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

页码：10802 / +

页数：3

共 26 条

[11] Unusual protonation-induced continuous tunability of optical properties and electroluminescence of a π-conjugated heterocyclic oligomer [J].

Hancock, Jessica M. ;

Jenekhe, Samson A. .

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 [J].

Hou, Jianhui ;

Chen, Hsiang-Yu ;

Zhang, Shaoqing ;

Li, Gang ;

Yang, Yang .

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 [J].

Jacobsen, H ;

Berke, H ;

Döring, S ;

Kehr, G ;

Erker, G ;

Fröhlich, R ;

Meyer, O .

ORGANOMETALLICS, 1999, 18 (09) :1724-1735

[14] Novel 2,1,3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections [J].

Kato, S ;

Matsumoto, T ;

Shigeiwa, M ;

Gorohmaru, H ;

Maeda, S ;

Ishi-i, T ;

Mataka, S .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (08) :2303-2317

[15] Efficient tandem polymer solar cells fabricated by all-solution processing [J].

Kim, Jin Young ;

Lee, Kwanghee ;

Coates, Nelson E. ;

Moses, Daniel ;

Nguyen, Thuc-Quyen ;

Dante, Mark ;

Heeger, Alan 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 [J].

LOPEZGARRIGA, JJ ;

BABCOCK, GT ;

HARRISON, JF .

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 [J].

Monkman, AP ;

Pålsson, LO ;

Higgins, RWT ;

Wang, CS ;

Bryce, MR ;

Batsanov, AS ;

Howard, JAK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :6049-6055

[18] HARD AND SOFT ACIDS AND BASES [J].

PEARSON, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (22) :3533-&

[19] Efficiency enhancement in low-bandgap polymer solar cells by processing with alkane dithiols [J].

Peet, J. ;

Kim, J. Y. ;

Coates, N. E. ;

Ma, W. L. ;

Moses, D. ;

Heeger, A. J. ;

Bazan, G. C. .

NATURE MATERIALS, 2007, 6 (07) :497-500

[20] The chemistry of perfluoroaryl boranes [J].

Piers, WE .

ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 52, 2005, 52 :1-76

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