Detonation Performance Research Articles

Amination of nitro-substituted fused triazole: A facile refinement for enhanced comprehensive performance

The fine-tuning of the molecular structures of current explosives to reduce their inherent defects has proven to be an effective synthetic strategy for producing novel energetic compounds with superior overall performance. In this study, this strategy was adopted to modify the heat-labile nitro-substituted fused triazole through facile C-amination and N-amination, resulting in the synthesis of HANTT and ADNTT, respectively, both demonstrating a total yield exceeding 43 %. HANTT, ADNTT, and their derivates were fully characterized by IR, 1H and 13C spectroscopy, differential scanning calorimetry, thermal gravimetric analysis, and elemental analysis. NCI and Hirshfeld surfaces analysis were employed to explore the intermolecular interactions, while LOL-π, NICS, and ICSS analysis were performed to evaluate the aromaticity and stability of these compounds based on their respective single-crystal structures. Most of these insensitive compounds exhibit good thermostability (168–269 °C) and favorable detonation performances (20.2–32.1 GPa and 7679–8862 m s−1). Attributing to its highest heat of formation (545.2 kJ mol−1) among all new energetic compounds, triaminoguanidinium salt 6, with decent thermostability (Td = 203 °C), exhibits an excellent detonation velocity (vD = 8862 m s−1) superior to that of military benchmark explosives RDX (1,3,5-trinitro-1,3,5-triazacyclohexane), thus highlighting its potential as a high-energy insensitive explosive.

Elaborating NH-Bridged Nitrogen-Rich Energetic Materials via Base-Mediated Dimroth Rearrangement: Synthesis, Characterization, and Performance Study.

The pursuit of heat-resistant energetic materials featuring high thermostability and energy has gained keen interest in recent years owing to their use in coal mining and aerospace domains. In this study, we synthesized 4-((4,6-diamino-1,3,5-triazin-2-yl) amino)-1H-1,2,3-triazole-5-carbonitrile (6) and its perchlorate and nitrate energetic salts (6a and 6b) by incorporating amino bridging (-NH-) using the Dimroth rearrangement (DR) from inexpensive starting materials as a heat-resistant energetic materials. All of the compounds were thoroughly characterized by infrared (IR), NMR, elemental analysis (EA), high-resolution mass spectrometry (HRMS), and thermogravimetric analysis-differential scanning calorimetry (TGA-DSC) studies. Compounds 6a and 6b showed good densities (1.81 and 1.80 g cm-3), detonation performance (VOD = 7505 and 8257 m s-1, DP = 23.47 and 24.41 GPa), insensitivity to mechanical stimuli (IS = 40 J and FS = >360 N), and excellent thermal stability (Td = 307 and 334 °C), surpassing presently used heat-resistant explosive HNS (318 °C). The molecular electrostatic potentials and noncovalent interactions were pursued to understand possible interaction sites and structure-directing interactions in these salts. Their facile synthetic approach, good energetic performance, and outstanding thermal stability indicate that they are the ideal combination for replacing current benchmark heat-resistant explosive HNS. Additionally, this study highlights the use of classical DR for making new energetic materials with fine-tuned properties.

Theoretical study of a series of 1,2-diazete based trinitromethyl derivatives as potential energetic compounds.

Explosive properties of novel potential high energy density materials of a series of 1,2-diazete-based molecules with trinitromethyl functional group were investigated computationally. All the sixty seven molecules were optimised to obtain their molecular geometries and electronic structures. Electrostatic potential analysis was also carried out in the determination of different parameters. The calculations indicate that the majority of the compounds have high positive heat of formations, high density and good detonation performance greater than that of traditional energetic materials like RDX and HMX. They are also having comparable values of impact sensitivity. These features promise their potential to be used as energetic materials for future applications. Most of the designed molecules are having high positive oxygen balance values so that the study of these molecules can also be extended as potential candidates for oxidisers in solid propellants. Optimisation and vibrational frequency analysis of the studied molecules were done with density functional theory using B3LYP/aug-cc-pVDZ as the basis set to zero imaginary frequencies using Gaussian 09. Electrostatic potential analysis were carried using the Multiwfn program.

Effect of copper in the stabilization of Al/CuO energetic semiconductor bridge

The long-term storage performance of energetic multilayer nanofilms is of great significance for their applications. In this paper, it is proposed to add a 10 nm Cu barrier layer between Al/CuO composite films to increase their storage stability. The Al/CuO composite film and Al/Cu/CuO composite film were aged for 14 days in an environment with a relative humidity of 40% and a temperature of 71 °C. Scanning electron microscopy and differential scanning calorimetry were used to analyze the microstructure and thermodynamic properties of the energetic films before and after aging, and the electrical detonation performance and ignition ability of energy-containing semiconductor bridges were studied. The results indicate that after aging for 14 days in an environment with a relative humidity of 40% and a temperature of 71 °C, the Al layer of the Al/CuO composite film becomes thinner, the Al2O3 interface layer increases, and the heat release decreases. The interlayer microstructure of the Al/Cu/CuO energetic multilayer nanofilms did not change significantly, and the addition of a 10 nm Cu layer formed a low-temperature Al–Cu alloy, reducing the reaction initiation temperature from 626 to 570 °C. The critical ignition time and critical ignition energy of the Al/CuO-energetic semiconductor bridge (ESCB) increased, the flame duration shortened from 440 to 300 μs, the flame size decreased by 50%, the plasma temperature decreased, and aging had no significant effect on the electrical explosion performance of Al/Cu/CuO-ESCB. After aging for 14 days in an environment with a relative humidity of 40% and a temperature of 71 °C, the maximum ignition gap of B/KNO3 for Al/CuO-ESCB decreased from 1.4 to 1.2 mm, while the maximum ignition gap for Al/Cu/CuO-ESCB remained at 1.6 mm, which significantly improved the ignition performance and long storage performance of the energetic semiconductor bridge.

A positional isomer of LLM-116: N—NO2 moiety enhancing the laser ignition combustion performance of nitrogen-rich energetic materials

It has long been a driving force in the development of energetic materials to hunt for novel energetic materials (EMs) with high energy and low sensitivities. Recently, the combination of nitrogen-heterocycles and NNO2 moiety could generate novel energetic derivatives with high energy content and low sensitivity benefiting from the high heat of formation and abundant hydrogen bonding interactions. The critical role of isomerism strategy in tuning the laser ignition combustion performances of EMs is rarely mentioned in the chemical enterprise, although some researches reveal that isomerism strategy has significant effects on their thermal behaviors, mechanical sensitivity and detonation performance. In this work, the positional isomerism of nitramine-pyrazole was investigated, and 3-nitramine-4-nitropyrazole and a series of energetic derivatives were synthesized and well characterized. Their physical properties, energy performance, as well as laser-ignited combustion performance, were further explored. The experimental results showed that all compounds possess excellent detonation pressure, and detonation velocity (P: 26.5∼30.4 GPa, D: 7876∼8377 m·s−1), which were much better than those of trinitrotoluene (TNT) (P: 19.5 GPa and D: 6881 m·s−1). Moreover, all of the resulting energetic derivatives exhibited low mechanical sensitivities (IS>40 J). Interestingly, they also had excellent laser ignited combustion properties owing to the NNO2 moiety attached to nitropyrazole backbone.

Effects of vacuum degree on the detonation characteristics and energy release laws of RDX explosive

To explore the detonation characteristics and energy release laws of RDX explosives under varying degrees of vacuum, the influence of vacuum degree on the fireball characteristic parameters, shock wave propagation laws and detonation performance of columnar RDX charges were studied using the air-blast experiments and AUTODYN simulations, and the fireball temperature distributions were mapped with the colorimetric thermometry technique. The experimental results indicated that as the degree of vacuum increased, the combustion duration and zone area size of the explosive fireball were both extended, while its temperature decay rate was slowed down, making the afterburning effect more pronounced. Furthermore, the peak overpressure and positive impulse of the explosion shock wave showed a downward trend, with the reductions of 56.1 % and 53.5 %, respectively, with the increasing vacuum degree. Numerical simulation was also used to reveal the energy release laws of RDX explosive, and the comparison between the experimental and numerical results showed a good degree of concordance with an average error of 6.45 %. The results of the study could provide a reference for expanding the explosion theory of explosives in plateau environment and improving the performance of explosion-proof equipment.

Synthesis and Study of Steering of Azido-tetrazole Behavior in Tetrazolo[1,5-c]pyrimidin-5-amine-Based Energetic Materials.

Tetrazoles and their derivatives are essential for compound synthesis due to their versatility, effectiveness, stability in air, and cost-efficiency. This has stimulated interest in developing techniques for their production. In this work, four compounds, tetrazolo[1,5-c]pyrimidin-5-amine (1), N-(4-azidopyrimidin-2-yl)nitramide (2), tetrazolo[1,5-c]pyrimidin-5(6H)-one (3), and tetrazolo[1,5-a]pyrimidin-5-amine (4), were obtained from commercially available reagents and straightforward synthetic methodologies. These new compounds were characterized by infrared (IR), 13C, and 1H NMR spectroscopy, differential scanning calorimetry (DSC), and single-crystal X-ray diffraction. The solvent, temperature, and electron-donating group (EDG) factors that were responsible for the steering of azido-tetrazole equilibrium in all compounds were also studied. In addition, the detonation performance of the target compounds was calculated by using heats of formation (HOFs) and crystal densities. Hirshfeld surface analysis was used to examine the intermolecular interactions of the four synthesized compounds. The results show that the excellent properties of 1-4 are triggered by ionic bonds, hydrogen bonds, and π-π stacking interactions, indicating that these compounds have the potential to be used in the development of high-performance energetic materials. Additionally, DFT analysis is in support of experimental results, which proved the effect of different factors that can influence the azido-tetrazole equilibrium in the synthesized pyrimidine derivatives in the solution.

Introduction of an N-Amino Group onto 4-(Tetrazol-5-yl)-5-nitro-1,2,3-triazole: A Strategy for Enhancing the Density and Performance of Energetic Materials

Abstract2-Amino-5-nitro-4-(tetrazol-5-yl)-1,2,3-triazole (HANTT), its corresponding energetic salts and a dimeric azo compound are successfully synthesized. Compared to 5-nitro-4-(tetrazol-5-yl)-1,2,3-triazole (H2NTT), the neutral N-amino compound HANTT exhibits excellent properties in many aspects, including a higher density (ρ = 1.86 g cm–3), a better detonation performance (D v = 8931 m s–1, P = 32.2 GPa) and a higher thermal decomposition temperature (T d = 237 °C). Among the prepared materials, the hydroxylammonium energetic salt exhibits the best detonation performance (D v = 9096 m s–1, P = 32.8 GPa) and an acceptable mechanical sensitivity (IS = 12 J, FS = 144 N). HANTT, the energetic salts and the azo compound are fully characterized by infrared spectroscopy, multinuclear NMR spectroscopy, elemental analysis and differential scanning calorimetry.

Synthesis, Characterization, and Properties of Heat-Resistant Energetic Materials Based on C-C Bridged Dinitropyrazole Energetic Materials.

Polycyclic energetic materials make up a distinctive class of conjugated structures that consist of two or more rings. In this work, 1,3-bis(3,5-dinitro-1H-pyrazol-4-yl)-4,6-dinitrobenzene (BDPD) was synthesized and investigated in detail as a polycyclic heat-resistant energetic molecule that can be deprotonated by bases to obtain its anionic (3-5) salts. All compounds were thoroughly characterized by 1H and 13C NMR, infrared spectroscopy, high-resolution mass spectrometry, and elemental analysis. The structural features of BDPD and its salts were investigated by single-crystal X-ray diffraction and analyzed by different kinds of computing software, like Multiwfn, Gaussian 09W, and so on. In addition, their thermal decomposition temperatures were evaluated by differential scanning calorimetry to be 319.8-329.0 °C, revealing that they possessed high thermal stabilities. The results of impact sensitivity and friction sensitivity analysis confirm that these energetic compounds were insensitive. The detonation properties of neutral compound BDPD and all its nonmetallic salts were calculated by the EXPLO5 v6.05.04 program. The results revealed that their detonation performances were higher than those of the widely used heat-resistant explosive 2,2',4,4',6,6'-hexanitrostilbene (HNS). Combining the above results, it is reasonable to suggest that these compounds have the potential to be heat-resistant energetic materials.

DENSITY MONITORING OF BULK EMULSION EXPLOSIVES IN CONFINED BLASTHOLES

Parameter’s control of explosives used in open pit mining operations have become more relevant over the years, bringing a better understanding of detonation performance. Giving into consideration that bulk emulsion density reflects on blasting results due to its importance in product sensitivity and velocity of detonation (VOD), blast designs are conducted assuming that cup density measurements are reliable and explosives gassing agents will perform as per specifications. Nevertheless, confinement conditions in boreholes are often neglected on predictive modelling. This paper describes the assembly of a device equipped with pressure sensors and its utilization in confined boreholes, obtaining in situ monitoring of density variation in explosive columns. The results enabled a comparison between bulk emulsion density variation when acting in different environments, providing detailed insights into how chemically sensitized explosives behave into different circumstances, giving the opportunity to re-evaluate blast design.

Highly Dense N-N-Bridged Dinitramino Bistriazole-Based 3D Metal-Organic Frameworks with Balanced Outstanding Energetic Performance.

Due to the inherent conflict between energy and safety, the construction of energetic materials or energetic metal-organic frameworks (E-MOFs) with balanced thermal stability, sensitivity, and high detonation performance is challenging for chemists worldwide. In this regard, in recent times self-assembly of energetic ligands (high nitrogen- and oxygen-containing small molecules) with alkali metals were probed as a promising strategy to build high-energy materials with excellent density, insensitivity, stability, and detonation performance. Herein, based on the nitrogen-rich N,N'-([4,4'-bi(1,2,4-triazole)]-3,3'-dial)dinitramide (H2BDNBT) energetic ligand, two new environmentally benign E-MOFs including potassium [K2BDNBT]n (K-MOF) and sodium [Na2BDNBT]n (Na-MOF) have been introduced and characterized by NMR, IR, TGA-DSC, ICP-MS, PXRD, elemental analyses, and SCXRD. Interestingly, Na-MOF and K-MOF demonstrate solvent-free 3D dense frameworks having crystal densities of 2.16 and 2.14 g cm-3, respectively. Both the E-MOFs show high detonation velocity (VOD) of 8557-9724 m/s, detonation pressure (DP) of 30.41-36.97 GPa, positive heat of formation of 122.52-242.25 kJ mol-1, and insensitivity to mechanical stimuli such as impact and friction (IS = 30-40 J, FS > 360 N). Among them, Na-MOF has a detonation velocity (9724 m/s) superior to that of conventional explosives. Additionally, both the E-MOFs are highly heat-resistant, having higher decomposition (319 °C for K-MOF and 293 °C for Na-MOF) than the traditional explosives RDX (210 °C), HMX (279 °C), and CL-20 (221 °C). This stability is ascribed to the extensive structure and strong covalent interactions between BDNBT2- and K(I)/Na(I) ions. To the best of our knowledge, for the first time, we report dinitramino-based E-MOFs as highly stable secondary explosives, and Na-MOF may serve as a promising next-generation high-energy-density material for the replacement of presently used secondary thermally stable energetic materials such as RDX, HNS, HMX, and CL-20.

Two Energetic Framework Materials Based on DNM-TNBI as Host Molecule: Effectively Coordinated by Different Cations.

With the demand of develop outstanding-performance energetic materials, 1-(dinitromethyl)-4,4',5,5'-tetranitro-1H,1'H-2,2'-biimidazole (DNM-TNBI) emerged as a great contender (D: 9102 m ⋅ s-1; P: 37.6 GPa). However, the relatively poor thermal stability (Td: 142 °C) limits its practical application. In this study, DNM-TNBI as a host molecule to synthesize two new energetic open-framework materials by effectively coordinated with different cations. Their supramolecular structures were investigated and indicated that [DNM-TNBI2 -][2NH4 +] and [DNM-TNBI2 -][2K+] can be classified as a new energetic hydrogen-bonded ammonium framework (EHAF) and an energetic metal organic framework (EMOF). Meanwhile, their thermal stabilities are higher than that of DNM-TNBI and have satisfactory detonation performance ([DNM-TNBI2 -][2NH4 +], D: 8050 m ⋅ s-1, P: 26.4 GPa; [DNM-TNBI2 -][2K+], D: 8301 m ⋅ s-1, P: 30.8 GPa).

Regioisomeric functionalization of azo-bridged nitropyrazoles: Pushing the density limit of catenated nitrogen systems

Fully energetic functionalization of catenated nitrogen systems is highly challenging due to the lack of incorporation methodology. In this work, two catenated nitrogen N6 structures containing six nitro groups, i.e., (E)-1,1′-bis [5-Nitroamide-3,4-dinitro-1H-pyrazole] diazene (N-N6A) and its regioisomer (E)-1,1′-bis [4-Nitroamide-3,5-dinitro-1H-pyrazole] diazene(N-N6B) were designed and synthesized. Despite the same chemical formula and azo functionality, N-N6B exhibits better overall performance than N-N6A. Meanwhile, N-N6B has the highest density with excellent detonation performance (d = 1.94 g cm−3, Dv = 9440 m s−1, and P = 39.6 GPa) among the reported long-catenated nitrogen atom chains, indicating the potential for high energy materials. Particularly, as the precursors of N-N6A and N-N6B, the mechanical sensitivities of N6A and N6B (N6A, IS = 11 J, FS = 160 N; N6B, IS = 14 J, FS = 240 N) are apparently superior to that of literature long nitrogen-chains energetic material. The different performance of these compounds highlights the effect of the regioisomeric functionalization on designing advanced energetic materials.

A new crystal form of Hx2TNBI·2H2O through solvent-induced crystallization

Polymorphism is universal in energetic materials (EMs), which is originated from the differences of molecular conformers and stacking mode. The polymorphic transition may lead to the change of crystal structure and properties of EMs. In this work, β-Hx2TNBI·2H2O (β-1) was successfully synthesized through solvent-induced conformational transition of Hx2TNBI·2H2O. From the perspective of quantum chemistry and molecular dynamics, the crystal stacking changes caused by different molecular conformations are discussed in detail, which leads to the properties difference of EMs. The results show that β-1 featured wave-like crystal stacking, making it less sensitive to external mechanical stimuli than α-Hx2TNBI·2H2O (α-1) (α-1: IS > 6 J, FS > 288 N; β-1: IS > 20 J, FS > 360 N). α-1 featured better the aromaticity, which gives it higher thermal stability than β-1 (α-1: Td = 186 °C; β-1: Td = 146 °C). Simultaneously, compared with β-1, α-1 has higher crystal density and detonation performance. This work provides a new and effective way to change the safety of EMs.

Thermodynamics and energy properties of the lowest eutectic mixture of TNBA/MTNP

In light of the challenges posed by the low density, diminished energy levels, and shrinkage holes in the loading arise of the current cast-cured explosive liquid vehicle, TNT, the investigation of low-melting eutectic materials as potential substitutes for TNT has emerged as a focal point of research. By employing the solvent-nonsolvent method, the lowest eutectic mixture of TNBA(2,4,6-trinitro-3-bromoanisole)/MTNP(1-methyl-3,4,5-trinitropyrazole) was synthesized, distinguished by a moderate melting point and markedly elevated energy levels as compared to TNT. Comprehensive SEM, EDS, IR, XRD, and XPS analyses were conducted on the lowest eutectic mixture, substantiating the absence of any chemical interaction between TNBA and MTNP and affirming their exceptional compatibility. Moreover, an exploration into the thermal decomposition behavior and mechanism of the lowest eutectic mixture was undertaken, its mechanical sensitivity was tested, and its detonation performance was evaluated by EXPLO-5 software. The thermal decomposition parameters of the lowest eutectic mixture closely paralleled those of the precursor materials, with the thermal decomposition kinetics model function being identified as the Jander function. The impact sensitivity of the lowest eutectic was 48.1 cm and the friction sensitivity was 12%. Furthermore, the density of the lowest eutectic mixture surpassed 1.8 g/cm3, and its detonation velocity approached 8000 m/s, markedly surpassing the explosive performance of TNT.

Design and evaluation of a kind of polymer-bonded explosives with improved mechanical sensitivity and thermal properties

The emergence of TKX-50, an energetic ionic salt with a high enthalpy of formation and low sensitivity, has opened a new path for the development of high-energetic, insensitive composite explosives. However, due to the poor interfacial binding properties of TKX-50 with conventional binders, there is a lack of effective guidance for the design of TKX-50 based composite explosives. To address the above issues, the interactions between carboxymethyl cellulose acetate butyrate (CMCAB) and other binders with explosives TKX-50/HMX were compared using the molecular dynamics method. Based on the simulations, TKX-50/HMX/CMCAB-based polymer-bonded explosives (PBXs) were prepared with CMCAB as binder, which displays a high binding energy (Ebind) with TKX-50 and high cohesive energy density (CED), and the effect of TKX-50 content on the performance of PBXs was investigated. The physical properties of PBXs, specifically the morphology, mechanical sensitivity, and thermal conductivity, were analyzed by SEM, sensitivity apparatus, and thermal conductivity meter, respectively. The specific heat capacity (Cp) and non-isothermal decomposition temperature of PBXs were tested by DSC, and then the corresponding thermal kinetic parameters were analyzed to evaluate their thermal safety. The adiabatic thermal decomposition processes of PBXs were tested using an ARC instrument. The decomposition mechanism and kinetics were also explored to further analyze their thermal stability and thermal safety under adiabatic conditions. The computer code EXPLO5 was used to predict the detonation parameters of PBXs. The results showed that CMCAB and TKX-50 displayed favorable interfacial bonding properties, and TKX-50 can be bonded with HMX to form a molding powder with a desirable morphology and safety profile. The TKX-50 in PBXs effectively improves the mechanical sensitivity and thermal safety of PBX and has a significant effect on the detonation performance of PBX. This research demonstrates a novel method suitable for screening and investigating high-energetic insensitive explosive systems compatible with TKX-50.

Comparative study on the equation of state of detonation products

The equation of state (EOS) for detonation products can predict explosive performance with basic information about density, enthalpy of formation, and elemental composition. However, to achieve higher prediction accuracy, it is necessary to select an appropriate EOS for the specific detonation parameters being calculated. To study the applicability of different equations of states for explosive products, five EOSs, Becker–Kistiakowsky–Wilson, Kihara–Hikita–Tanaka, Virial-Wu (VLW), Lennard-Jones–Devonshire (LJD), and Jacobs–Cowperthwaite–Zwisler (JCZ), were used to calculate the Hugoniot curve of nitrogen and the detonation performance of typical explosives. The calculation results show that all five EOSs can provide reasonably accurate predictions of the Hugoniot curve of nitrogen on the relative volume-pressure plane. Moreover, the EOSs can accurately predict the detonation velocity and pressure of explosives within a wide range of initial densities. When it comes to temperature calculations, LJD and JCZ demonstrate higher prediction accuracy. Additionally, the results indicate that VLW may not be suitable for calculating the overdriven detonation of explosives, particularly at higher pressures.

Intramolecular Hydrogen Bonds Assisted Construction of Planar Tricyclic Structures for Insensitive and Highly Thermostable Energetic Materials.

Safety is fundamental for the practical development and application of energetic materials. Three tricyclic energetic compounds, namely, 1,3-di(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-amine (ATDT), 5'-nitro-3-(1H-tetrazol-5-yl)-2'H-[1,3'-bi(1,2,4-triazol)]-5-amine (ATNT), and 1-(3,4-dinitro-1H-pyrazol-5-yl)-3-(1H-tetrazol-5-yl)-1H-1,2,4-triazol-5-amine (ATDNP), were effectively synthesized through a simple two-step synthetic route. The introduction of intramolecular hydrogen bonds resulted in excellent molecular planarity for the three new compounds. Additionally, they exhibit regular crystal packing, leading to numerous intermolecular hydrogen bonds and π-π interactions. Benefiting from planar tricyclic structural features, ATDT, ATNT, and ATDNP are insensitive (IS > 60 J, FS = 360 N) when exposed to external stimuli. Furthermore, ATNT (Td = 361.1 °C) and ATDNP (Td = 317.0 °C) exhibit high decomposition temperatures and satisfying detonation performance. The intermolecular hydrogen bonding that produced this planar tricyclic molecular structure serves as a model for the creation of innovative multiple heterocycle energetic materials with excellent stability.

Combination of Hydrazofurazan and Triazole Rings for Good Detonation Performance and Low Sensitivity

Combination of Hydrazofurazan and Triazole Rings for Good Detonation Performance and Low Sensitivity

Electrochemical Efficient Synthesis of Two Azo Energetic Compounds

AbstractAzo compounds with a high density, high enthalpy, and excellent detonation performance have received increasing research attention. The conventional method of chemical dehydrogenation that is used to form azo compounds involves the use of strong oxidants, resulting in environmental pollution. Electrochemical organic synthesis is considered an old method and a new technology. In this work, azofurazan tetrazole {H2AzFT; 5,5′-[diazene-1,2-diylbis(1,2,5-oxadiazole-4,3-diyl)]bis-1H-tetrazole} and azofurazan hydroxytetrazole (H2AzFTO) were synthesized by a green and efficient electrochemical dehydrogenation coupling of 5-(4-aminofurazan-3-yl)-1H-tetrazole and 5-(4-aminofurazan-3-yl)-1-hydroxytetrazole, respectively. The structures of H2AzFT and (NH4)2AzFTO were fully characterized by infrared spectroscopy, nuclear magnetic resonance, and elemental analysis, and their thermal stabilities were determined by differential thermal analysis.