Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Patent metadata

Field	Value
Publication number	US-9104098-B2
Application number	US-201314013958-A
Country	US
Kind code	B2
Filing date	Aug 29, 2013
Priority date	Aug 31, 2012
Publication date	Aug 11, 2015
Grant date	Aug 11, 2015

Abstract

A charge-generating layer of an electrophotographic photosensitive member includes a phthalocyanine pigment and a specific tricyanoethylene compound. Alternatively, the charge-generating layer and/or an undercoat layer of the electrophotographic photosensitive member includes a specific tricyanoethylene compound, and the charge-generating layer includes the phthalocyanine pigment.

First claim

What is claimed is:

1. An electrophotographic photosensitive member comprising:
a support; and
a charge-generating layer and a charge-transporting layer formed on the support,
wherein the charge-generating layer comprises:
a phthalocyanine pigment, and
a tricyanoethylene compound represented by the formula (1) described below,

wherein the dipole moment of the tricyanoethylene compound is 8.0 debye or more, the dipole moment being obtained from the results of molecular orbital calculation by density functional calculation at the B3LYP/6-31G level,

wherein, in the formula (1), R 1 represents an unsubstituted or substituted alkyl group, an unsubstituted or substituted aryl group, an unsubstituted or substituted pyridyl group, an unsubstituted or substituted piperidyl group, or a substituted amino group.

2. The electrophotographic photosensitive member according to claim 1 ,
wherein, in the formula (1), R 1 represents an amino group substituted with a pyridyl group, a piperidyl group, an alkyl group, or an aryl group, or an aryl group substituted with a secondary amine or a tertiary amine.

3. The electrophotographic photosensitive member according to claim 1 ,
wherein the lowest unoccupied molecular orbital (LUMO) of the tricyanoethylene compound represented by the formula (1) is in the range of −3.2 eV to −2.9 eV, the LUMO being obtained from the results of molecular orbital calculation by density functional calculation at the B3LYP/6-31 G level.

4. The electrophotographic photosensitive member according to claim 1 ,
wherein the tricyanoethylene compound is a tricyanoethylene compound represented by any one of the formulae (1-1) to (1-3):

5. The electrophotographic photosensitive member according to claim 1 ,
wherein the phthalocyanine pigment is hydroxygallium phthalocyanine.

6. A process cartridge detachably attachable to a main body of an electrophotographic apparatus,
wherein the process cartridge integrally supports:
the electrophotographic photosensitive member according to claim 1 , and
at least one device selected from the group consisting of a charging device, a developing device, and a cleaning device.

7. An electrophotographic apparatus comprising:
the electrophotographic photosensitive member according to claim 1 ;
a charging device;
an exposure device;
a developing device; and
a transferring device.

8. An electrophotographic photosensitive member comprising:
a support;
an undercoat layer formed on the support; and
a charge-generating layer and a charge-transporting layer formed on the undercoat layer,
wherein the charge-generating layer comprises a phthalocyanine pigment,
wherein the undercoat layer comprises a tricyanoethylene compound represented by formula (1) described below:

wherein, in the formula (1), R 1 represents an unsubstituted or substituted alkyl group, an unsubstituted or substituted aryl group, an unsubstituted or substituted pyridyl group, an unsubstituted or substituted piperidyl group, or a substituted amino group, and
wherein the dipole moment of the tricyanoethylene compound is 8.0 debye or more, the dipole moment being obtained from the results of molecular orbital calculation by density functional calculation at the B3LYP/6-31 G level.

9. The electrophotographic photosensitive member according to claim 8 ,
wherein, in the formula (1), R 1 represents an amino group substituted with a pyridyl group, a piperidyl group, an alkyl group, or an aryl group, or an aryl group substituted with a secondary amine or a tertiary amine.

10. The electrophotographic photosensitive member according to claim 8 ,
wherein the lowest unoccupied molecular orbital (LUMO) of the tricyanoethylene compound represented by the formula (1) is in the range of −3.2 eV to −2.9 eV, the LUMO being obtained from the results of molecular orbital calculation by density functional calculation at the B3LYP/6-31 G level.

11. The electrophotographic photosensitive member according to claim 8 ,
wherein the tricyanoethylene compound is a tricyanoethylene compound represented by one of the formulae (1-1) to (1-3):

12. The electrophotographic photosensitive member according to claim 8 ,
wherein the phthalocyanine pigment is hydroxygallium phthalocyanine.

Assignees

• Canon Kk

Inventors

• Nishida Tsutomu
• Kuno Junpei
• Kawahara Masataka
• Watariguchi Kaname
• Tanaka Masato

Classifications

• G03G5/09

  Sensitisors or activators, e.g. dyestuffs (G03G5/12 takes precedence) · CPC title

• G03C1/735 Primary

  Organo-metallic compounds · CPC title

• G03G5/0614

  Amines · CPC title

• G03G5/0696

  Phthalocyanines · CPC title

• G03G21/1814

  Details of parts of process cartridge, e.g. for charging, transfer, cleaning, developing (G03G21/1835 takes precedence) · CPC title