A high density and insensitive fused [1,2,3]triazolo-pyrimidine energetic material

被引：48

作者：

Zhang, Guojie ^{[1
]}

Xiong, Hualin ^{[1
]}

Yang, Pengju ^{[1
]}

Lei, Caijin ^{[1
]}

Hu, Wei ^{[1
]}

Cheng, Guangbin ^{[1
]}

Yang, Hongwei ^{[1
]}

机构：

[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Xiaolingwei 200, Nanjing 210094, Peoples R China

来源：

CHEMICAL ENGINEERING JOURNAL | 2021年 / 404卷

基金：

中国国家自然科学基金;

关键词：

Nitration; Decomposition temperature; Crystal-structure analysis; High energy insensitivity material; LOW-SENSITIVITY; HETEROCYCLE; MULTIPURPOSE; CRYSTALS; 2-OXIDE; RING;

D O I：

10.1016/j.cej.2020.126514

中图分类号：

X [环境科学、安全科学];

学科分类号：

08 ; 0830 ;

摘要：

A novel fused triazolo-pyrimidine energetic compound was synthesized by the two-step diazotization-nitrification method or one-step direct nitration reaction. The physical properties and detonation properties of intermediate 3H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7-diamine (2) and N-(7-oxo-6,7-dihydro-2H-[1,2,3]triazolo[4,5d]pyrimidin-5-yl)nitramide (3) were further explored. Compound 2 has a higher decomposition temperature (368 degrees C) than that of 2,4,6-trinitrotoluene (TNT, 295 degrees C). X-ray crystal-structure analysis shows that the density of compound 3 was 1.97 g cm(-3) at 100 K. Not only the detonation performance of compound 3 (8845 m s(-1), 32.54 GPa) was predicted to approach RDX (8795 m s(-1), 34.9 GPa) but displays significantly good safety properties (36 J), which means that compound 3 may serve as a potential high energy insensitivity material (HEIM).

引用

页数：9

共 50 条

[1] A heat-resistant and insensitive energetic material based on fused triazolo-triazine
Lu, Xinyang
Li, Wei
Lin, Xiangyang
Huang, Haifeng
Yang, Jun
JOURNAL OF MOLECULAR STRUCTURE, 2025, 1325
[2] The chemistry of [1,2,3]triazolo[1,5-c]pyrimidine
Abarca, B
Ballesteros, R
Chadlaoui, M
Miralles, J
Murillo, JV
Colonna, D
TETRAHEDRON, 2001, 57 (51) : 10111 - 10117
[3] Fused mesoionic heterocycles:: synthesis of [1,2,3]triazolo[1,5-a]quinoline, [1,2,3]triazolo[1,5-a]quinazoline, [1,2,3]triazolo[1,5-a]quinoxaline and [1,2,3]triazolo[5,1-c]benzotriazine derivatives
Abbott, PA
Bonnert, RV
Caffrey, MV
Cage, PA
Cooke, AJ
Donald, DK
Furber, M
Hill, S
Withnall, J
TETRAHEDRON, 2002, 58 (16) : 3185 - 3198
[4] Synthesis of [1,2,3]triazolo[4,5-d]pyrimidine 3-oxides
Yavolovskii, AA
Ivanov, EI
Mazepa, AV
Ivanov, YE
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2003, 73 (09) : 1486 - 1488
[5] Synthesis of [1,2,3]Triazolo[4,5-d]pyrimidine 3-Oxides
A. A. Yavolovskii
E. I. Ivanov
A. V. Mazepa
Yu. E. Ivanov
Russian Journal of General Chemistry, 2003, 73 : 1486 - 1488
[6] Stereoselective Synthesis of 1,2,3-Triazolooxazine and Fused 1,2,3-Triazolo-δ-Lactone Derivatives
Gumus, Aysegul
Mert, Kudret
Tanyeli, Cihangir
HELVETICA CHIMICA ACTA, 2014, 97 (10) : 1340 - 1344
[7] Pyrrolo [3,4-e][1,2,3]triazolo[1,5-a]pyrimidine and pyrrolo[3,4-d][1,2,3]triazolo[1,5-a]pyrimidine.: New tricyclic ring systems of biological interest
Lauria, A
Diana, P
Barraja, P
Almerico, AM
Cirrincione, G
Dattolo, G
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (04) : 747 - 750
[8] Pyrazolo[1,5-a]pyrimidine: A New 5/6 Fused Energetic Material with High Thermal Stability
Wang, Chao
Hu, Wei
Tang, Jie
Xiao, Chuan
Yang, Hongwei
Cheng, Guangbin
CRYSTAL GROWTH & DESIGN, 2024, 24 (20) : 8496 - 8504
[9] Expanding the it -conjugate structures: Synthesis of high-energy and insensitive Tricyclic fused energetic material
Lu, Ruyi
Zhang, Guangyuan
Jiang, Shuaijie
Zhang, Kejing
Lu, Ming
Wang, Pengcheng
JOURNAL OF MOLECULAR STRUCTURE, 2025, 1319
[10] 1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-Oxide-A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials
Thottempudi, Venugopal
Yin, Ping
Zhang, Jiaheng
Parrish, Damon A.
Shreeve, Jean'ne M.
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (02) : 542 - 548

← 1 2 3 4 5 →