Synthesis of Sequence-Specific Vinyl Copolymers by Regioselective ROMP of Multiply Substituted Cyclooctenes

被引:147
作者
Zhang, Jihua [1 ]
Matta, Megan E. [1 ]
Hillmyer, Marc A. [1 ]
机构
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
关键词
OPENING METATHESIS POLYMERIZATION; LIVING RADICAL POLYMERIZATION; GLASS-TRANSITION TEMPERATURE; OLEFIN POLYMERIZATION; CHAIN; POLYMERS; ETHYLENE; MONOMERS; BUTADIENE; EPOXIDES;
D O I
10.1021/mz300535r
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 variety of multisubstituted cyclooctenes were prepared and employed as monomers for ring-opening metathesis polymerization using the Grubbs second or third generation catalysts. The resulting polymers were characterized by NMR spectroscopy, size exclusion chromatography, and differential scanning calorimetry. Monomers possessing a substituent at the 3-position afforded highly regio- and stereoregular polyalkenamers, from which the corresponding sequence-specific vinyl quaterpolymers were obtained upon hydrogenation. Simultaneous control of tacticity was also demonstrated by employing monomers with defined stereochemistry.
引用
收藏
页码:1383 / 1387
页数:5
相关论文
共 61 条
[1]   Effect of BF3•Et2O reagent on the base-promoted rearrangements of epoxides attached to eight-membered rings [J].
Alexakis, A ;
Vrancken, E ;
Mangeney, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (20) :3354-3355
[2]   Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination [J].
Alexakis, A ;
Vrancken, E ;
Mangeney, P ;
Chemla, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (20) :3352-3353
[3]   Sequence control in polymer synthesis [J].
Badi, Nezha ;
Lutz, Jean-Francois .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (12) :3383-3390
[4]  
BARTON JM, 1970, J POLYM SCI POL SYM, P573
[5]   Multiblock Polymers: Panacea or Pandora's Box? [J].
Bates, Frank S. ;
Hillmyer, Marc A. ;
Lodge, Timothy P. ;
Bates, Christopher M. ;
Delaney, Kris T. ;
Fredrickson, Glenn H. .
SCIENCE, 2012, 336 (6080) :434-440
[6]   Facile Synthesis of Functional Periodic Copolymers: A Step toward Polymer-Based Molecular Arrays [J].
Berthet, Marie-Alix ;
Zarafshani, Zoya ;
Pfeifer, Sebastian ;
Lutz, Jean-Francois .
MACROMOLECULES, 2010, 43 (01) :44-50
[7]   STEREOSPECIFIC OLEFIN POLYMERIZATION WITH CHIRAL METALLOCENE CATALYSTS [J].
BRINTZINGER, HH ;
FISCHER, D ;
MULHAUPT, R ;
RIEGER, B ;
WAYMOUTH, RM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (11) :1143-1170
[8]   New ring-opening polymerizations for copolymers having controlled microstructures [J].
Cho, I .
PROGRESS IN POLYMER SCIENCE, 2000, 25 (08) :1043-1087
[9]   Ring-opening polymerizations for the synthesis of sequence-controlled copolymers [J].
Cho, I .
MACROMOLECULAR SYMPOSIA, 2003, 195 :89-94
[10]  
Cho I., 1993, Korea Polym. J, V1, P1