Dipole‐Driven Self‐Organization of Liquid‐Crystalline N‐Heteroacene Derivatives Showing Redox‐Properties. Issue 1 (9th January 2017)

• Record Type: Journal Article
• Authors: Isoda, Kyosuke; Kawamoto, Ippei; Seki, Atsushi; Funahashi, Masahiro; Tadokoro, Makoto
• Is Part Of: ChemistrySelect. Volume 2:Issue 1(2017)
• Page Start: 300
• Page End: 303
• Publication Date: 2017-01-09
• Subjects: Dipole-dipole interaction -- Electron Acceptor -- Redox-active -- Smectic Liquid Crystal; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201601908
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: We report an introduction of halogen atoms to liquid‐crystalline (LC) TANC derivatives to tune their electronic characters as well as the charge polarization on π‐conjugated N ‐heteroacene framework. The electronegative Cl atoms can improve the electron‐accepting property of LC TANC. Also, the induced charge polarization due to the substitution of Cl atoms generates an intrinsic dipole moment on π‐conjugated N ‐heteroacene framework, which is able to serve as a driving force for stabilizing self‐organization of N ‐heteroacene molecules in thin films. Abstract : The introduction of electronegative CL atoms to liquid‐crystalline (LC) N‐heteroacene can tune both electronic properties as well as generate the large dipole moment on π‐conjugated framework. As a result, the LUMO level of electron‐accepting N ‐heteroacene is stabilized, and the induced dipole moment can be utilized as efficient noncovalent intermolecular interaction to stabilize self‐organized LC structures in thin film.