Aromatic Nucleophilic Substitution of FOX‐7: Synthesis and Properties of 1‐Amino‐1‐Picrylamino‐2,2‐Dinitroethylene (APDE) and Its Potassium Salt [K(APDE)]
Autor: | Yanan Li, Kangzhen Xu, Tian-Hong Zhou, Zhicun Feng, Chuping Li, Hao Wang |
---|---|
Rok vydání: | 2019 |
Předmět: |
010405 organic chemistry
Chemistry Detonation velocity Potassium Thermal decomposition Detonation chemistry.chemical_element General Chemistry Nuclear magnetic resonance spectroscopy Crystal structure 010402 general chemistry 01 natural sciences 0104 chemical sciences Crystallography FOX-7 chemistry.chemical_compound Nucleophilic substitution |
Zdroj: | ChemPlusChem. 84:794-801 |
ISSN: | 2192-6506 |
DOI: | 10.1002/cplu.201900236 |
Popis: | Two energetic compounds, 1-amino-1-picrylamino-2,2-dinitroethylene (APDE) and its potassium salt [K(APDE)] were synthesized through an aromatic nucleophilic substitution reaction between FOX-7 and picryl chloride. APDE and K(APDE) were characterized by elemental analysis, IR, NMR spectroscopy, and X-ray diffraction. APDE has a 3D wavy layered stacking structure similar to FOX-7. K(APDE) (peak temperature (Tip )=185.6 °C and impact sensitivity (IS)=19.6 J) presents better stability than APDE (tap =133.3 °C and IS=15.7 J). The reasons why the stability of APDE is lower than that of FOX-7 and picryl chloride are analyzed. The detonation velocity (D) and detonation pressure (P) of APDE (8.36 km s-1 and 31.3 Gpa) are close to those of FOX-7 and RDX. The thermal decomposition of K(APDE) is very violent, and its detonation performance (D=9.14 km s-1 and P=38.6 Gpa) is comparable to that of HMX, indicating that K(APDE) has good potential to be a high explosive. |
Databáze: | OpenAIRE |
Externí odkaz: |