Benzofuranone or indolinone compounds useful as stabilizers for organic materials

Claim 1

A process for stabilizing organic polymeric materials comprising incorporating therein a stabilizing amount of a compound of formula Ic, ##STR57## in which either R is hydrogen, and R 1 is hydrogen; C 1-22 alkyl; C 5 or C 6 cycloalkyl; C 1-5 alkyl-C 5 or C 6 cycloalkyl; phenyl; phenyl substituted by one to three substituents selected from the group consisting of C 1-12 alkyl, hydroxy, C 1-12 alkoxy, C 1-18 acyloxy, chloro or nitro, with the provisos that: (1) when the phenyl ring contains more than one C 1-12 alkyl group, said alkyl groups contain a maximum of 18 carbon atoms, (2) the maximum number of hydroxy substituents is two, and (3) the maximum number of each of the substituents selected from C 1-12 alkoxy, C 1-18 acyloxy, chloro and nitro is one; or a group of formula (a/4) or (a/6) ##STR58## or R and R 1 together form a group (a/2) ##STR59## either each of R 2 to R 5 , independently, is hydrogen; C 1-12 alkyl; C 5 or C 6 cycloalkyl; C 1-5 alkyl-C 5 or C 6 cycloalkyl; hydroxy; C 1-22 alkoxy; phenoxy; phenoxy substituted by one or two C 1-12 alkyl groups, said alkyl groups having a maximum of 16 carbon atoms; C 1-18 acyloxy; chloro; phenyl-C 1-9 alkyl; phenylthio; phenyl-C 1-9 alkyl or phenylthio substituted on the phenyl ring by one to three substituents selected from C 1-12 alkyl, hydroxy and R 15 CO--O--; phenyl; phenyl substituted by one or two C 1-12 alkyl groups, said alkyl groups having a maximum of 16 carbon atoms; nitro; 2-furanylcarbonyloxy; 2-thienylcarbonyloxy; a group of formula (b/2), (b/3) or (b/4) ##STR60## a group of formula (a/4) as defined above; or a group of formula (a/5) ##STR61## with the provisos that: (a) a maximum of two of R 2 through R 5 is C 5 or C 6 cycloalkyl, C 1-5 alkyl-C 5 or C 6 cycloalkyl, hydroxy, C 1-22 alkoxy, phenoxy, substituted phenoxy, C 1-18 acyloxy or chloro; (b) a maximum of one of R 2 through R 5 is optionally substituted phenyl, phenyl-C 1-9 alkyl or phenylthio, nitro, 2-furanylcarbonyloxy, 2-thienylcarbonyloxy or a group of formula (b/2), (b/3), (b/4), (a/4) or (a/5), provided that only the R 3 substituent can be a group of formula (b/3) or (b/4) and only the R 3 or R 5 substituent can be a group of formula (a/5); (c) when R and R 1 are both hydrogen, R 2 to R 5 are other than hydroxy; and (d) when R 11 in (b/2) is other than hydrogen, such (b/2) group is adjacent to a hydroxy group; or R 2 and R 3 , together, form a condensed benzene ring, or R 4 and R 5 , together, form tetramethylene, and one of the two remaining substituents is hydrogen and the other is any one of the significances given for R 2 to R 5 above; either R 6 is C 1-12 alkyl; phenhl; or 3,5-di-tert.-butyl-4-hydroxyphenyl, and R 6a is hydrogen; C 1-18 alkyl; C 5 or C 6 cycloalkyl; C 1-5 alkyl-C 5 or C 6 cycloalkyl; phenyl or benzyl; or R 6 and R 6a , together with the carbon atom to which they are bound, form a cyclohexylidene ring; each R 7 , independently, is hydrogen; C 1-18 alkyl, alkyl-O-alkylene having a maximum of 18 carbon atoms; alkyl-S-alkylene having a maximum of 18 carbon atoms; di-C 1-4 alkylamino-C 1-8 alkyl C 5-7 cycloalkyl; phenyl; or phenyl substituted by one to three C 1-12 alkyl groups, said alkyl groups having a maximum of 18 carbon atoms; either each R 8 , independently, is hydrogen; C 1-18 alkyl; C 5 or C 6 cycloalkyl; C 1-5 alkyl-C 5 or C 6 cycloalkyl; phenyl; phenyl substituted by one or two C 1-12 alkyl groups, said alkyl groups having a maximum of 16 carbon atoms; or a group of formula (d/1), (d/2) or (d/3) ##STR62## or both R 8 's, together with the nitrogen atom, form an unsubstituted piperidine or morpholine ring; R 9 has one of the significances of R 8 ; R 9a is hydrogen; C 1-18 alkyl; or a group of formula (d/1), (d/2) or (d/3) as defined above; R 10a is hydrogen; C 1-18 alkyl; C 5 or C 6 cycloalkyl; C 1-5 alkyl-C 5 or C 6 cycloalkyl; phenyl; phenyl substituted by one or two C 1-12 alkyl groups, said alkyl groups having a maximum of 16 carbon atoms; or benzyl; R 11 is hydrogen; C 1-22 alkyl, C 5-7 cycloalkyl; phenyl; phenyl-C 1-6 alkyl; or phenyl or phenyl-C 1-6 alkyl substituted on the phenyl ring by one or two C 1-12 alkyl groups, said alkyl groups having a maximum of 16 carbon atoms; R 12 is C 1-18 alkyl; 2-hydroxyethyl; phenyl; or C 1-9 alkylphenyl; R 15 is C 1-22 alkyl or phenyl; and n is 0, 1 or 2.