Disk-shaped Symmetric Hexa-substituted Triphenylene Derivatives: Synthesis, Physical Properties and Self-assembly  被引量:1

Disk-shaped Symmetric Hexa-substituted Triphenylene Derivatives: Synthesis, Physical Properties and Self-assembly

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作  者:WANG Dong MI Yong-sheng TANG Jian-kai LIANG Peng-xia JIN Zhao-kui YANG Zhou YANG Huai 

机构地区:[1]Department of Materials Physics and Chemistry, School of Materials Science and Engineering, University of Science and Technology Beijing, Beijing 100083, P R. China

出  处:《Chemical Research in Chinese Universities》2013年第3期495-499,共5页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Fund for Distinguished Young Scholar, China(No.51025313), the National Natural Science Foundation of China(Nos.51103010, 51043012, 51173017, 51143001, 51173003, 50973010), the Beijing Natural Science Foundation, China(No.2122042) and the Fundamental Research Funds for the Central Universities, China (No.FRF-TP-09-010B).

摘  要:A series of triphenylene derivatives with six symmetric substituents was synthesized from hexabromotriphenylene. The synthesis was conducted by six-fold palladium-catalyzed Hagihara-Sonogashira crosscoupling reactions to yield the hexa-alkynyl substituted triphenylene derivatives of HTPI, HTP2, HTP3 and HTP4. The six symmetric substituents can not only endow the triphenylene the longer π-conjugated range, but also increase the solubility of the compounds. Their photophysical, electrochemical, thermal properties were investigated respectively. With the comparison of their properties, the structure-property relationships were established which demonstrated the influences of different substituents on the electronic nature and the mesomorphic phase of these disk-shaped molecules. In addition, with the scanning electron microscopy(SEM) and polarized optical microscopy(POM) characterization, the self-assembly behaviors of the compounds were also investigated.A series of triphenylene derivatives with six symmetric substituents was synthesized from hexabromotriphenylene. The synthesis was conducted by six-fold palladium-catalyzed Hagihara-Sonogashira crosscoupling reactions to yield the hexa-alkynyl substituted triphenylene derivatives of HTPI, HTP2, HTP3 and HTP4. The six symmetric substituents can not only endow the triphenylene the longer π-conjugated range, but also increase the solubility of the compounds. Their photophysical, electrochemical, thermal properties were investigated respectively. With the comparison of their properties, the structure-property relationships were established which demonstrated the influences of different substituents on the electronic nature and the mesomorphic phase of these disk-shaped molecules. In addition, with the scanning electron microscopy(SEM) and polarized optical microscopy(POM) characterization, the self-assembly behaviors of the compounds were also investigated.

关 键 词:TRIPHENYLENE π-Conjugated range Photophysical property Electrochemical property SELF-ASSEMBLY 

分 类 号:O633[理学—高分子化学] TQ452[理学—化学]

 

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