Acceptor-donor-acceptor type compounds W-1-W-3 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.
CHEN SANLONG,QIAO XIAOLAN,LI HEPING,et al. Acceptor-Donor-Acceptor Type Small Molecular Low Band Gap Organic Semiconductors Containing 2-Dicyanomethylen-3-cyano-4,5,5-trimethyl-dihydrofuran[J]. Chin. J. Chem.,2015,33(8):934-938.