
TY  - JOUR
A1  - Hanhela, PJ 
A1  - Paul, DB 
T1  - Synthesis and Stability of Aryl Bis(nitrile oxides) With Potential as Curing Agents for Polysulfide Sealants
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 2
SP  - 287
EP  - 299
KW  - 
UR  - https://doi.org/10.1071/CH9890287 
N2  - 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 &#945;-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(carbonitri1e oxide), anthracene-9,10-bis(carbonitri1e oxide) and 4,4&#8242;-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 -15º, 4º and 25º were assessed by spectroscopic means. 
ER  -

