Parul Saini, Jatinder Singh, Vikranth Thaltiri, Richard J. Staples and Jeanne M. Shreeve
{"title":"Strategies for balancing safety in oxadiazole tetrazole derivatives: the role of the oxime group†","authors":"Parul Saini, Jatinder Singh, Vikranth Thaltiri, Richard J. Staples and Jeanne M. Shreeve","doi":"10.1039/D5MA00150A","DOIUrl":null,"url":null,"abstract":"<p >The development of modern thermostable and insensitive energetic materials is crucial. In this study, straightforward syntheses of thermostable and insensitive 4-amino-1,2,5-oxadiazol-3-yl(1<em>H</em>-tetrazol-5-yl)methanone oxime (<strong>4</strong>) and its energetic salts (<strong>5–7</strong>) are given. These oxime-bridged oxadiazole-tetrazole derivatives exhibit significant thermal stability, with decomposition temperatures 204–275 °C, and demonstrate high insensitivity to impact (IS > 40 J) and friction (FS > 360 N). These significant energetic performance properties can be ascribed to the oxime group positioned between the oxadiazole and tetrazole rings, which promotes robust non-covalent interactions within the molecular geometry. Moreover, the compounds exhibit favorable densities and high heats of formation compared to TNT, RDX, TATB, and HNS.</p>","PeriodicalId":18242,"journal":{"name":"Materials Advances","volume":" 10","pages":" 3338-3343"},"PeriodicalIF":5.2000,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/ma/d5ma00150a?page=search","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Materials Advances","FirstCategoryId":"1085","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/ma/d5ma00150a","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MATERIALS SCIENCE, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The development of modern thermostable and insensitive energetic materials is crucial. In this study, straightforward syntheses of thermostable and insensitive 4-amino-1,2,5-oxadiazol-3-yl(1H-tetrazol-5-yl)methanone oxime (4) and its energetic salts (5–7) are given. These oxime-bridged oxadiazole-tetrazole derivatives exhibit significant thermal stability, with decomposition temperatures 204–275 °C, and demonstrate high insensitivity to impact (IS > 40 J) and friction (FS > 360 N). These significant energetic performance properties can be ascribed to the oxime group positioned between the oxadiazole and tetrazole rings, which promotes robust non-covalent interactions within the molecular geometry. Moreover, the compounds exhibit favorable densities and high heats of formation compared to TNT, RDX, TATB, and HNS.
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