Sensitive Efficiency of Photoinduced Electron Transfer to Band Gaps of Semiconductive Single-Walled Carbon Nanotubes with Supramolecularly Attached Zinc Porphyrin Bearing Pyrene Glues

被引:100
作者
Maligaspe, Eranda [2 ]
Sandanayaka, Atula S. D. [3 ]
Hasobe, Taku [1 ,4 ]
Ito, Osamu [5 ]
D'Souza, Francis [2 ]
机构
[1] Keio Univ, Dept Chem, Fac Sci & Technol, Yokohama, Kanagawa 2238522, Japan
[2] Wichita State Univ, Dept Chem, Wichita, KS 67260 USA
[3] Japan Adv Inst Sci & Technol, Sch Mat Sci, Nomi, Ishikawa 9231292, Japan
[4] JST, PRESTO, Kawaguchi, Saitama 3320012, Japan
[5] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Sendai, Miyagi 9808577, Japan
基金
日本学术振兴会; 美国国家科学基金会;
关键词
DONOR-ACCEPTOR HYBRIDS; CHARGE-TRANSFER; NONCOVALENT FUNCTIONALIZATION; RAMAN-SPECTROSCOPY; SEPARATION; PHOTOCONDUCTIVITY; ELECTROCHEMISTRY; FLUORESCENCE; NANOHYBRIDS; ASSEMBLIES;
D O I
10.1021/ja101776p
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoinduced electron transfer in self-assembled single-walled carbon nanotube (SWNT)/zinc porphyrin (ZnP) hybrids utilizing (7,6)- and (6,5)-enriched SWNTs has been investigated. Toward this, first, zinc porphyrin was covalently functionalized to possess four pyrene entities (ZnP(pyr)(4)). Exfoliation of the semiconducting nanotube bundles occurred due to pi-pi-type interactions with the pyrene and porphyrin entities in organic solvents. The nanohybrids thus formed were isolated and characterized by TEM, UV visible near-IR, and Raman spectroscopy. Free-energy calculations suggested the possibility of electron transfer in both the (7,6)- and (6,5)-possessing ZnP(pyr)(4)/SWNT nanohybrids. Accordingly, fluorescence studies revealed efficient quenching of the singlet excited state of ZnP in the nanohybrids, originating from the charge separation, as confirmed by observation of a ZnP pi-cation radical in transient absorption spectra. The rates of charge separation were found to be slightly higher for (7,6)-SWNT-derived hybrids compared to the (6,5)-SWNT-derived hybrids. Charge recombination revealed an opposite effect, indicating that the (7,6)-SWNTs are slightly better for charge stabilization compared to the (6,5)-SWNTs. The present nanohybrids were further utilized to photochemically reduce the hexyl viologen dication in the presence of a sacrificial electron donor in an electron-pooling experiment, offering additional proof for the occurrence of photoinduced charge separation and potential utilization of these materials in light-energy-harvesting applications. Finally, solar cells constructed using the ZnP/SWNT hybrids revealed higher efficiency for the ZnP(pyr)(4)/(7,6)-SWNT hybrid with narrower nanotube band gap compared with the ZnP(pyr)(4)/(6,5)-SWNT having a relatively wider band gap.
引用
收藏
页码:8158 / 8164
页数:7
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