二氰基乙烯基并三噻吩的光谱行为

doi:10.7517/j.issn.1674-0475.2009.01.16

影像科学与光化学 ›› 2009, Vol. 27 ›› Issue (1): 16-22.DOI: 10.7517/j.issn.1674-0475.2009.01.16

二氰基乙烯基并三噻吩的光谱行为

赵春梅¹, 徐莉², 史建武¹, 王华^1,2

1. 河南大学, 特种功能材料教育部重点实验室, 河南开封475004;
2. 河南大学, 化学化工学院, 河南开封475004

收稿日期:2008-05-19 修回日期:2008-06-10 出版日期:2009-01-23 发布日期:2009-01-23
基金资助:
国家自然科学基金资助项目(20572015,20672028);教育部新世纪优秀人才支持计划(NCET-05-0610);教育部留学归国人员基金;河南省高校青年骨干教师资助计划(2006150004);河南大学校内基金项目(06YBZR011,07YB2R006)

The Spectroscopic Behavior of Dicyanovinyldithienothiophenes

ZHAO Chun-mei¹, XU Li², SHI Jian-wu¹, WANG Hua^1,2

1. Key Lab for Special Functional Materials of Ministry of Education, Henan University, Kaifeng 475004, Henan, P. R. China;
2. College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, Henan, P. R. China

Received:2008-05-19 Revised:2008-06-10 Online:2009-01-23 Published:2009-01-23

摘要/Abstract

摘要： 本文设计合成了两种二氰基乙烯基并三噻吩化合物,即2-二氰基乙烯基二噻吩并[3,2-b:2’,3-’d]噻吩(DCTT)与2-二氰基乙烯基二噻吩并[2,3-b:3’,2-’d]噻吩(DCST).研究了介质极性对吸收与发射光谱行为的影响,考察了化合物的分子结构与其发光能力的关系.溶剂效应显示化合物DCST随介质的极性增加,分子内电荷转移态(ICT)的荧光发射峰位红移现象更为明显,展示出较大的Stokes位移.化合物DCTT随介质的极性增加,发光行为表现出负的溶致变色效应,与"能级邻近效应"有关.溶剂效应说明了DCTT分子中并三噻吩部分给出电子的能力较弱,而DCST分子中的并三噻吩部分给出电子的能力较强,是导致二者ICT态的发光能力的差异的主要原因.

关键词: 2-二氰基乙烯基二噻吩并[3,2-b’,3-’d]噻吩, 2-二氰基乙烯基二噻吩并[2,3-b’,2-’d]噻吩, 合成, ICT态荧光, 溶剂效应

Abstract: Two conjugated D-A compounds,2-dicyanovinlydithieno[3,2-b:2’,3’-d]thiophene(DCTT) and 2-dicyanovinlydithieno[2,3-b:3’,2’-d]thiophene(DCST) were synthesized and characterized.The relationship between the emission properties and molecular structures was studied by investigation of solvent effect for DCTT and DCST.Both title compounds show intramolecular charge transfer(ICT) state emission.With the increase of polarity of solvents,DCST shows ICT emission with strong red shift and larger Stokes shift.However,DCTT shows weak red shift but negative solvatochromism: an increase of quantum yields from ICT emission,which may due to the Proximity effect between the transitions of π-π^* and n-π^*.Such emission difference between DCTT and DCST shows that the ICT state could be occurred in both compounds,but charge separation might not be formed easily between moiety of thieno[3,2-b:2’,3’-d]thiophene and moiety of dicyanovinyl in DCTT,however,formed easily between moiety of thieno[2,3-b:3’,2’-d]thiophene and moiety of dicyanovinyl in DCST.

Key words: 2-dicyanovinlydithieno[3,2-b’,3’-d]thiophene, 2-dicyanovinlydithieno[2,3-b’,2’-d]thiophene, synthesis, ICT state emission, solvent effect

中图分类号:

赵春梅, 徐莉, 史建武, 王华. 二氰基乙烯基并三噻吩的光谱行为[J]. 影像科学与光化学, 2009, 27(1): 16-22.

ZHAO Chun-mei, XU Li, SHI Jian-wu, WANG Hua. The Spectroscopic Behavior of Dicyanovinyldithienothiophenes[J]. Imaging Science and Photochemistry, 2009, 27(1): 16-22.

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二氰基乙烯基并三噻吩的光谱行为

The Spectroscopic Behavior of Dicyanovinyldithienothiophenes

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