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Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability

We have designed an amphiphilic zwitterion with an iodine‐substituted imidazolium cation. Although it forms a layered assembly with flat interfaces, the addition of an equimolar amount of bis(trifluoromethane)sulfonimide results in the formation of a bicontinuous cubic liquid‐crystalline assembly wi...

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Autores principales: Ichikawa, Takahiro, Okafuji, Akiyoshi, Kato, Takashi, Ohno, Hiroyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5062008/
https://www.ncbi.nlm.nih.gov/pubmed/27777835
http://dx.doi.org/10.1002/open.201600054
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author Ichikawa, Takahiro
Okafuji, Akiyoshi
Kato, Takashi
Ohno, Hiroyuki
author_facet Ichikawa, Takahiro
Okafuji, Akiyoshi
Kato, Takashi
Ohno, Hiroyuki
author_sort Ichikawa, Takahiro
collection PubMed
description We have designed an amphiphilic zwitterion with an iodine‐substituted imidazolium cation. Although it forms a layered assembly with flat interfaces, the addition of an equimolar amount of bis(trifluoromethane)sulfonimide results in the formation of a bicontinuous cubic liquid‐crystalline assembly with a primitive‐type infinite periodic minimal surface, where its zwitterionic headgroup sits regularly. IR measurements revealed that halogen bond between the iodine atoms on the imidazolium cation and the anions is involved in its molecular‐assembly behavior. The present results clearly indicate the potential utility of halogen bonding to control the dimensionality and continuity of the ionic/nonionic interface of amphiphiles in bulk and consequent mesophase patterns, which may be a significant new molecular technology for precisely arranging functional molecules on a 3D continuous interfaces.
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spelling pubmed-50620082016-10-24 Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability Ichikawa, Takahiro Okafuji, Akiyoshi Kato, Takashi Ohno, Hiroyuki ChemistryOpen Communications We have designed an amphiphilic zwitterion with an iodine‐substituted imidazolium cation. Although it forms a layered assembly with flat interfaces, the addition of an equimolar amount of bis(trifluoromethane)sulfonimide results in the formation of a bicontinuous cubic liquid‐crystalline assembly with a primitive‐type infinite periodic minimal surface, where its zwitterionic headgroup sits regularly. IR measurements revealed that halogen bond between the iodine atoms on the imidazolium cation and the anions is involved in its molecular‐assembly behavior. The present results clearly indicate the potential utility of halogen bonding to control the dimensionality and continuity of the ionic/nonionic interface of amphiphiles in bulk and consequent mesophase patterns, which may be a significant new molecular technology for precisely arranging functional molecules on a 3D continuous interfaces. John Wiley and Sons Inc. 2016-08-02 /pmc/articles/PMC5062008/ /pubmed/27777835 http://dx.doi.org/10.1002/open.201600054 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Ichikawa, Takahiro
Okafuji, Akiyoshi
Kato, Takashi
Ohno, Hiroyuki
Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title_full Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title_fullStr Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title_full_unstemmed Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title_short Induction of an Infinite Periodic Minimal Surface by Endowing An Amphiphilic Zwitterion with Halogen‐Bond Ability
title_sort induction of an infinite periodic minimal surface by endowing an amphiphilic zwitterion with halogen‐bond ability
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5062008/
https://www.ncbi.nlm.nih.gov/pubmed/27777835
http://dx.doi.org/10.1002/open.201600054
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