CONJUGATED IONIC POLYACETYLENES .4. POLYMERIZATION OF ETHYNYLPYRIDINES WITH BROMINE

被引:51
作者
SUBRAMANYAM, S [1 ]
BLUMSTEIN, A [1 ]
LI, KP [1 ]
机构
[1] UNIV MASSACHUSETTS,DEPT CHEM,POLYMER PROGRAM,LOWELL,MA 01854
关键词
801 Chemistry - 804 Chemical Products Generally - 815 Polymers and Polymer Science;
D O I
10.1021/ma00034a001
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel method for polymerization of the acetylenic bond in 2-ethynylpyridines is described. Formation of a donor-acceptor complex between the pyridine ring in the monomer and molecular bromine provides sufficient activation for the acetylenic triple bond to undergo spontaneous polymerization. The products obtained are substituted polyacetylenes with extensively conjugated backbones, wherein the side group pyridine rings are complexed to bromine in a 1:1 ratio. They are black or brown amorphous solids soluble in polar solvents, indicative of their ionic nature. Doping with acceptors such as iodine resulted in a substantial increase in their electrical conductivity compared to the undoped state.
引用
收藏
页码:2065 / 2069
页数:5
相关论文
共 25 条
[1]  
BHATTACHARJEE B, 1989, INDIAN J CHEM A, V28, P612
[2]  
BLUMSTEIN A, 1990, ORGANIC SUPERCONDUCTIVITY, P335
[3]  
Blumstein A., 1991, US Patent no., Patent No. [5,037,916, 5037916]
[4]  
BLUMSTEIN A, 1836, Patent No. 644838
[5]  
CLOUGH SB, UNPUB MACROMOLECULES
[6]   STERIC EFFECTS IN FORWARD AND REVERSE MENSCHUTKIN REACTIONS OF SOME PYRIDINES, QUINOLINES AND THIAZOLES [J].
DEADY, LW ;
FINLAYSON, WL ;
KORYTSKY, OL .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (08) :1735-1742
[7]  
DEADY LW, 1978, ADV HETEROCYCL CHEM, V22, P71
[8]   ANALOGS OF POLYACETYLENE - PREPARATION AND PROPERTIES [J].
DEITS, W ;
CUKOR, P ;
RUBNER, M ;
JOPSON, H .
INDUSTRIAL & ENGINEERING CHEMISTRY PRODUCT RESEARCH AND DEVELOPMENT, 1981, 20 (04) :696-704
[9]   EXCIMER EMISSION IN PROTONATED PYRIDINE SYSTEMS .3. EXCIMER EMISSIONS OF POLY(2-VINYLPYRIDINE) AND POLY(4-VINYLPYRIDINE) IN SOLUTION IN THE PRESENCE OF TRIFLUOROACETIC-ACID [J].
HANDA, T ;
UTENA, Y ;
YAJIMA, H ;
KATAYAMA, R ;
ISHII, T ;
YAMAUCHI, T .
JOURNAL OF PHYSICAL CHEMISTRY, 1986, 90 (23) :6324-6330
[10]  
ISHII T, 1977, MAKROMOL CHEM, V178, P2351