A Simple and Efficient Preparation of High‐Purity Hydrogen Trioxide (HOOOH)

Strle, Gregor; Cerkovnik, Janez

doi:10.1002/anie.201504084

Cited by 5 publications

(4 citation statements)

References 30 publications

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“…Further, peroxides cannot possibly activate butanols − and butanes without a catalyst at ambient temperature. Therefore, trioxides are more likely involved, although, at ambient temperature, they are probably too unstable , to observe by 1 H NMR spectroscopy …”

Section: Resultsmentioning

confidence: 99%

“…Therefore, trioxides are more likely involved, although, at ambient temperature, they are probably too unstable 62 , 65 to observe by 1 H NMR spectroscopy. 69 …”

Section: Resultsmentioning

confidence: 99%

“…Therefore, trioxides are more likely involved, although, at ambient temperature, they are probably too unstable 62,65 to observe by 1 H NMR spectroscopy. 69 Due to the reactivity gap between n-butane and the products, including 2-butanol and butanone, the foregoing over-oxidation is likely more competitive at consuming ozone compared to the alkane activation. Nonetheless, our biphasic gas−liquid process for n-butane ozonation results in low CO 2 formation (9%), especially compared to gas-phase ozonation (up to 78%), and has the added advantage of not employing any halogenated solvent (e.g., CCl 4 ).…”

Section: Ozonation Of N-butanementioning

confidence: 99%

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Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Zhu

Jackson

Subramaniam

2023

JACS Au

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We have demonstrated the oxidation of mixed alkanes (propane, nbutane, and isobutane) by ozone in a condensed phase at ambient temperature and mild pressures (up to 1.3 MPa). Oxygenated products such as alcohols and ketones are formed with a combined molar selectivity of >90%. The ozone and dioxygen partial pressures are controlled such that the gas phase is always outside the flammability envelope. Because the alkane−ozone reaction predominantly occurs in the condensed phase, we are able to harness the unique tunability of ozone concentrations in hydrocarbon-rich liquid phases for facile activation of the light alkanes while also avoiding over-oxidation of the products. Further, adding isobutane and water to the mixed alkane feed significantly enhances ozone utilization and the oxygenate yields. The ability to tune the composition of the condensed media by incorporating liquid additives to direct selectivity is a key to achieving high carbon atom economy, which cannot be achieved in gas-phase ozonations. Even in the liquid phase, without added isobutane and water, combustion products dominate during neat propane ozonation, with CO 2 selectivity being >60%. In contrast, ozonation of a propane+isobutane+water mixture suppresses CO 2 formation to 15% and nearly doubles the yield of isopropanol. A kinetic model based on the formation of a hydrotrioxide intermediate can adequately explain the yields of the observed isobutane ozonation products. Estimated rate constants for the formation of oxygenates suggest that the demonstrated concept has promise for facile and atom-economic conversion of natural gas liquids to valuable oxygenates and broader applications associated with C−H functionalization.

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Section: Resultsmentioning

confidence: 99%

“…Therefore, trioxides are more likely involved, although, at ambient temperature, they are probably too unstable 62 , 65 to observe by 1 H NMR spectroscopy. 69 …”

Section: Resultsmentioning

confidence: 99%

Section: Ozonation Of N-butanementioning

confidence: 99%

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Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Zhu

Jackson

Subramaniam

2023

JACS Au

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“…The reactivity of singlet oxygen differs from that of triplet oxygen and ozone. However, reports about reactions of singlet oxygen with CNTs found in the literature mostly describe different cycloadditions to the CNTs graphitic walls and epoxidations leading to the functionalization of the CNTs, similar to ozone. , Another possibility is the release of hydrogen trioxide (HOOOH), as it has been shown from trialkylsilane, , which in turn might give rise to different oxygen radicals like hydroperoxyl (HOO • ) and hydroxyl (OH • ) radicals.…”

Section: Discussionmentioning

confidence: 99%

Atomic Layer Deposition of Silica on Carbon Nanotubes

et al. 2017

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Low-temperature ozone-assisted atomic layer deposition (ALD) of SiO2 with four silane derivatives (3-aminopropyl)triethoxysilane (APTES), bis(diethylamino)silane (BDEAS), diphenylaminosilane (DPAS), and triethylsilane on carbon nanotubes (CNTs) leads to the one step formation of SiO2 nanotubes. In the process, CNTs act as templates and are removed during the ongoing deposition. From transmission electron microscopy images, the formation of a void between the CNTs surface and the SiO2 coating was observed, indicating an unexpected removal of carbon from the CNTs. This gap grows as the number of ALD cycles is increased, eventually leading to SiO2 nanotubes almost free of carbon. ATR-IR and EELS spectra proved the SiO2 formation. Depending on the CNTs templates used in this process, different morphologies of one-dimensional SiO2 nanostructures are obtained, including simple nanotubes, hollow wall nanotubes, tube-in-tube structures, and SiO2 nanowires. The application of this process on vertically aligned CNTs (VACNTs) templates allows the formation of a perfect SiO2 replica of the VACNTs. From experiments with different oxygen and silicon precursors, it is proposed that peroxides and oxygen-based radicals, which can be formed from the reaction of surface Si–H species with ozone, are the main reactive species leading to the unexpected etching of carbon from the CNTs during silica ALD.

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hydrogen trioxide

Boncli¹

2020

Catalysis From a to Z

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A Simple and Efficient Preparation of High‐Purity Hydrogen Trioxide (HOOOH)

Cited by 5 publications

References 30 publications

Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Facile Ozonation of Light Alkanes to Oxygenates with High Atom Economy in Tunable Condensed Phase at Ambient Temperature

Atomic Layer Deposition of Silica on Carbon Nanotubes

hydrogen trioxide

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