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

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,采用一锅法合成2,3-环硫-1-(2-呋喃基)-3-苯基-1-酮(TFPO)。通过单因素实验,考察了时间、温度、氧化剂用量、催化剂用量等对TFPO产率的影响,进一步利用正交实验优化法对合成TFPO的工艺参数进行优化。结果表明,合成TFPO较佳的工艺条件为:环氧化温度为5℃,硫化时间为2 h,硫化温度为35℃,n(硫脲)∶n(FPPO)=1∶1,催化剂用量为15.5%(以FPPO物质的量为基准计算得到,下同)。在该条件下,TFPO产率为85.8%。采用FTIR、1HNMR和13CNMR确认了TFPO的结构,应用TGA、UV测试了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。

2,3-Thiirane-1-(2-furyl)-3-phenyl-1-one(TFPO)was synthesized via 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 by single factor experiments.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 15.5%.The yield of TFPO was 85.8%under the above optimized reaction conditions.The structure of TFPO was confirmed by FTIR,1 HNMR and 13 CNMR,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℃and showed good thermal stability.The UV test results showed that the transmittance of TFPO was over 90%and has excellent light transmission properties.