Hydroxyphenylated hydantoins
AssigneeCiba-Geigy Corporation
InventorsAndreas Schmidt, Janet B. Peterson, Martin Dexter
Life of this patent
Estimating the term…
Abstract
New hydroxyphenylated hydantoins are useful as stabilizers for synthetic organic polymeric materials. The new hydroxyphenylated hydantoins may be additionally substituted in the 1,3 and/or 5 positions of the hydantoin ring. The hydroxyphenylated and 5-substituted hydroxyphenylated hydantoins are generally prepared by reacting hydroxyphenylated ketones or aldehydes with alkali cyanide and ammonium carbonate. Hydroxyphenylated hydantoins substituted in the 1 and/or 3 positions are generally prepared by reacting the 1 and/or 3-unsubstituted hydroxyphenylated hydantoins with the corresponding halogen or dialkylaminomethyl derivatives.
Claims8
A compound of the formula ##SPC40##
- wherein R.sub.1 denotes alkyl with 1 to 8 carbon atoms, cycloalkyl with 6 to 8 carbon atoms or aralkyl with 7 to 9 carbon atoms;
- R.sub.2 denotes hydrogen, alkyl with 1 to 8 carbon atoms, cycloalkyl with 6 to 8 carbon atoms or aralkyl with 7 to 9 carbon atoms;
- R.sub.3 denotes hydrogen or methyl;
- X denotes a direct bond, alkylene with 1 to 18 carbon atoms, which can be interrupted by oxygen or sulphur atoms, or the radical --OCH.sub.2 -- wherein the oxygen atom is bonded to the phenol radical;
- R.sub.4 denotes hydrogen, alkyl with 1 to 17 carbon atoms, alkenyl with 2 to 17 carbon atoms, thiaalkyl with 3 to 21 carbon atoms, oxaalkyl with 3 to 21 carbon atoms, cyclohexyl, benzyl, phenyl, alkylphenyl with 7 to 14 carbon atoms, alkoxyphenyl with 7 to 24 carbon atoms, chlorophenyl, dichlorophenyl, naphthyl or a group ##SPC41##
- or X and R.sub.4 conjointly with the carbon atom in the 5-position of the hydantoin ring denote one of the radicals ##SPC42##
- R.sub.5 denotes hydrogen, alkyl with 1 to 18 carbon atoms, alkenyl with 3 to 18 carbon atoms, cyclohexyl, benzyl or hydroxybenzyl which is unsubstituted or substituted by 1 to 3 alkyl groups each with 1 to 4 carbon atoms;
- R.sub.6 denotes alkenyl with 3 to 18 carbon atoms, cyclohexyl, benzyl or hydroxybenzyl which is unsubstituted or substituted by 1 to 3 alkyl groups each with 1 to 4 carbon atoms.
Dependencies are inferred from the claim text.