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Triphenylamine derivative, production method therefor and electrophotographic photoconductor

A derivative, triphenylamine technology, applied in the field of triphenylamine derivatives, can solve problems such as insufficient solubility and compatibility, insufficient sensitivity of electrophotographic photoreceptors, and easy generation of black spots

Inactive Publication Date: 2007-11-28
KYOCERA DOCUMENT SOLUTIONS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, since the compounds represented by formulas (6-1) and (6-2) have insufficient solubility in solvents and compatibility with binder resins, the sensitivity of the obtained electrophotographic photoreceptor is insufficient.
And also find, because the solubility of the compound represented by formula (6-1), (6-2) to solvent and compatibility with binding resin are insufficient, thus easily crystallize in photoreceptor layer, so when forming image Problems prone to dark spots

Method used

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  • Triphenylamine derivative, production method therefor and electrophotographic photoconductor
  • Triphenylamine derivative, production method therefor and electrophotographic photoconductor
  • Triphenylamine derivative, production method therefor and electrophotographic photoconductor

Examples

Experimental program
Comparison scheme
Effect test

manufacture example 1

[0170] Production of Compound (4-1)

[0171] step (a-1)

[0172] 20 g (0.124 mol) of compound (7-1) and 30 g (0.181 mol) of triethyl phosphite were added to a 200 mL flask, and it stirred for 8 hours, heating at 180 degreeC. After cooling to room temperature, excess triethyl phosphite was distilled off under reduced pressure to obtain 29.3 g of compound (8-1) (90% yield).

[0173]

[0174] Step (b-1)

[0175] Then, in a 500mL two-necked flask, add 13g (0.049mol) of compound (8-1), carry out argon replacement, add 100mL dry tetrahydrofuran (THF) and 15.2g (0.079mol) 28% sodium methylate, at 0 Stir at °C for 30 minutes. Next, 6 g (0.057 mol) of compound (9-1) was dissolved in 300 mL of dry THF, and added to the reaction liquid, followed by stirring at room temperature for 12 hours. Then, the reaction solution was poured into ion-exchanged water, extracted with toluene, and the organic layer was washed 5 times with ion-exchanged water. Next, the organic layer was dried us...

manufacture example 2

[0178] Production of compound (4-2)

[0179] Except that 6.7g (0.057mol) of compound (9-2) was used instead of compound (9-1) in step (b-1), with the same method as in Production Example 1, 9.3g of compound (4-2) was obtained (Yield 85%).

[0180]

[0181]

manufacture example 3

[0183] Production of compound (4-3)

[0184] Step (a-2)

[0185] 19 g (0.124 mol) of compound (10-1) and 30 g (0.181 mol) of triethyl phosphite were added to a 200 mL flask, and it stirred for 8 hours, heating at 180 degreeC. After cooling to room temperature, excess triethyl phosphite was distilled off under reduced pressure to obtain 28.6 g of compound (11-1) (86% yield).

[0186]

[0187] Step (b-2)

[0188]Then, in a 500mL two-necked flask, add 14.3g (0.05mol) of compound (11-1), carry out argon replacement, add 100mL dry tetrahydrofuran (THF) and 15.2g (0.079mol) 28% sodium methylate, in Stir at 0°C for 30 minutes. Next, 7 g (0.05 mol) of compound (12-1) was dissolved in 300 mL of dry THF, and added to the reaction liquid, followed by stirring at room temperature for 12 hours. Then, the reaction solution was poured into ion-exchanged water, extracted with toluene, and the organic layer was washed 5 times with ion-exchanged water. Next, the organic layer was dried ...

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Abstract

The invention provides a triphenylamine derivative which is represented by a general formula (1); in the general formula (1), R<1> to R<12> are hydrogen atoms and alkyl with substituted groups, etc. respectively, Z is a ring structure which is connected on a benzene ring and is the 4 to 8 membered ring containing hydrogen atoms, nitrogen atoms, oxygen atoms or sulfur atoms, m1, m2, n1 and n2 are 0 or 1 respectively, m1 plus n1 is 1 or 2, and m2 plus n2 is 1 or 2. The invention further provides a manufacturing method of the triphenylamine derivative and an electrophotographic body which contains the triphenylamine derivative in a photographic body layer. The usage of the triphenylamine derivative can lead to good sensitivity of the electrophotographic body and effectively inhibit the generation of black spots.

Description

technical field [0001] The present invention relates to a triphenylamine derivative, a method for producing the same, and an electrophotographic photoreceptor. Background technique [0002] As an electrophotographic photoreceptor used in an image forming apparatus or the like, an electrophotographic photoreceptor including a conductive substrate, and a photoreceptor layer provided on the conductive substrate is known. A coating solution is obtained by dissolving a hole transport agent, a charge generator, a binder resin, and an electron transport agent if necessary in a solvent, and coating the coating solution on a conductive substrate, and drying to form a photosensitive substrate. body layer, thereby producing the electrophotographic photoreceptor. [0003] In addition, triarylamine derivatives are known as the hole transporting agent used. Examples of triarylamine derivatives include compounds represented by the following formulas (6-1) and (6-2) (for example, JP-A-200...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/57G03G5/06
Inventor 冈田英树
Owner KYOCERA DOCUMENT SOLUTIONS INC