2015 Fiscal Year Research-status Report
Linear Acene Proton Conductors for Molecular Protonics
Project/Area Number |
15K13684
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Research Institution | National Institute for Materials Science |
Principal Investigator |
HILL Jonathan 国立研究開発法人物質・材料研究機構, 国際ナノアーキテクトニクス研究拠点, MANA研究者 (30421431)
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Project Period (FY) |
2015-04-01 – 2018-03-31
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Keywords | Pyrazinacene / Tautomerism / Proton conductor |
Outline of Annual Research Achievements |
This year was spent developing synthetic methods for the pyrazinacene compounds containing 4 and higher pyrazine rings with one reduced ring. First, a series of highly soluble compounds was prepared to assess the spectroscopic properties of these compounds under neutral and acidic conditions (important for the proton conduction properties). These compounds were also found to be liquid crystalline (Manuscript near to submission: J. P. Hill and coworkers, "Mesomorphic Pyrazinacenes"). Then a series of 3 brominated compounds has been prepared as monomers for preparation of polymers for study of proton conduction in these compounds, as per the research proposal. These compounds are octaazatetracenes which are known to exhibit isomerism based on proton transfer. Polymers will be made subsequently. A higher order pyrazinacene with 7 pyrazine rings with several reduced rings has also been prepared for study of intramolecular proton transfer processes stated in this project. It is currently under study with publication expected in 2016 (In preparation: G. J. Richards, J. P. Hill and coworkers, "Tetradecaazaheptacene").
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Current Status of Research Progress |
Current Status of Research Progress
2: Research has progressed on the whole more than it was originally planned.
Reason
Synthesis of the pyrazinacenes can so far be routinely performed up to octaazatetracene (i.e. N8-Pyrazinacenes). This is suitable for the investigation of proton conduction in the polymer derivatives as per the proposal. Difficulties in the synthesis of higher pyrazinacenes (N10- and N12-pyrazinacenes) is now being addressed. Yields of the compounds require improvements in order to obtain sufficient quantities for study. However, progress towards obtaining suitable materials for study has occurred.
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Strategy for Future Research Activity |
Since we have now developed reliable synthetic methods for N8-Pyrazinacenes, the work will focus on preparation of polymer derivatives for studies of proton conduction in the bulk materials and their composites. This was one primary aim of the project. The synthesis of materials with larger numbers of fused pyrazine rings is now being developed and their properties in relation to electronic properties and molecular orbital structure tuning will be studied.
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