Polyethylene glycol-containing polyurethanes for biomedical applications

Corneillie, Siska; Lan, Pham Ngoc; Schacht, Etienne; Davies, Martyn C.; Shard, Alex; Green, Rebecca; Denyer, Stephen Paul; Wassall, Mike; Whitfield, H. N.; Choong, S.

doi:10.1002/(sici)1097-0126(199807)46:3<251::aid-pi6>3.0.co;2-z

Cited by 37 publications

(31 citation statements)

References 1 publication

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“…Similar findings were reported by Corneillie et al . (), who synthesized segmented polyurethanes with different soft phase type by employing PEG, PPO, and polytetramethylenoxide (PTMO) in different ratios. The reduction in the adhesion of S. aureus and Enterococcus faecalis was found to be most pronounced for the PEO/PPO series that showed higher swelling than the PTMO‐based materials because PTMO increased polymer rigidity.…”

Section: Discussionmentioning

confidence: 99%

Antifouling polyurethanes to fight device-related staphylococcal infections: synthesis, characterization, and antibiofilm efficacy

et al. 2014

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In hospital settings, biofilm-based medical device-related infections are considered a threat to patients, the sessile growing bacteria playing a key role in the spreading of healthcare-associated infections. In recent decades, the design of antifouling coatings for medical devices able to prevent microbial adhesiveness has emerged as one of the most promising strategies to face this important issue. In order to obtain suitable antifouling materials, segmented polyurethanes characterized by a hard/soft domain structure, having the same hard domain but a variable soft domain, have been synthesized. The soft domain was constituted by one of the following macrodiols: polypropylenoxide (PPO), polycaprolactide (PCL), and poly-l-lactide (PLA). The effects of the polymer hydrophilicity and the degree of hard/soft domain separation on antifouling properties of the synthesized polyurethanes were investigated. Microbial adherence assays evidenced as the polymers containing PCL or PLA were able to significantly reduce the adhesion of Staphylococcus epidermidis with respect to the PPO-containing polymer.

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Section: Discussionmentioning

confidence: 99%

Antifouling polyurethanes to fight device-related staphylococcal infections: synthesis, characterization, and antibiofilm efficacy

et al. 2014

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“…In general, low‐molecular‐weight PEG (200–800 Da) is a liquid, whereas high‐molecular‐weight PEG (>1 kDa) is a waxy solid . Both low‐ and high‐molecular‐weight PEG have a wide range of applications in medical, chemical, and biological areas. Low‐molecular‐weight PEG is used as a solvent in oral liquids and soft capsules in pharmaceutical products.…”

Section: Introductionmentioning

confidence: 99%

“…Of these, polyurethanes are the most popular because of their excellent physical and mechanical properties . PEG‐functionalized polyurethanes can be used as, for example, shape‐memory polymers, thermoresponsive hydrogels, material for medical devices . Owing to the fact that PEG possesses high viscosity (e.g., 50 cP for PEG(200) at 25 °C), it is also used as a solvent to disperse and stabilize carbon‐nanotube solutions and to prevent agglomeration of metal nanoparticles …”

Section: Introductionmentioning

confidence: 99%

Intramolecular Hydrogen Bonds in Low‐Molecular‐Weight Polyethylene Glycol

2016

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We used static DFT calculations to analyze, in detail, the intramolecular hydrogen bonds formed in low-molecular-weight polyethylene glycol (PEG) with two to five repeat subunits. Both red-shifted O-H⋅⋅⋅O and blue-shifting C-H⋅⋅⋅O hydrogen bonds, which control the structural flexibility of PEG, were detected. To estimate the strength of these hydrogen bonds, the quantum theory of atoms in molecules was used. Car-Parrinello molecular dynamics simulations were used to mimic the structural rearrangements and hydrogen-bond breaking/formation in the PEG molecule at 300 K. The time evolution of the H⋅⋅⋅O bond length and valence angles of the formed hydrogen bonds were fully analyzed. The characteristic hydrogen-bonding patterns of low-molecular-weight PEG were described with an estimation of their lifetime. The theoretical results obtained, in particular the presence of weak C-H⋅⋅⋅O hydrogen bonds, could serve as an explanation of the PEG structural stability in the experimental investigation.

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“…PEO incorporation into the polymer microstructure has also been used to improve biocompatibility. For example, Corneille et al [17] incorporated PEO into the microstructure of a polyurethane backbone and demonstrated by surface plasmon resonance (SPR) that these polymers showed signi cantly reduced albumin adsorption. Santerre et al [11] also demonstrated that PEO containing polyurethanes showed reduced protein adsorption.…”

Section: Introductionmentioning

confidence: 99%

Novel dendrimer based polyurethanes for PEO incorporation

Duan

Griffith²,

Dubé³

et al. 2002

Journal of Biomaterials Science, Polymer Edition

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A series of segmented polyurethanes based on methylene diisocyanate/poly (tetramethylene oxide) and chain extended with either ethylene diamine or butane diol in combination with a generation 2 polypropylenimine octaamine dendrimer were synthesized. For polymer synthesis, the dendrimers were protected with either t-boc or Fmoc groups and were incorporated into the polyurethane microstructure to permit further functionalization with biologically active groups. Following deprotection, the dendrimers were reacted with succinimidyl propionate polyethylene oxide (SPA-PEO) to improve the protein resistance of the polymers and to examine the potential of this technique for polymer functionalization. Different synthesis techniques were examined to optimize the incorporation of the PEO into the polymer microstructure. Incorporation of the dendrimers and the PEO were confirmed by NMR and FTIR. Gel permeation chromatography was used to examine the molecular weights of the various polyurethanes. The dendrimer incorporated polymers had significantly lower molecular weights than the ED or BDO chain extended controls, likely due to lower reactivity of the dendrimers as a result of steric factors. Following PEO reaction, the molecular weights of the resultant polymers were consistent with the levels of PEO incorporation noted by comparison of peak intensities in the NMR spectra. Due to the highly hydrophilic nature of the PEO, some migration to the polymer surface was expected. Water contact angles and XPS, used to characterize the surfaces, suggest that there was some PEO enrichment at the surface of the polymers. Adsorption of radiolabeled fibrinogen to the polymer surfaces was decreased by a factor of approximately 40% in some of the PEO incorporated polymers. There were also differences in the patterns of plasma protein adsorption on the various surfaces as evaluated by SDS PAGE and immunoblotting. Therefore, the use of dendrimers in biomaterials for incorporation of a large number of functional groups seems to be promising.

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Polyethylene glycol-containing polyurethanes for biomedical applications

Cited by 37 publications

References 1 publication

Antifouling polyurethanes to fight device-related staphylococcal infections: synthesis, characterization, and antibiofilm efficacy

Antifouling polyurethanes to fight device-related staphylococcal infections: synthesis, characterization, and antibiofilm efficacy

Intramolecular Hydrogen Bonds in Low‐Molecular‐Weight Polyethylene Glycol

Novel dendrimer based polyurethanes for PEO incorporation

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