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[1]段秉蕙,刘宁,王伯周,等.7H-三呋咱并[3,4-b:3’,4’-f:3",4"-d]氮杂环庚三烯及新型含能衍生物合成及性能的理论计算[J].火炸药学报,2019,42(2):114-119.[doi:10.14077/j.issn.1007-7812.2019.02.002]
 DUAN Bing-hui,LIU Ning,WANG Bo-zhou,et al.Synthesis and Theoretical Calculation of Properties for 7H-Trifurazano [3,4-b: 3’,4’-f: 3",4"-d]azepine and Its Novel Energetic Derivatives[J].,2019,42(2):114-119.[doi:10.14077/j.issn.1007-7812.2019.02.002]
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7H-三呋咱并[3,4-b:3’,4’-f:3",4"-d]氮杂环庚三烯及新型含能衍生物合成及性能的理论计算()
     
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《火炸药学报》[ISSN:1007-7812/CN:61-1310/TJ]

卷:
42卷
期数:
2019年第2期
页码:
114-119
栏目:
出版日期:
2019-04-30

文章信息/Info

Title:
Synthesis and Theoretical Calculation of Properties for 7H-Trifurazano [3,4-b: 3’,4’-f: 3",4"-d]azepine and Its Novel Energetic Derivatives
作者:
段秉蕙 刘宁 王伯周 卢先明 莫洪昌 徐明辉 舒远杰
西安近代化学研究所, 陕西 西安 710065
Author(s):
DUAN Bing-hui LIU Ning WANG Bo-zhou LU Xian-ming MO Hong-chang XU Ming-hui SHU Yuan-jie
Xi’an Modern Chemistry Research Institute, Xi’an 710065, China
关键词:
有机化学7H-三呋咱并[34-b:3’4’-f:3"4"-d]氮杂环庚三烯(HTFAZ)34-双(3’-硝基呋咱-4’-基)氧化呋咱(DNTF)含能衍生物
Keywords:
organic chemistry7H-trifurazano[34-b:3’4’-f:3"4"-d]azepine (HTFAZ)34-bis(3’-nitrofurazano-4’-yl)furoxan (DNTF)energetic derivatives
分类号:
TJ55;O62
DOI:
10.14077/j.issn.1007-7812.2019.02.002
文献标志码:
-
摘要:
以3,4-双(3’-硝基呋咱-4’-基)氧化呋咱(DNTF)为原料,经亲核取代、环化、还原反应得到7H-三呋咱并[3,4-b:3’,4’-f:3",4"-d]氮杂环庚三烯(HTFAZ);利用HTFAZ的反应活性,自主设计合成了两种新型含能化合物7-(2,4,6-三硝基苯基)-三呋咱并[3,4-b:3’,4’-f:3",4"-d]氮杂环庚三烯(化合物1)和7-(2,4,6-三硝基-3,5-二氨基苯基)-三呋咱并[3,4-b:3’,4’-f:3",4"-d]氮杂环庚三烯(化合物2),并采用红外、核磁(1H NMR、13C NMR)、元素分析等进行了结构表征;采用DSC方法研究了化合物1和化合物2的热性能;采用Kamlet-Jacobs方程预估了两种化合物的爆轰性能。结果表明,改进HTFAZ的合成路线后,HTFAZ的收率达到63.2%;化合物1和化合物2的热分解温度分别为371.7℃和296.3℃,表现出良好的热稳定性;化合物1的密度为1.90 g/cm3,理论爆速为8 033 m/s,理论爆压为30.11 GPa,其爆轰性能优于TNT,密度和热稳定性高于TNT和RDX。
Abstract:
7H-Trifurazano[3,4-b:3’,4’-f:3",4"-d]azepine (HTFAZ) was synthesized via the reactions of nucleophilic substitution, cyclization and reduction using 3,4-bis(3’-nitrofurazano-4’-yl)furoxan (DNTF) as starting material. Based on the reactivity of HTFAZ, the two novel energetic compounds 7-(2,4,6-trinitrophenyl)-trifurazano[3,4-b:3’,4’-f:3",4"-d]azepine (compound 1) and 7-(2,4,6-trinitro-3,5-diaminophenyl)-trifurazano[3,4-b:3’,4’-f:3",4"-d]azepine (compound 2) were self-designed and synthesized. The structures of the target compounds were characterized by IR, 1H NMR, 13C NMR and elemental analysis. The thermal behaviors of compounds 1 and compound 2 were investigated by DSC and the detonation performances of the two compounds were predicted by Kamlet-Jacobs equations. The results show that the yield of HTFAZ reaches 63.2% after improving synthetic route. The thermal decomposition temperatures of compound 1 and compound 2 are 371.7℃ and 296.3℃, respectively, showing good thermal stability. The density of compound 1 is 1.90 g/cm3, the peak temperature of thermal decomposition is 371.7℃, the theoretical detonation velocity is 8 033 m/s and theoretical detonation pressure is 30.11 GPa, The detonation performance of compound 1 is better than that of TNT, and the density and thermal stability are greater than those of TNT and RDX.

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备注/Memo

备注/Memo:
收稿日期:2018-9-13;改回日期:2018-11-7。
基金项目:国家自然科学青年基金(No.21703168)
作者简介:段秉蕙(1994-),女,硕士研究生,从事含能材料设计、合成及性能研究。E-mail:duanbinghui@126.com
通讯作者:刘宁(1984-),男,副研究员,从事含能材料设计、合成及性能研究。E-mail:flackliu@sina.com
更新日期/Last Update: 1900-01-01