# US 9,519,232 B2 · Electrophotographic photosensitive member, method for producing electrophotographic photosensitive member, process cartridge and electrophotographic apparatus, and hydroxygallium phthalocyanine crystal

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- Number: US 9,519,232 B2
- Document ID: US9519232B2
- Status: Granted
- Kind: B2
- Application number: 14/693,081
- Filed: 2015-04-22
- Published: 2015-10-29
- Granted: 2016-12-13
- Earliest claimed: 2014-04-24
- Assignees: Canon Kabushiki Kaisha
- Applicants: Canon Kabushiki Kaisha
- Inventors: Masataka Kawahara; Tsutomu Nishida; Junpei Kuno; Masato Tanaka; Kaname Watariguchi
- Web page: https://patentgrep.com/patent/US9519232B2

## CPC

- G03G 5/0662: {containing metal elements}
- G03G 5/0696: {Phthalocyanines}
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

An electrophotographic photosensitive member includes a support and a photosensitive layer on the support, and the photosensitive layer contains a hydroxygallium phthalocyanine crystal having peaks at Bragg angles 2θ±0.2° of 6.9°, 7.7°, 16.4°, 24.4°, and 26.5° in CuKα X-ray diffraction.

## Claims

### Claim 1

A hydroxygallium phthalocyanine crystal comprising peaks at Bragg angles 2θ±0.2° of 6.9°, 7.7°, 16.4°, 24.4°, and 26.5° in CuKα X-ray diffraction.

### Claim 2 (depends on 1)

The hydroxygallium phthalocyanine crystal according to claim 1, further comprising peaks at Bragg angles 2θ±0.2° of 12.0°, 19.0°, 23.0°, and 27.6° in CuKα X-ray diffraction.

### Claim 3 (depends on 1)

The hydroxygallium phthalocyanine crystal according to claim 1, further comprising peaks at Bragg angles 2θ±0.2° of 8.3°, 17.1°, and 25.3° in CuKα X-ray diffraction.

### Claim 4 (depends on 1)

The hydroxygallium phthalocyanine crystal according to claim 1, further comprising peaks at Bragg angles 2θ±0.2° of 13.2°, 17.1°, and 27.3° in CuKα X-ray diffraction.

### Claim 5

An electrophotographic photosensitive member comprising:
a support; and
a photosensitive layer on the support;
wherein the photosensitive layer comprises a hydroxygallium phthalocyanine crystal having peaks at Bragg angles 2θ±0.2° of 6.9°, 7.7°, 16.4°, 24.4°, and 26.5° in CuKα X-ray diffraction.

### Claim 6 (depends on 5)

The electrophotographic photosensitive member according to claim 5, wherein the hydroxygallium phthalocyanine crystal further has peaks at Bragg angles 2θ±0.2° of 12.0°, 19.0°, 23.0°, and 27.6° in CuKα X-ray diffraction.

### Claim 7 (depends on 5)

The electrophotographic photosensitive member according to claim 5, wherein the hydroxygallium phthalocyanine crystal further has peaks at Bragg angles 2θ±0.2° of 8.3°, 17.1°, and 25.3° in CuKα X-ray diffraction.

### Claim 8 (depends on 5)

The electrophotographic photosensitive member according to claim 5, wherein the hydroxygallium phthalocyanine crystal further has peaks at Bragg angles 2θ±0.2° of 13.2°, 17.1°, and 27.3° in CuKα X-ray diffraction.

### Claim 9 (depends on 5)

The electrophotographic photosensitive member according to claim 5,
wherein the photosensitive layer comprises a charge generating layer and a charge transporting layer on the charge generating layer, and
the charge generating layer comprises the hydroxygallium phthalocyanine crystal.

### Claim 10 (depends on 5)

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 5, and at least one selected from the group consisting of a charging device, a developing device, a transfer device, and a cleaning member.

### Claim 11 (depends on 5)

An electrophotographic apparatus comprising:
the electrophotographic photosensitive member according to claim 5;
a charging device;
an exposure device;
a developing device; and
a transfer device.

### Claim 12

A method for producing an electrophotographic photosensitive member comprising a support and a photosensitive layer on the support, wherein the method comprises the steps of:
providing a hydroxygallium phthalocyanine crystal having peaks at Bragg angles 2θ±0.2° of 6.9°, 7.7°, 16.4°, 24.4°, and 26.5° in CuKα X-ray diffraction by adding an amide compound and a hydroxygallium phthalocyanine and performing a milling treatment; and
forming a photosensitive layer by forming a coating film of a photosensitive layer-forming coating solution containing the hydroxygallium phthalocyanine crystal and drying the coating film,
wherein the amide compound is at least one selected from the group consisting of a compound represented by formula (1) below, a compound represented by formula (2) below, and a compound represented by formula (3) below.

### Claim 13

A method for producing an electrophotographic photosensitive member comprising a support, a charge generating layer on the support, and a charge transporting layer on the charge generating layer, wherein the method comprises the steps of:
providing a hydroxygallium phthalocyanine crystal having peaks at Bragg angles 2θ±0.2° of 6.9°, 7.7°, 16.4°, 24.4°, and 26.5° in CuKα X-ray diffraction, by adding an amide compound and a hydroxygallium phthalocyanine and performing a milling treatment; and
forming a charge generating layer by forming a coating film of a charge generating layer-forming coating solution containing the hydroxygallium phthalocyanine crystal and drying the coating film,
wherein the amide compound is at least one selected from the group consisting of a compound represented by formula (1) below, a compound represented by formula (2) below, and a compound represented by formula (3) below.