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US3975360A Expired / Lapsed US ⏱️ 0.0 years remaining

Age resisters for oxidizable polymers

Assignee: Goodyear Tire and Rubber Co
•
Filing: 1974-12-20
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Granted: 1976-08-17
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Expires: 1994-12-20
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Abstract

Abstract This invention relates to phenolic age resisters, said age resisters being selected from the group consisting of alkylene diols and alkylene diacetates substituted with hindered phenolic groups and to their use in the stabilization of oxidizable polymers.

Inventors

  • 👤 Richard H. Kline

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:43
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/13

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 83 words
Compositions of matter conforming to the structural formula ##EQU1## where n is an integer from 1 to 2, R is selected from the group consisting of tertiary alkyl radicals having from 4 to 8 carbon atoms, R' and R" are selected from the group consisting of hydrogen atom and methyl radical and R'" is selected from the group consisting of the radicals --OH and --OCOR"" where R"" is selected from the group consisting of alkyl radicals having from 1 to 4 carbon atoms.
Claim 2
Dependent Claim 83 words
Compositions of matter conforming to the structural formula ##EQU1## where n is an integer from 1 to 2, R is selected from the group consisting of tertiary alkyl radicals having from 4 to 8 carbon atoms, R' and R" are selected from the group consisting of hydrogen atom and methyl radical and R'" is selected from the group consisting of the radicals --OH and --OCOR"" where R"" is selected from the group consisting of alkyl radicals having from 1 to 4 carbon atoms.
Claim 3
Dependent Claim 10 words
Compositions according to claim 1 wherein R is tertiarybutyl radical.
Claim 4
Dependent Claim 11 words
Compositions according to claim 1 wherein R'" is the --OH radical.
Claim 5
Dependent Claim 11 words
Compositions according to claim 1 where n is the integer 2.
Claim 6
Dependent Claim 24 words
Compositions according to claim 1 and corresponding to the formula therein selected from the group consisting of 2-(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-propanediol; 2-(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-butanediol; 3-(3,5-ditertiarybutyl-4-hydroxybenzyl)2,4-pentanediol; 2,2-bis(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-propanediol; 2,2-bis(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-butanediol and 3,3-bis(3,5-ditertiarybutyl-4-hydroxybenzyl)-2,4-pentanediol.
Claim 7
Dependent Claim 141 words
An oxidizable polymer selected from the group consisting of vulcanized and unvulcanized polymers selected from the group consisting of polychloroprene; homopolymers and copolymers of conjugated 1,3-dienes containing up to 50 percent by weight of at least one copolymerizable monomer; butyl rubber, polyethylene, polypropylene, ethylene/propylene copolymers and terpolymers of a nonconjugated diene and containing an antioxidant amount of an antioxidant composition conforming to the following structural formula: ##STR2## where n is an integer from 1 to 2, R is selected from the group consisting of tertiary alkyl radicals having from 4 to 8 carbon atoms, R' and R" are selected from the group consisting of hydrogen atom and methyl radical and R'" is selected from the group consisting of the radicals --Oh and --OCOR"" where R"" is selected from the group consisting of alkyl radicals having from 1 to 4 carbon atoms.
Claim 8
Dependent Claim 141 words
An oxidizable polymer selected from the group consisting of vulcanized and unvulcanized polymers selected from the group consisting of polychloroprene; homopolymers and copolymers of conjugated 1,3-dienes containing up to 50 percent by weight of at least one copolymerizable monomer; butyl rubber, polyethylene, polypropylene, ethylene/propylene copolymers and terpolymers of a nonconjugated diene and containing an antioxidant amount of an antioxidant composition conforming to the following structural formula: ##STR2## where n is an integer from 1 to 2, R is selected from the group consisting of tertiary alkyl radicals having from 4 to 8 carbon atoms, R' and R" are selected from the group consisting of hydrogen atom and methyl radical and R'" is selected from the group consisting of the radicals --Oh and --OCOR"" where R"" is selected from the group consisting of alkyl radicals having from 1 to 4 carbon atoms.
Claim 9
Dependent Claim 50 words
The polymer according to claim 6 wherein the homopolymers of a conjugated 1,3-diene are polyisoprene and polybutadiene, and wherein the copolymers of a conjugated 1,3-diene contain up to 50 percent by weight of the copolymer of at least one copolymerizable monomer selected from the ground consisting of styrene or acrylonitrile.
Claim 10
Dependent Claim 14 words
The polymer according to claim 6 wherein R of the antioxidant is tertiarybutyl radical.
Claim 11
Dependent Claim 15 words
The polymer according to claim 6 wherein R'" of the antioxidant is the --OH radical.
Claim 12
Dependent Claim 25 words
The polymer according to claim 6 wherein the antioxidant amount ranges from 0.001 to 5.0 percent by weight based on the weight of the polymer.
Claim 13
Dependent Claim 25 words
The polymer according to claim 6 wherein the antioxidant amount ranges from 0.05 to 5.0 percent by weight based on the weight of the polymer.
Claim 14
Dependent Claim 25 words
The polymer according to claim 6 wherein the antioxidant amount ranges from 0.5 to 2.0 percent by weight based on the weight of the polymer.
Claim 15
Dependent Claim 24 words
The polymer according to claim 6 wherein the antioxidant composition is selected from the group consisting of 2-(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-propanediol; 2-(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-butanediol; 3-(3,5-ditertiarybutyl-4-hydroxybenzyl)-2,4-pentanediol; 2,2-bis(3,5-ditertiarybutl-4-hydroxybenzyl)-1,3-propanediol; 2,2-bis(3,5-ditertiarybutyl-4-hydroxybenzyl)-1,3-butanediol and 3,3-ditertiarybutyl-4-hydroxybenzyl)-2,4-pentanediol.

References Cited (Backward Citations)

US3116305A Cited
US3721704A Cited
US3590085A Cited
US3795700A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-17 1980-02-16 1980-08-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-17 1984-02-16 1984-08-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-17 1988-02-16 1988-08-17 $7700.00 Window Closed / Lapsed

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