Alkyl and substituted alkyl 2-cyanoacrylates. Part 1. Synthesis and properties

Abstract Twenty-six alkyl, alkenyl, cycloalkyl, and substituted alkyl 2-cyanoacrylates were synthesized in the pure state. The purity was determined by gas-liquid chromatography, and a correlation between the log retention time and the number of carbons in the compounds within the homologous series was deduced. Their physical properties such as parachor and molar refraction were determined and the data were fitted to a linear relation to the number of carbons present in the ester within a homologous series of cyanoacrylates. The tensile strengths of the 2-cyanoacrylate bonds between various metal surfaces are also presented. The tensile strength of the adhesive bonds gradually decreased with an increase in the alkyl chain length, beginning from ethyl cyanoacrylate. Keywords: Cyanoacetates2-cyanoacrylatesgas-liquid chromatographyparachormolar refractionsurface tensiontensile strength