| Project/Area Number |
22655037
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Single-year Grants |
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| Research Field |
Polymer chemistry
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| Research Institution | Tokyo Polytechnic University |
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Principal Investigator |
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| Project Period (FY) |
2010 – 2011
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| Project Status |
Completed (Fiscal Year 2011)
|
| Budget Amount *help |
¥3,170,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥270,000)
Fiscal Year 2011: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2010: ¥2,000,000 (Direct Cost: ¥2,000,000)
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| Keywords | 高分子合成 / 超分子化学 / 動的共有結合化学 / 大環状分子 |
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| Research Abstract |
Mechanism for the quantitative formation of a macrocycle Cm6(cyclic hexakis(m-phenyleneimine)) from m-aminobenzaldehyde diethylacetal via water-initiated slow-deprotection polycondensation was investigated using MALDI-TOF MS and SEC. The reversibility in formation-cleavage of imine linkage, that is dynamic covalent chemistry, and.-staking interaction between flat Cm6 molecules had played a significant role in the quantitative formation. A variety of imine-type macrocycles having a functional group were successfully prepared using this method, which was found to be a potential protocol for the macrocycle synthesis. Mutual conversion between the macrocycle and the soluble linear polymers having a wide range of molecular weights by a heat stimulus was observed. The collapse-regeneration of the macrocycle was a reversible process. A mixture of two kinds of macrocycles gave a complex containing each building block. With the aid of an iminomethylene-type analogue Cm6H, which was readily prepared by the hydride-reduction of imine linkage in Cm6, a fullerene C_<60> was dissolved in a polar solvent like DMSO. Indigo carmine and new coccine dyes were precipitated from the acid solutions by addition of Cm6H.
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