New azo-chromophore-containing multiblock poly(butadiene)s synthesized by the combination of ring-opening metathesis polymerization and click chemistry

被引:21
作者
Ding, Liang [1 ]
Zhang, Liya [1 ]
Yang, Dan [1 ]
Huang, Wei [1 ]
Xie, Meiran [1 ]
Zhang, Yiqun [1 ]
机构
[1] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China
基金
中国国家自然科学基金;
关键词
Ring-opening metathesis polymerization (ROMP); Click chemistry; Multiblock copolymers; ABA TRIBLOCK COPOLYMERS; ATOM-TRANSFER; METHYL-METHACRYLATE; AMPHIPHILIC MULTIBLOCK; TELECHELIC POLYMERS; COUPLING REACTIONS; FACILE SYNTHESIS; END; ROMP; RUTHENIUM;
D O I
10.1016/j.polymer.2010.02.001
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 combination of ring-opening metathesis polymerization (ROMP) and click chemistry approach was utilized for the first rime in preparation of multiblock copolymers The dibromo-functionalized telechelic poly(butadiene) (PBD) was synthesized firstly by ROMP of 1,5-cyclooctadiene in the presence of a symmetrical difunctional chain transfer agent and transformed into diazido-telechelic PBD, which was then reacted with a dialkynyl-containing azobenzene chromophore via click reaction, producing novel multiblock PBDs collected by azobenzene groups and newly formed triazole moieties The monomer and polymer were characterized by IR. UV-vis, LC/MS, and NMR techniques. The produced multiblock copolymers have molecular weights within 13.3 and 578 kDa, and their polydispersity indices ranging from 1 98 to 238 by gel permeation chromatography measurement The multiblock PBDs containing azo chromophores and triazole moieties with or without hydrogen-bonding interreaction with 4,4'-dihydroxybiphenyl molecule exhibited different photoisomerization efficiency from trans to cis as observation in UV-vis spectroscopy The morphologies of multiblock PBDs were also investigated by atom force microscopy. (C) 2010 Elsevier Ltd All rights reserved.
引用
收藏
页码:1285 / 1292
页数:8
相关论文
共 76 条
[1]   Novel benzoxazine monomers containing p-phenyl propargyl ether:: Polymerization of monomers and properties of polybenzoxazines [J].
Agag, T ;
Takeichi, T .
MACROMOLECULES, 2001, 34 (21) :7257-7263
[2]   Synthesis of ABA triblock copolymers via a tandem ring-opening metathesis polymerization: Atom transfer radical polymerization approach [J].
Bielawski, CW ;
Morita, T ;
Grubbs, RH .
MACROMOLECULES, 2000, 33 (03) :678-680
[3]   Tandem catalysis: Three mechanistically distinct reactions from a single ruthenium complex [J].
Bielawski, CW ;
Louie, J ;
Grubbs, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (51) :12872-12873
[4]   Highly efficient syntheses of acetoxy- and hydroxy-terminated telechelic poly(butadiene)s using ruthenium catalysts containing N-heterocyclic ligands [J].
Bielawski, CW ;
Scherman, OA ;
Grubbs, RH .
POLYMER, 2001, 42 (11) :4939-4945
[5]  
Biellmann Dominique, 2007, STAL, V32, P29
[6]   Combining ring-opening metathesis polymerization (ROMP) with sharpless-type "click" reactions: An easy method for the preparation of side chain functionalized poly(oxynorbornenes) [J].
Binder, WH ;
Kluger, C .
MACROMOLECULES, 2004, 37 (25) :9321-9330
[7]  
Carothers W. H., 1929, J AM CHEM SOC, V51, P2548, DOI [10.1021/ja01383a041, DOI 10.1021/JA01383A041]
[8]   Azopyridine side chain polymers: An efficient way to prepare photoactive liquid crystalline materials through self-assembly [J].
Cui, L ;
Zhao, Y .
CHEMISTRY OF MATERIALS, 2004, 16 (11) :2076-2082
[9]   Alternating multiblock amphiphilic copolymers of PEG and tyrosine-derived diphenols. 1. Synthesis and characterization [J].
d'Acunzo, F ;
Kohn, J .
MACROMOLECULES, 2002, 35 (25) :9360-9365
[10]   ABC triblock copolymers prepared using atom transfer radical polymerization techniques [J].
Davis, KA ;
Matyjaszewski, K .
MACROMOLECULES, 2001, 34 (07) :2101-2107