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Issue 1, 2007
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Cationic surfactant-triggered formation of a supramolecular hydrogel by a negatively charged L-valine derivative

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Abstract

Octadecylaminocarbonyl-L-valyl-N-suberic acid sodium salt (1), prepared from octadecylaminocarbonyl-L-valine, has been found to function as a cationic surfactant-triggered hydrogelator. Although 1 was water-soluble and had no hydrogelation ability, it formed a hydrogel in the presence of a cationic surfactant. Hydrogelation at room temperature occurred by addition of a cationic surfactant solution to an aqueous solution of 1. FT-IR studies demonstrated that the driving forces for hydrogelation were non-covalent intermolecular interactions such as hydrophobic and hydrogen bonding interactions. In addition, fluorescence spectroscopy using 8-anilino-1-naphthalenesulfonic acid sodium salt (ANS) as a probe demonstrates that some aggregates such as micelles play an important role in the self-assembly of 1 into nanofibers. Moreover, it was found that the combination of 1 and dodecyl(trimethyl)ammonium chloride (DTMACl) provided a suitable hydrophobic–hydrophilic balance, and formed a thermally stable hydrogel.

Graphical abstract: Cationic surfactant-triggered formation of a supramolecular hydrogel by a negatively charged l-valine derivative

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Publication details

The article was received on 30 Aug 2006, accepted on 13 Oct 2006 and first published on 07 Nov 2006


Article type: Paper
DOI: 10.1039/B612478J
Citation: New J. Chem., 2007,31, 69-74
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    Cationic surfactant-triggered formation of a supramolecular hydrogel by a negatively charged L-valine derivative

    M. Suzuki, T. Sato, H. Shirai and K. Hanabusa, New J. Chem., 2007, 31, 69
    DOI: 10.1039/B612478J

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