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Polymerization Mechanism of Nitrogen-Containing Heteroaromatic Compound Under High-Pressure and High-Temperature Conditions
| Title: | Polymerization Mechanism of Nitrogen-Containing Heteroaromatic Compound Under High-Pressure and High-Temperature Conditions |
| Authors: | Shinozaki, Ayako Browse this author | | Mimura, Koichi Browse this author | | Nishida, Tamihito Browse this author | | Cody, George D. Browse this author |
| Issue Date: | 14-Jan-2021 |
| Publisher: | American Chemical Society |
| Journal Title: | The Journal of Physical Chemistry A |
| Volume: | 125 |
| Issue: | 1 |
| Start Page: | 376 |
| End Page: | 386 |
| Publisher DOI: | 10.1021/acs.jpca.0c08288 |
| Abstract: | Hydrogenated carbon nitride is synthesized by polymerization of 1,5-naphthyridine, a nitrogen-containing heteroaromatic compound, under high-pressure and high-temperature conditions. The polymerization progressed significantly at temperatures above 573 K at 0.5 GPa and above 623 K at 1.5 GPa. The reaction temperature was relatively lower than that observed for pure naphthalene, suggesting that the reaction temperature is considerably lowered when nitrogen atoms exist in the aromatic ring structure. The polymerization reaction largely progresses without significant change in the N/C ratio. Three types of dimerization are identified; naphthylation, exact dimerization, and dimerization with hydrogenation as determined from the gas chromatograph–mass spectrometry analysis of soluble products. Infrared spectra suggest that hydrogenation products were likely to be formed with sp3 carbon and NH bonding. Solid-state 13C nuclear magnetic resonance reveals that the sp3/sp2 ratio is 0.14 in both the insoluble solids synthesized at 0.5 and 1.5 GPa. Not only the dimers but also soluble heavier oligomers and insoluble polymers formed through more extensive polymerization. The major reaction mechanism of 1,5-Nap was common to both the 0.5 and 1.5 GPa experiments, although the required reaction temperature increased with increasing pressure and aromatic rings preferentially remained at the higher pressure. |
| Rights: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Physical Chemistry A, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/articlesonrequest/AOR-VS4T9YNRWQZFCIKBPBSU. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/88856 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 篠崎 彩子
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