Method of producing electrophotographic photosensitive member, and emulsion for a charge transporting layer

• US 9,280,071 B2
• Filed: 03/15/2013
• Issued: 03/08/2016
• Est. Priority Date: 03/22/2012
• Status: Active Grant

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Maruyama, Akihiro, Okuda, Atsushi, Murakami, Takeshi, Uematsu, Hiroki, Ogaki, Harunobu
• Primary Examiner(s): Chapman, Mark A
• Application Number:
  US14/378,288
• Publication Number:
  US 20150037716A1
• Time in Patent Office: 1,089 Days
• Field of Search: 430/73, 430/58.35
• US Class Current: 1/1
• CPC Class Codes: G03G 5/051 Organic non-macromolecular compounds
• CPC Class Codes: G03G 5/0521 comprising one or more heterocyclic groups
• CPC Class Codes: G03G 5/0525 Coating methods
• CPC Class Codes: G03G 5/056 Polyesters
• CPC Class Codes: G03G 5/0564 Polycarbonates
• CPC Class Codes: G03G 5/0571 Polyamides; Polyimides
• CPC Class Codes: G03G 5/06142 arylamine
• CPC Class Codes: G03G 5/061443 benzidine
• CPC Class Codes: G03G 5/06147 alkenylarylamine
• CPC Class Codes: G03G 5/06149 enamine
• CPC Class Codes: G03G 5/0637 containing one hetero atom
• CPC Class Codes: G03G 5/0638 containing two hetero atoms

Abstract

The present invention provides a method of producing an electrophotographic photosensitive member in which the amount of an organic solvent to be used for a coating solution for a charge transporting layer is reduced, and the stability of the coating solution for a charge transporting layer after preservation for a long time is improved, enabling formation of a charge transporting layer having high uniformity. The method includes: preparing a solution containing a charge transporting substance, a resin having a carbonyl group, and at least one compound selected from the group consisting of a compound represented by the formula (A), a compound represented by the formula (B), a compound represented by the formula (C), a compound represented by the formula (D), and a compound represented by the formula (E); dispersing the solution in water to prepare an emulsion; forming a coat by using the emulsion; and heating the coat to form a charge transporting layer.

Claims

1. A method of producing an electrophotographic photosensitive member which comprises a support and charge transporting layer formed thereon, comprising the steps of:

preparing a solution comprising;

a charge transporting substance;

a resin having a carbonyl group; and

at least one amine compound selected from the group consisting of a compound represented by the following formula (A), a compound represented by the following formula (B), a compound represented by the following formula (C), a compound represented by the following formula (D) and a compound represented by the following formula (E);

dispersing the solution in a water to prepare emulsion,

forming a coat by using the emulsion, and

heating the coat to form the charge transporting layer,

2. The method of producing an electrophotographic photosensitive member according to claim 1,

wherein the resin having a carbonyl group is at least one selected from the group consisting of a polycarbonate resin and polyester resin.

3. The method of producing an electrophotographic photosensitive member according to claim 1,

wherein, the amount of the amine compound in the emulsion is from 0.1 to 20% by mass based on the total mass of the emulsion.

4. The method of producing an electrophotographic photosensitive member according to claim 1,

wherein the amount of water in the emulsion is not less than 30% by mass and less than 100% by mass based on the total mass of the emulsion.

5. The method of producing an electrophotographic photosensitive member according to claim 1,

wherein the solution further comprises liquid whose solubility in water at 25°

C. and 1 atm is 1.0 mass % or less.

6. A method of producing an electrophotographic photosensitive member which comprises a support and charge transporting layer formed thereon, comprising the steps of:

preparing a solution comprising a charge transporting substance, and a resin having a carbonyl group;

dispersing the solution, and at least one amine compound selected from the group consisting of a compound represented by the following formula (A), a compound represented by the following formula (B), a compound represented by the following formula (C), a compound represented by the following formula (D) and a compound represented by the following formula (E), in a water to prepare emulsion,

forming a coat by using the emulsion, and

heating the coat to form the charge transporting layer,

7. An emulsion for a charge transporting layer in which a solution is dispersed in water,

wherein the solution comprises a charge transporting substance and a resin having a carbonyl group, and

the emulsion for a charge transporting layer further comprises at least one amine compound selected from the group consisting of a compound represented by the following formula (A), a compound represented by the following formula (B), a compound represented by the following formula (C), a compound represented by the following formula (D) and a compound represented by the following formula (E),

8. The emulsion for a charge transporting layer according to claim 7,

wherein the resin having a carbonyl group is at least one selected from the group consisting of a polycarbonate resin and polyester resin.

9. The emulsion for a charge transporting layer according to claim 7,

wherein the amount of the amine compound in the emulsion is from 0.1 to 20% by mass based on the total mass of the emulsion.

10. The emulsion for a charge transporting layer according to claim 7,

wherein the amount of water in the emulsion is not less than 30% by mass and less than 100% by mass based on the total mass of the emulsion.

11. The emulsion for a charge transporting layer according to claim 7,

wherein the solution further comprises liquid whose solubility in water at 25°

C. and 1 atm is 1.0 mass % or less.