Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex
A new series of inorganic-organic hybrid materials as sorbents for the adsorption of dibenzothiophene (DBT) and 4,6-dimethyldibenzothiophene (4,6-DMDBT) have been prepared by functionalizing mesoporous silica with 9,10-anthraquinone derivatives. A selected sorbent was fully characterized via13C and...
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Royal Society of Chemistry
2016
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| author | Armaghan, M. Amini, M.M. Khavasi, H.R. Zhang, W.H. Ng, S.W. |
| author_facet | Armaghan, M. Amini, M.M. Khavasi, H.R. Zhang, W.H. Ng, S.W. |
| author_sort | Armaghan, M. |
| collection | UM |
| description | A new series of inorganic-organic hybrid materials as sorbents for the adsorption of dibenzothiophene (DBT) and 4,6-dimethyldibenzothiophene (4,6-DMDBT) have been prepared by functionalizing mesoporous silica with 9,10-anthraquinone derivatives. A selected sorbent was fully characterized via13C and 29Si cross-polarization magic-angle solid-state nuclear magnetic resonance (CP-MAS NMR), FTIR spectroscopy, powder X-ray diffraction (PXRD) and thermal analysis (TGA-DTA). The prepared materials were used to adsorb DBT and 4,6-DMDBT from C7 hydrocarbons under ambient conditions. The results show that the hybrid material prepared by the functionalization of mesoporous silica with 9,10-dioxo-5-((3-(triethoxysilyl)-propyl)amino)-1,5-dichloro-4,8-dinitroanthraquinone is an efficient and regenerable sorbent for adsorption of DBT and 4,6-DMDBT by π-π interaction. To demonstrate the adsorption of DBT and 4,6-DMDBT through π-π interaction, a charge-transfer complex (CTC) of 1,5-dichloro-4,8-dinitroanthraquinone and 4,6-DMDBT was prepared and characterized by FT-IR, 1H and 13C NMR spectroscopy, MS, TGA-DTA and single-crystal X-ray diffraction. The results show that 1,5-dichloro-4,8-dinitroanthraquinone produces a CTC with 4,6-DMDBT, and when it is grafted on Si-MCM-41, it produces a hybrid material with the capability of adsorbing only aromatic DBT and 4,6-DMDBT rather than anthracene, naphthalene and xylene. In contrast, 1,5-dichloroanthraquinone and 1,5-dicyanoanthraquinone neither produce a CTC nor adsorb DBT, 4,6-DMDBT, anthracene, naphthalene and xylene after they are grafted on Si-MCM-41. This study proves that the hybrid material prepared from mesoporous silica and 9,10-dioxo-5-((3-(triethoxysilyl)-propyl)amino)-1,5-dichloro-4,8-dinitroanthraquinone is an efficient, environmentally benign and regenerable sorbent for the removal of DBT and 4,6-DMDBT from C7 hydrocarbons. |
| first_indexed | 2024-03-06T05:45:07Z |
| format | Article |
| id | um.eprints-18334 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:45:07Z |
| publishDate | 2016 |
| publisher | Royal Society of Chemistry |
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| spelling | um.eprints-183342017-11-21T03:43:59Z http://eprints.um.edu.my/18334/ Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex Armaghan, M. Amini, M.M. Khavasi, H.R. Zhang, W.H. Ng, S.W. Q Science (General) QD Chemistry A new series of inorganic-organic hybrid materials as sorbents for the adsorption of dibenzothiophene (DBT) and 4,6-dimethyldibenzothiophene (4,6-DMDBT) have been prepared by functionalizing mesoporous silica with 9,10-anthraquinone derivatives. A selected sorbent was fully characterized via13C and 29Si cross-polarization magic-angle solid-state nuclear magnetic resonance (CP-MAS NMR), FTIR spectroscopy, powder X-ray diffraction (PXRD) and thermal analysis (TGA-DTA). The prepared materials were used to adsorb DBT and 4,6-DMDBT from C7 hydrocarbons under ambient conditions. The results show that the hybrid material prepared by the functionalization of mesoporous silica with 9,10-dioxo-5-((3-(triethoxysilyl)-propyl)amino)-1,5-dichloro-4,8-dinitroanthraquinone is an efficient and regenerable sorbent for adsorption of DBT and 4,6-DMDBT by π-π interaction. To demonstrate the adsorption of DBT and 4,6-DMDBT through π-π interaction, a charge-transfer complex (CTC) of 1,5-dichloro-4,8-dinitroanthraquinone and 4,6-DMDBT was prepared and characterized by FT-IR, 1H and 13C NMR spectroscopy, MS, TGA-DTA and single-crystal X-ray diffraction. The results show that 1,5-dichloro-4,8-dinitroanthraquinone produces a CTC with 4,6-DMDBT, and when it is grafted on Si-MCM-41, it produces a hybrid material with the capability of adsorbing only aromatic DBT and 4,6-DMDBT rather than anthracene, naphthalene and xylene. In contrast, 1,5-dichloroanthraquinone and 1,5-dicyanoanthraquinone neither produce a CTC nor adsorb DBT, 4,6-DMDBT, anthracene, naphthalene and xylene after they are grafted on Si-MCM-41. This study proves that the hybrid material prepared from mesoporous silica and 9,10-dioxo-5-((3-(triethoxysilyl)-propyl)amino)-1,5-dichloro-4,8-dinitroanthraquinone is an efficient, environmentally benign and regenerable sorbent for the removal of DBT and 4,6-DMDBT from C7 hydrocarbons. Royal Society of Chemistry 2016 Article PeerReviewed Armaghan, M. and Amini, M.M. and Khavasi, H.R. and Zhang, W.H. and Ng, S.W. (2016) Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex. RSC Advances, 6 (88). pp. 85381-85389. ISSN 2046-2069, DOI https://doi.org/10.1039/c6ra17453a <https://doi.org/10.1039/c6ra17453a>. https://doi.org/10.1039/c6ra17453a doi:10.1039/c6ra17453a |
| spellingShingle | Q Science (General) QD Chemistry Armaghan, M. Amini, M.M. Khavasi, H.R. Zhang, W.H. Ng, S.W. Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title | Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title_full | Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title_fullStr | Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title_full_unstemmed | Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title_short | Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: Regenerative adsorption based on a charge-transfer complex |
| title_sort | inorganic organic hybrid sorbent for aromatic desulfurization of hydrocarbons regenerative adsorption based on a charge transfer complex |
| topic | Q Science (General) QD Chemistry |
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