Electrophotographic photosensitive member, process cartridge, and image forming apparatus

Patent metadata

Field	Value
Publication number	US-10545418-B2
Application number	US-201716092013-A
Country	US
Kind code	B2
Filing date	Mar 17, 2017
Priority date	Apr 25, 2016
Publication date	Jan 28, 2020
Grant date	Jan 28, 2020

Abstract

An electrophotographic photosensitive member ( 1 ) includes a conductive substrate ( 2 ) and a photosensitive layer ( 3 ). The photosensitive layer ( 3 ) is a single-layer photosensitive layer containing at least a charge generating material, an electron transport material, a hole transport material, and a binder resin. The electron transport material includes a naphthoquinone derivative represented by general formula (1). An amount of triboelectric charge of calcium carbonate as measured by charging the calcium carbonate through friction with the photosensitive layer ( 3 ) is at least +7 μC/g. In general formula (1), R 11 and R 12 are respectively the same as R 11 and R 12 described in the description.

First claim

The invention claimed is:

1. An electrophotographic photosensitive member comprising a conductive substrate and a photosensitive layer, wherein
the photosensitive layer is a single-layer photosensitive layer containing at least a charge generating material, an electron transport material, a hole transport material, and a binder resin,
the electron transport material includes a naphthoquinone derivative represented by a general formula (1),
an amount of triboelectric charge of calcium carbonate as measured by charging the calcium carbonate through friction with the photosensitive layer is at least +7 μC/g,
in the measurement of the amount of triboelectric charge of the calcium carbonate,
(i) two of the photosensitive layers are prepared, one of the two photosensitive layers being a first photosensitive layer, another of the two photosensitive layers being a second photosensitive layer, the first photosensitive layer having a film thickness of 30 μm and being formed on a first overhead projector sheet, the second photosensitive layer having a film thickness of 30 μm and being formed on a second overhead projector sheet, the first overhead projector sheet and the second overhead projector sheet each having a length of 5 cm and a width of 5 cm,
(ii) 0.007 g of the calcium carbonate is placed on the first photosensitive layer to form a calcium carbonate layer formed from the calcium carbonate, and the second photosensitive layer is placed on the calcium carbonate layer,
(iii) the first photosensitive layer is rotated at a rotational speed of 60 rpm for 60 seconds while the second photosensitive layer is kept stationary in an environment at a temperature of 23° C. and a relative humidity of 50% to charge the calcium carbonate through friction between the calcium carbonate and each of the first photosensitive layer and the second photosensitive layer, and
(iv) the charged calcium carbonate is sucked using a charge measuring device, and a total amount of electricity Q and a mass M of the sucked calcium carbonate are measured using the charge measuring device to calculate the amount of triboelectric charge of the calcium carbonate by an equation “amount of triboelectric charge=Q/M”,

where in the general formula (1),
R 11 and R 12 each represent, independently of each other, a chemical group selected from the group consisting of: an alkyl group having a carbon number of at least 1 and no greater than 8; an aryl group having a carbon number of at least 6 and no greater than 14 and optionally having a substituent; an aralkyl group having a carbon number of at least 7 and no greater than 20 and optionally having a substituent; and a cycloalkyl group having a carbon number of at least 3 and no greater than 10 and optionally having a substituent, and
at least one of the chemical groups respectively represented by R 11 and R 12 is substituted with one or more halogen atoms.

2. The electrophotographic photosensitive member according to claim 1 , wherein
in the general formula (1),
the aryl group having a carbon number of at least 6 and no greater than 14 has an alkyl group having a carbon number of at least 1 and no greater than 6 as the substituent,
the aralkyl group having a carbon number of at least 7 and no greater than 20 has an alkyl group having a carbon number of at least 1 and no greater than 6 as the substituent, and
the cycloalkyl group having a carbon number of at least 3 and no greater than 10 has an alkyl group having a carbon number of at least 1 and no greater than 6 as the substituent.

3. The electrophotographic photosensitive member according to claim 1 , wherein
in the general formula (1), a total number of halogen atoms included in the chemical groups respectively represented by R 11 and R 12 is at least 1 and no greater than 3.

4. The electrophotographic photosensitive member according to claim 1 , wherein
in the general formula (1), R 11 and R 12 differ from each other.

5. The electrophotographic photosensitive member according to claim 1 , wherein
in the general formula (1),
either one of R 11 and R 12 represents an alkyl group having a carbon number of at least 1 and no greater than 3 and substituted with one or more halogen atoms, or a phenyl group substituted with one or more halogen atoms,
the other of R 11 and R 12 represents: a phenyl group optionally having an alkyl group having a carbon number of at least 1 and no greater than 3; or an alkyl group having a carbon number of at least 1 and no greater than 4, and
the one or more halogen atoms are each a chlorine atom or a fluorine atom.

6. The electrophotographic photosensitive member according to claim 5 , wherein
in the general formula (1),
either one of R 11 and R 12 represents a phenyl group and substituted with one or more halogen atoms, and
the other of R 11 and R 12 represents an alkyl group having a carbon number of at least 1 and no greater than 4.

7. The electrophotographic photosensitive member according to claim 1 , wherein
the naphthoquinone derivative is represented by a chemical formula (1-1), (1-2), (1-3), (1-4), or (1-5)

8. The electrophotographic photosensitive member according to claim 1 , wherein
the hole transport material includes a compound represented by a general formula (2),

where in the general formula (2),
R 21 , R 22 , R 23 , R 24 , R 25 , and R 26 each represent, independently of one another, an alkyl group having a carbon number of at least 1 and no greater than 6 or an alkoxy group having a carbon number of at least 1 and no greater than 6,
r, s, v, and w each represent, independently of one another, an integer of at least 0 and no greater than 5, and
t and u each represent, independently of each other, an integer of at least 0 and no greater than 4.

9. The electrophotographic photosensitive member according to claim 1 , wherein
the binder resin includes a polycarbonate resin represented by a general formula (3),

where in the general formula (3),
R 31 , R 32 , R 33 , and R 34 each represent, independently of one another, a hydrogen atom or an alkyl group having a carbon number of at least 1 and no greater than 6,
R 32 and R 33 may be bonded to each other to form a cycloalkylidene group having a carbon number of at least 3 and no greater than 10,
n and m each represent an integer of at least 0,
n+m=100, and
n represents an integer of at least 60 and no greater than 100.

10. A process cartridge comprising the electrophotographic photosensitive member according to claim 1 ; and at least one device selected from the group consisting of a charger, a light exposure device, a developing device, and a transfer device.

11. An image forming apparatus comprising:
an image bearing member;
a charger configured to positively charge a surface of the image bearing member;
a light exposure device configured to irradiate the charged surface of the image bearing member with light to form an electrostatic latent image on the surface of the image bearing member;
a developing device configured to develop the electrostatic latent image into a toner image; and
a transfer device configured to transfer the toner image from the surface of the

Assignees

• Kyocera Document Solutions Inc

Inventors

• Shimizu Tomofumi
• Okada Hideki

Classifications

• C07D241/36

  condensed with carbocyclic rings or ring systems · CPC title

• G03G5/0638 Primary

  containing two hetero atoms · CPC title

• C07C211/54

  having amino groups bound to two or three six-membered aromatic rings · CPC title

• G03G5/0596

  Macromolecular compounds characterised by their physical properties · CPC title

• G03G5/0564

  Polycarbonates · CPC title