Synthesis and Blood Compatibility of Fluorinated Polyurethane-based Biomaterials
Date Issued
2007
Date
2007
Author(s)
Lin, Yung-Hsin
DOI
en-US
Abstract
Polyurethanes have the properties of good elasticity and high tensile strength, elongation, and blood compatibility for biomedical applications. In this study, the hydrophobic fluorocarbon introduced into polyurethane’s structure which could increase microphase separation and decrease surface energy. The low surface energy and microphase separation on the material’s surface cause them to become concentrated preferentially at the surface of the polymer for reducing the degree of the platelet adhesion. Besides, the physical properties, surface properties, and blood compatibility of these materials were investigated.
There are three major parts in this dissertation.
1. Fluorodiol-containing polyurethane.
2. UV-curable fluorinated poly(urethane-acrylate) resin.
3. UV-curable fluorinated PU modified epoxy resin.
A number of fluorodiol-containing polyurethanes (in chapter 3) were synthesized from the fluorodiols 1H,1H,12H,12H-perfluoro-1,12-dodecanediol (PFDDOL) and 1,4-butanediol (BD) or 2,2,3,3,-tetrafluoro-1,4-butanediol (TF) and characterized using Fourier transform infrared (FT-IR) spectroscopy, gel permeation chromatography (GPC), and electron spectroscopy for chemical analysis (ESCA). The effect of the fluorine content on the physical and surface properties of the polymers and on their blood compatibility were investigated. A higher content of fluorine atoms exposed on the surface results in a lower surface energy, a lower relative index of platelet adhesion (RIPA), and a lower fibrinogen/albumin adsorption ratio (F/A ratio). The polyurethane containing a 50% molar ratio of 1H,1H,12H,12H-perfluoro-1,12-dodecanediol and 2,2,3,3,-tetrafluoro-1,4-butanediol as the chain extender exhibited the lowest surface energy and superior blood compatibility (RIPA value: 0.06; F/A ratio: 0.672).
Novel UV-curable fluorinated poly(urethane-acrylate) (FPUA) oligomers (in chapter 4) were synthesized from 1H,1H,12H,12H-perfluoro-1,12-dodecanediol (PFDDOL), either 1,6-hexamethylene diisocyanate (HDI) or 4,4´-diphenylmethane diisocyanate (MDI), and 2-hydroxyethyl methacrylate (HEMA) for end-capping with photo-crosslinkable methacrylate groups. We investigated the effects of the fluorine content and the nature of the isocyanate on the physical properties, surface properties, and blood compatibilities of the polymers. The introduction of hydrophilic fluorocarbon chains led to phase separation and a low total surface energy, which reduced the adhesion of blood platelets onto the materials. The HDI-type UV-curable, fluorinated poly(urethane-acrylate) exhibited a low surface energy and superior blood compatibility (as determined from RIPA values).
Novel UV-curable fluorinated PU modified epoxy acrylate (FEA) oligomers (in chapter 5) were synthesized from 1H,1H-Perfluorohexan-1-ol (PFHOL), 1,6-hexamethylene diisocyanate (HDI), and epoxy acrylate (EA). This section was then focused on the role played by the spacer group located in the side chain between backbone and the fluorinated segment. The new spacer with urethane and long alkyl groups that is capable of generating strong hydrogen bonding and self-organization effect, which results in a stiffening of the whole spacer-perfluoalkyl chain, thus easing surface segregation and order near the surface. The fluorinated PU modified epoxy acrylate which only has five fluoroalkyl (-C5F11) exhibited a ultra low surface energy (γs; 4.3 mJ m–2) and superior blood compatibility (RIPA value: 0.10).
Subjects
聚胺酯
氟碳鏈段
微相分離
表面能
血小板吸附
紫外光可硬化
取代基
Polyurethane
fluorocarbon
microphase separation
surface energy
the degree of the platelet adhesion
UV-curable
spacer
Type
thesis
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