106733-12-4Relevant articles and documents
Synthesis and Stability of Aryl Bis(nitrile oxides) with Potential as Curing Agents for Polysulfide Sealants
Hanhela, Peter J.,Paul, D. Brenton
, p. 287 - 299 (2007/10/02)
Several aromatic bis(nitrile oxides) have been prepared as potential curing agents for sealants produced from thiol-terminated polysulfide liquid polymers.All were obtained by dehydrohalogenation of α-halo oximes and the requisite aldehydes were synthesized from either the dimethyl derivatives or the chloromethylated hydrocarbons.The direct chloromethylation of naphthalene which offered a convenient route to the naphthalene-1,4- and 1,5-bis(carbonitrile oxides) was re-examined.Also prepared were naphthalene-2,6-bis(carbonitrile oxide), anthracene-9,10-bis(carbonitrile oxide) and 4,4'-sulfonylbisbenzonitrile dioxide.The course of the reaction between naphthalene-2,3-dicarbaldehyde and hydroxylamine was established and shown to differ from that involving phthalaldehyde.Stabilities of the nitrile oxides at -15 deg C, 4 deg C and 25 deg C were assessed by spectroscopic means.