Evaluation of a Biobased Furanic Polyoxime Ether Polyol for the Synthesis of Intrinsically Antimicrobial Poly(Oxime-Urethane)
Sisi Dai, Sasa Ding, Guangming Lu, Guan Yang, Shu Tian, Zhongsen Ma, Yajie Zhang
Abstract
Antimicrobial polyurethanes have great potential for application in pathogen protection and antifouling coatings. In this study, we developed an intrinsically antimicrobial poly(oxime-urethane) (POU). First, a polyoxime ether polyol (PoEP) was prepared by etherifying biobased 2,5-diformylfuran dioxime (DFFD) and ethylene glycol (EG). POUs (POU-30, POU-40, POU-50, and POU-60) with varying oxime content from the PoEP were synthesized using 4,4-diisocyanate dicyclohexylmethane (HMDI) and polytetrahydrofuran (PTMG-650). Tensile strengths (elongation at break) range from 2.20 MPa (1267%) to 6.64 MPa (72%). The corresponding glass transition temperature ( T g ) ranges from 10.95 to 52.00 °C, and the lowest decomposition temperature ( T d,5% ) is 265 °C. When the oxime ester bond (−CH═N–O–CO−) from the PoEP was incorporated at a concentration of 10.21 wt %, the POU exhibited 100% antibacterial activity against Escherichia coli and Staphylococcus aureus . These results suggest that the PoEP has potential as a renewable polyurethane polyol with excellent antimicrobial properties, making it a promising solution for synthesizing long-lasting and intrinsically antimicrobial polyurethanes.