Cobalt Porphyrins Immobilized on Polymer Microspheres as Catalysts for the Oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone by Molecular Oxygen

Three types of porous polymer microspheres immobilized with cobalt porphyrins appending p –H, p -Cl and p -NO 2 phenyl substituents (designated as CoPP-GMA/MMA, CoCPP-GMA/MMA and CoNPP-GMA/MMA, respectively) were prepared. Their catalytic activities on the oxidation of 2-naphthol to 2-hydroxy-1,4-na...

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Bibliographic Details
Published in:Catalysis letters 2011-12, Vol.141 (12), p.1808-1813
Main Authors: Zhao, Jing, Gao, Bao-jiao, Gong, Yong-kuan
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
Catalytic activity
Catalytic converters
Catalytic oxidation
Chemical properties
Chemistry
Chemistry and Materials Science
Cobalt
Colloidal state and disperse state
Exact sciences and technology
General and physical chemistry
Industrial Chemistry/Chemical Engineering
Methanol
Microspheres
Naphthol
Nitrogen dioxide
Organometallic Chemistry
Oxidation
Oxidation-reduction reaction
Oxygen
Physical Chemistry
Polymer industry
Polymers
Porous materials
Porphyrins
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Three types of porous polymer microspheres immobilized with cobalt porphyrins appending p –H, p -Cl and p -NO 2 phenyl substituents (designated as CoPP-GMA/MMA, CoCPP-GMA/MMA and CoNPP-GMA/MMA, respectively) were prepared. Their catalytic activities on the oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone by molecular oxygen were investigated in alkaline methanol. The experimental results showed that the porous microsphere supported cobalt porphyrin catalysts could effectively activate molecular oxygen, and 2-naphthol was selectively oxidized to 2-hydroxy-1,4-naphthoquinone with high conversion in alkaline methanol. A phenomenon of distance-dependent catalytic activity was observed and a critical distance of 3.8 nm between porphyrins was determined for the porous polymer microsphere supported catalyst. More interestingly, the activity of the recycled catalyst increased gradually with the increased times of reuse. These results may be helpful in designing highly efficient metalloporphyrin catalysts. Graphical Abstract The catalytic oxidation of 2-naphthol to 2-hydroxy-1,4-naphthoquinone (HNQ) by molecular oxygen was performed in alkaline methanol using supported cobaltporphyrin as catalyst.
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-011-0703-2