Benzo[b]selenophene/thieno[3,2-b]indole-Based N,S,Se-Heteroacenes for Hole-Transporting Layers

Abstract

Two series of new N,S,Se-heteroacenes, namely, 6H-benzo­[4′,5′]­selenopheno­[2′,3′:4,5]­thieno­[3,2-b]­indoles and 12H-benzo­[4″,5″]­selenopheno­[2″,3″:4′,5′]­thieno­[2′,3′4,5]­thieno­[3,2-b]­indoles, were successfully obtained using an effective strategy based on Fiesselmann thiophene and Fischer indole synthesis. The new molecules exhibit a large optical band gap (2.82 eV < E g opt < 3.23 eV) and their highest occupied molecular orbital (HOMO) energy formed by the plane π-core ranges between −5.2 and −5.6 eV, with the narrower optical band gap and lower HOMO level corresponding to selenated heteroacenes. In thin solid films of the heteroacenes, hole mobility measured using the conventional CELIV technique ranges between 10–5 and 10–4 cm2·V–1·s–1. All these make the proposed condensed-ring compounds a promising platform for the development of hole-transporting materials applicable in organic electronics.

Molecular Dynamics and Conductivity of a PTB7:PC71BM Photovoltaic Polymer Blend: A Dielectric Spectroscopy Study

“…The charge mobility was measured by using the charge extraction by linearly increasing the voltage (CELIV) technique according to the procedure described earlier. , The structure of the samples was ITO (100 nm)/SiO 2 (70 nm)/active layer (70–90 nm)/Au­(100 nm). A SiO 2 insulator layer was deposited onto the ITO/glass substrate by conventional magnetron sputtering.…”

Advancements in organic small molecule hole-transporting materials for perovskite solar cells: past and future

“…11). 204,218, 219 Arora and his team proved the potentiality of HTM-1 and HTM-2 in designing triple-cation [Cs x (MA 0.17 FA 0.83 ) 100Àx Pb(I 0.83 Br 0.17 ) 3 where x ¼ 5%] based PSC and that displayed PCEs of 17.7% and 16.1% correspondingly. 220 Wang and team (2019) investigated three conjugated quasilinear segments of uorene, built with two bis(4-methoxyphenyl)amino groups for structurally simple molecular semiconductors Z1, Z2, and Z3 at the end.…”

An Approach to the Construction of Benzofuran-thieno[3,2-b]indole-Cored N,O,S-Heteroacenes Using Fischer Indolization

“…For instance, commercially available compound Y6 was found to have wide application as a non-fullerene acceptor material for high-performance bulk heterojunction solar cells (Figure ). , In addition, we have recently described an effective route for the construction of thieno­[3,2- b ]­indole-cored compounds, including benzo­[4′,5′]­thieno­[2′,3′:4,5]­thieno­[3,2- b ]­indoles (BTTIs) and benzo­[4′,5′]­selenopheno­[2′,3′:4,5]­thieno­[3,2- b ]­indoles (BSTIs), shown in Figure , based on the Fischer indole synthesis, and charge-transport properties of these heteroacenes were also investigated to demonstrate their possible application as organic semiconductors …”