Chiral Reaction Field with Thermally Invertible Helical Sense that Controls the Helicities of Conjugated Polymers.
asymmetric reaction field
chiral nematic liquid crystals
control of helical sense
helical conjugated polymers
temperature-induced helical inversion
Journal
Advanced materials (Deerfield Beach, Fla.)
ISSN: 1521-4095
Titre abrégé: Adv Mater
Pays: Germany
ID NLM: 9885358
Informations de publication
Date de publication:
Mar 2020
Mar 2020
Historique:
received:
11
10
2019
revised:
15
12
2019
pubmed:
7
2
2020
medline:
7
2
2020
entrez:
7
2
2020
Statut:
ppublish
Résumé
A chiral reaction field with thermally invertible helical sense enables control of the helicity of the reaction product, which is a central challenge in asymmetric synthesis that has yet to be overcome. A novel chiral compound comprising two types of chiral moieties with opposite helicities and temperature dependences is synthesized; this compound is added as a chiral dopant to a mixture of nematic liquid crystals to prepare a chiral nematic liquid crystal (N*-LC). The N*-LC containing the chiral dopant exhibits thermally invertible helicity to yield left- and right-handed helical senses at low and high temperatures, respectively. Interfacial polymerization of acetylene is achieved in the N*-LC by modulating the temperature. Helical polyacetylenes (H-PAs) that are synthesized at low (-12 °C) and high (28 °C) temperature show right- and left-handedness, respectively, in terms of the fibrils, fibril bundles, and spiral morphology. In addition, the helical sense of H-PA is opposite that of the N*-LC because of the peculiar polymerization mechanism for acetylene in the N*-LC. The current N*-LC is the first chiral reaction field that has not only the thermally invertible helical sense but also the chemical functions and stability needed to serve as the medium for polymer reactions.
Identifiants
pubmed: 32027067
doi: 10.1002/adma.201906665
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e1906665Subventions
Organisme : Grants-in-Aid for Science Research
ID : 13370214
Organisme : Ministry of Education, Culture, Sports, Science and Technology
ID : 15K13706
Informations de copyright
© 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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