TY - JOUR
T1 - Design of Polyurethane Composed of only Hard Main Chain with Oligo(ethylene glycol) Units as Side Chain Simultaneously Achieved High Biocompatible and Mechanical Properties
AU - Aoki, Daisuke
AU - Ajiro, Hiroharu
N1 - Funding Information:
This work is supported by JST PRESTO “Molecular technology” under the direction of Prof. Takashi Kato. We also thank Prof. Hironari Kamikubo for performing small-angle X-ray scattering analysis.
Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/9/12
Y1 - 2017/9/12
N2 - In order to create a novel rigid polymer material for biomedical application, we designed the polymer structure of polyurethane, bearing oligo(ethylene glycol) (OEG) as the side chain, which was synthesized by only hard main chain using diisocyanate and short diol monomers. We investigated the effect of the graft structure of OEG units on polymer properties using pentaethylene glycol (OEG5) or propanediol (PDO) in the main chain as the other diol monomers. Furthermore, the rigid 4,4′-methylenebis(cyclohexyl isocyanate) (HMDI) and symmetric hexamethylene diisocyanate (HDI) were selected for the isocyanate monomers. As a result, there is a significant difference in various properties, depending on both the existence and the position of OEG units in the polymer structure. For example, differential scanning calorimetry (DSC) showed that the graft structure of OEG caused a decrease in the glass transition temperature from 73 to 35 °C in the case of using HMDI as well as a disappearance of the melting point in the case of using HDI. The Fourier transform infrared (FT-IR) spectra showed that the ordered hydrogen bonding of Cî - O stretching vibration at 1682 cm-1 was not observed in the polyurethane grafted with OEG. In the mechanical test of polyurethane composed of HMDI, the sample grafted with OEG exhibited excellent values of elastic modulus of 1.7 GPa and elongation at break of 184%, while that with OEG5 and PDO in the main chain showed 115 MPa with 370% and 739 MPa with 19%, respectively. The polyurethane grafted with OEG showed around 0.6 μg/cm2 of protein adsorption, almost the same as that with OEG5 in the main chain, while that using PDO in the main chain showed more than 3.0 μg/cm2. Therefore, the polyurethane design bearing OEG as the side chain provides excellent rigidity, toughness, and biocompatibility simultaneously.
AB - In order to create a novel rigid polymer material for biomedical application, we designed the polymer structure of polyurethane, bearing oligo(ethylene glycol) (OEG) as the side chain, which was synthesized by only hard main chain using diisocyanate and short diol monomers. We investigated the effect of the graft structure of OEG units on polymer properties using pentaethylene glycol (OEG5) or propanediol (PDO) in the main chain as the other diol monomers. Furthermore, the rigid 4,4′-methylenebis(cyclohexyl isocyanate) (HMDI) and symmetric hexamethylene diisocyanate (HDI) were selected for the isocyanate monomers. As a result, there is a significant difference in various properties, depending on both the existence and the position of OEG units in the polymer structure. For example, differential scanning calorimetry (DSC) showed that the graft structure of OEG caused a decrease in the glass transition temperature from 73 to 35 °C in the case of using HMDI as well as a disappearance of the melting point in the case of using HDI. The Fourier transform infrared (FT-IR) spectra showed that the ordered hydrogen bonding of Cî - O stretching vibration at 1682 cm-1 was not observed in the polyurethane grafted with OEG. In the mechanical test of polyurethane composed of HMDI, the sample grafted with OEG exhibited excellent values of elastic modulus of 1.7 GPa and elongation at break of 184%, while that with OEG5 and PDO in the main chain showed 115 MPa with 370% and 739 MPa with 19%, respectively. The polyurethane grafted with OEG showed around 0.6 μg/cm2 of protein adsorption, almost the same as that with OEG5 in the main chain, while that using PDO in the main chain showed more than 3.0 μg/cm2. Therefore, the polyurethane design bearing OEG as the side chain provides excellent rigidity, toughness, and biocompatibility simultaneously.
UR - http://www.scopus.com/inward/record.url?scp=85029386178&partnerID=8YFLogxK
U2 - 10.1021/acs.macromol.7b00629
DO - 10.1021/acs.macromol.7b00629
M3 - Article
AN - SCOPUS:85029386178
SN - 0024-9297
VL - 50
SP - 6529
EP - 6538
JO - Macromolecules
JF - Macromolecules
IS - 17
ER -