%0 Journal Article %1 ISI:000384139000095 %A Armaghan, Mahsa %A Amini, Mostafa M. %A Khavasi, Hamid R. %A Zhang, Wen-Hua %A Ng, Siek Weng %C THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND %D 2016 %I ROYAL SOC CHEMISTRY %J RSC ADVANCES %K imported %N 88 %P 85381-85389 %R 10.1039/c6ra17453a %T Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: regenerative adsorption based on a charge-transfer complex %V 6 %X 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 via C-13 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 C-7 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 pi-pi interaction. To demonstrate the adsorption of DBT and 4,6-DMDBT through p-p interaction, a charge-transfer complex (CTC) of 1,5-dichloro-4,8-dinitroanthraquinone and 4,6-DMDBT was prepared and characterized by FT-IR, H-1 and C-13 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.

@article{ISI:000384139000095, abstract = {{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 via C-13 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 C-7 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 pi-pi interaction. To demonstrate the adsorption of DBT and 4,6-DMDBT through p-p interaction, a charge-transfer complex (CTC) of 1,5-dichloro-4,8-dinitroanthraquinone and 4,6-DMDBT was prepared and characterized by FT-IR, H-1 and C-13 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.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}}, affiliation = {{Amini, MM (Reprint Author), Shahid Beheshti Univ, GC, Dept Chem, Tehran 198396311, Iran. Armaghan, Mahsa; Amini, Mostafa M.; Khavasi, Hamid R., Shahid Beheshti Univ, GC, Dept Chem, Tehran 198396311, Iran. Armaghan, Mahsa, Islamic Azad Univ, Sci \& Res Branch, Dept Chem, Tehran 1477893855, Iran. Zhang, Wen-Hua, ASTAR, Inst Mat Res \& Engn, 3 Res Link, Singapore 117602, Singapore. Ng, Siek Weng, Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia.}}, author = {Armaghan, Mahsa and Amini, Mostafa M. and Khavasi, Hamid R. and Zhang, Wen-Hua and Ng, Siek Weng}, author-email = {{m-pouramini@sbu.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/2fbc9260a9d48107188858b443828803e/hkhavasi}, cited-references = {{Aggarwal S, 2013, MOL BIOSYST, V9, P2530, DOI 10.1039/c3mb70132h. Armaghan M, 2013, Z KRIST-CRYST MATER, V228, P598, DOI 10.1524/zkri.2013.1683. Armaghan M, 2010, ACTA CRYSTALLOGR E, V66, pO2130, DOI 10.1107/S1600536810029156. Armaghan M, 2010, ACTA CRYSTALLOGR E, V66, pO767, DOI 10.1107/S1600536810007993. Babich IV, 2003, FUEL, V82, P607, DOI 10.1016/S0016-2361(02)00324-1. BAKR A, 1994, IND ENG CHEM RES, V33, P336. Beer JM, 2000, PROG ENERG COMBUST, V26, P301, DOI 10.1016/S0360-1285(00)00007-1. Beer J. M., 2010, TECHNOL FORECAST SOC, V77, P411. Bloom JWG, 2011, ANGEW CHEM INT EDIT, V50, P7847, DOI 10.1002/anie.201102982. 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Zhang SG, 2002, GREEN CHEM, V4, P376, DOI 10.1039/b205170m.}}, doc-delivery-number = {{DX1PI}}, doi = {{10.1039/c6ra17453a}}, funding-acknowledgement = {{Iranian National Science Foundation {[}93026590]}}, funding-text = {{The financial support from the Iranian National Science Foundation (Grant No. 93026590) is gratefully acknowledged. We also thank the Institute of Materials Research and Engineering for providing solid-state NMR facility.}}, interhash = {974d2af23c5db2b5931ecda99cb9054d}, intrahash = {fbc9260a9d48107188858b443828803e}, issn = {{2046-2069}}, journal = {{RSC ADVANCES}}, journal-iso = {{RSC Adv.}}, keywords = {imported}, keywords-plus = {{ULTRA-DEEP DESULFURIZATION; PI-COMPLEXATION; OXIDATIVE DESULFURIZATION; SELECTIVE ADSORPTION; DIESEL FUELS; MESOPOROUS SILICA; MOLECULAR-OXYGEN; SULFUR-COMPOUNDS; CUPROUS-OXIDE; IONIC LIQUIDS}}, language = {{English}}, number = {{88}}, number-of-cited-references = {{53}}, orcid-numbers = {{Zhang, Wen-Hua/0000-0001-9047-8881}}, pages = {{85381-85389}}, publisher = {{ROYAL SOC CHEMISTRY}}, research-areas = {{Chemistry}}, times-cited = {{0}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{Inorganic-organic hybrid sorbent for aromatic desulfurization of hydrocarbons: regenerative adsorption based on a charge-transfer complex}}, type = {{Article}}, unique-id = {{ISI:000384139000095}}, usage-count-last-180-days = {{5}}, usage-count-since-2013 = {{5}}, volume = {{6}}, web-of-science-categories = {{Chemistry, Multidisciplinary}}, year = {{2016}} }