US 9,760,030 B2Granted

Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

AssigneeCanon Kabushiki Kaisha

InventorsMichiyo Sekiya, Kunihiko Sekido, Kei Tagami, Masashi Nishi

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Abstract

An electrophotographic photosensitive member includes a laminated body, the laminated body including a support, an undercoat layer, and a charge generating layer. The undercoat layer includes a polymerized product of a composition including an electron transport material represented by formula (1), a cross-linking agent, and a thermoplastic resin having a polymerizable functional group, the laminated body satisfying expressions (2) and (3) Z1—X—Z2 (1) 0.20≦|Vd2−Vd1|≦2.0 (2) τ≦10 (3) in which Z1 and Z2 are groups having electron transport property, X is a linker, Vd2 and Vd1 are surface potentials of the charge generating layer after charging and τ is transit time based on a change rate of the surface of the charge generating layer, each as defined in the specification.

Claims24

Dependent claims

An electrophotographic photosensitive member, comprising:

a laminated body and a hole transporting layer on the laminated body, the laminated body comprising:
a support;
an undercoat layer having a thickness of d1 (μm), on the support;
and
a charge generating layer having a thickness of d2 (μm), on the undercoat layer, wherein
the hole transporting layer has a thickness of 15 μm or less,
the undercoat layer comprises a polymerized product of a composition including an electron transport material represented by formula (1), a cross-linking agent, and a thermoplastic resin having a polymerizable functional group:
Z1—X—Z2 (1)
in which Z1 and Z2 each represent a group having an electron transport property;
X represents a linking group, and the linking group is a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heterocyclic group, or a group derived by substituting one of methylene groups in a main chain of the substituted or unsubstituted alkylene group with R1, the R1 representing an oxygen atom, a sulfur atom, SO2, NR2, CO, or a substituted or unsubstituted arylene group, the R2 representing a hydrogen atom, an alkyl group, or an aryl group;
and
at least one of Z1, Z2, and X has a polymerizable functional group, and the polymerizable functional group is a hydroxyl group, a thiol group, an amino group, a carboxyl group, or a methoxy group;
when the charge generating layer of the laminated body is charged by corona charging so that a dark potential of a surface of the charge generating layer after 1.0 second from the corona charging being defined as Vd1, Vd1 satisfies expression (4)
Vd1=−100×(d1+d2) (4), and
a dark potential of the surface of the charge generating layer after 0.80 second from the corona charging is defined as Vd2, Vd1 and Vd2 satisfies expression (2)
0.20≦|Vd2−Vd1|≦2.0 (2), and
when the surface of the charge generating layer which has a potential of Vd1 (V) is exposed to a laser light having a wavelength of 780 nm for 1 microsecond and a light intensity so that the potential of the surface of the charge generating layer decays by 20% with respect to Vd1 (V) after 0.04 second from the exposure to the laser light, and a transit time (ms) determined based on a time change rate of the potential of the surface of the charge generating layer after the exposure to the laser light is defined as τ, τ, satisfies expression (3):
τ≦10 (3).

15 more elements

An electrophotographic photosensitive member, comprising:

a support;
an undercoat layer on the support;
and
a photosensitive layer on the undercoat layer, wherein
the undercoat layer comprises a polymerized product of one of the following (i) and (ii):
(i) a polymerized product of a compound represented by formula (11);
and
(ii) a polymerized product of a composition containing the compound represented by formula (11) and a cross-linking agent:
in which X1 and X2 each independently represent a residue obtained by removing four carboxyl groups from a substituted or unsubstituted aromatic tetracarboxylic acid, and when the residue has a substituent, the substituent comprises is a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group;
Y represents a substituted or unsubstituted alkylene group having a polymerizable functional group or a substituted or unsubstituted arylene group having a polymerizable functional group;
and
R7 and R8 each independently represent a substituted or unsubstituted alkyl group, a group derived by substituting one of methylene groups of the substituted or unsubstituted alkyl group with an oxygen atom, a group derived by substituting one of the methylene groups of the substituted or unsubstituted alkyl group with a sulfur atom, a group derived by substituting one of the methylene groups of the substituted or unsubstituted alkyl group with NR9, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or an alkoxycarbonyl group, and R7 and R8 are free of a polymerizable functional group,
provided that the oxygen atom, the sulfur atom, and the NR9 are free from being directly bonded to nitrogen atoms to which R7 and R8 are bonded.

10 more elements

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,
the process cartridge being removably mounted onto an electrophotographic apparatus, wherein
the electrophotographic photosensitive member comprises a laminated body and a hole transporting layer on the laminated body,
the laminated body comprises:
a support;
an undercoat layer having a thickness of d1 (μm), on the support;
and
a charge generating layer having a thickness of d2 (μm), on the undercoat layer, wherein
the hole transporting layer has a thickness of 15 μm or less;
the undercoat layer comprises a polymerized product of a composition including an electron transport material represented by formula (1), a cross-linking agent, and a thermoplastic resin having a polymerizable functional group:
Z1—X—Z2 (1)
in which Z1 and Z2 each represent a group having an electron transport property;
X represents a linking group, and the linking group is a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heterocyclic group, or a group derived by substituting one of methylene groups in a main chain of the substituted or unsubstituted alkylene group with R1, the R1 representing an oxygen atom, a sulfur atom, SO2, NR2, CO, or a substituted or unsubstituted arylene group, the R2 representing a hydrogen atom, an alkyl group, or an aryl group;
and
at least one of Z1, Z2, and X has a polymerizable functional group, and the polymerizable functional group is a hydroxyl group, a thiol group, an amino group, a carboxyl group, or a methoxy group;
when the charge generating layer of the laminated body is charged by corona charging so that a dark potential of a surface of the charge generating layer after 1.0 second from the corona charging being defined as Vd1, Vd1 satisfies expression (4)
Vd1=−100×(d1+d2) (4), and
a dark potential of the surface of the charge generating layer after 0.80 second from the corona charging is defined as Vd2, Vd1 and Vd2 satisfies expression (2)
0.20≦|Vd2−Vd1|≦2.0 (2), and
when the surface of the charge generating layer which has a potential of Vd1 (V) is exposed to a laser light having a wavelength of 780 nm for 1 microsecond and a light intensity so that the potential of the surface of the charge generating layer decays by 20% with respect to Vd1 (V) after 0.04 second from the exposure to the laser light, and a transit time (ms) determined based on a time change rate of the potential of the surface of the charge generating layer after the exposure to the laser light is defined as τ, τ, satisfies expression (3):
τ≦10 (3).

21 more elements

An electrophotographic apparatus, comprising:

an electrophotographic photosensitive member;
an exposing unit;
a charging unit;
a developing unit;
and
a transferring unit, wherein
the electrophotographic photosensitive member comprises:
a laminated body and a hole transporting layer on the laminated body, the laminated body comprising:
a support;
an undercoat layer having a thickness of d1 (μm), on the support;
and
a charge generating layer having a thickness of d2 (μm), on the undercoat layer, wherein
the hole transporting layer has a thickness of 15 μm or less;
the undercoat layer comprises a polymerized product of a composition including an electron transport material represented by formula (1), a cross-linking agent, and a thermoplastic resin having a polymerizable functional group:
Z1—X—Z2 (1)
in which Z1 and Z2 each represent a group having an electron transport property;
X represents a linking group, and the linking group is a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heterocyclic group, or a group derived by substituting one of methylene groups in a main chain of the substituted or unsubstituted alkylene group with R1, the R1 representing an oxygen atom, a sulfur atom, SO2, NR2, CO, or a substituted or unsubstituted arylene group, the R2 representing a hydrogen atom, an alkyl group, or an aryl group;
and
at least one of Z1, Z2, and X has a polymerizable functional group, and the polymerizable functional group is a hydroxyl group, a thiol group, an amino group, a carboxyl group, or a methoxy group;
when the charge generating layer of the laminated body is charged by corona charging so that a dark potential of a surface of the charge generating layer after 1.0 second from the corona charging being defined as Vd1, Vd1 satisfies expression (4)
Vd1=−100×(d1+d2) (4), and
a dark potential of the surface of the charge generating layer after 0.80 second from the corona charging is defined as Vd2, Vd1 and Vd2 satisfies expression (2)
0.20≦|Vd2−Vd1|≦2.0 (2), and
when the surface of the charge generating layer which has a potential of Vd1 (V) is exposed to a laser light having a wavelength of 780 nm for 1 microsecond and a light intensity so that the potential of the surface of the charge generating layer decays by 20% with respect to Vd1 (V) after 0.04 second from the exposure to the laser light, and a transit time (ms) determined based on a time change rate of the potential of the surface of the charge generating layer after the exposure to the laser light is defined as τ, τ, satisfies expression (3):
τ≦10 (3).

22 more elements

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
the process cartridge being removably mounted onto an electrophotographic apparatus, wherein
the electrophotographic photosensitive member comprises:
a support;
an undercoat layer on the support;
and
a photosensitive layer on the undercoat layer,
wherein the undercoat layer comprises a polymerized product of one of the following (i) and (ii):
(i) a polymerized product of a compound represented by the following formula (11);
and
(ii) a polymerized product of a composition containing the compound represented by formula (11) and a cross-linking agent:
in which X1 and X2 each independently represent a residue obtained by removing four carboxyl groups from a substituted or unsubstituted aromatic tetracarboxylic acid, and when the residue has a substituent, the substituent comprises is a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group;
Y represents a substituted or unsubstituted alkylene group having a polymerizable functional group or a substituted or unsubstituted arylene group having a polymerizable functional group;
and
R7 and R8 each independently represent a substituted or unsubstituted alkyl group, a group derived by substituting one of methylene groups of the substituted or unsubstituted alkyl group with an oxygen atom, a group derived by substituting one of the methylene groups of the substituted or unsubstituted alkyl group with a sulfur atom, a group derived by substituting one of the methylene groups of the substituted or unsubstituted alkyl group with NR9, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, or an alkoxycarbonyl group, and R7 and R8 are free of a polymerizable functional group,
provided that the oxygen atom, the sulfur atom, and the NR9 are free from being directly bonded to nitrogen atoms to which R7 and R8 are bonded.

16 more elements

Dependencies are inferred from the claim text.

Facts

Application: 14/886,361Filed 19 Oct 2015
Priority: JP 2014-21735824 Oct 2014
Published: US 2016/0116853 A128 Apr 2016
Granted: 12 Sep 2017
Term ends: Not estimatedThe source records don’t support an estimate.

Classification11 codes

G03G 5/142
Inert intermediate or cover layers for charge-receiving layers: inert intermediate layers
G03G 5/047
Photoconductive layers characterised by having two or more layers or characterised by their composite structure: characterised by the…
G03G 5/0607
Carbocyclic compounds: containing at least one non-six-membered ring
G03G 5/0609
Acyclic or carbocyclic compounds: containing oxygen