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US4154723A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilization of organic materials

Assignee: Uniroyal Chemical Co Inc
•
Filing: 1977-12-21
•
Granted: 1979-05-15
•
Expires: 1997-12-21
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Abstract

Abstract Organic materials normally subject to oxidative deterioration (e.g. polymers such as polyolefins) can be stabilized against such deterioration by incorporating therein a stabilizing amount of an N,N'-bis[alkylhydroxyphenyl)alkanoyloxyhydrocarbyl]oxamide.

Inventors

  • 👤 Richard H. Hirsch
  • 👤 William H. Selcer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 03:25
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13; C08K5/0008; C08K5/005; C08K5/16; C08K5/20

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 117 words
A method for stabilizing organic material against oxidative deterioration, which method comprises incorporating in organic material normally subject to said deterioration a stabilizing amount of a compound having the structural formula ##STR4## in which each R 1 is independently alkyl having up to about 8 carbon atoms including a tertiary carbon atom directly linked to the phenolic ring on which that R 1 is a substituent, each R 2 is independently H or alkyl having up to about 8 carbon atoms, and each X is independently a divalent hydrocarbon radical containing up to about 12 carbon atoms including from 1 to about 10 carbon atoms forming the shortest chain linking the adjacent ##STR5## radicals in said compound.
Claim 2
Independent Claim 117 words
A method for stabilizing organic material against oxidative deterioration, which method comprises incorporating in organic material normally subject to said deterioration a stabilizing amount of a compound having the structural formula ##STR4## in which each R 1 is independently alkyl having up to about 8 carbon atoms including a tertiary carbon atom directly linked to the phenolic ring on which that R 1 is a substituent, each R 2 is independently H or alkyl having up to about 8 carbon atoms, and each X is independently a divalent hydrocarbon radical containing up to about 12 carbon atoms including from 1 to about 10 carbon atoms forming the shortest chain linking the adjacent ##STR5## radicals in said compound.
Claim 3
Dependent Claim 10 words
Method of claim 1 wherein X contains no olefinic unsaturation.
Claim 4
Dependent Claim 10 words
Method of claim 2 wherein said organic material comprises polyolefin.
Claim 5
Dependent Claim 16 words
Method of claim 3 wherein the polyolefin is polyethylene or a copolymer of ethylene and propylene.
Claim 6
Dependent Claim 21 words
Method of claim 4 wherein X is selected from phenylene and non-tertiary alkylene containing not more than about 6 carbon atoms.
Claim 7
Dependent Claim 31 words
Method of claim 4 wherein X is selected from ortho-phenylene, meta-phenylene and alkylene containing not more than about 1 carbon atom more than the number of carbon atoms in said chain.
Claim 8
Dependent Claim 8 words
Method of claim 4 wherein X is ethylene.
Claim 9
Dependent Claim 50 words
Method of claim 2 wherein each R 1 is tertiary butyl, each R 2 is tertiary butyl ortho to the hydroxy radical on the phenolic ring on which that R 2 is a substituent, and X is selected from phenylene and alkylene containing not more than about 6 carbon atoms.
Claim 10
Dependent Claim 10 words
Method of claim 8 wherein said organic material comprises polyolefin.
Claim 11
Dependent Claim 14 words
Method of claim 9 wherein X is selected from phenylene and non-tertiary acyclic alkylene.
Claim 12
Dependent Claim 16 words
Method of claim 10 wherein said polyolefin is polyethylene or a copolymer of ethylene and propylene.
Claim 13
Dependent Claim 26 words
Method of claim 11 wherein X is alkylene containing not more than about 1 carbon atom more than the number of carbon atoms in said chain.
Claim 14
Dependent Claim 8 words
Method of claim 11 wherein X is ethylene.
Claim 15
Dependent Claim 8 words
Method of claim 11 wherein X is ortho-phenylene.
Claim 16
Dependent Claim 109 words
A composition of matter comprising organic material normally subject to oxidative deterioration and a stabilizing amount of a compound having the structural formula ##STR6## in which each R 1 independently is alkyl having up to about 8 carbon atoms including a tertiary carbon atom directly linked to the phenolic ring on which that R 1 is a substituent, each R 2 independently is H or alkyl having up to about 8 carbon atoms, and each X independently is a divalent hydrocarbon radical containing up to about 12 carbon atoms including from 1 to about 10 carbon atoms forming the shortest chain linking the adjacent ##STR7## radicals in said compound.
Claim 17
Dependent Claim 109 words
A composition of matter comprising organic material normally subject to oxidative deterioration and a stabilizing amount of a compound having the structural formula ##STR6## in which each R 1 independently is alkyl having up to about 8 carbon atoms including a tertiary carbon atom directly linked to the phenolic ring on which that R 1 is a substituent, each R 2 independently is H or alkyl having up to about 8 carbon atoms, and each X independently is a divalent hydrocarbon radical containing up to about 12 carbon atoms including from 1 to about 10 carbon atoms forming the shortest chain linking the adjacent ##STR7## radicals in said compound.
Claim 18
Dependent Claim 10 words
Composition of claim 15 wherein X contains no olefinic unsaturation.
Claim 19
Dependent Claim 10 words
Composition of claim 16 wherein said organic material comprises polyolefin.
Claim 20
Dependent Claim 17 words
Composition of claim 16 wherein said organic material comprises polyethylene or a copolymer of ethylene and propylene.
Claim 21
Dependent Claim 21 words
Composition of claim 18 wherein X is selected from phenylene and non-tertiary alkylene containing not more than about 6 carbon atoms.
Claim 22
Dependent Claim 26 words
Composition of claim 18 wherein X is alkylene containing not more than about 1 carbon atom more than the number of carbon atoms in said chain.
Claim 23
Dependent Claim 8 words
Composition of claim 18 wherein X is ethylene.
Claim 24
Dependent Claim 35 words
Composition of claim 16 wherein each R 1 is tertiary butyl and each R 2 is tertiary butyl ortho to the hydroxy radical on the phenolic ring on which that R 2 is a substituent.
Claim 25
Dependent Claim 10 words
Composition of claim 22 wherein said organic material comprises polyolefin.
Claim 26
Dependent Claim 22 words
Composition of claim 23 wherein X is selected from phenylene and non-tertiary acyclic alkylene containing not more than about 6 carbon atoms.
Claim 27
Dependent Claim 8 words
Composition of claim 23 wherein X is ethylene.
Claim 28
Dependent Claim 16 words
Composition of claim 23 wherein the polyolefin is polyethylene or a copolymer of ethylene and propylene.
Claim 29
Dependent Claim 34 words
Composition of claim 26 wherein X is alkylene containing not more than about 6 carbon atoms including not more than about 1 carbon atom more than the number of carbon atoms in said chain.
Claim 30
Dependent Claim 12 words
Composition of claim 27 wherein X contains 2 or 3 carbon atoms.
Claim 31
Dependent Claim 10 words
Composition of claim 26 wherein X is ortho- or meta-phenylene.
Claim 32
Dependent Claim 8 words
Composition of claim 26 wherein X is ethylene.

References Cited (Backward Citations)

US3497549A Cited
US3734885A Cited
US3649667A Cited
US3925306A Cited
US3956361A Cited
US3970637A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-05-14 1982-11-13 1983-05-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-05-14 1986-11-13 1987-05-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-05-14 1990-11-13 1991-05-15 $7700.00 Window Closed / Lapsed

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