Chungui Xue, Jie Tang, Caijin Lei, Chuan Xiao, Guangbin Cheng* and Hongwei Yang*,
{"title":"将 1,2,4-恶二唑酮和吡唑结合起来生成具有相对较高引爆性能和良好热稳定性的能量材料","authors":"Chungui Xue, Jie Tang, Caijin Lei, Chuan Xiao, Guangbin Cheng* and Hongwei Yang*, ","doi":"10.1021/acs.cgd.4c00487","DOIUrl":null,"url":null,"abstract":"<p >Oxadiazoles are the satisfactory structural units of energetic materials due to high densities. However, the practical use of most oxadiazole compounds in energetic materials is limited by their low thermal decomposition temperature (<180 °C). In this work, 3-(3-nitro-1<i>H</i>-pyrazol-4-yl)-1,2,4-oxadiazol-5(4<i>H</i>)-one (<b>6</b>) with relatively high detonation performance (<i>D</i><sub>v</sub> = 8315 m s<sup>–1</sup>; <i>P</i> = 29.22 GPa) and good thermal stability (<i>T</i><sub>d</sub> = 275.9 °C) has been successfully synthesized by the introduction of a pyrazole backbone into the oxadiazole skeleton, which is better than HNS (<i>D</i><sub>v</sub> = 7612 m·s <sup>–1</sup>; <i>P</i> = 24.3 GPa). In addition, compound <b>6</b> was synthesized using a green, low-toxicity three-step process (cyclization, amination, and hydrolysis) rather than highly toxic cyanogen bromide. To investigate the correlation between the structure and stability of compound <b>6</b>, calculations of Hirshfeld surface analysis, 2D-fingerprint plots, and electrostatic potentials were performed. This provides a guide to synthesizing energetic materials with high detonation and good thermal stability.</p>","PeriodicalId":34,"journal":{"name":"Crystal Growth & Design","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Combination of 1,2,4-Oxadiazolone and Pyrazole for the Generation of Energetic Materials with Relatively High Detonation Performance and Good Thermal Stability\",\"authors\":\"Chungui Xue, Jie Tang, Caijin Lei, Chuan Xiao, Guangbin Cheng* and Hongwei Yang*, \",\"doi\":\"10.1021/acs.cgd.4c00487\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Oxadiazoles are the satisfactory structural units of energetic materials due to high densities. However, the practical use of most oxadiazole compounds in energetic materials is limited by their low thermal decomposition temperature (<180 °C). In this work, 3-(3-nitro-1<i>H</i>-pyrazol-4-yl)-1,2,4-oxadiazol-5(4<i>H</i>)-one (<b>6</b>) with relatively high detonation performance (<i>D</i><sub>v</sub> = 8315 m s<sup>–1</sup>; <i>P</i> = 29.22 GPa) and good thermal stability (<i>T</i><sub>d</sub> = 275.9 °C) has been successfully synthesized by the introduction of a pyrazole backbone into the oxadiazole skeleton, which is better than HNS (<i>D</i><sub>v</sub> = 7612 m·s <sup>–1</sup>; <i>P</i> = 24.3 GPa). In addition, compound <b>6</b> was synthesized using a green, low-toxicity three-step process (cyclization, amination, and hydrolysis) rather than highly toxic cyanogen bromide. To investigate the correlation between the structure and stability of compound <b>6</b>, calculations of Hirshfeld surface analysis, 2D-fingerprint plots, and electrostatic potentials were performed. This provides a guide to synthesizing energetic materials with high detonation and good thermal stability.</p>\",\"PeriodicalId\":34,\"journal\":{\"name\":\"Crystal Growth & Design\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-06-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Crystal Growth & Design\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.cgd.4c00487\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Crystal Growth & Design","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.cgd.4c00487","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Combination of 1,2,4-Oxadiazolone and Pyrazole for the Generation of Energetic Materials with Relatively High Detonation Performance and Good Thermal Stability
Oxadiazoles are the satisfactory structural units of energetic materials due to high densities. However, the practical use of most oxadiazole compounds in energetic materials is limited by their low thermal decomposition temperature (<180 °C). In this work, 3-(3-nitro-1H-pyrazol-4-yl)-1,2,4-oxadiazol-5(4H)-one (6) with relatively high detonation performance (Dv = 8315 m s–1; P = 29.22 GPa) and good thermal stability (Td = 275.9 °C) has been successfully synthesized by the introduction of a pyrazole backbone into the oxadiazole skeleton, which is better than HNS (Dv = 7612 m·s –1; P = 24.3 GPa). In addition, compound 6 was synthesized using a green, low-toxicity three-step process (cyclization, amination, and hydrolysis) rather than highly toxic cyanogen bromide. To investigate the correlation between the structure and stability of compound 6, calculations of Hirshfeld surface analysis, 2D-fingerprint plots, and electrostatic potentials were performed. This provides a guide to synthesizing energetic materials with high detonation and good thermal stability.
期刊介绍:
The aim of Crystal Growth & Design is to stimulate crossfertilization of knowledge among scientists and engineers working in the fields of crystal growth, crystal engineering, and the industrial application of crystalline materials.
Crystal Growth & Design publishes theoretical and experimental studies of the physical, chemical, and biological phenomena and processes related to the design, growth, and application of crystalline materials. Synergistic approaches originating from different disciplines and technologies and integrating the fields of crystal growth, crystal engineering, intermolecular interactions, and industrial application are encouraged.