The improvement of π-conjugation by the lateral benzene of anthracene and naphthalene

作者: Jinn-Hsuan Ho , Yu-Hsien Chen , Li-Ting Chou , Po-Wei Lai , Pin-Sian Chen

DOI: 10.1016/J.TETLET.2014.08.097

关键词:

摘要: Abstract The 1,4-diarylnaphthalenes, 1,4-diarylanthracenes, and 9,10-diarylanthracenes containing the different side arenes, including phenyl, 2-thienyl, 2-furyl groups, were synthesized to study influence of structures on π-conjugation. According photophysics computation, smaller dihedral angles lateral benzene anthracene would increase π-conjugation in some cases. Compared 1,4-di(thien-2-yl)anthracene, 1,4-di(fur-2-yl)anthracene, 9,10-di(fur-2-yl)anthracene displayed better both ground fluorescing excited states, but 9,10-di(thien-2-yl)anthracene only showed state.

参考文章(32)
Narid Prachumrak, Supawadee Namuangruk, Tinnagon Keawin, Siriporn Jungsuttingwong, Taweesak Sudyoadsuk, Vinich Promarak, Synthesis and Characterization of 9‐(Fluoren­‐2‐yl)anthracene Derivatives as Efficient Non‐Doped Blue Emitters for Organic Light‐Emitting Diodes European Journal of Organic Chemistry. ,vol. 2013, pp. 3825- 3834 ,(2013) , 10.1002/EJOC.201300165
Rossatorn Muangpaisal, Wei-I. Hung, Jiann T. Lin, San-Yu Ting, Li-Yin Chen, Binaphthalene bridged bipolar transporting materials for blue electroluminescence: toward high EL efficiency via molecular tuning Tetrahedron. ,vol. 70, pp. 2992- 2998 ,(2014) , 10.1016/J.TET.2014.03.017
Claas Hoffend, Kai Schickedanz, Michael Bolte, Hans-Wolfram Lerner, Matthias Wagner, Functionalization of boron-doped tri(9,10-anthrylene)s Tetrahedron. ,vol. 69, pp. 7073- 7081 ,(2013) , 10.1016/J.TET.2013.06.036
Anthony Lucas Appleton, Shaobin Miao, Scott M Brombosz, Nancy J Berger, Stephen Barlow, Seth R Marder, Brian M Lawrence, Kenneth I Hardcastle, Uwe HF Bunz, None, Alkynylated aceno[2,1,3]thiadiazoles. Organic Letters. ,vol. 11, pp. 5222- 5225 ,(2009) , 10.1021/OL902156X
Maximilian Hemgesberg, Dominik M. Ohlmann, Yvonne Schmitt, Monique R. Wolfe, Melanie K. Müller, Benjamin Erb, Yu Sun, Lukas J. Gooßen, Markus Gerhards, Werner R. Thiel, Simple Access to Sol-Gel Precursors Bearing Fluorescent Aromatic Core Units European Journal of Organic Chemistry. ,vol. 2012, pp. 2142- 2151 ,(2012) , 10.1002/EJOC.201200076
Marcia M. Payne, Susan A. Odom, Sean R. Parkin, John E. Anthony, Stable, Crystalline Acenedithiophenes with up to Seven Linearly Fused Rings Organic Letters. ,vol. 6, pp. 3325- 3328 ,(2004) , 10.1021/OL048686D
Vellaiappillai Tamilavan, Myungkwan Song, Rajalingam Agneeswari, Myung Ho Hyun, Linkage position influences of anthracene and tricyanovinyl groups on the opto-electrical and photovoltaic properties of anthracene-based organic small molecules Tetrahedron. ,vol. 70, pp. 1176- 1186 ,(2014) , 10.1016/J.TET.2013.12.079
Adrien Kaeser, Irén Fischer, Robert Abbel, Pol Besenius, Debarshi Dasgupta, Martijn A. J. Gillisen, Giuseppe Portale, Amy L. Stevens, Laura M. Herz, Albertus P. H. J. Schenning, Side chains control dynamics and self-sorting in fluorescent organic nanoparticles. ACS Nano. ,vol. 7, pp. 408- 416 ,(2013) , 10.1021/NN305477U