Patent DE-19920435-A1 (DE)
Title: New trisresorcinyltriazines used as stabilizers in paints and coatings
Inventor: SCHAEFER THOMAS
IPC: C09D201/00
Filed: 1999-05-04
Abstract: New, specifically substituted trisresorcinolazines have particularly good stabilizing properties and substrate compatibility. Z', Z'' and Z''' = group of formula (II): R7 = groups of formula (III), (IV) or (V); R4, R5 and R6 = 1-8C alkyl, 5-12C cycloalkyl, 2-18C alkenyl, phenyl, 7-11C phenylalkyl, 7-11C alkylphenyl, 1-18C alkyl substituted by phenyl, OH or halogen, 1-18C alkoxy, 5-12C cycloalkoxy, 3-18C alkenyloxy, -CO2H, CO2R11, O-COR12, -CONH2,-CONHR13, -CONR13NR14, CN, NH2, NHR13, NR13R14NHCOR12, 6-15C biscycloalk(en)yl(oxy) or tricycloalkoxy, 6-16C bicycloalk(en)yl-alkoxy, 5-12C cycloalkyl substituted with OH, 1-4C alkyl, 2-6C alkenyl or O-COR12, COR15, CO-X-R8, SO2-R16, 3-50C alkyl interrupted by O and or substituted by OH, phenoxy, or 7-18C alkylphenoxy;  R5 and R6, together with the carbon atom to which they are attached, can form a 4-8C cycloalkyl, optionally interrupted by O, NH, NR13 or S and/or optionally substituted by 1-6C alkyl(oxy), OH, phenoxy or 7-18C alkylphenoxy. R8 = H or R11; R9 = 3-18C alk(en)yl, 5-12C cycloalkyl, 1-4C alkylcyclohexyl, 6-14C aryl, 7-14C alkylphenyl or phenylalkyl, 6-15C bicycloalk(en)yl, 6-16C tricycloalkyl, or 1-18C alkyl substituted by halogen, COOH, COOR11, O-COR12, CONH2, CONHR13, CONR13NR14, CN, NH2NHR13, NR13R14, NHCOR12 or 6-15C cycloalk(en)yl; R11 = 1-18C alkyl, 5-12C cycloalkyl, 6-14C aryl, 2-18C alkenyl, 7-14C alkylphenyl, or 1-18C alkyl substituted by phenyl, phenoxy, naphthyl, naphthyloxy, OH, halogen, 1-18C alkyl, 5-12C cycloalkyl, 3-18C alkenyloxy, COOH, COOR11, O-COR12, CONH2, CONHR13, CONR13NR14, CN, NH2, NHR13, NR13R14, NHCOR12, 6-15C bicycloalk(en)yl(oxy), 6-16C bicycloalk(en)yl-alkoxy or 6-15C tricycloalkyoxy. R11 is alternatively substituted by a phenyl, phenyloxy or naphthyloxy substituted by halogen, OH, 1-4C alkyl or alkyloxy, 1-8C alkylamino, cyclohexylamino, 1-8C alkylthio, cyclohexylthio. R11 can also be 5-12C cycloalkyl substituted by OH, 1-4C alkyl, 2-6C alkenyl or O-COR12, COR15, SO2-R16, a carbon linked 5-7 membered heterocyclic residue of 4-12C and 1-3 heteroatoms selected from O, N and S, 3-50C alkyl interrupted by O, NH, NR13, S and/or substituted by OH, phenyloxy, 3-18C alkenoxy, 7-18C alkylphenoxy, O-COR12, O-P(=O)(OR12)2, O-P(=O)(R12)2 or O-Si(OR12)3; R12 = 1-18C alkyl, 2-18C alkenyl, 5-12C cycloalkyl, 1-4C alkylcyclohexyl, 6-14C aryl, 7-11C phenylalkyl, 7-14C alkylphenyl, 6-15C bicycloalk(en)yl, 6-15C tricycloalkyl; R13, R14 = 1-18C alkyl, 2-18C alkenyl, 5-12C cycloalkyl, 1-4C alkylcyclohexyl, 6-14C aryl, 7-11C phenylalkyl 7-14C alkylphenyl, or 3-30C alkyl interrupted by OH, NH or NR13 and/or substituted by OH, or 6-15C bicycloalk(en)yl or 6-15C tricycloalkyl; R15, R16 = 1-18C alkyl, 2-18C alkenyl, 5-12C cycloalkyl, 6-14C aryl, 7-11C phenylalkyl or 7-14C alkylphenyl; R17 = CH2-O-R15, furfuryl or tetrahydrofurfuryl or is 3-30C alkyl interrupted by O, NH NR13 and/or substituted by OH; and X, Y = O, NH, NR13 or S. Independent claims are included for: (1) a composition comprising: (A) an organic material sensitive to damage by light, oxygen and/or heat; and (B) a stabilizer (I); (C) additional compounds selected from antioxidants, phosphites, phosphonites, benzofuranones, indolinones and light stabilizers (II); (2) a method of stabilizing organic materials against degradation due to the action of light, oxygen and/or heat by admixing and/or application of the stabilizer (I); (3) use of (I) as a stabilizer for organic material against damage caused by exposure to heat, oxygen and/or oxygen.