Hydrogen bond-rigidified planar squaraine dye and its electronic and organic semiconductor properties
Chem. Commun., 56 (68):
9890-9893 (2020)DOI: 10.1039/D0CC04306K
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.