Citation: Hui Zhen Zhi, Jun Luo, Guang An Feng, Chun Xu Lv. An efficient method to synthesize HMX by nitrolysis of DPT with N₂O₅ and a novel ionic liquid[J]. Chinese Chemical Letters, ;2009, 20(4): 379-382. doi: 10.1016/j.cclet.2008.12.040 shu

An efficient method to synthesize HMX by nitrolysis of DPT with N₂O₅ and a novel ionic liquid

School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China

Received Date: 28 August 2008

Fund Project: Financial support from National Basic Research (973) Program of China (No. 613740101) is gratefully acknowledged.

A novel polyethylene glycol (PEG)-200-based dicationic acidic ionic liquid (PEG₂₀₀-DAIL) was used to synthesize HMX from DPT by nitrolysis with N₂O₅. It was found that either N₂O₅ or PEG₂₀₀-DAIL could improve the yield. Furthermore, the combined use of PEG₂₀₀-DAIL and N₂O₅ could increase the yield of HMX to 64% with the used quantity of HNO₃ decreased dramatically.
- DPT,
- Nitrolysis,
- N₂O₅,
- Acidic ionic liquid
1. [1]
  Yan QI , Ke Li HAN . Direct Dynamics Study on CH₂O+CH₃^·→CHO+CH₄ Reaction. Chinese Chemical Letters, 2006, 17(4): 565-568.
2. [2]
  Hong-Yan Lu , Jia-Rong Li , De-Li Yang , Qi Zhang , Da-Xin Shi . A novel synthesis of nitroform by the nitrolysis of cucurbituril. Chinese Chemical Letters, 2015, 26(3): 365-368. doi: 10.1016/j.cclet.2014.12.019
3. [3]
  Xiao-Feng Cao , Bin-Dong Li , Min Wang . An efficient method to synthesize TNAD by the nitration of 1,4,5,8-tetraazabicyclo-[4,4,0]-decane with N₂O₅ and acidic ionic liquids. Chinese Chemical Letters, 2014, 25(3): 423-426. doi: 10.1016/j.cclet.2013.12.015
4. [4]
  Xiao Ming Ma , Bin Dong Li , Ming Lu , Chun Xu Lv . Rare earth metal triflates catalyzed electrophilic nitration using N₂O₅. Chinese Chemical Letters, 2012, 23(1): 73-76. doi: 10.1016/j.cclet.2011.09.021
5. [5]
  YE Zhi-Wen , QIAN Hua , LÜ Chun-Xu . Supported Heteropolyacids Assisted Selective Nitration of Toluene with N₂O₅. Chinese Journal of Applied Chemistry, 2008, 25(2): 185-188.
6. [6]
  Ying Li , Shuanglan Hu , Jianhua Cheng , Wenyong Lou . Acidic ionic liquid-catalyzed esterification of oleic acid for biodiesel synthesis. Chinese Journal of Catalysis, 2014, 35(3): 396-406. doi: 10.1016/S1872-2067(14)60005-X
7. [7]
  A. Davoodnia , M. Bakavoli , R. Moloudi , M. Khashi , N. Tavakoli-Hoseini . 7-Deazapurines: Synthesis of new pyrrolo[2,3-d]pyrimidin-4-ones catalyzed by a Brφnsted-acidic ionic liquid as a green and reusable catalyst. Chinese Chemical Letters, 2010, 21(1): 1-4. doi: 10.1016/j.cclet.2009.09.002
8. [8]
  Abbas Rahmati . A rapid and efficient method for the synthesis of 14H-dibenzo [α.j] xanthenes, aryl-5H-dibenzo [b.i]xanthene-5,7,12,14-(13H)-tetraone and 1,8-dioxooctahydroxanthenes by acidic ionic liquid. Chinese Chemical Letters, 2010, 21(7): 761-764. doi: 10.1016/j.cclet.2010.02.014
9. [9]
  Harjinder Singh , Sudesh Kumari , Jitender M. Khurana . A new green approach for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one derivatives using task specific acidic ionic liquid [NMP]H₂PO₄. Chinese Chemical Letters, 2014, 25(10): 1336-1340. doi: 10.1016/j.cclet.2014.05.014
10. [10]
  Yan Fang DU , Xi Min QI , Peng ZHAO , Jia Xing LU , Ming Yuan HE . Electropolymerization of O-Phenylenediamine in an Ionic Liquid. Chinese Chemical Letters, 2004, 15(9): 1098-1100.
11. [11]
  QIAN Hu , YE Zhi-Wen , LÜ Chun-Xu . Nitration and Nitrolysis of TAIW with N₂O₅/HNO₃ to Synthesize CL-20. Chinese Journal of Applied Chemistry, 2008, 25(3): 378-380.
12. [12]
  QIAN Hua , YE Zhi-Wen , LIU Da-Bin . Selective Nitration of Chlorobenzene with N₂O₅ Assisted by Supported Heteropoly Acids. Chinese Journal of Applied Chemistry, 2009, 26(6): 676-680.
13. [13]
  Somaye Karimian , Hassan Tajik . N-Protection of amines using pyridinium 2, 2, 2-trifluoroacetate ionic liquid as an efficient and reusable catalyst. Chinese Chemical Letters, 2014, 25(2): 218-220.
14. [14]
  Dong Jiang , Yuan Yuan Wang , Ming Tu , Li Yi Dai . The alcoholysis of acetonitrile prompted by Brønsted acidic ionic liquid [HSO₃-pmim]HSO₄. Chinese Chemical Letters, 2008, 19(8): 889-892. doi: 10.1016/j.cclet.2008.04.035
15. [15]
  Lei LI , Feng LIU , Xiang Xu KONG , Shun SU , Ke An LI . Liquid-liquid Extraction System Based on Non-ionic Surfactant-salt-H₂O and Mechanism of Drug Extraction. Chinese Chemical Letters, 2002, 13(4): 349-350.
16. [16]
  Maedeh Enayati , Hossein Faghihian . N-butyl-pyridinium tetrafluoroborate as a highly efficient ionic liquid for removal of dibenzothiophene from organic solutions. Journal of Fuel Chemistry and Technology, 2015, 43(2): 195-201.
17. [17]
  Dong Chu Chen , Hong Qi Ye , Hao Wu . Ionic liquid [bmim][BF₄] acts as solvent and promoter for synthesis of halo-containing N-arylphthalimides. Chinese Chemical Letters, 2007, 18(1): 27-29. doi: 10.1016/j.cclet.2006.11.027
18. [18]
  Yi Qun LI , Xin Ming XU , Mei Yun ZHOU . n-Butyl Pyridinium Nitrate as a Reusable Ionic Liquid Medium for Knoevenagel Condensation. Chinese Chemical Letters, 2003, 14(5): 448-450.
19. [19]
  Hussein Abou-Yousef , El Barbary Hassan , Philip Steele . Rapid conversion of cellulose to 5-hydroxymethylfurfural using single and combined metal chloride catalysts in ionic liquid. Journal of Fuel Chemistry and Technology, 2013, 41(2): 214-222.
20. [20]
  Hajian Robabeh , Alghour Zahra . Selective oxidation of alcohols with H₂O₂ catalyzed by zinc polyoxometalate immobilized on multi-wall carbon nanotubes modified with ionic liquid. Chinese Chemical Letters, 2017, 28(5): 971-975. doi: 10.1016/j.cclet.2016.12.003