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US4354007A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing oxidatively-stable polymers

Assignee: Individual
•
Filing: 1980-01-14
•
Granted: 1982-10-12
•
Expires: 2000-01-14
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Abstract

Abstract Polymers are rendered more oxidatively stable by reaction with an antioxidant or stabilizer, generally a vinyl-group- or thiol group-containing antioxidant, in the presence of a free radical which may be produced by a redox system or ultra-violet light. The resulting polymers can be used as such or can be used as additives in other polymers to stabilize the latter.

Inventors

  • 👤 Gerald Scott

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 06:10
CPC Classifications
C; C08; C08F; C08F291/00; C08C; C08C19/00; C08G; C08G85/00; C08G85/004; C08J; C08J7/00; C08J7/12; C08J7/123

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 108 words
A process for preparing an oxidatively stable polymer which comprises reacting the polymer with an antioxidant selected from the group consisting of a chain-breaking antioxidant, a peroxide-decomposing antioxidant, an ultra-violet screening agent, a triplet quencher and a metal deactivator, said antioxidant rendering the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded, the reaction between the polymer and the antioxidant being carried out in the presence of a free radical with the proviso that when the free radical is produced by a free radical generator, said generator produces free radicals at a temperature of 120° C. or below.
Claim 2
Dependent Claim 108 words
A process for preparing an oxidatively stable polymer which comprises reacting the polymer with an antioxidant selected from the group consisting of a chain-breaking antioxidant, a peroxide-decomposing antioxidant, an ultra-violet screening agent, a triplet quencher and a metal deactivator, said antioxidant rendering the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded, the reaction between the polymer and the antioxidant being carried out in the presence of a free radical with the proviso that when the free radical is produced by a free radical generator, said generator produces free radicals at a temperature of 120° C. or below.
Claim 3
Dependent Claim 15 words
A process according to claim 1 in which the antioxidant is a vinyl group-containing antioxidant.
Claim 4
Dependent Claim 56 words
A process according to claim 1 in which the antioxidant is a compound of the formula: ##STR16## in which one of R' 1 and R' 2 represents a hydrogen atom and the other represents a hydrogen atom or an alkyl or aryl radical and R' 3 represents a hydrogen atom or an arylamino or mercaptoalkyl radical.
Claim 5
Dependent Claim 31 words
A process according to claim 1 in which the antioxidant is an ortho-hydroxy benzophenone or an ortho-hydroxy phenylbenzotriazine, in which the hydroxy-containing ring is substituted by a thiol- or vinyl-terminated group.
Claim 6
Dependent Claim 12 words
A process according to claim 4 in which the antioxidant is 2-(2'-hydroxy-3'-acryloylamidomethyl-5'-methylphenyl)benzotriazole.
Claim 7
Dependent Claim 89 words
A process according to claim 2 in which the antioxidant has the formula: ##STR17## wherein each of R 1 , R 2 and R 4 independently represents a hydrogen atom or a hydroxyl, alkoxy or hydrocarbon radical, for example an alkyl, aralkyl, aryl or alkaryl radical such that one of R 1 , R 2 and R 4 represents a ##STR18## radical in which R 3 is as defined under R 1 , R 2 and R 4 and n is 0 or an integer from 1 to 6.
Claim 8
Dependent Claim 17 words
A process according to claim 6 in which the antioxidant is 3,5-di-tert.butyl-or 3-methyl-5-tert.butyl-4-hydroxybenzylacrylate, 4-phenylamino-N-phenyl-acrylamide, vinyl(3,5-di-tert.butyl-4-hydroxyphenyl)propionate 4-benzoyl-3-hydroxyphenyl acrylate.
Claim 9
Dependent Claim 29 words
A process according to claim 1 in which the antioxidant is a di(aryl)amine in which one of the aryl groups is a phenyl group substituted by a vinyl-terminated group.
Claim 10
Dependent Claim 47 words
A process according to claim 1 in which the antioxidant has the formula: ##STR19## in which Me is nickel or cobalt, R 1 , R 2 and R 3 are as defined in claim 10 with the proviso that at least one contains a said vinyl group.
Claim 11
Dependent Claim 18 words
A process according to claim 1 in which the polymer is reacted as an aqueous emulsion or latex.
Claim 12
Dependent Claim 24 words
A process according to claim 10 in which the antioxidant containing a vinyl group and the free radical is produced by a redox system.
Claim 13
Dependent Claim 17 words
A process according to claim 10 in which the free radical is produced by ultra-violet light activation.
Claim 14
Dependent Claim 30 words
A process according to claim 1 in which the polymer is reacted when in the form of a fabricated article and the free radical is produced by ultra-violet light activation.
Claim 15
Dependent Claim 13 words
A process according to claim 1 in which the polymer is ethylenically unsaturated.
Claim 16
Dependent Claim 21 words
A polymer composition which comprises a polymer and an oxidatively stable polymer obtained by a process as defined in claim 1.
Claim 17
Dependent Claim 37 words
A process according to claim 4 in which the antioxidant is a compound of the formula: ##STR20## in which R' represents a hydrogen atom or alkyl and x is 0 or an interger from 1 to 3.
Claim 18
Dependent Claim 17 words
A process according to claim 16 in which R' is a hydrogen atom and x is 1.
Claim 19
Dependent Claim 17 words
A process according to claim 1 in which the polymer is a natural or synthetic rubber latex.
Claim 20
Dependent Claim 17 words
A process according to claim 1 in which the polymer is a solid natural or synthetic rubber.
Claim 21
Dependent Claim 14 words
A process according to claim 1 in which the polymer is a polyvinyl chloride.
Claim 22
Dependent Claim 14 words
A process according to claim 1 in which the polymer is a synthetic rubber.
Claim 23
Dependent Claim 57 words
A process for chemically bonding antioxidants containing free radical polymerizable aliphatic unsaturation to a rubber selected from the group consisting of natural rubber, styrene/butadiene rubber and acrylonitrile/butadiene rubber which comprises reacting the antioxidant with the rubber in the presence of a free radical initiator selected from the group consisting of azo systems, azonitrile systems and Redox systems.
Claim 24
Dependent Claim 57 words
A process for chemically bonding antioxidants containing free radical polymerizable aliphatic unsaturation to a rubber selected from the group consisting of natural rubber, styrene/butadiene rubber and acrylonitrile/butadiene rubber which comprises reacting the antioxidant with the rubber in the presence of a free radical initiator selected from the group consisting of azo systems, azonitrile systems and Redox systems.
Claim 25
Dependent Claim 18 words
The process according to claim 21 wherein the polymeric material is a rubbery copolymer of butadiene and acrylonitrile.
Claim 26
Dependent Claim 157 words
A process for preparing an oxidatively stable polymer which comprises reacting a polymer selected from the group consisting of polyolefins, polystyrene, polyvinylchloride, polyamides, polyesters, natural rubbers, synthetic rubbers, ethylene-propylene rubbers, styrene-butadiene, acrylonitrile-butadiene-styrene, polybutadiene, polyisoprene, polychloroprene, methacrylonitrile-butadiene-styrene, methyl methacrylate-butadiene styrene copolymers and blends or mixtures thereof, with an antioxidant, selected from the group consisting of a chain-breaking antioxidant, a peroxide-decomposing antioxidant, an ultra-violet screening agent, a triplet quencher, a metal deactivator and mixtures thereof, said antioxidant rendering the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded; the reaction between said polymer and said antioxidant being carried out in the presence of a free-radical with the proviso that when the free radical is produced by a free radical generator said free radical generator is selected from the group consisting of a redox system and an azo system which produces free-radicals at a temperature of below about 120° C.
Claim 27
Dependent Claim 157 words
A process for preparing an oxidatively stable polymer which comprises reacting a polymer selected from the group consisting of polyolefins, polystyrene, polyvinylchloride, polyamides, polyesters, natural rubbers, synthetic rubbers, ethylene-propylene rubbers, styrene-butadiene, acrylonitrile-butadiene-styrene, polybutadiene, polyisoprene, polychloroprene, methacrylonitrile-butadiene-styrene, methyl methacrylate-butadiene styrene copolymers and blends or mixtures thereof, with an antioxidant, selected from the group consisting of a chain-breaking antioxidant, a peroxide-decomposing antioxidant, an ultra-violet screening agent, a triplet quencher, a metal deactivator and mixtures thereof, said antioxidant rendering the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded; the reaction between said polymer and said antioxidant being carried out in the presence of a free-radical with the proviso that when the free radical is produced by a free radical generator said free radical generator is selected from the group consisting of a redox system and an azo system which produces free-radicals at a temperature of below about 120° C.
Claim 28
Dependent Claim 82 words
A process for preparing an oxidatively stable polymer which comprises reacting a synthetic rubber polymer with an aromatic amine antioxidant which renders the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded, in the presence of a free-radical with the proviso that when said reaction is carried out in the presence of a free-radical generator said geneator is a redox free-radical generator which produces free-radicals at a temperature below about 120° C.
Claim 29
Dependent Claim 82 words
A process for preparing an oxidatively stable polymer which comprises reacting a synthetic rubber polymer with an aromatic amine antioxidant which renders the polymer less susceptible to oxidative attack by chemically interrupting the autoxidation process by which the polymer is oxidatively degraded, in the presence of a free-radical with the proviso that when said reaction is carried out in the presence of a free-radical generator said geneator is a redox free-radical generator which produces free-radicals at a temperature below about 120° C.

References Cited (Backward Citations)

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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) 1985-10-11 1986-04-12 1986-10-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-11 1990-04-12 1990-10-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-11 1994-04-12 1994-10-12 $7700.00 Window Closed / Lapsed

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