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

作　　者：Shiyuan Sun Luhua Dong Depeng Song Binlei Huang 胡爱国 

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

出　　处：《Chinese Journal of Polymer Science》2015年第1期184-191,共8页高分子科学（英文版）

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

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.

关 键 词：Enediyne Bergman cyclization Polyphenylene. 

分 类 号：O631.5[理学—高分子化学]