Patent ID: 6489383
Filing Date: 2002-12-03
Classification: C07D,C08K

Abstract:
A stabilized composition which comprises(a) an organic material subject to degradation by heat, light or oxygen, and (b) an effective stabilizing amount of a benzotriazole compound of formula I, II or III â€ƒwherein G1 is hydrogen or chloro, G2 is hydrogen, cyano, perfluoroalkyl of 1 to 12 carbon atoms, halogen, â€”COâ€”G3, â€”COOG3, â€”CONHG3, â€”CON(G3)2, E3SOâ€”, E3SO2â€”, nitro, â€”P(O)(C6H5)2, â€”P(O)(OG3)2, G3 is hydrogen, straight or branched chain alkyl of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by 1 to 4 alkyl of 1 to 4 carbon atoms, E1 is a group of formula IV â€ƒwhere E22, E23, E24, E25, E26, E28, E29, E30, E31 and E32 are independently hydrogen, halogen, straight or branched alkyl of 1 to 18 carbon atoms, alkenyl of 2 to 18 carbon atoms, said alkyl or said alkenyl substituted by one or more halogen, â€”OCOE11, â€”OE4, â€”NCO, â€”NHCOE11 or â€”NE7E8 groups, or by a mixture of said groups, where E4 is straight or branched chain alkyl of 1 to 24 carbon atoms or straight or branched chain alkenyl of 2 to 18 carbon atoms; or said alkyl or said alkenyl interrupted by one or more â€”Oâ€”, â€”NHâ€” or â€”NE4â€” groups or by a mixture of said groups and which can be unsubstituted or substituted by one or more â€”OH, â€”OE4 or â€”NH2 groups, or by a mixture of said groups; or E22, E23, E24, E25, E26, E28, E29, E30, E31 and E32 are independently phenyl, â€”OH, â€”OCOE11, â€”OE33, â€”NCO, â€”NHCOE11 or â€”NE7E8, cyano, nitro, perfluoroalkyl of 1 to 12 carbon atoms, â€”COG3, â€”COOG3, â€”CON(G3)2, â€”CONHG3, E3Sâ€”, E3SOâ€”, E3SO2â€”, â€”P(O)(C6H5)2, â€”P(O))OG3)2, â€”SO2â€”X1â€”E33; X1 is â€”Oâ€”, â€”NHâ€” or â€”NE4â€”; E27 is alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms or phenyl, E33 is straight or branched chain alkyl of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, said alkyl or said alkenyl substituted by one or more â€”OH, â€”OCOE11, â€”OE4, â€”NCO, â€”NHCOE11, â€”NE7E8, phthalimido, â€ƒgroups or by a mixture of said groups, where E4 is straight or branched chain alkyl of 1 to 24 carbon atoms or alkenyl of 2 to 18 carbon atoms; or said alkyl or said alkenyl interrupted by one or more â€”Oâ€”, â€”NHâ€” or â€”NE4â€” groups or by a mixture of said groups and which can be unsubstituted or substituted by one or more â€”OH, â€”OE4 or â€”NH2 groups, or by a mixture of said groups; or E33 is phenyl or phenylalkyl of 7 to 15 carbon atoms, or said phenyl or said phenylalkyl substituted by one to three alkyl groups of 1 to 4 carbon atoms; E2 is straight or branched alkyl chain of 1 to 24 carbon atoms, straight or branched chain alkenyl of 2 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, phenyl, or said phenyl or said phenylalkyl substituted on the phenyl ring by one to three alkyl of 1 to 4 carbon atoms; or E2 is alkyl of 1 to 24 carbon atoms or said alkenyl of 2 to 18 carbon atoms substituted by one or more â€”OH, â€”OCOE11, â€”OE4, â€”NCO, â€”NH2, â€”NHCOE11, â€”NHE4 or â€”N(E4)2 groups by a mixture of said groups, where E4 is straight or branched chain alkyl of 1 to 24 carbon atoms; or said alkyl or said alkenyl interrupted by one or more â€”Oâ€”, â€”NHâ€” or â€”NE4â€” groups or by a mixture of said groups and which can be unsubstituted or substituted by one or more â€”OH, â€”OE4 or â€”NH2 groups or by a mixture of said groups; or E2 is a group of formula IV described above; n is 1 or 2, when n is 1, E5 is OE6 or NE7E8, or E5 is â€”PO(OE12)2, â€”OSi(E11)3 or â€”OCOâ€”E11, or straight or branched chain C1-C24alkyl which is interrupted by â€”Oâ€”, â€”Sâ€” or â€”NE11 and which can be unsubstituted or substituted by â€”OH or â€”OCOâ€”E11, C5-C12 cycloalkyl which is unsubstituted or substituted by â€”OH, straight chain or branched C2-C18alkenyl which is unsubstituted or substituted by â€”OH, C7-C15aralkyl, â€”CH2â€”CHOHâ€”E13 or glycidy, E6 is hydrogen, straight or branched chain C1-C24alkyl which is unsubstituted or substituted by one or more OH, OE4 or NH2 groups, or â€”OE6 is â€”(OCH2CH2)wOH or â€”(OCH2CH2)wOE21 where w is 1 to 12 and E21 is alkyl of 1 to 12 carbon atoms, E7 and E8 are independently hydrogen, alkyl of 1 to 18 carbon atoms, straight or branched chain C3-C18alkyl which is interrupted by â€”Oâ€”, â€”Sâ€” or â€”NE11â€”, C5-C12cycloalkyl, C6-C14aryl or C1-C3-hydroxylalkyl, or E7 and E8 together are alkylene of 4 to 6 carbon atoms, 3-oxapentamethylene, 3-iminopentamethylene or 3-methyliminopentamethylene, or E5 is â€”Xâ€”(Z)pâ€”Yâ€”E15 â€ƒwherein X is â€”Oâ€” or â€”N(E16)â€”, Y is â€”Oâ€” or â€”N(E17)â€”, Z is C2-C12-alkylene, C4-C12-alkylene interrupted by one to three nitrogen atoms or oxygen atoms or by a mixture of said atoms, or is C3-C12-alkylene, butenylene, butynylene, cyclohexylene or phenylene, each substituted by a hydroxyl group, m is zero, 1 or 2, p is 1, or p is also zero when X and Y are â€”N(E16)â€” and â€”N(E17)â€”, respectively, E15 is a group â€”COâ€”C(E18)&boxH;C(H)E19 or, when Y is â€”N(E17)â€”, forms together with E17 a group â€”COâ€”CH&boxH;CHâ€”COâ€”, wherein E18 is hydrogen or methyl, and E19 is hydrogen, methyl or â€”COâ€”Xâ€”E20, wherein E20 is hydrogen, C1-C12-alkyl or a group of the formula â€ƒwherein the symbols E1, G2, X, Z, m and p have the meanings defined above, and E16 and E17 independently of one another are hydrogen, C1-C12-alkyl, C3-C12-alkyl interrupted by 1 to 3 oxygen atoms, or is cyclohexyl or C7-C15aralkyl, and E16 together with E17 in the case where Z is ethylene, also forms ethylene, when n is 2, E5 is one of divalent radicals â€”Oâ€”E9â€”Oâ€” or â€”N(E11)â€”E10â€”N(E11)â€”, E9 is C2-C8alkylene, C4-C8alkenylene, C4alkynylene, cyclohexylene, straight or branched chain C4-C10alkylene which is interrupted by â€”Oâ€” or by â€”CH2â€”CHOHâ€”CH2â€”Oâ€”E14â€”Oâ€”CH2â€”CHOHâ€”CH2â€”, E10 being straight or branched chain C2-C12alkylene which may be interrupted by â€”Oâ€”, cyclohexylene, or â€ƒor E10 and E11 with the two nitrogen atoms form a piperazine ring, E14 is straight or branched chain C2-C8alkylene, straight or branched chain C4-C10alkylene which is interrupted by â€”Oâ€”, cycloalkylene, arylene or E11 is hydrogen, straight or branched chain C1-C18alkyl, C5-C12cycloalkyl, straight or branched chain C2-C18alkenyl, C6-C14aryl or C7-C15aralkyl, E12 is straight or branched chain C1-C18alkyl, straight or branched chain C3-C18alkenyl, C5-C10cycloalkyl, C6-C16aryl or C7-C15aralkyl, E13 is H, straight chain or branched C1-C18alkyl which is substituted by â€”PO(OE12)2, phenyl which is unsubstituted or substituted by OH, C7-C15aralkyl or â€”CH2OE12, E3 is alkyl of 1 to 20 carbon atoms, hydroxyalkyl of 2 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 or 1,1,2,2-tetrahydroperfluoroalkyl where the perfluoroalkyl moiety is of 6 to 16 carbon atoms, T is â€”SOâ€”, â€”SO2â€”, â€”SOâ€”Eâ€”SOâ€”, â€”SO2â€”Eâ€”SO2â€”, â€”COâ€”, â€”COâ€”COâ€”, â€”COâ€”CH2â€”COâ€”, â€”COâ€”Eâ€”COâ€”, â€”COOâ€”Eâ€”OCOâ€” or â€”COâ€”NG5â€”Eâ€”NG5â€”COâ€”, 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; and G5 is G3 or hydrogen.