Synthesis and aqueous solution properties of novel sugar methacrylate-based homopolymers and block copolymers
Synthesis and aqueous solution properties of novel sugar methacrylate-based homopolymers and block copolymers
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DOI：
10.1021/bm034166e
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发表时间：
2003-11-01
影响因子：
6.2
通讯作者：
Armes, SP
中科院分区：
文献类型：
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作者：
Narain, R;Armes, SP
我们报告了一系列新颖的，定义明确的环状糖甲基丙烯酸酯为基础的聚合物，而不求助于保护基化学的简便制备。2-以甲基丙烯酸2-氨基乙酯为原料，分别与D-甘露糖内酯和乳糖醛酸内酯反应，直接合成了甲基丙烯酸葡萄糖酰胺乙酯（GAMA）和甲基丙烯酸乳糖醛酸酰胺乙酯（LAMA）。GAMA和LAMA的原子转移自由基聚合（ATRP）的均聚得到合理的低的多分散性，通过水凝胶渗透色谱法判断。使用基于聚（环氧乙烷）[PEO]、聚（环氧丙烷）[PPO]或聚（ε-己内酯）[PCL]的近单分散大分子引发剂和/或通过其它甲基丙烯酸单体如甲基丙烯酸2-（二乙基氨基）乙酯[DEA]、甲基丙烯酸2-（二异丙基氨基）乙酯[DPA]或单甲基丙烯酸甘油酯[GMA]的顺序单体加成来制备各种糖基嵌段共聚物。采用动态光散射、透射电子显微镜、表面张力仪和H-1 NMR光谱研究了几种糖基嵌段共聚物[PEO 23-GAMA（50）-DEA（100）、PEO 23-LAMA（30）-DEA（50）、PPO 33-GAMA（50）和PPO 33-LAMA（50）]在水溶液中的可逆胶束自组装行为。
We report the facile preparation of a range of novel, well-defined cyclic sugar methacrylate-based polymers without recourse to protecting group chemistry. 2-Gluconamidoethyl methacrylate (GAMA) and 2-lacto-bionamidoethyl methacrylate (LAMA) were prepared directly by reacting 2-aminoethyl methacrylate with D-gluconolactone and lactobionolactone, respectively. Homopolymerization of GAMA and LAMA by atom transfer radical polymerization (ATRP) gave reasonably low polydispersities as judged by aqueous gel permeation chromatography. A wide range of sugar-based block copolymers were prepared using near-monodisperse macroinitiators based on poly(ethylene oxide) [PEO], poly(propylene oxide) [PPO], or poly(e-caprolactone) [PCL] and/or by sequential monomer addition of other methacrylic monomers such as 2-(diethylamino)ethyl methacrylate [DEA], 2-(diisopropylaminoethyl methacrylate [DPA], or glycerol monomethacrylate [GMA]. The reversible micellar self-assembly of selected sugar-based block copolymers [PEO23-GAMA(50)-DEA(100), PEO23-LAMA(30)-DEA(50), PPO33-GAMA(50), and PPO33-LAMA(50)] was studied in aqueous solution as a function of pH and temperature using dynamic light scattering, transmission electron microscopy, surface tensiometry, and H-1 NMR spectroscopy.