1H, 13C and 15N Nuclear Magnetic Resonance Analysis of 3,3’,4,4’-Diaminoazoxyfurazan Obtained by Oxidation of 3,4-Diaminofurazan with Peroxyformic Acid

• Autorzy: Szala M. , Lewandowski M.
• Języki publikacji: EN

Abstrakty

EN

The aim of this study was an extensive NMR analysis of 3,3’,4,4’-diaminoazoxyfurazan (DAAF) obtained by a new method that involves oxidation of 3,4-diaminofurazan to DAAF using a H2O2/HCOOH mixture. The raw product, after washing with water and drying, was min. 98% pure. We present proton, carbon and nitrogen NMR spectra of the prepared DAAF. Detailed analysis of the nitrogen spectrum gave interesting information about aromaticity of the substituted furazan rings.

Słowa kluczowe

EN

diaminoazoxyfurazan; nuclear magnetic resonance (NMR); synthesis; peroxyformic acid

• Wydawca: Sieć Badawcza Łukasiewicz - Instytut Przemysłu Organicznego
• Czasopismo: Central European Journal of Energetic Materials
• Rocznik: 2016
• Tom: Vol. 13, no. 2
• Strony: 349--356
• Opis fizyczny: Bibliogr. 8 poz., rys., tab.

Twórcy

autor

Szala M.

• Military University of Technology, Faculty of New Technologies and Chemistry, 2 Gen. S. Kaliskiego St., 00-908 Warsaw, Poland

autor

Lewandowski M.

• Military University of Technology, Faculty of New Technologies and Chemistry, 2 Gen. S. Kaliskiego St., 00-908 Warsaw, Poland

Bibliografia

• [1] Solodyuk G. Boldyrev M., Gidaspov, V., Oxidation of 3-4-Diaminofurazan by Some Peroxide Reagents, J. Org. Chem. USSR, 1981, 756.
• [2] Zelenin A.K., Stevens E.D., Trudell M.L., Synthesis and Structure of 4-[(4-Nitrol, 2,5-oxadiazol-3-yl)-NNO-azoxyl]-1,2,5-oxadiazol-3-amine, Struct. Chem., 1997, 8(5), 373-377.
• [3] Chavez D., Hill L., Hiskey M., Kinkead S., Preparation and Properties of Azo- and Azoxy-Furazans, J. Energ. Mater., 2000, 18, 219.
• [4] Francois E.G., Chavez D.E., Sandstrom M.M., The Development of a New Synthesis Process for 3,3’-Diamino-4,4’-azoxyfurazan (DAAF), Propellants Explos. Pyrotech., 2010, 35, 529-534.
• [5] Coburn M.D., Picrylamino-substituted Heterocycles. II. Furazans (1,2), J. Heterocyclic Chem., 1968, 5, 83.
• [6] Todres Z.V., Zaitsev B.E., Investigation of Aromatic Heterocycles XV. Comparison of the Spectral Properties of Arene-1,2,5-oxadiazoles, Their N-oxides, and 4,5-Dihydro Derivatives, Khim. Geterotsikl. Soedin., 1970, 8, 1036-1042.
• [7] Fischer N., Hull K., Klapötke T.M., Stierstorfer J., Laus G., Hummel M., 5,5’-Azoxytetrazolates – a New Nitrogen-rich Dianion and its Comparison to 5,5’-Azotetrazolate, Dalton Trans., 2012, 41, 11201.
• [8] Mel’nikova T., Novikova T., Khmel’nitskii L., Sheremetev A., Novel Synthesis of 3,4-Dicyanofuroxan, Mendeleev Commun., 2001, 11, 30-31.

Uwagi

Opracowanie ze środków MNiSW w ramach umowy 812/P-DUN/2016 na działalność upowszechniającą naukę.