SYNTHESIS OF END-FUNCTIONALIZED POLYMER BY MEANS OF LIVING ANIONIC-POLYMERIZATION .4. SYNTHESIS OF POLYISOPRENE AND POLYSTYRENE WITH EPOXY TERMINI BY REACTION OF THEIR ANIONIC LIVING POLYMERS WITH 2-BROMOETHYLOXIRANE

被引:26
作者
TAKENAKA, K [1 ]
HIRAO, A [1 ]
NAKAHAMA, S [1 ]
机构
[1] TOKYO INST TECHNOL,FAC ENGN,DEPT POLYMER CHEM,MEGURO KU,TOKYO 152,JAPAN
关键词
ANIONIC POLYMERIZATION; END-FUNCTIONALIZATION; EPOXY TERMINI; TLC-FID; 2-BROMOETHYLOXIRANE;
D O I
10.1002/pi.1995.210370408
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In order to synthesize omega-epoxy-functionalized 1,4-polyisoprene omega-epoxy- and alpha,omega-diepoxy-functionalized polystyrenes, anionic living polyisoprene and polystyrene were allowed to react with excess amounts of 2-bromoethyloxirane in THF at -78 degrees C. The resulting polymers were analysed by SEC, H-1 and C-13 NMR spectroscopy, and thin layer chromatography with flame ionization detection (TLC-FID). Both mono- and di-epoxy terminated polymers of controlled molecular weights (2.5 x 10(3)-2.6 x 10(4) g/mol) and of narrow molecular weight distributions were obtained quantitatively with high functionalities.
引用
收藏
页码:291 / 295
页数:5
相关论文
共 11 条
[1]   CYCLIZATION OF 6-BROMO-1,2-EPOXYHEXANDE PROMOTED BY METAL-HALOGEN EXCHANGE - UNEXPECTED REGIOSELECTIVITY [J].
BABLER, JH ;
BAUTA, WE .
TETRAHEDRON LETTERS, 1984, 25 (39) :4323-4324
[2]   NEW ANIONIC CYCLIZATION OF PARHAM TYPE - SELECTIVE RING-OPENING OF EPOXIDES [J].
BRADSHER, CK ;
REAMES, DC .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3800-3802
[3]   REGIOCHEMISTRY OF THE METAL-HALOGEN EXCHANGE INDUCED CYCLIZATION OF OMEGA-IODOEPOXIDES [J].
COOKE, MP ;
HOUPIS, IN .
TETRAHEDRON LETTERS, 1985, 26 (31) :3643-3646
[4]   STUDIES IN ALKYLATION .2. REACTIONS OF EPOXYALKYL BROMIDES [J].
CRUICKSHANK, PA ;
FISHMAN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (12) :4060-+
[5]  
DENNIS KS, 1969, Patent No. 3458491
[6]   PREPARATION OF BENZOCYCLOBUTENOLS FROM ORTHO-HALOSTYRENE OXIDES [J].
DHAWAN, KL ;
GOWLAND, BD ;
DURST, T .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (05) :922-924
[7]   SYNTHESIS OF STYRENE-ISOPRENE-STYRENE BLOCK COPOLYMERS WITH ALPHA,OMEGA-DIEPOXY GROUPS - ADHESIVE PROPERTIES [J].
MOUZALI, M ;
LACOSTE, J ;
ABADIE, MJM .
EUROPEAN POLYMER JOURNAL, 1992, 28 (10) :1241-1246
[8]  
TAKENAKA K, IN PRESS MACROMOL CH
[9]  
YAMASHITA Y, 1993, CHEM IND MACROMONOME
[10]  
YOUQING J, 1992, POLYMER, V33, P5076