Band Gap Control in Conjugated Oligomers via Lewis Acids

被引：140
作者：
Welch, Gregory C.
Coffin, Robert
Peet, Jeff
Bazan, Guillermo C. [1 ]
机构：
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Ctr Polymers & Organ Solids, Santa Barbara, CA 93106 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 31期
基金：
美国国家科学基金会; 加拿大自然科学与工程研究理事会;
关键词：
POLYMER SOLAR-CELLS; PROTONATION; ABSORPTION; REACTIVITY; COMPLEXES; DYES;
D O I：
10.1021/ja902789w
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and effective strategy for optical band gap control is demonstrated through the use of a novel small acceptor/donor/acceptor molecule, 1, and group-13 Lewis acids. Chromophore 1 contains a dithienolesilole donor unit end-capped with benzo-2,1,3-thiadiazole (BT) acceptor units. Addition to 1 of stoichiometeric quantities of Lewis acids of varying strength resulted in the formation of Lewis adducts with progressively red-shifted primary charge-transfer absorption bands. These complexes have absorption spectra that approach those of known conjugated copolymers containing related units. NMR spectroscopy and X-ray diffraction studies revealed that 1 binds 2 equiv of Lewis acid via the nitrogen at the 3-position of BT.
引用
收藏
页码：10802 / +
页数：3
相关论文
共 26 条
  • [11] Unusual protonation-induced continuous tunability of optical properties and electroluminescence of a π-conjugated heterocyclic oligomer
    Hancock, Jessica M.
    Jenekhe, Samson A.
    [J]. MACROMOLECULES, 2008, 41 (19) : 6864 - 6867
  • [12] Synthesis, Characterization, and Photovoltaic Properties of a Low Band Gap Polymer Based on Silole-Containing Polythiophenes and 2,1,3-Benzothiadiazole
    Hou, Jianhui
    Chen, Hsiang-Yu
    Zhang, Shaoqing
    Li, Gang
    Yang, Yang
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (48) : 16144 - +
  • [13] Lewis acid properties of tris(pentafluorophenyl)borane.: Structure and bonding in L-B(C6F5)3 complexes
    Jacobsen, H
    Berke, H
    Döring, S
    Kehr, G
    Erker, G
    Fröhlich, R
    Meyer, O
    [J]. ORGANOMETALLICS, 1999, 18 (09) : 1724 - 1735
  • [14] Novel 2,1,3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections
    Kato, S
    Matsumoto, T
    Shigeiwa, M
    Gorohmaru, H
    Maeda, S
    Ishi-i, T
    Mataka, S
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (08) : 2303 - 2317
  • [15] Efficient tandem polymer solar cells fabricated by all-solution processing
    Kim, Jin Young
    Lee, Kwanghee
    Coates, Nelson E.
    Moses, Daniel
    Nguyen, Thuc-Quyen
    Dante, Mark
    Heeger, Alan J.
    [J]. SCIENCE, 2007, 317 (5835) : 222 - 225
  • [16] INCREASE IN THE C=N STRETCHING FREQUENCY UPON COMPLEXATION OF TRANS-RETINYLIDENE-NORMAL-BUTYLAMINE WITH GENERAL LEWIS-ACIDS
    LOPEZGARRIGA, JJ
    BABCOCK, GT
    HARRISON, JF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (22) : 7131 - 7133
  • [17] Protonation and subsequent intramolecular hydrogen bonding as a method to control chain structure and tune luminescence in heteroatomic conjugated polymers
    Monkman, AP
    Pålsson, LO
    Higgins, RWT
    Wang, CS
    Bryce, MR
    Batsanov, AS
    Howard, JAK
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) : 6049 - 6055
  • [18] HARD AND SOFT ACIDS AND BASES
    PEARSON, RG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (22) : 3533 - &
  • [19] Efficiency enhancement in low-bandgap polymer solar cells by processing with alkane dithiols
    Peet, J.
    Kim, J. Y.
    Coates, N. E.
    Ma, W. L.
    Moses, D.
    Heeger, A. J.
    Bazan, G. C.
    [J]. NATURE MATERIALS, 2007, 6 (07) : 497 - 500
  • [20] The chemistry of perfluoroaryl boranes
    Piers, WE
    [J]. ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 52, 2005, 52 : 1 - 76
123