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

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ViewPageProof_TC_d2tc01108e.pdf (3.23 MB)

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Author(s)

Cowen, Lewis M

Gilhooly-Finn, Peter A

Giovannitti, Alexander

LeCroy, Garrett

Demetriou, Harry

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Type

Journal Article

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.

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Date Issued

2022-05-24

Date Acceptance

2022-05-17

Citation

Journal of Materials Chemistry C, 2022, 10 (23), pp.8955-8963

URI

http://hdl.handle.net/10044/1/99718

URL

https://pubs.rsc.org/en/content/articlelanding/2022/TC/D2TC01108E

DOI

https://www.dx.doi.org/10.1039/d2tc01108e

ISSN

2050-7526

Publisher

Royal Society of Chemistry

Start Page

8955

End Page

8963

Journal / Book Title

Journal of Materials Chemistry C

Volume

10

Issue

23

Copyright Statement

© The Royal Society of Chemistry 2022. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.

License URL

http://creativecommons.org/licenses/by/3.0/

Sponsor

Engineering & Physical Science Research Council (EPSRC)

Engineering & Physical Science Research Council (E

Identifier

https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000801023700001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202

Grant Number

EP/F04139X/1

EP/P030548/1

Subjects

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

Publication Status

Published

Date Publish Online

2022-05-24