SYNTHESIS AND DEGRADATION OF POLY ALKYL ALPHA CYANOACRYLATES.
ARMY MEDICAL BIOMECHANICAL RESEARCH LAB WALTER REED ARMY MEDICAL CENTER WASHINGTON D C
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In order to study structure-tissue reactivity relationships and ultimately develop a less necrotizing adhesive, a study of the synthesis and degradation of the homologous series of alpha cyanoacrylate monomers and polymers was undertaken. A method for synthesizing high purity cyanoacrylates and some of their chemical and physical properties are presented. In vitro kinetics studies under heterogeneous and homogeneous conditions indicate that cyanoacrylate polymers degrade by hydrolytic scission of the polymer chain. In homogeneous solution, under alkaline conditions, the rate of degradation is considerably higher than under neutral conditions and the rates obtained with the methyl to the butyl derivative are of the same order. A proposed mechanism of degradation is presented. Medical evaluation indicated that as the homologous series is ascended, the greater the tissue tolerance to the monomers and polymers. The relevance of the results of the in vitro studies to this medical finding is presented. Author
- Medical Facilities, Equipment and Supplies
- Polymer Chemistry
- Adhesives, Seals and Binders