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生物基丙烯酸酯及其类似物的制备与聚合

Production and Polymerization of Biobased Acrylates and Analogs.

作者信息

Fouilloux Hugo, Thomas Christophe M

机构信息

PSL University, Chimie ParisTech, CNRS, Institut de Recherche de Chimie Paris, Paris, 75005, France.

出版信息

Macromol Rapid Commun. 2021 Feb;42(3):e2000530. doi: 10.1002/marc.202000530. Epub 2021 Jan 12.

Abstract

To prepare biobased polymers, particular attention must be paid to the obtention of the monomers from which they are derived. (Meth)acrylates and their analogs constitute such a class of monomers that have been extensively studied due to the wide range of polymers accessible from them. This review therefore aims to highlight the progresses made in the production and polymerization of (meth)acrylates and their analogs. Acrylic acid production from biomass is close to commercialization, as three different high-potential intermediates are identified: glycerol, lactic acid, and 3-hydroxypropionic acid. Biobased methacrylic acid is less common, but several promising options are available, such as the decarboxylation of itaconic acid or the dehydration of 2-hydroxyisobutyric acid. Itaconic acid is also a vinylic monomer of great interest, and polymers derived from it have already found commercial applications. Methylene butyrolactones are promising monomers, obtained from bioresources via three different intermediates: levulinic, succinic, or itaconic acid. Although expensive, methylene butyrolactones have a strong potential for the production of high-performance polymers. Finally, β-substituted acrylic monomers, such as cinnamic, fumaric, muconic, or crotonic acid, are also examined, as they provide an original access to biobased materials from various renewable raw materials, such as protein waste, lignin, or wastewater.

摘要

为了制备生物基聚合物,必须特别关注其衍生单体的获取。(甲基)丙烯酸酯及其类似物构成了这样一类单体,由于可从它们制得的聚合物种类繁多,因而受到了广泛研究。因此,本综述旨在突出(甲基)丙烯酸酯及其类似物在生产和聚合方面所取得的进展。由生物质生产丙烯酸已接近商业化,因为已确定了三种不同的高潜力中间体:甘油、乳酸和3-羟基丙酸。生物基甲基丙烯酸不太常见,但有几种有前景的选择,例如衣康酸的脱羧或2-羟基异丁酸的脱水。衣康酸也是一种备受关注的乙烯基单体,由它衍生的聚合物已获得商业应用。亚甲基丁内酯是有前景的单体,可通过三种不同的中间体从生物资源中获得:乙酰丙酸、琥珀酸或衣康酸。尽管价格昂贵,但亚甲基丁内酯在生产高性能聚合物方面具有很大潜力。最后,还研究了β-取代的丙烯酸单体,如肉桂酸、富马酸、粘康酸或巴豆酸,因为它们提供了一种从各种可再生原料(如蛋白质废料、木质素或废水)获取生物基材料的独特途径。

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