1-(2-呋喃基)-3-苯基-2-丙烯-1-酮的合成与表征

Synthesis and Characterization of 1-(2-Furyl)-3-phenyl- 2-propen-1-one

摘要:

以2-乙酰呋喃和苯甲醛为原料，经碱催化发生Claisen-Schmidt缩合反应，合成了一种查尔酮类化合物1-(2-呋喃基)-3-苯基-2-丙烯-1-酮(FPPO)。在考察了各因素对缩合反应的影响后，采用响应面实验优化法探讨了反应时间、KOH质量分数、n (苯甲醛) : n (2-乙酰呋喃)对产物FPPO产率的影响。结果表明：当n (苯甲醛) : n (2-乙酰呋喃) =1.47:1、反应时间为1 h、催化剂氢氧化钾的质量分数为5.75%时，产物FPPO产率为63.3%，将相转移催化剂聚乙二醇-400 (PEG-400) 6g加入反应体系后，产物产率可达88.5%。利用UV、FTIR和1H NMR对其结构进行了确证，同时利用荧光光谱仪、DSC和TGA分别测试了FPPO的荧光性能和热稳定性。荧光性能测试结果显示：FPPO具有良好的荧光性能，荧光强度为3.13 × 105 a.u；DSC和TGA结果显示FPPO具有较好的热稳定性，耐热温度约为140℃。

Abstract:

A chalcone compound 1-(2-furyl)-3-phenyl-2-propen-1-one was synthesized by using 2-acetylfuran and benzaldehyde as raw material and a Claisen-Schmidt condensation reaction with in alkaline solution. After examining the effects of various factors on the condensation reaction,The effect of reaction time, KOH mass fraction and molar ratio of benzaldehyde to 2-acetyl furan on yield of product FPPO was investigated by response surface experiment optimization method, and the optimum process parameters were obtained. The experimental results show that when n (benzaldehyde): n (2-acetylfuran) = 1.47:1, the reaction time is 1 h, and the mass fraction of potassium hydroxide of the catalyst is 5.75%, the yield of product FPPO is 63.3%. After the phase transfer catalyst Polyethylene glycol-400(PEG-400) 6g was added to the reaction system, the product yield was up to 88.5%.The structure was confirmed by UV, FTIR and 1H NMR.At the same time, the fluorescence performance and thermal stability of FPPO were tested by fluorescence spectrometer, DSC and TGA. The fluorescence performance test results show that FPPO has good fluorescence performance and the fluorescence intensity is 3.13 × 105 a.u. DSC and TGA results show that FPPO has good thermal stability,and heat resistant temperature is about 140 °C.