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US4822839A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyunsaturated hydrocarbon polymer-compatible antioxidant compositions

Assignee: Metton America Inc
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Filing: 1987-11-25
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Granted: 1989-04-18
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Expires: 2007-11-25
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Abstract

Abstract A polyunsaturated hydrocarbon polymer-compatible anti-oxidant composition is provided which comprises a mixture of at least one sterically hindered phenolic compound and at least one aryl amine compound in a molar ratio ranging from about 0.1 to about 10.

Inventors

  • 👤 Martin J. Paisner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:42
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/134; C08K5/1345; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08; C08K5/16; C08K5/17; C08K5/18; C08L; C08L65/00

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 252 words
A ring-opening metathesis catalyst polymerizable composition comprising dicyclopentadiene and a polyunsaturated hydrocarbon polymer-compatible mixture comprising: (a) at least one sterically hindered phenolic compound having one of the following general formulas: ##STR4## where A represents S or a mono or polyvalent organic radical selected from a straight-chain or branched C 1 to C 20 -saturated aliphatic group, a straight-chain or branched C 2 to C 20 -unsaturated aliphatic group, an aryl group, a C 7 to C 20 -aralkyl group, or a C 7 to C 20 -aralkenyl group; and m represents a positive integer from 0-20, and n represents a positive integer from 1-20, and p and q each represent a positive integer from 1-4; and (b) at least one aryl amine compound having one of the following general formulas: ##STR5## where R 1 -R 4 can be the same or different and can be hydrogen atoms, or straight-chain or branched C 1 to C 20 -alkyl groups, straight-chain or branched C 2 to C 20 -alkylene groups, aryl groups, C 7 to C 20 -aralkyl groups or a C 7 to C 20 -aralkenyl groups, or radicals having one of the following formulas: ##STR6## in which n represents a positive integer from 1-20, wherein the sterically hindered phenolic compound and aryl amine compound are present in a molar ratio ranging from about 0.1 to about 10 and the polyunsaturated hydrocarbon polymer-compatible mixture is present in an amount ranging from about 0.25 to about 4 parts per 100 parts by weight dicyclopentadiene.
Claim 2
Dependent Claim 252 words
A ring-opening metathesis catalyst polymerizable composition comprising dicyclopentadiene and a polyunsaturated hydrocarbon polymer-compatible mixture comprising: (a) at least one sterically hindered phenolic compound having one of the following general formulas: ##STR4## where A represents S or a mono or polyvalent organic radical selected from a straight-chain or branched C 1 to C 20 -saturated aliphatic group, a straight-chain or branched C 2 to C 20 -unsaturated aliphatic group, an aryl group, a C 7 to C 20 -aralkyl group, or a C 7 to C 20 -aralkenyl group; and m represents a positive integer from 0-20, and n represents a positive integer from 1-20, and p and q each represent a positive integer from 1-4; and (b) at least one aryl amine compound having one of the following general formulas: ##STR5## where R 1 -R 4 can be the same or different and can be hydrogen atoms, or straight-chain or branched C 1 to C 20 -alkyl groups, straight-chain or branched C 2 to C 20 -alkylene groups, aryl groups, C 7 to C 20 -aralkyl groups or a C 7 to C 20 -aralkenyl groups, or radicals having one of the following formulas: ##STR6## in which n represents a positive integer from 1-20, wherein the sterically hindered phenolic compound and aryl amine compound are present in a molar ratio ranging from about 0.1 to about 10 and the polyunsaturated hydrocarbon polymer-compatible mixture is present in an amount ranging from about 0.25 to about 4 parts per 100 parts by weight dicyclopentadiene.
Claim 3
Dependent Claim 31 words
A ring-opening metathesis catalyst polymerizable composition as claimed in claim 1, further comprising at least one copolymerizable norbornene-type monomer selected from the group consisting of tricyclopentadiene, norbornene, norbornadiene, 1,4,5,8-dimethano-1,4,4a,5,8,8a-hexahydronaphthalene and 1,4,5,8-dimethano-1,4,4a,5,8,8a-octahydronaphthalene.
Claim 4
Dependent Claim 119 words
A ring-opening metathesis catalyst polymerizable composition comprising dicyclopentadiene and a polyunsaturated hydrocarbon polymer-compatible mixture comprising: (a) a sterically hindered phenolic compound selected from the group consisting of 2,6-ditertiary-butyl-4-methylphenol, 2,6-ditertiarybutyl-4-ethyl phenol, 2,6-ditertiarybutyl-4-n-butyl phenol, 4-hydroxymethyl-2,6-ditertiarybutyl phenol, thiodiethylene bis(3,5-ditertiarybutyl-4-hydroxyl)-hydrocinnamate, octadecyl 3,5-ditertiarybutyl-4-hydroxyhydro-cinnamate, 1,6-hexamethylene bis(3,5-ditertiarybutyl-4-hydroxyhydrocinnamate), tetrakis(methylene(3,5-ditertiary-butyl-4-hydroxyhydrocinnamate))methane, 1,3,5-trimethyl-2,4,6-tris(3,5-ditertiarybutyl-4-hydroxybenzyl)benzene, and 4,4'-methylene-bis(2,6-ditertiarybutylphenol); and (b) an aryl amine compound selected from the group consisting of diphenylamine, N,N'-diphenyl-para-phenylenediamine, N,N'-dibeta-napthyl-para-phenylenediamine, dioctylated diphenylamine, octylated diphenylamine, p-orientated styrenated diphenylamine, dimethyl diaryl-para-phenylenediamine, N,N'-bis(1,4-dimethylpentyl)-para-phenylenediamine, and N-phenyl-N'-(1,3-dimethylbutyl)-para-phenylenediamine; wherein the sterically hindered phenolic compound and aryl amine compound are present in a molar ratio ranging from about 0.1 to about 10 and the polyunsaturated hydrocarbon polymer-compatible mixture is present in an amount ranging from about 0.25 to about 4 parts per 100 parts by weight dicyclopentadiene.
Claim 5
Dependent Claim 119 words
A ring-opening metathesis catalyst polymerizable composition comprising dicyclopentadiene and a polyunsaturated hydrocarbon polymer-compatible mixture comprising: (a) a sterically hindered phenolic compound selected from the group consisting of 2,6-ditertiary-butyl-4-methylphenol, 2,6-ditertiarybutyl-4-ethyl phenol, 2,6-ditertiarybutyl-4-n-butyl phenol, 4-hydroxymethyl-2,6-ditertiarybutyl phenol, thiodiethylene bis(3,5-ditertiarybutyl-4-hydroxyl)-hydrocinnamate, octadecyl 3,5-ditertiarybutyl-4-hydroxyhydro-cinnamate, 1,6-hexamethylene bis(3,5-ditertiarybutyl-4-hydroxyhydrocinnamate), tetrakis(methylene(3,5-ditertiary-butyl-4-hydroxyhydrocinnamate))methane, 1,3,5-trimethyl-2,4,6-tris(3,5-ditertiarybutyl-4-hydroxybenzyl)benzene, and 4,4'-methylene-bis(2,6-ditertiarybutylphenol); and (b) an aryl amine compound selected from the group consisting of diphenylamine, N,N'-diphenyl-para-phenylenediamine, N,N'-dibeta-napthyl-para-phenylenediamine, dioctylated diphenylamine, octylated diphenylamine, p-orientated styrenated diphenylamine, dimethyl diaryl-para-phenylenediamine, N,N'-bis(1,4-dimethylpentyl)-para-phenylenediamine, and N-phenyl-N'-(1,3-dimethylbutyl)-para-phenylenediamine; wherein the sterically hindered phenolic compound and aryl amine compound are present in a molar ratio ranging from about 0.1 to about 10 and the polyunsaturated hydrocarbon polymer-compatible mixture is present in an amount ranging from about 0.25 to about 4 parts per 100 parts by weight dicyclopentadiene.
Claim 6
Dependent Claim 22 words
The composition of claim 3 wherein the sterically hindered phenolic compound which is thiodiethylene bis(3,5-ditertiarybutyl-4-hydroxyl)-hydrocinnamate, and the aryl amine compound is diphenylamine.
Claim 7
Dependent Claim 17 words
A dicyclopentadiene polymer resulting from the metathesis catalyst polymerization of the composition as claimed in claim 1.
Claim 8
Dependent Claim 17 words
A dicyclopentadiene polymer resulting from the metathesis catalyst polymerization of the composition as claimed in claim 2.
Claim 9
Dependent Claim 17 words
A dicyclopentadiene polymer resulting from the metathesis catalyst polymerization of the composition as claimed in claim 3.
Claim 10
Dependent Claim 17 words
A dicyclopentadiene polymer resulting from the metathesis catalyst polymerization of the composition as claimed in claim 4.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-04-17 1992-10-17 1993-04-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-04-17 1996-10-17 1997-04-18 $3760.00 Window Closed / Lapsed
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