Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene of 1 to 4 carbon atoms substituted with alkyl or alkenyl of 1 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenyllene,M is hydrogen or a metal, andZ has a value of from 1 to 4, are good light stabilizers. The carboxylic acids are prepared for example, from 2,2,6,6-tetramethylpiperidin-4-ol and cyclohexane-1,2-dicarboxylic anhydride to give (O-mono(2,2,6,6-tetramethylpiperidin-4-ol)cyclohexane(1,2-dicarboxylate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and an organic halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15,15'-dodecamethylene-bis(7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dion e).

Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or together lower alkylene,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl, alkyl substituted benzyl, or acyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, andz has a value of from 1 to 4, and either (a) R.sub.5 is alkyl of 1 to 6 carbon atoms, R.sub.6 is alkyl of 1 to 6 carbon atoms, and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms, provided that R.sub.7 and R.sub.8 are not both hydrogen, or(b) R.sub.5 and R.sub.6 are together lower alkylene and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms,Are good light stabilizers. The carboxylic acids are prepared for example, from 2,3,6-trimethyl-2,6-diethylpiperidin-4-ol and sebacic acid to give 2,3,6-trimethyl-2,6-diethyl-4-piperidyl hydrogen sebacate.

Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or together lower alkylene,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl, alkyl substituted benzyl, or acyl,R.sub.4 is alkylene of 1 to 4 carbon atoms substituted with alkyl or alkenyl of 1 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenylene,M is hydrogen or a metal, andz has a value of from 1 to 4, andEither(a) R.sub.5 is alkyl of 1 to 6 carbon atoms, R.sub.6 is alkyl of 1 to 6 carbon atoms, and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms, provided that R.sub.7 and R.sub.8 are not both hydrogen, or(b) R.sub.5 and R.sub.6 are together lower alkylene and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms,Are good light stabilizers.

Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, andz has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared, for example, from 2,2,6,6-tetramethylpiperidin-4-ol and sebacic acid to give o-mono(2,2,6,6-tetramethylpiperidin-4-ol)sebacate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is lower alkylene,M is a metal, andZ has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared, for example, from 2,2,6,6-tetramethyl-piperidin-4-ol and succinic acid to give o-mono(2,2,6,6-tetramethyl-piperidin-4-ol)succinate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: 3,5-dialkyl-4-hydroxyphenylalkyl substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and 3,5-dialkyl-4-hydroxyphenyl-alkyl halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15-(3',5'-di-t-butyl-4'-hydroxybenzyl)(7,15-diazadispiro[5,1,5,3]hexadecan e-14,16-dione).

Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is lower alkylene,M is a metal, andz has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared, for example, from 2,2,6,6-tetramethyl-piperidin-4-ol and succinic acid to give O-mono(2,2,6,6-tetramethylpiperidin-4-ol)succinate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Piperidyl esters of the formula ##STR1## wherein R.sub.1 is hydrogen or lower alkyl, R.sub.2 is hydrogen, oxyl alkyl, alkenyl, alkinyl, alkoxy-alkyl, aralkyl or lower acyl and n is 2 or 3, and when n is 2, R.sub.3 is a diacyl of 36 carbons and when n is 3, R.sub.3 is a triacyl of 37 to 54 carbons. These compounds are useful as light stabilizers of polymeric materials.

Abstract: Alkyl alkanoate derivatives of substituted piperazinediones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds may be formed by reacting a substituted piperazinedione with an acrylate or a crotonate, or reacting the alkali or alkaline earth salt of a substituted piperazine dione with a haloalkanoate. Polymeric 7,15-diazadispiro[containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is n-octadecyl-.beta.-(15{7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dione}pr opionate.

Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, andz has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared, for example, from 2,2,6,6-tetramethyl-piperidin-4-ol and sebacic acid to give o-mono(2,2,6,6-tetramethyl-piperidin-4-ol)sebacate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Compounds having the formula ##STR1## wherein R is alkylene,M is hydrogen or a metal, andm has a value of from 1 to 4,Are good light stabilizers. The amino acids may be formed, for example, from 1,3,3-trimethyl-3-azabicyclo[2.2.2]octane-5-ol and sebacic acid to give o-mono(1,3,3-trimethyl-2-azabicyclo[2.2.2]octane-5-ol)sebacate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and an organic halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15,15'-dodecamethylenebis(7,15-diazadispiro[5,1,5,3]hexadecane-14,16-dione ).

Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene of 1 to 4 carbon atoms substituted with alkyl of 1 to 18 carbon atoms or alkenyl of 2 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenyllene,M is hydrogen or a metal, andz has a value of from 1 to 4,Are good light stabilizers. The carboxylic acids are prepared for example, from 2,2,6,6-tetramethylpiperidin-4-ol and cyclohexane-1,2-dicarboxylic anhydride to give (0-mono (2,2,6,6-tetramethylpiperidin-4-ol)cyclohexane(1,2-dicarboxylate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Acylated derivatives of substituted piperazines are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the acylation reaction between a substituted piperazine and a mono or di-acid halide, ester or isocyanate. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15-stearoyl-7,15-diazadispiro[5,1,5,3]hexadecane.

Abstract: Substituted piperazines are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and an organic halide followed by reduction with lithium aluminum hydride. Polymeric compsitions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15,15'-dodecamethylene-bis(7,15-diazadispiro[5,1,5,3]hexadecane).

Abstract: Compounds having the formula ##STR1## WHEREIN R.sub.1 and R.sub.2 are lower alkyl or form a cycloalkyl ring,R.sub.3 is hydrogen, alkyl, .beta.-methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, andz is an integer of from 1 to 4, are good stabilizers against actinic radiation.These compounds are prepared, for example, from 4-amino-2,2,6,6-tetramethylpiperidine and succinic anhydride to give N-(2,2,6,6-tetramethylpiperidyl-4)succinamic acid. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.

Abstract: Alkyl alkanoate derivatives of substituted piperazines are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds may be formed by reacting a substituted piperazine with an acrylate or reacting a substituted piperazine with an .alpha.-haloalkanoate. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is n-octadecyl-.beta.-(15{7,15-diazadispiro[5,1,5,3]hexadecane}propionate.

Abstract: Compounds having the formula ##SPC1##Wherein R is alkyl, alkylene, phenyl, phenylene or alkyl substituted phenyl or phenylene, n is one or two and X is hydrogen, hydroxyl or oxygen, are good light stabilizers. These compounds are prepared, for example, from 1,3,3-trimethyl-3-azabicyclo[2.2.2]octane-5-ol and stearic acid to give 5-stearoyloxy-1,3,3-trimethyl-2-azabicyclo[2.2.2]octane which is converted by standard techniques to the corresponding 2-oxyl and 2-ol compounds.

Abstract: 3,5-dialkyl-4-hydroxyphenylalkyl substituted piperazine diones are stabilizers for synthetic polymeric materials normally subject to deterioration caused by ultraviolet light. The compounds are prepared by the alkylation reaction between a substituted piperazine dione and 3,5-dialkyl-4-hydroxyphenylalkyl halide. Polymeric compositions containing these stabilizers may also contain a hindered phenolic compound. A typical embodiment is 15-(3',5'-di-t-butyl-4'-hydroxybenzyl)(7,15-diazadispiro[5,1,5,3]hexadecan e-14,16-dione).