Synthesis of 2,3-thiirane-1-(2-furyl)-3-phenyl-1-one
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Shaanxi Provincial Key Research and Development Program (2017GY-185);Shaanxi Provincial Key Research and Development Program (2017ZDXM-GY-087) and Xi'an Science and Technology Plan Project(CXY1701(3)

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    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.

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History
  • Received:May 29,2019
  • Revised:July 29,2019
  • Adopted:July 31,2019
  • Online: January 10,2020
  • Published:
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