title: Hydrogen Bond Formation between the Carotenoid Canthaxanthin and the Silanol Group on MCM-41 Surface.
abstract: The formation of one or two hydrogen bonds (H-bonds) between canthaxanthin (CAN), a dye, and the silanol group(s) on the MCM-41 surface has been studied by density functional theory (DFT) calculations and calorimetric experiments. It was found that the formation of the H-bond(s) stabilized the CAN molecule more than its radical cation (CAN(•+)). The charge distribution, bond lengths, and the HOMO and LUMO energies of CAN are also affected. The formation of the H-bond(s) explains the lower photoinduced electron transfer efficiency of CAN imbedded in Cu-MCM-41 versus that for β-carotene (CAR) imbedded in Cu-MCM-41 where complex formation with Cu(2+) dominates. These calculations show that to achieve high electron transfer efficiency for a dye-sensitized solar cell, H-bonding between the dye and the host should be avoided.
authors.forename: Yunlong
authors.initials: Y
authors.lastname: Gao
authors.forename: Dayong
authors.initials: D
authors.lastname: Xu
authors.affiliation: §Department of Chemistry, University of Alabama, Box 870336, Tuscaloosa, Alabama 35487, United States.
authors.forename: Lowell D
authors.initials: LD
authors.lastname: Kispert
mesh_terms: D000096:Acetone / Q000737:chemistry; D016644:Canthaxanthin / Q000737:chemistry*; D004579:Electron Transport; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D012821:Silanes / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D013499:Surface Properties
chemical_list: C509968:MCM-41; D012821:Silanes; C082343:silanol; D000096:Acetone; D016644:Canthaxanthin; D012822:Silicon Dioxide