Background: 3,3,7,7-tetrakis (difluoramino) octahydro-1,5-dinitro-1,5-diazocine (HNFX), as an
important oxidizer in propellants, has received much attention due to its high density and energy. However,
there are many difficulties that need to be solved, such as complex synthetic processes, low product yield, high
cost of raw materials and complicated purification. In the synthesis of HNFX, the intermediate named 1,5-bis
(p-toluenesulfonyl)-3,7-dihydroxyoctahydro-1, 5-diazocine (gem-diol), is difficult to synthesize.
Methods: A simple method was used to synthesize the gem-diol. This prepared gem-diol was characterized by
FT-IR, 1H NMR, melting point and mass spectrometry. In order to increase the yield of gem-diol, response surface
methodology (RSM) was introduced to optimize experimental conditions.
Results: After the establishment of the model, the optimal conditions of synthesis were found to be 9.33h for
reaction time, 6.13wt. % for the concentration of NaOH and 1.38:1 for ratio of ECH (p-toluenesulfonamide):
TCA (epichlorohydrin). Under the optimal conditions, the experimental value and the predicted value of yield
were 22.18% and 22.92%, respectively.
Conclusion: 1,5-bis (p-toluenesulfonyl)-3,7-dihydroxyoctahydro-1,5-diazocine (gem-diol) can be synthesized
using the low cost of chemical materials, including p-toluenesulfonamide, epichlorohydrin, sodium hydroxide
and ethanol. Response surface methodology (RSM) is an effective method to optimize the synthesis process,
thereby improving the yield of gem-diol