Electrophotographic photoreceptor and image forming apparatus including the same
An electrophotography and photoreceptor technology, applied in optics, electrography, instruments, etc., can solve the problems of poor production efficiency, easy deterioration of the surface of the photosensitive layer, abrasion, etc., and achieve excellent wear resistance, excellent mechanical strength, high The effect of charge mobility
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preparation example 1
[0377] (Preparation Example 1) Preparation of Exemplified Compound No. 1
[0378] (Preparation Example 1-1) Preparation of enamine intermediate
[0379] In 100 ml of toluene, 23.3 g (1.0 equivalents) of N-(p-tolyl)-α-naphthylamine represented by the following structural formula (9) and 20.6 g (1.05 equivalents) of diphenyl represented by the following structural formula (10) were added Acetaldehyde and 0.23 g (0.01 equivalent) of DL-10-camphorsulfonic acid were heated to azeotrope water and toluene as by-products and discharged from the system, and the reaction was carried out for 6 hours. After the completion of the reaction, the reaction solution was concentrated to about 1 / 10, and slowly added dropwise to 100 ml of vigorously stirred hexane to form crystals. The resulting crystals were filtered off and washed with cold ethanol to obtain 36.2 g of a pale yellow toner powder compound.
[0380]
[0381] As a result of analyzing the obtained compound by liquid chromatograp...
preparation example 1-2
[0384] (Preparation Example 1-2) Preparation of enamine-aldehyde intermediate
[0385] In 100 ml of anhydrous N,N-dimethylformamide (DMF), 9.2 g (1.2 equivalents) of phosphorus oxychloride was slowly added under ice-cooling, and stirred for about 30 minutes to prepare Wilsmaier reagent. To this solution was slowly added 20.6 g (1.0 equivalent) of the enamine intermediate represented by the aforementioned structural formula (11) prepared in Preparation Example 1-1 under ice-cooling. Then, it was heated slowly, the reaction temperature was raised to 80°C, and the mixture was kept at 80°C with heating and stirring for 3 hours. After the completion of the reaction, the reaction solution was allowed to cool, and was slowly added to 800 ml of cooled 4N aqueous sodium hydroxide solution to form a precipitate. The resulting precipitate was filtered off, washed sufficiently with water, and then recrystallized from a mixed solvent of ethanol and ethyl acetate to obtain 20.4 g of a yell...
preparation example 3
[0401] (Preparation Example 3) Preparation of exemplified compound No. 46
[0402] 2.0 g (1.0 equivalents) of the enamine-aldehyde intermediate represented by the aforementioned structural formula (12) obtained in Preparation Example 1-2 and 1.53 g (1.2 equivalents) of the Wittig reagent represented by the following structural formula (14) were dissolved in 15 ml. In anhydrous DMF, 0.71 g (1.25 equivalents) of potassium tert-butoxide was gradually added to the solution at room temperature, and the solution was heated to 50° C. and stirred for 5 hours while maintaining and heating at 50° C. After the reaction mixture was allowed to cool, it was poured into excess methanol. The precipitate was recovered and dissolved in toluene to prepare a toluene solution. The toluene solution was transferred to a separatory funnel, washed with water, and then the organic layer was taken out, and the taken out organic layer was dried over magnesium sulfate. After drying, the organic layer fr...
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