Nitration of nitrotoluene employing ionic liquids
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- Kumasaki Mieko
- Faculty of Environment and Information Sciences, Yokohama National University, 79-7 Tokiwadai, Hodogaya-ku, Yokohama-shi, Kanagawa 240-8501,
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- Ono Hiroaki
- Graduate School of Environment and Information Sciences, Yokohama National University, 79-7 Tokiwadai, Hodogaya-ku, Yokohama-shi, Kanagawa 240-8501
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- Shiratori Tatsuya
- Graduate School of Environment and Information Sciences, Yokohama National University, 79-7 Tokiwadai, Hodogaya-ku, Yokohama-shi, Kanagawa 240-8501
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- Usuki Kyoshiro
- Graduate School of Environment and Information Sciences, Yokohama National University, 79-7 Tokiwadai, Hodogaya-ku, Yokohama-shi, Kanagawa 240-8501
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- Nishi Kazuhiko
- Department of Mechanical Engineering, Faculty of Engineering, Chiba Institute of Technology, 2-17-1 Tsudanuma, Narashino-shi, Chiba 275-0016
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説明
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.
収録刊行物
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- Science and Technology of Energetic Materials
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Science and Technology of Energetic Materials 83 (6), 147-152, 2022
一般社団法人 火薬学会
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詳細情報 詳細情報について
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- CRID
- 1390857512441374336
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- ISSN
- 24346322
- 03685977
- 13479466
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- 抄録ライセンスフラグ
- 使用不可
