Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols
Abstract
The diazophenols 3‐amino‐6‐diazo‐2, 4‐dinitrophenol (4) and 3‐chloro‐6‐diazo‐2, 5‐dinitrophenol (8) were synthesized and comprehensively characterized. The regio‐selectivity of nitration reactions with N,N′‐(1, 4‐phenylene)dimethanesulfonamide (1) and N,N′‐(1, 4‐phenylene)diacetamide (6) was investigated in detail. The purity of the products was confirmed via low temperature X‐ray diffraction, multinuclear NMR spectroscopy, and elemental analysis. Moreover, the capability of 4 and 8 to initiate RDX (1, 3, 5‐trinitro‐1, 3, 5‐triazinane) was tested, together with the two other recently presented diazophenols 4‐diazo‐2, 6‐dinitrophenol (iso‐DDNP) and 3‐hydroxy‐DDNP (HODDNP). The tests revealed superior properties of HODDNP compared to DDNP and the other tested diazophenols regarding its ability to initiate RDX.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Nov 17, 2015
- Source ID
- 10.1002/zaac.201500703
Entities
People
- Andreas Preimesser
- Dániel Izsák
- Jörg Stierstorfer
- Thomas M. Klapötke
Organizations
- Office of Naval Research
- United States Army Armament Research, Development and Engineering Center
- United States Army Research Laboratory