Electrophotographic photosensitive member, electrophotographic apparatus, process cartridge, and method of producing electrophotographic photosensitive member
Provided are an electrophotographic photosensitive member including a support and a photosensitive layer above the support, in which a surface layer of the electrophotographic photosensitive member includes a polymerization product of a composition containing a specific hole transporting compound, and an electrophotographic apparatus and a process cartridge including the electrophotographic photosensitive member. Also provided is a method of producing the electrophotographic photosensitive member, including (i) forming a coating film of a coating solution for a surface layer which is a composition containing a specific hole transporting compound, and (ii) forming the surface layer of the electrophotographic photosensitive member by a polymerization reaction of the composition containing the specific hole transporting compound.
1. An electrophotographic photosensitive member, comprising:
a support;
a photosensitive layer above the support; and
a surface layer that includes a copolymerization product of a composition containing a hole transporting compound represented by Formula (1) and a compound represented by Formula (2):
where R 1 and R 2 independently represent an alkyl group having 2 to 8 carbon atoms, R 3 and R 4 independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms, R 11 and R 13 independently represent an alkylene group having 3 to 6 carbon atoms, and R 12 and R 14 independently represent a hydrogen atom or a methyl group, and
where R 21 and R 22 independently represent an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted benzyl group, the substituent of the benzyl group is an alkyl group having 4 or less carbon atoms, R 21 and R 22 may be bonded to each other to form a ring, R 23 represents an alkyl group having 1 to 4 carbon atoms, and R 24 and R 25 independently represent a hydrogen atom or a methyl group.
2. The electrophotographic photosensitive member according to claim 1 , where R 1 and R 2 are independently an alkyl group having 2 to 5 carbon atoms, and R 11 and R 13 are each a propylene group.
3. The electrophotographic photosensitive member according to claim 2 , where R 1 and R 2 are each a propyl group.
4. The electrophotographic photosensitive member according to claim 1 , where at least one of R 21 and R 22 is an alkyl group having 2 or more carbon atoms.
5. An electrophotographic apparatus comprising: an electrophotographic photosensitive member, a charging unit, an exposing unit, a developing unit and a transfer unit, wherein
the electrophotographic photosensitive member includes a support, a photosensitive layer above the support, and a surface layer that includes a copolymerization product of a composition containing a hole transporting compound represented by Formula (1) and a compound represented by Formula (2):
where R 1 and R 2 independently represent an alkyl group having 2 to 8 carbon atoms, R 3 and R 4 independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms, R 11 and R 13 independently represent an alkylene group having 3 to 6 carbon atoms, and R 12 and R 14 independently represent a hydrogen atom or a methyl group, and
where R 21 and R 22 independently represent an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted benzyl group, the substituent of the benzyl group is an alkyl group having 4 or less carbon atoms, R 21 and R 22 may be bonded to each other to form a ring, R 23 represents an alkyl group having 1 to 4 carbon atoms, and R 24 and R 25 independently represent a hydrogen atom or a methyl group.
6. The electrophotographic apparatus according to claim 5 , where at least one of R 21 and R 22 is an alkyl group having 2 or more carbon atoms.
7. A process cartridge which integrally supports an electrophotographic photosensitive member and at least one unit selected from the group consisting of a charging unit, a developing unit, a transfer unit and a cleaning unit, and is detachably attachable to an electrophotographic apparatus main body, wherein
the electrophotographic photosensitive member includes a support, a photosensitive layer above the support, and a surface layer that includes a copolymerization product of a composition containing a hole transporting compound represented by Formula (1) and a compound represented by Formula (2):
where R 1 and R 2 independently represent an alkyl group having 2 to 8 carbon atoms, R 3 and R 4 independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms, R 11 and R 13 independently represent an alkylene group having 3 to 6 carbon atoms, and R 12 and R 14 independently represent a hydrogen atom or a methyl group, and
where R 21 and R 22 independently represent an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted benzyl group, the substituent of the benzyl group is an alkyl group having 4 or less carbon atoms, R 21 and R 22 may be bonded to each other to form a ring, R 23 represents an alkyl group having 1 to 4 carbon atoms, and R 24 and R 25 independently represent a hydrogen atom or a methyl group.
8. The process cartridge according to claim 7 , where at least one of R 21 and R 22 is an alkyl group having 2 or more carbon atoms.
9. A method of producing an electrophotographic photosensitive member including a support and a photosensitive layer above the support, the method comprising:
(i) forming a coating film of a coating solution composition for a surface layer of the electrophotographic photosensitive member, said composition containing a hole transporting compound represented by Formula (1) and a compound represented by Formula (2):
where R 1 and R 2 independently represent an alkyl group having 2 to 8 carbon atoms, R 3 and R 4 independently represent a hydrogen atom or an alkyl group having 4 or less carbon atoms, R 11 and R 13 independently represent an alkylene group having 3 to 6 carbon atoms, and R 12 and R 14 independently represent a hydrogen atom or a methyl group, and
where R 21 and R 22 independently represent an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted benzyl group, the substituent of the benzyl group is an alkyl group having 4 or less carbon atoms, R 21 and R 22 may be bonded to each other to form a ring, R 23 represents an alkyl group having 1 to 4 carbon atoms, and R 24 and R 25 independently represent a hydrogen atom or a methyl group; and
(ii) forming the surface layer by a copolymerization reaction of the coating solution composition in the coating film.
10. The method of producing an electrophotographic photosensitive member according to claim 9 , wherein a content of the hole transporting compound represented by Formula (1) in the coating solution composition for a surface layer is 50% by mass or more with respect to a total mass of the hole transporting compound represented by Formula (1) and the compound represented by Formula (2) in the coating solution composition for a surface layer.
11. The method of producing an electrophotographic photosensitive member according to claim 9 , where at least one of R 21 and R 22 is an alkyl group having 2 or more carbon atoms.