Electrophotographic photoconductor and electrophotographic apparatus

• US 6,200,717 B1
• Filed: 04/26/2000
• Issued: 03/13/2001
• Est. Priority Date: 04/30/1999
• Status: Expired due to Fees

• Current Assignee: Fuji Electric Device Technology Company Limited (Fuji Electric Systems Company Limited)
• Original Assignee: Fuji Electric Imaging Device Co., Ltd.
• Inventors: Takeuchi, Masaru, Ohkura, Kenichi, Omokawa, Shinichi
• Primary Examiner(s): MARTIN, ROLAND E
• Application Number:
  US09/558,625
• Time in Patent Office: 321 Days
• Field of Search: 430/83, 399/159
• US Class Current: 430/83
• CPC Class Codes: G03G 5/0609 containing oxygen
• CPC Class Codes: G03G 5/0612 containing nitrogen
• CPC Class Codes: G03G 5/06142 arylamine
• CPC Class Codes: G03G 5/06144 diamine
• CPC Class Codes: G03G 5/061443 benzidine
• CPC Class Codes: G03G 5/06145 triamine or greater
• CPC Class Codes: G03G 5/06147 alkenylarylamine
• CPC Class Codes: G03G 5/061473 plural alkenyl groups linked directly to the same aryl group
• CPC Class Codes: G03G 5/0618 containing oxygen and nitrogen
• CPC Class Codes: G03G 5/062 containing non-metal elements other than hydrogen, halogen, oxygen or nitrogen
• CPC Class Codes: G03G 5/0653 containing five relevant rings
• CPC Class Codes: G03G 5/0674 containing hetero rings

Abstract

In a electrophotographic photoconductor having a single layer type photosensitive layer 3 laminated directly or through an undercoat layer 2 on an electroconductive substrate 1, the single layer type photosensitive layer 3 contains at least a resin binder, a charge generating substance, a hole transfer substance and an electron transfer substance, wherein the hole transfer substance is a compound represented by the general formula (HT1) shown below and an electrophotographic apparatus comprise this photoconductor. This electrophotographic photoconductor has good electric property in positive charge and good stability in repeated use.

Claims

1. An electrophotographic photoconductor comprising:

a single layer type photosensitive layer laminated directly or through an undercoat on an electroconductive substrate, wherein

said single layer type photosensitive layer contains at least a resin binder, a charge generating substance, a hole transfer substance and an electron transfer substance,

said hole transfer substance containing at least one selected from the group consisting of compounds represented by the following general formula (HT1)

 

wherein, Ar^H1 is aryl group optionally having substituents, Ar^H2 is phenylene group optionally having substituents, naphthylene group, biphenylene group or anthrylene group, R^H1 is hydrogen atom, lower alkyl group or lower alkoxy group, X is hydrogen atom, alkyl group optionally having substituents, or aryl group optionally having substituents, and Y is aryl group optionally having substituents, the following general formula (HT1a)

 

wherein, R^H1 is the same meaning as the above, or the following general formula (HT1b)

 

wherein R^H2 is hydrogen atom, lower alkyl group or lower alkoxy group, R^H3 is hydrogen atom, halogen atom, or lower alkoxy group or lower alkyl group, Z is hydrogen atom, or aryl group optionally having substituents, and m and n are 0 or integers of 1 to 4.

2. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET1)

wherein, R^E1-R^E4 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, said substituents being halogen atom, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

3. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET2)

wherein R^E5-R^E8 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

4. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET3)

wherein R^E9 and R^E10 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

5. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET4)

wherein R^E11 and R^E12 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, and R^E13-R^E17 are each independently hydrogen atom, halogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, aralkyl group optionally having substituents, phenoxy group optionally having substituents or halogenated alkyl group, or two or more groups of R^E13-R^E17 may combine to form rings, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

6. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET5)

wherein R^E18-R^E21 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, R^E22 and R^E23 are each independently hydrogen atom, alkyl group having 1 to 12 carbon atoms or aryl group, and R^E24-R^E31 are each independently hydrogen atom, halogen atom, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, or halogenated alkyl group, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

7. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET6)

wherein, R^E32-R^E35 are each independently hydrogen atom, halogen atoms, cyano group, amino group, nitro group, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, and R^E36 is a hydrogen atom, halogen atoms, cyano group, amino group, nitro group, benzoquinoneimine optionally having substituents, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, cycloalkyl group, aralkyl group optionally having substituents, or halogenated alkyl group, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

8. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET7)

wherein R^E37-R^E41 are each independently hydrogen atom, halogen atoms, cyano group, nitro group, alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, aryl group optionally having substituents, an aralkyl group optionally having substituents, phenoxy group optionally having substituents, or halogenated alkyl group, and R^E42-R^E49 are hydrogen atom or nitro group, and at least three of them are nitro groups, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, nitro group, or halogenated alkyl group.

9. A electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET8)

wherein R^E50 is alkyl group optionally having substituents or aryl group optionally having substituents, and R^E51 is alkyl group optionally having substituents, aryl group optionally having substituents, or the following formula (ET8a)

10. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET9)

wherein R^E53-R^E65 are each independently hydrogen atom, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, aryl group, aralkyl group, halogen atoms, or halogenated alkyl group.

11. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET10)

wherein R^E66-R^E73 are each independently hydrogen atom, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, aryl group, aralkyl group, halogen atoms, or halogenated alkyl group.

12. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formula (ET11)

wherein R^E74 and R^E75 are each independently cyano group, or alkoxycarbonyl group, R^E76 is hydrogen atom, alkyl group having 1 to 12 carbon atoms or aryl group optionally having substituents, R^E77-R^E81 are each independently hydrogen atom, halogen atoms, alkyl group having 1 to 12 carbon atoms, alkoxy group, aryl group optionally having substituents, halogenated alkyl group, or alkylated amino group, R⁸²-R^E84 are each independently hydrogen atom or alkyl group having 1 to 12 carbon atoms, R^E85 and R^E86 are each independently hydrogen atom, halogen atoms, alkyl group having 1 to 12 carbon atoms, or aryl group optionally having substituents, X is sulfur atom or oxygen atom, and n is 0 or 1, said substituents being halogen atoms, alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, hydroxyl group, cyano group, amino group, alkylated amino group, nitro group, or halogenated alkyl group.

13. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formulas (ET12), (ET13) and (ET14)

wherein R^E87-R^E90 are each independently hydrogen atom or halogen atoms, R^E91 and R^E92 are each independently cyano group, or alkoxycarbonyl group, and R^E93-R^E97 are each independently hydrogen atom, halogen atoms, alkyl group having 1 to 6 carbon atoms, nitro group, or cyano group.

14. An electrophotographic photoconductor as claimed in claim 1 wherein said electron transfer substance contains at least one selected from the group consisting of compounds represented by the following general formulas (ET15) and (ET16)

wherein R^E98-R^E101 are each independently hydrogen atom or halogen atoms, R^E102 and R^E103 are each independently cyano group, or alkoxycarbonyl group, and R¹⁰⁴-R¹⁰⁸ are each independently hydrogen atom, halogen atoms, alkyl group having 1 to 6 carbon atoms, nitro group, or cyano group.

15. An electrophotographic photoconductor as claimed in claim 1 wherein said charge generating substance is an X type metal-less phthalocyanine.

16. An electrophotographic photoconductor as claimed in claim 1 wherein said binder resin is polycarbonate containing as a repeating unit at least one selected from a group of consisting of compounds represented by the following general formula (BD1)

wherein R^B1-R^B8 is each independently hydrogen atom, alkyl group having 1 to 6 carbon atoms, aryl group optionally having substituents, cycloalkyl group, or halogen atoms, and Z is group of atoms required to form carbocycles optionally having substituents, said substituents being alkyl group having 1 to 6 carbon atoms, or halogen atoms.

17. An electrophotographic apparatus comprising the electrophotographic photoconductor according to claim 1, wherein said electrophotographic apparatus carries out the charging process by a positive charging process.

18. An electrophotographic photoconductor as claimed in claim 1 wherein being used in an electrophotographic apparatus that carries out the charging process by a positive charging process.