Hydrazone derivative of triphenylamine and electrophotographic photosensitive member
US-2015378269-A1 · Dec 31, 2015 · US
US9977354B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9977354-B2 |
| Application number | US-201615376941-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 13, 2016 |
| Priority date | Jun 13, 2014 |
| Publication date | May 22, 2018 |
| Grant date | May 22, 2018 |
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Provided is a lamination-type electrophotographic photoreceptor comprising a conductive substrate, and a charge transport layer and a charge generation layer both on the conductive substrate, wherein the charge transport layer comprises a charge transport substance represented by the general formula (1), a binder resin, and a particulate silicon compound.
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The invention claimed is: 1. An electrophotographic photoreceptor comprising a conductive substrate, and a charge transport layer and a charge generation layer both on the conductive substrate, wherein the charge transport layer comprises a charge transport substance represented by the general formula (1), a binder resin, and a particulate silicon compound: wherein X 1 to X 3 each independently represent an alkyl group, an alkoxy group, an aryl group, or an aryloxy group and a to c each independently represent 0 to 5; Y 1 and Y 2 each independently represent an alkenyl structure represented by the following general formula (A) and u and v each independently represent 0 to 3; z represents an alkenyl structure represented by the following general formula (B): wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 5 represents an aryl group, and m represents 0 to 3; —HC═HC—CH═CH—Ar 1 General Formula (B) wherein Ar 1 represents an aryl group. 2. The electrophotographic photoreceptor according to claim 1 , wherein the particulate silicon compound is subjected to a surface treatment with a reactive organosilicon compound. 3. The electrophotographic photoreceptor according to claim 1 , wherein the content of the particulate silicon compound is 5% by mass or more and 15% by mass or less in the solid content in the charge transport layer. 4. The electrophotographic photoreceptor according to claim 1 , wherein an average primary particle diameter of the particulate silicon compound is 0.01 μm or more and 1.0 μm or less. 5. The electrophotographic photoreceptor according to claim 1 , further comprising an ether having a boiling point of 90° C. or lower and an ether having a boiling point of 120° C. or higher. 6. The electrophotographic photoreceptor according to claim 1 , wherein the charge transport substance represented by the general formula (1) is contained in an amount of 60 parts by mass or less relative to 100 parts by mass of the binder resin in the charge transport layer. 7. The electrophotographic photoreceptor according to claim 1 , wherein the charge transport layer comprises a silicone oil. 8. The electrophotographic photoreceptor according to claim 1 , wherein, when the photoreceptor is charged so that initial surface potential of the photoreceptor becomes −700 V, and the photoreceptor is irradiated with a monochrome light of 780 nm to irradiate it with the exposure light at an intensity of 1.0 μJ/cm 2 , an absolute value of surface potential of the photoreceptor after 100 ms is 53 V or less. 9. The electrophotographic photoreceptor according to claim 1 , wherein, in the general formula (1), a=1, b=0, c=0, v=1, and u=0, Y 2 and Z are substituted on a para-position starting from the carbon to which a nitrogen atom is bonded; in the general formula (A), m=1, R 1 to R 4 are each a hydrogen atom, and R 5 is an aryl group. 10. The electrophotographic photoreceptor according to claim 1 , wherein the charge transport substance represented by the general formula (1) is a charge transport substance represented by the general formula (2): wherein R is an alkyl group or alkoxy group having 8 or less carbon atoms; n represents an integer of 0 to 3; and, when n is 2 or 3, each R independently represents an alkyl group or alkoxy group having 8 or less carbon atoms. 11. The electrophotographic photoreceptor according to claim 1 , wherein the charge transport substance represented by the general formula (1) is at least one charge transport substance represented by formula selected from the group consisting of the general formulae (1A), (1B), (1C), (1D), and (1E): 12. An electrophotographic photoreceptor cartridge comprising: the electrophotographic photoreceptor according to claim 1 ; and at least one device selected from the group consisting of a charging device that charges the electrophotographic photoreceptor, an exposing device that exposes the charged electrophotographic photoreceptor to form an electrostatic latent image, and a developing device that develops the electrostatic latent image formed on the electrophotographic photoreceptor. 13. An image formation apparatus comprising: the electrophotographic photoreceptor according to claim 1 ; and at least one device selected from the group consisting of a charging device that charges the electrophotographic photoreceptor, an exposing device that exposes the charged electrophotographic photoreceptor to form an electrostatic latent image, and a developing device that develops the electrostatic latent image formed on the electrophotographic photoreceptor. 14. The electrophotographic photoreceptor according to claim 1 , wherein average primary particle diameter of the particulate silicon compound is 0.3 μm or more and 0.9 μm or less. 15. A coating liquid for electrophotographic photoreceptor production, comprising: a charge transport substance represented by the general formula (1), a binder resin, and a particulate silicon compound: wherein X 1 to X 3 each independently represent an alkyl group, an alkoxy group, an aryl group, or an aryloxy group and a to c each independently represent 0 to 5; Y 1 and Y 2 each independently represent an alkenyl structure represented by the general formula (A) and u and v each independently represent 0 to 3; z represents an alkenyl structure represented by the general formula (B): wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 5 represents an aryl group, and m represents 0 to 3; —HC═HC—CH═CH—Ar 1 General Formula (B) wherein Ar 1 represents an aryl group. 16. The coating liquid for electrophotographic photoreceptor production according to claim 15 , further comprising an ether having a boiling point of 90° C. or lower and an ether having a boiling point of 120° C. or higher. 17. The coating liquid for electrophotographic photoreceptor production according to claim 15 , wherein, upon microscopic observation of a surface of a coated film obtained by applying the coating liquid on a conductive substrate so that the film thickness becomes 18 μm, the average number of massive materials of 4 μm or more observed in eight viewing fields each having a size of 60 μm×80 μm is 10 or less. 18. The coating liquid for electrophotographic photoreceptor production according to claim 15 , wherein the charge transport substance represented by the general formula (1) is a charge transport substance represented by the general formula (2): wherein R is an alkyl group or alkoxy group having 8 or less carbon atoms; n represents an integer of 0 to 3; and, when n is 2 or 3, each R independently represents an alkyl group or alkoxy group having 8 or less carbon atoms. 19. A coating liquid for ele
Inorganic compounds · CPC title
containing nitrogen · CPC title
characterised by the charge-generation layers or charge transport layers {(G03G5/0433 and G03G5/0436 take precedence)} · CPC title
plural alkenyl groups linked directly to the same aryl group · CPC title
Hydrazines; Hydrazones · CPC title
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