[1]王娟,刘大斌,周新利.1,4-二(叠氮乙酰氧基)-2,3-二(叠氮乙酰氧甲基)-2,3-二硝基丁烷的合成[J].爆破器材,2013,42(01):1-4.[doi:10.3969/j.issn.1001-8352.2013.01.001]
　WANG Juan,LIU Dabin,ZHOU Xinli.Synthesis of 1,4-Di(azidoacetoxy)-2,3-Di(Azidoacetoxymethyl)-2,3-Dinitro-Butane[J].EXPLOSIVE MATERIALS,2013,42(01):1-4.[doi:10.3969/j.issn.1001-8352.2013.01.001]
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1,4-二(叠氮乙酰氧基)-2,3-二(叠氮乙酰氧甲基)-2,3-二硝基丁烷的合成()
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《爆破器材》[ISSN:1001-8352/CN:32-1163/TJ]

卷:
42
期数:
2013年01
页码:
1-4
栏目:
基础理论
出版日期:
2013-02-20

文章信息/Info

Title:
Synthesis of 1,4-Di(azidoacetoxy)-2,3-Di(Azidoacetoxymethyl)-2,3-Dinitro-Butane
文章编号:
4561
作者:
王娟; 刘大斌; 周新利
南京理工大学化工学院（江苏南京，210094）
Author(s):
WANG Juan;  LIU Dabin;  ZHOU Xinli
School of Chemical Engineering, Nanjing University of Science and Technology (Jiangsu Nanjing, 210094)
关键词:
1; 4-二(叠氮乙酰氧基)-2; 3-二(叠氮乙酰氧甲基)-2; 3-二硝基丁烷（BDAA）; 合成; 表征; 含能增塑剂
Keywords:
1; 4-di(azidoacetoxy)-2; 3-di(azidoacetoxymethyl)-2; 3-dinitro-butane;  synthesis;  characterization;  energy plasticizer
分类号:
TQ56O62 TJ55
DOI:
10.3969/j.issn.1001-8352.2013.01.001
文献标志码:
A
摘要:
以2,3-二羟甲基-2,3-二硝基-1,4-丁二醇为原料经酯化和叠氮化两步反应合成了1,4-二(叠氮乙酰氧基)-2,3-二(叠氮乙酰氧甲基)-2,3-二硝基丁烷（BDAA），总收率为68.8%。采用1H NMR和IR对目标产物及中间体的结构进行了表征。分别采用甲苯和二甲苯两种溶剂进行酯化反应，发现二甲苯为该反应的较优溶剂；通过对催化剂硫酸﹑磷酸和对甲苯磺酸的比较，得出对甲苯磺酸为该酯化反应的较优催化剂；通过对叠氮化反应的讨论，确定了四丁基溴化铵为该反应较优相转移催化剂。DSC分析表明，BDAA的分解峰温为206.44℃。TG分析表明，BDAA的热分解可能分两步进行，在500℃时，尚未分解完全。
Abstract:
The target compound 1,4-di(azidoacetoxy)-2,3-di(azidoacetoxymethyl)-2,3-dinitro-butane was successfully synthesized by esterification and azidation from 2,3-bis(hydroxymethyl)2,3-dinitro-1,4-butanediol with a total yield of 68.8%. The Structure of the target product and its intermediate was characterized by-1HNMR and IR. Toluene and xylene were used as solvents respectively during esterification, and the latter was confirmed to be much more appropriate for the reaction. Optimal catalysts ptoluenesulfonic acid was determined for esterification compared with sulfuric acid and phosphoric acid. 1,4-di(azidoacetoxy)-2,3-di(azidoacetoxymethyl)-2,3-dinitro-butane was decomposed at 206.44℃ according to the result of DSC measurement. TG examination result show that the target product is featured by a two step thermal decomposition process, which is incomplete until 500℃.

参考文献/References:

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备注/Memo

备注/Memo:
收稿日期：2012-11-05
作者简介：王娟(1983~)，女，博士，主要从事有机合成的研究。
通信作者：周新利（1973~），男，副研究员，主要从事含能材料的研究。
更新日期/Last Update: 2013-02-28