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CC BY-NC-ND 4.0 · Organic Materials 2021; 03(02): 303-308
DOI: 10.1055/s-0041-1729853
Emerging Stars in Organic and Polymer Materials
Short Communication

Oligofuran–Benzothiadiazole Co-oligomers: Synthesis, Optoelectronic Properties and Reactivity

Dror Ben Abba Amiel 
a   Institute of Chemistry, The Hebrew University of Jerusalem, Edmond J. Safra Campus, Jerusalem 91904, Israel
,
Choongik Kim 
b   Department of Chemical and Biomolecular Engineering, Sogang University, Seoul, 04107, South Korea
,
Ori Gidron 
a   Institute of Chemistry, The Hebrew University of Jerusalem, Edmond J. Safra Campus, Jerusalem 91904, Israel
› Author Affiliations Funding Information This work was supported by a cooperative grant from the Ministry of Science and Technology (MOST) of Israel and the Ministry of Science, ICP and Future Planning (MICP) of the Republic of Korea.
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Abstract

Donor–acceptor–donor (DAD) triad systems are commonly applied as active materials in ambipolar organic field-effect transistors, organic solar cells, and NIR-emitting organic light-emitting diodes. Often, these triads utilize oligothiophenes as donors, whereas their oxygen-containing analogs, oligofurans, are far less studied in this setup. Here we introduce a family of DAD triads in which the donors are oligofurans and the acceptor is benzothiadiazole. In a combined computational and experimental study, we show that these triads display optical bandgaps similar to those of their thiophene analogs, and that a bifuran donor is sufficient to produce emission in the NIR spectral region. The presence of a central acceptor unit increases the photostability of oligofuran-based DAD systems compared with parent oligofurans of the similar length.

Key words

π-conjugated materials - oligofurans - donor–acceptor–donor triads

Supporting Information

Supporting Information for this article is available online at https://doi.org/10.1055/s-0041-1729853.


Supporting Information



Publication History

Received: 01 February 2021

Accepted: 25 March 2021

Article published online:
31 May 2021

© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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