NDLI: Tethered tertiary amines as solid-state n-type dopants for solution-processable organic semiconductors

Content Provider	Royal Society of Chemistry (RSC)
Author	Russ, Boris Patel, Shrayesh N. Chabinyc, Michael L. Mai, Cheng-Kang Fronk, Stephanie L. Mates, Thomas E. Bazan, Guillermo C. Hawker, Craig J. Urban, Jeffrey J. Segalman, Rachel A. Robb, Maxwell J. Perry, Erin E. Popere, Bhooshan C.
Copyright Year	2016
Abstract	A scarcity of stable n-type doping strategies compatible with facile processing has been a major impediment to the advancement of organic electronic devices. Localizing dopants near the cores of conductive molecules can lead to improved efficacy of doping. We and others recently showed the effectiveness of tethering dopants covalently to an electron-deficient aromatic molecule using trimethylammonium functionalization with hydroxide counterions linked to a perylene diimide core by alkyl spacers. In this work, we demonstrate that, contrary to previous hypotheses, the main driver responsible for the highly effective doping observed in thin films is the formation of tethered tertiary amine moieties during thin film processing. Furthermore, we demonstrate that tethered tertiary amine groups are powerful and general n-doping motifs for the successful generation of free electron carriers in the solid-state, not only when coupled to the perylene diimide molecular core, but also when linked with other small molecule systems including naphthalene diimide, diketopyrrolopyrrole, and fullerene derivatives. Our findings help expand a promising molecular design strategy for future enhancements of n-type organic electronic materials.
Starting Page	1914
Ending Page	1919
Page Count	6
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	7
Issue Number	3
Journal	Chemical Science
DOI	10.1039/c5sc04217h
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Fullerene Extrinsic semiconductor Amine Naphthalene Alkyl Dopant Diazene Hydroxide Perylene
Content Type	Text
Resource Type	Article
Subject	Chemistry

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