CL-20 Analogs: Structure - Thermal Stability/Decomposition Mechanism Relationships DOI
Valery P. Sinditskii, Nikolay V. Yudin, Valery V. Serushkin

et al.

Published: Jan. 1, 2023

The thermal decomposition of a number analogues hexanitrohexaazaisowurtzitan (CL-20), in where one or more N-nitro groups have been replaced by another explosophoric unit (diverse N-alkylnitramine N- trinitroethyl), has studied methods isothermal and non-isothermal kinetics. It was found that replacing the group with even thermally stable substituent leads to decrease stability nitrated hexaazaisowurtzitane framework. suggested distorts symmetry strained cage, which affects strength N-NO2 bond. When less than parent CL-20 is installed, initial stage degradation determined kinetics this substituent. One objects study, 4,10-dinitro-2,6,8,12-tetrakis(2,2,2-trinitroethyl) -2,4,6,8,10,12-hexaazaisowurtzitane (8), synthesized for first time; it fully characterized also confirmed X-ray structural data.

Language: Английский

CL-20 analogues: Structure - Thermal stability/decomposition mechanism relationships DOI Creative Commons
Valery P. Sinditskii, Nikolay V. Yudin, Valery V. Serushkin

et al.

Energetic Materials Frontiers, Journal Year: 2024, Volume and Issue: 5(1), P. 27 - 40

Published: Feb. 26, 2024

The thermal decomposition of a number analogues hexanitrohexaazaisowurtzitan (CL-20), in where one or more N-nitro groups have been replaced by another explosophoric unit (diverse N-alkylnitramine N- trinitroethyl), has studied methods isothermal and non-isothermal kinetics. It was found that replacing the group with even thermally stable substituent leads to decrease stability nitrated hexaazaisowurtzitane framework. suggested distorts symmetry strained cage, which affects strength N–NO2 bond. When less than parent CL-20 is installed, initial stage degradation determined kinetics this substituent. One objects study, 4,10-dinitro-2,6,8,12-tetrakis (2,2,2-trinitroethyl) −2,4,6,8,10,12-hexaazaisowurtzitane (8), synthesized for first time; it fully characterized also confirmed X-ray structural data.

Language: Английский

Citations

7
Covalently Bonded 1D Chains and 2D Networks From Si-Doped CL-20: Computational Study DOI
Margarita A. Gimaldinova, Mikhail M. Maslov, Savaş Kaya

et al.

Journal of Cluster Science, Journal Year: 2025, Volume and Issue: 36(3)

Published: April 4, 2025

Language: Английский

Citations

0
Nitramino-polymer with ether bridges and 1,2,3-triazole subunits incorporated into the polymer chain DOI Creative Commons
Pavel S. Gribov,

Natalia N. Il’icheva,

Natalia N. Kondakova

et al.

FirePhysChem, Journal Year: 2024, Volume and Issue: unknown

Published: May 1, 2024

The creation of novel energetic polymers for future advanced solid composite propellants and gunpowder is an urgent area modern research. A simple effective waste-free cycloaddition reaction between dialkyne diazide comonomers, both bearing nitramine groups, the synthesis polymer containing explosophoric units in chain has been described. Neither solvent nor catalyst required production this polymer, comonomers used are readily available, product does not need any purification, and, importantly, protocol scales well. resulting (C1Z1, C14H22N12O8)n, was comprehensively characterized by spectral physico-chemical methods. Compatibility with plasticizers (NG, DNDEG, DANPE), thermochemical characteristics combustion features indicate prospects target C1Z1 (density, ρ = 1.484 g cm−3; onset temperatures 230°C; positive enthalpy formation, ΔHf0 +636 kJ kg−1; burning rate at 10 MPa 9.5 mm s−1) as a binder base materials. Comparison nitrocellulose (NC) their compositions revealed advantages C1Z1.

Language: Английский

Citations

2
Highly energetic N-cyano-substituted CL-20 analogues: challenging the stability limits of polynitro hexaazaisowurtzitanes DOI
Vladimir V. Parakhin,

G. V. Pokhvisneva,

N. I. Shlykova

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(13), P. 6100 - 6111

Published: Jan. 1, 2024

Novel energetic cyano derivatives of polynitro hexaazaisowurtzitanes surpass the benchmark CL-20 in energy content, as well frictional and thermal stability.

Language: Английский

Citations

2
Nitrodiazene oxides: a unique nitrogen- and oxygen-containing functional group DOI Creative Commons
Nicholas F. Scherschel, Davin G. Piercey

Royal Society Open Science, Journal Year: 2024, Volume and Issue: 11(3)

Published: March 1, 2024

Nitrogen-/oxygen-containing functional groups (N/O groups) may be found in a wide variety of areas such as agriculture, drug design and energetic materials. Exploring the chemistry synthesis N/O is desirable compounds containing their functionality prove to invaluable fields. A unique group which offer additional insight into high-heteroatom content systems 2-nitrodiazene-1-N-oxide (NDO group). While on own, NDOs combine well-known azoxy (N(O)=N) nitro (-NO2) single group. Although superior densities enthalpies formations relative counterparts, have been significantly less investigated than nitro-bearing counterparts. This work will discuss chemical literature from initial discovery modern techniques, properties stability.

Language: Английский

Citations

1
Some CL-20 based energetic cocrystals - A review DOI Open Access
Lemi Türker

Earthline Journal of Chemical Sciences, Journal Year: 2024, Volume and Issue: unknown, P. 323 - 377

Published: May 30, 2024

There exists an inherent contradiction between the energy density and safety of energetic materials. To ameliorate get accord safety, cocrystallization seems to be a remedy which has been getting quite popular in field Energetic cocrystals represent one most important classes research advances area The significantly improves performance cocrystals, such as density, solubility, sensitivity, thermal stability. This mini review summaries some CL-20 based terms various aspects them.

Language: Английский

Citations

0
Synthesis of Oxaazaisowurtzitane Derivatives Via Condensation of p‐Toluenesulfonamide With Glyoxal DOI
Artyom E. Paromov,

Valentina А. Kubasova,

S. V. Sysolyatin

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: 61(10), P. 1602 - 1612

Published: Aug. 27, 2024

ABSTRACT This work presents the study results on acid‐catalyzed cascade condensation of p ‐toluenesulfonamide with glyoxal in H 2 SO 4 order to synthesize aza‐ and oxaazaisowurtzitanes—a platform for promising high‐energy‐density compounds—and explore their formation processes. The effects ratio starting reactants, acidity, reaction medium concentration, temperature this process were studied detail. Five novel compounds derived, including four oxaazaisowurtzitanes comprising one three aza groups, intermediate. most favorable conditions resultant caged established some new regularities revealed. For instance, concentration was discovered first time influence generation via direct condensation. limiting stage cage identified. rate shown be dependent structure. factor dramatically reducing yield at elevated synthesis also

Language: Английский

Citations

0
Polynitropyrazole derivatives of pentanitroisowurtzitane DOI
С. В. Никитин,

N. I. Shlykova,

Igor L. Dalinger

et al.

Mendeleev Communications, Journal Year: 2024, Volume and Issue: 34(5), P. 703 - 705

Published: Sept. 1, 2024

Citations

0
New Frontiers in Nitramine Reactivity via the Mitsunobu Reaction DOI
Алексей Б. Шереметев, Pavel S. Gribov,

Daniil A. Chernyshov

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

N-Nitro derivatives of primary alkyl, aryl and heteroarylamines can be directly alkylated with functionalized alcohols under Mitsunobu conditions at the N and/or O atoms nitramino moiety to give secondary nitramines or 1-alkoxydiazene 1-oxides, respectively.

Language: Английский

Citations

0
Condensation of Benzyl Carbamate with Glyoxal in Polar Protic and Aprotic Solvents DOI Creative Commons
Artyom E. Paromov

Molecules, Journal Year: 2023, Volume and Issue: 28(22), P. 7648 - 7648

Published: Nov. 17, 2023

The synthesis of substituted 2,4,6,8,10,12-hexaazaisowurtzitane via direct condensation is challenging. selection starting ammonia derivatives very limited. important step in developing alternative synthetic routes to these compounds investigate their formation process detail. Here, we examined an acid-catalyzed between benzyl carbamate and glyoxal a ratio 2:1 range polar protic aprotic solvents, discovered new occurring during the cascade with as well several processes hindering caged compounds. More specifically, cyclic compound, N,N′-bis(carbobenzoxy)-3,6-diamino-1,4-dioxane-2,5-diol, was found form at early stage under low acidity conditions. this compound governed by easier alcohol groups compared amide ones. intermediates, N,N′-bis(carbobenzoxy)ethan-1,2-diol, N,N′,N″-tris(carbobenzoxy)ethanol, N,N′,N″,N‴-tetrakis(carbobenzoxy)ethan, were obtained higher acidity. A solvents identified: those that react carbamate, promote progress side processes, precipitation intermediates. few byproducts isolated identified. It DMSO exhibits strong deactivating ability, while CH3CN activating ability towards glyoxal.

Language: Английский

Citations

0