Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Patent metadata

Field	Value
Publication number	US-2016291489-A1
Application number	US-201615077209-A
Country	US
Kind code	A1
Filing date	Mar 22, 2016
Priority date	Mar 30, 2015
Publication date	Oct 6, 2016
Grant date	—

Abstract

Provided is an electrophotographic photosensitive member including a support, an undercoat layer, and a photosensitive layer in this order, in which: the undercoat layer does not contain a metal oxide, or contains the metal oxide but the content of the metal oxide in the undercoat layer is 10 mass % or less; and the undercoat layer contains a polymerized product of a composition containing at least one kind of anthraquinone derivative selected from the group consisting of a compound represented by the formula (1) and a compound represented by the formula (2).

First claim

What is claimed is:

1 . An electrophotographic photosensitive member, comprising, in this order:
a support; an undercoat layer; and a photosensitive layer, wherein: the undercoat layer is free of a metal oxide, or contains the metal oxide but a content of the metal oxide in the undercoat layer is 10 mass % or less; and the undercoat layer contains a polymerized product of a composition containing at least one kind of anthraquinone derivative selected from the group consisting of a compound represented by the formula (1) and a compound represented by the formula (2):

in the formula (1):
R 101 and R 102 each independently represent an oxygen atom, C(CN) 2 , C(CN)R 112 , or NR 113 , and R 112 and R 113 each represent a substituted or unsubstituted aryl group;
R 103 and R 104 , and R 106 to R 110 each independently represent a group having any one of a hydroxy group, a thiol group, an amino group, and a carboxyl group, a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a halogen atom, a nitro group, a cyano group, an alkoxy group, or an alkoxycarbonyl group;
R 111 represents
a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heterocyclic group,
a group derived by substituting part of a methylene group in a main chain of the substituted or unsubstituted alkylene group with at least one kind selected from the group consisting of an oxygen atom, a sulfur atom, NH, NR 114 , a carbonyl group, a sulfonyl group, a substituted or unsubstituted cycloalkylene group, and a substituted or unsubstituted arylene group,
a divalent group obtained by bonding a plurality of groups selected from the group consisting of the substituted or unsubstituted cycloalkylene group, the substituted or unsubstituted arylene group, and the substituted or unsubstituted heterocyclic group with at least one kind of bonding group selected from the group consisting of a single bond, an oxygen atom, a sulfur atom, NH, NR 114 , a carbonyl group, and a sulfonyl group, or
a group obtained by bonding, to the substituted or unsubstituted arylene group or the divalent group obtained by the bonding with the bonding group, at least one kind selected from the group consisting of an oxygen atom, a sulfur atom, NH, NR 115 , a carbonyl group, and a sulfonyl group;

R 114 and R 115 each independently represent an alkyl group or an aryl group;
at least one of R 103 and R 104 , and R 106 to R 111 represents a group having any one of a hydroxy group, a thiol group, an amino group, and a carboxyl group; and
R 105 represents a methylene group, a carbonyl group, an oxygen atom, or NH:

in the formula (2):
R 201 and R 202 each independently represent an oxygen atom, C(CN) 2 , C(CN)R 212 , or NR 213 , and R 212 and R 213 each represent a substituted or unsubstituted aryl group;
R 203 to R 205 and R 207 to R 210 each independently represent a group having any one of a hydroxy group, a thiol group, an amino group, and a carboxyl group, a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a halogen atom, a nitro group, a cyano group, an alkoxy group, or an alkoxycarbonyl group;
R 211 represents
a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heterocyclic group,
a group derived by substituting part of a methylene group in a main chain of the substituted or unsubstituted alkylene group with at least one kind selected from the group consisting of an oxygen atom, a sulfur atom, NH, NR 214 , a carbonyl group, a sulfonyl group, a substituted or unsubstituted cycloalkylene group, and a substituted or unsubstituted arylene group,
a divalent group obtained by bonding a plurality of groups selected from the group consisting of the substituted or unsubstituted cycloalkylene group, the substituted or unsubstituted arylene group, and the substituted or unsubstituted heterocyclic group with at least one kind of bonding group selected from the group consisting of a single bond, an oxygen atom, a sulfur atom, NH, NR 214 , a carbonyl group, and a sulfonyl group, or
a group obtained by bonding, to the substituted or unsubstituted arylene group or the divalent group obtained by the bonding with the bonding group, at least one kind selected from the group consisting of an oxygen atom, a sulfur atom, NH, NR 215 , a carbonyl group, and a sulfonyl group;

R 214 and R 215 each independently represent an alkyl group or an aryl group;
at least one of R 203 to R 205 and R 207 to R 211 represents a group having any one of a hydroxy group, a thiol group, an amino group, and a carboxyl group; and
R 206 represents a methylene group, a carbonyl group, an oxygen atom, or NH.

2 . An electrophotographic photosensitive member according to claim 1 , wherein in the formulae (1) and (2), R 105 represents a methylene group, a carbonyl group, or NH, and R 206 represents a methylene group, a carbonyl group, or NH.

3 . An electrophotographic photosensitive member according to claim 1 , wherein the composition further contains a crosslinking agent.

4 . An electrophotographic photosensitive member according to claim 3 , wherein the crosslinking agent comprises one of an isocyanate compound having one of an isocyanate group and a blocked isocyanate group, and an amine compound having one of an N-methylol group and an alkyl-etherified N-methylol group.

5 . An electrophotographic photosensitive member according to claim 3 , wherein the composition contains the crosslinking agent and a resin having a polymerizable functional group.

6 . An electrophotographic photosensitive member according to claim 5 , wherein the polymerizable functional group of the resin having the polymerizable functional group is any one of a hydroxy group, a thiol group, an amino group, a carboxyl group, and a methoxy group.

7 . An electrophotographic photosensitive member according to claim 3 , wherein a mass ratio between the crosslinking agent and the anthraquinone derivative is from 100:50 to 100:250.

8 . A process cartridge, comprising:
an electrophotographic photosensitive member; and at least one device selected from the group consisting of a charging device, a developing device, a transferring device, and a cleaning device, the process cartridge integrally supporting the electrophotographic photosensitive member and the at least one device, the process cartridge being detachably mountable to a main body of an electrophotographic apparatus,
wherein the electrophotographic photosensitive member comprises, in this order:
a support;
an undercoat layer; and
a photosensitive layer, wherein:
the undercoat layer is free of a metal oxide, or contains the metal oxide but a content of the metal oxide in the undercoat layer is 10 mass % or less; and
the undercoat layer contains a polymerized product of a composition containing at least one kind of anthraquinone derivative selected from the group consisting of a compound represented by the formula (1) and a compound represented by the formula (2):

in the formula (1):
R 101 and R 102 each independently represent an oxygen atom, C(CN) 2 , C(CN)R 112 , or NR 113 , and R 112

Assignees

• Canon Kk

Inventors

• Sekido Kunihiko
• Sekiya Michiyo
• Tagami Kei
• Nishi Masashi

Classifications

• G03G5/142 Primary

  Inert intermediate layers · CPC title