Architecture and Applications of Novel Fluorinated Molecular Assemblies Imparted by the Aggregations of Fluoroalkyl Segments

氟烷基链段聚集体赋予的新型氟化分子组装体的结构和应用

• 批准号: 09650945
• 负责人: SAWADA Hideo
• 金额: $ 2.11万
• 依托单位: Nara National College of Technology
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1997
• 资助国家: 日本
• 起止时间: 1997 至 1999
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-09650945/
• 关键词: Aggregation of fluoroalkyl groups; End-capped fluoroalkyl group; Fluorinated oligosurfactant; Aggregates; Solubility; Surface tension; Anti HIV-1 activity; Antibacterial activity; フッ素の凝集; イオン結合; 金属捕捉; ウイルス

It was demonstrated that a series of fluoroalkylated end-capped oligomers containing various functional segments such as carboxy, amide, betaine, and hydroxy groups can be prepared by the use of fluoroalkanoyl peroxides as key intermediates. These thus-obtained fluoroalkylated end-capped oligomers were soluble in water and organic solvents, and were capable of reducing the surface tension of water effectively with a clear break point resembling a CMC, which is almost the same level as that achieved by the usual low molecular weight fluorinated surfactants. This is a unique and interesting feature of our fluoroalkylated end-capped oligo-surfactants. Furthermore, fluoroalkylated end-capped oligomers were suggested to form the molecular assemblies imparted by strong aggregation of the fluoroalkylated end-groups in aqueous solutions, and fluoroalkylated end-capped acrylic acid and sulfonic acid oligomers were also shown to be potent and selective inhibitors of human immunodeficiency virus type 1 (EV-1) in vitro. More interestingly, fluoroalkylated end-capped oligomers containing betaine or hydroxy segments could cause gelation, where the synergistic interactions of both the strong aggregation of the end-capped fluoroalkyl segments and the ionic or hydrogen-bonding interaction are involved in establishing a get network in water and polar organic solvents.

事实证明，一系列氟烷基化的终端隔离寡聚物，其中包含各种功能片段，例如羧基，酰胺，甜菜碱和羟基组，可以通过将氟烷酰基过氧化物作为关键中间体来制备。这些被赋予的氟烷基化的终端寡聚物可溶于水和有机溶剂，并且能够使用类似于CMC的明显断裂点有效地降低水的表面张力，该水平与通常的低分子量表流体表面活性剂几乎相同。这是我们氟烷基化的终端寡素表面活性剂的独特而有趣的特征。此外，建议通过在水溶液中氟烷基化的终端组的强聚集来形成氟烷基化的终端寡聚物，形成了分子组件，氟烷基化的端型丙烯酸丙烯酸和磺酸寡聚剂也表现出有效的人类免疫抑制剂，也证明了人类免疫抑制剂。更有趣的是，含有蛋白甜菜碱或羟基片段的氟烷基化的端封型低聚物可能会导致凝胶化，在​​这种情况下，端封面的氟烷基段的强聚集的协同相互作用与离子或氢键相互作用涉及水和氢键相互作用，这在水和pall剂溶剂中建立了网络。

项目成果

H.Sawada: "Account : Architechture and Applications of Novel Self-Assembled Aggregates of Fluoroalkyl-End-Capped Oligomers"J.Fluorine Chem.. 101. 315-324 (2000)

H.Sawada：“帐户：氟烷基封端低聚物的新型自组装聚集体的体系结构和应用”J.Fluorine Chem.. 101. 315-324 (2000)

H.Sawada: "Sythesis of Novel Fluoroalkyl End-capped N-Vinyl-2-pyrrolidone-acrylic Acid Co-oligomers by Use of Fluoroalkanoyl Peroxides, and Their Properties"J.Fluorine Chem.. 84. 155-160 (1997)

H.Sawada：“使用氟代烷酰基过氧化物合成新型氟烷基封端的 N-乙烯基-2-吡咯烷酮-丙烯酸共聚低聚物及其性能”J.Fluorine Chem.. 84. 155-160 (1997)

沢田英夫: "総合論文:フッ素の凝集効果が発現された新しい分子集合体の構築と応用"有機合成化学協会誌. 57. 291-304 (1999)

Hideo Sawada：“综合论文：展示氟聚集效应的新型分子组装体的构建和应用”合成有机化学学会杂志 57. 291-304 (1999)。

H.Sawada: "Gelation of Fluoroalkylated 2-Acrylamido-2-methylpropanesulfonic Acid Oligomers as Potential for Prevention of HIV-1 Transmission"Polymer. 39. 743-745 (1998)

H.Sawada：“氟烷基化 2-丙烯酰氨基-2-甲基丙磺酸低聚物的凝胶化作为预防 HIV-1 传播的潜力”聚合物。

N.Terasawa: "Preparation and Characteristics of Perfluorodiacetylene Langmuir-Blodgett Films" Polymer. 39. 5889-5892 (1998)

N.Terasawa：“全氟二乙炔 Langmuir-Blodgett 薄膜的制备和特性”聚合物。