A New Synthetic Route for 3, 3′-Bis(fluorodinitromethyl)difurazanyl Ether (FOF-13) and Its Energetic Properties. Issue 1 (2nd January 2016)

• Record Type: Journal Article
• Authors: Zhai, Lianjie; Wang, Bozhou; Xu, Kangzheng; Huo, Huan; Liu, Ning; Li, Yanan; Li, Hui; Lian, Peng; Fan, Xuezhong
• Is Part Of: Journal of energetic materials. Volume 34:Issue 1(2016)
• Page Start: 92
• Page End: 102
• Publication Date: 2016-01-02
• Subjects: detonation velocity -- fluorination -- furazan -- nitration -- 3, 3'-bis(fluorodinitromethyl)difurazanyl ether; Explosives -- Periodicals; Propellants -- Periodicals; 662.2
• DOI: 10.1080/07370652.2014.1001917
• Languages: English
• ISSNs: 0737-0652

Abstract

Abstract : A new protocol for preparation of 3, 3-bis(fluorodinitromethyl)difurazanyl ether (FOF-13) was developed. It involves (i) nitration of 3, 3'-bis(chlorohydroxyminomethyl)difurazanyl ether with N2 O5 /MeCN to give 3, 3-bis(chlorodinitromethyl)difurazanyl ether (4 ), (ii) reduction of4 with KI/MeOH to obtain potassium salt of 3, 3'-bis(dinitromethyl)difurazanyl ether (6 ) and (iii) fluorination of6 with XeF2 in anhydrous acetonitrile to form the desired FOF-13. FOF-13 was fully characterized by IR, 13 C NMR, 19 F NMR, and elemental analysis. FOF-13 exhibits excellent physicochemical and detonation properties, such as high density (1.91 g cm ‒3 ), good thermal stability, reasonable impact sensitivity (14 J) and friction sensitivity (64%), high measured detonation velocity (8497 m s ‒1 at 1.69 g cm ‒3 ). Furthermore, the precursors4 and6 were developed for the first time.