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Synthesis and Characterization of Fluorodinitrobenzenes with Tunable Melting Point: Potential Low Sensitive Energetic Plasticizer and Melt‐Cast Carrier †
Author(s) -
Li Yunlu,
Chen Peng,
Liu Yan,
Yin Ping,
He Chunlin,
Pang Siping
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000355
Subject(s) - chemistry , melting point , detonation , plasticizer , trinitrotoluene , melting temperature , fluorine , energetic material , analytical chemistry (journal) , nuclear chemistry , explosive material , organic chemistry , composite material , materials science
Summary of main observation and conclusion In order to explore the effects of fluoro substituents on the energy and safety of energetic compounds, a series of fluorodinitrobenzenes including 1,3‐difluoro‐2,4‐dinitrobenzene ( 1 ), 1,5‐difluoro‐2,4‐dinitrobenzene ( 2 ), 1,2,3‐trifluoro‐4,6‐dinitrobenzne ( 3 ) and 1,3,5‐trifluoro‐2,4‐dinitrobenzene ( 4 ) were prepared. All the compounds were fully characterized. The structures of 2 and 3 were further confirmed by single crystal X‐ray diffraction analysis. The results show that these compounds exhibit comparable detonation properties ( D = 6703‐6978 m·s –1 , and p = 21.3—23.7 GPa) to those of 2,4,6‐trinitrotoluene (TNT) due to the significantly increased density of fluorine introduced. Low sensitivity (IS > 40 J, and FS > 360 N) of these compounds along with different melting points make them potential candidates for different allocation. Among them, 1 and 4 with the melting point of 42.5 °C and 55.2 °C, respectively, show promise for application in the field of energetic plasticizer. Compounds 2 and 3 are potential low sensitive melt‐cast carrier due to their similar melting point and superior detonation performance to that of TNT.