Synthesis of 2,2′-bipyridine-containing polymers:: synthesis of poly[2,2′-bipyridine-4,4′-diylethynylene-(2,5-dialkoxy-1,4-phenylene)ethynylene]

被引:11
作者
Egbe, DAM [1 ]
Heise, B [1 ]
Klemm, E [1 ]
机构
[1] Univ Jena, Inst Organ Chem & Makromol Chem, D-07743 Jena, Germany
关键词
cross-coupling; 2,2 '-bipyridine; fluorescence polymers; thermostability; helical conformation;
D O I
10.1163/156855500300160249
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel 2,2'-bipyridine-based conjugated polymers of formula 2 have been synthesized by Pd-catalyzed cross-coupling reactions between 4,4'-dibromo-2,2'-bipyridine (3) and substituted phenyldiacetylenes (4). The zig-zag arrangement of the 2,2'-bipyridine units implies a helical conformation of 2. The solubility of 2 requires at least a dodecyl side-chain. 2 is thermostable up to 400 degreesC. The polymers have a high fluorescence quantum yield in solution (60%).
引用
收藏
页码:289 / 297
页数:9
相关论文
共 13 条
[1]  
DEMAS JN, 1971, J PHYS CHEM-US, V75, P991, DOI 10.1021/j100678a001
[2]  
Egbe DAM, 1998, MACROMOL CHEM PHYSIC, V199, P2683
[3]  
Giesa R, 1996, J MACROMOL SCI R M C, VC36, P631
[4]  
KAZUAKI N, 1994, CHEM LETT, V7, P1267
[5]   THE SYNTHESIS OF SOME 4,4'-DISUBSTITUTED 2,2'-BIPYRIDINES [J].
MAERKER, G ;
CASE, FH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (11) :2745-2748
[6]  
PAUTZSCH T, 1998, THESIS JENA
[7]  
ROWAN AE, 1998, ANGEW CHEM, V110, P65
[8]   PALLADIUM CATALYZED C-C COUPLING FOR SYNTHESIS OF PI-CONJUGATED POLYMERS COMPOSED OF ARYLENE AND ETHYNYLENE UNITS [J].
SANECHIKA, K ;
YAMAMOTO, T ;
YAMAMOTO, A .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (03) :752-755
[9]   Liquid crystalline, highly luminescent poly(2,5-dialkoxy-p-phenyleneethynylene) [J].
Steiger, D ;
Smith, P ;
Weder, C .
MACROMOLECULAR RAPID COMMUNICATIONS, 1997, 18 (08) :643-649
[10]  
URBAN S, 1998, THESIS JENA