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首页> 外文期刊>Chemistry: A European journal >A Convergent Approach to Biocompatible Polyglycerol 'Click' Dendrons for the Synthesis of Modular Core-Shell Architectures and Their Transport Behavior
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A Convergent Approach to Biocompatible Polyglycerol 'Click' Dendrons for the Synthesis of Modular Core-Shell Architectures and Their Transport Behavior

机译：生物相容性聚甘油“点击”树枝的聚合方法，用于模块化核-壳结构的合成及其运输行为

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摘要

Dendrimers are an important class of polymeric materials for a broad range of applications in which mono-dispersity and multivalency are of interest. Here we report on a highly efficient synthetic route towards bifunctional polyglycerol dendrons on a multigram scale. Commercially available triglycerol (1), which is highly biocompatible, was used as starting material. By applying Williamson ether synthesis followed by an ozonolysis/reduction procedure, glycerol-based dendrons up to the fourth generation were prepared. The obtained products have a reactive core, which was further functionalized to the corresponding monoazido derivatives. By applying copper(I)-catalyzed 1,3-dipolar cycloaddition, so-called "click" coupling, a library of core-shell architectures was prepared. After removal of the 1,2-diol protecting groups, water-soluble core-shell architectures 24-27 of different generations were obtained in high yields. In the structure-tran sport relationship with Nile red we observe a clear dependence on core size and generation of the polyglycerol dendrons.
机译：树枝状聚合物是一类重要的聚合物材料，可广泛用于单分散性和多价的应用领域。在这里，我们报道了以克为单位的高效合成双官能聚甘油树突的合成路线。具有高度生物相容性的市售甘油三酸酯（1）被用作起始原料。通过进行Williamson醚合成，然后进行臭氧分解/还原程序，可以制备至第四代的甘油基树突。所得产物具有反应性核，该反应性核被进一步官能化为相应的单叠氮基衍生物。通过应用铜（I）催化的1,3-偶极环加成反应，即所谓的“喀哒”偶联，制备了核-壳结构库。除去1，2-二醇保护基后，以高收率获得了不同世代的水溶性核-壳结构24-27。在与尼罗红的结构-跨运动关系中，我们观察到对核心大小和聚甘油树突的生成有明显的依赖性。

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