Ferrocene-based sulfonyl dihydropyrazole derivatives: Synthesis, structure, electrochemistry and effect on thermal decomposition of NH4ClO4

Zhuo, Ji-Bin; Li, Heng-Dong; Lin, Cai‐Xia; Xie, Linghai; Bai, Shuting; Yuan, Yaofeng

doi:10.1016/j.molstruc.2014.03.013

Cited by 38 publications

(9 citation statements)

References 34 publications

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“…To tackle these problems and to promote anti‐migration ability of ferrocene‐based BRCs, a lots of new ferrocene‐based BRCs, such as ferrocene‐containing polymers,[5d], [5e], polar groups functionalized ferrocene compounds, ionic ferrocene compounds, dinuclear mono‐ and heterobimetallic ferrocene‐derivatives, were developed. The most successful ferrocene‐containing polymer is butacene, a hydroxyl‐terminated polybutadiene (HTPB) binder with ferrocenyl groups hanging on its side chains launched by French dynamite company and have already been marketed in some continents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a Dinuclear Nitrogen‐Rich Ferrocenyl Ligand and Its Ionic Coordination Compounds and Their Catalytic Effects During Combustion

Jiang

Liu

Lei

et al. 2018

Zeitschrift anorg allge chemie

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Alkylferrocene-based burning-rate catalysts (BRCs) exhibit distinct migration tendency and high volatility and thus result in inferior performance of composite solid propellants during their combustion processes. To deal with these drawbacks, a novel dinuclear nitrogen-rich ferrocene derivative, 4-amino-3,5-bis(4-ferrocenyl-1,2,3triazolyl-1-methyl)-1,2,4-triazole (BFcTAZ) and its twenty seven ionic coordination compounds, [M 2 (BFcTAZ) 2 (H 2 O) 4 ] m X n ·xH 2 O (M = Cr 3+ , Mn 2+ , Fe 3+ , Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Cd 2+ and Pb 2 ; X = polycyano anions), were synthesized and characterized by FT-IR, UV/Vis, and elementary analysis. Crystal structure of BFcTAZ was further confirmed by single-crystal X-ray diffraction and a general molecular 92 structure of the new complexes was proposed. Their high thermal stability was verified by TG technique. Cyclic voltammetry studies suggested that the new compounds are diverse redox systems. Their effects on the thermal degradation of some common oxidizers were measured by DSC technique. The results indicated that most of the new complexes exert great effects on the thermal decomposition of AP, RDX, and 1,1-diamino-2,2-dinitroethylene (FOX-7) and some of them are more active than catocene. The Cu 2+ complexes are among the excellent ones. However, only six compounds have appreciable catalytic activity in the thermal degradation of HMX. Scheme 1. Molecular structure of the synthesized dinuclear nitrogenrich ferrocenyl compound BFcTAZ.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a Dinuclear Nitrogen‐Rich Ferrocenyl Ligand and Its Ionic Coordination Compounds and Their Catalytic Effects During Combustion

Jiang

Liu

Lei

et al. 2018

Zeitschrift anorg allge chemie

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“…[7a], [8c] L. Wang reported the ferrocene‐functionalized polyethylene‐imines and hyperbranched polyethylene to overcome the high migration problem of the neutral ferrocene derivatives. [8d] Another approach is to synthesize ferrocene compounds containing polar groups, such as azolyl, hydroxyl, or acyl groups prone to form hydrogen bonds and/or π ··· π stacking interactions in the molecules for stabilizing molecular structures, or to prepare ferrocene‐functionalized metal complexes with inherent low‐migratory ability . Y. F. Yuan reported nitrogen‐rich dinuclear ferrocene derivatives and the combustion catalytic results showed that these ferrocene derivatives exhibit high effect on the thermal decomposition of AP.…”

Section: Introductionmentioning

confidence: 99%

“…Y. F. Yuan reported nitrogen‐rich dinuclear ferrocene derivatives and the combustion catalytic results showed that these ferrocene derivatives exhibit high effect on the thermal decomposition of AP. [10a], [10b] Z. X. Bian developed ferrocene‐based transition‐metal complexes with significant influences on the thermal disintegration of AP. [10c]…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization and Migration of Ionic Polyferrocenyl Compounds of 5-Ferrocenyl-1H-tetrazole and Their Effects During Combustion

Gao

Shao

et al. 2017

Z. Anorg. Allg. Chem.

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Eighteen ionic polyferrocenyl compounds with 5‐ferrocenyl‐1H‐tetrazolate as anion and mono‐ and dinuclear ferrocenyl‐alkylammonium as cations were synthesized and characterized by 1H NMR, 13C NMR, FT‐IR, and UV/Vis spectroscopy, and elemental analysis. Molecular structures of three compounds were further confirmed by single‐crystal X‐ray diffraction. Their thermal stability was evaluated by TG and DSC and found that they are of high thermal stability. The cyclic voltammetry analysis suggested that each of the compounds exhibits only an irreversible redox wave of the ferrocene units in the molecule. Both migration and volatility test results showed that, on comparison with those of Catocene, all tested compounds exhibit much more excellent anti‐migration ability and most of the tested compounds have lower volatility. Their effects on the thermal disintegration of ammonium perchlorate (AP), 1,3,5‐trinitro‐1,3,5‐triazacyclohexane (RDX), and 1,2,5,7‐tetranitro‐1,3,5,7‐tetraazacyclooctane (HMX) were measured by DSC. The results revealed that most of the compounds exhibit significant catalytic effects on the thermal degradation of AP and RDX. Particularly, most of the compounds containing one ferrocene unit in their cations show higher activity than that of Catocene. These compounds can be used as alternatives to Catocene in the composite solid propellants.

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“…Therefore, the integration of one or more ferrocene units into a heterocyclic compound has been recognized as an attractive way to entitle a molecule with new functions. Researchers have been focusing on the study of heterocyclic derivatives connecting ferrocenyl unit, for their advantages on controllability in terms of burning-rate catalysts [18][19][20][21][22][23].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of two nickel (II) complexes bearing pyrrolide-imine ligand and their catalytic effects on thermal decomposition of ammonium perchlorate

Zhuo

Lin

et al. 2015

Journal of Molecular Structure

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Ferrocene-based sulfonyl dihydropyrazole derivatives: Synthesis, structure, electrochemistry and effect on thermal decomposition of NH4ClO4

Cited by 38 publications

References 34 publications

Synthesis and Characterization of a Dinuclear Nitrogen‐Rich Ferrocenyl Ligand and Its Ionic Coordination Compounds and Their Catalytic Effects During Combustion

Synthesis and Characterization of a Dinuclear Nitrogen‐Rich Ferrocenyl Ligand and Its Ionic Coordination Compounds and Their Catalytic Effects During Combustion

Synthesis, Characterization and Migration of Ionic Polyferrocenyl Compounds of 5-Ferrocenyl-1H-tetrazole and Their Effects During Combustion

Synthesis of two nickel (II) complexes bearing pyrrolide-imine ligand and their catalytic effects on thermal decomposition of ammonium perchlorate

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