Structural effect of tungsten oxides on selective oxidation of cyclopentene to glutaraldehyde

Lü, Yan; Yin, Hengbo; Wu, Huixiong; Liu, Hua; Jiang, Tingshun; Wada, Yuji

doi:10.1016/j.catcom.2006.03.006

Cited by 19 publications

(8 citation statements)

References 16 publications

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“…Compared with the spectra of sample (a), the intensities of these bands of sample (b) changed greatly, especially the strong and broad band at 807 cm À1 in spectra (a) changed into a weak band in spectra (b). Besides, there appears a new peak at 723 cm À1 due to the vibration of y(W-O) [5], which is not present in the Keggin structure. Similar changes between spectra (c) and spectra (d) were found and a new peak at 735 cm À1 attributed to the vibration of y(W-O) was also detected in spectra (d).…”

Section: Catalysis Testmentioning

confidence: 93%

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Xue

Wang

Yin

et al. 2010

Journal of Industrial and Engineering Chemistry

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Section: Catalysis Testmentioning

confidence: 93%

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Xue

Wang

Yin

et al. 2010

Journal of Industrial and Engineering Chemistry

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“…All the samples exhibit a strong peak located at 641–672 cm –1 which is assigned to the stretching vibration of a bridging oxygen atom between two tungsten atoms ν(W–O–W). ,− Generally, spectra of all the synthesized crystalline powders are very similar in the low-frequency region, except for sample I, which shows two more peaks at 548 and 919 cm –1 . These peaks, which are respectively assigned to tungsten–peroxo (W(O) 2 ) and peroxo (O–O) groups, are typical vibration bands of peroxotungstic acid .…”

Section: Resultsmentioning

confidence: 92%

“…Given the importance of associated water molecules of WO 3 , hydrated tungsten oxides were also synthesized (samples III–VI) via execution of higher thermal treatment (at 120 °C) in solution A , instead of the slow evaporation at RT, which resulted in a much shorter crystallization time, as well as changing the crystalline structure from monoclinic to orthorhombic (in comparison with samples I and II). Heating leads to quick decomposition of the water-soluble amorphous particles of solution A and production of insoluble solids with crystalline structures.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Organo-Functionalization, and Catalytic Properties of Tungsten Oxide Nanoparticles As Heterogeneous Catalyst for Oxidative Cleavage of Oleic Acid As a Model Fatty Acid into Diacids

Enferadi-Kerenkan

Ello

2017

Ind. Eng. Chem. Res.

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A series of tungsten oxide nanoparticles (NPs) has been synthesized via a green and straightforward approach exploiting bare tungsten powder as a precursor. The synthesized NPs were further organo-functionalized by cetyltrimethylammonium bromide (CTAB) in order to adjust their surface state and enhance their compatibility with biphasic oxidation of vegetable oils with H2O2. Simply, different structures of tungsten oxide were observed, which were characterized by XRD, FTIR, TGA, TEM, N2 adsorption/desorption isotherms, and zeta potential analysis. All the synthesized nanocatalysts could fully convert oleic acid, and the highest yield of production of the desired diacid (azelaic acid), ∼80%, was achieved by optimization of the CTA+ amount on the nanocatalyst’s surface, which show excellent activity compared to the reported heterogeneous works. Thanks to the organo-functionalization, this water-tolerant catalyst exhibited no significant leaching, as well as convenient recovery and steady reuse without a noticeble decrease in activity, at least up to four cycles.

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“…The evidence for its formation came from the typical IR absorption peaks at 495, 640, and 950 cm À 1 . [40,41] The three-membered ring peroxide A then reacted with compound 1 a and converted the C α À OH to ketone form 2 a, significantly reducing the bond energy of the adjacent CÀ O bond [42][43][44][45] which was prone to suffer a breakage to give guaiacol and p-methoxy acetophenone. The resulting acetophenone may undergo further oxidative cleavage to give benzoic acids.…”

Section: Plausible Mechanism Discussionmentioning

confidence: 99%

Nano WO₃‐Catalyzed One‐Pot Process for Mild Oxidative Depolymerization of Lignin and its Model Compounds

et al. 2021

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Despite challenges related to the robust and irregular structure of lignin, the valorization of this aromatic biopolymer has aroused great interest. However, the current methods exhibit problems such as harsh reaction conditions, complicated operation, and difficult recovery of catalyst. Herein we present a one-pot process for the mild oxidative depolymerization of lignin and lignin model compounds catalyzed by nano WO 3 , along with tert-butyl hydrogen peroxide (TBHP) as the oxidant and NaOH as the additive, which exhibits advantages of both homogeneous and heterogeneous catalysis. Under the optimized condition, it yielded 80.4 wt % of liquid oil from organo-solv lignin with 7.6 wt % of vanillic acid as the main monomer product, accounting for 91.6 wt % monomeric selectivity. Mechanism studies on the model substrate suggest that the reaction proceeds via an oxidation of C α À OH to C=O followed by CÀ O bond cleavage to afford phenol and ketone products which may undergo further oxidation to produce aromatic carboxylic acids. We have developed an operationally simple procedure for mild fragmentation of lignin and lignin model compounds with excellent yields, which provides the potential to expand the existing lignin usage from energy source to value-added commodity chemicals.

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Structural effect of tungsten oxides on selective oxidation of cyclopentene to glutaraldehyde

Cited by 19 publications

References 16 publications

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Synthesis, Organo-Functionalization, and Catalytic Properties of Tungsten Oxide Nanoparticles As Heterogeneous Catalyst for Oxidative Cleavage of Oleic Acid As a Model Fatty Acid into Diacids

Nano WO₃‐Catalyzed One‐Pot Process for Mild Oxidative Depolymerization of Lignin and its Model Compounds

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Structural effect of tungsten oxides on selective oxidation of cyclopentene to glutaraldehyde

Cited by 19 publications

References 16 publications

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Oxidation of cyclopentene catalyzed by phosphotungstic quaternary ammonium salt catalysts

Synthesis, Organo-Functionalization, and Catalytic Properties of Tungsten Oxide Nanoparticles As Heterogeneous Catalyst for Oxidative Cleavage of Oleic Acid As a Model Fatty Acid into Diacids

Nano WO3‐Catalyzed One‐Pot Process for Mild Oxidative Depolymerization of Lignin and its Model Compounds

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Product

Resources

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Nano WO₃‐Catalyzed One‐Pot Process for Mild Oxidative Depolymerization of Lignin and its Model Compounds