4185-47-1Relevant articles and documents
Synthesis, Optimization, and Thermal Risk Analysis of One-Pot N-Nitrodiethanolamine Dinitrate Synthesis
Li, Wei,Feng, Wei,Hao, Jie,Guo, Zichao,Chen, Liping,Chen, Wanghua
, p. 2388 - 2393 (2019)
N-Nitrodiethanolamine dinitrate (DINA) is a nitramine explosive containing both O-nitro and N-nitro groups. In this work, the synthesis of DINA by nitration of diethanolamine hydrochloride (DEAHC) with the fuming nitric acid/acetic anhydride (HNO3/Ac2O) system was developed and optimized. It was found that large amounts of acetic anhydride and low reaction temperature are favorable to the yield of DINA. When the DEAHC:HNO3:Ac2O molar ratio was 1:4.5:6 and the initial reaction temperature was decreased to 5 °C, the yield of DINA reached a?92%. The thermal risk of this synthesis route was also analyzed. The value of TD24 for the final reaction mixture was calculated to be 61.9 °C, which is significantly higher than the MTSR for the synthesis process. This indicates that as long as the addition immediately stops in case of the cooling failure scenario, decomposition of the formed DINA will not occur. The above analysis shows that the DINA synthesis approach reported here is favorable in terms of both productivity and safety.
Experiment and Simulations for the Thermal Safety of the Nitration Reaction Liquid of the Final State in the Synthesis Process ofN-Nitrodihydroxyethyl Dinitrate (DINA)
An, Jing,Chang, Hai,Ding, Li,Wang, Xiaofeng,Zhou, Jing,Zhu, Yanlong
, p. 2110 - 2118 (2021/09/18)
In the synthesis process ofN-nitrodihydroxyethyl dinitrate (DINA) with the HNO3-Mg(NO3)2method, the thermal stability of the nitration reaction liquid of the final state is poor, which leads to the thermal runaway of the entire reaction system easily. The research on the thermal runaway reaction under actual reaction conditions indicates high consumption and high risk. In this article, thermal decomposition behavior and isothermal thermal decomposition kinetics of the nitration reaction liquid of the final state in the synthesis process of DINA were investigated by differential scanning calorimetry (DSC) and microcalorimetry. The mechanism of the stability of the nitration reaction liquid was explored. The thermal safety of the material in a large-scale reactor was simulated and predicted by a thermal simulation software on the basis of kinetic parameters including activation energy, pre-exponential factors, and mechanistic functions. These findings not only avoid the risk and consumption of large-size materials but also guide their application in process optimization, inherent safety design, and handling.
Synthesis of β-nitroxyalkylnitramines
Tanakovsky,Ermakov,Vinogradov,Sigai
, p. 1024 - 1025 (2007/10/03)
β-Nitroxyalkylnitramines were obtained by nitration of β-hydroxyalkyl sulfamates, products of the condensation of derivatives of sulfamic acid with alkene oxides, by a mixture of HNO3 and H2SO4.