Bis-butadiene derivative and electrophotographic photosensitive member

Patent metadata

Field	Value
Publication number	US-10795273-B2
Application number	US-201916443624-A
Country	US
Kind code	B2
Filing date	Jun 17, 2019
Priority date	Jun 19, 2018
Publication date	Oct 6, 2020
Grant date	Oct 6, 2020

Abstract

A bis-butadiene derivative is represented by general formula (1) shown below.

In general formula (1), Ra, Rb, and Rc each represent, independently of one another, an alkyl group having a carbon number of at least 1 and no greater than 8 or an alkoxy group having a carbon number of at least 1 and no greater than 8. l and m each represent, independently of one another, an integer of at least 0 and no greater than 5. n represents an integer of at least 0 and no greater than 4. Chemical groups Ra may be the same as or different from each other. Chemical groups Rb may be the same as or different from each other. Chemical groups Rc may be the same as or different from each other.

First claim

What is claimed is:

1. An electrophotographic photosensitive member comprising:
a conductive substrate; and a photosensitive layer located either directly or indirectly on the conductive substrate, wherein
the photosensitive layer contains at least a charge generating material, a charge transport material, and a binder resin,
the charge transport material includes a hole transport material,
the hole transport material is only one of bis-butadiene derivatives represented by chemical formulas (HTM-1), (HTM-2), (HTM-3), and (HTM-5) shown below, and
the binder resin includes
a polyarylate resin including a repeating unit represented by chemical formula (r-1c) shown below and a repeating unit represented by chemical formula (r-1d) shown below, or
a polycarbonate resin including a repeating unit represented by chemical formula (r-2a) shown below:

2. The electrophotographic photosensitive member according to claim 1 , wherein
the photosensitive layer includes a charge generating layer and a charge transport layer,
the charge generating layer contains the charge generating material, and
the charge transport layer contains at least the charge transport material and the binder resin.

3. The electrophotographic photosensitive member according to claim 2 , wherein
the charge transport layer further contains a compound represented by any of general formulas (E-1) to (E-4) shown below:

where in the general formula (E-1), R 21 and R 22 each represent, independently of one another, an alkyl group having a carbon number of at least 1 and no greater than 6, an alkoxy group having a carbon number of at least 1 and no greater than 6, an aryl group having a carbon number of at least 6 and no greater than 14, or an aralkyl group having a carbon number of at least 7 and no greater than 20,
in the general formula (E-2), R 23 , R 24 , R 25 , and R 26 each represent, independently of one another, an alkyl group having a carbon number of at least 1 and no greater than 6,
in the general formula (E-3), R 27 and R 28 each represent, independently of one another, an alkyl group having a carbon number of at least 1 and no greater than 6, and R 29 represents an aryl group having a carbon number of at least 6 and no greater than 14 and optionally substituted by a halogen atom, and
in the general formula (E-4), R 30 and R 31 each represent, independently of one another, an aryl group having a carbon number of at least 6 and no greater than 14 and optionally substituted by an alkyl group having a carbon number of at least 1 and no greater than 4.

4. The electrophotographic photosensitive member according to claim 3 , wherein
the compound represented by the general formula (E-1) is represented by chemical formula (ETM-1) shown below, the compound represented by the general formula (E-2) is represented by chemical formula (ETM-2) or (ETM-3) shown below, the compound represented by the general formula (E-3) is represented by chemical formula (ETM-4) shown below, and the compound represented by the general formula (E-4) is represented by chemical formula (ETM-5) shown below:

5. The electrophotographic photosensitive member according to claim 1 , wherein
the binder resin includes the polyarylate resin including the repeating unit represented by the chemical formula (r-1c) and the repeating unit represented by the chemical formula (r-1d).

6. The electrophotographic photosensitive member according to claim 1 , wherein
the binder resin includes a polyarylate resin represented by chemical formula (R-2) shown below:

7. The electrophotographic photosensitive member according to claim 1 , wherein
the binder resin includes the polycarbonate resin including the repeating unit represented by the chemical formula (r-2a).

8. The electrophotographic photosensitive member according to claim 1 , wherein
the binder resin includes a polycarbonate resin represented by chemical formula (R-4) shown below:

Assignees

• Kyocera Document Solutions Inc

Inventors

• Azuma Jun
• Kojima Kensuke

Classifications

• G03G5/061473 Primary

  plural alkenyl groups linked directly to the same aryl group · CPC title

• G03G5/0672

  containing two or more methine or polymethine groups · CPC title

• C07C211/54 Primary

  having amino groups bound to two or three six-membered aromatic rings · CPC title

• G03G5/0612

  containing nitrogen · CPC title

• C07C217/84

  the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom · CPC title