Electrophotographic photosensitive member, method for producing the same, process cartridge, and electrophotographic apparatus
A surface layer of an electrophotographic photosensitive member contains a cured product of a composition containing a hole transport compound having an acryloyloxy group or a methacryloyloxy group, and a compound having a specific structure.
1. An electrophotographic photosensitive member, comprising:
an electroconductive support; a photosensitive layer; and a surface layer in this order,
the surface layer being a cured product of a composition containing a hole transport compound having an acryloyloxy group or a methacryloyloxy group, and a compound represented by formula (1)
where n is an integer of 1 or more, and X is an n-valent group obtained by removing n pieces of hydrogen atoms from either an alkane having 7 or more carbon atoms or a compound having 7 or more carbon atoms represented by formula (2)
where m is an integer of 0 or more, R 1 and R 2 independently represent an alkyl group, and R 3 represents a hydrogen atom or a methyl group.
2. The electrophotographic photosensitive member according to claim 1 , wherein X is an n-valent group obtained by removing n pieces of hydrogen atoms from an alkane having 7 to 19 carbon atoms or a compound having 7 to 19 carbon atoms represented by formula (2).
3. The electrophotographic photosensitive member according to claim 1 , wherein X is an n-valent group obtained by removing n pieces of hydrogen atoms from either an alkane having 9 to 14 carbon atoms or a compound having 9 to 14 carbon atoms represented by formula (2).
4. The electrophotographic photosensitive member according to claim 1 , wherein n is 1 or 2.
5. The electrophotographic photosensitive member according to claim 1 , wherein n is 1.
6. The electrophotographic photosensitive member according to claim 1 , wherein the hole transport compound is represented by formula (3)
(P 1 a A (3)
where A represents a hole transport group, P 1 is independently an acryloyloxy group or a methacryloyloxy group, and a is an integer of 2 to 4, and
a hydrogen adduct in which a bonding site of A with P 1 is replaced with a hydrogen atom represented by formula (4) or formula (5)
where R 4 , R 5 and R 6 independently represent a phenyl group optionally having an alkyl group having 1 to 6 carbon atoms as a substituent; and
where R 7 , R 8 , R 9 and R 10 independently represent a phenyl group optionally having an alkyl group having 1 to 6 carbon atoms as a substituent.
7. The electrophotographic photosensitive member according to claim 1 , wherein the composition further contains a siloxane-modified acrylic compound.
8. A method for producing an electrophotographic photosensitive member comprising an electroconductive support, a photosensitive layer and a surface layer in this order, the method comprising:
preparing a coating liquid containing a hole transport compound having an acryloyloxy group or a methacryloyloxy group, and a compound represented by formula (1)
where n is an integer of 1 or more, and X is an n-valent group obtained by removing n pieces of hydrogen atoms from either an alkane having 7 or more carbon atoms or a compound having 7 or more carbon atoms represented by formula (2)
where m is an integer of 0 or more, R 1 and R 2 independently represent an alkyl group, and R 3 represents a hydrogen atom or a methyl group;
forming a coating film of the coating liquid on said photosensitive layer; and
forming said surface layer of the electrophotographic photosensitive member by curing the coating film.
9. A process cartridge, comprising:
an electrophotographic photosensitive member having an electroconductive support, a photosensitive layer and a surface layer in this order; and
at least one unit selected from the group consisting of a charging unit, a developing unit, a transferring unit, and a cleaning unit,
the electrophotographic photosensitive member and the at least one unit being integrally supported, and the process cartridge being detachably attachable to a main body of an electrophotographic apparatus, wherein
the surface layer is a cured product of a composition containing a hole transport compound having an acryloyloxy group or a methacryloyloxy group, and a compound represented by formula (1)
where n is an integer of 1 or more, and X is an n-valent group obtained by removing n pieces of hydrogen atoms from either an alkane having 7 or more carbon atoms or a compound having 7 or more carbon atoms represented by formula (2)
where m is an integer of 0 or more, R 1 and R 2 independently represent an alkyl group, and R 3 represents a hydrogen atom or a methyl group.