Triphenylamine-thienylenevinylene hybrid systems with internal charge transfer as donor materials for heterojunction solar cells

被引:744
作者
Roquet, S [1 ]
Cravino, A [1 ]
Leriche, P [1 ]
Alévêque, O [1 ]
Frère, P [1 ]
Roncali, J [1 ]
机构
[1] Univ Angers, CIMMA, CNRS, UMR 6200,Grp Syst Conjugues Lineaires, F-49045 Angers, France
关键词
D O I
10.1021/ja058178e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Star-shaped molecules based on a triphenylamine core derivatized with various combinations of thienylenevinylene conjugated branches and electron-withdrawing indanedione or dicyanovinyl groups have been synthesized. UV-vis absorption and fluorescence emission data show that the introduction of the electron-acceptor groups induces an intramolecular charge transfer that results in a shift of the absorption onset toward longer wavelengths and a quenching of photoluminescence. Cyclic voltammetry shows that all compounds present a reversible first oxidation process whose potential increases with the number of electron-withdrawing groups in the structure. Prototype bulk and bilayer heterojunction solar cells have been realized using fullerene C-60 derivatives as acceptor material. The results obtained with both kinds of devices show that the introduction of electron-acceptor groups in the donor structure induces an extension of the photoresponse in the visible spectral region, an increase of the maximum external quantum efficiency, and an increase of the open-circuit voltage under white light illumination. These synergistic effects allow reaching power conversion efficiencies of similar to 1.20% under simulated AM 1.5 solar irradiation at 100 mW cm(-2).
引用
收藏
页码:3459 / 3466
页数:8
相关论文
共 64 条
  • [1] Intra- and intermolecular photoinduced energy and electron transfer between oligothienylenevinylenes and N-methylfulleropyrrolidine
    Apperloo, JJ
    Martineau, C
    van Hal, PA
    Roncali, J
    Janssen, RAJ
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2002, 106 (01) : 21 - 31
  • [2] Brabec CJ, 2001, ADV FUNCT MATER, V11, P15, DOI 10.1002/1616-3028(200102)11:1<15::AID-ADFM15>3.0.CO
  • [3] 2-A
  • [4] Brabec CJ, 2001, ADV FUNCT MATER, V11, P374, DOI 10.1002/1616-3028(200110)11:5<374::AID-ADFM374>3.0.CO
  • [5] 2-W
  • [6] Brabec CJ, 2002, ADV FUNCT MATER, V12, P709, DOI 10.1002/1616-3028(20021016)12:10<709::AID-ADFM709>3.0.CO
  • [7] 2-N
  • [8] Double-cable polymers for fullerene based organic optoelectronic applications
    Cravino, A
    Sariciftci, NS
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2002, 12 (07) : 1931 - 1943
  • [9] Perylene-oligothiophene-perylene triads for photovoltaic applications
    Cremer, J
    Bäuerle, P
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (17) : 3715 - 3723
  • [10] Dye-functionalized head-to-tail coupled oligo(3-hexylthiophenes) -: perylene-oligothiophene dyads for photovoltaic applications
    Cremer, J
    Mena-Osteritz, EM
    Pschierer, NG
    Müllen, K
    Bäuerle, P
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (06) : 985 - 995