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

Recep Işçi; Turan Öztürk

doi:10.55730/1300-0527.3608

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

Turk J Chem. 2023 Sep 30;47(5):1239-1248. doi: 10.55730/1300-0527.3608. eCollection 2023.

Authors

Recep Işçi¹, Turan Öztürk^{1

2}

Affiliations

¹ Department of Chemistry, İstanbul Technical University, İstanbul, Turkiye.
² TÜBİTAK UME, Chemistry Group Laboratories, Kocaeli, Turkiye.

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.

Keywords: Thienothiophene; conjugated material; electropolymerization.

Grants and funding

We thank the Higher Education Council of Türkiye (YÖK) and TÜBİTAK for grants to Recep İşçi (PhD, 100/2000 YÖK, and 2211A BİDEP/TÜBİTAK), İstanbul Technical University, and Unsped Global Lojistik, Türkiye, for financial support.