Di(hydroxyphenyl)-1,2-4-triazole monomers

Details Di(hydroxyphenyl)-1,2-4-triazole monomers Di(hydroxyphenyl)-1,2-4-triazole monomers

1992-06-29

1993-09-14

Morris, Patricia L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5482674, 5482678, 5482686, C07D24908

Patent

active

052450430

ABSTRACT:
The di(hydroxyphenyl)-1,2,4-triazole monomers were first synthesized by reacting bis(4-hydroxyphenyl) hydrazide with aniline hydrochloride at 250.degree. C. in the melt and also by reacting 1,3 or 1,4-bis-(4-hydroxyphenyl)phenylene-dihydrazide with 2 moles of aniline hydrochloride in the melt. Purification of the di(hydroxyphenyl)-1,2,4-triazole monomers was accomplished by recrystallization. Poly(1,2,4-triazoles) (PT) were prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,2,4-triazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions were carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. This synthetic route has provided high molecular weight PT of new chemical structure, is economically and synthetically more favorable than other routes, and allows for facile chemical structure variation due to the availability of a large variety of activated aromatic dihalides.

REFERENCES:
Connell et al, "Chemistry and properties, etc." CA 114:144554d (1991).
Voloshin et al, "Inhibiting action of certain, etc." CA 105:50758k (1986).
Dulova et al, "Study of the complexing of, etc." CA 92:29404v (1980).
Antipina, et al "Light Stabilization of polyolefin, etc." CA 77:76506e (1972).

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