Insensitive Nitrogen‐Rich Materials Incorporating the Nitroguanidyl Functionality

Zhang, Qinghua; He, Chunlin; Yin, Ping; Shreeve, Jean’ne M.

doi:10.1002/asia.201301242

Cited by 41 publications

(16 citation statements)

References 55 publications

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“…NQ2Tz is of interest as promising high-performance propellant additive [5,6]. In the last years, much attention was focused on the guanidinium-based energetic salts involving various cations (guanidinium, aminoguanidinium, diaminoguanidinium, triaminoguanidinium, nitroguanidinium) [7][8][9][10][11]. Ionic energetic materials based on guanidines form strong hydrogen bonding networks and can show remarkable stability and considerable insensitivity to physical stimuli, as well as good explosive performance [9].…”

Section: Introductionmentioning

confidence: 99%

Enthalpy of formation of guanidine and its amino and nitro derivatives

2015

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The gas-phase enthalpies of formation (D f H 298 ) of guanidine and its 10 amino and nitro derivatives were calculated using the isodesmic reaction method at the Gaussian-4 level of theory. The enthalpies of sublimation (D sub H 298 ) were estimated in the framework of the Politzer approach that combines the empirical equation for enthalpy of sublimation with the B3LYP/cc-pVTZ calculations of the electronic properties of the molecular surfaces. The enthalpies of sublimation of mono-, di-, and triaminoguanidine were also estimated using experimental data for their salts. On the basis of the calculated D f H 298 (g) and D sub H 298 values, the solid-phase enthalpies of formation were estimated for all guanidine derivatives. A predictive model confirms the available experimental data for guanidine, nitroguanidine, and some of their derivatives. The calculated value of solid-phase enthalpy of formation of high-nitrogen energetic compound 3,6-bis(2-nitroguanidino)-1,2,4,5-tetrazine is also in reasonable agreement with the reported experimental values.

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Section: Introductionmentioning

confidence: 99%

Enthalpy of formation of guanidine and its amino and nitro derivatives

2015

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“…On the other hand, the growing interest in s-triazine derivatives specially its chlorinated derivative (cyanuric chloride) and its efficient reaction with hydrazine to render mono-, di-, or tri-substituted hydrazino derivatives has increased [20][21][22]. Several prepared and well explored hydrazino-s-triazine derivatives were reported and considered with special interest in coordination chemistry and supramolecular chemistry [23,24] as well as their enormous potential in the field of material chemistry [25,26], complexation with large metal ions [27][28][29][30][31][32][33][34][35][36], and pharmaceutical industry [37][38][39][40][41][42][43].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Antimicrobial Studies of Novel Series of 2,4-Bis(hydrazino)-6-substituted-1,3,5-triazine and Their Schiff Base Derivatives

Al-Rasheed

Sholkamy

Alshaikh

et al. 2018

Journal of Chemistry

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The present work represents the synthesis, characterization, and antimicrobial studies of novel series of 2,4-bis(hydrazino)-6substituted-1,3,5-triazine and their Schiff base derivatives. IR, NMR ( 1 H and 13 C), elemental analysis, and LC-MS characterized the prepared compounds. The biological activity of the target products was evaluated as well. Twenty-two of the prepared compounds were selected according to their solubility in aqueous DMSO. Only eight compounds showed good activity against the selected pathogenic bacteria and did not show antagonistic effect against fungus Candida albicans. Two compounds k and g have widerange effect presently in Gram-positive and Gram-negative bacteria while other compounds ( f, i, m, d, i, and h) showed specific effect against the Gram-negative or Gram-positive bacteria. The minimum inhibitory concentration (MIC, g/mL) of f, i, k, and h compounds against Streptococcus mutans was 62.5 g/mL, 100 g/mL, 31.25 g/mL, and 31.25 g/mL, respectively. The MIC of m, k, d, g, and h compounds against Staphylococcus aureus was 62.5 g/mL, 31.25 g/mL, 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of k, g, and i compounds against Salmonella typhimurium was 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of i compound against Escherichia coli was 62.5 g/mL.

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“…[4][5][6] There is an admirable amount of research programs worldwide to pursue novel energetic materials with higher potential energy and enhanced insensitivity. [9][10][11] A good approach is to introduce co-crystallization techniques to obtain explosives with excellent comprehensive performance. [9][10][11] A good approach is to introduce co-crystallization techniques to obtain explosives with excellent comprehensive performance.…”

Section: Introductionmentioning

confidence: 99%

A novel cocrystal explosive NTO/TZTN with good comprehensive properties

Wu¹,

Zhang²,

Li³

et al. 2015

RSC Adv.

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In order to decrease the acidity of the highly explosive 3-nitro-1,2,4-triazol-5-one (NTO), we cocrystallized NTO with a nitrogen-rich weak base compound 5, 6,7,8-tetrahydrotetrazolo[1,5-b] [1,2,4]-triazine (TZTN) in a molar ratio 1 : 1 to form a novel cocrystal explosive. Structure determination showed that the cocrystal is formed by strong intermolecular hydrogen bond interaction. Optical microscopy demonstrated that the crystal morphology of the cocrystal was significantly improved in contrast to the crystal of NTO and TZTN. The differential scanning calorimetry (DSC) showed that the cocrystal exhibited the enhancement of thermal stability and became less sensitive to impact, compared with the TZTN. Moreover, the results suggested that the NTO/TZTN cocrystal not only has unique performance itself, but also effectively alters the properties of NTO and TZTN.crystallographic data in CIF or other electronic format see

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Insensitive Nitrogen‐Rich Materials Incorporating the Nitroguanidyl Functionality

Cited by 41 publications

References 55 publications

Enthalpy of formation of guanidine and its amino and nitro derivatives

Enthalpy of formation of guanidine and its amino and nitro derivatives

Synthesis, Characterization, and Antimicrobial Studies of Novel Series of 2,4-Bis(hydrazino)-6-substituted-1,3,5-triazine and Their Schiff Base Derivatives

A novel cocrystal explosive NTO/TZTN with good comprehensive properties

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