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Studies of the hydrolytic stability of poly(urethane-urea) elastomers synthesized from oligocarbonate diols
Authors:Janusz Kozakiewicz  Gabriel Rokicki  Krystyna Sylwestrzak  Karolina M Tomczyk
Institution:a Industrial Chemistry Research Institute, Rydygiera 8, 01-793 Warsaw, Poland
b Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
Abstract:Polyurethane and poly(urethane-urea) elastomers synthesized from oligocarbonate diols are characterized by very good mechanical properties, biocompatibility and excellent resistance to both oxidation and hydrolysis and therefore are widely used in medical applications. In this paper the results of studies on hydrolytic stability of poly(urethane-urea) elastomers (PURC) obtained by moisture-curing of corresponding urethane prepolymers synthesized from isophorone diisocyanate (IPDI) and four different oligocarbonate diols (OCD) are presented. OCD were synthesized from dimethyl carbonate and 1,6-hexanediol, from cyclic ethylene carbonate and 1,6-hexanediol as well as from trimethylene carbonate. The changes of the sample weight, mechanical properties and surface properties after immersion in a standard phosphate buffer solution (pH = 7.4) for up to 3 months at 70 °C were monitored. It was shown that neither sample weight nor mechanical properties changed significantly for PURC obtained from OCDs synthesized from 1,6-hexanediol and dimethyl carbonate or ethylene carbonate what confirms good resistance to hydrolysis of those PURC. Also SEM studies of those samples before and after immersion did not reveal any surface degradation effects. However, PURC sample obtained from OCD synthesized from trimethylene carbonate showed significant changes in mechanical properties and distinct change of appearance and surface erosion after 3 months immersion. The initial decrease and later increase of stress at break observed for PURC samples during immersion, was explained by the reaction of residual NCO groups present in PURC with water leading to molecular weight increase which proceeded during immersion period in parallel to hydrolysis of carbonate bond.
Keywords:Poly(carbonate-urethane-urea)s  Poly(carbonate-urethane)s  Oligocarbonate diols  1  6-Hexanediol  Dimethyl carbonate  Ethylene carbonate
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