Abstract
The synthesis of four samples of new polyurethanes was evaluated by changing the ratio of the diol monomers used, poly(propylene glycol) (PPG) and D-isosorbide, in the presence of aliphatic isocyanates such as the isophorone diisocyanate (IPDI) and 4,4′-methylenebis(cyclohexyl isocyanate) (HMDI). The thermal properties of the four polymers obtained were determined by DSC, exhibiting Tg values in the range 55–70 °C, and their molecular structure characterized by FTIR, 1H, and 13C NMR spectroscopies. The diffusion coefficients of these polymers in solution were measured by the Pulse Gradient Spin Echo (PGSE) NMR method, enabling the calculation of the corresponding hydrodynamic radii in diluted solution (1.62–2.65 nm). The molecular weights were determined by GPC/SEC and compared with the values determined by a quantitative 13C NMR analysis. Finally, the biocompatibility of the polyurethanes was assessed using the HaCaT keratinocyte cell line by the MTT reduction assay method showing values superior to 70% cell viability.
Highlights
Polyurethanes (PUs) are extremely versatile polymers due to their easy structural tunability and to their elastomeric and thermoplastic behavior
The polyurethanes PU1–PU3 were obtained from the reaction of isophorone diisocyanate (IPDI), PPG, and D-isosorbide, according to the ratios listed in Table 2, whereas PU4 was obtained from the reaction of HMDI, PPG, and D-isosorbide (Figure 2)
HMDI behaves like a larger unit compared to IPDI, resulting in polymers of larger sizes for a similar molar ratio of the monomers used in the synthesis of the linear polyurethanes
Summary
Polyurethanes (PUs) are extremely versatile polymers due to their easy structural tunability and to their elastomeric and thermoplastic behavior Their syntheses from the combination of new monomers are being extensively studied by several groups [1,2,3,4,5,6]. Theof currently polymer excipients present disadvantages for the Isosorbide formulationisofa formulation vehiclesavailable for an efficient drug delivery usingsome therapeutic nail lacquers. (PPG) isas a biocompatible polyether that has elastomeric been extensively investigated for application as for application a biomedical material conferring properties to polyurethanes [15,16,17]. AThis biomedical material conferring elastomeric properties to outlined polyurethanes This the monomer monomer was chosen as a second glycol in the synthesis. The application of D-isosorbide-based polyurethanes in therapeutic nail lacquers
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