Patent US4822839A successfully refreshed from Google Patents.
US4822839A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyunsaturated hydrocarbon polymer-compatible antioxidant compositions
Assignee: Metton America Inc
•
Filing: 1987-11-25
•
Granted: 1989-04-18
•
Expires: 2007-11-25
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 22:33
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.
References Cited (Backward Citations)
US3637865A
Cited
US3991139A
Cited
US4020254A
Cited
US4007230A
Cited
US4136248A
Cited
US4324717A
Cited
EP0048439A1
Cited
US4400340A
Cited
JPS5998148A
Cited
US4689380A
Cited
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 |
| 11.5 Years (Year 12) | 2000-04-17 | 2000-10-17 | 2001-04-18 | $7700.00 | Window Closed / Lapsed |