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Synthesis of Polyphenylenes through Bergman Cyclization of Enediynes with Long Chain Alkyl Groups    

Synthesis of Polyphenylenes through Bergman Cyclization of Enediynes with Long Chain Alkyl Groups

文献类型:期刊文献

中文题名:Synthesis of Polyphenylenes through Bergman Cyclization of Enediynes with Long Chain Alkyl Groups

英文题名:Synthesis of Polyphenylenes through Bergman Cyclization of Enediynes with Long Chain Alkyl Groups

作者:Shiyuan Sun[1];Luhua Dong[1];Depeng Song[1];Binlei Huang[1];胡爱国[1]

机构:[1]Shanghai Key Laboratory of Advanced Polymeric Materials, School of Materials Science and Engineering, East China University of Science and Technology

年份:2015

卷号:33

期号:1

起止页码:184

中文期刊名:Chinese Journal of Polymer Science

外文期刊名:高分子科学(英文版)

收录:CSTPCD;;Scopus;CSCD:【CSCD2015_2016】;

基金:financially supported by the National Natural Science Foundation of China(Nos.20874026 and 91023008);Ph.D.Programs Foundation of Ministry of Education of China(20100074110002);the Fundamental Research Funds for the Central Universities,Shanghai Leading Academic Discipline Project(B502);AH thanks the"Eastern Scholar Professorship"support from Shanghai local government

语种:中文

中文关键词:Enediyne Bergman cyclization Polyphenylene.

外文关键词:Enediyne Bergman cyclization Polyphenylene.

摘要:Several new enediynes with long chain alkyl groups were synthesized through Sonogashira coupling reactions between long chain alkynes and(Z)-1,2-dichloroethene. These enediynes(1) were then subjected to thermal Bergman cyclization in a refluxing diphenyl ether bath under vacuum to obtain conjugated polyphenylenes with the weight-average molecular weights up to 4.9 × 103 g·mol·1. The occurrence of Bergman cyclization was confirmed by 1H-NMR, 13C-NMR, and IR spectroscopic analysis. These polyphenylenes are fully soluble in common organic solvents and exhibit good thermal stability. The optical properties of the polyphenylenes were investigated by UV-Vis absorption and photoluminescence(PL) spectroscopies. A blue emission was observed for all these polyphenylenes.
Several new enediynes with long chain alkyl groups were synthesized through Sonogashira coupling reactions between long chain alkynes and(Z)-1,2-dichloroethene. These enediynes(1) were then subjected to thermal Bergman cyclization in a refluxing diphenyl ether bath under vacuum to obtain conjugated polyphenylenes with the weight-average molecular weights up to 4.9 × 103 g·mol·1. The occurrence of Bergman cyclization was confirmed by 1H-NMR, 13C-NMR, and IR spectroscopic analysis. These polyphenylenes are fully soluble in common organic solvents and exhibit good thermal stability. The optical properties of the polyphenylenes were investigated by UV-Vis absorption and photoluminescence(PL) spectroscopies. A blue emission was observed for all these polyphenylenes.

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