The development of sustainable routes to degradable and bio-based polymers offers a promising solution to tackle the global plastic waste crisis. Herein, three hydroxyl functionalized propiolate bio-monomers have been selectively synthesized from D/L xylose and 2-deoxy-D-ribose, and polymerized hydroxyl-yne click polymerization catalyzed by commercially available organic amines. The polymerization smoothly proceeded at room temperature to produce sequence-defined poly(vinyl ether ester)s with high thermal stability and high glass transition temperatures, due to the introduction of the rigid cyclic structure and specific stereo-configuration into the polymer backbone. More importantly, the resultant sugar-based poly(vinyl ether ester)s can be selectively depolymerized employing 1-butanethiol in the presence of -heterocyclic carbene as organocatalyst, yielding thioacetal-functionalized monosaccharide derivatives in good to excellent yields.

中文翻译：

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通过羟基-炔点击聚合可降解的糖衍生聚（乙烯基醚酯）

可降解和生物基聚合物的可持续路线的开发为解决全球塑料废物危机提供了一个有前景的解决方案。在此，由D/L木糖和2-脱氧-D-核糖选择性合成了三种羟基功能化的丙炔酸酯生物单体，并由市售有机胺催化聚合羟基-炔点击聚合。由于在聚合物主链中引入了刚性环状结构和特定的立体构型，聚合反应在室温下顺利进行，产生具有高热稳定性和高玻璃化转变温度的序列定义的聚(乙烯基醚酯)。更重要的是，所得的糖基聚（乙烯基醚酯）可以在杂环卡宾作为有机催化剂存在下使用1-丁硫醇选择性解聚，以良好至优异的产率产生硫缩醛官能化的单糖衍生物。