1) and compound represented by general formula (22)
22. Compound represented by general formula (1) and compound represented by general formula (23)
23. Compound represented by general formula (1) and compound represented by general formula (24)
24. Compound represented by general formula (1) and compound represented by general formula (25)
25. Compound represented by general formula (1) and compound represented by general formula (26)
26. Compound represented by general formula (1) and compound represented by general formula (27)
27. Compound represented by general formula (1) and compound represented by general formula (28)

  By using a specific charge transport material in combination as described above, high sensitivity is not lost, and even when used repeatedly, abnormal images based on deterioration of the photosensitive layer such as cracks are not generated, and excellent stability is exhibited. An electrophotographic photoreceptor is obtained.

  The present invention is described in detail below. As a result of repeated studies on the above problems, the present inventors have used the above-mentioned specific combination of charge transport materials for the photosensitive layer, so that the occurrence of image quality defects can be suppressed even after repeated use, and excellent electrophotographic characteristics can be achieved. The present inventors have found that an electrophotographic photosensitive member can be obtained, and have reached the present invention.

  The electrophotographic photosensitive member of the present invention will be described with reference to the drawings. FIG. 1 is a sectional view showing a single-layer photosensitive member in the present invention, and a photosensitive layer 15 is provided on a conductive support 11. . 2 and 3 are cross-sectional views showing examples of the structure of the laminated photoconductor according to the present invention, a charge generation layer 17 mainly composed of a charge generation material, and a charge transport layer 19 mainly composed of a charge transport material. However, it has a laminated structure. In such a single layer or multilayer photoreceptor, a charge transport material comprising the compound represented by the general formula (1) and at least one selected from the compounds represented by the general formulas (2) to (28) is provided. Used in combination.

Embodiments of the invention will be described below. The conductive support 11 has a volume resistance of 10 ¹⁰ Ωcm or less, for example, a metal such as aluminum, nickel, chromium, nichrome, copper, silver, gold, platinum, or a metal such as tin oxide or indium oxide. Oxide coated by film or cylindrical plastic or paper by vapor deposition or sputtering, or aluminum, aluminum alloy, nickel, stainless steel, etc. and their raw material, then cut, superfinished, polished It is possible to use a tube that has been surface-treated.

  Next, the photosensitive layer 15 will be described. For convenience of explanation, the case where the charge generation layer 17 and the charge transport layer 19 are laminated will be described first. The charge generation layer 17 is a layer mainly composed of a charge generation material. Inorganic and organic materials are used as charge generation materials, and representative examples thereof include monoazo pigments, disazo pigments, trisazo pigments, perylene pigments, perinone pigments, quinacridone pigments, quinone condensed polycyclic compounds, squaric acid dyes. Phthalocyanine pigments, naphthalocyanine pigments, azulenium salt dyes, selenium, selenium-tellurium, selenium-arsenic alloys, amorphous silicon, and the like.

  The charge generation material may be used alone or in combination of two or more. The charge generation layer 17 is dispersed by a ball mill, an attritor, a sand mill, or the like using a suitable solvent such as tetrahydrofuran, cyclohexanone, dioxane, 2-butanone, dichloroethane, or the like, together with a binder resin in which a charge generation material is used as appropriate. It can be formed by coating. The coating can be performed using a dip coating method, a spray coating method, a bead coating method, or the like.

  Suitable binder resins include polyamide, polyurethane, polyester, epoxy resin, polyketone, polycarbonate, silicone resin, acrylic resin, polyvinyl butyral, polyvinyl formal, polyvinyl ketone, polystyrene, and polyacrylamide. The amount of the binder resin used appropriately is suitably 0 to 2 parts by weight with respect to 1 part by weight of the charge generating material.

  The charge generation layer 17 can also be provided by a known vacuum thin film manufacturing method. The film thickness of the charge generation layer 17 is suitably about 0.01 to 5 μm, preferably 0.1 to 2 μm.

  The charge transport layer 19 can be formed by dissolving or dispersing a charge transport material and a binder resin in an appropriate solvent, and applying and drying the solution. Moreover, a plasticizer, a leveling agent, etc. can also be added as needed.

  The charge transport material is used by mixing the compound represented by the general formula (1) and at least one selected from the compounds represented by the general formulas (2) to (28). Specific examples of these compounds are listed in Tables 1 to 205 below.

  The mixing ratio of these compounds is such that the compound represented by the general formula (1) and at least one selected from the compounds represented by the general formulas (2) to (28) each fall within a range of 5:95 to 95: 5. If it is, good results can be obtained. The amount of the charge transport material used is 15 to 75% by weight, preferably 25 to 65% by weight, based on the total constituent material of the charge transport layer in the laminated photoconductor.

  In addition to a charge transporting material comprising a compound represented by the general formula (1) and at least one selected from the compounds represented by the general formulas (2) to (28), further known electron transporting charges A transport material and / or a hole transport charge transport material may be used in combination.

  Examples of the binder resin used for the charge transport layer 19 together with the charge transport material include polystyrene, styrene-acrylonitrile copolymer, styrene-butadiene copolymer, styrene-maleic anhydride copolymer, polyester, polyvinyl chloride, and vinyl chloride. -Vinyl acetate copolymer, polyvinyl acetate, polyvinylidene chloride, polyarylate, phenoxy resin, polycarbonate, cellulose acetate resin, ethyl cellulose resin, polyvinyl butyral, polyvinyl formal, polyvinyl toluene, acrylic resin, silicone resin, epoxy resin, melamine resin And thermoplastic or thermosetting resins such as urethane resin, phenol resin, and alkyd resin.

  As the solvent, tetrahydrofuran, dioxane, toluene, 2-butanone, monochlorobenzene, dichloroethane, methylene chloride and the like are used.

  The thickness of the charge transport layer 19 is suitably 5 to 100 μm.

  In the present invention, a plasticizer or a leveling agent may be added to the charge transport layer 19. As the plasticizer, those used as a plasticizer for general resins such as dibutyl phthalate and dioctyl phthalate can be used as they are, and the amount used is suitably about 0 to 30% by weight based on the binder resin. As the leveling agent, silicone oils such as dimethyl silicone oil and methylphenyl silicone oil, and polymers or oligomers having a perfluoroalkyl group in the side chain are used, and the amount used is 0 to 1 weight relative to the binder resin. % Is appropriate.

  Next, the case where the photosensitive layer has a single layer structure (FIG. 1) will be described. Many of the materials used in this case are the same as those used in the functional separation type composed of the charge generation material and the charge transport material.

  That is, a charge transport material comprising at least a charge generating material and at least one compound selected from the compounds represented by the general formulas (1) and the compounds represented by the general formulas (2) to (28), together with the binder resin is suitable. It can be formed by dissolving or dispersing in an appropriate solvent, coating and drying. Moreover, a plasticizer, a leveling agent, etc. can also be added as needed. As the binder resin, the binder resin previously mentioned in the charge transport layer 19 can be used as it is, and the binder resin mentioned in the charge generation layer 17 may be mixed.

  A eutectic complex formed from a pyrylium dye and a bisphenol A polycarbonate comprises a compound represented by general formula (1) and at least one selected from compounds represented by general formulas (2) to (28). A photosensitive layer to which a charge transport material is added can also be used as a single-layer photosensitive layer.

  Further, charge generation is performed mainly with a charge transport material and a binder resin composed of a compound represented by the general formula (1) and at least one selected from the compounds represented by the general formulas (2) to (28). A single-layer photosensitive layer containing no material as an active ingredient is also useful as a photoreceptor having sensitivity to blue light to ultraviolet light.

  The mixing ratio of the two specific types of charge transport materials in the single-layer photosensitive layer is preferably in the range of 5:95 to 95: 5, as in the case of the laminated photosensitive layer, and the amount used is the total constitution of the single-layer photosensitive layer. It is 5 to 75% by weight, preferably 10 to 65% by weight, based on the material. The film thickness of the single-layer photosensitive layer is suitably 5 to 100 μm.

  In the electrophotographic photoreceptor of the present invention, an undercoat layer can be provided between the conductive support 11 and the photosensitive layer. In general, the undercoat layer is mainly composed of a resin. However, considering that the photosensitive layer is applied with a solvent on these resins, the resin may be a resin having a high resistance to a general organic solvent. desirable. Examples of such resins include water-soluble resins such as polyvinyl alcohol, casein, and sodium polyacrylate, alcohol-soluble resins such as copolymer nylon and methoxymethylated nylon, polyurethane, melamine resins, alkyd-melamine resins, and epoxy resins. Examples thereof include curable resins that form a three-dimensional network structure.

  In addition, metal oxide fine powders exemplified by titanium oxide, silica, alumina, zirconium oxide, tin oxide, indium oxide and the like may be added to the undercoat layer in order to prevent moire and reduce residual potential. These undercoat layers can be formed using an appropriate solvent and coating method as in the photosensitive layer described above.

  Furthermore, a metal oxide layer formed by, for example, a sol-gel method using a silane coupling agent, a titanium coupling agent, a chromium coupling agent, or the like is also useful as the undercoat layer of the present invention.

In addition, the undercoat layer of the present invention is provided with Al ₂ O ₃ by anodic oxidation, organic substances such as polyparaxylylene (parylene), SiO, SnO ₂ , TiO ₂ , ITO, CeO _2. A material provided with an inorganic material such as a vacuum thin film can also be used favorably. The thickness of the undercoat layer is suitably from 0 to 5 μm.

  In the electrophotographic photoreceptor of the present invention, a protective layer may be provided on the photosensitive layer for the purpose of protecting the photosensitive layer. Materials used for this include ABS resin, ACS resin, olefin-vinyl monomer copolymer, chlorinated polyether, allyl resin, phenol resin, polyacetal, polyamide, polyamideimide, polyacrylate, polyallylsulfone, polybutylene, Polybutylene terephthalate, polycarbonate, polyethersulfone, polyethylene, polyethylene terephthalate, polyimide, acrylic resin, polymethylpentene, polypropylene, polyphenylene oxide, polysulfone, AS resin, AB resin, BS resin, polyurethane, polyvinyl chloride, polyvinylidene chloride, Resins such as epoxy resins can be used.

  In addition to the protective layer, for the purpose of improving wear resistance, fluorine resin such as polytetrafluoroethylene, silicone resin, and those in which inorganic materials such as titanium oxide, tin oxide and potassium titanate are dispersed in these resins, etc. Can be added. As a method for forming the protective layer, a normal coating method is employed. In addition, about 0.5-10 micrometers is suitable for the thickness of a protective layer. In addition to the above, known materials such as i-C and a-SiC formed by a vacuum thin film manufacturing method can also be used as the protective layer.

  In the present invention, another intermediate layer can be provided between the photosensitive layer and the protective layer. In the intermediate layer, a binder resin is generally used as a main component. Examples of these resins include polyamide, alcohol-soluble nylon, water-soluble polyvinyl butyral, polyvinyl butyral, and polyvinyl alcohol. As a method for forming the intermediate layer, a normal coating method is employed as described above. In addition, about 0.05-2 micrometers is suitable for the thickness of an intermediate | middle layer.

  The following examples illustrate the present invention in detail, and the present invention is not limited by the examples. In addition, all the parts in an Example are a weight part.

  First, the case where the compounds represented by the general formula (1) and the general formula (2) are used in combination as the charge transport material will be described with reference to Examples 1 to 4 and Comparative Examples 1 to 4.

ポリビニルブチラール樹脂 （電気化学工業社製：デンカブチラール ＃５０００−Ａ） ２部
シクロヘキサノン ２００部
４−メチル−２−ペンタノン １５０部
〔電荷輸送層塗工液〕
化合物ＮＯ．２−５の化合物 ３部
化合物ＮＯ．１−１の化合物 ６部
ポリカーボネート（帝人化成社製：パンライトＫ−１３００） １０部
テトラヒドロフラン ７５部 [Example 1]
On an aluminum cylinder with an outer diameter of 70 mm, an undercoat layer coating solution, a charge generation layer coating solution, and a charge transport layer coating solution having the following composition are sequentially applied and dried to form an undercoat layer of 3 μm and 0.2 μm, respectively. The electrophotographic photosensitive member of the present invention was prepared by forming a charge generation layer of 22 μm and a charge transport layer of 22 μm.
[Undercoat layer coating solution]
Oil-free alkyd resin (Dainippon Ink Chemical Co., Ltd .: Beckolite M6401) 15 parts Melamine resin (Dainippon Ink Chemical Co., Ltd .: Super Becamine G-821) 10 parts Titanium dioxide (Ishihara Sangyo Co., Ltd .: Taipei R-670) 50 parts 2-butanone 40 parts [charge generation layer coating solution]
5 parts of charge generation material of the following structural formula

Polyvinyl butyral resin (Denka Butyral # 5000-A) 2 parts Cyclohexanone 200 parts 4-Methyl-2-pentanone 150 parts [Charge transport layer coating solution]
Compound NO. 2-5 Compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 1]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 2-5 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

[Example 2]
After anodizing the surface of the aluminum cylinder, sealing treatment was performed. On top of this, the following charge generation layer coating solution and charge transport layer coating solution are sequentially applied and dried to form a 0.2 μm charge generation layer and a 20 μm charge transport layer, respectively. Produced.
[Charge generation layer coating solution]
X-type metal-free phthalocyanine (Dainippon Ink Chemical Co., Ltd .: Fastgen Blue 8120B) 3 parts Polyvinyl butyral resin (Sekisui Chemical Co., Ltd .: ESREC BL-S) 1 part Cyclohexanone 250 parts Tetrahydrofuran 50 parts [Charge transport layer coating solution ]
Compound NO. 2-22 compound 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 2]
In the charge transport layer coating solution of Example 2, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 2 except that the compound 2-22 was not added.

ポリエステル（東洋紡社製：バイロン ２００） １部
シクロヘキサノン １５０部
シクロヘキサン １００部
〔電荷輸送層塗工液〕
化合物ＮＯ．２−３２の化合物 ４部
化合物ＮＯ．１−８の化合物 ４部
ポリカーボネート樹脂 （三菱瓦斯化学社製：ユーピロン Ｚ−３００） １０部
塩化メチレン ５０部
１，２−ジクロロエタン ３５部 Example 3
On the aluminum cylinder, undercoat layer coating solution, charge generation layer coating solution, and charge transport layer coating solution having the following composition are sequentially applied and dried to form a 2 μm undercoat layer and a 0.2 μm charge generation layer, respectively. A 20 μm charge transport layer was formed to produce an electrophotographic photoreceptor of the present invention.
[Undercoat layer coating solution]
Alcohol-soluble nylon (Toray Industries, Inc .: Amilan CM-8000) 10 parts Titanium dioxide (Ishihara Sangyo Co., Ltd .: Taipei CR-EL) 40 parts Methanol 120 parts n-Butanol 60 parts [Charge generation layer coating solution]
3 parts of charge generation material of the following structural formula

Polyester (Toyobo Co., Ltd .: Byron 200) 1 part Cyclohexanone 150 parts Cyclohexane 100 parts [Charge transport layer coating solution]
Compound NO. 2-32 compound 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 3]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 had the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 2-32 8 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

ポリカーボネート （帝人化成社製：パンライトＫ−１３００） ２１部
化合物ＮＯ．２−５の化合物 ８部
化合物ＮＯ．１−１の化合物 １０部
テトラヒドラフラン ２００部 Example 4
A photosensitive layer coating solution having the following composition was applied onto an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 26 μm, thereby producing the electrophotographic photosensitive member of the present invention.
3 parts of charge generation material of the following structural formula

Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 2-5 Compound 8 parts Compound NO. 1-1 compound 10 parts tetrahydrafuran 200 parts

[Comparative Example 4]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals, Panlite K-1300) 21 parts Compound NO. Compound 2-5 18 parts Tetrahydrofuran 200 parts

  The following measurements were performed on the photoreceptors of Examples 1 to 4 and Comparative Examples 1 to 4 using the evaluation apparatus disclosed in Japanese Patent Laid-Open No. 60-1000016. Potential Vm (V) after 20 seconds of charging with corona discharge voltage -6.0 kV (or +5.6 kV), Potential Vo (V) after 20 seconds of dark decay, Residual potential after 20 seconds of exposure with white light with intensity of 6 lux The exposure amount E1 / 2 [lux · sec] necessary to attenuate VR (V) and further the potential Vo to 1/2 was measured. The potential holding ratio is defined as Vo / Vm. Further, each photoconductor was mounted on a Ricoh copier FT-3300 (or the photoconductor was modified so that it could be positively charged), and 30,000 continuous copies were made, and the presence or absence of an abnormal image was visually determined. Each photoconductor after the copying test was measured for the photoconductor characteristics by the same method as described above. The test results are shown in Table 206.

  Next, the case where the compounds represented by the general formula (1) and the general formula (3) are used in combination as the charge transport material will be described with reference to Examples 5 to 8 and Comparative Examples 5 to 8.

Example 5
An electrophotographic photoreceptor of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 had the following composition.
[Charge transport layer coating solution]
Compound NO. 3-2 Compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 5]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 5 except that the charge transport layer coating solution of Example 5 had the following composition.
[Charge transport layer coating solution]
Compound NO. 3-2 compound 9 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 6
An electrophotographic photoreceptor of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 had the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 3-7 2 parts Compound NO. 1-6 compound 8 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts methylene chloride 80 parts

[Comparative Example 6]
In the charge transport layer coating solution of Example 6, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 6 except that the compound 3-7 was not added.

Example 7
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 3-18 compounds 4 parts Compound NO. 1-8 compound 4 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 7]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 7 except that the charge transport layer coating solution of Example 7 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 3-18 compound 8 parts polycarbonate (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 8
On the aluminum cylinder, a photosensitive layer coating solution having the following composition was applied and dried to form a single-layer photosensitive layer having a thickness of 23 μm to produce the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generation material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 3-2 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 8]
A photosensitive layer coating solution having the following composition was applied onto an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generation material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 3-2 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 5 to 8 and Comparative Examples 5 to 8 were measured by the same method as described above. The test results are shown in Table 207.

  Next, examples in which the compound represented by the general formula (1) and the compound represented by the general formula (4) are used in combination as the charge transport material will be described with reference to Examples 9 to 12 and Comparative Examples 9 to 12.

Example 9
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 4-32 compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 9]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 9 except that the charge transport layer coating solution in Example 9 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 4-32 compound 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 10
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 4-13 Part 2 Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 10]
In the charge transport layer coating solution of Example 10, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 10 except that the compound 4-13 was not added.

Example 11
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound No. 4-37 Compound No. 4 Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 11]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 11 except that the charge transport layer coating solution of Example 11 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 4-37 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 12
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 4-32 compound 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 12]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 4-32 compound 18 parts Tetrahydrofuran 200 parts

  The photoconductor characteristics of each of the photoconductors of Examples 9 to 12 and Comparative Examples 9 to 12 were measured by the same method as described above. The test results are shown in Table 208.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (5) are used in combination as the charge transport material will be described with reference to Examples 13 to 16 and Comparative Examples 13 to 16.

Example 13
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 5-38 compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 13]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 9 except that the charge transport layer coating solution in Example 9 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 5-38 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

Example 14
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 5-52 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 14]
In the charge transport layer coating solution of Example 14, the compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 14 except that the compound of 5-52 was not added.

Example 15
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound 4 of Compound NO5-44 Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 15]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 15 except that the charge transport layer coating solution of Example 15 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 5-44 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 16
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 5-38 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 16]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 5-38 compound 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 13 to 16 and Comparative Examples 13 to 16 were measured in the same manner as described above. The test results are shown in Table 209.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (6) are used in combination as the charge transport material will be described with reference to Examples 17 to 20 and Comparative Examples 17 to 20.

Example 17
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 6-24 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 17]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 17 except that the charge transport layer coating solution of Example 17 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 6-24 compound 9 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 18
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 6-22 Part 2 Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 18]
In the charge transport layer coating solution of Example 18, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 18 except that the compound 6-22 was not added.

Example 19
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound 4 of Compound NO6-15 Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 19]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 19 except that the charge transport layer coating solution of Example 19 was changed to that of the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 6-15 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 20
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 6-24 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 20]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 6-24 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 17 to 20 and Comparative Examples 17 to 20 were measured by the same method as described above. The test results are shown in Table 210.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (7) are used in combination as the charge transport material will be described with reference to Examples 21 to 24 and Comparative Examples 21 to 24.

Example 21
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 7-6 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 21]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 21 except that the charge transport layer coating solution of Example 21 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 7-6 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

[Example 22]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 7-1 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 22]
In the charge transport layer coating solution of Example 22, the compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 22 except that the compound 7-1 was not added.

Example 23
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound 4 of Compound NO7-8 Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 23]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 23 except that the charge transport layer coating solution of Example 23 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 7-8 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 24
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 7-6 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 24]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 7-6 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 21 to 24 and Comparative Examples 21 to 24 were measured by the same method as described above. The test results are shown in Table 211.

Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (8) are used in combination as a charge transport material will be described with reference examples 25 to 28 and comparative examples 25 to 28.

[ Reference Example 25]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 8-60 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 25]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 25 except that the charge transport layer coating solution of Reference Example 25 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 8-60 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

[ Reference Example 26]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 8-36 Compound 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 26]
In the charge transport layer coating solution of Reference Example 26, the compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 26 except that the 8-36 compound was not added.

[ Reference Example 27]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound No. 8-21 Compound 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 27]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 27 except that the charge transport layer coating solution of Reference Example 27 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 8-21 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[ Reference Example 28]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 8-60 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 28]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 8-60 18 parts Tetrahydrofuran 200 parts

The characteristics of the photoreceptors of the above Reference Examples 25 to 28 and Comparative Examples 25 to 28 were measured by the same method as described above. The test results are shown in Table 212.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (9) are used in combination as the charge transport material will be described with reference to Examples 29 to 32 and Comparative Examples 29 to 32.

Example 29
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 9-9 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 29]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 29 except that the charge transport layer coating solution of Example 29 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 9-10 compound 9 parts polycarbonate (Teijin Chemicals: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 30
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 9-11 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 30]
In the charge transport layer coating solution of Example 30, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 30 except that the compound 9-11 was not added.

Example 31
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound 4 of Compound NO9-23 Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 31]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 31 except that the charge transport layer coating solution of Example 31 was changed to that of the following composition.
[Charge transport layer coating solution]
Compound NO. 9-23 Compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Example 32]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 9-10 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 32]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 9-10 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 29 to 32 and Comparative Examples 29 to 32 were measured in the same manner as described above. The test results are shown in Table 213.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (10) are used in combination as the charge transport material will be described with reference to Examples 33 to 36 and Comparative Examples 33 to 36.

Example 33
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 10-6 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 33]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 33 except that the charge transport layer coating solution of Example 33 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 10-6 compound 9 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 34
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 10-23 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 34]
In the charge transport layer coating solution of Example 34, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 34 except that the compound 10-23 was not added.

Example 35
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 10-10 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 35]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 35 except that the charge transport layer coating solution in Example 35 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 10-19 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 36
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 10-10 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 36]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 10-6 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 33 to 36 and Comparative Examples 33 to 36 described above were measured by the same method as described above. The test results are shown in Table 214.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (11) are used in combination as the charge transport material will be described with reference to Examples 37 to 40 and Comparative Examples 37 to 40.

Example 37
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 11-1 Compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 37]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 37 except that the charge transport layer coating solution of Example 37 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 11-1 compound 9 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 38
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 11-11 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 38]
In the charge transport layer coating solution of Example 38, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 38 except that the compound 11-7 was not added.

Example 39
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 11-92 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 39]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 39 except that the charge transport layer coating solution of Example 39 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 11-92 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 40
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 11-1 Compound 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 40]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 11-1 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 37 to 40 and Comparative Examples 37 to 40 were measured by the same method as described above. The test results are shown in Table 215.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (12) are used in combination as the charge transport material will be described with reference to Examples 41 to 44 and Comparative Examples 41 to 44.

Example 41
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 12-2 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 41]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 41 except that the charge transport layer coating solution of Example 41 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 12-2 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

Example 42
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 12-82 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 42]
In the charge transport layer coating solution of Example 42, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 42 except that the compound 12-82 was not added.

Example 43
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 12-12 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 43]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 43, except that the charge transport layer coating solution of Example 43 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 12-12 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 44
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 12-2 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 44]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 12-2 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 41 to 44 and Comparative Examples 41 to 44 were measured by the same method as described above. The test results are shown in Table 216.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (13) are used in combination as the charge transport material will be described with reference to Examples 45 to 48 and Comparative Examples 45 to 48.

Example 45
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 13-2 Compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 45]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 45 except that the charge transport layer coating solution of Example 45 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 13-2 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 46
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 13-19 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 46]
In the charge transport layer coating solution of Example 46, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 46 except that the compound 13-19 was not added.

Example 47
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 13-52 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 47]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 47 except that the charge transport layer coating solution of Example 47 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 13-52 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 48
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 13-2 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 48]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 13-2 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 45 to 48 and Comparative Examples 45 to 48 were measured in the same manner as described above. The test results are shown in Table 217.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (14) are used in combination as the charge transport material will be described with reference to Examples 49 to 52 and Comparative Examples 49 to 52.

Example 49
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 14-2 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 49]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 49 except that the charge transport layer coating solution of Example 49 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 14-2 Compound 9 parts Polycarbonate (Teijin Chemicals: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 50
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound No. 14-21 Part 2 Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 50]
In the charge transport layer coating solution of Example 50, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 50 except that the compound No. 14-21 was not added.

Example 51
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 14-44 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 51]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 51 except that the charge transport layer coating solution of Example 51 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 14-44 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 52
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 14-2 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 52]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 14-2 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 49 to 52 and Comparative Examples 49 to 52 were measured by the same method as described above. The test results are shown in Table 218.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (15) are used in combination as the charge transport material will be described with reference to Examples 53 to 56 and Comparative Examples 53 to 56.

Example 53
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 15-1 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 53]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 53 except that the charge transport layer coating solution of Example 53 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 15-1 compound 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 54
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 15-15 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 54]
In the charge transport layer coating solution of Example 54, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 54 except that the compound of 15-5 was not added.

Example 55
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 15-15 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 55]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 55 except that the charge transport layer coating solution of Example 55 was changed to that of the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 15-9 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 56
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 15-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 56]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 15-1 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 53 to 56 and Comparative Examples 53 to 56 were measured by the same method as described above. The test results are shown in Table 219.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (16) are used in combination as the charge transport material will be described with reference to Examples 57 to 60 and Comparative Examples 57 to 60.

Example 57
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 16-16 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 57]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 57 except that the charge transport layer coating solution of Example 57 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 16-10 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 58
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound No. 16-7 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 58]
In the charge transport layer coating solution of Example 58, Compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 58 except that the compound 16-7 was not added .

Example 60]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 16-10 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 60]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 16-10 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of each of the photoreceptors of Examples 57 to 60 and Comparative Examples 57 to 60 were measured by the same method as described above. The test results are shown in Table 220.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (17) are used in combination as the charge transport material will be described with reference to Examples 61 to 64 and Comparative Examples 61 to 64.

Example 61
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 17-10 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 61]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 61 except that the charge transport layer coating solution of Example 61 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 17-10 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 62
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 17-17 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 62]
In the charge transport layer coating solution of Example 62, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 62 except that the compound 17-7 was not added.

Example 63
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 17-27 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 63]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 63 except that the charge transport layer coating solution of Example 63 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 17-27 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Example 64]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound No. 17-10 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 64]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 17-10 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 61 to 64 and Comparative Examples 61 to 64 were measured by the same method as described above. The test results are shown in Table 221.

  Next, examples in which the compound represented by the general formula (1) and the compound represented by the general formula (18) are used in combination as the charge transport material will be described with reference to Examples 65 to 68 and Comparative Examples 65 to 68.

Example 65
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 18-11 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 65]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 65 except that the charge transport layer coating solution of Example 65 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 18-11 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

Example 66
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 18-4 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 66]
In the charge transport layer coating solution of Example 66, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 66 except that the compound 18-4 was not added.

Example 67
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 18-63 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 67]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 67 except that the charge transport layer coating solution of Example 67 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 18-63 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 68
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 18-11 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 68]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 18-11 compound 18 parts tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 65 to 68 and Comparative Examples 65 to 68 were measured by the same method as described above. The test results are shown in Table 222.

Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (19) are used in combination as a charge transport material will be described with reference examples 69 to 72 and comparative examples 69 to 72.

[ Reference Example 69]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 19-1 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 69]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 69 except that the charge transport layer coating solution of Reference Example 69 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 19-1 compound 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

[ Reference Example 70]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound No. 19-8 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 70]
In the charge transport layer coating solution of Reference Example 70, the compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 70 except that the compound 19-8 was not added.

[ Reference Example 71]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 19-20 compound 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 71]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 71 except that the charge transport layer coating solution of Reference Example 71 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 19-20 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[ Reference Example 72]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 19-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 72]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 19-1 compound 18 parts Tetrahydrofuran 200 parts

The characteristics of the photoreceptors of the above Reference Examples 69 to 72 and Comparative Examples 69 to 72 were measured by the same method as described above. The test results are shown in Table 223.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (20) are used in combination as the charge transport material will be described with reference to Examples 73 to 76 and Comparative Examples 73 to 76.

Example 73
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 20-1 compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 73]
A comparative electrophotographic photosensitive member was prepared in the same manner as in Example 73 except that the charge transport layer coating solution of Example 73 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 20-1 compound 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 74
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 20-20 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 74]
In the charge transport layer coating solution of Example 74, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 74 except that the compound of 20-5 was not added.

Example 75
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 20-12 compound 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 75]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 75 except that the charge transport layer coating solution of Example 75 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 20-12 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 76
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 20-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 76]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
Same charge as Example 4

  The characteristics of the photoreceptors of Examples 73 to 76 and Comparative Examples 73 to 76 were measured by the same method as described above. The test results are shown in Table 224.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (21) are used in combination as the charge transport material will be described with reference to Examples 77 to 80 and Comparative Examples 77 to 80.

Example 77
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 21-1 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 77]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 77 except that the charge transport layer coating solution of Example 77 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 21-1 compound 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 78
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 21-21 Part 2 Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 78]
In the charge transport layer coating solution of Example 78, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 78 except that the compound 21-19 was not added.

Example 79
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 21-21 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 79]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 79 except that the charge transport layer coating solution of Example 79 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 21-25 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 80
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 21-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 80]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 21-1 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the above photoreceptors of Examples 77 to 80 and Comparative Examples 77 to 80 were measured by the same method as described above. The test results are shown in Table 225.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (22) are used in combination as the charge transport material will be described with reference to Examples 81 to 84 and Comparative Examples 81 to 84.

Example 81
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 22-1 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 81]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 81 except that the charge transport layer coating solution of Example 81 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 22-1 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

Example 82
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 22-31 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 82]
In the charge transport layer coating solution of Example 82, Compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 82 except that the compound 22-31 was not added.

Example 83
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound No. 22-8 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 83]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 83 except that the charge transport layer coating solution of Example 83 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 22-8 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 84
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 22-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 84]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 22-1 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the above photoreceptors of Examples 81 to 84 and Comparative Examples 81 to 84 were measured by the same method as described above. The test results are shown in Table 226.

  Next, examples in which the compound represented by the general formula (1) and the compound represented by the general formula (23) are used in combination as the charge transport material will be described with reference to Examples 85 to 88 and Comparative Examples 85 to 88.

Example 85
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 23-1 compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 85]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 85 except that the charge transport layer coating solution of Example 85 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 23-1 compound 9 parts Polycarbonate (Teijin Chemicals: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 86
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 23-50 compound 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 86]
In the charge transport layer coating solution of Example 86, Compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 86 except that the compound of 23-50 was not added.

Example 87
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 23-8 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 87]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 87 except that the charge transport layer coating solution of Example 87 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 23-8 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 88
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 23-1 compound 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 88]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. 23-1 compound 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 85 to 88 and Comparative Examples 85 to 88 described above were measured in the same manner as described above. The test results are shown in Table 227.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (24) are used in combination as the charge transport material will be described with reference to Examples 89 to 92 and Comparative Examples 89 to 92.

Example 89
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 24-24 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 89]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 89 except that the charge transport layer coating solution of Example 89 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 24-8 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 90
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 24-15 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 90]
In the charge transport layer coating solution of Example 90, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 90 except that the compound of 24-15 was not added.

Example 91
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 24-24 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 91]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 91 except that the charge transport layer coating solution in Example 91 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 24-17 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 92
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 8-24 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 92]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 24-8 18 parts Tetrahydrofuran 200 parts

  The characteristics of the photoreceptors of Examples 89 to 92 and Comparative Examples 89 to 92 were measured by the same method as described above. The test results are shown in Table 228.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (25) are used in combination as the charge transport material will be described with reference to Examples 93 to 96 and Comparative Examples 93 to 96.

Example 93
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 25-25 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 93]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 93 except that the charge transport layer coating solution of Example 93 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 25-6 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 94
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 25-2 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 94]
In the charge transport layer coating solution of Example 94, Compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 94 except that the compound 25-2 was not added.

Example 95
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 25-25 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 95]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 95 except that the charge transport layer coating solution of Example 95 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 25-16 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 96
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 25-25 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 96]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 25-6 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 93 to 96 and Comparative Examples 93 to 96 were measured by the same method as described above. The test results are shown in Table 229.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (26) are used in combination as the charge transport material will be described with reference to Examples 97 to 100 and Comparative Examples 97 to 100.

Example 97
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 26-6 Compound 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 97]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 97 except that the charge transport layer coating solution in Example 97 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. 26-6 compound 9 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

Example 98
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 26-15 compound 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 98]
In the charge transport layer coating solution of Example 98, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 98 except that the compound of 26-15 was not added.

Example 99
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. 26-21 compound 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 99]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 99 except that the charge transport layer coating solution in Example 99 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. 26-21 compound 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 100
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 26-6 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 100]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound of 26-6 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 97 to 100 and Comparative Examples 97 to 100 were measured by the same method as described above. The test results are shown in Table 230.

  Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (27) are used in combination as the charge transport material will be described with reference to Examples 101 to 104 and Comparative Examples 101 to 104.

Example 101
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 27-70 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 101]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 101 except that the charge transport layer coating solution of Example 101 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 27-70 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts Tetrahydrofuran 75 parts

Example 102
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 27-92 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 102]
In the charge transport layer coating solution of Example 102, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 102 except that the compound of 27-92 was not added.

Example 103
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 27-192 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 103]
A comparative electrophotographic photosensitive member was produced in the same manner as in Example 103 except that the charge transport layer coating solution of Example 103 was changed to the one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 27-192 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

Example 104
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 27-70 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 104]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 27-70 18 parts Tetrahydrofuran 200 parts

  The photoreceptor characteristics of the photoreceptors of Examples 101 to 104 and Comparative Examples 101 to 104 were measured by the same method as described above. The test results are shown in Table 231.

Next, the case where the compound represented by the general formula (1) and the compound represented by the general formula (28) are used in combination as the charge transport material will be described with reference examples 105 to 108 and comparative examples 105 to 108.

[ Reference Example 105]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 1 except that the charge transport layer coating solution of Example 1 was changed to the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 28-1 3 parts Compound NO. 1-1 compound 6 parts polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts tetrahydrofuran 75 parts

[Comparative Example 105]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 105 except that the charge transport layer coating solution of Reference Example 105 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 28-1 9 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 10 parts 75 parts of tetrahydrofuran

[Reference Example 106]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 2 except that the charge transport layer coating solution of Example 2 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound No. 28-5 2 parts Compound NO. Compound 1-6 8 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite L-1250) 10 parts Methylene chloride 80 parts

[Comparative Example 106]
In the charge transport layer coating solution of Reference Example 106, compound NO. A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 106 except that the compound 28-5 was not added.

[ Reference Example 107]
An electrophotographic photosensitive member of the present invention was produced in the same manner as in Example 3 except that the charge transport layer coating solution of Example 3 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound 28-30 4 parts Compound NO. Compound of 1-8 4 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[Comparative Example 107]
A comparative electrophotographic photosensitive member was produced in the same manner as in Reference Example 107 except that the charge transport layer coating solution of Reference Example 107 was changed to one having the following composition.
[Charge transport layer coating solution]
Compound NO. Compound of 28-30 9 parts Polycarbonate resin (Mitsubishi Gas Chemical Co., Ltd .: Iupilon Z-300) 10 parts Methylene chloride 50 parts 1,2-dichloroethane 35 parts

[ Reference Example 108]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby producing the electrophotographic photosensitive member of the present invention.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound No. 28-1 8 parts Compound NO. 1-1 compound 10 parts Tetrahydrofuran 200 parts

[Comparative Example 108]
A photosensitive layer coating solution having the following composition was applied on an aluminum cylinder and dried to form a single-layer photosensitive layer having a thickness of 23 μm, thereby preparing a comparative electrophotographic photosensitive member.
[Photosensitive layer coating solution]
The same charge generating material as in Example 4 3 parts Polycarbonate (manufactured by Teijin Chemicals Ltd .: Panlite K-1300) 21 parts Compound NO. Compound 28-1 18 parts Tetrahydrofuran 200 parts

The characteristics of the photoreceptors of the above Reference Examples 105 to 108 and Comparative Examples 105 to 108 were measured by the same method as described above. The test results are shown in Table 232.

[Comparative Example 109]
Compound NO. 1 used in the charge transport layer of Example 1 A comparative electrophotographic photosensitive member was produced in the same manner as in Example 1 except that the compound of 5-5 was changed to the following compound.

[Comparative Example 110]
The compound NO. 1 used in the charge transport layer of Example 3 was used. A comparative electrophotographic photosensitive member was produced in the same manner as in Example 3 except that the compound 2-32 was changed to the following compound.

  Table 233 shows the test results of Comparative Examples 109 to 110.

It is sectional drawing of a single layer photoreceptor. It is sectional drawing which shows the structural example of a laminated photoconductor. It is sectional drawing which shows the structural example of a laminated photoconductor.

Explanation of symbols

DESCRIPTION OF SYMBOLS 11 Conductive support 15 Single layer photosensitive layer 17 Charge generation layer 19 Charge transport layer

Claims (3)

At least on a conductive support
The following compound No. A compound represented by the following general formula (1) selected from the group consisting of 1-1 to 1-18 ;
The following compound No. A compound represented by the following general formula (2) selected from the group consisting of 2-1 to 2-33 ;
The following compound No. A compound represented by the following general formula (3) selected from the group consisting of 3-1 to 3-35;
The following compound No. A compound represented by the following general formula (4) selected from the group consisting of 4-1 to 4-39;
The following compound No. A compound represented by the following general formula (5) selected from the group consisting of 5-1 to 5-107;
The following compound No. A compound represented by the following general formula (6) selected from the group consisting of 6-1 to 6-45,
The following compound No. A compound represented by the following general formula (7) selected from the group consisting of 7-1 to 7-17 ,
The following compound No. A compound represented by the following general formula (9) or (9) ′ selected from the group consisting of 9-1 to 9-325 ,
The following compound No. A compound represented by the following general formula (10) selected from the group consisting of 10-1 to 10-96;
The following compound No. A compound represented by the following general formula (11) selected from the group consisting of 11-1 to 11-176,
The following compound No. A compound represented by the following general formula (12) selected from the group consisting of 12-1 to 12-85;
The following compound No. A compound represented by the following general formula (13) selected from the group consisting of 13-1 to 13-140;
The following compound No. A compound represented by the following general formula (14) selected from the group consisting of 14-1 to 14-66;
The following compound No. A compound represented by the following general formula (15) selected from the group consisting of 15-1 to 15-40,
The following compound No. A compound represented by the following general formula (16) selected from the group consisting of 16-1 to 16-14,
The following compound No. A compound represented by the following general formula (17) selected from the group consisting of 17-1 to 17-42;
The following compound No. A compound represented by the following general formula (18) selected from the group consisting of 18-1 to 18-64 ,
The following compound No. A compound represented by the following general formula (20) selected from the group consisting of 20-1 to 20-18 ,
The following compound No. A compound represented by the following general formula (21) selected from the group consisting of 21-1 to 21-25,
The following compound No. A compound represented by the following general formula (22) selected from the group consisting of 22-1 to 22-68,
The following compound No. A compound represented by the following general formula (23) selected from the group consisting of 23-1 to 23-95;
The following compound No. A compound represented by the following general formula (24) selected from the group consisting of 24-1 to 24-33,
The following compound No. A compound represented by the following general formula (25) selected from the group consisting of 25-1 to 25-69,
The following compound No. A compound represented by the following general formula (26) selected from the group consisting of 26-1 to 26-34, and
The following compound No. An electrophotographic photosensitive film comprising a photosensitive layer containing a compound selected from the group consisting of compounds represented by the following general formula (27) selected from the group consisting of 27-1 to 27-275: body.

A charge generation layer mainly comprising a charge generation material on a conductive support; and at least
The following compound No. A compound represented by the following general formula (1) selected from the group consisting of 1-1 to 1-18 ;
The following compound No. A compound represented by the following general formula (2) selected from the group consisting of 2-1 to 2-33 ;
The following compound No. A compound represented by the following general formula (3) selected from the group consisting of 3-1 to 3-35;
The following compound No. A compound represented by the following general formula (4) selected from the group consisting of 4-1 to 4-39;
The following compound No. A compound represented by the following general formula (5) selected from the group consisting of 5-1 to 5-107;
The following compound No. A compound represented by the following general formula (6) selected from the group consisting of 6-1 to 6-45,
The following compound No. A compound represented by the following general formula (7) selected from the group consisting of 7-1 to 7-17 ,
The following compound No. A compound represented by the following general formula (9) or (9) ′ selected from the group consisting of 9-1 to 9-325 ,
The following compound No. A compound represented by the following general formula (10) selected from the group consisting of 10-1 to 10-96;
The following compound No. A compound represented by the following general formula (11) selected from the group consisting of 11-1 to 11-176,
The following compound No. A compound represented by the following general formula (12) selected from the group consisting of 12-1 to 12-85;
The following compound No. A compound represented by the following general formula (13) selected from the group consisting of 13-1 to 13-140;
The following compound No. A compound represented by the following general formula (14) selected from the group consisting of 14-1 to 14-66;
The following compound No. A compound represented by the following general formula (15) selected from the group consisting of 15-1 to 15-40,
The following compound No. A compound represented by the following general formula (16) selected from the group consisting of 16-1 to 16-14,
The following compound No. A compound represented by the following general formula (17) selected from the group consisting of 17-1 to 17-42;
The following compound No. A compound represented by the following general formula (18) selected from the group consisting of 18-1 to 18-64 ,
The following compound No. A compound represented by the following general formula (20) selected from the group consisting of 20-1 to 20-18 ,
The following compound No. A compound represented by the following general formula (21) selected from the group consisting of 21-1 to 21-25,
The following compound No. A compound represented by the following general formula (22) selected from the group consisting of 22-1 to 22-68,
The following compound No. A compound represented by the following general formula (23) selected from the group consisting of 23-1 to 23-95;
The following compound No. A compound represented by the following general formula (24) selected from the group consisting of 24-1 to 24-33,
The following compound No. A compound represented by the following general formula (25) selected from the group consisting of 25-1 to 25-69,
The following compound No. A compound represented by the following general formula (26) selected from the group consisting of 26-1 to 26-34, and
The following compound No. An electron comprising: a charge transporting layer containing a compound selected from the group consisting of a compound represented by the following general formula (27) selected from the group consisting of 27-1 to 27-275: Photoconductor.

At least a charge generating material on a conductive support;
The following compound No. A compound represented by the following general formula (1) selected from the group consisting of 1-1 to 1-18 ;
The following compound No. A compound represented by the following general formula (2) selected from the group consisting of 2-1 to 2-33 ;
The following compound No. A compound represented by the following general formula (3) selected from the group consisting of 3-1 to 3-35;
The following compound No. A compound represented by the following general formula (4) selected from the group consisting of 4-1 to 4-39;
The following compound No. A compound represented by the following general formula (5) selected from the group consisting of 5-1 to 5-107;
The following compound No. A compound represented by the following general formula (6) selected from the group consisting of 6-1 to 6-45,
The following compound No. A compound represented by the following general formula (7) selected from the group consisting of 7-1 to 7-17 ,
The following compound No. A compound represented by the following general formula (9) or (9) ′ selected from the group consisting of 9-1 to 9-325 ,
The following compound No. A compound represented by the following general formula (10) selected from the group consisting of 10-1 to 10-96;
The following compound No. A compound represented by the following general formula (11) selected from the group consisting of 11-1 to 11-176,
The following compound No. A compound represented by the following general formula (12) selected from the group consisting of 12-1 to 12-85;
The following compound No. A compound represented by the following general formula (13) selected from the group consisting of 13-1 to 13-140;
The following compound No. A compound represented by the following general formula (14) selected from the group consisting of 14-1 to 14-66;
The following compound No. A compound represented by the following general formula (15) selected from the group consisting of 15-1 to 15-40,
The following compound No. A compound represented by the following general formula (16) selected from the group consisting of 16-1 to 16-14,
The following compound No. A compound represented by the following general formula (17) selected from the group consisting of 17-1 to 17-42;
The following compound No. A compound represented by the following general formula (18) selected from the group consisting of 18-1 to 18-64 ,
The following compound No. A compound represented by the following general formula (20) selected from the group consisting of 20-1 to 20-18 ,
The following compound No. A compound represented by the following general formula (21) selected from the group consisting of 21-1 to 21-25,
The following compound No. A compound represented by the following general formula (22) selected from the group consisting of 22-1 to 22-68,
The following compound No. A compound represented by the following general formula (23) selected from the group consisting of 23-1 to 23-95;
The following compound No. A compound represented by the following general formula (24) selected from the group consisting of 24-1 to 24-33,
The following compound No. A compound represented by the following general formula (25) selected from the group consisting of 25-1 to 25-69,
The following compound No. A compound represented by the following general formula (26) selected from the group consisting of 26-1 to 26-34, and
The following compound No. A single photosensitive layer containing a compound selected from the group consisting of a compound represented by the following general formula (27) selected from the group consisting of 27-1 to 27-275 is provided. Electrophotographic photoreceptor.

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