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A novel amine-first strategy suitable for preparing both functional and engineering bio-polyamides: furfurylamine as the sole furan source for bisfuranic diamine/diacid monomers
Polymer Chemistry ( IF 4.1 ) Pub Date : 2024-10-02 , DOI: 10.1039/d4py00567h
Hong-Hui Shu, Yun Liu, Sheng-Li Han, Xiu-Qin Fang, Chang Wang, Cheng-Mei Liu

Biomass-based polyamides (bioPAs) are renewable materials that are viable alternatives to petroleum-based polyamides in the engineering field. However, limited attention has been paid to designing functional bioPAs with tunable properties. Herein, by taking furfurylamine as the sole furan source, we first utilized amine-acid oxidative conversion to prepare a bisfuranic diacid monomer directly from a bisfuranic diamine monomer (amine-first strategy), and it was totally different from the castor oil-based acid-first strategy for preparing PA1010. Then the as-prepared multifunctional diamine/diacid monomers underwent polycondensation to obtain all-furan-based bioPAs with or without functional pendant groups. The properties of bioPAs, including glass transition temperature, degradation character, solubility, etc., can be regulated over a larger range through the design of the spacer structure between two furan rings on diamine monomers. Charged bioPAs with cationic or anionic groups were further developed by postpolymerization modification. The oppositely charged bioPAs, sharing an identical main chain structure but different pendant groups, formed porous polyelectrolyte complexes owing to their rigid main chain. Therefore, this research provides a novel strategy for preparing both functional and engineering furan-based bioPAs.

中文翻译:


一种适用于制备功能性和工程化生物聚酰胺的新型胺优先策略:糠胺作为双呋喃二胺/二酸单体的唯一呋喃来源



生物质基聚酰胺 (bioPA) 是可再生材料,是工程领域石油基聚酰胺的可行替代品。然而,对设计具有可调特性的功能性 bioPA 的关注有限。在此,以糠胺为唯一呋喃源,我们首先利用胺-酸氧化转化直接从双呋喃二胺单体制备双呋喃二酸单体(胺优先策略),它与制备 PA1010 的蓖麻油基酸优先策略完全不同。然后,制备的多功能二胺/二酸单体进行缩聚反应,得到全呋喃基生物PAs,有或没有官能团。生物 PA 的性能,包括玻璃化转变温度、降解特性、溶解度,可以通过二胺单体上两个呋喃环之间的间隔结构设计在更大范围内进行调节。通过后聚合改性进一步开发具有阳离子或阴离子基团的带电生物 PA。带相反电荷的 bioPAs,具有相同的主链结构,但具有不同的悬垂基团,由于其刚性主链而形成多孔聚电解质复合物。因此,本研究为制备基于功能和工程呋喃的生物 PA 提供了一种新的策略。
更新日期:2024-10-02
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