Issue 68, 2020

Hydrogen bond-rigidified planar squaraine dye and its electronic and organic semiconductor properties

Abstract

The one-step reaction of a dicyanovinyl-functionalized squaric acid with Fischer bases afforded C2v symmetric squaraine dyes with rigid planar structures due to intramolecular N–H⋯O hydrogen bonds. Dense molecular packing, decrease of HOMO level, and sufficient thermal stability for sublimation enabled vacuum-processed OTFTs with hole mobility up to 0.32 cm2 V−1 s−1 and current on/off ratio of 106.

Graphical abstract: Hydrogen bond-rigidified planar squaraine dye and its electronic and organic semiconductor properties

Supplementary files

Article information

Article type
Communication
Submitted
21 Jun 2020
Accepted
22 Jul 2020
First published
23 Jul 2020

Chem. Commun., 2020,56, 9890-9893

Hydrogen bond-rigidified planar squaraine dye and its electronic and organic semiconductor properties

T. Maeda, A. Liess, A. Kudzus, A. Krause, M. Stolte, H. Amitani, S. Yagi, H. Fujiwara and F. Würthner, Chem. Commun., 2020, 56, 9890 DOI: 10.1039/D0CC04306K

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