Hua Geng, Olsén Peter, Franzén Johan, Odelius Karin
Department of Fibre and Polymer Technology, KTH Royal Institute of Technology SE-100 44 Stockholm Sweden
Department of Chemistry, KTH Royal Institute of Technology SE-100 44 Stockholm Sweden.
RSC Adv. 2018 Nov 20;8(68):39022-39028. doi: 10.1039/c8ra08219g. eCollection 2018 Nov 16.
The current work explores the sodium hydride mediated polycondensation of aliphatic diols with diethyl carbonate to produce both aliphatic polycarbonates and cyclic carbonate monomers. The lengths of the diol dictate the outcome of the reaction; for ethylene glycol and seven other 1,3-diols with a wide array of substitution patterns, the corresponding 5-membered and 6-membered cyclic carbonates were synthesized in excellent yield (70-90%) on a 100 gram scale. Diols with longer alkyl chains, under the same conditions, yielded polycarbonates with an ranging from 5000 to 16 000. In all cases, the macromolecular architecture revealed that the formed polymer consisted purely of carbonate linkages, without decarboxylation as a side reaction. The synthetic design is completely solvent-free without any additional post purification steps and without the necessity of reactive ring-closing reagents. The results presented within provide a green and scalable approach to synthesize both cyclic carbonate monomers and polycarbonates with possible applications within the entire field of polymer technology.
当前的工作探索了氢化钠介导的脂肪族二醇与碳酸二乙酯的缩聚反应，以制备脂肪族聚碳酸酯和环状碳酸酯单体。二醇的长度决定了反应的结果；对于乙二醇和其他七种具有多种取代模式的1,3 - 二醇，在100克规模上以优异的产率（70 - 90%）合成了相应的五元环和六元环碳酸酯。在相同条件下，具有较长烷基链的二醇生成了分子量在5000至16000之间的聚碳酸酯。在所有情况下，大分子结构表明所形成的聚合物仅由碳酸酯键组成，没有脱羧作为副反应。该合成设计完全无溶剂，无需任何额外的后处理步骤，也无需使用活性闭环试剂。本文给出的结果提供了一种绿色且可扩展的方法，用于合成环状碳酸酯单体和聚碳酸酯，在整个聚合物技术领域都可能有应用。
