Synthesis and Properties of Novel Polyurethanes Containing Long-Segment Fluorinated Chain Extenders

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.

Influence of Polyol/Crosslinker Blend Composition on Phase Separation and Thermo-Mechanical Properties of Polyurethane Thin Films

“…For example, PU 0-90-10 was synthetized using 0% w/w of PEG, 90% w/w of PCL, and 10% w/w of PE. A theoretical HS content was calculated based on the equation described by Lee et al [9], which relates the number of isocyanate and chain extenders to the number of total components. HS was assumed to be IPDI and PE.…”

Synthetic Environmentally Friendly Castor Oil Based-Polyurethane with Carbon Black as a Microphase Separation Promoter

“…The mechanical properties of PU are mainly determined by the degree of microphase separation during PU formation. Microphase separation is generated by the polarity between hard and soft segments, which also causes the clustering of hard segments [17,18]. The formation of microphase separation mainly arises from the generation of hydrogen bond between the -NH group on urethane group (–COONH–) hard segment and C=O group, which promotes the aggregation of hard segment.…”

Properties and degradation of castor oil-based fluoridated biopolyurethanes with different lengths of fluorinated segments

“…A study revealed that high uorine content in PU indicated a high level of microphase separation of PU, and elevated tensile strength. 29 Most relevant studies have examined uorinated PU by changing the content of uorinated chain extenders; changing the ratio of so segment content to uorinated chain extender content may result in different ratios of so segments to hard segments, which may affect the properties of PU. 30 To our knowledge, no research has discussed, with a constant R value (NCO : OH), the inuence of uorine on PU; therefore, the present study changed the chain length of a uorinated chain extender to investigate the effect of such length on PU.…”