Terahertz non-linear optical crystal 4-[4-(dimethylamino)styryl]-methylpyridine . p-toluenesulfonate
A technology of dimethylaminostyrene and chlorobenzene sulfonate is applied in the directions of crystal growth, single crystal growth, single crystal growth, etc., to achieve mild reaction conditions, good thermal stability, and good nonlinear optical frequency doubling effect. Effect
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Embodiment 1
[0032] Preparation of reaction raw material methyl p-chlorobenzenesulfonate
[0033] At room temperature, react 0.005 mol p-chlorobenzenesulfonyl chloride and 0.005 mol sodium methoxide in 200 ml methanol for 12 h, filter the solution to remove the precipitate, and obtain methyl p-chlorobenzenesulfonate;
[0034] Mix 0.002 mol p-chlorobenzenesulfonyl chloride with methanol, stir and slowly raise the temperature to 65-70°C, and reflux for about 24 hours to obtain methyl p-chlorobenzenesulfonate;
Embodiment 2
[0036] Synthesis of 4-(4-dimethylaminostyryl)picoline iodide salt
[0037] Dissolve 0.001 mol 4-picoline, 0.001 mol iodomethane and 0.001 mol 4-dimethylaminobenzaldehyde in an appropriate amount of methanol, stir and slowly raise the temperature to 65-70°C, and use piperidine as a catalyst for reflux reaction for 10- After 12 h, the color of the solution gradually changed from light yellow to deep red. After the solution was cooled, crystallized, filtered and dried, 4-(4-dimethylaminostyryl) picoline iodide salt was obtained with a yield of 84.2 %.
Embodiment 3
[0039] Synthesis of 4-(4-dimethylaminostyryl)picoline·p-chlorobenzenesulfonate crystals
[0040] Dissolve 0.001 mol of methyl p-chlorobenzenesulfonate and 0.001 mol of 4-dimethylaminobenzaldehyde in 100 mL of methanol, stir and slowly raise the temperature to 70 ° C, and use piperidine as a catalyst for reflux reaction for 24 h. The color of the solution is as follows: The light yellow gradually turns into deep red. After the solution is cooled, crystallized, filtered and dried, red flake 4-(4-dimethylaminostyryl)picoline·p-chlorobenzenesulfonate is obtained.
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