Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

Patent metadata

Field	Value
Publication number	US-9229342-B2
Application number	US-201314077526-A
Country	US
Kind code	B2
Filing date	Nov 12, 2013
Priority date	Nov 14, 2012
Publication date	Jan 5, 2016
Grant date	Jan 5, 2016

Abstract

A surface layer of an electrophotographic photosensitive member contains (α) a particular siloxane-modified resin, (β) a particular compound, and a charge transporting substance. (β) is at least one compound selected from the group consisting of hexanol, heptanol, cyclohexanol, benzyl alcohol, ethylene glycol, 1,4-butanediol, 1,5-pentanediol, diethylene glycol, diethylene glycol ethyl methyl ether, ethylene carbonate, propylene carbonate, nitrobenzene, pyrrolidone, N-methylpyrrolidone, methyl benzoate, ethyl benzoate, benzyl acetate, ethyl 3-ethoxypropionate, acetophenone, methyl salicylate, dimethyl phthalate, and sulfolane.

First claim

What is claimed is:

1. An cylindrical electrophotographic photosensitive member comprising:
a support;
a charge generating layer formed on the support; and
a charge transporting layer formed on the charge generating layer;
wherein a surface layer of the electrophotographic photosensitive member comprises the following (α), (β) and a charge transporting substance:
(α) a siloxane-modified resin having a structural unit represented by any one of the following formulae (A), (B), (C) and (D);
(β) at least one compound selected from the group consisting of cyclohexanol, benzyl alcohol, methyl benzoate, benzyl acetate, ethyl 3-ethoxypropionate, acetophenone, and methyl salicate;
wherein the (β) content ranges from 0.0001% to 2.0% by mass of the total mass of the surface layer,

wherein, in the formula (A),
Y 1 represents a single bond, a methylene group, an ethylidene group, a propylidene group, a phenylethylidene group, a cyclohexylidene group, or an oxygen atom,
X 1 represents a meta-phenylene group, a para-phenylene group, or a bivalent group having two para-phenylene groups bonded with an oxygen atom,
n represents 0 or 1,
W 1 represents a univalent group represented by the following formula (W1) or (W2),

wherein, in the formulae (W1) and (W2),
R 1 to R 3 each independently represents an alkyl group having 1 to 4 carbon atoms,
a represents the number of repetitions of a structure in parentheses, b and c each independently represents the number of repetitions of a structure in parentheses,
the average of a in the siloxane-modified resin having a structural unit represented by the formula (A) ranges from 10 to 150, the average of b+c therein ranges from 10 to 150,

wherein, in the formula (B),
X 2 represents a meta-phenylene group, a para-phenylene group, or a bivalent group having two para-phenylene groups bonded with an oxygen atom,
R 4 to R 6 each independently represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or a phenyl group,
n represents 0 or 1,
V 1 represents a univalent group represented by the following formula (V1) or (V2),

wherein, in the formulae (V1) and (V2),
R 7 to R 9 each independently represents an alkyl group having 1 to 4 carbon atoms,
d represents an integer from 2 to 10,
e represents the number of repetitions of a structure in parentheses, f and g each independently represents the number of repetitions of a structure in parentheses,
the average of e in the siloxane-modified resin having a structural unit represented by the formula (B) ranges from 10 to 150, the average of f+g therein ranges from 10 to 150,

wherein, in the formula (C),
X 3 represents a meta-phenylene group, a para-phenylene group, or a bivalent group having two para-phenylene groups bonded with an oxygen atom,
n represents 0 or 1,
h, i, and j each independently represents the number of repetitions of a structure in parentheses,
the average of h in the siloxane-modified resin having a structural unit represented by the formula (C) and the average of i therein each independently ranges from 1 to 10, and
the average of j therein ranges from 20 to 200,

wherein, in the formula (D),
X 4 represents a meta-phenylene group, a para-phenylene group, or a bivalent group having two para-phenylene groups bonded with an oxygen atom,
n represents 0 or 1, and
k represents the number of repetitions of a structure in parentheses, and the average of k in the siloxane-modified resin having a structural unit represented by the formula (D) ranges from 20 to 200.

2. The electrophotographic photosensitive member according to claim 1 , wherein the (α) content ranges from 1% to 45% by mass of the total mass of the surface layer.

3. The electrophotographic photosensitive member according to claim 1 , wherein the siloxane-modified resin further has a structural unit represented by the following formula (E):

wherein, in the formula (E),
Y 5 represents a single bond, a methylene group, an ethylidene group, a propylidene group, a phenylethylidene group, a cyclohexylidene group, or an oxygen atom,
X 5 represents a meta-phenylene group, a para-phenylene group, or a bivalent group having two para-phenylene groups bonded with an oxygen atom,
n represents 0 or 1, and
R 11 to R 14 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

4. The electrophotographic photosensitive member according to claim 1 , wherein the charge transporting substance is at least one selected from the group consisting of triarylamine compounds, hydrazone compounds, styryl compounds, stilbene compounds, and enamine compounds.

5. The electrophotographic photosensitive member according to claim 1 , wherein the surface layer is the charge transporting layer.

6. The electrophotographic photosensitive member according to claim 1 , wherein the siloxane moiety content of the siloxane-modified resin ranges from 1% to 50% by mass of the total mass of the siloxane-modified resin.

7. The electrophotographic photosensitive member according to claim 1 , wherein the charge transporting substance content ranges from 20% to 50% by mass of the total mass of the surface layer.

8. 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 unit selected from the group consisting of a charging unit, a developing unit, a transferring unit, and a cleaning unit.

9. An electrophotographic apparatus, comprising: the electrophotographic photosensitive member according to claim 1 ; a charging unit; an exposure unit; a developing unit; and a transferring unit.

Assignees

• Canon Kk

Inventors

• Anezaki Takashi
• Shida Kazuhisa
• Nishi Masashi
• Kumoi Hirofumi
• Tanaka Daisuke
• Sugiyama Kazumichi

Classifications

• G03G5/0578

  Polycondensates comprising silicon atoms in the main chain · CPC title

• G03G5/0571

  Polyamides; Polyimides · CPC title

• G03G5/078 Primary

  comprising silicon atoms · CPC title

• G03G5/0564

  Polycarbonates · CPC title

• G03G5/14765

  Polyamides; Polyimides · CPC title