Synthesis of maltopentaose-conjugated surface-active styrenic monomers and their micellar homopolymerization in water
Synthesis of maltopentaose-conjugated surface-active styrenic monomers and their micellar homopolymerization in water
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麦芽五糖共轭表面活性苯乙烯单体的合成及其在水中的胶束均聚
DOI：
10.1002/pola.27609
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发表时间：
2015
期刊：
影响因子：
--
通讯作者：
and Atsushi Narumi
中科院分区：
文献类型：
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作者：
Daichi Togashi;Issei Otsuka;Redouane Borsali;Seigou Kawaguchi;and Atsushi Narumi
描述了麦芽五糖（Mal 5）-共轭的表面活性苯乙烯类单体1a、1b和1，其分别含有疏水间隔基，例如C1、C5和C7亚烷基链。通过苯乙烯衍生物与Mal 5上的氨基烷基4a-conto的直接β-N-糖基化反应，然后用乙酸酐进行N-乙酰化来合成糖单体1a-c。通过表面张力测量和光散射实验表征了1a-c水溶液的自组装性质，提供了形成的1a-c胶束的物理化学参数，包括临界胶束浓度、表观流体动力学半径（Rh，app）和重均聚集数（Nagg）。透射电子显微镜观察发现，1a形成了数均直径（dn）为26 nm的松散球形胶束，而1b和1c形成了具有可聚合核和Mal 5壳的蠕虫状胶束，其数均轮廓长度（lns）分别为130 nm和68 nm。1a ‐cin水的自由基均聚提供了一个实质性的结果，在这项研究中，1band 1c，即形成蠕虫状胶束的糖单体，在水中显示出非常高的均聚性。© 2015威利期刊公司. J.波利姆科学，A部分：聚合物Chem.2015，53，1671-1679
Maltopentaose (Mal5)‐conjugated surface‐active styrenic monomers1a,1b, and1care described, which contain hydrophobic spacers, such as C1, C5, and C7 alkylene chains, respectively. The glycomonomers1a‐cwere synthesized by the directβ‐N‐glycosyl reaction of styrene derivatives with aminoalkyl groups4a‐conto Mal5in dry methanol, followed by theN‐acetylation with acetic anhydride. The self‐assembling properties for the aqueous solutions of1a‐cwere characterized by surface tension measurements and light scattering experiments, providing the physicochemical parameters for the formed1a‐cmicelles including the critical micelle concentration, apparent hydrodynamic radius (Rh,app), and weight average aggregation number (Nagg). The transmission electron microscope observations revealed the most important result in this study that1aproduced loose spherical micelles with the number average diameter (dn) of 26 nm, while both1band1cformed worm‐like micelles with the polymerizable core and the Mal5shell, whose number average contour lengths (lns) were 130 nm and 68 nm, respectively. The radical homopolymerizations of1a‐cin water provided a substantial result in this study that1band1c, that is, the glycomonomers forming the worm‐like micelles, showed a very high homopolymerizability in water. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem.2015,53, 1671–1679