Anion-Scavenging Biopolyamides from Quaternized 4-Aminocinnamic Acid Photodimers

Abstract

Anionic pollutants in water, especially radioactive iodide, have gained attention because of their adverse toxic side effects on humans. Recently, an exotic biobased amino acid, 4-amino cinnamic acid (4ACA), has been utilized to produce heat-resistant and UV-degradable biopolyamides. In this research, a multifunctional monomer, 4,4′-di­(trimethylamino)-α-truxillic acid (Q4-ATA), was synthesized by the quaternization of 4ACA and was polymerized with various diamines to obtain a series of biopolyamides. All biopolyamides are soluble in aprotic solvents and possess high thermal properties, with 10% weight loss temperatures of 296–329 °C. One application of these cationic biopolyamide-bearing quaternary ammonium was the anion-exchange ability, so they were employed to remove iodide (I–) from the water. PA-R4 was highlighted as an entirely biobased cationic polyamide as its precursors were Q-4ATA and the glucose diamine derivatives. It was calculated to have more than 99% use of renewable sources in the sustainability metric. With 120 min equilibrium time, more than 80% adsorption of 10 mg/L initial I– concentration in 90 °C was confirmed. The ability of our biopolyamides to perform stable anion-exchange processes in various conditions has made them a new, sustainable, and promising system for anionic pollution remediation in water.

Ultrafast Biodegradation Pathway of Polyimides Using Aromatic Diamine with Two Spiro Moieties Derived from Camphor

“…Recent approaches that focus on bio-based polyimides (PIs) show high thermal stability based on the rigid aromatic backbone, thus allowing them to perform a myriad of intricate tasks in the elds of exible, locay and microelectronics. By vulture of these characteristics, the exploration of PIs has bloomed in recent times [15]. Kaneko and colleagues reported a fully bio-based diamine from 4-aminociannamic acid (4ACA), extracted from glucose using genetically modi ed E. coli [16][17].…”

Self-Standing Nanomembranes of Super-Tough Plastics

“…These polymers exhibit high performance owing to the interaction among the aromatic rings, various imide rings, and amide bonds. − Despite having such high performance, most aromatic polymers have the disadvantage of low toughness owing to their high rigidity. Recently, biobased high-performance plastics were developed as superstrong optically transparent plastics of polyimides − and polyamides from an aromatic bioproduced resource, photodimer derivatives of 4-aminocinnamic acid (4ACA), − which is produced from genetically manipulated Escherichia coli to realize a sustainable society. − Specifically, the biobased polyamides had higher thermal and mechanical stability compared to conventional organic glasses, such as poly­(ethylene terephthalate), poly­(methyl methacrylate), polycarbonates, , cycloolefin polymers, and nanocellulose films . However, in a previous study, only fibers could be obtained, and a method for fabricating high-strength films was not established.…”