Abstract
New segmented polyurethanes (SPURs) were synthesized by one-step melt polyaddition from a poly(oxytetramethylene)diol of overline{M}_{text n} = 1000 g mol−1 (PTMO) or a poly(hexamethylene carbonate)diol of overline{M}_{text n} = 860 g mol−1 (PHCD) as soft segments, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane (IPDI), and 2,2′-methylenebis[(4,1-phenylene)methylenesulfanediyl]diethanol (diol E) as an unconventional chain extender. Furthermore, some of SPURs were modified by the addition of a carboxylic group by means of 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoic acid. The effects of the kind and amount of the polymer diol and chain extender used on the structure and properties of the polymers were studied. The polymers were examined by attenuated total reflection Fourier transform infrared spectroscopy, gel permeation chromatography, thermogravimetric analysis (TG), TG–FTIR, differential scanning calorimetry (DSC), Shore A/D hardness and tensile testing. The obtained SPURs were amorphous, colourless, high molar mass materials which showed elastomeric or plastic properties. Their Tgs were in the range of −51 to 29 °C. It was observed that the polymers with a PHCD demonstrated a better segmental miscibility (higher Tgs), as well as greater hardness and tensile strengths, but smaller elongations at break than PTMO-based ones. All of the polymers exhibited a relatively good thermal stability.
Highlights
Polyurethane elastomers are a very interesting type of polyurethane materials
Antibacterial properties against grampositive bacteria were indicated [12]. We present both a synthesis and characterization of 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane (IPDI)-based segmented polyurethanes (SPURs) with polyether and polycarbonate soft segments, i.e. polydiol of Mn = 1000 g mol-1 (PTMO) or poly(hexamethylene carbonate)diol of Mn = 860 g mol-1 (PHCD) and an unconventional chain extender, i.e. 2,20methylenebis[(4,1-phenylene)methylenesulfanediyl]diethanol
All synthesized polymers were insoluble in DMSO, but dissolved in THF and TChE in room temperature, Nmethyl-2-pyrrolidone (NMP) and N,N-dimethylacetamide (DMAc) at room or elevated temperature, and some of the polymers were partially soluble in DMF
Summary
Polyurethane elastomers are a very interesting type of polyurethane materials. They are widely used due to their unique properties, such as an outstanding mechanical strength, good chemical resistance and excellent elasticity. TPUs are polymers that show properties characteristic of elastomers in the normal conditions of use getting plasticized when heated. This means that they may be processed using methods typical of thermoplastics, i.e. extrusion, calendaring or injection [1,2,3]. The introduction of functional groups into the polymer structure, such as sulphonic and carboxylic ones, makes it possible to improve the biocompatibility of these materials and apply them in the production of various medical appliances [25, 26]. The polymerization solvent, N,Ndimethylformamide (DMF), with a water content of less than 0.01 %, was purchased from Sigma-Aldrich (Steinheim, Germany) and was used as received
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