Highly Selective Synthesis of Acrylic Acid from Lactide in the Liquid Phase,ChemSusChem

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Highly Selective Synthesis of Acrylic Acid from Lactide in the Liquid Phase
ChemSusChem ( IF 7.5 ) Pub Date : 2018-07-18 , DOI: 10.1002/cssc.201800914
Jens Nagengast ₁ , Simon Hahn ₁ , Nicola Taccardi ₁ , Matthias Kehrer ₁ , Julian Kadar ₁ , Dimitris Collias ₂ , Peter Dziezok ₃ , Peter Wasserscheid _{1,

4} , Jakob Albert ₁

Affiliation

A new reaction system for the highly selective, hydrobromic acid catalyzed conversion of lactide into acrylic acid under mild conditions is reported. The applied liquid reaction system consists of a temperature‐stable bromide‐containing ionic liquid and 2‐bromopropionic acid as a source of dry HBr, with no volatile organic solvent being used. This allows for the in situ removal of the formed acrylic acid, leading to an unmatched acrylic acid selectivity of over 72 % at full lactide conversion. Accounting for leftover reaction intermediates on the way to acrylic acid, which could be recycled in an elaborate continuous process, the proposed reaction system shows potential for acrylic acid yields well above 85 % in the liquid phase. This opens new avenues for the effective conversion of biogenic lactic acid (e.g., obtained by fermentation from starch) to acrylic acid. The resulting bio‐acrylic acid is a highly attractive product for, for example, the diaper industry, where we expect consumers to be especially sensitive to aspects of sustainability.

中文翻译：

丙交酯在液相中高选择性合成丙烯酸

报道了在温和条件下用于高选择性氢溴酸催化的丙交酯向丙烯酸转化的新反应体系。所应用的液体反应系统由温度稳定的含溴离子液体和2-溴丙酸作为干燥HBr的来源组成，不使用挥发性有机溶剂。这允许原位除去形成的丙烯酸，从而导致在完全丙交酯转化率下无与伦比的丙烯酸选择性超过72％。考虑到残留的向丙烯酸的反应中间体，这些中间体可以在精细的连续过程中进行循环利用，因此所提出的反应体系显示出，液相中丙烯酸的收率远高于85％。这为有效转化生物乳酸（例如，由淀粉发酵成丙烯酸而得。由此产生的生物丙烯酸是尿布行业的极具吸引力的产品，例如，我们希望消费者对可持续性方面特别敏感。

更新日期：2018-07-18

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