Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid,Biomacromolecules

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Simple One-Pot Synthesis of Fully Biobased Unsaturated Polyester Resins Based on Itaconic Acid
Biomacromolecules ( IF 5.5 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/acs.biomac.7b00840
Vesna V. Panic ₁ , Sanja I. Seslija ₂ , Ivanka G. Popovic ₃ , Vuk D. Spasojevic ₄ , Aleksandar R. Popovic ₅ , Vladimir B. Nikolic ₆ , Pavle M. Spasojevic _{1,

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Affiliation

For the preparation of fully biobased unsaturated polyester resins (UPRs), the replacement of styrene with alternate nonpetroleum-based monomers turned out to be one of the most challenging tasks. Its complexity lies in the fact that reactive diluents (RD) have to have low viscosity and volatility, good compatibility with prepolymer, and capability to homopolymerize and copolymerize with its unsaturations. In this context, we directed our efforts to develop fully biobased UPRs using the dialkyl itaconates as an alternative to styrene. Therefore, a series of 100% biobased UPRs were prepared from itaconic acid and 1,2-propandiol and diluted by dialkyl itaconates. The resins were characterized by Fourier transform infrared spectroscopy, NMR, volatility, and viscosity measurements, while the cured samples were characterized by dynamic mechanical properties, thermomechanical analysis, thermogravimetric analysis data, and tensile tests. The influence of RD structure on the properties of cured samples was discussed in detail. It was shown that the prepared resins had evaporation rates of dialkyl itaconates of several orders of magnitude less compared to styrene. The cured resins with dimethyl itaconate showed comparable or even better thermal and mechanical properties compared to the one with styrene. This investigation showed that itaconic acid and dialkyl itaconates are promising bioresources for the preparation of fully biobased UPRs for mass consumption.

中文翻译：

基于衣康酸的全生物基不饱和聚酯树脂的简单一锅合成

对于制备完全生物基的不饱和聚酯树脂（UPR），用替代的非石油基单体替代苯乙烯已成为最具挑战性的任务之一。其复杂性在于以下事实：反应性稀释剂（RD）必须具有低粘度和挥发性，与预聚物的良好相容性以及具有不饱和度的均聚和共聚能力。在这种情况下，我们指导我们努力开发使用衣康酸二烷基酯替代苯乙烯的完全生物基UPR。因此，从衣康酸和1,2-丙二醇制备了一系列100％生物基UPR，并用衣康酸二烷基酯稀释。通过傅立叶变换红外光谱，NMR，挥发性和粘度测量对树脂进行了表征，固化后的样品通过动态力学性能，热力学分析，热重分析数据和拉伸试验进行表征。详细讨论了RD结构对固化样品性能的影响。结果表明，与苯乙烯相比，制得的树脂的衣康酸二烷基酯的蒸发速率低几个数量级。含衣康酸二甲酯的固化树脂与含苯乙烯的树脂相比具有可比甚至更好的热和机械性能。这项研究表明，衣康酸和衣康酸二烷基酯是有前途的生物资源，可用于制备可大量消费的完全生物基的UPR。详细讨论了RD结构对固化样品性能的影响。结果表明，与苯乙烯相比，制得的树脂的衣康酸二烷基酯的蒸发速率低几个数量级。含衣康酸二甲酯的固化树脂与含苯乙烯的树脂相比具有可比甚至更好的热和机械性能。这项研究表明，衣康酸和衣康酸二烷基酯是有前途的生物资源，可用于制备可大量消费的完全生物基的UPR。详细讨论了RD结构对固化样品性能的影响。结果表明，与苯乙烯相比，制得的树脂的衣康酸二烷基酯的蒸发速率低几个数量级。含衣康酸二甲酯的固化树脂与含苯乙烯的树脂相比具有可比甚至更好的热和机械性能。这项研究表明，衣康酸和衣康酸二烷基酯是有前途的生物资源，可用于制备可大量消费的完全生物基的UPR。

更新日期：2017-11-09

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