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Critical analysis of self-doping and water-soluble n-type organic semiconductors: structures and mechanisms

Cowen, Lewis M; Gilhooly-Finn, Peter A; Giovannitti, Alexander; LeCroy, Garrett; Demetriou, Harry; Neal, William; Dong, Yifan; ... Schroeder, Bob C; + view all (2022) Critical analysis of self-doping and water-soluble n-type organic semiconductors: structures and mechanisms. Journal of Materials Chemistry C , 10 pp. 8955-8963. 10.1039/d2tc01108e. Green open access

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Abstract

Self-doping organic semiconductors provide a promising route to avoid instabilities and morphological issues associated with molecular n-type dopants. Structural characterization of a naphthalenetetracarboxylic diimide (NDI) semiconductor covalently bound to an ammonium hydroxide group is presented. The dopant precursor was found to be the product of an unexpected base catalyzed hydrolysis, which was reversible. The reversible hydrolysis had profound consequences on the chemical composition, morphology, and electronic performance of the doped films. In addition, we investigated the degradation mechanism of the quaternary ammonium group and the subsequent doping of NDI. These findings reveal that the products of more than one chemical reaction during processing of films must be considered when utilizing this promising class of water-soluble semiconductors.

Type: Article
Title: Critical analysis of self-doping and water-soluble n-type organic semiconductors: structures and mechanisms
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/d2tc01108e
Publisher version: https://doi.org/10.1039/D2TC01108E
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Keywords: Science & Technology, Technology, Physical Sciences, Materials Science, Multidisciplinary, Physics, Applied, Materials Science, Physics, NAPHTHALENE DIIMIDES, CONDUCTING POLYMERS, INTERFACIAL LAYER, STABILITY, DOPANT, ION, THERMOELECTRICS, DEGRADATION, CHEMISTRY, DESIGN
UCL classification: UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL
URI: https://discovery.ucl.ac.uk/id/eprint/10150431
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