'Frustrated' hydrogen bond mediated amphiphile self-assembly - a solid state study

Blackholly, Laura R. and Shepherd, H.J. and Hiscock, Jennifer R. (2016) 'Frustrated' hydrogen bond mediated amphiphile self-assembly - a solid state study. CrystEngComm, 18 (37). pp. 7021-7028. ISSN 1466-8033. (doi:https://doi.org/10.1039/C6CE01493C) (Full text available)

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http://dx.doi.org/10.1039/C6CE01493C

Abstract

Herein, we present the synthesis of ten structurally related ‘frustrated’ amphiphiles, from which were obtained eleven single crystal X-ray structures, allowing observation of the hydrogen bonding modes present in the solid state. We previously reported the synthesis of a novel amphiphilic salt which contains both hydrogen bond donating (HBD) and hydrogen bond accepting (HBA) functionalities. This amphiphilic salt was shown to self-associate in the solution state, aided by the formation of hydrogen bonds. The exact nature of the hydrogen bonding modes involved in this self-association process remains unclear due to the combination of HBD and HBA groups present in the amphiphile structure. This results in a ‘frustrated’ system with access to a variety of possible hydrogen bonding modes.

Item Type: Article
Subjects: Q Science > QD Chemistry
Divisions: Faculties > Sciences > School of Physical Sciences
Faculties > Sciences > School of Physical Sciences > Functional Materials Group
Depositing User: Jennifer Hiscock
Date Deposited: 07 Dec 2018 17:36 UTC
Last Modified: 11 Dec 2018 13:51 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/70844 (The current URI for this page, for reference purposes)
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