Applying the Oligomer Approach to Luminescent Conjugated Organoboranes

被引:73
作者
Chen, Pangkuan [1 ]
Lalancette, Roger A. [1 ]
Jaekle, Frieder [1 ]
机构
[1] Rutgers State Univ, Dept Chem, Newark, NJ 07102 USA
基金
美国国家科学基金会;
关键词
ELECTRONIC DELOCALIZATION; PI-CONJUGATION; POLYMERS; BORON; MONODISPERSE; PHENYLENE; DESIGN; LENGTH; POLYFLUORENES; POLYTHIOPHENE;
D O I
10.1021/ja201436a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of highly luminescent monodisperse fluoreneborane oligomers (n = 1-6) were prepared using a new iterative synthetic procedure that takes advantage of the highly selective and differential reactivity of bromoboranes with arylsilanes and arylstannanes. Cyclic and square wave voltammetry revealed a gradual decrease of the LUMO energy levels with increasing chain length, while absorption and emission data showed a bathochromic shift and increase in quantum efficiency. An extended conjugation length of n(ECL) = S was derived.
引用
收藏
页码:8802 / 8805
页数:4
相关论文
共 65 条
[1]   Electropolymerizable 2,2'-Carboranyldithiophenes. Structure-Property Investigations of the Corresponding Conducting Polymer Films by Electrochemistry, UV-Visible Spectroscopy and Conducting Probe Atomic Force Microscopy [J].
Barriere, Frederic ;
Fabre, Bruno ;
Hao, Erhong ;
LeJeune, Zorabel M. ;
Hwang, Euiyong ;
Garno, Jayne C. ;
Nesterov, Evgueni E. ;
Vicente, M. Graca H. .
MACROMOLECULES, 2009, 42 (08) :2981-2987
[2]   Organophosphorus π-conjugated materials [J].
Baumgartner, Thomas ;
Reau, Regis .
CHEMICAL REVIEWS, 2006, 106 (11) :4681-4727
[3]   Polyfluorenes with on-chain dibenzoborole units -: Synthesis and anion-induced photoluminescence quenching [J].
Bonifacio, Vasco D. B. ;
Morgado, Jorge ;
Scherf, Ullrich .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (08) :2878-2883
[4]  
Brook MA., 2000, SILICON ORGANIC ORGA
[5]   Borole/thiophene cooligomers and copolymers with quinoid structures and biradical characters [J].
Cao, H ;
Ma, J ;
Zhang, GL ;
Jiang, YS .
MACROMOLECULES, 2005, 38 (04) :1123-1130
[6]   Synthesis of Functionalizable Boron-Containing π-Electron Materials that Incorporate Formally Aromatic Fused Borepin Rings [J].
Caruso, Anthony, Jr. ;
Siegler, Maxime A. ;
Tovar, John D. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (25) :4213-4217
[7]   Organoboron Polymers for Photovoltaic Bulk Heterojunctions [J].
Cataldo, Sebastiano ;
Fabiano, Simone ;
Ferrante, Francesco ;
Previti, Francesco ;
Patane, Salvatore ;
Pignataro, Bruno .
MACROMOLECULAR RAPID COMMUNICATIONS, 2010, 31 (14) :1281-1286
[8]   Synthesis and electrochemical properties of a new class of boron-containing n-type conjugated polymers [J].
Chai, Jianfang ;
Wang, Chao ;
Jia, Li ;
Pang, Yi ;
Graham, Matthew ;
Cheng, Stephen Z. D. .
SYNTHETIC METALS, 2009, 159 (14) :1443-1449
[9]   Synthesis and Properties of Carborane-Appended C3-Symmetrical Extended π Systems [J].
Dash, Barada Prasanna ;
Satapathy, Rashmirekha ;
Gaillard, Elizabeth R. ;
Maguire, John A. ;
Hosmane, Narayan S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (18) :6578-6587
[10]   Synthesis and energy-transfer properties of hydrogen-bonded oligofluorenes [J].
Dudek, SP ;
Pouderoijen, M ;
Abbel, R ;
Schenning, APHJ ;
Meijer, EW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (33) :11763-11768