Electrophotographic photosensitive member, process cartridge and electrophotographic apparatus

Patent metadata

Field	Value
Publication number	US-9335645-B2
Application number	US-201414568043-A
Country	US
Kind code	B2
Filing date	Dec 11, 2014
Priority date	Dec 26, 2013
Publication date	May 10, 2016
Grant date	May 10, 2016

Abstract

An electrophotographic photosensitive member includes a support; an undercoat layer formed on the support; and a photosensitive layer formed on the undercoat layer, in which the undercoat layer contains a specific polymerized product (cured product).

First claim

What is claimed is:

1. An electrophotographic photosensitive member comprising:
a support;
an undercoat layer on the support; and
a photosensitive layer on the undercoat layer,
wherein the undercoat layer comprises following (i) or (ii),
(i) a polymerized product of at least one compound selected from the group consisting of a compound represented by the following formula (1) and a compound represented by the following formula (2),
(ii) a polymerized product of a composition comprising at least one compound selected from the group consisting of a compound represented by the following formula (1) and a compound represented by the following formula (2),

wherein, in the formulae (1) and (2),
R 1 to R 3 and R 8 to R 11 each independently represent a hydrogen atom, an unsubstituted or substituted arylene group, an unsubstituted or substituted hetero ring, an unsubstituted or substituted alkylene group having 1 to 6 main-chain atoms, a divalent group having 1 to 6 main-chain atoms and derived from one of CH 2 in the main chain of an unsubstituted or substituted alkylene group substituted for an oxygen atom, or a divalent group having 1 to 6 main-chain atoms and derived from one of CH 2 in the main chain of an unsubstituted or substituted alkylene group substituted for a sulfur atom,
a substituent of the substituted alkylene group is an alkyl group having 1 to 6 carbon atoms, a benzyl group, an alkoxycarbonyl group, or a phenyl group,
R 1 may combine with R 2 to form an unsubstituted or substituted hetero ring, P 2 is absent when R 1 combines with R 2 to form the hetero ring,
R 8 may combine with R 9 to form an unsubstituted or substituted hetero ring, P 15 is absent when R 8 combines with R 9 to form the hetero ring,
R 10 may combine with R 11 to form an unsubstituted or substituted hetero ring, P 12 is absent when R 10 combines with R 11 to form the hetero ring,
R 4 to R 7 and R 12 to R 15 each independently represent a hydrogen atom, a cyano group, a nitro group, a halogen atom, an unsubstituted or substituted alkyl group, or an unsubstituted or substituted aryl group,
P 1 is absent when R 1 is a hydrogen atom, P 2 is absent when R 2 is a hydrogen atom, P 3 is absent when R 3 is a hydrogen atom, P 14 is absent when R 8 is a hydrogen atom, P 15 is absent when R 9 is a hydrogen atom, P 11 is absent when R 10 is a hydrogen atom, P 12 is absent when R 11 is a hydrogen atom,
P 1 to P 3 each independently represents a hydrogen atom or a polymerizable functional group, at least one of P 1 to P 3 is a polymerizable functional group,
P 11 , P 12 , P 14 and P 15 each independently represent a hydrogen atom or a polymerizable functional group, and at least one of P 11 , P 12 , P 14 and P 15 is a polymerizable functional group.

2. The electrophotographic photosensitive member according to claim 1 , wherein the polymerizable functional group is an active hydrogen group.

3. The electrophotographic photosensitive member according to claim 2 , wherein the active hydrogen group is at least one selected from the group consisting of a hydroxy group, a carboxyl group, an amino group and a thiol group.

4. The electrophotographic photosensitive member according to claim 3 , wherein the active hydrogen group is at least one selected from the group consisting of a hydroxy group and a carboxyl group.

5. The electrophotographic photosensitive member according to claim 1 , wherein the composition of the (ii) further comprises a crosslinking agent.

6. The electrophotographic photosensitive member according to claim 5 , wherein the crosslinking agent is an isocyanate compound having an isocyanate group or a blocked isocyanate group or an amine compound having an N-methylol group or an alkyl-etherified N-methylol group.

7. The electrophotographic photosensitive member according to claim 5 , wherein the mass ratio of the compound represented by the formula (1) and/or the compound represented by the formula (2) to the crosslinking agent is 100:50 or more and 100:250 or less.

8. The electrophotographic photosensitive member according to claim 5 , wherein the composition of the (ii) further contains a resin having a polymerizable functional group.

9. The electrophotographic photosensitive member according to claim 8 , wherein the polymerizable functional group of the resin is a hydroxy group, a thiol group, an amino group, a carboxyl group or a methoxy group.

10. The electrophotographic photosensitive member according to claim 1 , wherein the polymerizable functional group is an unsaturated hydrocarbon group.

11. The electrophotographic photosensitive member according to claim 10 , wherein the unsaturated hydrocarbon group is at least one selected from the group consisting of an acryloyloxy group and a methacryloyloxy group.

12. The electrophotographic photosensitive member according to claim 1 , wherein, in the formulae (1) and (2), a hetero ring group in which R 1 combines with R 2 , a hetero ring group in which R 8 combines with R 9 and a hetero ring group in which R 10 combines with R 11 are selected from the following group:

wherein P 6 represents P 1 , P 11 or P 14 in the above formula (1) or (2).

13. The electrophotographic photosensitive member according to claim 1 , wherein the number of the polymerizable functional groups of the compound represented by the formula (1) or (2) is 2 or more.

14. 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.

15. An electrophotographic apparatus, comprising:
the electrophotographic photosensitive member according to claim 1 ,
a charging device,
an image exposure device,
a developing device, and
a transfer device.

Assignees

• Canon Kk

Inventors

• Tagami Kei
• Sekido Kunihiko
• Nishi Masashi

Classifications

• G03G5/14 Primary

  Inert intermediate or cover layers for charge-receiving layers (for photoconductive, charge-generation or charge-transporting layers G03G5/04) · CPC title

• G03G5/142

  Inert intermediate layers · CPC title