4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 56, Issue 68, Pages 9890-9893

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc04306k

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Funding

  1. JSPS KAKENHI [JP16H06048]
  2. Kansai Research Foundation for Technology Promotion
  3. Bavarian State Ministry of Science and Arts (Solar Technologies Go Hybrid program)

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The one-step reaction of a dicyanovinyl-functionalized squaric acid with Fischer bases affordedC(2v)symmetric squaraine dyes with rigid planar structures due to intramolecular N-HMIDLINE HORIZONTAL ELLIPSISO 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 cm(2)V(-1)s(-1)and current on/off ratio of 10(6).

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