IP Library Granted Patent US 11,237,494
Granted Patent B2
US 11,237,494 · App. 17/082,610 · Granted Feb 1, 2022

Electrophotographic photosensitive member, process cartridge and electrophotographic image forming apparatus

Inventors: Haruki Mori (Chiba, JP); Shubun Kujirai (Ibaraki, JP); Koichi Nakata (Tokyo, JP)
Assignee: CANON KABUSHIKI KAISHA
G03G5/0732C08F220/36C09D133/14G03G21/1814
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Quick Facts
Patent No.
US 11,237,494
App. No.
17/082,610
Granted
Feb 1, 2022
Kind
B2
Abstract

There is provided an electrophotographic photosensitive member capable of suppressing the environmental fluctuation in repeated use. A protective layer of the electrophotographic photosensitive member contains a polymer of a composition containing a hole transporting compound having two or more (meth)acryloyloxy groups and a compound having a specific structure.

Claims (30)

1. An electrophotographic photosensitive member comprising a conductive supporting member, a photosensitive layer and a protective layer in this order,

wherein the protective layer comprises a polymer of a composition comprising

a hole transporting compound having two or more (meth)acryloyloxy groups and

a compound represented by the following formula (1):

wherein R11 and R12 each independently represent an alkyl group having 1 or more and 8 or less carbon atoms; R13 and R14 each independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms; R15 and R17 each independently represent an alkylene group having 2 or more and 6 or less carbon atoms; and R16 represents a hydrogen atom or a methyl group.

2. The electrophotographic photosensitive member according to claim 1 , wherein a content of the compound represented by the formula (1) in the composition is 1.0% by mass or lower based on a total mass of the composition.

3. The electrophotographic photosensitive member according to claim 1 , wherein the hole transporting compound having two or more (meth)acryloyloxy groups is a compound represented by the following formula (2):

wherein R21 and R22 each independently represent an alkyl group having 2 or more and 8 or less carbon atoms; R23 and R24 each independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms; R25 and R27 each independently represent an alkylene group having 3 or more and 6 or less carbon atoms; and R26 and R28 each independently represent a hydrogen atom or a methyl group.

4. The electrophotographic photosensitive member according to claim 1 , wherein the composition comprises a compound represented by the following formula (3):

wherein R31 and R32 each independently represent an alkyl group having 1 or more and 4 or less carbon atoms, an aryl group having a substituent, or an unsubstituted aryl group; the substituent of the aryl group having a substituent is an alkyl group having 4 or less carbon atoms; R31 and R32 may be bound to each other to form a ring; R33 represents an alkyl group having 1 or more and 4 or less carbon atoms; R34 and R35 each independently represent a hydrogen atom or a methyl group; and R36 and R37 each independently represent an alkylene group having 1 or more and 4 or less carbon atoms.

5. The electrophotographic photosensitive member according to claim 4 , wherein a content of the compound represented by the formula (3) in the composition is 5.0% by mass or higher and 50.0% by mass or lower based on a total mass of the composition.

6. The electrophotographic photosensitive member according to claim 1 , wherein the composition comprises any of compounds represented by the following formulas (4) to (6):

wherein in the formulas (4) to (6), Z represents a monovalent group represented by the following formula (7):

in the formula (7), n represents an integer of 0 to 6, and R71 represents a hydrogen atom or a methyl group;

in the formula (4), a represents an integer of 3 to 6, and R41 represents an a-valent group formed by removing a hydrogen atom from an alkane; and

in the formula (5), b represents an integer of 3 to 6, R51 represents a hydroxy group or an alkyl group, and X represents a hexavalent group represented by the following formula (8):

7. The electrophotographic photosensitive member according to claim 6 , wherein a content of the compounds represented by the formulas (4) to (6) in the composition is 5.0% by mass or higher and 50.0% by mass or lower based on a total mass of the composition.

8. The electrophotographic photosensitive member according to claim 4 , wherein at least one of R31 and R32 in the compound represented by the formula (3) is an alkyl group having 2 or more carbon atoms.

9. A process cartridge integrally supporting an electrophotographic photosensitive member and at least one unit selected from the group consisting of a charging unit, a developing unit and a cleaning unit, and being detachably attachable to a main body of an electrophotographic apparatus,

wherein the electrophotographic photosensitive member comprises a conductive supporting member, a photosensitive layer and a protective layer in this order, and

the protective layer comprises

a polymer of a composition comprising a hole transporting compound having two or more (meth)acryloyloxy groups and

a compound represented by the following formula (1):

wherein R11 and R12 each independently represent an alkyl group having 1 or more and 8 or less carbon atoms; R13 and R14 each independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms; R15 and R17 each independently represent an alkylene group having 2 or more and 6 or less carbon atoms; and R16 represents a hydrogen atom or a methyl group.

10. An electrophotographic image forming apparatus comprising an electrophotographic photosensitive member and at least one unit selected from the group consisting of a charging unit, an exposure unit, a developing unit and a transfer unit,

wherein the electrophotographic photosensitive member comprises a conductive supporting member, a photosensitive layer and a protective layer in this order; and

the protective layer comprises

a polymer of a composition comprising a hole transporting compound having two or more (meth)acryloyloxy groups and

a compound represented by the following formula (1):

wherein R11 and R12 each independently represent an alkyl group having 1 or more and 8 or less carbon atoms; R13 and R14 each independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms; R15 and R17 each independently represent an alkylene group having 2 or more and 6 or less carbon atoms; and R16 represents a hydrogen atom or a methyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 7, 2021
From: MORI, HARUKI; KUJIRAI, SHUBUN; NAKATA, KOICHI
To: CANON KABUSHIKI KAISHA
Reel/Frame 055982/0912 →
Priority Claims (1)
JP JP2019-196774 · Oct 29, 2019 · national
Continuity (1)
Related Publication 20210124280A1 · Apr 29, 2021
Cited By (3)
US 12,215,065 US 12,420,532 US 12,498,645