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US4093591A Expired / Lapsed US ⏱️ 0.0 years remaining

3,5-Ditertiary alkyl-4-hydroxyphenyl (alkyl) 6-acyloxy-4-thia hexanoates and hexenamides as antioxidants

Assignee: Goodyear Tire and Rubber Co
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Filing: 1976-11-08
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Granted: 1978-06-06
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Expires: 1996-11-08
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Abstract

Abstract Phenolic age resistors such as 4-(3,5-ditertiary butyl-4-hydroxyphenyl)-2-butyl 2-methyl-4-thia-6-octanoyloxy-hexanoate are used as antioxidants in diene rubbers, such as butadiene-styrene types and in polyolefins, such as polypropylene.

Inventors

  • 👤 Richard H. Kline

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 09:29
CPC Classifications
C; C09; C09K; C09K15/00; C09K15/04; C09K15/28; C07; C07C; C07C323/00; C08; C08K; C08K5/00; C08K5/36; C08K5/37; C08K5/375; C09K15/12; C09K15/14

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 250 words
A composition of matter stabilized against oxidative degradation which is comprised of: A. a polymer susceptible to oxidative degradation selected from the group consisting of natural rubber, homopolymers wherein the monomer is selected from the group consisting of mono-olefin monomers and diolefin monomers, and synthetic copolymers wherein at least one of the monomers is selected from the group consisting of monoolefin monomers and diolefin monomers; and B. from 0.001 to 10 parts by weight of the anti-oxidant having the following structural formula: ##STR17## wherein R and R 1 are radicals selected from the group consisting of tert. alkyl radicals having from 4 to 8 carbons, and cycloalkyl radicals having from 5 to 12 carbons; R 2 and R 3 are selected from the group consisting of H, and alkyl radicals having from 1 to 4 carbons; R 4 , R 5 , R 6 , R 7 and R 9 are selected from the group consisting of H and alkyl radicals having from 1 to 4 carbons; R 8 is selected from the group consisting of alkyl radicals having from 1 to 20 carbons, alkenyl radicals having from 12 to 20 carbons, cycloalkyl radicals having from 5 to 12 carbons, phenyl, substituted phenyl, and aralkyl radicals having from 7 to 12 carbon atoms; x, y or z equals 0 to 12; x + y + z≦ 12; m equals 0 or 1; n equals 0 to 3; and X is 0 or NH per 100 parts by weight of polymer.
Claim 2
Dependent Claim 250 words
A composition of matter stabilized against oxidative degradation which is comprised of: A. a polymer susceptible to oxidative degradation selected from the group consisting of natural rubber, homopolymers wherein the monomer is selected from the group consisting of mono-olefin monomers and diolefin monomers, and synthetic copolymers wherein at least one of the monomers is selected from the group consisting of monoolefin monomers and diolefin monomers; and B. from 0.001 to 10 parts by weight of the anti-oxidant having the following structural formula: ##STR17## wherein R and R 1 are radicals selected from the group consisting of tert. alkyl radicals having from 4 to 8 carbons, and cycloalkyl radicals having from 5 to 12 carbons; R 2 and R 3 are selected from the group consisting of H, and alkyl radicals having from 1 to 4 carbons; R 4 , R 5 , R 6 , R 7 and R 9 are selected from the group consisting of H and alkyl radicals having from 1 to 4 carbons; R 8 is selected from the group consisting of alkyl radicals having from 1 to 20 carbons, alkenyl radicals having from 12 to 20 carbons, cycloalkyl radicals having from 5 to 12 carbons, phenyl, substituted phenyl, and aralkyl radicals having from 7 to 12 carbon atoms; x, y or z equals 0 to 12; x + y + z≦ 12; m equals 0 or 1; n equals 0 to 3; and X is 0 or NH per 100 parts by weight of polymer.
Claim 3
Dependent Claim 34 words
The composition of claim 1 wherein the polymer is polypropylene and the antioxidant is used in the ratio of 0.05 to 1.75 parts by weight of antioxidant per 100 parts by weight of polypropylene.
Claim 4
Dependent Claim 11 words
The composition of claim 2 wherein the antioxidant is 4-(3,5-ditert.butyl-4-hydroxyphenyl)-2-butyl 2-methyl-4-thia-6-octanoyloxyhexanoate.
Claim 5
Dependent Claim 11 words
The composition of claim 2 wherein the antioxidant is 3,5-ditert.butyl-4-hydroxyphenyl 2-methyl-4-thia-6-benzoyloxyhexanoate.

References Cited (Backward Citations)

US3294836A Cited
US3275597A Cited
US3637809A Cited
US3962187A Cited
US3917750A Cited
US4001299A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-05 1981-12-05 1982-06-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-05 1985-12-05 1986-06-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-05 1989-12-05 1990-06-06 $7700.00 Window Closed / Lapsed

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