Synthesis of 5-(dimethylsilyl)pentylalkylferrocene-grafted HTPB (alkylFc-HTPB) via platinum-catalyzed hydrosilylation

Teimuri‐Mofrad, Reza; Safa, Kazem D.; Abedinpour, Saiedeh; Rahimpour, Keshvar

doi:10.1007/s13738-017-1154-5

Cited by 11 publications

(8 citation statements)

References 27 publications

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“…As shown in Figure 2a, the peak at 4.23 ppm assigned to -CH-groups of cyclopentadienyl rings in Fc. 4,40 After Friedel-Crafts acylation, the feature peaks of -CH-groups of cyclopentadienyl rings in TFc were observed at 4.80, 4.51, and 4.21 ppm, which were similar to the previous reports. 19,40 Moreover, the characteristic peaks at 2.71, 1.72, 1.28, and 0.91 ppm belonged to -CH 2 -and -CH 3 groups in the alkyl side chain of TFc, respectively.…”

Section: Resultssupporting

confidence: 88%

“…4,40 After Friedel-Crafts acylation, the feature peaks of -CH-groups of cyclopentadienyl rings in TFc were observed at 4.80, 4.51, and 4.21 ppm, which were similar to the previous reports. 19,40 Moreover, the characteristic peaks at 2.71, 1.72, 1.28, and 0.91 ppm belonged to -CH 2 -and -CH 3 groups in the alkyl side chain of TFc, respectively. 40 Additionally, the signals at 4.10$4.27 ppm belonged to -CH-groups of cyclopentadienyl rings in MFc.…”

Section: Resultssupporting

confidence: 88%

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Synthesis of long straight‐chain alkane substituted ferrocene with ultra‐robust oil solubility as multifunctional organometallic additive

Zhang,

Niu,

et al. 2024

Applied Organom Chemis

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Tailoring of organometallics structure toward desirable properties continues to be both fascinating and challenging in the field of materials science. Herein, a novel ferrocene derivative with long straight‐chain alkane mono‐substituent is synthesized and used as multifunctional organometallic additive in the base oil. This ferrocene‐based organometallic compound (MFc) is synthesized via the Friedel‐Crafts acylation of ferrocene with myristyl chloride, followed by reduction with sodium borohydride. The chemical structure, crystallizability, surface morphology, and the thermal properties of the as‐synthesized compound are systematically characterized. As the iron‐containing standard substance, the MFc was preferable dissolve in lubricating oil with the iron element content as high as 2*105 ppm. Resultantly, the MFc/oil solutions exhibited excellent stability even after high‐speed centrifugal treatment, long‐term storage up to 3 months, and ultra‐low temperature treatment at −40°C for 24 h. Moreover, the MFc as a functional lubricant additive could reduce the average wear scar diameter, wear volume, and coefficient of friction with 40%, 73%, and 18%, respectively, as compared to the corresponding pure base oil. This synthetic strategy provides a novel perspective for the design of functional organometallics, and the as‐synthesized novel ferrocene derivative may find a wide range of advanced potential applications in analytical chemistry, tribology, and interfacial science.

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Section: Resultssupporting

confidence: 88%

Section: Resultssupporting

confidence: 88%

Synthesis of long straight‐chain alkane substituted ferrocene with ultra‐robust oil solubility as multifunctional organometallic additive

Zhang,

Niu,

et al. 2024

Applied Organom Chemis

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“…The method described by Rahimpour et al was utilised for the preparation of ferrocene derivative, that is, [4‐(Dimethylsilyl) butyl] ferrocene grafted HTPB. [ 9,10 ] The process involves three steps. The first step entails the synthesis of (4‐chlorobutyl) ferrocene, the second step involves the conversion of (4‐chlorobutyl) ferrocene into [4‐(dimethylsilyl) butyl] ferrocene while the third and the final step encompasses the transformation of [4‐(dimethylsilyl) butyl] ferrocene into [4‐(Dimethylsilyl)butyl]ferrocene grafted HTPB.…”

Section: Methodsmentioning

confidence: 99%

Pseudo matrix‐matched standards for the determination of iron in ferrocene and its derivatives by energy dispersive X‐ray fluorescence spectrometry

et al. 2021

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A method for the determination of Fe in ferrocene or its derivatives dissolved in n‐butyl acetate by energy dispersive X‐ray fluorescence spectrometry is described. It utilises, driven by the lack of suitable matrix‐matched standards, pseudo standards of Fe in n‐butyl acetate for quantification. These are derived theoretically from synthetic aqueous Fe standards by invoking the concepts of thick target XRF. The normalisation of the mass attenuation coefficients of the exciting radiation (i.e., Mo K X‐rays) and the emitted radiation (i.e., Fe Kα X‐rays) lies at the crux of the transformation of the true aqueous standards into pseudo non‐aqueous standards. The method is simple and provides results with good statistical attributes. The veracity of the method is established by inductively coupled plasma optical emission spectrometry wherein the measurements were performed on microwave digested samples. The method is adaptable to any other solvent and can also be extended to other organometallic compounds such as manganocene or cobaltocene.

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“…Furthermore, the former also had a faster decomposition process because of the grafted FPDS. Similarly, Teimurimofrad et al [101] also used the hydrosilylation strategy to give three kinds of 5-(dimethylsilyl)pentylalkylferrocene-grafted HTPBs (alkylFc-HTPB) with HTPB in the presence of hexachloroplatinic acid catalyst (Scheme 9: alkylFc-HTPB). Each kind of the three alkylFc-HTPB samples, with different iron contents and physical properties, such as viscosity, glass transition temperature and iron percentage as important parameters, were investigated.…”

Section: Modification Of Burning Ratementioning

confidence: 99%

Hydroxyl Terminated Polybutadiene: Chemical Modification and Application of these Modifiers in Propellants and Explosives

Zhang¹,

Shu²,

Liu³

et al. 2019

Cent. Eur. J. Energ. Mater.

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Hydroxyl terminated polybutadiene (HTPB) as a telechelic liquid polymer has been widely used in propellants and explosives and many modified-HTPBs have been reported in the literature. As a binder or additive in propellants and explosives, the chemical modification of HTPB for improving certain properties of propellants has been summarized in detail in this article. According to the application drawbacks of HTPB, modified-HTPB can be classified differently. Furthermore, there are polymers that have been modified on their energetic properties, such as GAP-PB-GAP, BAMO-PB-BAMO, AMMO-PB-AMMO, Nitro-HTPB, HTPB-DNB and NHTPB. Pre-polymers modified on their combustion properties include Butacene ® , FPDS-g-HTPB, Fc-HTPB, BiFc-g-HTPB, HTPB→[Fe(CO)3]x, PPA-HTPB-PPA and PNBE-HTPB-PNBE. HTPBs are also modified in curing systems containing, for example ETPB, PTPB, PrTPB, AzTPB, and PUPB, and other modification results are reviewed. Additionally, this overview is expected to provide an outlook for further studies in these fields.

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Synthesis of 5-(dimethylsilyl)pentylalkylferrocene-grafted HTPB (alkylFc-HTPB) via platinum-catalyzed hydrosilylation

Cited by 11 publications

References 27 publications

Synthesis of long straight‐chain alkane substituted ferrocene with ultra‐robust oil solubility as multifunctional organometallic additive

Synthesis of long straight‐chain alkane substituted ferrocene with ultra‐robust oil solubility as multifunctional organometallic additive

Pseudo matrix‐matched standards for the determination of iron in ferrocene and its derivatives by energy dispersive X‐ray fluorescence spectrometry

Hydroxyl Terminated Polybutadiene: Chemical Modification and Application of these Modifiers in Propellants and Explosives

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