Thienothiophene-based organic light-emitting diode: synthesis, photophysical properties and application

Beilstein J Org Chem. 2023 Dec 7:19:1849-1857. doi: 10.3762/bjoc.19.137. eCollection 2023.

Abstract

A donor-π-acceptor (D-π-A)-type pull-push compound, DMB-TT-TPA (8), comprising triphenylamine as donor and dimesitylboron as acceptor linked through a thieno[3,2-b]thiophene (TT) π-conjugated linker bearing a 4-MeOPh group, was designed, synthesized, and fabricated as an emitter via a solution process for an organic light-emitting diode (OLED) application. DMB-TT-TPA (8) exhibited absorption and emission maxima of 411 and 520 nm, respectively, with a mega Stokes shift of 109 nm and fluorescence quantum yields both in the solid state (41%) and in solution (86%). The optical properties were supported by computational chemistry using density functional theory for optimized geometry and absorption. A solution-processed OLED was fabricated using low turn-on voltage, which had performances with maximum power, current, and external quantum efficiencies of 6.70 lm/W, 10.6 cd/A, and 4.61%, respectively.

Keywords: OLED; organoboron; solution processes; thienothiophene; triphenylamine.

Grants and funding

The authors thank THD-2023-44904, PTA-2023-44900, TGA-2023-44077, TDA-2022-43696 numbered ITU BAP Projects and 122Z568 numbered TUBITAK 1001 Project and Unsped Global Lojistik, Turkey, for financial support. We also thank Higher Education Council of Turkey (YOK) and TUBITAK grants to Recep Isci (PhD, 100/2000 YOK, 2214A and 2211A BIDEP/TUBITAK) for financial support.