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US 5,684,070 AGranted
Compositions stabilized with red-shifted tris-aryl-s-triazines
AssigneeCiba Specialty Chemicals Corporation
InventorTyler Arthur Stevenson
Life of this patent
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Abstract
Tris-aryl-s-triazines of formula VI ##STR1## which contain from one to three resorcinol derived moieties have UV spectra which are red-shifted to the near UV range and provide excellent stabilization to polymeric substrates against the deleterious effects of actinic light.
Claims20
A composition stabilized against the deleterious effects of actinic radiation which comprises
- (a) an organic material subject to degradation when exposed to actinic radiation, and
- (b) an effective stabilizing amount of a compound of formula VI ##STR18## wherein for the compound of formula VI:
- X and Y are the same or different and are phenyl or phenyl substituted by one to three lower alkyl, halogen, hydroxy or alkoxy;
- R.sub.2 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms or cycloalkyl of 5 to 12 carbon atoms;
- or said alkyl or cycloalkyl substituted by one to eight halogen, epoxy, glycidyloxy, furyloxy, --R.sub.4, --OR.sub.5, --N(R.sub.5).sub.2, --CON(R.sub.5).sub.2, --COR.sub.5, --COOR.sub.5, --OCOR.sub.5, --OCOC(R.sub.5).dbd.C(R.sub.5).sub.2, --C(R.sub.5).dbd.CCOOR.sub.5, --CN, --NCO, or ##STR19## combinations thereof;
- or said alkyl or cycloalkyl interrupted by one to six epoxy, --O--, --NR.sub.5 --, --CONR.sub.5 --, --COO--, --OCO--, --CO--, --C(R.sub.5).dbd.C(R.sub.5)COO--, --OCOC(R.sub.5).dbd.C(R.sub.5)--, --(R.sub.5)C.dbd.C(R.sub.5)--, phenylene, or -phenylene-G-phenylene in which G is --O--, --S--, --SO.sub.2 --, --CH.sub.2 --, or --C(CH.sub.3).sub.2 --, or combinations thereof;
- or said alkyl or cycloalkyl both substituted and interrupted by combinations of the groups mentioned above;
- or R.sub.2 is --SO.sub.2 R.sub.3, or --COR.sub.6 ;
- R.sub.3 is alkyl of 1 to 20 carbon atoms, alkenyl of 3 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one or two alkyl of 1 to 4 carbon atoms;
- R.sub.4 is aryl of 6 to 10 carbon atoms, or said aryl substituted by one to three halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof;
- cycloalkyl of 5 to 12 carbon atoms;
- or phenylalkyl of 7 to 15 carbon atoms, or said phenylalkyl substituted on the phenyl ring by one to three halogen, alkyl of I to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combinations thereof;
- or straight or branched chain alkenyl of 2 to 18 carbon atoms;
- R.sub.5 is defined as R.sub.4, or R.sub.5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms;
- or R.sub.5 is a group of the formula ##STR20## where T is hydrogen, oxyl, hydroxyl, alkyl of 1 to 12 carbon atoms, said alkyl substituted by at least one hydroxyl or lower alkoxy, benzyl or alkanoyl of 2 to 18 carbon atoms;
- t is 0 to 9;
- L is straight or branched chain alkylene of 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms, alkylene substituted by or interrupted by cyclohexylene or phenylene;
- or L is benzylidene;
- or L is --S--, --S--S--, --S--E--S--, --SO--, --SO.sub.2, --SO--E--SO--, --SO.sub.2 --E--SO.sub.2 --, --CH.sub.2 --NH--E--NH--CH.sub.2 -- or ##STR21## where E is alkylene of 2 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms, or alkylene interrupted or terminated by cyclohexylene of 8 to 12 carbon atoms;
- with the proviso that at least one L linkage is attached to the phenyl ring in the 5-position;
- R.sub.6 is straight or branched chain alkyl of 1 to 18 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, phenyl, alkoxy of 1 to 12 carbon atoms, phenoxy, alkylamino of 1 to 12 carbon atoms, arylamino of 6 to 12 carbon atoms or a group --R.sub.7 COOH or --NH--R.sub.8 --NCO;
- R.sub.7 is alkylene of 2 to 14 carbon atoms or o-phenylene;
- R.sub.8 is alkylene of 2 to 10 carbon atoms, phenylene, tolylene, diphenylenemethane or a group ##STR22## with R.sub.4 and R.sub.5 as defined above.
20 more elements
Dependencies are inferred from the claim text.