Syntesis and characterization of organogel-forming agents

我们合成了四种低分子质量的胶凝剂来硬化有机流体。所开发的低相对分子质量胶凝剂是：(1)N-苄氧基-α-氨基酸的烷基酰胺；(2)5-烷基-2，4，6-三氨基嘧啶和5-烷基巴比妥酸的双组分混合物；(3)环(二肽)S；(4)低聚(α-氨基酸)。在类似氨基酸的衍生物中，N-苄氧基-L-缬氨酸和N-苄氧基-L-瓦林酸的十八烷基酰胺是最好的胶凝剂。我们发现，L：1的5-十六基-2，4，6-三氨基嘧啶和5，5-二十二烷基巴比妥酸的混合物是两组分型胶凝剂的第一个例子。我们研究了20多个环(二肽)S的衍生物作为胶凝剂。总体而言，由不同氨基酸(中性和酸性)组成的环(二肽)S作为胶凝剂优于含有类似氨基酸的环(L-钒-L-亮氨基)。在低聚(α-氨基酸)S方面，通过分子间氢键在溶剂中形成β-结构的低聚物具有作为胶凝剂的潜力。特别是低聚物(L-缬氨酸)、低聚物(L-异亮氨酸)、低聚物(L-苯丙氨酸)和低聚物(γ-烷基-L-谷氨酸)对有机流体的硬化效果较好。

We synthesized four kinds of low-molecular-mass gelling agents to harden organic fluids. The developed low-molecular-mass gelling agents are (i) alkyl amides of N-benzyloxy-alpha-amino acids, (ii) two-componet mixture of 5-alkyl-2,4,6-triaminopyrimidine and 5-alkyl barbituric acid, (iii) cyclo (dipeptide) s, and (iv) oligo (alpha-amino acid) s.Octadecyl amides of N-benzyloxy-L-valine and N-benzyloxy-L-valyl Lvaline were foud to be ecellent gelling agents among the analogous amino acid derivatives. We showed that a l : 1 mixture of 5-hexadecyl-2,4,6-triaminopyrimidine and 5,5-didodecylbarbituric acid was the first example of two component type of gelling agent. We studied over 20 derivatives of cyclo (dipeptide) s as gelling agent. In general, cyclo (dipeptide) s consisting of differing amino acids (e.g.neutral and acidic) were superior as gelling agents to those containing similar amino acids such as cyclo (L-valyl-L-Leucyl). With respect to oligo (alpha-amino acid) s, oligomers which fomred beta-structure through intermolecular hydrogen bond in solvent had useful potential as gelling agents. In particular, oligo (L-valine), oligo (L-isoleucine), oligo(L-phenylalanine), and oligo (gamma-alkyl-L-glutamate) were good for hardening organic fluids.