Department of Chemical and Biological Engineering, Iowa State University, Ames, Iowa 50011, United States.
Center for Biorenewable Chemicals (CBiRC), Ames, Iowa 50011, United States.
J Am Chem Soc. 2022 Jun 8;144(22):9548-9553. doi: 10.1021/jacs.2c01397. Epub 2022 May 6.
The diversification of platform chemicals is key to today's petroleum industry. Likewise, the flourishing of tomorrow's biorefineries will rely on molecules with next-generation properties from biomass. Herein, we explore this opportunity with a novel approach to monomers with custom property enhancements. Cyclic diacids with alkyl and aromatic decorations were synthesized from muconic acid by Diels-Alder cycloaddition, and copolymerized with hexamethylenediamine and adipic acid to yield polyamides with built-in hydrophobicity and flame retardancy. Testing shows a 70% reduction in water uptake and doubling of char production while largely retaining other key properties of the parent Nylon-6,6. The present approach can be generalized to access a wide range of performance-advantaged polyamides.
平台化学品的多样化是当今石油工业的关键。同样,未来生物精炼厂的繁荣将依赖于具有生物质来源的下一代特性的分子。在此,我们通过一种新颖的方法来探索具有定制性能增强的单体的这种机会。通过 Diels-Alder 环加成,从富马酸合成了带有烷基和芳基修饰的环状二羧酸,并与己二胺和己二酸共聚,得到了具有内置疏水性和阻燃性的聚酰胺。测试表明,吸水率降低了 70%,产炭量增加了一倍,而母体尼龙 6,6 的其他关键性能基本保持不变。本方法可推广应用于获得具有多种性能优势的聚酰胺。