Segregated and Alternately Stacked Donor/Acceptor Nanodomains in Tubular Morphology Tailored with Zinc Porphyrin-C60 Amphiphilic Dyads: Clear Geometrical Effects on Photoconduction

被引:113
作者
Charvet, Richard [1 ]
Yamamoto, Yohei [1 ,2 ,3 ]
Sasaki, Takayuki [2 ,3 ]
Kim, Jungeun [4 ]
Kato, Kenichi [5 ,6 ]
Takata, Masaki [4 ,5 ]
Saeki, Akinori [6 ]
Seki, Shu [6 ]
Aida, Takuzo [1 ,7 ]
机构
[1] Japan Sci & Technol Agcy JST, ERATO SORST Nanospace Project, Koto Ku, Tokyo 1350064, Japan
[2] Univ Tsukuba, Div Mat Sci, Tsukuba, Ibaraki 3058573, Japan
[3] Univ Tsukuba, Tsukuba Res Ctr Interdisciplinary Mat Sci TIMS, Fac Pure & Appl Sci, Tsukuba, Ibaraki 3058573, Japan
[4] Japan Synchrotron Radiat Res Inst JASRI, Sayo, Hyogo 6795198, Japan
[5] RIKEN SPring 8 Ctr, Sayo, Hyogo 6795148, Japan
[6] Osaka Univ, Grad Sch Engn, Suita, Osaka 5650871, Japan
[7] Univ Tokyo, Dept Chem & Biotechnol, Sch Engn, Bunkyo Ku, Tokyo 1138656, Japan
关键词
SOLAR-CELLS; ORGANIC PHOTOVOLTAICS; COAXIAL NANOTUBES; MOLECULAR DESIGN; ACCEPTOR ARRAYS; ELECTRON-DONOR; HETEROJUNCTIONS; CRYSTALS; STRATEGY; FILMS;
D O I
10.1021/ja211334k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amphiphilic zinc porphyrin (P-zn; electron donor, D)-fullerene (C-60; electron acceptor, A) dyads 2 nand 3, bearing an identical hydrophilic wedge with triethylene glycol chains but different linkers between the P-Zn and C-60 units, self-assemble into nanotubes with essentially different dimensional and geometrical features from one another. The nanotube from dyad 2 with an ester linker consists of a bilayer wall formed with coaxially segregated D and A nanodomains along the tube axis (coaxial D-A heterojunction), thereby displaying explicit photoconductivity with ambipolar carrier transport properties. In contrast, the nanotube from dyad 3 with a rigid arylacetylene linker consists of a monolayer wall with an alternate geometry of D/A stacking, resulting in poor photoconducting outputs. Such a geometrical difference also significantly affects the photovoltaic properties.
引用
收藏
页码:2524 / 2527
页数:4
相关论文
共 33 条
[1]  
Armaroli N, 2000, CHEM-EUR J, V6, P1629, DOI 10.1002/(SICI)1521-3765(20000502)6:9<1629::AID-CHEM1629>3.3.CO
[2]  
2-Q
[3]   Molecular Design and Ordering Effects in π-Functional Materials for Transistor and Solar Cell Applications [J].
Beaujuge, Pierre M. ;
Frechet, Jean M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) :20009-20029
[4]   Influence of intermolecular orientation on the photoinduced charge transfer kinetics in self-assembled aggregates of donor-acceptor arrays [J].
Beckers, EHA ;
Meskers, SCJ ;
Schenning, APHJ ;
Chen, ZJ ;
Würthner, F ;
Marsal, P ;
Beljonne, D ;
Cornil, J ;
Janssen, RAJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (02) :649-657
[5]   Self-assembly of a π-electronic amphiphile consisting of a zinc porphyrin-fullerene dyad:: formation of micro-vesicles with a high stability [J].
Charvet, R ;
Jiang, DL ;
Aida, T .
CHEMICAL COMMUNICATIONS, 2004, (23) :2664-2665
[6]   Supramolecular self-assembled fullerene nanostructures [J].
Georgakilas, V ;
Pellarini, F ;
Prato, M ;
Guldi, DM ;
Melle-Franco, M ;
Zerbetto, F .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :5075-5080
[7]   Conjugated polymer-based organic solar cells [J].
Guenes, Serap ;
Neugebauer, Helmut ;
Sariciftci, Niyazi Serdar .
CHEMICAL REVIEWS, 2007, 107 (04) :1324-1338
[8]   Hexabenzocoronene Graphitic Nanotube Appended with Dithienylethene Pendants: Photochromism for the Modulation of Photoconductivity [J].
He, Yaning ;
Yamamoto, Yohei ;
Jin, Wusong ;
Fukushima, Takanori ;
Saeki, Akinori ;
Seki, Shu ;
Ishii, Noriyuki ;
Aida, Takuzo .
ADVANCED MATERIALS, 2010, 22 (07) :829-+
[9]   Chiroselective Assembly of a Chiral Porphyrin-Fullerene Dyad: Photoconductive Nanofiber with a Top-Class Ambipolar Charge-Carrier Mobility [J].
Hizume, Yumi ;
Tashiro, Kentaro ;
Charvet, Richard ;
Yamamoto, Yohei ;
Saeki, Akinori ;
Seki, Shu ;
Aida, Takuzo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (19) :6628-+
[10]   Electronic structures of interfacial states formed at polymeric semiconductor heterojunctions [J].
Huang, Ya-Shih ;
Westenhoff, Sebastian ;
Avilov, Igor ;
Sreearunothai, Paiboon ;
Hodgkiss, Justin M. ;
Deleener, Caroline ;
Friend, Richard H. ;
Beljonne, David .
NATURE MATERIALS, 2008, 7 (06) :483-489