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Stoichiometric Control over Partial Transesterification of Polyacrylate Homopolymers as Platform for Functional Copolyacrylates.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-08-17 , DOI: 10.1002/marc.202000365 Joachim F R Van Guyse 1 , Yann Bernhard 1 , Richard Hoogenboom 1
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-08-17 , DOI: 10.1002/marc.202000365 Joachim F R Van Guyse 1 , Yann Bernhard 1 , Richard Hoogenboom 1
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Only recently, post‐polymerization modification reactions of unactivated polyacrylates have been emerging as an attractive alternative to utilizing reactive monomers, enabling the synthetic upcycling of these widely applied polymers. Within this contribution, the triazabicyclodecene‐catalyzed transesterification of polyacrylates is reported, including the reaction kinetics and the broad scope for macromolecular design of functional copolyacrylates. More specifically, the transesterification is performed under equilibrium conditions with a set of primary alcohols whereby the reaction kinetics and the obtained conversion as a function of stoichiometric excess of alcohol are evaluated. The results show that the obtained conversion is dependent on the polarity of the solvent and of the alcohol. Through this approach, the transesterification degree can be accurately controlled by stoichiometry, enabling the precise modulation of the macromolecular structure. Finally, the utility of this approach is demonstrated to incorporate functional side chains that are incompatible with radical polymerization, to facilitate Diels–Alder and thiol‐ene reactions, enabling access to a broad range of functional materials from simple polyacrylate homopolymer precursors.
中文翻译：
作为功能性共聚丙烯酸酯平台的聚丙烯酸酯均聚物部分酯交换的化学计量控制。
直到最近，未活化聚丙烯酸酯的聚合后修饰反应才成为使用反应性单体的有吸引力的替代方法，从而使这些广泛应用的聚合物能够进行合成升级。在这一贡献中，据报道，三氮杂双环癸烯催化聚丙烯酸酯的酯交换反应，包括反应动力学和功能性共聚丙烯酸酯的大分子设计的广阔范围。更具体地，在平衡条件下用一组伯醇进行酯交换反应，由此评估反应动力学和所获得的转化率与化学计量过量的醇的关系。结果表明，所获得的转化率取决于溶剂和醇的极性。通过这种方法，通过化学计量可以精确地控制酯交换率，从而可以精确调节大分子结构。最后，这种方法的实用性已被证明可以掺入与自由基聚合不相容的功能性侧链，以促进Diels–Alder和硫醇烯反应，从而能够从简单的聚丙烯酸酯均聚物前体中获得各种功能材料。
更新日期：2020-10-05
中文翻译：
作为功能性共聚丙烯酸酯平台的聚丙烯酸酯均聚物部分酯交换的化学计量控制。
直到最近，未活化聚丙烯酸酯的聚合后修饰反应才成为使用反应性单体的有吸引力的替代方法，从而使这些广泛应用的聚合物能够进行合成升级。在这一贡献中，据报道，三氮杂双环癸烯催化聚丙烯酸酯的酯交换反应，包括反应动力学和功能性共聚丙烯酸酯的大分子设计的广阔范围。更具体地，在平衡条件下用一组伯醇进行酯交换反应，由此评估反应动力学和所获得的转化率与化学计量过量的醇的关系。结果表明，所获得的转化率取决于溶剂和醇的极性。通过这种方法，通过化学计量可以精确地控制酯交换率，从而可以精确调节大分子结构。最后，这种方法的实用性已被证明可以掺入与自由基聚合不相容的功能性侧链，以促进Diels–Alder和硫醇烯反应，从而能够从简单的聚丙烯酸酯均聚物前体中获得各种功能材料。
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