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    Transfer of molecular chirality to spiral nanostructure in the interfacial mixed amphiphilic diacetylene/histidine monolayers via in situ topochemical photopolymerization

    Year: 2018

    Journal: J. Photochem. Photobiol. A-Chem., Volume 355, nov-15, page 283–289

    Authors: Xie, Fan; Chen, Chunfeng; Chen, Jie; Liu, Minghua

    Organizations: Basic Research Development Program [2013CB834504]; National Natural Science Foundation of China [91427302, 21227802]; Chinese Academy of Sciences [XDB12020200]

    Keywords: Topochemical polymerization; Polydiacetylene; Langmuir film; Supramolecular chirality; Chiral mesoscopic nanostructures

    The photopolymerization in the monolayers consisted of an equivalent mixture of 10, 12-pentacosadiynoic acid and amphiphilic histidine derivatives L-HC18 or D-HC18 has been investigated. It is found that the diacetylene derivatives can be incorporated into the monolayer and polymerized to polydiacetylene (PDA) backbone with a red phase by in situ UV irradiation at the air/water interface. The chiral amphiphiles L-HC18 or D-HC18 can transfer the molecular chirality to PDA through the ordered alignments of the two components. AFM images of the transferred films further revealed the chiral nanostructures from PDA/L-HC18 or PDA/D-HC18. The topochemical polymerization of the mixed films at a low surface pressure as a function of time is carried out to characterize crimp behaviors from straight nanobelts to more curly bands even spiral nanostructures in a clockwise or anti-clockwise direction, in which the curling direction is depended on the molecular chirality of the two enantiomers. The research has well established the connection between molecular chirality and mesoscopic chirality using the Langmuir as well as Langmuir-Blodgett methods. (C) 2017 Elsevier B.V. All rights reserved.
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