Benz Maximilian, Klapötke Thomas M, Kölbl Niklas, Kuch Jürgen, Lenz Tobias, Parigi Ersel, Stierstorfer Jörg
Department of Chemistry, Ludwig Maximilian University of Munich, Butenandtstr. 5-13, 81337, München, Germany.
Chemistry. 2023 Apr 18;29(22):e202204013. doi: 10.1002/chem.202204013. Epub 2023 Mar 10.
In the search for high-performance and environmentally friendly energetic materials, the derivatization of known materials is an often-applied concept to fulfill modern-day demands. Surprisingly, the long know pentaerythritol tetranitrate (PETN) has only been derivatized to a limited extent. PETN shows a brought application in energetic materials or pharmaceutics. In this work, the PETN backbone is modified by introducing nitramine, ionic nitramine, amine, ionic amine and tetrazole functionalities. The obtained and structurally similar compounds allow good comparability and insights into functional group effects on sensitivity, thermal behavior and performance. The functionalizations result in melting points in the range of 64 to 126 °C. Some compounds are therefore potential candidates to replace toxic TNT.
在寻找高性能和环境友好型含能材料的过程中，对已知材料进行衍生化是满足现代需求的一个常用概念。令人惊讶的是，早已为人所知的季戊四醇四硝酸酯（PETN）仅在有限程度上进行了衍生化。PETN在含能材料或制药领域有广泛应用。在这项工作中，通过引入硝胺、离子型硝胺、胺、离子型胺和四唑官能团对PETN主链进行了改性。所得到的结构相似的化合物具有良好的可比性，有助于深入了解官能团对灵敏度、热行为和性能的影响。官能化反应导致熔点在64至126°C范围内。因此，一些化合物有可能成为替代有毒TNT的潜在候选物。
