A multifunctional thienothiophene member: 4-thieno[3,2-b]thiophen-3-ylbenzonitrile (4-CNPhTT)

Abstract

Thieno[3,2-b]thiophene (TT) has been attracting significant attention in the field of organic electronics and optoelectronics. In this study, a useful building block of TT derivative 4-thieno[3,2-b]thiophen-3-ylbenzonitrile (4-CNPhTT), developed by our group and possessing a strong electron-withdrawing 4-CNPh moiety, is reviewed as it has been the source of the development of various organic electronic materials. Some optic and electronic properties are discussed based on electrochemical polymerization of 4-CNPhTT performed using cyclic voltammetry, and spectroelectrochemical measurements are conducted to investigate the optical variations of the polymer film upon doping. Moreover, 4-CNPhTT is clarified by scanning electron microscopy at different magnitudes ranging from 100 to 500 μm, supported by the single X-ray crystal structure. The thermal properties of 4-CNPhTT are investigated by thermal gravimetric and differential thermal analyses. All of the observed properties demonstrate that 4-CNPhTT has the potential of shedding light on the development of new materials for electronic and optoelectronic applications within the TT family.