Reaction of perfluorinated nitriles with benz-and terephthalamidoximes for the isolation of mixed 1,2,4-oxadiazoles
摘要:
The reaction of perfluorinated nitriles with benz- and terephthalamidoximes afforded amidoximimidates which can form mixed 1,2,4-oxadiazoles in high yield under mild conditions by the action of acid fluorides of perfluorocarboxylic acids. The structure of the compounds obtained was confirmed by the methods of C-13, F-19, and H-1 NMR, and by IR spectroscopy.
The invention provides a compound and tautomeric forms thereof having the formula:
wherein R
f
1
is selected from the group consisting of hydrogen, a straight chain, branched secondary or branched tertiary C
1
-C
20
perfluoroalkyl group optionally containing ether or thioether linkages and C
1
-C
10
perfluoroalicyclic group optionally containing ether or thioether groups; R
f
2
is a straight or branched C
1
-C
20
perfluoroalkylene group optionally substituted with ether and thiother linkages; and X is selected from the group consisting of fluorine and
The invention also provides perfluoroelastomeric compositions cured with the perfluoroimidoylamidines of the invention as well as combinations of perfluoroimidoylamidines and other curing agents.