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Hydroxy-Substituted Hydrocarbyloxyamine Stabilizers

IP.com Disclosure Number: IPCOM000004456D
Publication Date: 2000-Nov-20
Document File: 25 page(s) / 85K

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Abstract

Certain sterically hindered hydroxy-substituted hydrocarbyloxyamine stabilizers are found to be especially efficacious towards stabilizing organic material subject to degradation induced by light, heat or oxidation. Disclosed are stabilized compositions comprising (a) an organic material subject to degradation induced by light, heat or oxidation and (b) one or more sterically hindered hydroxy-substituted hydrocarbyloxyamine stabilizers, said stabilizers selected from the group consisting of 1.) 1-(2-hydroxy-2-methylpropoxy)-4-hexadecanoyloxy-2,2,6,6-tetra-methyl-piperidine, 2.) the reaction product of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine with a carbon radical from t-amylalcohol, 3.) 1-(2-hydroxy-2-methylpropoxy)-4-hydroxy-2,2,6,6-tetra-methyl-piperidine, 4.) 1-(2-hydroxy-2-methylpropoxy)-4-oxo-2,2,6,6-tetra-methyl-piperidine, 5.) 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetra-methyl-piperidine 6.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetra-methyl-piperidin-4-yl) sebacate, 7.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetra-methyl-piperidin-4-yl) adipate, 8.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetra-methyl-piperidin-4-yl) succinate, 9.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetra-methyl-piperidin-4-yl) glutarate and 10.) 2,4-bis{N-[1-(2-hydroxy-2-methyl-propoxy)-2,2,6,6-tetra-methyl-piperidin-4-yl]-N-butyl-amino}-6-(2-hydroxy-ethyl-amino)-s-triazine.

This text was extracted from a WORD97 document.
This is the abbreviated version, containing approximately 5% of the total text.

Hydroxy-Substituted Hydrocarbyloxyamine Stabilizers

Certain sterically hindered hydroxy-substituted hydrocarbyloxyamine stabilizers are found to be especially efficacious towards stabilizing organic material subject to degradation induced by light, heat or oxidation.

Disclosed are stabilized compositions comprising

(a) an organic material subject to degradation induced by light, heat or oxidation and

(b) one or more sterically hindered hydroxy-substituted hydrocarbyloxyamine stabilizers,

said stabilizers selected from the group consisting of

1.) 1-(2-hydroxy-2-methylpropoxy)-4-hexadecanoyloxy-2,2,6,6-tetramethylpiperidine,

2.) the reaction product of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine with a carbon radical from t-amylalcohol,

3.) 1-(2-hydroxy-2-methylpropoxy)-4-hydroxy-2,2,6,6-tetramethylpiperidine,

4.) 1-(2-hydroxy-2-methylpropoxy)-4-oxo-2,2,6,6-tetramethylpiperidine,

5.) 1-(2-hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine

6.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) sebacate,

7.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) adipate,

8.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) succinate,

9.) bis(1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl) glutarate and

10.) 2,4-bis{N-[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl]-N-butylamino}-6-(2-hydroxyethylamino)-s-triazine.

The present sterically hindered amines of component (b) may be prepared by known methods, for example as taught in GB 2347928. Further, compounds 1.)-10.) of component (b) may be replaced in full or in part by the specific hydroxy-substituted hydrocarbyloxy hindered amines disclosed in GB 2347928.

The stabilized compositions may further comprise ultraviolet (UV) light absorbers, for example the following UV absorbers: Tris-aryl-o-hydroxyphenyl-s-triazines, hydroxyphenylbenzotriazoles, 2-hydroxy-benzophenones, acrylates and malonates and oxalic acid diamides. The compositions may contain stabilizers such as nickel compounds, and further may contain antioxidants such as alkylated monophenols, alkylated hydroquinones, hydroxylated thiodiphenyl ethers, alkylidene-bisphenols, benzyl compounds, acylaminophenols, esters of ?-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionic acid with monohydric or polyhydric alcohols, esters of ?-(5-tert-butyl-4-hydroxy-3-methylphenyl)-propionic acid with monohydric or polyhydric alcohols and amides of ?-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionic acid. Other costabilizers may be phosphites and phosphonites, compounds which destroy peroxide, hydroxylamines, nitrones, amine oxides, polyamide stabilizers, basic co-stabilizers, nucleating agents, fillers and reinforcing agents, benzofuranones and indolinones, metal deactivators...