2,3-环硫-1-(2-呋喃基)-3-苯基-1-酮的合成

Synthesis of 2,3-thiirane-1-(2-furyl)-3-phenyl-1-one

摘要:

以1-(2-呋喃基)-3-苯基-2-丙烯-1-酮（FPPO）、过氧化氢、硫脲为原料、以四丁基溴化铵为催化剂，采用“一锅法”反应合成2,3-环硫-1-(2-呋喃基)-3-苯基-1-酮（TFPO）。在考察了时间、温度、氧化剂用量、催化剂用量等因素对TFPO产率影响规律的基础上，用正交优化法对其工艺参数进行优化。结果表明，合成TFPO最佳的合成工艺条件为：环氧化温度5℃，硫化时间2 h， 硫化温度35℃，n(FPPO):n(硫脲) 1:1，催化剂用量1 g，在此条件下TFPO产率为85.76%。采用FT-IR、1H NMR和13C NMR确认了TFPO的结构。并采用TGA、UV等测试分析了TFPO的性能，TGA测试结果显示TFPO的耐热温度为160℃，展现出良好的热稳定性，紫外测试结果表明TFPO的透光率可达90%以上，具有优异的透光性能。

Abstract:

2,3-thiirane-1-(2-furyl)-3-phenyl-1-one (TFPO) was synthesized via a“one-pot” reaction with 1-(2-furyl)-3-phenyl-2-propen-1-one (FPPO), hydrogen peroxide, thiourea as raw material, and Tetrabutylammonium bromide as catalyst. Based on the influence regular of TFPO yield, several parameters such as time, temperature, oxidant dosage and catalyst dosage were screened. And then the orthogonal optimization method was used to in optimize its process parameters. Finally, the optimal synthesis conditions for TFPO were determined as follows: epoxidation temperature is 5℃, vulcanization time is 2 h, vulcanization temperature is 35℃, the molar ratio of FPPO to thiourea is 1:1, and catalyst dosage is 1 g. The yield of TFPO was 85.8% under the above optimized reaction conditions. The structure of TFPO was confirmed by FTIR, 1H NMR and 13C NMR, and TGA、UV were applied to test the perormance of TFPO. The TGA test results showed that the heat resistance temperature of TFPO was 160°C and showed good thermal stability. The UV test results showed that the transmittance of TFPO was over 90% and has excellent light transmission properties.