Science and Technology of Energetic Materials
Online ISSN : 2434-6322
Print ISSN : 1347-9466
ISSN-L : 0368-5977
Nitration of nitrotoluene employing ionic liquids
Mieko Kumasaki Hiroaki OnoTatsuya ShiratoriKyoshiro UsukiKazuhiko Nishi
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ジャーナル フリー

2022 年 83 巻 6 号 p. 147-152

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抄録
Ionic liquids (ILs) can function as “green” solvents owing to their stability and low vapor pressure. These features help prevent the ignition of a reaction and therefore ensures its safety. In this study, the application of ILs in the synthesis of energetic materials was examined; this was accomplished using nitration reactions in an IL, i.e. 1-butyl-3- methylimidazolium trifluoromethanesulfonate [BMIM][OTf] to determine its effect on runaway reactions. In this study, the nitration process generated o-, m-, and p-nitrotoluene (NT) with by-products; the major by-product was benzoic acid (BA), and the ratio of the weight of the NTs to the BA was ~90%. Furthermore, the presence of oxygen facilitated the production of BA. The amount decreased to 0.45% under nitrogen atmosphere in a closed instrument. This investigation showed that oxygen was one of the key factors to the generation of BA, which was considered a characteristic feature of the nitration in [BMIM][OTf]. The presence of BA reduces the temperature required to initiate the exothermic reaction of the NTs. However, neither the benzoic-acid-induced temperature decrease nor the heat-of-reaction-induced adiabatic temperature increase facilitated the attainment of a temperature that triggered the decomposition of NTs or IL.
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© 2022 Japan Explosives Society

この記事はクリエイティブ・コモンズ [表示 4.0 国際]ライセンスの下に提供されています。
https://creativecommons.org/licenses/by/4.0/deed.ja
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