Transition-Metal-Free Synthesis of Conjugated Polymers from Bis-Grignard Reagents by Using TEMPO as Oxidant

被引:52
作者
Maji, Modhu Sudan [1 ]
Pfeifer, Thorben [2 ]
Studer, Armido [1 ]
机构
[1] Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany
[2] Univ Munster, Inst Anorgan & Analyt Chem, D-48149 Munster, Germany
关键词
C-C coupling; fluorenes; nitroxides; oxidation; polymerization; PHOTOLUMINESCENCE; POLYFLUORENES; DERIVATIVES; PROPERTY; ALKENYL; ARYL;
D O I
10.1002/chem.201000236
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Increasing the TEMPO! Transition metals are not necessary for oxidative polymerization of 2,7-di-magnesated fluorenes. Oxidation readily occurs by using the commercially available 2,2,6,6-tetramethyl-piperine 1 -oxyl radical (TEMPO) as an oxidant. Polyfluorenes with Mn of up to 9000 gmol-1 can be obtained (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5872 / 5875
页数:4
相关论文
共 27 条
[1]   Fluorene-Based Materials and Their Supramolecular Properties [J].
Abbel, Robert ;
Schenning, Albertus P. H. J. ;
Meijer, E. W. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (17) :4215-4233
[2]   Synthesis and luminescent characteristics of fluorene-based polymers containing diacetylene unit [J].
Cho, HN ;
Hong, JM ;
Moon, DK ;
Kim, CY .
SYNTHETIC METALS, 2000, 111 :429-431
[3]   SYNTHESIS OF FUSIBLE AND SOLUBLE CONDUCTING POLYFLUORENE DERIVATIVES AND THEIR CHARACTERISTICS [J].
FUKUDA, M ;
SAWADA, K ;
YOSHINO, K .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (10) :2465-2471
[4]   Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices [J].
Grimsdale, Andrew C. ;
Chan, Khai Leok ;
Martin, Rainer E. ;
Jokisz, Pawel G. ;
Holmes, Andrew B. .
CHEMICAL REVIEWS, 2009, 109 (03) :897-1091
[5]   Grignard Metathesis Chain-Growth Polymerization for Polyfluorenes [J].
Huang, Li ;
Wu, Shupeng ;
Qu, Yao ;
Geng, Yanhou ;
Wang, Fosong .
MACROMOLECULES, 2008, 41 (22) :8944-8947
[6]  
KEN H, 2004, ORG LETT, V6, P4215
[7]   Poly(2,5-dialkoxy-p-phenylenebutadiynylene)s -: Novel rigid conjugated polymers with liquid crystalline property [J].
Kijima, M ;
Kinoshita, I ;
Hattori, T ;
Shirakawa, H .
SYNTHETIC METALS, 1999, 100 (01) :61-69
[8]   Syntheses of copoly(arylenebutadiynylene)s for polymeric light emitting diodes [J].
Kinoshita, I ;
Kijima, M ;
Yoshikawa, K ;
Mishima, Y ;
Sasaki, N .
SYNTHETIC METALS, 2003, 137 (1-3) :1059-1060
[9]   Syntheses and properties of copoly(2,5-dialkoxy-p-phenylenebutadiynylene/arylenebutadiynylene)s [J].
Kinoshita, I ;
Kijima, M ;
Shirakawa, H .
SYNTHETIC METALS, 2001, 119 (1-3) :187-188
[10]  
Knochel, 2003, ANGEW CHEM, V115, P4438, DOI DOI 10.1002/ANGE.200300579