Electrophotographic photosensitive member, process for producing electrophotographic photosensitive member, and electrophotographic apparatus and process cartridge including electrophotographic photosensitive member

Patent metadata

Field	Value
Publication number	US-10120331-B2
Application number	US-201715614695-A
Country	US
Kind code	B2
Filing date	Jun 6, 2017
Priority date	Jun 15, 2016
Publication date	Nov 6, 2018
Grant date	Nov 6, 2018

Abstract

The present invention provides a satisfactory electrophotographic photosensitive member which satisfies wear resistance and electrical properties and further, with which image defects do not occur, a process for producing an electrophotographic photosensitive member, and an electrophotographic apparatus and a process cartridge each including the electrophotographic photosensitive member. The electrophotographic photosensitive member the surface layer of which contains a copolymer of a polymerizable functional group-containing charge transporting substance and a particular polymerizable compound.

First claim

What is claimed is:

1. An electrophotographic photosensitive member, comprising:
an electrically conductive support; and
a photosensitive layer on the support, wherein
a surface layer of the electrophotographic photosensitive member comprises a copolymer of a polymerizable functional group-containing charge transporting substance and a compound represented by formula (1):

where Ar is a substituted or unsubstituted aromatic hydrocarbon group and is an m-valent group obtained by eliminating m number of hydrogen atoms each bonded to a benzene ring of a compound represented by formula (2) other than from R 1 , R 2 and R 3 ;
Ln represents a divalent group represented by formula (3) or formula (4);
Fn represents a polymerizable functional group; and
m represents an integer of 1 to 4 and when m is equal to or larger than 2, m number of structures in parenthesis are the same or different:

where R 1 , R 2 and R 3 each independently represent a hydrogen atom or a substituted or unsubstituted phenyl group; and
substituents on Ar, R 1 , R 2 and R 3 are each an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms:

where R 4 represents an alkylene group having 1 to 6 carbon atoms and p represents 0 or 1; and
R 5 represents an alkylene group having 1 to 6 carbon atoms and r represents an integer of 1 to 4.

2. The electrophotographic photosensitive member according to claim 1 , wherein the compound represented by the formula (1) is represented by formula (5):

where R 4 represents an alkylene group having 1 to 6 carbon atoms.

3. The electrophotographic photosensitive member according to claim 1 , wherein a number m of the polymerizable functional groups on Ar is 2 or 3.

4. The electrophotographic photosensitive member according to claim 1 , wherein Ar has a structure in which one polymerizable functional group on Ar is introduced to one benzene ring.

5. The electrophotographic photosensitive member according to claim 1 , wherein a ratio of a mass of the compound represented by formula (1) to a total mass of the polymerizable functional group-containing charge transporting substance and the compound represented by the formula (1) is 5 to 70% by mass.

6. The electrophotographic photosensitive member according to claim 1 , wherein the polymerizable functional group is a chain polymerizable functional group.

7. The electrophotographic photosensitive member according to claim 6 , wherein the chain polymerizable functional group is an acryloyloxy group or a methacryloyloxy group.

8. The electrophotographic photosensitive member according to claim 1 , wherein the compound represented by the formula (1) has a molecular weight of 400 to 700.

9. An electrophotographic photosensitive member, comprising:
an electrically conductive support; and
a photosensitive layer on the support, wherein
a surface layer of the electrophotographic photosensitive member comprises a copolymer of a polymerizable functional group-containing charge transporting substance and a compound represented by formula (1):

where Ar is a substituted or unsubstituted aromatic hydrocarbon group and is an m-valent group obtained by eliminating m number of hydrogen atoms each bonded to a benzene ring of a compound represented by structural formulae Ar-1 to Ar-6:

Ln represents a divalent group represented by formula (3) or formula (4);
Fn represents a polymerizable functional group; and
m represents an integer of 1 to 4 and when m is equal to or larger than 2, m number of structures in parenthesis are the same or different:
the benzene rings of formulae Ar-1 to Ar-6 are each independently optionally substituted with R 1 , where R 1 independently represents a hydrogen atom or a substituted or unsubstituted phenyl group; and
substituents on Ar and R 1 are independently each an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms:

where R 4 represents an alkylene group having 1 to 6 carbon atoms and p represents 0 or 1; and
R 5 represents an alkylene group having 1 to 6 carbon atoms and r represents an integer of 1 to 4.

10. The electrophotographic photosensitive member according to claim 9 , wherein the compound represented by the formula (1) has a molecular weight of 400 to 700.

11. The electrophotographic photosensitive member according to claim 9 , wherein the compound represented by the formula (1) is represented by formula (5):

where R 4 represents an alkylene group having 1 to 6 carbon atoms.

12. The electrophotographic photosensitive member according to claim 9 , wherein a number m of the polymerizable functional groups on Ar is 2 or 3.

13. The electrophotographic photosensitive member according to claim 9 , wherein Ar has a structure in which one polymerizable functional group on Ar is introduced to one benzene ring.

14. The electrophotographic photosensitive member according to claim 9 , wherein a ratio of a mass of the compound represented by formula (1) to a total mass of the polymerizable functional group-containing charge transporting substance and the compound represented by the formula (1) is 5 to 70% by mass.

15. The electrophotographic photosensitive member according to claim 9 , wherein the polymerizable functional group is a chain polymerizable functional group.

16. The electrophotographic photosensitive member according to claim 15 , wherein the chain polymerizable functional group is an acryloyloxy group or a methacryloyloxy group.

17. A process cartridge integrally supporting: an electrophotographic photosensitive member comprising an electrically conductive support and a photosensitive layer on the support; and at least one unit selected from the group consisting of a charging unit, a developing unit and a cleaning unit, the process cartridge detachably attachable to an electrophotographic apparatus main body, wherein
a surface layer of the electrophotographic photosensitive member comprises a copolymer of a polymerizable functional group-containing charge transporting substance and a compound represented by formula (1):

where Ar is a substituted or unsubstituted aromatic hydrocarbon group and is an m-valent group obtained by eliminating m number of hydrogen atoms each bonded to a benzene ring of a compound represented by formula (2) other than from R 1 , R 2 and R 3 ;
Ln represents a divalent group represented by formula (3) or formula (4);
Fn represents a polymerizable functional group; and
m represents an integer of 1 to 4 and wh

Assignees

• Canon Kk

Inventors

• Nakata Koichi
• Takagi Shinji
• Nonaka Masaki
• Mori Haruki

Classifications

• G03G13/01

  for multicoloured copies {(colour correction on photography G03B27/725; picture communication systems H04N1/46)} · CPC title

• G03G5/0662

  containing metal elements · CPC title

• G03C2001/7635

  Protective layer · CPC title

• G03C2001/7481

  Coating simultaneously multiple layers · CPC title

• G03G5/047

  characterised by the charge-generation layers or charge transport layers {(G03G5/0433 and G03G5/0436 take precedence)} · CPC title