Elasticity and safety of alkoxyethyl cyanoacrylate tissue adhesives
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Langer_Elasticity and safety.pdf
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Author(s) • • • • • •
Mizrahi, Boaz
Stefanescu, Cristina F.
Yang, Celine
Lawlor, Michael W.
Ko, Dennis
Kohane, Daniel S
Langer, Robert S
Date Issued
April 2011
Journal
Acta Biomaterialia
Publisher
Elsevier
Citation
Mizrahi, Boaz et al. “Elasticity and Safety of Alkoxyethyl Cyanoacrylate Tissue Adhesives.” Acta Biomaterialia 7.8 (2011): 3150–3157.
Version
Author's final manuscript
Abstract
Cyanoacrylate glues are easily applied to wounds with good cosmetic results. However, they tend to be brittle and can induce local tissue toxicity. A series of cyanoacrylate monomers with a flexible ether linkage and varying side-chain lengths was synthesized and characterized for potential use as tissue adhesives. The effect of side-chain length on synthesis yield, physical and mechanical properties, formaldehyde generation, cytotoxicity in vitro and biocompatibility in vivo were examined. The incorporation of etheric oxygen allowed the production of flexible monomers with good adhesive strength. Monomers with longer side-chains were found to have less toxicity both in vitro and in vivo. Polymerized hexoxyethyl cyanoacrylate was more elastic than its commercially available and widely used alkyl analog 2-octyl cyanoacrylate, without compromising biocompatibility.
MIT Department
Harvard University--MIT Division of Health Sciences and Technology
Massachusetts Institute of Technology. Department of Biological Engineering
Massachusetts Institute of Technology. Department of Chemical Engineering
Massachusetts Institute of Technology. Department of Mechanical Engineering
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Creative Commons Attribution-NonCommercial-NoDerivs License
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DOI of Published Version
https://doi.org/10.1016/j.actbio.2011.04.022