Synthesis and Properties of 9,9'-Diarylspriofluorene with Substituted Group at 2,7-Position of Fluorene

doi:10.6023/cjoc1107151

Chin. J. Org. Chem. ›› 2012, Vol. ›› Issue (03): 552-559.DOI: 10.6023/cjoc1107151 Previous Articles Next Articles

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芴2,7 位取代的9,9'-二芳基螺芴类化合物的合成及性能

欧阳密, 余振伟, 张玉建, 项文勤, 胡彬, 张诚

浙江工业大学化学工程与材料学院绿色化学合成技术国家重点实验室培育基地科技部能源材料及应用国际合作基地杭州 310014

收稿日期:2011-07-15 修回日期:2011-10-25 发布日期:2012-03-24
通讯作者: 张诚 E-mail:czhang@zjut.edu.cn
基金资助:
国家重点基础研究发展计划(No. 973 计划)(Nos. 2010CB635108, 2011CBA00700)与国际科技合作与交流(No. S2012ZR0152)资助项目.

Synthesis and Properties of 9,9'-Diarylspriofluorene with Substituted Group at 2,7-Position of Fluorene

Ouyang Mi, Yu Zhenwei, Zhang Yujian, Xiang Wenqin, Hu Bin, Zhang Cheng

International Science and Technology Cooperation Base of Energy Materials and Application, State Key Laboratory Breeding Base for Green Chemistry Synthesis Technology, College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014

Received:2011-07-15 Revised:2011-10-25 Published:2012-03-24
Supported by:
Project supported by the National Basic Research Program of China (Nos. 2010CB635108, 2011CBA00700) and the International Technical Cooperation and Exchanges (No. S2012ZR0152)

A series of novel 2-/2,7-(di)arylfluorene building-blocks were synthesized and utilized to prepare novel organic blue-emitting oligomers via Suzuki reaction and Friedel-Crafts reaction. The desired oligomers contained the 4-methyltriphenylamine core and fluorene derivatives peripheries. Their structures were confirmed by NMR and MS techniques and elemental analysis. The maximum photoluminescence (PL) emission wavelengths of the compounds ranged from 442 to 466 nm. Cyclic voltammetry (CV) showed that the highest occupied molecular orbital (HOMO) energy level of the compounds was located between －5.15 and －5.19 eV. The results of differential scanning calorimeter (DSC) and thermogravimetric (TG) indicated that these materials had excellent thermal stability with glass transition temperature of higher than 166 ℃ and thermal-decomposition temperature over 398 ℃.

Key words: 9,9’-diarylspirofluorene, Suzuki reaction, Friedel-Crafts reaction, thermal stability

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Ouyang Mi, Yu Zhenwei, Zhang Yujian, Xiang Wenqin, Hu Bin, Zhang Cheng. Synthesis and Properties of 9,9'-Diarylspriofluorene with Substituted Group at 2,7-Position of Fluorene[J]. Chin. J. Org. Chem., 2012, (03): 552-559.

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芴2,7 位取代的9,9'-二芳基螺芴类化合物的合成及性能

Synthesis and Properties of 9,9'-Diarylspriofluorene with Substituted Group at 2,7-Position of Fluorene

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