Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate
Sorbitol was employed as the grafting agent to modify nano-silica by the hyperbranched reaction. The obtained carrier was further used to prepare immobilized 4-dimethylaminopyridine (DMAP), which was successfully applied to produce vitamin E succinate. Two crucial steps were systematically investiga...
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| Format: | Article |
| Language: | English |
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Académie des sciences
2023-01-01
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| Series: | Comptes Rendus. Chimie |
| Subjects: | |
| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.219/ |
| _version_ | 1797651394137686016 |
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| author | Li, Haining Zhang, Tiantian Tang, Kai Li, Binglin Zhang, Xiaoli Zhao, Binxia Wang, Jiao |
| author_facet | Li, Haining Zhang, Tiantian Tang, Kai Li, Binglin Zhang, Xiaoli Zhao, Binxia Wang, Jiao |
| author_sort | Li, Haining |
| collection | DOAJ |
| description | Sorbitol was employed as the grafting agent to modify nano-silica by the hyperbranched reaction. The obtained carrier was further used to prepare immobilized 4-dimethylaminopyridine (DMAP), which was successfully applied to produce vitamin E succinate. Two crucial steps were systematically investigated during the preparation of hyperbranched loaded DMAP: the epoxy-alcohol addition and N-alkylation reactions. For the epoxy-alcohol addition reaction, the maximum hydroxyl content reached 8.89 mmol/g when the molar ratio of sorbitol to epoxide was 2.5:1, the reaction temperature was 55 °C, the stirring rate was 500 rpm, and the reaction time was 8 h. In the N-alkylation reaction, when the reaction time was 20 h, the reaction temperature was 130 °C, the molar ratio of MAP to K$_{2}$CO$_{3}$ was 1:1.5, the KI to MAP molar ratio was 1:1 and the stirring rate was 600 rpm, the highest loading of DMAP reached 5.17 mmol/g. The catalytic performance of the loaded DMAP with different branching levels was evaluated by the acetylation reaction. The highest catalytic activity was observed in the hyperbranched catalyst, which reached 24.97 mmol/h${\cdot }$g. Moreover, the stability of the prepared immobilized DMAP was significantly enhanced. After being used for ten batches, 94.9% of the catalytic activity retention rate was obtained. |
| first_indexed | 2024-03-11T16:15:18Z |
| format | Article |
| id | doaj.art-8f1f65aaf9ff4978a9086f5b4927bd36 |
| institution | Directory Open Access Journal |
| issn | 1878-1543 |
| language | English |
| last_indexed | 2024-03-11T16:15:18Z |
| publishDate | 2023-01-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj.art-8f1f65aaf9ff4978a9086f5b4927bd362023-10-24T14:22:32ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432023-01-0126G171810.5802/crchim.21910.5802/crchim.219Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinateLi, Haining0Zhang, Tiantian1Tang, Kai2Li, Binglin3https://orcid.org/0000-0002-6409-0784Zhang, Xiaoli4https://orcid.org/0000-0003-2115-3279Zhao, Binxia5Wang, Jiao6College of Food Science and Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaCollege of Food Science and Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaSchool of Chemical Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaCollege of Food Science and Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaCollege of Food Science and Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaSchool of Chemical Engineering, Northwest University, Xi’an, Shaanxi 710000, ChinaBioQuant, Heidelberg University, Heidelberg, 69120, GermanySorbitol was employed as the grafting agent to modify nano-silica by the hyperbranched reaction. The obtained carrier was further used to prepare immobilized 4-dimethylaminopyridine (DMAP), which was successfully applied to produce vitamin E succinate. Two crucial steps were systematically investigated during the preparation of hyperbranched loaded DMAP: the epoxy-alcohol addition and N-alkylation reactions. For the epoxy-alcohol addition reaction, the maximum hydroxyl content reached 8.89 mmol/g when the molar ratio of sorbitol to epoxide was 2.5:1, the reaction temperature was 55 °C, the stirring rate was 500 rpm, and the reaction time was 8 h. In the N-alkylation reaction, when the reaction time was 20 h, the reaction temperature was 130 °C, the molar ratio of MAP to K$_{2}$CO$_{3}$ was 1:1.5, the KI to MAP molar ratio was 1:1 and the stirring rate was 600 rpm, the highest loading of DMAP reached 5.17 mmol/g. The catalytic performance of the loaded DMAP with different branching levels was evaluated by the acetylation reaction. The highest catalytic activity was observed in the hyperbranched catalyst, which reached 24.97 mmol/h${\cdot }$g. Moreover, the stability of the prepared immobilized DMAP was significantly enhanced. After being used for ten batches, 94.9% of the catalytic activity retention rate was obtained.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.219/SorbitolNano silicaHyperbranchedDMAPAcylation reactionVitamin E succinate |
| spellingShingle | Li, Haining Zhang, Tiantian Tang, Kai Li, Binglin Zhang, Xiaoli Zhao, Binxia Wang, Jiao Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate Comptes Rendus. Chimie Sorbitol Nano silica Hyperbranched DMAP Acylation reaction Vitamin E succinate |
| title | Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate |
| title_full | Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate |
| title_fullStr | Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate |
| title_full_unstemmed | Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate |
| title_short | Preparation of hyperbranched 4-dimethylaminopyridine catalyst for the efficient synthesis of vitamin E succinate |
| title_sort | preparation of hyperbranched 4 dimethylaminopyridine catalyst for the efficient synthesis of vitamin e succinate |
| topic | Sorbitol Nano silica Hyperbranched DMAP Acylation reaction Vitamin E succinate |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.219/ |
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