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Stereochemical Effects on Dynamics in Two-component Systems of Gelators with Perfluoroalkyl and Alkyl Chains as Revealed by Vibrational Circular Dichroism

Abstract

A mixture of chiral low-molecular weight gelators, (1R,2R)- or (1S,2S)-N,N’-diperfluoroheptanoyl-1,2-diaminocyclohexane (denoted as RR- or SS-CF7, respectively) and (1R,2R)- or (1S,2S)-N,N’-diheptanoyl-1,2-diaminocyclohexane (denoted as RR- or SS-CH7, respectively), was used as a two-component gelator in acetonitrile solvent. The process of gelation was investigated by time-steps vibrational circular dichroism (VCD) spectroscopy. The method enabled us to study the dynamical behavior of CF7 and CH7 molecules independently from their characteristic vibrational bands. We focused on the effects of chirality relation between the two gelators. In the case of enantiomeric mixture (RR-CF7/RR-CH7 or SS-CF7/SS-CH7), the two components exhibited different time-courses in their VCD spectra. As for CF7, the couplet peak intensities assigned to C=O stretching increased with time, while those for CH7 remained low. In the case of racemic mixture (RR-CF7/SS-CH7 or SS-CF7/RR-CH7), the intensities of the peaks assigned to the C=O stretching vibration for both CF7 and CH7 molecules maintained a constant level with time. The VCD results were compared with the SEM images of the freeze-dried gel samples taken at various time intervals. Further, the mechanisms for the gelation of two-component systems are discussed.

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Publication details

The article was received on 13 Sep 2017, accepted on 09 Oct 2017 and first published on 09 Oct 2017


Article type: Paper
DOI: 10.1039/C7CP06264H
Citation: Phys. Chem. Chem. Phys., 2017, Accepted Manuscript
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    Stereochemical Effects on Dynamics in Two-component Systems of Gelators with Perfluoroalkyl and Alkyl Chains as Revealed by Vibrational Circular Dichroism

    H. Sato, T. Yajima and A. Yamagishi, Phys. Chem. Chem. Phys., 2017, Accepted Manuscript , DOI: 10.1039/C7CP06264H

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