Substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidines or 1-hydroxy-2,6-diaryl-4-acylaminopiperidines and stabilized compositions
AssigneeCiba-Geigy Corporation
InventorsGlen T. Cunkle, Ramanathan Ravichandran, Donald J. Sabrsula
Life of this patent
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Abstract
Substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidines or 1-hydroxy-2,6-diaryl-4-acylaminopiperidines of formula I ##STR1## wherein n is 1-4, Ar.sub.1 and Ar.sub.2 are independently aryl or substituted aryl, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl, substituted alkyl, alkenyl, aryl or substituted aryl, X is --O-- or --NE--, E is hydrogen, alkyl or cycloalkyl and T is n-valent aliphatic or aromatic hydrocarbon radical, are effective in stabilizing organic materials against the deleterious effects of oxygen, heat and actinic radiation.
Claims12
A compound which is a substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidine or 1-hydroxy-2,6-diaryl-4-acylaminopiperidine of formula I ##STR4## wherein n is 1,2,3 or 4;
- X is --O-- or --NE--,
- E is hydrogen, alkyl of 1 to 20 carbons or cycloalkyl of 5 to 12 carbon atoms,
- Ar.sub.1 and Ar.sub.2 are independently carbocyclic aryl of 6 to 10 carbon atoms;
- or said aryl substituted by one to three substituents selected from the group consisting of alkyl of 1 to 20 carbon atoms;
- cycloalkyl of 5 to 12 carbon atoms;
- phenylalkyl of 7 to 15 carbon atoms;
- --COOR.sub.5 where R.sub.5 is hydrogen or alkyl of 1 to 20 carbons;
- --COR.sub.6 where R.sub.6 is alkyl of 1 to 20 carbons;
- --NR.sub.7 R.sub.8 where R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 20 carbons;
- --SR.sub.9 where R.sub.9 is carbocyclic aryl of 6 to 10 carbon atoms or alkyl of 1 to 20 carbon atoms;
- --OH;
- --OCH.sub.3 ;
- --CN;
- --CF.sub.3 ;
- --NO.sub.2 ;
- --F;
- --Cl;
- --Br and --I;
- R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen;
- a linear or branched alkyl of 1 to 30 carbon atoms;
- or said alkyl terminated with --OR.sub.10, --NR.sub.11 R.sub.12, --SR.sub.13, --COOR.sub.14 or --CONR.sub.15 R.sub.16, where R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are independently alkyl of 1 to 20 carbon atoms or alkenyl of 3 to 18 carbon atoms, and R.sub.15 and R.sub.16 are independently hydrogen or the same meaning as R.sub.10 ;
- or said alkyl interrupted by one or two --O--, --S--, --SO--, --SO.sub.2 --, --CO--, --COO--, --OCO--, --CONR.sub.17 --, --NR.sub.17 CO--or --NR.sub.18 -- where R.sub.17 and R.sub.18 have the same meaning as R.sub.15 ;
- alkenyl of 3 to 20 carbon atoms;
- carbocyclic aryl of 6 to 10 carbon atoms;
- or said aryl substituted by one to three substituents selected from the group consisting of alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, and phenylalkyl of 7 to 15 carbon atoms;
- and
- when n is 1, T is alkyl of 1 to 20 carbon atoms or said alkyl interrupted by one or two of --O--, --S--, --SO--, --SO.sub.2 --, --CO--, --COO--, --OCO--, --CONR.sub.19 --, --NR.sub.19 CO--or --NR.sub.20 -- where R.sub.19 and R.sub.20 have the same meaning as R.sub.15 ;
- or aryl or substituted aryl having the same definition as Ar.sub.1 ;
- when n is 2, T is a direct bond;
- alkylene of 1 to 12 carbon atoms, or said alkylene interrupted by one or two of --O--, --S--, --SO--, --SO.sub.2 --, --CO--, --COO--, --OCO--, --CONR.sub.21, --NR.sub.21 CO-- or --NR.sub.22 -- where R.sub.21 and R.sub.22 have the same meaning as R.sub.15 ;
- when n is 3, T is alkanetriyl of 3 to 8 carbon atoms;
- and
- when n is 4, T is alkanetetrayl of 4 to 10 carbon atoms.
Dependencies are inferred from the claim text.