1,2-Dimethoxyethane → Vinyltriphenylamine

Beteiligte Stoffe

Reaktionsschritte

4.6 g of sodium hydride and 700 mL of 1, 2-dimethoxyethane were placed in a three-neck flask, and while stirring at room temperature, 130.8 g of tetramethylphosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was stirred for 4 hours at 70° C. Then 100 g of 4-(N, N-diphenylamino) benzaldehyde was added; the mixture was hold at 70° C. for 5 hours. The solution was filtered, and an ether extract of the precipitate and the filtrate were washed with water. Next, the ether solution was dried over calcium chloride, the ether was removed, and the crude product was obtained. This was recrystallized from ethanol, and a needle-form, lemon- yellow vinyltriphenylamine was obtained. The yield was 83.4 g (84.0%). Synthesis of 4-[2 (triethoxysilyl) ethyl] triphenylamine 15 40 mL of toluene, 9.9 g (60 mmol) of triethoxysilane, and 0.018 mmol of a tris (tetramethyldivinyldisiloxane) platinum (0) complex in a toluene solution were placed in a three-neck flask, and while stirring under room temperature, 20 mL of a toluene solution of 8.2 g of 4-vinyltriphenylamine was added. Upon completion of the addition, the mixture was stirred for 3 hours at 70° C., then the. solvent was removed under reduced pressure. As a result, a lemon-yellow oily substance of 4-[2-(triethoxysilyl) ethyl] triphenylamine was obtained. The amount obtained was 12.1 g (91.7%).

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