Accessibility enhancement of TS-1-based catalysts for improving the epoxidation of plant oil-derived substrates

Wilde, Nicole; Přech, Jan; Pelz, M.; Kubů, Martin; Čejka, Jiřı́; Gläser, Roger

doi:10.1039/c6cy01232a

Cited by 43 publications

(11 citation statements)

References 43 publications

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“…The crystal structures have been reproduced from reference [133] . Information about porosity and structural characteristics for the most represented zeolites are also provided [134–139] . MR=Membered Ring.…”

Section: Strategies To Improve Ti‐based Heterogeneous Epoxidation Catalystsmentioning

confidence: 99%

Titanosilicate Epoxidation Catalysts: A Review of Challenges and Opportunities

2021

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Epoxidation reactions are tremendously important for modern chemistry, as they lead to series of highly useful bulk and fine chemicals, monomers, and intermediates for organic synthesis. Progress in epoxidation processes goes hand in hand with the advancement made in catalysis science. In this context, heterogeneous catalysts, and particularly Ti‐based formulations, are playing a central role and have seen tremendous developments over the past two decades, leveraging on advanced materials science. The aim of this review is to illustrate the various strategies of titanosilicate catalysts preparation that can lead to more versatile, more performant, and greener epoxidation processes. We successively cover (i) supported catalysts, obtained by the grafting of Ti species onto preformed silica supports, (ii) microporous crystalline titanosilicates (zeolites), and (iii) amorphous titanosilicates obtained by sol‐gel chemistry. For each category, with an emphasis on catalyst preparation, the challenges that have to be tackled to boost catalyst performance are highlighted. From that point, we present a critical review of the different approaches that have been proposed in the primary literature to tailor the properties that govern catalysts performance (activity, selectivity, stability, ease of handling). This is done by better controlling the nature of the active surface species, adapting particles size and shape, optimizing texture, modifying surface chemistry, etc. These lines of attack encompass molecular approaches for the grafting of well‐defined species, top‐down and bottom‐up synthesis of hierarchically porous zeolites, advanced sol‐gel routes potentially performed in non‐conventional media or coupled with original processing, preparation of self‐standing monoliths, etc. Future research directions are discussed with emphasis on the application scope of new catalytic materials and possible approaches to increase catalyst performance.

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Section: Strategies To Improve Ti‐based Heterogeneous Epoxidation Catalystsmentioning

confidence: 99%

Titanosilicate Epoxidation Catalysts: A Review of Challenges and Opportunities

2021

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“…Therefore, considerable efforts have been made to develop proper heterogeneous catalytic systems with more effective and cleaner process for epoxidation of fatty acids and their esters. Recently, series of catalysts have been explored, including Ti-containing materials (Ti-silicas, Ti-MCM-41, nanosized HTS-1), − Nb-based materials, , methyltrioxorhenium(VII) supported on niobia, acidic ion-exchange resin, alumina and alumina-supported group VI metal oxide, immobilized peroxycarboxylic acid, and immobilized Novozym 435 . Among these, titanium-silica catalysts with regularly tetrahedrally coordinated Ti are currently the most promising options, due to their high efficiency, good versatility, and reusability.…”

Section: Introductionmentioning

confidence: 99%

“…In terms of solvent, up to now, majority of the unsaturated FAMEs epoxidation processes have been implemented with an organic solvent (e.g., acetonitrile, acetone, ethyl acetate, methanol, dichloromethane, chloroform, toluene, etc. ). − ,− Therefore, diminishing or avoiding organic solvents utilization is one of the challenges of green chemistry to be taken into account.…”

Section: Introductionmentioning

confidence: 99%

Epoxidation of Methyl Oleate and Unsaturated Fatty Acid Methyl Esters Obtained from Vegetable Source over Ti-Containing Silica Catalysts

Wei

et al. 2018

Ind. Eng. Chem. Res.

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With different oxidants (aqueous H2O2 or cumene hydroperoxide), Ti-containing silica catalysts (hierarchical TS-1, Ti-MCM-41, and Ti-HMS) were applied as catalysts for the epoxidation of methyl oleate (MO) and vegetable-derived unsaturated fatty acid methyl esters (FAMEs). We found that the catalytic performances of titanium silicalites were highly dependent on oxidant types. For the epoxidation of MO over hierarchical TS-1 (HTS-1), aqueous H2O2 is a better oxidant compared with cumene hydroperoxide (CHP). Benefiting from good molecular accessibility and high activity of Ti sites, combined with high hydrophobicity, ultra-high-yield epoxides were obtained over HTS-1. In contrast, CHP was more favorable for Ti-HMS catalyst, which was beneficial to selective conversion of MO into epoxide under solvent-free conditions. The superior catalytic performance was ascribed to the high surface area and pore volume of Ti-HMS. Furthermore, the corresponding structure–catalytic performance relationships and reusability of various catalysts were discussed in consideration of the effect of oxidants.

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“…Hence, under the optimal reaction conditions, it was possible to reuse hierarchical ZSM-5 up to four runs without a significant loss in conversion and selectivity. On the other hand, zeolite or silicalite materials with framework incorporated metals, such as Sn-Beta [176] or Ti-TS-1 [177,178], has been reported as catalysts with remarkable performance in oxidation reactions using H 2 O 2 as oxidant agent. For example, nanosize hierarchical Ti-rich TS-1, synthesized via TritonX-100, was recently investigated in the hydroxylation of benzene to phenol with H 2 O 2 as oxidizing agent and deionized water as solvent, showing high catalytic activity [178].…”

Section: Oxidation Of Aromaticsmentioning

confidence: 99%

Zeolites and Related Materials as Catalyst Supports for Hydrocarbon Oxidation Reactions

et al. 2022

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Catalytic oxidation is a key technology for the conversion of petroleum-based feedstocks into useful chemicals (e.g., adipic acid, caprolactam, glycols, acrylates, and vinyl acetate) since this chemical transformation is always involved in synthesis processes. Millions of tons of these compounds are annually produced worldwide and find applications in all areas of chemical industries, ranging from pharmaceutical to large-scale commodities. The traditional industrial methods to produce large amounts of those compounds involve over-stoichiometric quantities of toxic inorganic reactants and homogeneous catalysts that operate at high temperature, originating large amounts of effluents, often leading to expensive downstream processes, along with nonrecovery of valuable catalysts that are loss within the reactant effluent. Due to the increasingly stringent environmental legislation nowadays, there is considerable pressure to replace these antiquate technologies, focusing on heterogeneous catalysts that can operate under mild reactions conditions, easily recovered, and reused. Parallelly, recent advances in the synthesis and characterization of metal complexes and metal clusters on support surfaces have brought new insights to catalysis and highlight ways to systematic catalysts design. This review aims to provide a comprehensive bibliographic examination over the last 10 years on the development of heterogeneous catalysts, i.e., organometallic complexes or metal clusters immobilized in distinct inorganic supports such as zeolites, hierarchical zeolites, silicas, and clays. The methodologies used to prepare and/or modify the supports are critically reviewed, as well as the methods used for the immobilization of the active species. The applications of the heterogenized catalysts are presented, and some case-studies are discussed in detail.

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Accessibility enhancement of TS-1-based catalysts for improving the epoxidation of plant oil-derived substrates

Cited by 43 publications

References 43 publications

Titanosilicate Epoxidation Catalysts: A Review of Challenges and Opportunities

Titanosilicate Epoxidation Catalysts: A Review of Challenges and Opportunities

Epoxidation of Methyl Oleate and Unsaturated Fatty Acid Methyl Esters Obtained from Vegetable Source over Ti-Containing Silica Catalysts

Zeolites and Related Materials as Catalyst Supports for Hydrocarbon Oxidation Reactions

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