title: Biodegradable radiopaque iodinated poly(ester urethane)s containing poly(ε-caprolactone) blocks: synthesis, characterization, and biocompatibility.
abstract: Biodegradable radiopaque iodinated poly(ester-urethane) (I-PU), consisting of poly(ε-caprolactone) (PCL) diol and iodinated bisphenol A (IBPA), has been successfully synthesized via a coupling reaction of PCL-diisocyanate and IBPA with varying compositions. The IBPA with four iodine atoms per molecule was applied as a chain extender to endow the I-PUs with intrinsic X-ray visibility. The chemical structure and molecular weights of I-PUs were characterized by Fourier transform infrared spectroscopy (FT-IR), proton-nuclear magnetic resonance, and gel permeation chromatography (GPC). The effects of IBPA on the physical properties of I-PUs were systematically studied by means of differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), and wide-angle X-ray diffraction (WAXD). The DSC results showed that the crystallization of PCL segments in I-PUs was restrained with increasing amount of IBPA, which was also confirmed by WAXD. In the X-radiography analysis, all the synthesized I-PUs exhibited high radiopacity compared with an aluminum wedge of equivalent thickness. Enzymatic degradation tests showed that the incorporation of IBPA prolonged the degradation of I-PUs and distinct mass loss and degradation happened in the third month. Basic cytocompatibility conducted using rat adipose-derived cells proved that all the I-PUs and their biodegradation products were nontoxic. The radiopaque I-PUs is expected to possess a significant advantage over the traditional polymer counterparts in some related biomedical fields.
authors: School of Materials Science and Engineering, Dalian University of Technology, Dalian, 116024, China.
authors: Lin
authors: L
authors: Sang
authors: Zhiyong
authors: Z
authors: Wei
authors: Keliang
authors: K
authors: Liu
authors: Xinhui
authors: X
authors: Wang
authors: Kedong
authors: K
authors: Song
authors: Hong
authors: H
authors: Wang
authors: Min
authors: M
authors: Qi
mesh_terms: D000273:Adipose Tissue / Q000166:cytology; D000818:Animals; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002152:Calorimetry, Differential Scanning; D002478:Cells, Cultured; D003287:Contrast Media / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003460:Crystallization; D054879:Halogenation / Q000187:drug effects; D008049:Lipase / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D008928:Mitochondria / Q000187:drug effects / Q000378:metabolism; D008970:Molecular Weight; D011091:Polyesters / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011140:Polyurethanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013052:Spectrometry, X-Ray Emission; D017550:Spectroscopy, Fourier Transform Infrared; D013234:Stem Cells / Q000166:cytology* / Q000187:drug effects / Q000378:metabolism; D013499:Surface Properties; D013696:Temperature; D013818:Thermogravimetry; D014961:X-Ray Diffraction
chemical_list: D001672:Biocompatible Materials; D003287:Contrast Media; D011091:Polyesters; D011140:Polyurethanes; C081821:microthane foam; C016240:polycaprolactone; D008049:Lipase
keywords: biocompatibility; iodinated bisphenol A; poly(ester-urethane)s; radiopacity