L-苯丙氨酸衍生物与脂肪胺构筑双组分超分子凝胶

doi:10.3866/PKU.WHXB201407041

Abstract

Abstract:

A series of monochain L-phenylalanine derivatives were synthesized. L-Phenylalanine derivatives have no gelation abilities, but two-component systems consisting of L-phenylalanine derivatives and aliphatic amines can gelate various organic liquids. The structures of the aggregates in the organogels were investigated using Fourier-transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR) spectroscopy, smallangle X-ray scattering (SAXS), rheological methods, and scanning electron microscopy (SEM). The rheological measurements showed that the steady-state value of the storage elastic modulus (G') was about 10 times larger than that of the loss elastic modulus (G"), indicating that the organogels have good mechanical properties and gel-like characteristics. The SEM, FT-IR, and ¹H NMR results showed that two-component organogels can self-assemble into fibrous or lamellar aggregates in organic liquids through acid-base interactions, intermolecular hydrogen bonding of amide groups, and van der Waals interactions of long alkyl chains. The FT-IR and NMR spectra showed that the hydrogen-bonding and acid-base interactions were the main driving forces for the formation of self-assembled gels. The SAXS results indicated that the gelator molecules assembled into ordered lamellar structures in organic liquids. The ordered lamellar aggregates are juxtaposed and interlocked by van der Waals interactions to form a fibrous superstructure and are finally immobilized in the organic liquid.

Key words: Two-component supramolecular gel, L-benzedrine acid derivatives, Self-assemble, Acid-base interaction, Hydrogen bonding

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ZHONG Jin-Lian, PAN Hong, LUO Xu-Zhong, HONG San-Guo, ZHANG Ning, HUANG Jian-Bin. Two-Component Supramolecular Organogels Formed from L-Phenylalanine Derivatives and Aliphatic Amines[J]. Acta Phys. -Chim. Sin. 2014, 30(9), 1688-1696. doi: 10.3866/PKU.WHXB201407041

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Two-Component Supramolecular Organogels Formed from L-Phenylalanine Derivatives and Aliphatic Amines

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