Electrophotographic photosensitive member, and electrophotographic apparatus and process cartridge each including the electrophotographic photosensitive member
AssigneeCanon Kabushiki Kaisha
InventorsKoichi Nakata, Shinji Takagi, Haruki Mori, Masaki Nonaka, Shubun Kujirai
Life of this patent
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Abstract
Provided is an electrophotographic photosensitive member, wherein a surface layer of the electrophotographic photosensitive member contains a copolymer of a hole-transportable compound having a polymerizable functional group and a compound represented by the following general formula (1). Ar1L1-P1)m (1)
Claims14
An electrophotographic photosensitive member comprising:
- an electroconductive support;
- and
- a photosensitive layer formed on the electroconductive support,
- wherein a surface layer of the electrophotographic photosensitive member contains a copolymer of a hole-transportable compound having a polymerizable functional group and a compound represented by the following general formula (1):
- Ar1L1-P1)m (1)
- in the formula (1), Ar′ represents a group obtained by removing m hydrogen atoms in a compound represented by the following formula (2), L1 represents a divalent group represented by the formula (3) or the formula (4), P1 represents a polymerizable functional group, and m represents an integer of from 1 to 4, and when m represents 2 or more, L1's may be identical to or different from each other, and P1's may be identical to or different from each other;
- R1—R2—R3 (2)
- in the formula (2), R1 and R3 each independently represent a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenylyl group, and R2 represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylylene group, and
- substituents of the phenyl group, the biphenylyl group, the phenylene group, and the biphenylylene group are each selected from a fluorine atom, a fluorinated alkyl group having 1 to 6 carbon atoms, a fluorinated alkoxy group having 1 to 6 carbon atoms, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms, and at least one of R1 to R3 has at least one substituent selected from the group consisting of the fluorine atom, the fluorinated alkyl group having 1 to 6 carbon atoms, and the fluorinated alkoxy group having 1 to 6 carbon atoms;
- R4n (3)
- O—R5q (4)
- in the formula (3), R4 represents an alkylene group having 1 to 6 carbon atoms, and n represents 0 or 1;
- in the formula (4), R5 represents an alkylene group having 1 to 6 carbon atoms, and q represents an integer of from 1 to 4.
A process cartridge comprising:
- 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,
- the process cartridge integrally supporting the electrophotographic photosensitive member and the at least one unit, and being removably mounted onto a main body of an electrophotographic apparatus,
- wherein the electrophotographic photosensitive member includes an electroconductive support, and a photosensitive layer formed on the electroconductive support, and a surface layer of the electrophotographic photosensitive member contains a copolymer of a hole-transportable compound having a polymerizable functional group and a compound represented by the following general formula (1):
- Ar1L1-P1)m (1)
- in the formula (1), Ar1 represents a group obtained by removing m hydrogen atoms in a compound represented by the following formula (2), L1 represents a divalent group represented by the formula (3) or the formula (4), P1 represents a polymerizable functional group, and m represents an integer of from 1 to 4, and when m represents 2 or more, L1's may be identical to or different from each other, and P1's may be identical to or different from each other;
- R1—R2—R3 (2)
- in the formula (2), R1 and R3 each independently represent a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenylyl group, and R2 represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylylene group, and
- substituents of the phenyl group, the biphenylyl group, the phenylene group, and the biphenylylene group are each selected from a fluorine atom, a fluorinated alkyl group having 1 to 6 carbon atoms, a fluorinated alkoxy group having 1 to 6 carbon atoms, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms, and at least one of R1 to R3 has at least one substituent selected from the group consisting of the fluorine atom, the fluorinated alkyl group having 1 to 6 carbon atoms, and the fluorinated alkoxy group having 1 to 6 carbon atoms;
- R4n (3)
- O—R5q (4)
- in the formula (3), R4 represents an alkylene group having 1 to 6 carbon atoms, and n represents 0 or 1;
- in the formula (4), R5 represents an alkylene group having 1 to 6 carbon atoms, and q represents an integer of from 1 to 4.
An electrophotographic apparatus comprising:
- an electrophotographic photosensitive member;
- a charging unit;
- an exposing unit;
- a developing unit;
- and
- a transferring unit,
- wherein the electrophotographic photosensitive member includes an electroconductive support, and a photosensitive layer formed on the electroconductive support, and a surface layer of the electrophotographic photosensitive member contains a copolymer of a hole-transportable compound having a polymerizable functional group and a compound represented by the following general formula (1):
- Ar1L1-P1)m (1)
- in the formula (1), Ar1 represents a group obtained by removing m hydrogen atoms in a compound represented by the following formula (2), L1 represents a divalent group represented by the formula (3) or the formula (4), P1 represents a polymerizable functional group, and m represents an integer of from 1 to 4, and when m represents 2 or more, L1's may be identical to or different from each other, and P1's may be identical to or different from each other;
- R1—R2—R3 (2)
- in the formula (2), R1 and R3 each independently represent a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenylyl group, and R2 represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylylene group, and
- substituents of the phenyl group, the biphenylyl group, the phenylene group, and the biphenylylene group are each selected from a fluorine atom, a fluorinated alkyl group having 1 to 6 carbon atoms, a fluorinated alkoxy group having 1 to 6 carbon atoms, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms, and at least one of R1 to R3 has at least one substituent selected from the group consisting of the fluorine atom, the fluorinated alkyl group having 1 to 6 carbon atoms, and the fluorinated alkoxy group having 1 to 6 carbon atoms;
- R4n (3)
- O—R5q (4)
- in the formula (3), R4 represents an alkylene group having 1 to 6 carbon atoms, and n represents 0 or 1;
- in the formula (4), R5 represents an alkylene group having 1 to 6 carbon atoms, and q represents an integer of from 1 to 4.
A method of producing an electrophotographic photosensitive member including an electroconductive support, and a photosensitive layer formed on the electroconductive support,
- the method comprising copolymerizing a film obtained by applying an application liquid produced by mixing a hole-transportable compound having a polymerizable functional group and a compound represented by the following general formula (1) to produce the electrophotographic photosensitive member:
- Ar1L1-P1)m (1)
- in the formula (1), Ar1 represents a group obtained by removing m hydrogen atoms in a compound represented by the following formula (2), L1 represents a divalent group represented by the formula (3) or the formula (4), P1 represents a polymerizable functional group, and m represents an integer of from 1 to 4, and when m represents 2 or more, L1's may be identical to or different from each other, and P1's may be identical to or different from each other;
- R1—R2—R3 (2)
- in the formula (2), R1 and R3 each independently represent a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenylyl group, and R2 represents a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylylene group, and
- substituents of the phenyl group, the biphenylyl group, the phenylene group, and the biphenylylene group are each selected from a fluorine atom, a fluorinated alkyl group having 1 to 6 carbon atoms, a fluorinated alkoxy group having 1 to 6 carbon atoms, an alkyl group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms, and at least one of R1 to R3 has one or more fluorine atoms;
- R4n (3)
- O—R5q (4)
- in the formula (3), R4 represents an alkylene group having 1 to 6 carbon atoms, and n represents 0 or 1;
- in the formula (4), R5 represents an alkylene group having 1 to 6 carbon atoms, and q represents an integer of from 1 to 4.
Dependencies are inferred from the claim text.