Microwave Assisted Synthesis of Thiol Modified Polymethacrylic acid and Its Cross-Linking with Allyl Modified Polymethacrylic acid via Thiol-ene "Click" Reaction

被引：11

作者：

Bardts, Mareike ^{[1
]}

Ritter, Helmut ^{[1
]}

机构：

[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, Lehrstuhl Praparat Polymerchem, D-40225 Dusseldorf, Germany

来源：

MACROMOLECULAR CHEMISTRY AND PHYSICS | 2010年 / 211卷 / 07期

关键词：

cross-linking; curing of polymers; functionalization of polymers; hydrogels; rheology; thiol-ene; HYDROGELS; CHEMISTRY; POLYMERS;

D O I：

10.1002/macp.200900608

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

In this paper, we describe the thiol-ene "click" reaction with modified poly methacrylic acid in water. The thiol group was implemented by a polymer analogous condensation reaction of polymethacrylic acid (1) and cysteamine (2), which was carried out in bulk by use of microwave. The allyl modified polymethacrylic acid (5) was obtained by DCC-coupling of the allyl amine onto the polymethacrylic acid backbone. By combination of cysteamine (3) and allyl modified polymethacrylic acid (5) the thiol-ene click reaction could be started with a redox initiator in aqueous solution at room temperature. The kinetics of this reaction were determined by H-1 NMR spectroscopy and the resulting hydrogels were analyzed by rheological measurements and differential scanning calorimetry (DSC).

引用

页码：778 / 781

页数：4

共 20 条

[1] THE RELATIONSHIP BETWEEN THE LINEAR (OSCILLATORY) AND NONLINEAR (STEADY-STATE) FLOW PROPERTIES OF A SERIES OF POLYMER AND COLLOIDAL SYSTEMS
ALHADITHI, TSR
BARNES, HA
WALTERS, K
[J]. COLLOID AND POLYMER SCIENCE, 1992, 270 (01) : 40 - 46
[2] Chirila T V, 1994, J Biomater Appl, V9, P121
[3] SYNTHETIC HYDROGELS .6. HYDROGEL COMPOSITES AS WOUND DRESSINGS AND IMPLANT MATERIALS
CORKHILL, PH
HAMILTON, CJ
TIGHE, BJ
[J]. BIOMATERIALS, 1989, 10 (01) : 3 - 10
[4] The Emergence of Thiol-Ene Coupling as a Click Process for Materials and Bioorganic Chemistry
Dondoni, Alessandro
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (47) : 8995 - 8997
[5] Franklin V., 1993, TRENDS POLYM SCI, V1, P9
[6] Thio-click modification of poly [2-(3-butenyl)-2-oxazoline]
Gress, Anja
Volkel, Antje
Schlaad, Helmut
[J]. MACROMOLECULES, 2007, 40 (22) : 7928 - 7933
[7] Thiol-enes: Chemistry of the past with promise for the future
Hoyle, CE
Lee, TY
Roper, T
[J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (21) : 5301 - 5338
[8] Effect of surface polarity on wettability and friction coefficient of silicone rubber/poly(acrylic acid) hydrogel composite
Kheirandish, Saeid
Jabbari, Esmaiel
[J]. COLLOID AND POLYMER SCIENCE, 2006, 284 (12) : 1411 - 1417
[9] Robust, efficient, and orthogonal synthesis of dendrimers via thiol-ene "Click" chemistry
Killops, Kato L.
Campos, Luis M.
Hawker, Craig J.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (15) : 5062 - +
[10] Formation of Physical Hydrogels via Host-Guest Interactions of β-Cyclodextrin Polymers and Copolymers Bearing Adamantyl Groups
Koopmans, Carsten
Ritter, Helmut
[J]. MACROMOLECULES, 2008, 41 (20) : 7418 - 7422

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