Morita Clara, Kawai Chika, Kikuchi Aoi, Imura Yoshiro, Kawai Takeshi
Department of Industrial Chemistry, Tokyo University of Science, Tokyo, Japan.
J Oleo Sci. 2012;61(12):707-13. doi: 10.5650/jos.61.707.
Two long-chain amidoamine derivatives (C13A2AOH and C17A2AOH) bearing three amide moieties were synthesized and their gelation ability and pH responsivity were compared with a similar, previously reported amidoamine derivative gelator with two amide moieties. C13A2AOH and C17A2AOH gels prepared in water and organic solvents acted as ambidextrous low molecular mass gelators. X-ray diffraction and Fourier transform infrared spectroscopy analyses revealed that C13A2AOH and C17A2AOH formed lamellar-like aggregates in the gels, where the amide moieties were in a strong intermolecular hydrogen-bonding state. The gelation ability, i.e., the molar ratio of solvent to gelator, was significantly dependent on the length of the alkyl chain and the number of amide moieties. In addition, the C13A2AOH and C17A2AOH hydrogels exhibited highly pH-responsive gel-sol transitions. The gel-sol transition for the hydrogels was induced by protonation of the ternary amine and the transition was completely reversible by regulating only the pH without heating.
合成了两种带有三个酰胺基团的长链酰胺胺衍生物（C13A2AOH和C17A2AOH），并将它们的凝胶化能力和pH响应性与一种类似的、先前报道的带有两个酰胺基团的酰胺胺衍生物凝胶剂进行了比较。在水和有机溶剂中制备的C13A2AOH和C17A2AOH凝胶作为灵巧的低分子量凝胶剂。X射线衍射和傅里叶变换红外光谱分析表明，C13A2AOH和C17A2AOH在凝胶中形成层状聚集体，其中酰胺基团处于强分子间氢键状态。凝胶化能力，即溶剂与凝胶剂的摩尔比，显著取决于烷基链的长度和酰胺基团的数量。此外，C13A2AOH和C17A2AOH水凝胶表现出高度的pH响应性凝胶-溶胶转变。水凝胶的凝胶-溶胶转变是由叔胺的质子化诱导的，并且通过仅调节pH而不加热，转变是完全可逆的。
