9-Vinylcarbazole

slightly brown crystalline solid

Polymerizes to form heat-resistant and insulating resins somewhat similar to mica in dielectric properties.

9-Vinylcarbazole is used as a monomer in the production of poly(vinylcarbazole), a conductive polymer, in which conductivity is photon-dependent. It is also used in the photoreceptors of photocopiers.

Preparation of solid super-strong base Na-NaOH/γ-AlO: add 100g of γ-AlO in the reactor, under the condition of strong stirring and nitrogen blowing, slowly heat up to 100 , keep 1h to remove the adsorbed water on the surface of the carrier. Then the temperature was raised to 200 C, and 30 g NaOH was added under strong stirring and nitrogen purging, and kept for 1 h. After that, 10 g sodium metal was added quickly, and stirring was continued for 1 h. Cooling yielded a solid super-strong base Na-NaOH/γ-AlO catalyst.
34g of reactant carbazole, catalyst Na-NaOH/γ-AlO and 200mL of xylene were added to the reactor, in which the loading amount of catalyst was 0.68g. The stirring function of the heating stirrer was activated to make the three mixed uniformly, and the heating function of the heating stirrer was activated to heat up to 135C, and acetylene gas was passed through the gas guide tube by opening the gas guide tube at atmospheric pressure, controlling the flow rate of acetylene gas as 30 mL/min, so that the liquid surface has a slight bubble release, after 8h of reaction, the reaction solution was cooled down to room temperature; filtration, separation of the liquid phase and solid phase catalyst, the solid catalyst can be reused after separation, and the liquid phase was then distilled under reduced pressure at a temperature of 154 , and 31.4g of N-vinylcarbazole product was collected, with a yield of 83%.
Using the above recovery to obtain the catalyst, it was used again in the above catalyzed carbazole and acetylene reaction, with the above reaction conditions unchanged, to obtain the final product N-vinyl carbazole product 30.4 g.

Acetone, alcohol, chloroform, cyclohexane, hexane, THF

Crystallise N-vinylcarbazole repeatedly from MeOH in amber glassware. It sublimes in a vacuum. [Beilstein 20 II 282, 20 III/IV 3830, 20/8 V 19.]