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US 5,849,821 AGranted
Tris-aryl-s-triazines substituted with biphenylyl groups
AssigneeCiba Specialty Chemicals Corporation
InventorsTyler A. Stevenson, Revathi Iyengar, Ramanathan Ravichandran
Life of this patent
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Abstract
Selected s-triazines of formula I ##STR1## where G.sub.1 and G.sub.2 are biphenylyl moieties, are UV absorbers having high thermal stability and surprisingly high extinction coefficients making them of especial interest in stabilizing automotive coatings where such properties are highly valued.
Claims21
A composition stabilized against the deleterious effects of actinic radiation which comprises
- (a) a polymer subject to degradation when exposed to actinic radiation, and
- (b) an effective stabilizing amount of a compound of formula I ##STR13## wherein G.sub.1 is a group of the formula ##STR14## G.sub.2 is a group of the formula ##STR15## where q is 0 or 1,
- R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are independently of one another hydrogen, hydroxyl, cyano, alkyl of 1 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, cycloalkyl of 4 to 12 carbon atoms, cycloalkoxy of 4 to 12 carbon atoms, halogen, haloalkyl of one to 5 carbon atoms, sulfonyl, carboxyl, acylamino of 2 to 12 carbon atoms, acyloxy of 2 to 12 carbon atoms, alkoxycarbonyl of 2 to 12 carbon atoms, aminocarbonyl, or R.sub.3 and R.sub.4 together with the phenyl radical to which they are attached, are a cyclic radical interrupted by one or more oxygen or nitrogen atoms,
- E.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, --E.sub.4, --OE.sub.5, --N(E.sub.5).sub.2, --CON(E.sub.5).sub.2, --COE.sub.5, --COOE.sub.5, --OCOE.sub.5, --OCOC(E.sub.5).dbd.C(E.sub.5).sub.2, --C(E.sub.5).dbd.CCOOE.sub.5, --CN, --NCO, or ##STR16## combination thereof;
- or said alkyl or cycloakyl interrupted by one to six epoxy, --O--, --NE.sub.5 --, --CONE.sub.5 --, --COO--, --OCO--,--CO--, --C(E.sub.5).dbd.C(E.sub.5)COO--, --OCOC(E.sub.5).dbd.C(E.sub.5)--, --(E.sub.5)C.dbd.C(E.sub.5)--, phenylene, or -phenylene-G.sub.3 -phenylene in which G.sub.3 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 E.sub.2 is --SO.sub.2 E.sub.3, or --COE.sub.6 ;
- E.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, 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 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms or combination thereof;
- or straight or branched chain alkenyl of 2 to 18 carbon atoms;
- E.sub.5 is defined as E.sub.4, or E.sub.5 is also hydrogen or straight or branched chain alkyl of 1 to 24 carbon atoms or E.sub.5 is a group of the formula ##STR17## where T.sub.1 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,
- E.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 --E.sub.7 COOH or --NH--E.sub.8 --NCO;
- E.sub.7 is alkylene of 2 to 14 carbon atoms or o-phenylene;
- E.sub.8 is alkylene of 2 to 10 carbon atoms, phenylene, tolylene, diphenylenemethane or a group ##STR18## t is 0 to 9;
- and L is straight or branched chain alkylene of 1 to 12 carbon atoms, cycloalkylene of 5 to 12 carbon atoms, alkylene by or interrupted by cyclohexylene or phenylene;
- or L is benzylidene;
- or L is --S--, --S--S--, --S--L.sub.1 --S--, --SO--, --SO.sub.2 --, --SO--L.sub.1 --SO--, --SO.sub.2 --L.sub.1 --SO.sub.2 --, --CH.sub.2 --NH--L.sub.1 --NH--CH.sub.2 -- or ##STR19## where L.sub.1 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.
17 more elements
Dependencies are inferred from the claim text.