Electrophotographic photosensitive member, process cartridge, electrophotographic apparatus, and condensed polycyclic aromatic compound

Patent metadata

Field	Value
Publication number	US-9740117-B2
Application number	US-201414653610-A
Country	US
Kind code	B2
Filing date	Mar 6, 2014
Priority date	Mar 7, 2013
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

Provided are an electrophotographic photosensitive member which satisfies wear resistance and electrical characteristics, and in which image deletion is satisfactorily suppressed, and a process cartridge and an electrophotographic apparatus each including the electrophotographic photosensitive member. The electrophotographic photosensitive member comprises a surface layer which includes a polymerized product of a hole transporting substance having a reactive functional group, in which a structure other than the reactive functional group of the hole transporting substance is one of: a structure consisting of a carbon atom and a hydrogen atom; and a structure consisting of a carbon atom, a hydrogen atom and an oxygen atom, and the structure other than the reactive functional group of the hole transporting substance comprises a specific conjugate structure.

First claim

The invention claimed is:

1. An electrophotographic photosensitive member comprising:
a conductive support formed of a material having electro-conductivity; and
a photosensitive layer formed on the conductive support,
a surface layer of the electrophotographic photosensitive member comprising a polymerized product of a hole transporting substance having a reactive functional group, wherein
a structure other than the reactive functional group of the hole transporting substance is one of (i) a structure consisting of a carbon atom and a hydrogen atom, or (ii) a structure consisting of a carbon atom, a hydrogen atom and an oxygen atom,
the structure other than the reactive functional group of the hole transporting substance comprises a structure which comprises a conjugate structure comprising 24 or more sp 2 carbon atoms, wherein
the conjugate structure comprises a condensed polycyclic structure comprising 12 or more sp 2 carbon atoms, and
the reactive functional group comprises one of an acryloyloxy group or a methacryloyloxy group, and wherein the hole transporting substance comprises two or more units of the condensed polycyclic structures.

2. The electrophotographic photosensitive member according to claim 1 , wherein the condensed polycyclic structures are connected to each other by a single bond.

3. The electrophotographic photosensitive member according to claim 1 , wherein the condensed polycyclic structure is formed of one of a five-membered ring and a six-membered ring.

4. The electrophotographic photosensitive member according to claim 1 , wherein the structure other than the reactive functional group of the hole transporting substance comprises a conjugate structure comprising 28 or more sp 2 carbon atoms.

5. The electrophotographic photosensitive member according to claim 1 , wherein a compound obtained by substituting the reactive functional group of the hole transporting substance with a hydrogen atom is a compound represented by formula (1):

where R 1 to R 6 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group,
R 7 represents a group derived from a substituted or unsubstituted arene by loss of 6 hydrogen atoms, and
n represents an integer of from 1 to 10, and when n represents from 2 to 10, partial structures each represented by formula (2) in formula (1) may be identical to or different from each other

6. The electrophotographic photosensitive member according to claim 5 , wherein the arene in R 7 of formula (1) is fluorene, anthracene, phenanthrene, fluoranthene, or pyrene.

7. The electrophotographic photosensitive member according to claim 1 , wherein the surface layer comprises a polymerized product of a composition comprising:
the hole transporting substance; and
a compound having a reactive functional group and free of a structure having hole transportability.

8. The electrophotographic photosensitive member according to claim 7 , wherein:
the hole transporting substance has one or more reactive functional groups; and
the compound free of a structure having hole transportability has two or more reactive functional groups.

9. The electrophotographic photosensitive member according to claim 7 , wherein the compound having a reactive functional group and free of a structure having hole transportability has a molecular weight of 100 to 1,000.

10. The electrophotographic photosensitive member according to claim 1 , wherein the surface layer further comprises inorganic fine particles whose surfaces have been treated with a compound having a chain polymerizable functional group.

11. The electrophotographic photosensitive member according to claim 10 , wherein the inorganic fine particles are particles each comprising at least one oxide selected from the group consisting of alumina, silica, tin oxide, and titanium oxide.

12. The electrophotographic photosensitive member according to claim 5 , wherein the compound obtained by substituting the reactive functional group of the hole transporting substance with a hydrogen atom has a molecular weight of 300 to 3,000.

13. A process cartridge detachably mountable 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, a transferring device, and a cleaning device.

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

Assignees

• Canon Kk

Inventors

• Kosaka Nobuo
• Nakata Koichi
• Takagi Shinji

Classifications

• G03G5/14743

  Polymers derived from conjugated double bonds containing monomers, e.g. polybutadiene; Rubbers · CPC title

• C08F222/1025

  of aromatic dialcohols · CPC title

• C07C39/04

  Phenol · CPC title

• C07C2603/40

  containing four condensed rings · CPC title

• G03G5/0629

  containing one hetero atom · CPC title