CC BY-NC-ND 4.0 · Organic Materials 2021; 03(02): 381-389
DOI: 10.1055/a-1528-6301
Original Article

Dithienothiazine Copolymers – Synthesis and Electronic Properties of Novel Redox-Active Fluorescent Polymers

a  Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
,
Thomas J. J. Müller
a  Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
› Author Affiliations
Funding Information The authors gratefully acknowledge the Ernst Jäger Foundation (scholarship for Jennifer Nau) and the Deutsche Forschungsgemeinschaft (Mu 1088/9-1) for the financial support.


Abstract

Dithienothiazine copolymers are efficiently obtained by Suzuki polymerization or in situ lithiation–Negishi polymerization in good to excellent yields. Gel permeation chromatography was applied to characterize the dispersities and degrees of polymerization of these novel materials. Thermogravimetric analysis shows that the copolymers are stable towards side-chain cleavage up to 200 °C. The materials are deep red to black amorphous solids or resins and their absorption and emission spectra in solution reveal broad absorption bands in the visible and orange to deep red luminescence upon UV excitation. According to the optical band gaps these novel copolymers qualify as a new class of low band gap organic semiconductors.

Supporting Information

Supporting Information for this article is available online at https://doi.org/10.1055/a-1528-6301.


Supporting Information



Publication History

Received: 22 April 2021

Accepted: 17 May 2021

Publication Date:
14 June 2021 (online)

© 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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