Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(11), С. 2642 - 2647
Опубликована: Янв. 1, 2023
We report herein a practical synthesis of 3,4-diamino-6-azido-1 H -pyrazolo[4,3- c ]pyridin-5-ium energetic ionic compounds which show good detonation performances and low sensitivities.
Язык: Английский
Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(17)
Опубликована: Июнь 10, 2024
Abstract Zwitterionic compounds are an emergent class of energetic materials and have gained synthetic interest many in the recent years. Due to their better packing efficiencies strong inter/intramolecular electrostatic interactions, they often ensue superior properties than salt analogues. A systematic review from perspective design, synthesis, physicochemical evaluation zwitterionic is presented. Depending on parent ring(s) used for synthesis type moieties bearing positive negative charges, different classes materials, such as primary explosives, secondary heat resistant oxidizers, etc., may result. The some also compared with analogous salts. This will encourage readers explore possibility designing new materials.
Язык: Английский
Процитировано
16
Journal of Materials Chemistry A, Год журнала: 2024, Номер 12(16), С. 9546 - 9551
Опубликована: Янв. 1, 2024
This study highlights for the first time impact of positional isomerism on chemical reactivity which involves a domino reaction, salt formation, cyclization, and nucleophilic substitution.
Язык: Английский
Процитировано
11
Crystal Growth & Design, Год журнала: 2024, Номер 24(16), С. 6790 - 6799
Опубликована: Июль 31, 2024
The dominance of nitro pyrazole-based explosives in the recently reported high-performing energetic materials motivated us to comprehensively investigate energy–stability correlation among different compounds based on 3,5-dinitro pyrazoles employing various computational methods. We also explored and physicochemical properties overlooked compound 3,5-dinitropyrazole-4-carboxylic acid (CDNP). This study revealed that CDNP exhibits highest thermal stability 4-substituted-3,5-dinitropyrazoles, combined with an acceptable performance. These characteristics are attributed its layered packing, strong intermolecular interactions, carbonyl bonds. Furthermore, dicationic salt formation further allowed fine-tune overall performance stability. dihydroxylammonium (5) shows best performance, comparable well-known traditional explosive TATB, good low sensitivity toward impact friction.
Язык: Английский
Процитировано
8
Materials Advances, Год журнала: 2023, Номер 5(1), С. 171 - 182
Опубликована: Ноя. 1, 2023
Energetic and physicochemical properties of 4-azido-3,5-dinitropyrazole based energetic compounds were fine-tuned by connecting it to 5-nitramino-1,2,4-oxadiazole moieties via N -methylene- C bridges salt formation strategy.
Язык: Английский
Процитировано
17
Propellants Explosives Pyrotechnics, Год журнала: 2025, Номер unknown
Опубликована: Фев. 4, 2025
ABSTRACT Behind the synthesis of any new high‐energy density material is objective to achieve equilibrium between energy and stability, which becomes laborious because their adversarial nature. Nitropyrazoles, with viable syntheses easy modifiability, have been adopted typically as backbones this goal. However, acidic nature pyrazole N H in nitropyrazoles limits usefulness despite exhibiting appealing characteristics. 4‐Hydroxy‐3,5‐dinitropyrazole (HODNP) an interesting skeleton presence hydroxy functionality two nitro groups, not only provides additional oxygen content for better output but also possesses quality strong hydrogen bonding interactions tuning properties via salt formation. N‐alkylation most straightforward technique protection unwanted proton, addition making them more physically stable. In work, we synthesized ‐methylated , N’ ‐ethylene‐bridged derivatives ( 2 7 ) HODNP. Mono dicationic salts 3 ‐ 6 8 11 were boost performance further. N‐methylated neutral compound its ammonium confirmed through 15 NMR analysis, was single‐crystal analysis. All compounds showed excellent physical stability (IS >40 J, FS > 360 N), good thermal (T d 180°C). The detonation characteristics found be similar ones 1,3,5‐triamino‐2,4,6‐trinitrobenzene (D v = 7704–8172 m/s, p 22.4–27.3 GPa).
Язык: Английский
Процитировано
0
European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(28)
Опубликована: Июнь 7, 2023
Abstract Herein, we report the regioselective one‐pot synthesis of 1,4,5‐trisubstituted pyrazoles by reacting Morita‐Baylis‐Hillman (MBH) acetates derived from aryl aldehydes with alkyl or hydrazines in presence iodine under aerobic conditions. The reaction proceeds through sequential S N 2′ nucleophilic substitution substituted hydrazine onto MBH acetate, I 2 ‐catalyzed oxidation allylic to hydrazone, heating‐induced intramolecular aza‐Michael and cyclization, oxidative aromatization. key intermediate, s‐trans allyl hydrazones were isolated good yields performing reactions at room temperature. However, prepared aliphatic did not furnish pyrazole owing absence an activated methylene group substrate. synthetic applications Ugi reactions, decarboxylative halogenation, Pd‐catalyzed benzoylation N‐aryl ring, metal‐free tetrazole has been demonstrated.
Язык: Английский
Процитировано
7
Journal of Materials Chemistry A, Год журнала: 2024, Номер 12(28), С. 17501 - 17509
Опубликована: Янв. 1, 2024
Development of insensitive sandwich energetic materials by taking advantage π-philic molecular recognition.
Язык: Английский
Процитировано
2
The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Сен. 18, 2024
Trinitromethyl and
Язык: Английский
Процитировано
2
Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(11), С. 2642 - 2647
Опубликована: Янв. 1, 2023
We report herein a practical synthesis of 3,4-diamino-6-azido-1 H -pyrazolo[4,3- c ]pyridin-5-ium energetic ionic compounds which show good detonation performances and low sensitivities.
Язык: Английский
Процитировано
3