An efficient method to synthesize TNAD by the nitration of 1,4,5,8-tetraazabicyclo-[4,4,0]-decane with N_2O_5 and acidic ionic liquids  

An efficient method to synthesize TNAD by the nitration of 1,4,5,8-tetraazabicyclo-[4,4,0]-decane with N_2O_5 and acidic ionic liquids

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作  者:Xiao-Feng Cao Bin-Dong Li Min Wang 

机构地区:[1]Chemical Engineering College,Nanjing University of Science and Technology

出  处:《Chinese Chemical Letters》2014年第3期423-426,共4页中国化学快报(英文版)

基  金:financial support from the Nature Science Foundation of Jiangsu Province (No. BK2011697)

摘  要:An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane (TNAD) with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [(CH2)4SO3HMim]X and [Capl]X (X =pTSO-, NO3 , HS04-), and various parameters such as equivalents of ionic liquid, molar ratio of N205 tO the starting material, reaction time and temperature, and solvent were investigated, Ionic liquid [(CH2)4SO3HMim]HS04 showed better catalytic activity. In the presence of 3% molar ratio of [(CH2)4SO3HMim]HS04 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-l,4,5,8- tetraazabicvclo-14.4.01-decane was improved bv 6.2~; comnared to the system without ionic liauid.An experimental study was carried out on the direct nitration of 1,4,5,8-tetraaza-bicyclo-[4,4,0]-decane to synthesize 1,4,5,8-tetranitro-l,4,5,8-tetraazabicyclo-[4,4,0]-decane (TNAD) with N205 catalyzed by acidic ionic liquids. Various ionic liquids, such as [HMim]X, [(CH2)4SO3HMim]X and [Capl]X (X =pTSO-, NO3 , HS04-), and various parameters such as equivalents of ionic liquid, molar ratio of N205 tO the starting material, reaction time and temperature, and solvent were investigated, Ionic liquid [(CH2)4SO3HMim]HS04 showed better catalytic activity. In the presence of 3% molar ratio of [(CH2)4SO3HMim]HS04 ionic liquid to the staring material, the yield of 1,4,5,8-tetranitro-l,4,5,8- tetraazabicvclo-14.4.01-decane was improved bv 6.2~; comnared to the system without ionic liauid.

关 键 词:1 4 5 8-Tetraazabicyclo-[4 4 0]-decaneN205Inert solventAcidicionicliquidsTNAD 

分 类 号:O621.2[理学—有机化学]

 

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