High energy density compounds based on polynitrobenzene hydrazobenzimidazole and methods of synthesis thereof

Abstract

The application discloses a high-energy-density compound based on polynitrobenzene-linked pyrazole and a synthesis method thereof. The high-energy-density compound based on polynitrobenzene-linked pyrazole is 4-nitro-1-(2,4,6-trinitrobenzene)-pyrazole-3,5-diamine or 4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine, which is prepared from 2,4,6-trinitrochlorobenzene and 3,5-diamino-4-nitropyrazole under the condition that N,N-dimethylformamide is used as an alkali to occur nucleophilic substitution reaction. The preparation method is simple, the reaction steps are few, the separation method is simple, and the prepared product has good energy performance and stability.

Description

TECHNICAL FIELD

[0001] The present application belongs to the field of energetic materials, and relates to a high-energy-density compound based on polynitrobenzene-linked pyrazole and a synthesis method thereof. BACKGROUND

[0002] In the design of modern energetic materials, improving performance through the construction of ring-fused structures is an effective strategy to improve the performance of new high-energy-density compounds. Because ring-fused structures can increase the conjugated system of the compound, and at the same time have more modification sites, ring-fused compounds show high heat of formation, high density and good stability. In particular, ring-fused explosives based on amino bridging, the hydrogen on the amino group that plays a connecting role can form intramolecular and intermolecular hydrogen bonds with the nitro group on the picryl group, which has a stabilizing effect on the overall stability of the compound.

[0003]

[0004] However, existing amino-bridged energetic compounds have some inherent problems. For example, compounds I (Yigiter AO, Atakol MK, Levent Aksu M, Atakol O. Thermal characterization and theoretical and experimental comparison of picryl chloride derivatives of heterocyclic energetic compounds. J Therm Anal Calorim. 2017 Mar; 127(3): 2199-213.) and compound PATO (Leonard P, Bowden P, Shorty M, Schmitt M. Synthesis and Evaluation of 3-Picrylamino-1,2,4-Triazole (PATO) Formulations. Prop, Explos, Pyrotech. 2019 Feb; 44(2): 203-6.) have good thermal stability, but poor energy performance, and the detonation velocity of compound PATO does not reach 8000 m / s. -1 . Compound APATO (Chioato ZL, Although the energy performance of the compound of the application (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) is improved, the improvement is small, and the thermal stability is obviously poor (Td: 261℃). The above-mentioned compounds cannot simultaneously meet the energy performance and thermal stability, and therefore it is necessary to find a new energetic compound with good energy performance and better thermal stability. SUMMARY

[0005] The present application aims to provide a high energy density compound based on polynitrobenzene-linked pyrazole and a synthesis method thereof.

[0006] The technical solution for achieving the purpose of the present application is as follows:

[0007] The high energy density compound based on polynitrobenzene-linked pyrazole is 4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine, and the structural formula is

[0008] or 4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine, and the structural formula is

[0009] The synthesis method of the above-mentioned high energy density compound based on polynitrobenzene-linked pyrazole uses 2,4,6-trinitrochlorobenzene (1) and 3,5-diamino-4-nitropyrazole (2) as raw materials, and under the condition of N,N-dimethylformamide as a base, a nucleophilic substitution reaction occurs to obtain target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) and target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) at the same time, and the synthesis route is as follows:

[0010]

[0011] The specific steps are as follows:

[0012] Step 1, 3, 5-diamino-4-nitro pyrazole is slowly added into N, N-dimethylformamide (DMF) and stirred until completely dissolved, then 2, 4, 6-trinitrochlorobenzene is added into the solution in batches under stirring at room temperature, after the addition, the reaction solution is heated to 80-130°C and stirred for more than 1 hour, after the reaction is completed, the reaction solution is cooled to room temperature, and the reaction solution is added into water in batches to obtain red solid 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N 5 a mixture of 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N

[0013] Step 2, the mixture of 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N 5 -(2, 4, 6-trinitrophenyl)-1H-pyrazole-3, 5-diamine is added into a solvent, ultrasonic dispersion is performed, then the solid is filtered and dried in air to obtain 4-nitro-N 5 -(2, 4, 6-trinitrophenyl)-1H-pyrazole-3, 5-diamine, the filtrate is concentrated to remove the excess solvent, and dried in air to obtain 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine, and the solvent is selected from ethyl acetate, chloroform, ethanol, acetonitrile, a mixed solvent of ethyl acetate\acetone with a volume ratio of 1:0.5-2, a mixed solvent of methanol\ethanol with a volume ratio of 1:0.5-2, a mixed solvent of acetonitrile\tetrahydrofuran with a volume ratio of 1:0.5-2, a mixed solvent of chloroform\methanol with a volume ratio of 1:0.5-2 or acetone.

[0014] Preferably, in step 1, the molar ratio of 3, 5-diamino-4-nitro pyrazole to N, N-dimethylformamide is 1:2-5, more preferably 2:5.

[0015] Preferably, in step 1, the molar ratio of 2, 4, 6-trinitrochlorobenzene to N, N-dimethylformamide is 1:1-6, more preferably 1:3.

[0016] Preferably, in step 1, the molar ratio of 2, 4, 6-trinitrochlorobenzene to 3, 5-diamino-4-nitro pyrazole is 1:2.

[0017] Preferably, in step 1, the reaction time is 2-6h.

[0018] Preferably, in step 2, the weight ratio of the mixture of 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N 5 -(2, 4, 6-trinitrophenyl)-1H-pyrazole-3, 5-diamine to the solvent is 1:10-200, more preferably 1:50.

[0019] Preferably, in step 2, the ultrasonic dispersion time is 10-60 minutes.

[0020] Compared with the prior art, the present application has the following advantages:

[0021] (1) The present application selects pyrazole ring with more modification sites and tri-nitrobenzene ring with good stability as the skeleton structure. By connecting two conjugated systems through C-N bond, good energy performance is obtained while the stability is also taken into account. The crystal density (p) of 4-nitro-1-(2,4,6-trinitrobenzene)-pyrazole-3,5-diamine is 1.751 g / cm 3 , the theoretical detonation velocity (D) is 8346 m / s, the theoretical detonation pressure is 29.9 GPa, T d = 263℃, and IS = 27.5 J. The crystal density of 4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine is 1.827 g / cm 3 , the theoretical detonation velocity is 8788 m / s, and the theoretical detonation pressure is 34.8 GPa, which is close to that of hexogen, and the test impact sensitivity is 15 J, which is lower than that of RDX.

[0022] (2) The synthesis method of the present application is simple, and two products are obtained at the same time. According to the difference in solubility of the two compounds in different solvents, the two target products can be obtained by a simple separation and purification method, which has the advantages of short reaction steps and simple separation method. BRIEF DESCRIPTION OF DRAWINGS

[0023] Figure 1 is the nuclear magnetic resonance spectrum of hydrogen of the target product I;

[0024] Figure 2 is the nuclear magnetic resonance spectrum of carbon of the target product I;

[0025] Figure 3 is the single crystal graph of the target product I;

[0026] Figure 4 is the nuclear magnetic resonance spectrum of hydrogen of the target product II;

[0027] Figure 5 is the nuclear magnetic resonance spectrum of carbon of the target product II;

[0028] Figure 6 is the single crystal graph of the target product II. DETAILED DESCRIPTION

[0029] The present application will be further described below in combination with examples and drawings.

[0030] Example 1

[0031] To 3,5-diamino-4-nitro pyrazole (2.15 g, 15 mmol) in 10 ml DMF, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added portion wise slowly after the temperature was raised to 80 °C and the reaction was stirred for 5 h. After the reaction was cooled completely, the reaction was poured into ice water and the precipitate was filtered and dried in air to get 3.3 g of red solid.

[0032] The solid was dispersed in 50 g of ethyl acetate and sonicated for 10 min. The precipitate was filtered and dried in air to get the target product II (4-nitro-N 5 (2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (0.3 g, 8.47 %). The filtrate was concentrated in vacuum to remove excess solvent to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (2.95 g, 83.3 %) and the yield of both compounds was 91.77 %.

[0033] Target product I

[0034] 1H NMR (DMSO-d6): δ = 9.24 (s, 2H), 8.06 (s, 2H) 6.30 (s, 2H) ppm.13C NMR (DMSO-d6): δ = 151.8, 148.8, 147.6, 147.3, 129.1, 125.2, 108.6 ppm. IR (KBr pellet): 3467, 3306, 3082, 1648, 1536, 1341, 1080, 924, 716; Elemental analysis (%) for C9H6N8O8 (354): calcd: C, 30.52; H, 1.71; N, 31.64; found: C 31, H 2.16, N 31.81.

[0035] Target product II:

[0036] 1 1H NMR (DMSO-d6): δ = 7.51 (s, 2H), 9.1 (s, 2H) 1.81 (s, 1H) 12.11 (s, 1H) ppm. 13CNMR (DMSO-d6): δ = 147.6, 141.7, 140.6, 138.4, 134.8, 126.8, 125.6, 109.1 ppm. IR (KBr pellet): 3402, 3296 3083, 1649, 1595, 1524, 1341, 1140, 731, 576; Elemental analysis (%) for C9H6N8O8(354): calcd: C, 30.52; H, 1.71; N, 31.64; found: C 30.74, H 2.46, N 34.51.

[0037] Example 2

[0038] 3,5-diamino-4-nitro-pyrazole (3.58 g, 25 mmol) was added to 15 ml DMF, after stirring evenly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches, then the temperature was raised to 100°C, and the reaction was stirred for 4.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water, the precipitate was filtered, and dried in air to obtain a red solid 3.3 g.

[0039] The solid was dispersed in 70 g of ethanol, and ultrasonic dispersion was performed for 30 min. The precipitate was filtered, and dried in air to obtain the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (0.8 g, 22.6%). The filtrate was concentrated in vacuum to remove excess solvent to obtain the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (2.3 g, 64.97%), and the yield of the two compounds was 87.57%.

[0040] Example 3

[0041] 3,5-diamino-4-nitro-pyrazole (3.58 g, 25 mmol) was added to 15 ml DMF, after stirring evenly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches, then the temperature was raised to 100°C, and the reaction was stirred for 4.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water, the precipitate was filtered, and dried in air to obtain a red solid 3.3 g.

[0042] The solid was dispersed in 70 g of ethanol, and ultrasonic dispersion was performed for 30 min. The precipitate was filtered, and dried in air to obtain the target product II (4-nitro-N 5(2,4,6-trinitrophenyl)-1 H-pyrazole-3,5-diamine) (1.6 g, 45.2 %). The filtrate was concentrated in vacuum to remove excess solvent to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (1.4 g, 39.54 %), the yield of both compounds was 81.74 %.

[0043] Example 4

[0044] 3,5-diamino-4-nitro pyrazole (5 g, 35 mmol) was taken in 18 ml of DMF, after stirring uniformly 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added in portions slowly after which the temperature was raised to 115 °C and the reaction was stirred for 3.5 h. After the reaction mixture was completely cooled the reaction mixture was poured into ice water, the precipitate was filtered and dried in air to get a red colored solid 3.4 g.

[0045] The solid was dispersed in 80 g of acetonitrile and sonicated for 40 min. The precipitate was filtered and dried in air to get the target product II (4-nitro-N 5 (2,4,6-trinitrophenyl)-1 H-pyrazole-3,5-diamine) (1.6 g, 45.2 %). The filtrate was concentrated in vacuum to remove excess solvent to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (1.4 g, 39.54 %), the yield of both compounds was 81.74 %.

[0046] Example 5

[0047] 3,5-diamino-4-nitro pyrazole (5 g, 35 mmol) was taken in 18 ml of DMF, after stirring uniformly 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added in portions slowly after which the temperature was raised to 115 °C and the reaction was stirred for 3.5 h. After the reaction mixture was completely cooled the reaction mixture was poured into ice water, the precipitate was filtered and dried in air to get a red colored solid 3.4 g.

[0048] The solid was dispersed in 90 g of ethyl acetate: acetone mixed solvent in the ratio 1 :0.5-2 and sonicated for 25 min. The precipitate was filtered and dried in air to get the target product II (4-nitro-N 5 (2,4,6-trinitrophenyl)-1 H-pyrazole-3,5-diamine) (1.6 g, 45.2 %). The filtrate was concentrated in vacuum to remove excess solvent to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (1.4 g, 39.54 %), the yield of both compounds was 81.74 %.

[0049] Example 6

[0050] 3,5-diamino-4-nitro pyrazole (6.44 g, 45 mmol) was added to 30 ml DMF, after stirring evenly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches, then the temperature was raised to 125°C, and the reaction was stirred for 2.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water, the precipitate was filtered, and dried in air to obtain a red solid 3.5 g.

[0051] The solid was dispersed in 110 g of acetonitrile\ tetrahydrofuran mixed solvent with a volume ratio of 1:0.5~2, and ultrasonic dispersion was performed for 40 min. The precipitate was filtered, and dried in air to obtain the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (3.1 g, 87.75%). The filtrate was concentrated in vacuum to remove excess solvent to obtain the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (0.3 g, 8.47%), and the yield of the two compounds was 96.22%.

[0052] Example 7

[0053] 3,5-diamino-4-nitro pyrazole (6.44 g, 45 mmol) was added to 30 ml DMF, after stirring evenly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches, then the temperature was raised to 125°C, and the reaction was stirred for 2.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water, the precipitate was filtered, and dried in air to obtain a red solid 3.5 g.

[0054] The solid was dispersed in 110 g of acetonitrile\ tetrahydrofuran mixed solvent with a volume ratio of 1:0.5~2, and ultrasonic dispersion was performed for 40 min. The precipitate was filtered, and dried in air to obtain the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (3.1 g, 87.75%). The filtrate was concentrated in vacuum to remove excess solvent to obtain the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (0.3 g, 8.47%), and the yield of the two compounds was 96.22%.

[0055] Example 8

[0056] To 3,5-diamino-4-nitro pyrazole (6.44 g, 45 mmol) in 30 ml DMF, 2,4,6- trinitrochlorobenzene (2.47 g, 10 mmol) was added portion wise slowly after the temperature was raised to 130 °C and the reaction was stirred for 2.5 h. After the reaction was completely cooled, the reaction was poured into ice water and the precipitate was filtered and dried in air to get a red solid 3.5 g.

[0057] The solid was dispersed in 130 g of acetone and sonicated for 10 min. The precipitate was filtered and dried in air to get the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (0.25 g, 7.06 %). The filtrate was concentrated in vacuum to remove excess solvent to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (1.95 g, 55.08 %).

[0058] Comparative Example 1

[0059] To 3,5-diamino-4-nitro pyrazole (2.15 g, 15 mmol) in 10 ml DMF, 2,4,6- trinitrochlorobenzene (2.47 g, 10 mmol) was added portion wise slowly after the temperature was raised to 50 °C and the reaction was stirred for 2 h. After the reaction was completely cooled, the reaction was poured into ice water and the precipitate was filtered and dried in air to get a red solid 2.5 g.

[0060] The solid was dispersed in 130 g of acetone and sonicated for 10 min. The precipitate was filtered and dried in air to get the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-1H-pyrazole-3,5-diamine) (0.25 g, 7.06 %). The filtrate was concentrated in vacuum to get the target product I (4-nitro-1-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine) (1.95 g, 55.08 %).

[0061] Comparative Example 2

[0062] To 3,5-diamino-4-nitro pyrazole (2.86 g, 20 mmol) in 12 ml DMF, 2,4,6- trinitrochlorobenzene (2.47 g, 10 mmol) was added portion wise slowly after the temperature was raised to 90 °C and the reaction was stirred for 5 h. After the reaction was completely cooled, the reaction was poured into ice water and the precipitate was filtered and dried in air to get a red solid 3.2 g.

[0063] The solid was dispersed into 140 g of dichloromethane and sonicated for 30 min. The precipitate was filtered and dried in air to obtain the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-lH-pyrazole-3,5-diamine) (1.00 g, 28.2%). The filtrate was concentrated in vacuum to remove the excess solvent. The mixture of target product II and target product I was obtained. The dichloromethane solvent could not separate the two products completely.

[0064] Comparative Example 3

[0065] The 3,5-diamino-4-nitro-pyrazole (3.58 g, 25 mmol) was added into 15 ml of DMF and after being stirred uniformly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches. The temperature was then raised to 100 °C and the reaction was stirred for 4.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water and the precipitate was filtered and dried in air to obtain a red solid 3.3 g.

[0066] The solid was dispersed into 140 g of dichloromethane and sonicated for 30 min. The precipitate was filtered and dried in air to obtain the target product II (4-nitro-N 5 -(2,4,6-trinitrophenyl)-lH-pyrazole-3,5-diamine) (1.00 g, 28.2%). The filtrate was concentrated in vacuum to remove the excess solvent. The mixture of target product II and target product I was obtained. The dichloromethane solvent could not separate the two products completely.

[0067] Comparative Example 4

[0068] The 3,5-diamino-4-nitro-pyrazole (3.58 g, 25 mmol) was added into 15 ml of DMF and after being stirred uniformly, 2,4,6-trinitrochlorobenzene (2.47 g, 10 mmol) was added slowly in batches. The temperature was then raised to 100 °C and the reaction was stirred for 4.5 h. After the reaction solution was completely cooled, the reaction solution was poured into ice water and the precipitate was filtered and dried in air to obtain a red solid 3.3 g.

[0069] The solid was dispersed into 140 g of dichloromethane and sonicated for 30 min. The precipitate was filtered and dried in air to obtain the target product II (4-nitro-N

Claims

1. A high energy density compound based on polynitrobenzenehydrazobenzene characterized in that, 4-nitro-1 -(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine, having the structural formula , or 4-nitro-N 5 -(2,4,6-trinitrophenyl)-1 H-pyrazole-3,5-diamine, having the structural formula .

2. The method of synthesis of high energy density compounds based on polynitrobenzene hydrazobenzene according to claim 1, characterized in that, The synthetic route is as follows: ， The specific steps are as follows: Step 1, 3, 5-diamino-4-nitro pyrazole is slowly added into N, N-dimethylformamide, stirred well until all dissolved, then 2, 4, 6-trinitrochlorobenzene is added in batches while stirring at room temperature, after the addition is completed, the reaction liquid is heated to 80~130℃, and stirred for more than 1 hour, after the reaction is completed, the reaction liquid is cooled to room temperature, and the reaction liquid is added into water in batches to obtain a red solid of 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N 5 a mixture of 4-nitro-1-(2, 4, 6-trinitrophenyl)-pyrazole-3, 5-diamine and 4-nitro-N Step 2, the mixture of 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine and 4-nitro-N 5 -(2,4,6-trinitrophenyl)-lH-pyrazole-3,5-diamine is added into a solvent, ultrasonic dispersed, then the solid is filtered and dried in air to obtain 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine 5 -(2,4,6-trinitrophenyl)-lH-pyrazole-3,5-diamine, the filtrate is concentrated to remove the excess solvent, and dried in air to obtain 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine, the solvent is selected from ethyl acetate, chloroform, ethanol, acetonitrile, ethyl acetate\acetone mixed solvent with a volume ratio of 1:0.5~2, methanol\ethanol mixed solvent with a volume ratio of 1:0.5~2, acetonitrile\tetrahydrofuran mixed solvent with a volume ratio of 1:0.5~2, chloroform\methanol mixed solvent with a volume ratio of 1:0.5~2 or acetone.

3. The method of synthesis of claim 2, wherein, In step 1, the molar ratio of 3,5-diamino-4-nitro pyrazole to N,N-dimethylformamide is 1:2-5.

4. The method of synthesis according to claim 2, wherein, In step 1, the molar ratio of 2, 4, 6-trinitrochlorobenzene to N,N-dimethylformamide is 1:1-6.

5. The method of synthesis according to claim 2, wherein, The molar ratio of 3,5-diamino-4-nitro pyrazole to N,N-dimethylformamide is 2:5, and the molar ratio of 2, 4, 6-trinitrochlorobenzene to N,N-dimethylformamide is 1:

3.

6. The method of synthesis of claim 2, wherein, In step 1, the molar ratio of 2, 4, 6-trinitrochlorobenzene to 3,5-diamino-4-nitro pyrazole is 1:

2.

7. The method of synthesis according to claim 2, wherein, In step 1, the reaction time is 2-6h.

8. The method of synthesis of claim 2, wherein, In step 2, a mixture of 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine and 4-nitro-N 5 The weight ratio of the mixture of 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine and 4-nitro-N 9. The method of synthesis of claim 2, wherein, In step 2, a mixture of 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine and 4-nitro-N 5 The weight ratio of the mixture of 4-nitro-l-(2,4,6-trinitrophenyl)-pyrazole-3,5-diamine and 4-nitro-N 10. The method of synthesis of claim 2, wherein, In step 2, the ultrasonic dispersion time is 10-60 minutes.

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