Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction
Using poly(acrylic acid) (abbreviated as PAA) as a shell, bimodal mesoporous silicas (abbreviated as BMMs) as a core, and bipyridine-proline (abbreviated as Z) as an active species, a facile approach for preparation of the P-Z@BMMs nanocomposites with core–shell structure was proposed, which was use...
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| Format: | Article |
| Language: | English |
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Elsevier
2023-08-01
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| Series: | Arabian Journal of Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535223003957 |
| _version_ | 1797804015650603008 |
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| author | Guangpeng Xu Bingying Jia Bang Xu Shiyang Bai Jihong Sun Tallat Munir |
| author_facet | Guangpeng Xu Bingying Jia Bang Xu Shiyang Bai Jihong Sun Tallat Munir |
| author_sort | Guangpeng Xu |
| collection | DOAJ |
| description | Using poly(acrylic acid) (abbreviated as PAA) as a shell, bimodal mesoporous silicas (abbreviated as BMMs) as a core, and bipyridine-proline (abbreviated as Z) as an active species, a facile approach for preparation of the P-Z@BMMs nanocomposites with core–shell structure was proposed, which was used as a suitable pH-sensitive catalyst for asymmetric aldol reaction between p-nitrobenzaldehyde and cyclohexanone. Their microstructural features and physicochemical properties were extensively characterized by various methods, such as powder X-ray diffraction patterns, N2 adsorption–desorption isotherms, the scanning (and transmission) electron microscopy images, the dynamic light scattering measurements, the thermogravimetric analysis, the elemental analysis, and the Fourier transform infrared spectroscopy spectra. Particularly, their fractal evolution, the pair distance distribution function, and the Porod plots were demonstrated via the small-angle X-ray scattering patterns. The results elucidated that the PAA was successfully incorporated onto the external amino-modified surfaces of the mesoporous BMMs, and the particles having PAA grafted thereon had a pH-responsive shell in thickness of around 0.97 nm for controlled release of Z species by adjusting pH value of the reaction medium. Besides, the synthesized P-Z@BMMs presented the satisfactory catalytic yields (around 80%) in comparison with the homo- and heterogeneous catalytic system using Z or Z@BMMs as the catalysts. |
| first_indexed | 2024-03-13T05:29:45Z |
| format | Article |
| id | doaj.art-b4f324c4187246c4aba5f0a455ffd97c |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-03-13T05:29:45Z |
| publishDate | 2023-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-b4f324c4187246c4aba5f0a455ffd97c2023-06-15T04:54:58ZengElsevierArabian Journal of Chemistry1878-53522023-08-01168104933Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reactionGuangpeng Xu0Bingying Jia1Bang Xu2Shiyang Bai3Jihong Sun4Tallat Munir5Beijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaBeijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaCorresponding authors.; Beijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaBeijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaCorresponding authors.; Beijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaBeijing Key Laboratory for Green Catalysis and Separation, Department of Chemical Engineering, Beijing University of Technology, 100 PingLeYuan, Chaoyang District, Beijing 100124, PR ChinaUsing poly(acrylic acid) (abbreviated as PAA) as a shell, bimodal mesoporous silicas (abbreviated as BMMs) as a core, and bipyridine-proline (abbreviated as Z) as an active species, a facile approach for preparation of the P-Z@BMMs nanocomposites with core–shell structure was proposed, which was used as a suitable pH-sensitive catalyst for asymmetric aldol reaction between p-nitrobenzaldehyde and cyclohexanone. Their microstructural features and physicochemical properties were extensively characterized by various methods, such as powder X-ray diffraction patterns, N2 adsorption–desorption isotherms, the scanning (and transmission) electron microscopy images, the dynamic light scattering measurements, the thermogravimetric analysis, the elemental analysis, and the Fourier transform infrared spectroscopy spectra. Particularly, their fractal evolution, the pair distance distribution function, and the Porod plots were demonstrated via the small-angle X-ray scattering patterns. The results elucidated that the PAA was successfully incorporated onto the external amino-modified surfaces of the mesoporous BMMs, and the particles having PAA grafted thereon had a pH-responsive shell in thickness of around 0.97 nm for controlled release of Z species by adjusting pH value of the reaction medium. Besides, the synthesized P-Z@BMMs presented the satisfactory catalytic yields (around 80%) in comparison with the homo- and heterogeneous catalytic system using Z or Z@BMMs as the catalysts.http://www.sciencedirect.com/science/article/pii/S1878535223003957Asymmetric aldol reactionBimodal mesoporous silicasBipyridine-prolineFractal characteristicpH-sensitive |
| spellingShingle | Guangpeng Xu Bingying Jia Bang Xu Shiyang Bai Jihong Sun Tallat Munir Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction Arabian Journal of Chemistry Asymmetric aldol reaction Bimodal mesoporous silicas Bipyridine-proline Fractal characteristic pH-sensitive |
| title | Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction |
| title_full | Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction |
| title_fullStr | Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction |
| title_full_unstemmed | Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction |
| title_short | Fractal features of pH-sensitive bimodal mesoporous silica-supported bipyridine-proline organocatalysts with core-shell structure and their application in asymmetric aldol reaction |
| title_sort | fractal features of ph sensitive bimodal mesoporous silica supported bipyridine proline organocatalysts with core shell structure and their application in asymmetric aldol reaction |
| topic | Asymmetric aldol reaction Bimodal mesoporous silicas Bipyridine-proline Fractal characteristic pH-sensitive |
| url | http://www.sciencedirect.com/science/article/pii/S1878535223003957 |
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