Electrophotographic photosensitive member, process cartridge, and electrophotographic apparatus

• US 6,110,628 A
• Filed: 07/31/1998
• Issued: 08/29/2000
• Est. Priority Date: 08/01/1997
• Status: Expired due to Term

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Uematsu, Hiroki, Tanaka, Hiroyuki, Sekiya, Michiyo, Amamiya, Shoji, Maruyama, Akio, Anayama, Hideki
• Primary Examiner(s): Rodee, Christopher D.
• Application Number:
  US09/126,852
• Time in Patent Office: 760 Days
• Field of Search: 430/58.05, 430/59.6, 430/66, 430/96, 430/67, 399/116, 399/159
• US Class Current: 430/66
• CPC Class Codes: G03G 5/14747 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds

Abstract

An electrophotographic photosensitive member is comprised of a support and a photosensitive layer formed on the support. The electrophotographic photosensitive member has a surface layer which contains a resin having at least one of the structural units represented by the following formula: ##STR1## wherein the bond represented by a broken line may be present, and when present, m is 4 and when m is 6, n represents an integer of 0 or more, and R₁ and R₂ represent each independently hydrogen, halogen, hydroxy, a substituted or unsubstituted alkyl, a substituted or unsubstituted unsaturated aliphatic hydrocarbon, a substituted or unsubstituted aryl, a substituted or unsubstituted cycloalkyl, a substituted or unsubstituted cyclodienyl, a substituted or unsubstituted alkoxy, a substituted or unsubstituted carbonyl, or a substituted or unsubstituted heterocyclic group.

Claims

1. An electrophotographic photosensitive member comprising a support and a photosensitive layer provided on the support, wherein said electrophotographic photosensitive member has a surface layer containing a resin having at least one of repeating units represented by the following Formulas (1) and (2):

##STR102## wherein n represents an integer of 0 or more;

R₁ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₂ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group;

##STR103## wherein m represents an integer of 0 or more;

R₃ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₄ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group.

2. An electrophotographic photosensitive member according to claim 1, wherein the repeating unit is the one represented by Formula (1).

3. An electrophotographic photosensitive member according to claim 1 or 2, wherein n is an integer of 1 to 4.

4. An electrophotographic photosensitive member according to claim 3, wherein n is 2.

5. An electrophotographic photosensitive member according to claim 4, wherein R₁ '"'"'s and R₂ '"'"'s are all hydrogen atoms.

6. An electrophotographic photosensitive member according to claim 3, wherein R₁ '"'"'s and R₂ '"'"'s are all hydrogen atoms.

7. An electrophotographic photosensitive member according to claim 2, wherein R₁ '"'"'s and R₂ '"'"'s are all hydrogen atoms.

8. An electrophotographic photosensitive member according to claim 1, wherein the repeating unit is the one represented by Formula (2).

9. An electrophotographic photosensitive member according to claim 1 or 8, wherein m is an integer of 1 to 4.

10. An electrophotographic photosensitive member according to claim 9, wherein m is 2.

11. An electrophotographic photosensitive member according to claim 10, wherein R₃ '"'"'s and R₄ '"'"'s are all hydrogen atoms.

12. An electrophotographic photosensitive member according to claim 9, wherein R₃ '"'"'s and R₄ '"'"'s are all hydrogen atoms.

13. An electrophotographic photosensitive member according to claim 8, wherein R₃ '"'"'s and R₄ '"'"'s are all hydrogen atoms.

14. An electrophotographic photosensitive member according to claim 1, wherein the repeating unit represented by Formula (1) or (2) is in an amount of from 40 mol % to 100 mol % based on all the repeating units of the resin.

15. An electrophotographic photosensitive member according to claim 14, wherein the repeating unit represented by Formula (1) or (2) is in an amount of from 70 mol % to 100 mol % based on all the repeating units of the resin.

16. A process cartridge comprising an electrophotographic photosensitive member and at least one means selected from the group consisting of a charging means, a developing means and a cleaning means;

said electrophotographic photosensitive member and said at least one means being supported as one unit which is detachable from a main body of an electrophotographic apparatus; and

said electrophotographic photosensitive member comprising a support and a photosensitive layer formed on the support, wherein;

said electrophotographic photosensitive member has a surface layer containing a resin having at least one of repeating units represented by the following Formulas (1) and (2);

##STR104## wherein n represents an integer of 0 or more;

R₁ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₂ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group;

##STR105## wherein m represents an integer of 0 or more;

R₃ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₄ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group.

17. An electrophotographic apparatus comprising an electrophotographic photosensitive member, a charging means, an exposure means, a developing means and a transfer means;

said electrophotographic photosensitive member comprising a support and a photosensitive layer formed on the support, wherein;

said electrophotographic photosensitive member has a surface layer containing a resin having at least one of repeating units represented by the following Formulas (1) and (2);

##STR106## wherein n represents an integer of 0 or more;

R₁ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₂ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group;

##STR107## wherein m represents an integer of 0 or more;

R₃ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group; and

R₄ '"'"'s each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted unsaturated aliphatic hydrocarbon group, a substituted or unsubstituted aryl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted cyclodienyl group, a substituted or unsubstituted alkoxyl group, a substituted carbonyl group, an aldehyde group or a substituted or unsubstituted heterocyclic group.