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Acceptor‐Donor‐Acceptor Type Small Molecular Low Band Gap Organic Semiconductors Containing 2‐Dicyanomethylen‐3‐cyano‐4,5,5‐trimethyl‐dihydrofuran
Author(s) -
Chen Sanlong,
Qiao Xiaolan,
Li Heping,
Li Hongxiang
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201400811
Subject(s) - chemistry , acceptor , moiety , homo/lumo , thiophene , band gap , photochemistry , thermal stability , crystallography , stereochemistry , molecule , organic chemistry , optoelectronics , physics , condensed matter physics
Acceptor‐donor‐acceptor type compounds W1 – W3 were designed and synthesized. These compounds had the same donor moiety of 2,6‐di(thiophen‐2‐yl)dithieno[3,2‐b:2′,3′‐d]thiophene and different acceptor groups of 2‐dicyanomethylen‐3‐cyano‐4,5,5‐trimethyl‐2,5‐dihydrofuran (TCF), dicyanovinyl (DCV) and 3‐ethyl‐2‐thioxothiazolidin‐4‐one. Experimental results showed all compounds had high thermal stability and strong absorption in the visible light region. Among them, compound W1 with TCF as acceptor group displayed the lowest LUMO energy level of −3.74 eV and the smallest HOMO‐LUMO band gap of 1.74 eV, suggesting the potential applications of TCF unit in low band gap organic semiconductors.