Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties

Isosorbide is a bio-based renewable resource that has been utilized as a stiffness component in the synthesis of novel polymers. Modified isosorbide-based bis(2-hydroxyethyl)isosorbide (BHIS) has favorable structural features, such as fused bicyclic rings and a primary hydroxyl function with improve...

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Main Authors: Suk-Min Hong, Hyuck-Jin Kwon, Chil-Won Lee
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/15/2/418
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author Suk-Min Hong
Hyuck-Jin Kwon
Chil-Won Lee
author_facet Suk-Min Hong
Hyuck-Jin Kwon
Chil-Won Lee
author_sort Suk-Min Hong
collection DOAJ
description Isosorbide is a bio-based renewable resource that has been utilized as a stiffness component in the synthesis of novel polymers. Modified isosorbide-based bis(2-hydroxyethyl)isosorbide (BHIS) has favorable structural features, such as fused bicyclic rings and a primary hydroxyl function with improved reactivity to polymerization when compared to isosorbide itself. Polyurethane series (PBH PU series) using polycarbonate diol (PCD) and bis(2-hydroxyethyl)isosorbide (BHIS) were polymerized through a simple, one-shot polymerization without a catalyst using various ratios of BHIS, PCD, and hexamethylene diisocyanate (HDI). The synthesized BHIS and PUs were characterized using proton nuclear magnetic resonance (<sup>1</sup>H-NMR), Fourier transform infrared (FT-IR), differential scanning calorimetry (DSC), and mechanical testing. To determine the feasibility of using these PUs as biomedical materials, we investigated the effects of their BHIS content on PBH PU series physical and mechanical properties. The PBH PU series has excellent elasticity, with a breaking strain ranging from 686.55 to 984.69% at a 33.26 to 63.87 MPa tensile stress. The material showed superb biocompatibility with its high adhesion and proliferation in the bone marrow cells. Given their outstanding mechanical properties and biocompatibility, the polymerized bio-based PUs can contribute toward various applications in the medical field.
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spelling doaj.art-8591e0e8abe64d22938d0b15aa94ac572023-12-01T00:09:44ZengMDPI AGPolymers2073-43602023-01-0115241810.3390/polym15020418Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility PropertiesSuk-Min Hong0Hyuck-Jin Kwon1Chil-Won Lee2Department of Chemistry, College of Science and Technology, Dankook University, Cheonan 31116, Republic of KoreaDepartment of Chemistry, College of Science and Technology, Dankook University, Cheonan 31116, Republic of KoreaDepartment of Chemistry, College of Science and Technology, Dankook University, Cheonan 31116, Republic of KoreaIsosorbide is a bio-based renewable resource that has been utilized as a stiffness component in the synthesis of novel polymers. Modified isosorbide-based bis(2-hydroxyethyl)isosorbide (BHIS) has favorable structural features, such as fused bicyclic rings and a primary hydroxyl function with improved reactivity to polymerization when compared to isosorbide itself. Polyurethane series (PBH PU series) using polycarbonate diol (PCD) and bis(2-hydroxyethyl)isosorbide (BHIS) were polymerized through a simple, one-shot polymerization without a catalyst using various ratios of BHIS, PCD, and hexamethylene diisocyanate (HDI). The synthesized BHIS and PUs were characterized using proton nuclear magnetic resonance (<sup>1</sup>H-NMR), Fourier transform infrared (FT-IR), differential scanning calorimetry (DSC), and mechanical testing. To determine the feasibility of using these PUs as biomedical materials, we investigated the effects of their BHIS content on PBH PU series physical and mechanical properties. The PBH PU series has excellent elasticity, with a breaking strain ranging from 686.55 to 984.69% at a 33.26 to 63.87 MPa tensile stress. The material showed superb biocompatibility with its high adhesion and proliferation in the bone marrow cells. Given their outstanding mechanical properties and biocompatibility, the polymerized bio-based PUs can contribute toward various applications in the medical field.https://www.mdpi.com/2073-4360/15/2/418polyurethanebiocompatibilitypolycarbonate diolbis(2-hydroxyethyl)isosorbideone-shot polymerization
spellingShingle Suk-Min Hong
Hyuck-Jin Kwon
Chil-Won Lee
Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
Polymers
polyurethane
biocompatibility
polycarbonate diol
bis(2-hydroxyethyl)isosorbide
one-shot polymerization
title Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
title_full Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
title_fullStr Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
title_full_unstemmed Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
title_short Synthesizing Polyurethane Using Isosorbide in Primary Alcohol Form, and Its Biocompatibility Properties
title_sort synthesizing polyurethane using isosorbide in primary alcohol form and its biocompatibility properties
topic polyurethane
biocompatibility
polycarbonate diol
bis(2-hydroxyethyl)isosorbide
one-shot polymerization
url https://www.mdpi.com/2073-4360/15/2/418
work_keys_str_mv AT sukminhong synthesizingpolyurethaneusingisosorbideinprimaryalcoholformanditsbiocompatibilityproperties
AT hyuckjinkwon synthesizingpolyurethaneusingisosorbideinprimaryalcoholformanditsbiocompatibilityproperties
AT chilwonlee synthesizingpolyurethaneusingisosorbideinprimaryalcoholformanditsbiocompatibilityproperties