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通过主链异构化提高10种硝基取代联吡唑的热稳定性并降低其机械敏感性

Backbone Isomerization to Enhance Thermal Stability and Decrease Mechanical Sensitivities of 10 Nitro-Substituted Bipyrazoles.

作者信息

Meng Jingwei, Fei Teng, Cai Jinxiong, Lai Qi, Zhang Jinya, Pang Siping, He Chunlin

机构信息

Experimental Center of Advanced Materials, School of Materials Science & Engineering, Beijing Institute of Technology, Beijing 100081, China.

Xi'an Aerospace Propulsion Test Technique Institute, Xi'an 710100, China.

出版信息

ACS Appl Mater Interfaces. 2023 Oct 18;15(41):48346-48353. doi: 10.1021/acsami.3c12574. Epub 2023 Oct 6.

DOI:10.1021/acsami.3c12574
PMID:37801729
Abstract

The development of novel, environmentally friendly, and high-energy oxidizers remains interesting and challenging for replacing halogen-containing ammonium perchloride (). The trinitromethyl moiety is one of the most promising substituents for designing high-energy density oxidizers. In this study, a backbone isomerization strategy was utilized to manipulate the properties of 10 nitro group-substituted bipyrazoles containing the largest number of nitro groups among the bis-azole backbones so far. Another advanced high-energy density oxidizer, 3,3',5,5'-tetranitro-1,1'-bis(trinitromethyl)-1,1'-4,4'-bipyrazole (), was designed and synthesized. Compared to the isomer 4,4',5,5'-tetranitro-2,2'-bis(trinitromethyl)-2,2'-3,3'-bipyrazole () ( = 125 °C), possesses better thermostability ( = 156 °C), which is close to that of ammonium dinitramide () ( = 159 °C), and it possesses better mechanical sensitivity (impact sensitivity () = 13 J and friction sensitivity () = 240 N) than that of ( = 9 J and = 215 N), thereby demonstrating a promising perspective for practical applications.

摘要

开发新型、环境友好且高能的氧化剂,对于取代含卤高氯酸铵而言,仍然饶有趣味且具有挑战性。三硝基甲基部分是设计高能密度氧化剂最有前景的取代基之一。在本研究中,采用了主链异构化策略来调控10种硝基取代联吡唑的性质,这些联吡唑在目前的双唑主链中含有最多数量的硝基。设计并合成了另一种先进的高能密度氧化剂3,3',5,5'-四硝基-1,1'-双(三硝基甲基)-1,1'-4,4'-联吡唑。与异构体4,4',5,5'-四硝基-2,2'-双(三硝基甲基)-2,2'-3,3'-联吡唑(熔点 = 125℃)相比,其具有更好的热稳定性(熔点 = 156℃),这与二硝酰胺铵(熔点 = 159℃)相近,并且它比该异构体具有更好的机械感度(撞击感度(落锤试验)= 13 J,摩擦感度(摆锤试验)= 240 N)(熔点 = 9 J,摆锤试验 = 215 N),从而展现出良好的实际应用前景。

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