Institut Charles Gerhardt UMR 5253-CNRS, UM, ENSCM , 8 rue de l'Ecole Normale, F-34296 Montpellier Cedex 5, France.
INSA-Lyon, IMP, UMR5223 , F-69621 Villeurbanne, France.
Chem Rev. 2016 Nov 23;116(22):14181-14224. doi: 10.1021/acs.chemrev.6b00486. Epub 2016 Nov 3.
Amines are key intermediates in the chemical industry due to their nucleophilic characteristic which confers a high reactivity to them. Thus, they are key monomers for the synthesis of polyamides, polyureas, polyepoxydes, which are all of growing interest in automotive, aerospace, building, or health applications. Despite a growing interest for biobased monomers and polymers, and particularly polyamides, it should be noticed that very few natural amines are available. Actually, there is only chitosan and poly(lysine). In this review we present both fundamental and applied research on the synthesis of biobased primary and secondary amines with current available biobased resources. Their use is described as a building block for material chemistry. Hence, we first recall some background on the synthesis of amines, including the reactivity of amines. Second we focus on the synthesis of biobased amines from all sorts of biomass, from carbohydrate, terpenes, or oleochemical sources. Third, because they need optimization and technological developments, we discuss some examples of their use for the creation of biobased polymers. We conclude with the future of the synthesis of biobased amines and their use in different applications.
胺类物质是化学工业中的重要中间体,由于其亲核特性,它们具有很高的反应活性。因此,它们是合成聚酰胺、聚脲、聚环氧化物的关键单体,这些单体在汽车、航空航天、建筑和医疗等领域的应用越来越广泛。尽管人们对生物基单体和聚合物,特别是聚酰胺的兴趣日益增加,但应该注意到,可用的天然胺类物质非常有限。实际上,只有壳聚糖和聚(赖氨酸)。在这篇综述中,我们介绍了利用现有生物基资源合成生物基伯胺和仲胺的基础研究和应用研究。它们被用作材料化学的构建块。因此,我们首先回顾了一些关于胺类物质合成的背景知识,包括胺类物质的反应性。其次,我们重点介绍了从碳水化合物、萜烯、油脂化学物质等各种生物质中合成生物基胺类物质的方法。第三,因为它们需要优化和技术发展,我们讨论了它们在生物基聚合物合成中的一些应用实例。最后,我们总结了生物基胺类物质合成及其在不同应用中的未来发展前景。