Phase-transfer catalytic activity of polymer-supported ammonium and phosphonium salts in oxidation of benzyl alcohol with hydrogen peroxide

Pârvulescu, Viorica; Popa, Adriana; Davidescu, Corneliu Mircea; Vâlceanu, R.; Vass, M.; Luca, Constantin

doi:10.1016/s1381-5148(97)00072-2

Cited by 13 publications

(5 citation statements)

References 14 publications

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“…Since the quaternary ammonium groups do not display characteristic IR absorption bands,23 the formation of the quaternary onium salt‐type TPC is confirmed by observing the spectrum of the QPS‐type triphase catalyst QP‐CACPS. Figure 1 gives the spectra of CPS, CACPS, and QP‐CACPS microspheres.…”

Section: Resultsmentioning

confidence: 99%

Chemical structure and catalytic activity of quaternary onium salt‐type triphase catalysts based on CPS microspheres

Gao

Wang

2011

J of Applied Polymer Sci

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In this work, diversified quaternary onium salt-type triphase catalysts (TPC) were prepared based on crosslinked polystyrene (CPS) microspheres, and the relationship between their chemical structures and catalytic activities in liquid-solid-liquid reaction system were investigated in depth by using the esterification reaction of benzyl chloride with sodium acetate as a model system. The experimental results indicate that the chemical structures of the TPC affect their catalytic activity greatly and there are four basic points: (1) the quaternary phosphonium-type TPC have higher activity than quaternary ammonium-type catalyst; (2) the TPC with more lipophilic substitutes at N atom have higher catalytic activity; (3) the TPC with longer spacer arm, which links quaternary onium salt group to the matrix microsphere, have higher catalytic activity; (4) the bonding density of quaternary onium salt group on the polymeric carrier affects the hydrophilic and hydrophobic property of the TPC, and consequently, influences the catalytic activity significantly. For a given triphase catalysis system, there is an optimal bonding density of quaternary onium salt group on the solid catalysts.

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Section: Resultsmentioning

confidence: 99%

Chemical structure and catalytic activity of quaternary onium salt‐type triphase catalysts based on CPS microspheres

Gao

Wang

2011

J of Applied Polymer Sci

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“…In previous works, the oxidation of benzyl alcohol using different quaternary ammonium or phosphonium salts as a liquid−solid−liquid phase transfer catalyst has been studied, and higher reactivity has been obtained. The screening procedure was identical to that in the allylation of phenol.…”

Section: Resultsmentioning

confidence: 99%

Kinetics of Synthesizing Polymer-Supported Quaternary Ammonium Catalysts

2006

J. Comb. Chem.

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This study attempted to synthesize the optimum quaterary ammonium poly(styrene-co-methylstyrene) catalyst using the combinatorial chemistry method. The catalyst was synthesized by a mix-split method. A phase-transfer catalyst library with 25 kinds of polystyrene-supported quaternary ammonium salt catalyst was the the result of the reaction of five kinds of chloromethylated crosslinked polystyrene with five tert-amines. The allylation of phenol and the oxidation of benzyl alcohol were used as the probing reaction to screen out the most active catalyst for the reaction using the iterative deconvolution method. The screening conditions included teritary amine and organic solvent. The structure of the most active catalyst in the allylation of phenol shows 20 mol % ring substitution and 0.177-0.25-mm pellet size activated with trihexylamine. For oxidation of benzyl alcohol, the reaction conditions of the most active catalyst included a resin of 20% ring substitution and pellet size of 0.177-0.25 mm, activated with triethylamine reacting in an organic solvent of n-hexane.

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“…Special interest has been addressed to catalytic applications of polystyrene-supported ligands and metal complexes [9][10][11]7]. The immobilization of transition metals on polystyrene supports, which is still one of the most popular polymeric materials used in synthesis due to its low cost, ready availability, mechanical robustness, chemical inertness, and facile functionalization [12], offers a number of advantages toward the traditional solution-phase chemistry.…”

Section: Introductionmentioning

confidence: 99%

Supported monocationic copper(II) complexes obtained by coordination with dialkylphosphonate groups on styrene–divinylbenzene copolymer as catalysts for oxidation of organic compounds

Pârvulescu

Niculescu

Ene

et al. 2013

Journal of Molecular Catalysis A: Chemical

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Phase-transfer catalytic activity of polymer-supported ammonium and phosphonium salts in oxidation of benzyl alcohol with hydrogen peroxide

Cited by 13 publications

References 14 publications

Chemical structure and catalytic activity of quaternary onium salt‐type triphase catalysts based on CPS microspheres

Chemical structure and catalytic activity of quaternary onium salt‐type triphase catalysts based on CPS microspheres

Kinetics of Synthesizing Polymer-Supported Quaternary Ammonium Catalysts

Supported monocationic copper(II) complexes obtained by coordination with dialkylphosphonate groups on styrene–divinylbenzene copolymer as catalysts for oxidation of organic compounds

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