Benzofuranone or indolinone compounds useful as stabilizers for organic materials

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.sub.1 hydrogen;
• C.sub.1-22 alkyl;
• C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl;
• phenyl;
• phenyl substituted by one to three substituents selected from the group consisting of C.sub.1-12 --alkyl, hydroxy, C.sub.1-12 alkoxy, C.sub.1-18 --acyloxy, chloro or nitro, with the provisos that:
• (1) when the phenyl ring contains more than one C.sub.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.sub.1-12 alkoxy, C.sub.1-18 acyloxy, chloro and nitro is one;
• or a group of formula (a/4), (a/5) or (a/6) ##STR58## or R and R.sub.1 together form a group (a/2) ##STR59## either each of R.sub.2 to R.sub.5, independently, is hydrogen;
• C.sub.1-12 alkyl;
• C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-22 alkoxy;
• phenoxy;
• phenoxy substituted by one or two C.sub.1-12 alkyl groups,
• said alkyl groups having a maximum of 16 carbon atoms;
• C.sub.1-18 acyloxy;
• chloro;
• phenyl-C.sub.1-9 alkyl;
• phenylthio;
• phenyl-C.sub.1-9 alkyl or phenylthio substituted on the phenyl ring by one to three substituents selected from C.sub.1-12 alkyl, hydroxy and R.sub.15 CO--O--;
• phenyl;
• phenyl substituted by one or two C.sub.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) or (a/5) as defined above;
• with the provisos that:
• (a) a maximum of two of R.sub.2 through R.sub.5 is C.sub.5 or C.sub.6 cycloalkyl, C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl, C.sub.1-22 alkoxy, phenoxy, substituted phenoxy, C.sub.1-18 acyloxy or chloro;
• and
• (b) a maximum of one of R.sub.2 through R.sub.5 is optionally substituted phenyl, phenyl-C.sub.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.sub.3 substituent can be a group of formula (b/3) or (b/4) and only the R.sub.3 or R.sub.5 substituent can be a group of formula (a/5);
• or R.sub.2 and R.sub.3, together, form a condensed benzene ring,
• or R.sub.3 and R.sub.4, together, form a furan(2) one ring in which the 3-position bears the substituents R and R.sub.1 as defined above,
• or R.sub.4 and R.sub.5, together, form tetramethylene or a furan(2) one ring in which the 3-position bears the substituents R and R.sub.1 as defined above,
• and one of the two remaining substituents is hydrogen and the other is any one of the significances given for R.sub.2 to R.sub.5 above;
• either
• R.sub.6 is C.sub.1-18 alkyl;
• C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl;
• benzyl;
• (C.sub.6 H.sub.5).sub.2 CH;
• phenyl;
• phenyl mono- or disubstituted by C.sub.1-12 alkyl, provided that when the phenyl ring contains more than one C.sub.1-12 alkyl group, said alkyl groups contain a maximum of 16 carbon atoms;
• phenyl monosubstituted by hydroxy;
• phenyl mono- or disubstituted by methoxy;
• phenyl monosubstituted by chloro;
• phenyl monosubstituted by dimethylamino;
• 3,5-di-tertiary butyl-4-hydroxyphenyl;
• .beta.-naphthyl;
• pyridinyl;
• 2-furyl;
• or a group of formula (c/1) or (c/2) ##STR61## R.sub.6a is hydrogen;
• C.sub.1-18 alkyl;
• C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl;
• phenyl or benzyl;
• or
• R.sub.6 and R.sub.6a, together with the carbon atom to which they are bound, form an unsubstituted 5- or 6-membered aliphatic ring or a 5- or 6-membered aliphatic ring monosubstituted by C.sub.1-4 alkyl;
• each
• R.sub.7, independently, is hydrogen;
• C.sub.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.sub.1-4 alkylamino-C.sub.1-8 alkyl;
• C.sub.5-7 cycloalkyl;
• phenyl;
• or phenyl substituted by one to three C.sub.1-12 alkyl groups, said alkyl groups having a maximum of 18 carbon atoms;
• either
• each R.sub.8, independently, is hydrogen;
• C.sub.1-18 alkyl;
• C.sub.5 or C.sub.6 cycloalkyl;
• C.sub.1-5 alkyl-C.sub.5 or C.sub.6 cycloalkyl;
• phenyl;
• phenyl substituted by one or two C.sub.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.sub.8 's, together with the nitrogen atom, form an unsubstituted piperidine or morpholine ring;
• R.sub.9 has one of the significances of R.sub.8 ;
• R.sub.9a is hydrogen;
• C.sub.1-18 alkyl;
• or a group of formula (d/1), (d/2) or (d/3) as defined above;
• R.sub.11 is hydrogen;
• C.sub.1-22 alkyl;
• C.sub.5-7 cycloalkyl;
• phenyl;
• phenyl-C.sub.1-6 alkyl;
• or phenyl or phenyl-C.sub.1-6 alkyl substituted on the phenyl ring by one or two C.sub.1-12 -alkyl groups, said alkyl groups having a maximum of 16 carbon atoms;
• R.sub.12 is C.sub.1-18 alkyl;
• 2-hydroxyethyl;
• phenyl;
• or C.sub.1-9 alkylphenyl;
• R.sub.15 is C.sub.1-22 alkyl or phenyl;
• and n is 0, 1 or 2.