Stabilization of Columnar Liquid Crystal Phases via Arene-Perfluoroarene Interactions.

Autor:	Yardley RE; Department of Chemistry and Biochemistry , Wilfrid Laurier University , 75 University Avenue West , Waterloo , ON , Canada , N2L 3C5., Paquette JA; Department of Chemistry and Biochemistry , Wilfrid Laurier University , 75 University Avenue West , Waterloo , ON , Canada , N2L 3C5., Taing H; Department of Chemistry and Biochemistry , University of Windsor , 401 Sunset Avenue, Essex Hall , Windsor , ON , Canada , N9B 3P4., Gaebler HM; Department of Chemistry and Biochemistry , Wilfrid Laurier University , 75 University Avenue West , Waterloo , ON , Canada , N2L 3C5., Eichhorn SH; Department of Chemistry and Biochemistry , University of Windsor , 401 Sunset Avenue, Essex Hall , Windsor , ON , Canada , N9B 3P4., Hamilton IP; Department of Chemistry and Biochemistry , Wilfrid Laurier University , 75 University Avenue West , Waterloo , ON , Canada , N2L 3C5., Maly KE; Department of Chemistry and Biochemistry , Wilfrid Laurier University , 75 University Avenue West , Waterloo , ON , Canada , N2L 3C5.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2019 Dec 20; Vol. 21 (24), pp. 10102-10105. Date of Electronic Publication: 2019 Dec 05.
DOI:	10.1021/acs.orglett.9b04091
Abstrakt:	We report the synthesis of novel polycatenar dibenzopentacenequinones 1 and 2 that are designed to form columnar liquid crystalline phases. The mesomorphic properties of these compounds were investigated by polarized optical microscopy, differential scanning calorimetry, and powder X-ray diffraction. While compound 1 exhibits two distinct columnar mesophases between 148 and 177 °C, fluorinated 2 exhibits a columnar mesophase from 121 to 336 °C. This dramatic stabilization of the columnar mesophase of 2 can be attributed to improved π-stacking as a result of arene-perfluoroarene interactions.
Databáze:	MEDLINE
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