Biobased poly(ester-co-glycoside) from reactive natural Brønsted acidic deep eutectic solvent analogue,Polymer Chemistry

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Biobased poly(ester-co-glycoside) from reactive natural Brønsted acidic deep eutectic solvent analogue
Polymer Chemistry ( IF 4.1 ) Pub Date : 2021-08-27 , DOI: 10.1039/d1py00990g
Gabriel Duaux ₁ , Etienne Fleury ₁ , Daniel Portinha ₁

Affiliation

In the framework of green chemistry applied to polymeric-based materials, (re-)designing synthetic methodologies and processes that use and generate substances with low(er) impact to human and environment has been the topic of intense research, considering in particular the strategic place occupied by solvents. In this context, the aim of this work was to evaluate the possibility of synthesizing carbohydrate polymers from Natural Brønsted Acidic Low Transition Temperature Mixtures, including glucose and malic acid in a 1 : 1 ratio as monomers, without the use of any solvent or catalyst. Mixtures that are liquid at room temperatures were obtained by evaporation of aqueous mixtures of glucose and malic acid, which associated to their hygroscopicity, makes it more relevant to consider {glucose : malic acid : water} (1 : 1 : x molar) ternary rather than binary mixtures. The impact of water content on the properties of the mixtures before reaction is first discussed. Then polymerization is presented: as a function of the temperature, but still lower than the melting temperature of the starting monomers, not only ester but also glycosidic bonds are revealed, such that poly(ester-co-glycoside)s with various ester content result. Moreover, by post-curing the polymers for longer times, a crosslinked thermoset polymer with high gel content and crosslink density is obtained, as demonstrated by dye release experiments.

中文翻译：

来自活性天然 Brønsted 酸性低共熔溶剂类似物的生物基聚（酯-共糖苷）

在应用于聚合物基材料的绿色化学框架内，（重新）设计使用和生成对人类和环境影响较小的物质的合成方法和工艺一直是深入研究的主题，特别是考虑到战略被溶剂占据的地方。在这种情况下，这项工作的目的是评估从天然布朗斯台德酸性低转变温度混合物合成碳水化合物聚合物的可能性，包括作为单体的 1:1 葡萄糖和苹果酸，而不使用任何溶剂或催化剂。在室温下为液体的混合物是通过蒸发葡萄糖和苹果酸的含水混合物获得的，这与其吸湿性有关，因此考虑{葡萄糖：苹果酸：水}（1：1： x摩尔）三元而不是二元混合物。首先讨论了水含量对反应前混合物性质的影响。然后呈现聚合：作为温度的函数，但仍低于起始单体的熔融温度，不仅显示酯而且显示糖苷键，从而产生具有各种酯含量的聚（酯-共-糖苷） . 此外，如染料释放实验所证明的，通过将聚合物后固化更长时间，获得具有高凝胶含量和交联密度的交联热固性聚合物。

更新日期：2021-09-14

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