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桥联氟代四苯基乙烯化合物的合成、发光和刺激响应性质

董一然 李凤姣 苗金玲 聂永 李天瑞 许春月 刘威 刘广宁 蒋绪川

高等学校化学学报2024,Vol.45Issue(7):78-91,14.
高等学校化学学报2024,Vol.45Issue(7):78-91,14.DOI:10.7503/cjcu20240051

桥联氟代四苯基乙烯化合物的合成、发光和刺激响应性质

Synthesis,Photoluminescence and Stimulus-responsiveness Properties of Bridged Fluorinated Tetraphenylethene Compounds

董一然 1李凤姣 1苗金玲 2聂永 1李天瑞 3许春月 1刘威 1刘广宁 2蒋绪川1

作者信息

  • 1. 济南大学智能材料与工程研究院,济南 250022
  • 2. 济南大学化学化工学院,山东省氟化学化工材料重点实验室,济南 250022
  • 3. 济南大学智能材料与工程研究院,济南 250022||济南大学化学化工学院,山东省氟化学化工材料重点实验室,济南 250022
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摘要

Abstract

Six fluorinated bis-tetraphenylethene(bis-FTPE)compounds were synthesized through the condensation of tetraphenylethene-based formaldehyde and ethylenediamine and further reduction and then acidification.The bridging groups are imine(compounds 1 and 2),amine(compounds 3 and 4)and quaternary ammonium salt(compounds 5 and 6)moieties,respectively.It has been found that the fluorine atom(s),different bridging groups and substitution positions exhibit tuning effect on the luminescence properties of the compounds.The emission wavelengths of compounds 1 and 2 are essentially the same as that of the parent tetraphenylethene(TPE),and the luminescence quantum yield of compound 2(38%)is higher than that of TPE(23%),indicating that the bridge/fluorination strategy can precisely maintain the emission wavelength of TPE while improving the emission intensity.Compounds 1,2,5 and 6 have mechanochromic luminescence properties and compounds 3 and 4 exhibit acidochro-mic luminescence properties.Paper strips made of compound 3 can readily distinguish hydrochloric acid,acetic acid and trifluoroacetic acid by the emission color.These results suggest that the fluorination/bridge strategy may be applied to synergistically and precisely tune the emission and stimulus-responsiveness properties of such compounds via intra-and intermolecular interactions to adjust the molecular packing and the rotations of the phenyl groups of these compounds.

关键词

聚集诱导发光/氟代/桥联/四苯基乙烯/刺激响应

Key words

Aggregation-induced emission/Fluorination/Bridging/Tetraphenylethene/Stimuli-responsiveness

分类

化学

引用本文复制引用

董一然,李凤姣,苗金玲,聂永,李天瑞,许春月,刘威,刘广宁,蒋绪川..桥联氟代四苯基乙烯化合物的合成、发光和刺激响应性质[J].高等学校化学学报,2024,45(7):78-91,14.

基金项目

山东省自然科学基金(批准号:ZR2020MB001,ZR2022MB107)资助.Supported by the Natural Science Foundation of Shandong Province,China(Nos.ZR2020MB001,ZR2022MB107). (批准号:ZR2020MB001,ZR2022MB107)

高等学校化学学报

OA北大核心CSTPCD

0251-0790

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