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
相关论文
共 97 条
  • [81] Porphyrin - Carbon nanotube composites formed by noncovalent polymer wrapping
    Satake, A
    Miyajima, Y
    Kobuke, Y
    [J]. CHEMISTRY OF MATERIALS, 2005, 17 (04) : 716 - 724
  • [82] Sgobba V., 2006, Carbon Nanotubes in Electron Donor-Acceptor Nanocomposites, Chemistry of Carbon Nanotubes
  • [83] Sgobba V, 2007, RSC NANOSCI NANOTECH, P329, DOI 10.1039/9781847557711-00329
  • [84] Carbon nanotubes-electronic/electrochemical properties and application for nanoelectronics and photonics
    Sgobba, Vito
    Guldi, Dirk M.
    [J]. CHEMICAL SOCIETY REVIEWS, 2009, 38 (01) : 165 - 184
  • [85] Noncovalent Functionalization as an Alternative to Oxidative Acid Treatment of Single Wall Carbon Nanotubes With Applications for Polymer Composites
    Simmons, Trevor J.
    Bult, Justin
    Hashim, Daniel P.
    Linhardt, Robert J.
    Ajayan, Pulickel M.
    [J]. ACS NANO, 2009, 3 (04) : 865 - 870
  • [86] Smith K.M., 1972, Porphyrins and Metalloporphyrins
  • [87] Selective removal of metallic SWNTs using microwave radiation
    Song, J. W.
    Seo, H. W.
    Park, J. K.
    Kim, J. E.
    Cho, D. G.
    Han, C. S.
    [J]. CURRENT APPLIED PHYSICS, 2008, 8 (06) : 725 - 728
  • [88] Star A, 2002, ANGEW CHEM INT EDIT, V41, P2508, DOI 10.1002/1521-3773(20020715)41:14<2508::AID-ANIE2508>3.0.CO
  • [89] 2-A
  • [90] Electronic structure control of single-walled carbon nanotube functionalization
    Strano, MS
    Dyke, CA
    Usrey, ML
    Barone, PW
    Allen, MJ
    Shan, HW
    Kittrell, C
    Hauge, RH
    Tour, JM
    Smalley, RE
    [J]. SCIENCE, 2003, 301 (5639) : 1519 - 1522