Shinozaki Ayako, Mimura Koichi, Nishida Tamihito
Faculty of Science, Hokkaido University, N10 W8, Kita-ku, 060-0810, Sapporo, Hokkaido, Japan.
Department of Earth and Planetary Sciences, Graduate School of Environmental Studies, Nagoya University, 464-8601, Nagoya, Japan.
Sci Rep. 2019 May 14;9(1):7335. doi: 10.1038/s41598-019-43868-2.
The chemical reaction of 2,3-naphthyridine, a nitrogen-containing aromatic compound, was investigated at pressures ranging from 0.5 to 1.5 GPa and temperatures from 473 to 573 K. A distinct decrease in the amount of residual 2,3-naphthyridine was observed in the samples recovered after reaction at ˃523 K at 0.5 and 1.0 GPa, and ˃548 K at 1.5 GPa. The formation of o-xylene and o-tolunitrile accompanied a decreasing N/C ratio of the reaction products, indicating decomposition of the aromatic ring and release of nitrogen. Precise analysis of the reaction products indicated the oligomerization of decomposed products with the residual 2,3-naphthyridine to form larger molecules up to 7mers. Nitrogen in the aromatic ring accelerated reactions to decompose the molecule and to oligomerize at lower temperatures than those typically reported for aromatic hydrocarbon oligomerization. The major reaction mechanism was similar between 0.5 and 1.5 GPa, although larger products preferentially formed in the samples at higher pressure.
研究了含氮芳香化合物2,3-萘啶在0.5至1.5吉帕压力和473至573开尔文温度范围内的化学反应。在0.5吉帕和1.0吉帕下于＞523开尔文反应后回收的样品中，以及在1.5吉帕下于＞548开尔文反应后回收的样品中，观察到残留2,3-萘啶的量明显减少。邻二甲苯和邻甲苯腈的形成伴随着反应产物氮碳比的降低，表明芳环分解和氮的释放。对反应产物的精确分析表明，分解产物与残留的2,3-萘啶发生低聚反应，形成了高达七聚体的更大分子。芳环中的氮加速了分子分解和低聚反应，其发生温度低于通常报道的芳烃低聚反应温度。尽管在较高压力下的样品中优先形成更大的产物，但0.5至1.5吉帕之间的主要反应机理相似。
