New p-azaquinodimethane core based narrow-gap non-ring fused organic acceptor

Abstract

The design and synthesis of sAQM-1, a para-azaquinodimethane-based non-ring fused organic π-conjugated molecule with an undemanding, metal-free synthetic route, is reported. sAQM-1 exhibits a narrow optical gap, stabilized frontier molecular orbitals, strong intramolecular charge transfer, and tunable self-assembly properties. Compared to the ring-fused Y6 acceptor, electronic energy levels are stabilized, and optical absorption red-shifted, demonstrating the potential of quinoidal scaffolds delivering atom economy and leading to narrow-gap organic electronic materials.

Graphical abstract: New p-azaquinodimethane core based narrow-gap non-ring fused organic acceptor

Supplementary files

Article information

Article type
Research Article
Submitted
10 May 2025
Accepted
25 Jun 2025
First published
02 Jul 2025
This article is Open Access
Creative Commons BY-NC license

Mater. Chem. Front., 2025, Advance Article

New p-azaquinodimethane core based narrow-gap non-ring fused organic acceptor

I. E. Park, S. Y. Kim, L. E. Dickson, P. M. H. Tse, V. K. Prasad, B. Schmaltz, B. H. Lessard, N. Y. Doumon and G. C. Welch, Mater. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QM00355E

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