Syntesis and characterization of organogel-forming agents

有机凝胶形成剂的合成和表征

• 批准号: 04453114
• 负责人: SHIRAI Hirofusa
• 金额: $ 3.39万
• 依托单位: Shinshu University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (B)
• 财政年份: 1992
• 资助国家: 日本
• 起止时间: 1992 至 1994
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-04453114/
• 关键词: organogel-forming agent; hydrogen bond; melecular aggregate; amino acid; huge aggregation; 巨大会合体; 環状(ジペプチド); バルビツール酸; トリアミノピリミジン; D-ソルビトール

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.

合成了四种低分子量有机胶凝剂，用于有机液的固化。所开发的低分子量胶凝剂为（i）N-苄氧基-α-氨基酸的烷基酰胺;（ii）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;（iii）环己基-N-苄氧基-α-氨基酸的烷基酰胺。（二肽）s，和（iv）寡聚物s. N-苄氧基-L-缬氨酸和N-苄氧基-L-缬氨酸的十八烷基酰胺缬氨酰-L-缬氨酸是一种优良的胶凝剂。我们证明了一个l：5-十六烷基-2，4，6-三氨基嘧啶和5，5-双十二烷基巴比妥酸的混合物是双组分型胶凝剂的第一个实例。我们研究了20多种环二肽衍生物作为胶凝剂。通常，由不同氨基酸（例如中性和酸性）组成的环（二肽）作为胶凝剂比含有类似氨基酸的那些例如环（L-缬氨酰-L-亮氨酰）的胶凝剂优越上级。对于低聚（α-氨基酸），在溶剂中通过分子间氢键形成β-结构的低聚物具有作为胶凝剂的有用潜力。特别地，低聚（L-缬氨酸）、低聚（L-异亮氨酸）、低聚（L-苯丙氨酸）和低聚（γ-烷基-L-谷氨酸）对于硬化有机流体是良好的。

项目成果

K.Hanabusa, J.Tange, Y.Taguchi, T.Koyama H.Shirai: ""Small Molecular Gelling Agents to Harden Organic Liquids : Alkylamide of N-Benzyloxycarbonyl-L-valyl-L-valine"" Journal of Chemical Society, Chemical Communications. 390-392 (1993)

K.Hanabusa、J.Tange、Y.Taguchi、T.Koyama H.Shirai：“用于硬化有机液体的小分子胶凝剂：N-苄氧基羰基-L-缬氨酰-L-缬氨酸的烷基酰胺”，《化学学会杂志》，

Kenji Hanabusa et al.: "Two-component,Small-Molecule Gelling Agents" Journal of Chemical Society,Chemical Communications. 1382-1384 (1993)

Kenji Hanabusa 等人：“双组分小分子胶凝剂”化学会杂志，化学通讯。

英謙二、白井汪芳: "アミノ酸誘導体の低分子系オイルゲル化剤とその分子集合体" 高分子. 43. 628-629 (1994)

Kenji Ei，Oiyoshi Shirai：“氨基酸衍生物及其分子组装体的低分子量油胶凝剂”Kobunshi，43. 628-629 (1994)。

K.Hanabusa, K.Okui, K.Karaki, T.Koyama and H.Shirai: ""A Small Molecular Gelling Agent for Organic Liquids : N-Benzyloxycarbonyl-L-alanine 4-Hexadecanoy1-2-nitrophenyl Ester"" Journal of Chemical Society, Chemical Communications. 1371-1373 (1992)

K.Hanabusa、K.Okui、K.Karaki、T.Koyama 和 H.Shirai：“有机液体小分子胶凝剂：N-苄氧基羰基-L-丙氨酸 4-十六烷酰基 1-2-硝基苯酯”杂志

K.Hanabusa, Y.Naka, T.Koyama and H.Shirai: ""Gelling Agents to Harden Organic Fluids : Oligomers of alpha-Amino Acids"" Journal of Chemical Society, Chemical Communications. 2683-2684 (1994)

K.Hanabusa、Y.Naka、T.Koyama 和 H.Shirai：““硬化有机流体的胶凝剂：α-氨基酸低聚物””化学学会杂志，化学通讯。