Macromolecular Engineering through Click Chemistry and Other Efficient Transformations

被引:545
作者
Sumerlin, Brent S. [1 ]
Vogt, Andrew P. [1 ]
机构
[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA
基金
美国国家科学基金会;
关键词
STAR-BLOCK-COPOLYMERS; COPPER-FREE CLICK; TRANSFER RADICAL POLYMERIZATION; RING-OPENING POLYMERIZATION; FLUOROGENIC 1,3-DIPOLAR CYCLOADDITION; AZIDE-ALKYNE CYCLOADDITION; FREE TRIAZOLE FORMATION; DIELS-ALDER REACTION; THIOL-ENE CHEMISTRY; CHAIN TRANSFER RAFT;
D O I
10.1021/ma901447e
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Precision synthesis of advanced polymeric materials requires efficient, robust, and facile chemical reactions. Paradoxically, the synthesis of increasingly intricate macromolecular structures generally benefits from exploitation of the simplest reactions available. This idea, combined with requirements of high efficiency, orthogonality, and simplified purification procedures, has led to the rapid adoption of "click chemistry" strategies in the field of macromolecular engineering. This Perspective provides context as to why these newly developed or recently reinvigorated reactions have been so readily embraced for the preparation of polymers with advanced macromolecular topologies, increased functionality, and unique properties. By highlighting important examples that rely oil click chemistry techniques, including copper(l)-catalyzed and strain-promoted azide-alkyne cycloadditions, Diels-Alder cycloadditions, and thiol-ene reactions, among others, we hope to provide a Succinct Overview of the current state of the art and future impact these strategies will have oil polymer chemistry and macromolecular engineering.
引用
收藏
页码:1 / 13
页数:13
相关论文
共 227 条
[1]   A comparative study of bioorthogonal reactions with azides [J].
Agard, Nicholas J. ;
Baskin, Jeremy M. ;
Prescher, Jennifer A. ;
Lo, Anderson ;
Bertozzi, Carolyn R. .
ACS CHEMICAL BIOLOGY, 2006, 1 (10) :644-648
[2]   Triazole-Based Leaving Group for RAFT-Mediated Polymerization Synthesized via the Cu-Mediated Huisgen 1,3-Dipolar Cycloaddition Reaction [J].
Akeroyd, Niels ;
Pfukwa, Rueben ;
Klumperman, Bert .
MACROMOLECULES, 2009, 42 (08) :3014-3018
[3]   Dendrimer-like miktoarm star terpolymers:: A3-(B-C)3 via click reaction strategy [J].
Altintas, Ozcan ;
Demirel, A. Levent ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (17) :5916-5928
[4]   One-pot preparation of 3-miktoarm star terpolyrmers via click [3+2] reaction [J].
Altintas, Ozcan ;
Yankul, Burcu ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (16) :3588-3598
[5]   ABC-type hetero-arm star terpolymers through "click" chemistry [J].
Altintas, Ozcan ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (19) :5699-5707
[6]   Synthesis of an ABCD 4-Miktoarm Star Quaterpolymer Through a Diels-Alder Click Reaction [J].
Altintas, Ozcan ;
Hizal, Gurkan ;
Tunca, Umit .
DESIGNED MONOMERS AND POLYMERS, 2009, 12 (01) :83-98
[7]   1,3-dipolar cycloaddition for the generation of nanostructured semiconductors by heated probe tips [J].
Bakbak, Selma ;
Leech, Peter J. ;
Carson, Bradley E. ;
Saxena, Shubham ;
King, William P. ;
Bunz, Uwe H. F. .
MACROMOLECULES, 2006, 39 (20) :6793-6795
[8]   Has Click Chemistry Lead to a Paradigm Shift in Polymer Material Design? [J].
Barner-Kowollik, Christopher ;
Inglis, Andrew J. .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2009, 210 (12) :987-992
[9]   Bioorthogonal click chemistry: Covalent labeling in living systems [J].
Baskin, Jeremy M. ;
Bertozzi, Carolyn R. .
QSAR & COMBINATORIAL SCIENCE, 2007, 26 (11-12) :1211-1219
[10]   Copper-free click chemistry for dynamic in vivo imaging [J].
Baskin, Jeremy M. ;
Prescher, Jennifer A. ;
Laughlin, Scott T. ;
Agard, Nicholas J. ;
Chang, Pamela V. ;
Miller, Isaac A. ;
Lo, Anderson ;
Codelli, Julian A. ;
Bertozzi, Carolyn R. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (43) :16793-16797