Abstract
In this study, novel biodegradable long-segment fluorine-containing polyurethane (PU) was synthesized using 4,4′-diphenylmethane diisocyanate (MDI) and 1H,1H,10H,10H-perfluor-1,10-decanediol (PFD) as hard segment, and polycaprolactone diol (PCL) as a biodegradable soft segment. Nuclear magnetic resonance (NMR) was used to perform 1H NMR, 19F NMR, 19F–19F COSY, 1H–19F COSY, and HMBC analyses on the PFD/PU structures. The results, together with those from Fourier transform infrared spectroscopy (FTIR), verified that the PFD/PUs had been successfully synthesized. Additionally, the soft segment and PFD were changed, after which FTIR and XPS peak-differentiation-imitating analyses were employed to examine the relationship of the hydrogen bonding reaction between the PFD chain extender and PU. Subsequently, atomic force microscopy was used to investigate the changes in the microphase structure between the PFD chain extender and PU, after which the effects of the thermal properties between them were investigated through thermogravimetric analysis, differential scanning calorimetry, and dynamic mechanical analysis. Finally, the effects of the PFD chain extender on the mechanical properties of the PU were investigated through a tensile strength test.
Highlights
Thermoplastic polyurethane (TPU) is a type of block copolymer that is usually synthesized with a soft segment diol, a hard segment diisocyanate, and a chain extender
These results reveal that increasing the PFD chain extender content reduced the molecular weight of the fluoroacrylate thermoplastic polyurethane (FTPU)
These irregular phases revealed that the hard segments were rich in PFD chain extender [34,35], a phenomenon that was consistent with the findings in the X-Ray Photoelectron Spectroscopy (XPS) spectrum
Summary
Thermoplastic polyurethane (TPU) is a type of block copolymer that is usually synthesized with a soft segment diol, a hard segment diisocyanate, and a chain extender. Yang et al [22] successfully introduced 4,40 -[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene] bisphenol into TPU to form FTPU, and their results showed that introducing fluorine-containing chain extenders improved the thermal stability and rigidity of TPU. The above studies indicated that fluorine-containing chain extenders can effectively improve the thermal stability and mechanical properties of PU. It was found that if a short-segment fluorine-containing chain extender was introduced as a side chain, it was able to effectively increase the tensile strength of FTPU, while the tensile strain and heat stability were lower. In this study, a long-segment fluorine-containing chain extender was introduced and used together with the urethane group to increase molecular interactions, thereby effectively increasing the thermal stability and mechanical properties of FTPU. PFD/PUs were subjected to molecular weight determination by using varying amounts of PCL and PFD chain extenders, and the physical and chemical properties of the PFD/PUs were investigated
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