The Power of Thiol-ene Chemistry

被引:745
作者
Kade, Matthew J. [1 ,3 ]
Burke, Daniel J. [1 ,3 ]
Hawker, Craig J. [1 ,2 ,3 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
[2] Univ Calif Santa Barbara, Dept Mat, Santa Barbara, CA 93106 USA
[3] Univ Calif Santa Barbara, Mat Res Lab, Santa Barbara, CA 93106 USA
基金
美国国家科学基金会;
关键词
click chemistry; crosslinking; synthesis; thin films; thiol-ene; LASER-INITIATED POLYMERIZATION; FUNCTIONAL POLYMERS; STAR POLYMERS; ACRYLATE; PHOTOPOLYMERIZATION; KINETICS; EFFICIENT; NETWORKS; FACILE; DEGRADATION;
D O I
10.1002/pola.23824
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
As a tribute to Professor Charlie Hoyle, we take the opportunity to review the impact of thiol-ene chemistry on polymer and materials science over the past 5 years. During this time, a renaissance in thiol-ene chemistry has occurred with recent progress demonstrating its unique advantages when compared with traditional coupling and functionalization strategies. Additionally, the robust nature of thiol-ene chemistry allows for the preparation of well-defined materials with few structural limitations and synthetic requirements. To illustrate these features, the utility of thiol-ene reactions for network formation, polymer functionalization, dendrimer synthesis, and the decoration of three-dimensional objects is discussed. Also, the development of the closely related thiol-yne chemistry is described. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48:743-750, 2010
引用
收藏
页码:743 / 750
页数:8
相关论文
共 57 条
[1]   Click Chemistry beyond Metal-Catalyzed Cycloaddition [J].
Becer, C. Remzi ;
Hoogenboom, Richard ;
Schubert, Ulrich S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (27) :4900-4908
[2]   Modification of RAFT-Polymers via Thiol-Ene Reactions: A General Route to Functional Polymers and New Architectures [J].
Boyer, Cyrille ;
Granville, Anthony ;
Davis, Thomas P. ;
Bulmus, Volga .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (15) :3773-3794
[3]  
CAMPOS LM, 2008, J ADV MAT, V20, P3728
[4]   Development of thermal and photochemical strategies for thiol-ene click polymer functionalization [J].
Campos, Luis M. ;
Killops, Kato L. ;
Sakai, Ryosuke ;
Paulusse, Jos M. J. ;
Damiron, Denis ;
Drockenmuller, Eric ;
Messmore, Benjamin W. ;
Hawker, Craig J. .
MACROMOLECULES, 2008, 41 (19) :7063-7070
[5]   Convergent synthesis of 3-arm star polymers from RAFT-prepared poly(N,N-diethylacrylamide) via a thiol-ene click reaction [J].
Chan, Justin W. ;
Yu, Bing ;
Hoyle, Charles E. ;
Lowe, Andrew B. .
CHEMICAL COMMUNICATIONS, 2008, (40) :4959-4961
[6]   Photopolymerization of Thiol-Alkynes: Polysulfide Networks [J].
Chan, Justin W. ;
Zhou, Hui ;
Hoyle, Charles E. ;
Lowe, Andrew B. .
CHEMISTRY OF MATERIALS, 2009, 21 (08) :1579-1585
[7]   Prepolymerization and Postpolymerization Functionalization Approaches to Fluorescent Conjugated Carbazole-Based Glycopolymers via "Click Chemistry" [J].
Chen, Qi ;
Han, Bao-Hang .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (11) :2948-2957
[8]   Kinetics analysis and physical properties of photocured silicate-based thiol-ene nanocomposites: The effects of vinyl POSS ene on the polymerization kinetics and physical properties of thiol-triallyl ether networks [J].
Clark, Tolecia S. ;
Hoyle, Charles E. ;
Nazarenko, Sergei .
JOURNAL OF COATINGS TECHNOLOGY AND RESEARCH, 2008, 5 (03) :345-351
[9]   Stabilization and Functionalization of Polymer Multilayers and Capsules via Thiol-Ene Click Chemistry [J].
Connal, Luke A. ;
Kinnane, Cameron R. ;
Zelikin, Alexander N. ;
Caruso, Frank .
CHEMISTRY OF MATERIALS, 2009, 21 (04) :576-578
[10]   Initiation and kinetics of thiol-ene photopolymerizations without photoinitiators [J].
Cramer, NB ;
Reddy, SK ;
Cole, M ;
Hoyle, C ;
Bowman, CN .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (22) :5817-5826