Polymeric fibers and microporous films by photo‐crosslinking of triphenylene‐derived liquid crystals

ABSTRACT Two series of photoreactive discotic liquid crystals consisting of a triphenylene core and six cinnamate units with one (TPC1 n) or two (TPC2 n) n‐alkoxy groups (C nH2n+1O; n = 10–14), respectively, as peripheral groups are synthesized. Both of them are polymerized into fibers up to 2 mm lo...

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Bibliographic Details
Published in:	Journal of polymer science. Part A, Polymer chemistry Vol. 57; no. 5; pp. 605 - 612
Main Authors:	Hirose, Takuji, Xu, Zhe, Kikuchi, Yuka, Fukushima, Masahito, Kawamura, Kengo, Kaguchi, Yosuke, Kodama, Koichi, Yasutake, Mikio
Format:	Journal Article
Language:	English
Published:	Hoboken Wiley Subscription Services, Inc 01-03-2019
Subjects:	Chemical synthesis cinnamate Crosslinking fiber Liquid crystals memebranes microporous film Paraffins photopolymerization photo‐crosslinking self‐assembly structure‐property relations triphenylene‐derived liquid crystals Ultraviolet radiation
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Summary:	ABSTRACT Two series of photoreactive discotic liquid crystals consisting of a triphenylene core and six cinnamate units with one (TPC1 n) or two (TPC2 n) n‐alkoxy groups (C nH2n+1O; n = 10–14), respectively, as peripheral groups are synthesized. Both of them are polymerized into fibers up to 2 mm long by UV irradiation in liquid paraffin in the columnar LC temperature ranges. The fiber structures seem to be preconstructed in liquid paraffin. In addition, TPC2 n are shown to form microporous films up to 15 μm in diameter by simply casting the solutions of some solvents followed by drying for several minutes in air at room temperature. Photoirradiation of the films in the LC temperature range converts them to polymeric ones while preserving the microporous and hexagonally ordered structure. From comparison with TPC1 n and the hydrogenated derivative of TPC2 12, the porous film‐forming property is suggested to result from the combination of the double bond of the cinnamoyl group and the two long alkoxy chains on the phenyl ring. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 605–612 Triphenylene‐derived liquid crystals (TPC1n and TPC2n [n = 12–14]) are shown to self‐assemble to fibers in liquid paraffin at the columnar liquid crystalline temperature range and also to form microporous films for TPC2n by casting its solutions at room temperature. They can be crosslinked to polymers, preserving their morphology, fibers, and films, by the [2 + 2] photocyclization of cinnamate units in the periphery by UV irradiation in the columnar liquid crystalline states.
ISSN:	0887-624X 1099-0518
DOI:	10.1002/pola.29299