Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts
This paper presents a not previously reported catalytic system consisting of transition metals Co<sup>2+</sup> and Mn<sup>2+</sup> and alkyl nitrites R-ONO for the oxidation of cyclohexanone with oxygen to adipic acid. The influence of type and amount of catalyst, temperature...
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2023-08-01
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| Online Access: | https://www.mdpi.com/1996-1944/16/16/5722 |
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| author | Dawid Lisicki Beata Orlińska Tomasz Martyniuk Krzysztof Dziuba Jakub Bińczak |
| author_facet | Dawid Lisicki Beata Orlińska Tomasz Martyniuk Krzysztof Dziuba Jakub Bińczak |
| author_sort | Dawid Lisicki |
| collection | DOAJ |
| description | This paper presents a not previously reported catalytic system consisting of transition metals Co<sup>2+</sup> and Mn<sup>2+</sup> and alkyl nitrites R-ONO for the oxidation of cyclohexanone with oxygen to adipic acid. The influence of type and amount of catalyst, temperature, time, and type of raw material on conversion and product composition were determined. In addition, the oxidation of selected cyclic ketones such as cyclopentanone, cyclohexanone, cyclooctanone, cyclododecanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and 4-methylcyclohexanone in acetic acid as solvent was performed. The results showed that R-ONO systems, under established reaction conditions, form NO·radicals, which oxidize to NO<sub>2</sub> under a strong oxidization reaction environment. The Co<sup>2+</sup>/Mn<sup>2+</sup>/NO<sub>2</sub> system was shown to be highly active in the oxidation of cyclic ketones with oxygen. |
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| institution | Directory Open Access Journal |
| issn | 1996-1944 |
| language | English |
| last_indexed | 2024-03-10T23:46:43Z |
| publishDate | 2023-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Materials |
| spelling | doaj.art-a0a159cd6d014cd79d9dd2e07eaee3c22023-11-19T02:01:52ZengMDPI AGMaterials1996-19442023-08-011616572210.3390/ma16165722Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as CatalystsDawid Lisicki0Beata Orlińska1Tomasz Martyniuk2Krzysztof Dziuba3Jakub Bińczak4Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Akademicka 2A, 44-100 Gliwice, PolandDepartment of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Akademicka 2A, 44-100 Gliwice, PolandGrupa Azoty Zakłady Azotowe “Puławy” S.A., Al. Tysiąclecia Państwa Polskiego 13, 24-110 Puławy, PolandGrupa Azoty Zakłady Azotowe “Puławy” S.A., Al. Tysiąclecia Państwa Polskiego 13, 24-110 Puławy, PolandGrupa Azoty Zakłady Azotowe “Puławy” S.A., Al. Tysiąclecia Państwa Polskiego 13, 24-110 Puławy, PolandThis paper presents a not previously reported catalytic system consisting of transition metals Co<sup>2+</sup> and Mn<sup>2+</sup> and alkyl nitrites R-ONO for the oxidation of cyclohexanone with oxygen to adipic acid. The influence of type and amount of catalyst, temperature, time, and type of raw material on conversion and product composition were determined. In addition, the oxidation of selected cyclic ketones such as cyclopentanone, cyclohexanone, cyclooctanone, cyclododecanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and 4-methylcyclohexanone in acetic acid as solvent was performed. The results showed that R-ONO systems, under established reaction conditions, form NO·radicals, which oxidize to NO<sub>2</sub> under a strong oxidization reaction environment. The Co<sup>2+</sup>/Mn<sup>2+</sup>/NO<sub>2</sub> system was shown to be highly active in the oxidation of cyclic ketones with oxygen.https://www.mdpi.com/1996-1944/16/16/5722green chemistryindustrial synthesisadipic acidoxidation |
| spellingShingle | Dawid Lisicki Beata Orlińska Tomasz Martyniuk Krzysztof Dziuba Jakub Bińczak Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts Materials green chemistry industrial synthesis adipic acid oxidation |
| title | Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts |
| title_full | Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts |
| title_fullStr | Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts |
| title_full_unstemmed | Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts |
| title_short | Selective Oxidation of Cyclohexanone to Adipic Acid Using Molecular Oxygen in the Presence of Alkyl Nitrites and Transition Metals as Catalysts |
| title_sort | selective oxidation of cyclohexanone to adipic acid using molecular oxygen in the presence of alkyl nitrites and transition metals as catalysts |
| topic | green chemistry industrial synthesis adipic acid oxidation |
| url | https://www.mdpi.com/1996-1944/16/16/5722 |
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