Issue 1, 2022

Dibenzo[f,h]furo[2,3-b]quinoxaline-based molecular scaffolds as deep blue fluorescence materials for organic light-emitting diodes

Abstract

A novel molecular scaffold, dibenzo[f,h]furo[2,3-b]quinoxaline (diBFQ), and its derivatives, 3,6-bis(4-isopropylphenyl)-11-phenyldibenzo[f,h]furo[2,3-b]quinoxaline (dP-diBFQ) and furo[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline (FPPhen), were designed and synthesized, showing highly efficient pure and deep blue emission. The unsubstituted molecular scaffolds diBFQ and FPPhen exhibit emission from 424–445 nm with PLQYs of ∼70%, and the disubstituted derivative of diBFQ, dP-diBFQ, shows a PLQY of 79.1%. Our experimental and theoretical investigations revealed that the additional N atoms in FPPhen facilitate the electron distribution of the HOMO orbital localizing on a smaller π-conjugate fragment compared with diBFQ, which resulted in the emission peak blue-shifting from 445 nm for diBFQ to 424 nm for FPPhen. Furthermore, introducing the steric substituent isopropylphenyl into the diBFQ scaffold would help to suppress aggregates of dP-diBFQ molecules and improve the fluorescence efficiency. OLEDs using dP-diBFQ as dopants show pure blue emission with CIE coordinates of (0.154, 0.102) and an EQE of 2.28%. Upon increasing the dopant concentration, the EQE and current efficiency could be improved to 2.63% and 4.7 cd A−1, but aggregate emission with a peak from 472–476 nm was clearly observed due to molecular aggregation. Our studies clearly suggested that diBFQ and FPPhen scaffolds are promising fluorescence cores for deep and pure-blue emission.

Graphical abstract: Dibenzo[f,h]furo[2,3-b]quinoxaline-based molecular scaffolds as deep blue fluorescence materials for organic light-emitting diodes

Supplementary files

Article information

Article type
Paper
Submitted
16 Oct 2021
Accepted
21 Nov 2021
First published
22 Nov 2021

New J. Chem., 2022,46, 419-425

Dibenzo[f,h]furo[2,3-b]quinoxaline-based molecular scaffolds as deep blue fluorescence materials for organic light-emitting diodes

X. Wang, Y. Wu, C. M. Wu, Y. Li, D. Wang, Y. Wu, S. Ning, B. Jiao and Z. Wu, New J. Chem., 2022, 46, 419 DOI: 10.1039/D1NJ04934H

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