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Badovskaya, L. A.; Latashko, V. M.; Посконин, В. В.; Grunskaya, E. P.; Tyukhteneva, Z. I.; Rudakova, S. G.; Pestunova, S. A.; Sarkisyan, A. V.

doi:10.1023/a:1021288711593

Cited by 33 publications

(24 citation statements)

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“…Temperatures in the range used for other catalysts were explored. [15][16][17][18][19] Fig. 1 compares the catalytic activity of commercial TS-1 at three different temperatures (323, 333 and 343 K) while keeping the rest of the reaction conditions constant (4.6 wt% of furfural, 2.3 wt% of catalyst and 12.3 wt% H 2 O 2 , equivalent to an H 2 O 2 /furfural mol ratio of 7.5).…”

Section: Resultsmentioning

confidence: 99%

“…The rst characteristic of the performance of TS-1 is the low selectivity for succinic acid and furan-2(3H)-one with respect to values obtained with sulphuric acid, sulphonic resins or poly(-styrene sulphonic acid). [15][16][17][18]29 This strongly suggests that the reaction with TS-1 goes through a different mechanism. It is accepted that, when using catalysts possessing sulphonic acid sites, the reaction starts with a Baeyer-Villiger step (see Scheme SI1 †).…”

Section: Comparison With Other Solid Catalysts and Reaction Mechanismsmentioning

confidence: 99%

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Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1

et al. 2014

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This investigation explores the selective liquid-phase oxidation of furfural to maleic acid (MA) using hydrogen peroxide as an oxidant and titanium silicalite (TS-1) as a catalyst. The effect of temperature and of the concentration of H 2 O 2 , furfural and catalyst on the MA yield was studied. The highest yield, 78 mol%, was obtained under the following reaction conditions: 4.6 wt% of furfural, 4.6 wt% of catalyst, a H 2 O 2 /furfural mol ratio of 7.5, corresponding to 12.3 wt% of H 2 O 2 , 323 K and 24 hours of reaction. To reduce the amount of H 2 O 2 employed, a two-step sequence of reactions was conducted using TS-1 and Amberlyst 70 consecutively as catalysts in the first and second steps, respectively. In this case, a H 2 O 2 / furfural mol ratio ¼ 4.4 was required, which is quite close to the stoichiometric ratio (3.0), and a maleic acid yield close to 80% was obtained under 4.6 wt% of furfural, 4.6 wt% of catalyst and 28 h of reaction at 323 K; after 52 h of reaction, the MA yield reached 92%. Fresh and used catalysts were characterised by X-ray diffraction (XRD), Raman spectroscopy, total reflection X-ray fluorescence (TXRF), X-ray photoelectron spectroscopy (XPS), N 2 adsorption-desorption isotherms and thermogravimetric analysis.Ti was largely incorporated within the silicalite framework, but the presence of some TiO 2 anatase was also confirmed. Ti leaching was observed, especially during the first run but became much less important in successive cycles. Leaching affects both anatase and Ti species within the silicalite framework. Notwithstanding the leaching, when using pure furfural, TS-1 could be reused for six runs without noticeable deactivation, whereas when using furfural directly derived from biomass, weak but visible deactivation occurred upon reutilisation; this deterioration must be related to the presence of some organic products other than furfural.

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Section: Resultsmentioning

confidence: 99%

Section: Comparison With Other Solid Catalysts and Reaction Mechanismsmentioning

confidence: 99%

Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1

et al. 2014

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“…Biomass-derived molecules can serve as a renewable source for the sustainable production of fuels and chemicals [1,2]. During the past decades, novel synthetic methods and catalytic processes have been developed for the synthesis of C 4 biomass-derived molecules such as succinic acid, maleic acid and 2(5H)-furanone [3][4][5]. For example, many efforts have focused on the production of 2(5H)-furanone by oxidation of furfural, which can be easily produced from lignocellulose [6], and a reasonable yield of 2(5H)-furanone over 60% was achieved in our recent work [7].…”

Section: Introductionmentioning

confidence: 99%

Selective hydrogenation of biomass-derived 2(5H)-furanone over Pt-Ni and Pt-Co bimetallic catalysts: From model surfaces to supported catalysts

Wan

Kattel

et al. 2016

Journal of Catalysis

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The selective hydrogenation of biomass-derived 2(5H)-furanone to γ-butyrolactone (GBL) was studied over Pt-Ni and Pt-Co bimetallic model surfaces and supported catalysts. The reactions of 2(5H)-furanone were investigated on Ni/Pt(111) and Co/Pt(111) bimetallic surfaces using temperature-programmed desorption (TPD), revealing that the Ni-terminated bimetallic Ni-Pt-Pt(111) surface was more active and selective to produce GBL. Parallel density functional theory (DFT) calculations also confirmed the higher hydrogenation activity on Ni-Pt-Pt(111) due to bimetallic effect. The promising results on model surfaces were extended to SiO 2-supported catalysts. The hydrogenation activity in terms of the initial turnover frequency (TOF) followed the trend of Pt-Ni > Pt-Co > Pt > Ni > Co, where the TOF over Pt-Ni was almost twice higher than that over Pt. With the excellent correlation between model surfaces and supported catalysts, the Pt-Ni bimetallic catalyst was identified as a promising option for the selective hydrogenation of 2(5H)-furanone to GBL.

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“…The product 3 was extracted with ether, washed with NaHCO 3 solution, dried with Na 2 SO 4 , and evaporated. The residue was distilled at reduced pressure, and 16.1 g (64%) of 2(5H)-furanone (3) was obtained; bp 90-93 °С (13 mm Hg), (bp 90-92 °С (12-13 mm Hg) [19]); n D 20 1.4650 (n D 20 1.4650 [19]). The 1 H NMR spectrum agreed with the previously obtained spectrum [19].…”

Section: Synthesis Of 2(5h)-furanone (3)mentioning

confidence: 99%

“…The most convenient method for its production with a yield of up to 40% is based on the reaction of furfural with aqueous hydrogen peroxide [5,19,20]. Due to these researches the furanone 3 became an accessible compound, but the problem of increasing its yield remained urgent.…”

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confidence: 99%

Catalytic oxidation reactions of furan and hydrofuran compounds 9.* characteristics and synthetic possibilities of the reaction of furan with aqueous hydrogen peroxide in the presence of compounds of niobium (ii) and (v)

Посконин

2009

Chem Heterocycl Comp

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The effect of the catalytic characteristics of compounds of niobium(II) and (V) on the duration and the composition of the products during the oxidation of furfural by aqueous hydrogen peroxide was studied. It was established that the process is intermediate in its main characteristics between reactions of the compounds taking place under the conditions of autocatalysis by the acids that are formed and in the presence of the vanadium compounds. The main product of the reaction is 2(5H)-furanone. A method is proposed for its production with yields of up to 60%.Keywords: hydrogen peroxide, niobium(II) and (V) compounds, 2(5H)-furanone, furfural, oxidation.Earlier we conducted a comprehensive investigation into the reactions of furfural (1) with aqueous hydrogen peroxide in the presence of compounds of vanadium(IV) and (V). It was established that the introduction of a vanadium catalyst into the furfural-H 2 O 2 system in an acidic aqueous medium leads to a fundamental change in the mechanism and direction of the oxidation process that occurs in comparison with the reaction of these compounds taking place under the conditions of autocatalysis by the acids that are formed [2][3][4][5]. A distinguishing feature of the process is the formation of 5-hydroxy-2(5H)-furanone (2) as the main product [2, 3]; this made it possible to develop a rational method suitable for widespread use in the production of this previously difficult-to-obtain chemical compound [3,6].The results from the peroxide oxidation of the aldehyde 1 under the conditions of acid autocatalysis and in the presence of vanadium catalysts were compared with our results on the reactions of these compounds in the presence of compounds of group VI elements -chromium, molybdenum, and selenium. It was established that the type of catalyst has a substantial effect on the nature of oxidation of furfural and on the composition of

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Cited by 33 publications

References 5 publications

Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1

Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1

Selective hydrogenation of biomass-derived 2(5H)-furanone over Pt-Ni and Pt-Co bimetallic catalysts: From model surfaces to supported catalysts

Catalytic oxidation reactions of furan and hydrofuran compounds 9.* characteristics and synthetic possibilities of the reaction of furan with aqueous hydrogen peroxide in the presence of compounds of niobium (ii) and (v)

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Cited by 33 publications

References 5 publications

Aqueous-phase catalytic oxidation of furfural with H2O2: high yield of maleic acid by using titanium silicalite-1

Aqueous-phase catalytic oxidation of furfural with H2O2: high yield of maleic acid by using titanium silicalite-1

Selective hydrogenation of biomass-derived 2(5H)-furanone over Pt-Ni and Pt-Co bimetallic catalysts: From model surfaces to supported catalysts

Catalytic oxidation reactions of furan and hydrofuran compounds 9.* characteristics and synthetic possibilities of the reaction of furan with aqueous hydrogen peroxide in the presence of compounds of niobium (ii) and (v)

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Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1

Aqueous-phase catalytic oxidation of furfural with H₂O₂: high yield of maleic acid by using titanium silicalite-1