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Synthesis, Characterization, and Rheological Evaluation of 1,3-Diazido-2-ethyl-2-nitropropane as an Energetic Plasticizer
Journal of Energetic Materials ( IF 1.7 ) Pub Date : 2012-04-01 , DOI: 10.1080/07370652.2010.548348
Kavita Ghosh , Javaid Athar , Suman Pawar , B. G. Polke , A. K. Sikder

An energetic plasticizer, 1,3-diazido-2-ethyl-2-nitropropane (DAENP), was synthesized and characterized in good yield and high purity. DAENP is synthesized in three steps: 1) 1-nitropropane is condensed with formaldehyde to yield 2-ethyl-2-nitro-1,3-propane diol; 2) 2-ethyl-2-nitro-1,3-propane diol on tosylation gave 2-ethyl-2-nitro-1,3-bis(p-toluene sulfonyl) propyl ester; 3) azidation of the tosylated compound gives DAENP. The product was characterized by elemental analysis, Fourier transform infrared (FTIR) spectroscopy and 1H-NMR and purity was tested by high-performance liquid chromatography (HPLC). Thermal studies revealed that DAENP is thermally stable up to 196°C, has high energy output of the order 2,056 J/g, and a very low glass transition temperature (−96.76°C). DAENP is compatible with energetic binders like glycidyl azide polymer (GAP), 3,3-bis (azido methyl)oxetane–tetra hydroxyl furan (BAMO-THF) copolymer, and poly-3-nitrato methyl-3-methyl oxtetane (poly NIMMO or PLN). Rheological and thermal data showed that it can be used successfully with these binders.

中文翻译:

1,3-二叠氮基-2-乙基-2-硝基丙烷作为高能增塑剂的合成、表征和流变学评价

合成了一种含能增塑剂 1,3-二叠氮基-2-乙基-2-硝基丙烷 (DAENP),其收率好、纯度高。DAENP的合成分三步:1)1-硝基丙烷与甲醛缩合得到2-乙基-2-硝基-1,3-丙二醇;2) 2-乙基-2-硝基-1,3-丙二醇甲苯磺酰化得到2-乙基-2-硝基-1,3-双(对甲苯磺酰基)丙酯;3)甲苯磺酰化化合物的叠氮化得到DAENP。产物通过元素分析、傅里叶变换红外(FTIR)光谱和1H-NMR表征,并通过高效液相色谱(HPLC)测试纯度。热研究表明,DAENP 在高达 196°C 的温度下具有热稳定性,具有 2,056 J/g 的高能量输出和非常低的玻璃化转变温度 (-96.76°C)。DAENP 与高能粘合剂兼容,如缩水甘油基叠氮化物聚合物 (GAP)、3,3-双(叠氮甲基)氧杂环丁烷-四羟基呋喃(BAMO-THF)共聚物和聚-3-硝基甲基-3-甲基氧杂环丁烷(聚 NIMMO或 PLN)。流变学和热学数据表明它可以成功地与这些粘合剂一起使用。
更新日期:2012-04-01
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