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Redox-driven molecular switches consisting of bis(benzodithiolyl)bithienyl scaffold and mesogenic moieties: synthesis and complexes with liquid crystalline polymer.
Ohtake, Toshihiro; Tanaka, Hideki; Matsumoto, Tetsuro; Kimura, Mutsumi; Ohta, Akira.
Affiliation
  • Ohtake T; Seiko Epson Corporation , 281 Fujimi, Fujimi-machi, Suwa-gun, Nagano 399-0293, Japan.
J Org Chem ; 79(14): 6590-602, 2014 Jul 18.
Article in En | MEDLINE | ID: mdl-24955756
Molecular switches composed of a benzodithiolylbithienyl scaffold and biphenyl or terphenyl mesogenic substituents were designed and synthesized. The molecular switches could undergo redox-triggered interconversion between the cationic form and cyclized neutral form, and this was confirmed using cyclic voltammetry and UV-vis spectroscopy. Binary complexes consisting of the molecular switches and a liquid crystalline polymer (LCP) were prepared to investigate the function of these redox-active molecular switches as actuating dopants. X-ray diffraction measurements were performed to determine the differences between the layer spacings of the complexes in the liquid crystalline phase with the oxidized and reduced states of the molecular switches. The LCP that was doped with the oxidized cationic form of the molecular switch had layer spacings that were up to 4% larger than the layer spacings in the polymer that was doped with the reduced cyclized molecular switch. Our approach will allow stimulus-responsive deformable materials to be constructed and give an impetus for fabricating redox-driven soft actuators.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2014 Type: Article Affiliation country: Japan

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2014 Type: Article Affiliation country: Japan