Trisubstituted hydroxyphenylalkanoic acid ester and amide stabil

Details Trisubstituted hydroxyphenylalkanoic acid ester and amide stabil Trisubstituted hydroxyphenylalkanoic acid ester and amide stabil

1976-05-03

1978-06-06

Hoke, V.P.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

260 4585B, 260 4585S, 260 459NC, 2603985, C08K 520

Patent

active

040935876

ABSTRACT:
The compounds are esters and amides of trialkylhydroxyphenylalkanoic acid having the formula ##STR1## WHEREIN R, R.sup.1 and R.sup.2 are independently lower alkyl or cycloalkyl groups, R.sup.3 is hydrogen, alkyl, cycloalkyl, alkylene, phenyl, phenyl substituted by alkyl groups, alkylthioethyl, thiobis-alkylene, alkyleneoxyalkylene, polyoxyalkylene or a polyvalent cyclic or acyclic hydrocarbon radical, R.sup.4 is hydrogen, lower alkyl, cycloalkyl, R.sup.5 is hydrogen, alkyl, phenyl, phenyl substituted with alkyl groups, alkylene, polyoxyalkylene or polyvalent cyclic or acyclic hydrocarbon radical, A is lower alkylene, m is 1 to 4 and n is 1 to 6.
The ester compounds of this invention are prepared via usual esterification procedures from a suitable alcohol and an acid of the formula I ##STR2## or an acid halide or acid anhydride thereof. The higher alkyl esters can also be prepared from the lower alkyl ester, especially the methyl ester of the above represented compounds, by transesterification with a higher alkanol.
The amide compounds of this invention are prepared by usual amidation procedures by reacting a carboxylic acid of formula I or an acid chloride or anhydride or a lower alkyl ester thereof with the appropriate amine.
The compounds are useful as stabilizers for organic materials, especially polyolefins, which deteriorate upon exposure to light and heat.

REFERENCES:
patent: RE27004 (1970-12-01), Meier et al.
patent: 3282939 (1966-11-01), Spivack et al.
patent: 3285855 (1966-11-01), Dexter et al.
patent: 3642868 (1972-02-01), Dexter et al.
patent: 3644482 (1972-02-01), Dexter et al.
patent: 3646110 (1972-02-01), Eggensperger et al.
patent: 3654349 (1972-04-01), Shen et al.
patent: 3677965 (1972-07-01), Dexter et al.
patent: 3763166 (1973-10-01), Dexter
patent: 3984460 (1976-11-01), Spivack

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