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

[1] A Simple Route toward the Synthesis of Bisbenzothiadiazole Derivatives [J].

Anant, Piyush ;

Lucas, Nigel T. ;

Jacob, Josemon .

ORGANIC LETTERS, 2008, 10 (24) :5533-5536

[2] PREPARATION AND X-RAY CRYSTAL-STRUCTURES OF THE ARSENIC PENTAFLUORIDE ADDUCTS OF BENZO-2,1,3-THIADIAZOLE AND BENZO-1,2,3-THIADIAZOLE [J].

APBLETT, A ;

CHIVERS, T ;

RICHARDSON, JF .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1986, 64 (05) :849-853

[3] Novel organic materials through control of multichromophore interactions [J].

Bazan, Guillermo C. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (23) :8615-8635

[4]

CAZENOBE I, 1998, CHEM MATER, V10, P1355

[5] Polymer-Fullerene Bulk-Heterojunction Solar Cells [J].

Dennler, Gilles ;

Scharber, Markus C. ;

Brabec, Christoph J. .

ADVANCED MATERIALS, 2009, 21 (13) :1323-1338

[6] Synthesis and reactivity of N-heterocycle-B(C6F5)3 complexes.: 4.: Competition between pyridine- and pyrrole-type substrates toward B(C6F5)3:: Structure and dynamics of 7-B(C6F5)3-7-azaindole and [7-azaindolium]+[HOB(C6F5)3]- [J].

Focante, F ;

Camurati, I ;

Resconi, L ;

Guidotti, S ;

Beringhelli, T ;

D'Alfonso, G ;

Donghi, D ;

Maggioni, D ;

Mercandelli, P ;

Sironi, A .

INORGANIC CHEMISTRY, 2006, 45 (04) :1683-1692

[7] Complexes of tris(pentafluorophenyl)boron with nitrogen-containing compounds: Synthesis, reactivity and metallocene activation [J].

Focante, F ;

Mercandelli, P ;

Sironi, A ;

Resconi, L .

COORDINATION CHEMISTRY REVIEWS, 2006, 250 (1-2) :170-188

[8] [Arylazobenzene-BF3] dyes:: Electronic absorption and NMR spectroscopic evidence for a novel class of dyes stable in aprotic solvents [J].

Fraleoni-Morgera, Alessandro ;

Giorgini, Loris ;

Zanirato, Paolo .

DYES AND PIGMENTS, 2008, 76 (02) :394-399

[9] Preparation and chemical properties of soluble π-conjugated poly(aryleneethynylene) consisting of azabenzothiadiazole as the electron-accepting unit [J].

Fukumoto, Hiroki ;

Yamamoto, Takakazu .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (09) :2975-2982

[10] Dye-sensitized solar cells [J].

Grätzel, M .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2003, 4 (02) :145-153

← 1 2 3 →