Electrophotographic photosensitive member and apparatus and process cartridge provided with the same

• US 5,876,890 A
• Filed: 05/23/1997
• Issued: 03/02/1999
• Est. Priority Date: 05/27/1996
• Status: Expired due to Term

• Current Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Original Assignee: Canon Kabushiki Kaisha (Canon Inc.)
• Inventors: Kitamura, Wataru, Yoshimura, Kimihiro, Hirano, Hidetoshi
• Primary Examiner(s): GOODROW, JOHN L
• Application Number:
  US08/863,046
• Time in Patent Office: 648 Days
• Field of Search: 430/58, 430/59, 430/96, 399/148
• US Class Current: 430/59.6
• CPC Class Codes: G03G 5/0564 Polycarbonates
• CPC Class Codes: G03G 5/06142 arylamine
• CPC Class Codes: G03G 5/06144 diamine
• CPC Class Codes: G03G 5/06147 alkenylarylamine
• CPC Class Codes: G03G 5/0668 containing only one methine or polymethine group
• CPC Class Codes: G03G 5/14756 Polycarbonates

Abstract

A surface layer of a photosensitive layer contains a resin comprising a structural unit represented by the following general formula (1), and at least one compound of a triarylamine compound represented by the following general formula (2) and a styryl compound represented by the following general formula (3): ##STR1## wherein, X is --CR₁₃ R₁₄ --, substituted or unsubstituted cycloalkylidene, substituted or unsubstituted α,ω-alkylene, single bond, --O--, --S--, --SO-- or --SO₂ --, wherein R₁₃ and R₁₄ are each hydrogen, trifluoromethyl, or substituted or unsubstituted alkyl or aryl, and R₁ to R₁₂ are each hydrogen, halogen, or substituted or unsubstituted alkyl or aryl; ##STR2## wherein Y is hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, or ##STR3## wherein R₁₅ '"'"' to R₂₄ '"'"' are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, R₁₅ to R₂₇ are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, and R₂₈ and R₂₉ are each hydrogen or substituted or unsubstituted alkyl, aralkyl or aryl; ##STR4## wherein Z is --CH₂ CH₂ -- or --CH═CH--, R₃₀ and R₃₁ are each substituted or unsubstituted alkyl, aralkyl, aryl or heterocyclic, R₃₂ to R₃₉ are each hydrogen, substituted or unsubstituted alkyl or alkoxy, and Ar is substituted or unsubstituted arylene or heterocyclic.

Claims

1. An electrophotographic photosensitive member comprising:

a substrate and a photosensitive layer formed thereon, a surface layer of said photosensitive layer containing (a) a resin comprising a structural unit represented by the following general formula (1), and (b) at least one compound of (i) a triarylamine compound represented by the following general formula (2) or (ii) a styryl compound represented by the following general formula (3);

##STR18## wherein, X is --CR₁₃ R₁₄ --, substituted or unsubstituted cycloalkylidene, substituted or unsubstituted α

,ω

-alkylene, single bond, --O--, --S--, --SO-- or --SO₂ --, wherein R₁₃ and R₁₄ are each hydrogen, trifluoromethyl, or substituted or unsubstituted alkyl or aryl and are the same or different, and R₁ to R₁₂ are each hydrogen, halogen, or substituted or unsubstituted alkyl or aryl, and are the same or different;

##STR19## wherein Y is hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, or ##STR20## wherein R₁₅ '"'"' to R₂₄ '"'"' are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, R₁₅ to R₂₇ are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and R₂₈ and R₂₉ are each hydrogen or substituted or unsubstituted alkyl, aralkyl or aryl, and are the same or different;

##STR21## wherein Z is --CH₂ CH₂ -- or --CH═

CH--, R₃₀ and R₃₁ are each substituted or unsubstituted alkyl, aralkyl, aryl or heterocyclic and are the same or different, R₃₂ to R₃₉ are each hydrogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and Ar is substituted or unsubstituted arylene or heterocyclic.

2. An electrophotographic photosensitive member according to claim 1, wherein X is cycloalkylidene having 5 to 11 carbon atoms, or α

,ω

-alkylene having 2 to 10 carbon atoms.

3. An electrophotographic photosensitive member according to claim 1, wherein said structural unit represented by the general formula (1) has the following formula:

##STR22##

4. An electrophotographic photosensitive member according to claim 1, wherein said surface layer contains both said triarylamine compound represented by the general formula (2) and said styryl compound represented by the general formula (3).

5. An electrophotographic photosensitive member according to claim 4, wherein said triarylamine compound and said styryl compound are represented by the following formulae:

##STR23## ##STR24##

6. An electrophotographic photosensitive member according to claim 5, wherein said structural unit represented by the general formula (1) has the following formula:

##STR25##

7. An electrophotographic photosensitive member according to claim 5, wherein said photosensitive layer comprises a charge generating layer and a charge transfer layer, and said charge generating layer is said surface layer.

8. 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 integrally supported and detachable from an electrophotographic apparatus main body, said electrophotographic photosensitive member comprising a substrate and a photosensitive layer formed thereon, a surface layer of said photosensitive layer containing (a) a resin comprising a structural unit represented by the following general formula (1), and (b) at least one compound of (i) a triarylamine compound represented by the following general formula (2) or (ii) a styryl compound represented by the following general formula (3);

##STR26## wherein, X is --CR₁₃ R₁₄ --, substituted or unsubstituted cycloalkylidene, substituted or unsubstituted α

,ω

-alkylene, single bond, --O--, --S--, --SO-- or --SO₂ --, wherein R₁₃ and R₁₄ are each hydrogen, trifluoromethyl, or substituted or unsubstituted alkyl or aryl and are the same or different, and R₁ to R₁₂ are each hydrogen, halogen, or substituted or unsubstituted alkyl or aryl, and are the same or different;

##STR27## wherein Y is hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, or ##STR28## wherein R₁₅ '"'"' to R₂₄ '"'"' are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, R₁₅ to R₂₇ are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and R₂₈ and R₂₉ are each hydrogen or substituted or unsubstituted alkyl, aralkyl or aryl, and are the same or different;

##STR29## wherein Z is --CH₂ CH₂ -- or --CH═

CH--, R₃₀ and R₃₁ are each substituted or unsubstituted alkyl, aralkyl, aryl or heterocyclic and are the same or different, R₃₂ to R₃₉ are each hydrogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and Ar is substituted or unsubstituted arylene or heterocyclic.

9. An electrophotographic apparatus, comprising:

an electrophotographic photosensitive member, a charging means, an exposure means, a developing means and a cleaning means, said electrophotographic photosensitive member comprising a substrate and a photosensitive layer formed thereon, a surface layer of said photosensitive layer containing (a) a resin comprising a structural unit represented by the following general formula (1), and (b) at least one compound of (i) a triarylamine compound represented by the following general formula (2) or (ii) a styryl compound represented by the following general formula (3);

##STR30## wherein, X is --CR₁₃ R₁₄ --, substituted or unsubstituted cycloalkylidene, substituted or unsubstituted α

,ω

-alkylene, single bond, --O--, --S--, --SO-- or --SO₂ --, wherein R₁₃ and R₁₄ are each hydrogen, trifluoromethyl, or substituted or unsubstituted alkyl or aryl and are the same or different, and R₁ to R₁₂ are each hydrogen, halogen, or substituted or unsubstituted alkyl or aryl, and are the same or different;

##STR31## wherein Y is hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy, or ##STR32## wherein R₁₅ '"'"' to R₂₄ '"'"' are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, R₁₅ to R₂₇ are each hydrogen, halogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and R₂₈ and R₂₉ are each hydrogen or substituted or unsubstituted alkyl, aralkyl or aryl, and are the same or different;

##STR33## wherein Z is --CH₂ CH₂ -- or --CH═

CH--, R₃₀ and R₃₁ are each substituted or unsubstituted alkyl, aralkyl, aryl or heterocyclic and are the same or different, R₃₂ to R₃₉ are each hydrogen, substituted or unsubstituted alkyl or alkoxy and are the same or different, and Ar is substituted or unsubstituted arylene or heterocyclic.