End-group analysis of blue light-emitting polymers using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry

被引:33
作者
Chen, H
He, MY [1 ]
Pei, J
Liu, B
机构
[1] Peking Univ, Dept Chem, Beijing 100871, Peoples R China
[2] Natl Univ Singapore, Inst Mat Res & Engn, Singapore 117602, Singapore
关键词
D O I
10.1021/ac020528h
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
An analytical method based on matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) has been applied to provide information on the structure of a copolymer, e.g., repeat unit and end group. Seven conjugated polymers, which have been demonstrated as the active component in blue light-emitting diodes, were synthesized through Suzuki polycondensation reaction in the presence of Pd(PPh3)(4) catalyst. Their molecular weights were obtained using gel permeation chromatography analysis. MALDI-TOF MS was used to investigate the structure information in detail. The proposed end-group structures were confirmed by the identity between the observed and the simulated isotopic distribution of each polymer. The results demonstrate that these synthetic polymers possess various end groups and even contain macrocycles. The catalyst Pd(PPh3)(4) was found to introduce phenyl end groups via aryl-aryl exchange between the catalytic palladium intermediate and the triphenylphosphine ligand. All these results are based on the analysis of the mass spectrum data, which suggests that MALDI-TOF MS is an extraordinarily strong tool in synthetic polymer structure analysis.
引用
收藏
页码:6252 / 6258
页数:7
相关论文
共 41 条
[11]   Electroluminescence in conjugated polymers [J].
Friend, RH ;
Gymer, RW ;
Holmes, AB ;
Burroughes, JH ;
Marks, RN ;
Taliani, C ;
Bradley, DDC ;
Dos Santos, DA ;
Brédas, JL ;
Lögdlund, M ;
Salaneck, WR .
NATURE, 1999, 397 (6715) :121-128
[12]   Application of "transfer-free" Suzuki coupling protocols toward the synthesis of "unambiguously linear" poly(p-phenylenes) [J].
Goodson, FE ;
Wallow, TI ;
Novak, BM .
MACROMOLECULES, 1998, 31 (07) :2047-2056
[13]   Mechanistic studies on the aryl-aryl interchange reaction of ArPdL2I (L = triarylphosphine) complexes [J].
Goodson, FE ;
Wallow, TI ;
Novak, BM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12441-12453
[14]  
Greenham N. C., 1995, SOLID STATE PHYS, V49, P1
[15]   COMPLEXES AND MECHANISMS OF METAL-CATALYZED C-C COUPLING REACTIONS .2. OXIDATIVE ADDITION OF CHLOROAROMATICS TO PD-0 COMPLEXES - SYNTHESIS, STRUCTURE AND STABILITY OF ARYLPALLADIUM(II) CHLORIDES OF THE PHOSPHORANE SERIES [J].
HERRMANN, WA ;
BROSSMER, C ;
PRIERMEIER, T ;
OFELE, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 481 (01) :97-108
[16]  
Jackson AT, 1997, RAPID COMMUN MASS SP, V11, P520, DOI 10.1002/(SICI)1097-0231(199703)11:5<520::AID-RCM821>3.3.CO
[17]  
2-R
[18]   Mechanistic aspects of the Suzuki polycondensation of thiophenebisboronic derivatives and diiodobenzenes analyzed by MALDI-TOF mass spectrometry [J].
Jayakannan, M ;
van Dongen, JLJ ;
Janssen, RAJ .
MACROMOLECULES, 2001, 34 (16) :5386-5393
[19]   LASER DESORPTION IONIZATION OF PROTEINS WITH MOLECULAR MASSES EXCEEDING 10000 DALTONS [J].
KARAS, M ;
HILLENKAMP, F .
ANALYTICAL CHEMISTRY, 1988, 60 (20) :2299-2301
[20]  
KOSTER CG, 1995, RAPID COMMUN MASS SP, V9, P957