摘要
A series of anthracene-based derivatives, namely, 9-（4-phenyl）anthracene（1）, 9-（4-phenylethynyl）- anthracene（2） and 9, 10-bis（phenylethynyl）anthracene（3）, was synthesized by the Suzuki/Sonogashira cross-coupling reactions in good yields. These compounds were fully characterized by X-ray crystallography, thermogravimetric analysis（TGA）, differential scanning calorimetry（DSC）, UV-Vis absorption and fiuorescence（FL） spectroscopy, as well as density functional theory（DFT） calculations. Single-crystal X-ray analysis revealed that the packing structures were influenced by the terminal substitutions. All the compounds exhibited high thermal stability（Td=221---484 ~C） and blue emission with a high quantum yield（~bf =0.20--0.75）. As the number of substituents increased, the decomposition temperatures（Td） of these compounds increased in the following order： 1〈2〈3. Experiments on the photophysical properties revealed that different substituents strongly affected the optical properties. In particular, compound lb with the electron-withdrawing group（--CHO） exhibited a larger Stokes shift（113 nm） than the other compounds. Investigation of the electrochemical properties of these compounds showed that the HOMO-LUMO energy gaps（Egap） decreased obviously as the degree of conjugation increased.
A series of anthracene-based derivatives, namely, 9-（4-phenyl）anthracene（1）, 9-（4-phenylethynyl）- anthracene（2） and 9, 10-bis（phenylethynyl）anthracene（3）, was synthesized by the Suzuki/Sonogashira cross-coupling reactions in good yields. These compounds were fully characterized by X-ray crystallography, thermogravimetric analysis（TGA）, differential scanning calorimetry（DSC）, UV-Vis absorption and fiuorescence（FL） spectroscopy, as well as density functional theory（DFT） calculations. Single-crystal X-ray analysis revealed that the packing structures were influenced by the terminal substitutions. All the compounds exhibited high thermal stability（Td=221---484 ~C） and blue emission with a high quantum yield（~bf =0.20--0.75）. As the number of substituents increased, the decomposition temperatures（Td） of these compounds increased in the following order： 1〈2〈3. Experiments on the photophysical properties revealed that different substituents strongly affected the optical properties. In particular, compound lb with the electron-withdrawing group（--CHO） exhibited a larger Stokes shift（113 nm） than the other compounds. Investigation of the electrochemical properties of these compounds showed that the HOMO-LUMO energy gaps（Egap） decreased obviously as the degree of conjugation increased.
作者
ZHANG Wan
WANG Qi
FENG Xing
YANG Li
WU Youk
WEI Xianfu
ZHANG Wan;WANG Qi;FENG Xing;YANG Li;WU Youke;WEI Xianfu(College of Light Industry Science and Engineering, Nanfing Forestry University, Nanjing 210037, P. R. China;School of Printing and Packaging Engineering, Beijing Institute of Graphic Communication, Beoing 102600, P. R. China;RISE Bioeconomy, Research Institutes of Sweden, Stockholm 11428, Sweden)
基金
Supported by the National Natural Science Foundation of Chflm（Nos.21602014, 61474144）, the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of China, the Fund Program for the Scientific Activities of Selected Returned Overseas Professionals of Beijing, China, the Scientific Research Common Program of Beijing Municipal Commission of Education, China, the Doctoral Scientific Research Foundation of Beijing Institute of Graphic Com- munication（BIGC）（No.KM201510015003） and the BIGC Project, China（Nos. 20190116002/043, 04190117001/019）.
