Clean Adipic Acid Synthesis from Liquid-Phase Oxidation of Cyclohexanone and Cyclohexanol Using (NH4)(x)A(y)PMo(12)O(40) (A: Sb, Sn, Bi) Mixed Heteropolysalts and Hydrogen Peroxide in Free Solvent
| Autor: | Lynda Mouheb, Leila Dermeche, Siham Benadji, Tassadit Mazari, Chérifa Rabia, Nadine Essayem |
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| Přispěvatelé: | IRCELYON-C'Durable (CDURABLE), Institut de recherches sur la catalyse et l'environnement de Lyon (IRCELYON), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Adipic acid Ketone 010405 organic chemistry Cyclohexanol Cyclohexanone General Chemistry [CHIM.CATA]Chemical Sciences/Catalysis 010402 general chemistry 01 natural sciences [SDE.ES]Environmental Sciences/Environmental and Society Catalysis 0104 chemical sciences chemistry.chemical_compound Keggin structure chemistry Alcohol oxidation Hydrogen peroxide Nuclear chemistry |
| Zdroj: | Catalysis Letters Catalysis Letters, Springer Verlag, 2018, 148 (2), pp.612-620. ⟨10.1007/s10562-017-2263-6⟩ |
| ISSN: | 1011-372X 1572-879X |
| DOI: | 10.1007/s10562-017-2263-6⟩ |
| Popis: | Clean synthesis of adipic acid (AA) from oxidation of cyclohexanone, cyclohexanol or mixture cyclohexanol/cyclohexanone, was carried out at 90 °C, in the presence of hydrogen peroxide (30%) in free solvent, using Keggin-type polyoxometalates, (NH4)xAyPMo12O40 (An+=Sb3+, Bi3+ or Sn2+), as catalysts. HPLC analysis of reaction mixture showed the formation of adipic, succinic and glutaric acids and unidentified products. The salts were found to be effective for AA synthesis. Whatever the composition of the catalyst, the alcohol oxidation favors the formation of the unidentified products, unlike the ketone oxidation which favors that of the adipic acid. (NH4)0.5Sn1.25PMo12O40 led to the highest AA yield (56%) from cyclohexanone oxidation, after 20 h of reaction. In addition, 31P NMR analysis showed that it has conserved the Keggin structure contrary to others catalysts and that it can be used at least 3 times with reaction times of 20 h, without regeneration. From different catalytic tests and 31P NMR data, reaction pathways have been proposed. The active species could be peroxo-polyoxometalates. |
| Databáze: | OpenAIRE |
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