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第 36 卷第 6 期 精 细 化 工 Vol.36, No.6
201 9 年 6 月 FINE CHEMICALS June 2019

功能材料
1-(2-呋喃基)-3-苯基-2-丙烯-1-酮的合成与表征

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郭 睿，冯文佩 ，霍文生，李秀环，刘雪艳，高弯弯
（陕西科技大学 教育部轻化工助剂化学与技术重点实验室，陕西 西安 710021）

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、氢氧化钾质量分数、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、氢氧化钾质量分数为 5.75%时，产物 FPPO 产率为 63.3%，将相转移催化
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剂聚乙二醇-400 (PEG-400) 6 g 加入反应体系后，FPPO 产率可达 88.5%。利用 UV、FTIR 和 HNMR 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
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示：FPPO 具有良好的荧光性能，当浓度为 1.0×10 mol/L 时，荧光强度为 3.13×10 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 ℃。
关键词：查尔酮化合物；合成优化；响应面法；功能材料
中图分类号：TQ422+.2 文献标识码：A 文章编号：1003-5214 (2019) 06-1084-08

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

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GUO Rui, FENG Wen-pei , HUO Wen-sheng, LI Xiu-huan, LIU Xue-yan, GAO Wan-wan
（Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry of the Ministry of Education, Shaanxi
University of Science &Technology, Xi'an 710021, Shaanxi, China）

Abstract: A chalcone compound, 1-(2-furyl)-3-phenyl-2-propen-1-one (FPPO) was synthesized by a
Claisen-Schmidt condensation reaction of 2-acetylfuran and benzaldehyde in the presence of a catalytic
amount of alkaline. After examining the effects of various factors on the condensation reaction, the effects
of reaction time, potassium hydroxide mass fraction and molar ratio of benzaldehyde to 2-acetyl furan on
the yield of product FPPO were investigated by response surface method. The optimum process parameters
were obtained as follows: n(benzaldehyde)∶n(2-acetylfuran)=1.47∶1, reaction time 1 h, and mass fraction
of potassium hydroxide 5.75%. Under these conditions, the yield of product FPPO was 63.3%. After 6 g
polyethylene glycol-400 (PEG-400) as phase transfer catalyst was added to the reaction system, the yield of
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FPPO was up to 88.5%. The structure of FPPO was confirmed by UV, FTIR and HNMR. Meanwhile, the
fluorescence performance and thermal stability of FPPO were tested by fluorescence spectrometer, DSC
and TGA. The results showed that FPPO had good fluorescence performance and its fluorescence intensity
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was 3.13×10 a.u. with the concentration of 1.0×10 mol/L.In addition, FPPO exhibited good thermal
stability, and its heat resistant temperature was about 140 ℃.
Key words: chalcone compound; synthesis optimization; response surface method; functional materials
Foundation items: Shaanxi Provincial Key Research and Development Program (2017GY-185);
Shaanxi Provincial Key Research and Development Program (2017ZDXM-GY-087)

查尔酮类化合物属于黄酮类衍生物，是异黄酮 它是由 α,β-不饱和羰基桥联两个环组成的不饱和芳
[1]
衍生物的天然前体，在食用植物中的含量很高 。 香酮衍生物。其中，α,β-不饱和羰基基团存在共轭作

收稿日期：2018-11-26; 定用日期：2019-02-21; DOI: 10.13550/j.jxhg.20180873
基金项目：陕西省重点研发计划（2017GY-185）；陕西省重点研发计划（2017ZDXM-GY-087）
作者简介： 郭 睿（1959—），男，教授，E-mail：365726475@qq.com。联系人：冯文佩（1995—），女，硕士生，E-mail：756021928@qq.com。