Development of monomeric and gemini amphiphilic molecules based on azaylide formation

2023 Fiscal Year Final Research Report

• Project/Area Number: 22K14662
• Research Category: Grant-in-Aid for Early-Career Scientists
• Allocation Type: Multi-year Fund
• Review Section: Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
• Research Institution: Tokyo Institute of Technology
• Principal Investigator: Yamashina Masahiro 東京工業大学, 理学院, 助教 (80847153)
• Project Period (FY): 2022-04-01 – 2024-03-31
• Keywords: 両親媒性分子 / アザイリド / シュタウディンガー反応 / 自己集合 / 分子内包 / 偶奇性

Outline of Final Research Achievements

In this study, we developed various monomeric and gemini amphiphilic molecules from trisubstituted phosphines by using our original method for creating amphiphilic molecules, and investigated their functions including supramolecular behavior. Specifically, we focused on monomeric amphiphilic molecules based on phosphine compounds with high hydrophobicity or a curved surface, and gemini amphiphilic molecules based on bidentate phosphines. Many of the molecules obtained through our method exhibited high hydrolytic stability. In addition, significant micellization capability and encapsulation ability for hydrophobic molecules were demonstrated in water. Notably, we found that gemini amphiphilic molecules displayed unique assembling behavior depending on the length of their alkyl chains.

Free Research Field

超分子化学

Academic Significance and Societal Importance of the Research Achievements

本研究では、申請者独自の手法を発展させ、高疎水リン化合物と汎用的な二座ホスフィンに親水基を導入することで、高い機能を有する両親媒性分子を開発することに成功した。一連の成果は、古典的もしくは近年報告されている両親媒性分子のいずれとも異なり、三置換ホスフィンの構造特性に由来するものである。さらにこの過程で、本手法の適応範囲の探索にも達成した。今後は得られた知見を活用し、より高い分子内包能を有する両親媒性分子の開発や、難溶性物質の水溶化と物性調査、触媒反応場の構築など、安価な原材料から高付加価値材料の創出と応用に向けた研究を展開していく。