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2023 , Vol. 43 >Issue 10: 3652 - 3660

DOI: https://doi.org/10.6023/cjoc202305006

研究论文

硅烷桥联四苯乙烯-寡聚噻吩衍生物的结构与光谱性质

  • 余富欢 ,
  • 周志宽 ,
  • 谢威 ,
  • 周传庭 ,
  • 盖立志 ,
  • 卢华
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  • 杭州师范大学材料与化学化工学院 有机硅化学及材料技术教育部重点实验室 杭州 311121

收稿日期: 2023-05-07

  修回日期: 2023-05-26

  网络出版日期: 2023-06-14

基金资助

国家自然科学基金(21871072); 国家自然科学基金(21801057); 杭州市领军型创新创业团队(TD2020015)

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Structure and Photophysical Properties of Silane Bridged Tetraphenylethylene-Oligothiophene Derivatives

  • Fuhuan Yu ,
  • Zhikuan Zhou ,
  • Wei Xie ,
  • Chuanting Zhou ,
  • Lizhi Gai ,
  • Hua Lu
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  • Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121
*E-mail: ;

Received date: 2023-05-07

  Revised date: 2023-05-26

  Online published: 2023-06-14

Supported by

National Natural Science Foundation of China(21871072); National Natural Science Foundation of China(21801057); Hangzhou Leading Youth Innovation and Entrepreneurship Team Project(TD2020015)

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摘要

设计合成了一系列硅烷桥联四苯乙烯(TPE)-寡聚噻吩衍生物. 硅烷取代基为甲基和苯基, 寡聚噻吩单元中噻吩数量为1~3, 通过空间位阻效应和电子效应调控分子的固态发光性质. 具有苯基取代基的硅烷和二噻吩分子表现出高达64.5%的固态发光. 含1或2个噻吩单元的分子的固态和液态荧光性质类似四苯乙烯, 而含3个噻吩的分子的发光则主要来自于三噻吩, 其在液态和聚集态分别有1.4%和14%的发光效率. 苯基硅烷桥联三噻吩-四苯乙烯分子的聚集体具有检测硝基爆炸物的能力和防伪应用潜力.

关键词： 硅烷; 四苯乙烯; 寡聚硅烷; 荧光

本文引用格式

余富欢 , 周志宽 , 谢威 , 周传庭 , 盖立志 , 卢华 . 硅烷桥联四苯乙烯-寡聚噻吩衍生物的结构与光谱性质[J]. 有机化学, 2023 , 43(10) : 3652 -3660 . DOI: 10.6023/cjoc202305006

Abstract

A series of silane-bridged tetraphenylethene (TPE)-oligothiophene derivatives were synthesized. The silane substituents varied from methyl to phenyl groups, while the number of thiophene units in the oligothiophene segment was 1 to 3. The solid-state luminescence properties of the molecules were regulated by steric hindrance and electronic effects. Phenyl substituted silane-bridged bithiophene (BT)-TPE molecules exhibited up to 64.5% solid-state luminescence. Molecules containing 1 or 2 thiophene units exhibited fluorescence properties similar to TPE in both solid and liquid states, while the emission of molecules containing 3 thiophene units mainly came from terthiophene (TT) with luminescence efficiencies of 1.4% and 14% in liquid and aggregated states, respectively. The aggregate of phenyl substituted silane-bridged TT-TPE molecules exhibited potential for detecting nitro explosives and anti-counterfeiting applications.

Key words： silane; tetraphenylethene; oligothiophene; luminescence

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