| Project/Area Number |
10650854
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Tokyo Medical University |
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Principal Investigator |
ARAI Sadao Tokyo Medical University, Department of Medicine, Associate Professor, 医学部, 助教授 (80117689)
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| Project Period (FY) |
1998 – 1999
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| Project Status |
Completed (Fiscal Year 1999)
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| Budget Amount *help |
¥3,300,000 (Direct Cost: ¥3,300,000)
Fiscal Year 1999: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1998: ¥1,800,000 (Direct Cost: ¥1,800,000)
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| Keywords | Supramolecules / Self-assemblies / Gels / Molecular Assemblies / Cascade Molecules / Amphiphiles |
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| Research Abstract |
A series of bolaamphiphilic cascade molecules, in which spherical dendritic hexa-alcohols end groups were separated by hydrocarbon lipophilic core, were synthesized from hydroquine in three steps. The O-alklation of hydroquinone with α,ω-dibromoalkanes in the presence of KィイD22ィエD2COィイD23ィエD2 in refluxing acetonitrile afforded the corresponding 1,4-bis(bromoalkoxy)benzenes. The dibromides reacted with dimethyl malonate in the presence of KィイD22ィエD2COィイD23ィエD2 in DMF to yield the tetraesters. The reaction of the tetraesters with tris(hydroxymethyl)aminomethane gave new bolaamphiphilic cascade molecules 1 with six hydroxyl end groups. The amphiphilic cascade molecules 2 possessing six hydroxyl end group were also prepared from phenol. Gelation was examined by adding the cascade molecules to water and heating the mixture to obtain a clear solution, followed by cooling to room temperature. The bolaamphiphilic cascade molecules 1 with methylene length (CHィイD22ィエD2)ィイD2nィエD2 n=4, 6, 8 caused gelation. However, the bolaamphiphilic cascade molecule 1 with methylene length n=10 and the amphiphilic cascade molecules 2 obtained from phenol did not form gel. Electron micrographs of the gel revealed the presence of numerous fibers.
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