Mesoporous molecular sieves containing niobium(V) as catalysts for the epoxidation of fatty acid methyl esters and rapeseed oil

Dworakowska, Sylwia; Tiozzo, Cristina; Niemczyk-Wrzeszcz, Marta; Michorczyk, Piotr; Ravasio, Nicoletta; Psaro, Rinaldo; Bogdał, Dariusz

doi:10.1016/j.jclepro.2017.08.098

Cited by 33 publications

(25 citation statements)

References 53 publications

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“…0.15 Nb atoms per square nanometer. Such surface metal density is consistent with previous reports in which NbOx-SiO2 catalysts, although obtained via more complicated synthesis pathways or sensitive precursors [27,32,41], displayed a good performance in the epoxidation of alkenes. Figure S5).…”

Section: Characterization Of the Nbo X -Sio 2 Catalystsupporting

confidence: 92%

“…NbO x -SiO 2 showed a promising performance in terms of conversion of methyl oleate (up to 75%) and selectivity to the related epoxide, i.e., methyl epoxystearate (up to 82%) ( Figure 4). These data are consistent with those previously recorded over similar Nb(V) grafted over mesoporous silicates, with an ordered or non-ordered array of pores [40,41]. A direct comparison, under the same experimental conditions, was carried out here, by testing a benchmark catalyst, i.e., an ordered mesoporous Nb-MCM-41 catalyst, obtained by depositing niobocene dichloride under controlled atmosphere, with a comparable niobium content (1.0 wt.% Nb) [31].…”

Section: Catalytic Performance In the Liquid-phase Epoxidation Methylsupporting

confidence: 91%

“…This means that most of the metal Nb(V) centers were isolated and evenly dispersed on the silica surface. Actually, the absence of absorption features at wavelength values higher than 300-310 nm suggests that no Nb centers in isolated penta-or hexa-coordinated geometry were present [41,51]. The occurrence of larger niobia-like domains can be excluded as well [52].…”

Section: Characterization Of the Nbo X -Sio 2 Catalystmentioning

confidence: 96%

“…Niobium(V)-containing mesoporous silica catalysts in epoxidation reactions, indeed, comply with the main guidelines of Green and Sustainable Chemistry: they do not require hazardous corrosive reactants, avoiding the use of peroxoacids; they circumvent tedious separation and recovery techniques, thanks to their heterogeneous nature, and, by exploiting the oxidizing properties of hydrogen peroxide, only water and dioxygen, in the case of its decomposition, are formed [36][37][38]. Moreover, niobium-silica catalysts displaying a network of mesopores, either ordered or non-ordered, proved to be suitable solid catalysts where the epoxidation of bulky vegetable oil FAMEs can be carried out, thanks to the easy steric accessibility of their mesoporous channels to substrate molecules [39][40][41][42][43].…”

Section: Introductionmentioning

confidence: 99%

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Epoxidation of Karanja (Millettia pinnata) Oil Methyl Esters in the Presence of Hydrogen Peroxide over a Simple Niobium-Containing Catalyst

et al. 2019

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The synthesis, characterization and catalytic performance of a conceptually simple, novel NbOx-SiO2 catalyst are here described. The niobium(V)-silica catalyst was prepared starting from cheap and viable reactants, by alkaline deposition of NH4Nb(C2O4)2·H2O in the presence of fructose as a stabilizer and subsequent calcination. The NbOx-SiO2 solid (0.95 Nb wt.%) was tested in the liquid-phase epoxidation with aqueous hydrogen peroxide of methyl oleate, as a model substrate. It was then tested in the epoxidation of a mixture of methyl esters (FAMEs) obtained by transesterification with methanol and purification of karanja oil, extracted from the autochthonous Indian variety of Millettia pinnata tree. The catalyst showed a promising performance in terms of methyl oleate conversion (up to 75%) and selectivity to epoxide (up to 82%). It was then tested on the FAME mixture from karanja oil, where interesting conversion values were attained (up to 70%), although with lower selectivities and yields to the mixture of desired epoxidized FAMEs. The solid withstood four catalytic cycles overall, during which a non-negligible surface reorganization of the Nb(V) sites was observed. However, this restructuring did not negatively affect the performance of the catalysts in terms of conversion or selectivity.

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Section: Characterization Of the Nbo X -Sio 2 Catalystsupporting

confidence: 92%

Section: Catalytic Performance In the Liquid-phase Epoxidation Methylsupporting

confidence: 91%

Section: Characterization Of the Nbo X -Sio 2 Catalystmentioning

confidence: 96%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Epoxidation of Karanja (Millettia pinnata) Oil Methyl Esters in the Presence of Hydrogen Peroxide over a Simple Niobium-Containing Catalyst

et al. 2019

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“…[42][43][44][45] Chemoenzymatic epoxidation commonly using Novozyme 435 has become an alternative means for the epoxidation of oils as an environmentally friendly process. 6,[46][47][48] Other heterogeneous catalysts such as HY zeolite, 49 SiO 2 @ (CH 2 ) 2 COOOH, 50 sulfated-SnO 2 , 51 Nb-SiO 2 , 52 CoCuAl layered double hydroxides, 53 commercial alumina, [54][55][56] copper supported on alumina with cumene and O 2 as the oxidant, 57 poly(4-vinylpyridine)CH 3 ReO 3 supported on halloysite nanotubes, 58 Ti-incorporated mesoporous silica, 59 and N 2 O 5 -SiO 2 (ref. 60) have been developed recently as alternatives for the epoxidation of VOs.…”

Section: Introductionmentioning

confidence: 99%

Catalytic developments in the epoxidation of vegetable oils and the analysis methods of epoxidized products

et al. 2019

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Rational Design of Isolated Tetrahedrally Coordinated Ti(IV) Sites in Zeolite Frameworks for Methyl Oleate Epoxidation

Klinyod,

Yomthong,

Iadrat

et al. 2024

Chemistry An Asian Journal

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The rational design of isolated metals containing zeolites is crucial for the catalytic conversion of biomass‐derived compounds. Herein, we explored the insertion behavior of the isomorphic substitution of Ti(IV) in different zeolite frameworks, including ZSM‐35 (FER), ZSM‐5, and BEA. The different aluminium topological densities of each zeolite framework lead to the creation of different degrees of vacant sites for hosting the tetrahedrally coordinated Ti(IV) active sites. These observations show the precise control of the degree of four‐coordinated Ti(IV) sites in a zeolite framework, especially in BEA topology, by tuning the degree of unoccupied sites in the host zeolite structure via dealumination. Interestingly, the more vacancies in the host zeolite structure, the more isolated tetrahedrally coordinated Ti(IV) can be increased, eventually enhancing the catalytic performance in methyl oleate (MO) epoxidation for producing methyl‐9,10‐epoxystearate (EP). The engineered Ti‐β exhibits outstanding performances in bulky MO epoxidation with the amount of produced EP per number of Ti sites up to 17.1 ± 1.8 mol mol‐1. This observation discloses an alternative strategy for optimizing catalyst efficiency in the rational design of the Ti‐embedding zeolite catalyst, endeavoring to reach highly efficient catalytic performance.

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Mesoporous molecular sieves containing niobium(V) as catalysts for the epoxidation of fatty acid methyl esters and rapeseed oil

Cited by 33 publications

References 53 publications

Epoxidation of Karanja (Millettia pinnata) Oil Methyl Esters in the Presence of Hydrogen Peroxide over a Simple Niobium-Containing Catalyst

Epoxidation of Karanja (Millettia pinnata) Oil Methyl Esters in the Presence of Hydrogen Peroxide over a Simple Niobium-Containing Catalyst

Catalytic developments in the epoxidation of vegetable oils and the analysis methods of epoxidized products

Rational Design of Isolated Tetrahedrally Coordinated Ti(IV) Sites in Zeolite Frameworks for Methyl Oleate Epoxidation

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