Birefringent physical gels of N-(4-n-alkyloxybenzoyl)-L-alanine amphiphiles in organic solvents: the role of hydrogen-bonding

Journal of Colloid and Interface Science
Trilochan PatraJoykrishna Dey

Abstract

A new class of amphiphiles, N-(4-n-alkyloxybenzoyl)-L-alanine was designed and synthesized. These amphiphiles have been shown to form thermoreversible gels in organic solvents such as aromatic hydrocarbons, cyclohexane, and chlorinated hydrocarbons at room temperature. The effects of amide functionality, chain length of the hydrocarbon tail, and the chirality of the head group of the amphiphiles on the ability to promote gelation in organic solvents have been studied. The n-tetradecyl derivative showed the best gelation ability, whereas the amphiphile with DL-alanine as the head group formed weak organogels. The 4-dodecyloxybenzoic-1-carboxyethyl ester derivative in which the amide group is replaced by an ester group also formed weak organogels at a slightly lower temperature (293 K). The gelation number and the gel melting temperature of the gelators in different solvents were determined. The rheological measurements suggested that the organogels of n-tetradecyl derivatives are stronger than those of amphiphiles containing n-dodecyl chains. Also the organogels of the amphiphiles, except the one with an ester group, were found to have gel-to-sol transition temperatures, T(gs), higher than room temperature (approximately 303 K),...Continue Reading

References

Apr 9, 2004·Pharmaceutical Research·Anne-Claude Couffin-HoarauJean-Christophe Leroux
Sep 24, 2004·Langmuir : the ACS Journal of Surfaces and Colloids·Ashok Mohanty, Joykrishna Dey
Dec 29, 2004·Langmuir : the ACS Journal of Surfaces and Colloids·Dibyendu Khatua, Joykrishna Dey
Jan 12, 2005·Langmuir : the ACS Journal of Surfaces and Colloids·Yeonhwan JeongKazuo Sakurai

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Citations

Jan 25, 2013·Langmuir : the ACS Journal of Surfaces and Colloids·Amrita Pal, Joykrishna Dey
Jan 28, 2014·Langmuir : the ACS Journal of Surfaces and Colloids·Subhajit GhoshJoykrishna Dey
Aug 18, 2017·Chemistry, an Asian Journal·Francesca ScarpelliNicolas Godbert
Mar 1, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Amrita Pal, Joykrishna Dey

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