US 10,747,129 B2Granted

Electrophotographic photoconductor, method of manufacturing the same, and electrophotographic apparatus

AssigneeFuji Electric Co., Ltd.

InventorsFengqiang Zhu, Shinjiro Suzuki, Seizo Kitagawa

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Abstract

Provided is a photoconductor for electrophotography having high sensitivity, low residual potential, and good wear resistance and contamination resistance, and that is less likely to cause light-induced fatigue and filming, and also exhibits good potential stability before and after repeated printing, even without a surface protective layer formed on a photosensitive layer. Provided also are a process of producing the photoconductor and an electrophotographic apparatus. The photoconductor for electrophotography may be a single-layer-type photoconductor or a multi-layer-type photoconductor and includes a conductive substrate and a photosensitive layer formed on the conductive substrate and including a hole transport material having a structure represented by general formula (1) below; a binder resin having a repeating structure represented by general formula (2) below; and at least one electron transport material having a structure represented by general formulae (ET1) to (ET3) below:

Claims12

Dependent claims

A photoconductor for electrophotography, comprising:

a conductive substrate;
and
a photosensitive layer that is formed on the conductive substrate, that is a single layer, and that comprises:
a hole transport material having a structure represented by General Formula (1) below;
a binder resin having a repeating structure represented by General Formula (2) below;
and
at least one electron transport material having a structure represented by General Formulae (ET1) to (ET2) below:
where R1 represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
R2 to R11 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C1-6 alkyl group or an optionally substituted C1-6 alkoxy group;
l, m, and n each represent an integer of 0 to 4;
and
R represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
where R12 to R15 are the same or different and each represent a hydrogen atom, a C1-10 alkyl group or a C1-10 fluoroalkyl group;
g, h, k, and p each represent an integer of 0 to 4;
s and t satisfy 0.3≤t/(s+t)≤0.7;
and
the chain end group is a monovalent aromatic group;
where R16 and R17 are the same or different and each represent a hydrogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
R18 represents a hydrogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
and
R19 to R23 are the same or different and each represent a hydrogen atom, a halogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted aralkyl group, an optionally substituted phenoxy group, a halogenated alkyl group, a cyano group or a nitro group, or two or more of the groups optionally combine together to form a ring;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group;
where R24 to R29 are the same or different and each represent a hydrogen atom, a halogen atom, a cyano group, a nitro group, a hydroxy group, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted heterocyclic group, an ester group, a cycloalkyl group, an optionally substituted aralkyl group, an allyl group, an amide group, an amino group, an acyl group, an alkenyl group, an alkynyl group, a carboxyl group, a carbonyl group, a carboxy group or a halogenated alkyl group;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group.

23 more elements

A photoconductor for electrophotography, comprising:

a conductive substrate;
and
a photosensitive layer that is formed on the conductive substrate and that comprises:
a hole transport material having a structure represented by General Formula (1) below;
a binder resin having a repeating structure represented by General Formula (2) below;
and
at least one electron transport material having a structure represented by General Formulae (ET1) to (ET3) below:
where R1 represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
R2 to R11 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C1-6 alkyl group or an optionally substituted C1-6 alkoxy group;
l, m, and n each represent an integer of 0 to 4;
and
R represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
where R12 to R15 are the same or different and each represent a hydrogen atom, a C1-10 alkyl group or a C1-10 fluoroalkyl group;
g, h, k, and p each represent an integer of 0 to 4;
s and t satisfy 0.3≤t/(s+t)≤0.7;
and
the chain end group is a monovalent aromatic group;
where R16 and R17 are the same or different and each represent a hydrogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
R18 represents a hydrogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
and
R19 to R23 are the same or different and each represent a hydrogen atom, a halogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted aralkyl group, an optionally substituted phenoxy group, a halogenated alkyl group, a cyano group or a nitro group, or two or more of the groups optionally combine together to form a ring;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group;
where R24 to R29 are the same or different and each represent a hydrogen atom, a halogen atom, a cyano group, a nitro group, a hydroxy group, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted heterocyclic group, an ester group, a cycloalkyl group, an optionally substituted aralkyl group, an allyl group, an amide group, an amino group, an acyl group, an alkenyl group, an alkynyl group, a carboxyl group, a carbonyl group, a carboxy group or a halogenated alkyl group;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group;
and
where R30 and R31 are the same or different and each represent a hydrogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group, or a halogenated alkyl group;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group,
wherein the photosensitive layer comprises a charge generation layer and a charge transport layer laminated in that order on the conductive substrate, and
wherein the charge transport layer comprises the hole transport material, the binder resin and the at least one electron transport material.

29 more elements

A photoconductor for electrophotography, comprising:

a conductive substrate;
and
a photosensitive layer that is formed on the conductive substrate and that comprises:
a hole transport material having a structure represented by General Formula (1) below;
a binder resin having a repeating structure represented by General Formula (2) below;
and
at least one electron transport material having a structure represented by General Formulae (ET1) to (ET3) below:
where R1 represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
R2 to R11 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C1-6 alkyl group or an optionally substituted C1-6 alkoxy group;
l, m, and n each represent an integer of 0 to 4;
and
R represents a hydrogen atom or an optionally substituted C1-3 alkyl group;
where R12 to R15 are the same or different and each represent a hydrogen atom, a C1-10 alkyl group or a C1-10 fluoroalkyl group;
g, h, k, and p each represent an integer of 0 to 4;
s and t satisfy 0.3≤t/(s+t)≤0.7;
and
the chain end group is a monovalent aromatic group;
where R16 and R17 are the same or different and each represent a hydrogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
R18 represents a hydrogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group or a halogenated alkyl group;
and
R19 to R23 are the same or different and each represent a hydrogen atom, a halogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted aralkyl group, an optionally substituted phenoxy group, a halogenated alkyl group, a cyano group or a nitro group, or two or more of the groups optionally combine together to form a ring;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group;
where R24 to R29 are the same or different and each represent a hydrogen atom, a halogen atom, a cyano group, a nitro group, a hydroxy group, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, an optionally substituted heterocyclic group, an ester group, a cycloalkyl group, an optionally substituted aralkyl group, an allyl group, an amide group, an amino group, an acyl group, an alkenyl group, an alkynyl group, a carboxyl group, a carbonyl group, a carboxy group or a halogenated alkyl group;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group;
and
where R30 and R31 are the same or different and each represent a hydrogen atom, a C1-12 alkyl group, a C1-12 alkoxy group, an optionally substituted aryl group, a cycloalkyl group, an optionally substituted aralkyl group, or a halogenated alkyl group;
and
where the substituent represents a halogen atom, a C1-6 alkyl group, a C1-6 alkoxy group, a hydroxy group, a cyano group, an amino group, a nitro group or a halogenated alkyl group,
wherein the photosensitive layer comprises a charge transport layer and a charge generation layer laminated in that order on the conductive substrate, and
wherein the charge generation layer comprises the hole transport material, the binder resin and the at least one transport material.

29 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/523,540Filed 26 Jul 2019 · continuation
Priority: 16 Feb 2018
Published: US 2019/0346780 A114 Nov 2019
Granted: 18 Aug 2020
Term ends: Not estimatedThe source records don’t support an estimate.

Classification12 codes

G03G 5/047
Photoconductive layers characterised by having two or more layers or characterised by their composite structure: characterised by the…
G03G 5/04
Charge-receiving layers: photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
G03G 5/0525
Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers:…
G03G 5/0564
Obtained otherwise than by reactions only involving carbon-to-carbon unsatured bonds: polycarbonates