Innovative direct synthesis of adipic acid by air oxidation of cyclohexane

Bonnet, Didier; Ireland, Tania; Fache, Eric; Simonato, Jean‐Pierre

doi:10.1039/b600903d

Cited by 37 publications

(19 citation statements)

References 21 publications

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“…Catalysts enabling cyclohexane oxidation under mild conditions would alleviate the potential hazard of harsh reaction conditions, as well as allow for more selective and controlled reactions. As a preferred oxidant in liquid phase, hydrogen peroxide can work at low temperature, produces only water as a by-product and has a high oxygen uptake (47 %) [114][115][116]. However, cyclohexane oxidation with H 2 O 2 at low temperature using the current catalysts (such as weak acid resin, iron bispidine complexes, Ru complex, Cr/Ti/Si oxides, Na-GeX, mesoporous TS-1, Ti-MCM-41, metal aluminophosphates, biomimetic systems and Cu-Cr 2 O 3 ) invariably suffers from large amount of organic solvent (i.e.…”

Section: Metal Nanoparticle/cd Complex Photocatalyst For Hydrocarbon mentioning

confidence: 99%

Catalytic Applications of Carbon Dots

Kang

Liu

2016

Carbon Nanostructures

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Carbon materials have been used for a long time in heterogeneous catalysis, which can satisfy most of the desirable properties required for a suitable catalyst support. Based on their significant advantages, such as low cost, huge amount, easy accessibility, high surface area, diverse porous structure, and resistance to acidic or basic environments, the carbon nanostructures are hungered for using as proper catalysts directly. Carbon dots (CDs), a new class of carbon nanomaterials with sizes below 10 nm, were also demonstrated to be efficient catalysts, such as, photocatalysts for selective oxidation, light-driven acid-catalysis and hydrogen bond catalysis. In this chapter, we will highlight the preparative methods, which have been used successfully to produce active, selective and durable CDs catalysts and look at their properties and the reactions which they promote. We then consider the catalysts design based on these new CDs and look into the future.

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Section: Metal Nanoparticle/cd Complex Photocatalyst For Hydrocarbon mentioning

confidence: 99%

Catalytic Applications of Carbon Dots

Kang

Liu

2016

Carbon Nanostructures

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“…34 The simultaneous C-C and O-O cleavage in the metal cyclohexylperoxo complex seemed to be the breakthrough point to form AA via a redox-type pathway. 41,42 Based on the different configurational isomers of the reactant cyclohexanone, in this work we have imagined two possible isomers: keto-form and enol-form. Unexpectedly, no 6-hydroxyhexanoic acid was detected by GC-MS.…”

Section: The Formation Route Of Aa From Cyclohexanonementioning

confidence: 99%

A non-nitric acid method of adipic acid synthesis: organic solvent- and promoter-free oxidation of cyclohexanone with oxygen over hollow-structured Mn/TS-1 catalysts

et al. 2015

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A novel hollow-structured Mn/TS-1 catalyst has been reported as a non-nitric acid route for adipic acid production from oxidative cleavage of cyclohexanone. The method generates adipic acid in high yields with molecular oxygen under organic solvent-and promoter-free conditions. The hollow nature of the catalyst with large intra-particle voids facilitates the diffusion of bulky molecules to the internal catalytic site and increases the catalyst activity. The advantage of this catalyst is its reusability with almost consistent reactivity, thereby making it viable for industrial applications. † Electronic supplementary information (ESI) available. See

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“…The alternative use of peroxides is expensive and is also accompanied by the formation of by-products [6]. The establishment of a greener, more effective and selective cyclohexane oxidation system with atmospheric oxygen is therefore a current need [7].…”

Section: Introductionmentioning

confidence: 99%

Scorpionate complexes of vanadium(III or IV) as catalyst precursors for solvent-free cyclohexane oxidation with dioxygen

Mishra¹,

Silva

Martins³

et al. 2009

Pure and Applied Chemistry

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The V-scorpionate complexes [VCl 3 {HC(pz) 3 }] (pz = pyrazolyl) and [VCl 3 {SO 3 C(pz) 3 }] catalyze cyclohexane oxidation with dioxygen, to cyclohexanol (the main product) and cyclohexanone, under solvent-free conditions. [VCl 3 {HC(pz) 3 }] provides the best activity (13 % conversion into the ketone and alcohol, with high selectivity, at the O 2 pressure of 15 atm, at 140 °C, 18 h reaction time). The reaction is further promoted (to 15 % conversion) by pyrazinecarboxylic acid (PCA). The use of C-or O-radical traps supports the involvement of a free-radical reaction mechanism. Several reaction parameters have been varied in a systematic study, directed toward optimization of the process.

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Innovative direct synthesis of adipic acid by air oxidation of cyclohexane

Cited by 37 publications

References 21 publications

Catalytic Applications of Carbon Dots

Catalytic Applications of Carbon Dots

A non-nitric acid method of adipic acid synthesis: organic solvent- and promoter-free oxidation of cyclohexanone with oxygen over hollow-structured Mn/TS-1 catalysts

Scorpionate complexes of vanadium(III or IV) as catalyst precursors for solvent-free cyclohexane oxidation with dioxygen

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