Methods for preparing dihydroxyammonium 5,5′-bistetrazole-1,1′diolate

A method of preparing dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate, the method comprising steps of:

• synthesizing 5,5′-bistetrazole-1,1′-diol dihydrate (1,1′-BTO) from ditetrahydropyranyl diazidoglyoxime using a hydrochloric acid (HCl) solution in a first solvent;
• and
• obtaining dihydroxylammonium 5,5′-bistetrazole-1,l′-diolate, and simultaneously, reacting and neutralizing the 1,1′-BTO and an amine solution,
• wherein the step of synthesizing the 1, 1′-BTO comprises adding the ditetrahydropyranyl diazidoglyoxime and the first solvent to a reactor, adding an HCl solution with a concentration of 20% to 50%, and performing stirring in a temperature range of 30° C. to 60° C.,
• wherein the step of obtaining the dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate comprises:
• forming a solution by dissolving an amine solution and an HCl solution in water and then adding sodium hydroxide (NaOH), and adding water, to prepare an amine-containing solution;
• adding the 1, 1′-BTO and the amine-containing solution to the first solvent;
• performing stirring for 10 minutes to 40 minutes while maintaining a temperature range of 30° C. to 50° C.;
• raising a temperature of a reactor to a temperature of 70° C. to 90° C. and performing stirring for 20 minutes to 60 minutes;
• adding an amine-containing solution;
• performing stirring;
• performing cooling by lowering a reaction temperature of a solution to a temperature of 1° C. to 10° C.;
• and performing a filtration, to precipitate dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate, and
• wherein the first solvent comprises at least one selected from a group consisting of tetrahydrofuran (THF), dimethylformamide (DMF), dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), and m-cresol.