A versatile new monomer family:: Functionalized 4-vinyl-1,2,3-triazoles via click chemistry

被引:158
作者
Thibault, Raymond J.
Takizawa, Kenichi
Lowenheilm, Peter
Helms, Brett
Mynar, Justin L.
Frechet, Jean M. J.
Hawker, Craig J. [1 ]
机构
[1] Univ Calif Santa Barbara, Mat Res Lab, Santa Barbara, CA 93106 USA
[2] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
[3] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ja0648209
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Using facile, highly modular synthetic approaches, a new monomer family based on a 1,2,3-triazole-4-vinyl building block has been prepared, and various functional derivatives have been obtained. Subsequent homo- and copolymerization of these novel functionalized monomers gives polymeric materials with unique physical properties, combining many attractive features of more traditional monomers, such as styrene, vinylpyridine, and meth/acrylates. Copyright © 2006 American Chemical Society.
引用
收藏
页码:12084 / 12085
页数:2
相关论文
共 18 条
[1]   Organic azides:: An exploding diversity of a unique class of compounds [J].
Bräse, S ;
Gil, C ;
Knepper, K ;
Zimmermann, V .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (33) :5188-5240
[2]  
CHITTABOINA S, 2005, TETRAHEDRON LETT, V127, P14942
[3]   A graph-structural method for prediction of polymer properties [J].
Corrêa, RO ;
Telles, AS ;
Ourique, JE .
BRAZILIAN JOURNAL OF CHEMICAL ENGINEERING, 2004, 21 (04) :621-628
[4]   Click chemistry in materials synthesis.: 1.: Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition [J].
Díaz, DD ;
Punna, S ;
Holzer, P ;
Mcpherson, AK ;
Sharpless, KB ;
Fokin, VV ;
Finn, MG .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (17) :4392-4403
[5]   The convergence of synthetic organic and polymer chemistries [J].
Hawker, CJ ;
Wooley, KL .
SCIENCE, 2005, 309 (5738) :1200-1205
[6]   Dendronized linear polymers via "click chemistry" [J].
Helms, B ;
Mynar, JL ;
Hawker, CJ ;
Fréchet, JMJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15020-15021
[7]   Highly active water-soluble olefin metathesis catalyst [J].
Hong, SH ;
Grubbs, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (11) :3508-3509
[8]   Orthogonal approaches to the simultaneous and cascade functionalization of macromolecules using click chemistry [J].
Malkoch, M ;
Thibault, RJ ;
Drockenmuller, E ;
Messerschmidt, M ;
Voit, B ;
Russell, TP ;
Hawker, CJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) :14942-14949
[9]   One-pot tandem living radical polymerisation-Huisgens cycloaddition process (''click'') catalysed by N-alkyl-2-pyridylmethanimine/Cu(I)Br complexes [J].
Mantovani, G ;
Ladmiral, V ;
Tao, L ;
Haddleton, DM .
CHEMICAL COMMUNICATIONS, 2005, (16) :2089-2091
[10]   Modular synthesis of block copolymers via cycloaddition of terminal azide and alkyne functionalized polymers [J].
Opsteen, JA ;
van Hest, JCM .
CHEMICAL COMMUNICATIONS, 2005, (01) :57-59