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Hydroxy aromatic compound containing sulfur and an organic phosphonate as polymer antioxidant

Assignee: Raychem Corp
•
Filing: 1976-04-08
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Granted: 1977-10-04
•
Expires: 1996-04-08
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Abstract

Abstract An improved antioxidant composition, especially suitable for irradiated or fire-retardant plastics, comprising a mixture of a hydroxy aromatic compound containing sulfur and organic phosphonate compounds.

Inventors

  • 👤 Bernard J. Lyons

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 18:07
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5393

Claims Analysis

Total Claims: 36
Claim 1
Independent Claim 129 words
A polymer composition having improved resistance to oxidation comprising a polymer susceptible to oxidation and an anti-oxidant effective amount of a composition comprising a non-metallic hydroxy aromatic compound having at least one sulfur atom attached to an aromatic carbocyclic ring and an organic phosphonate compound having the general formula ##STR4## wherein any two or all three of R, R', and R" may be the same or different and may contain further phosphonic moieties and wherein R is independently selected from the group consisting of substituted and unsubstituted alkyl, alkenyl, aryl, aralkyl, alkylaryl and triazine and wherein R' and R" are independently selected from the group consisting of substituted and unsubstituted alkyl, alkenyl, aryl, alkylaryl, aralkyl and triazine wherein R' and R" can be linked together to form a ring.
Claim 2
Dependent Claim 129 words
A polymer composition having improved resistance to oxidation comprising a polymer susceptible to oxidation and an anti-oxidant effective amount of a composition comprising a non-metallic hydroxy aromatic compound having at least one sulfur atom attached to an aromatic carbocyclic ring and an organic phosphonate compound having the general formula ##STR4## wherein any two or all three of R, R', and R" may be the same or different and may contain further phosphonic moieties and wherein R is independently selected from the group consisting of substituted and unsubstituted alkyl, alkenyl, aryl, aralkyl, alkylaryl and triazine and wherein R' and R" are independently selected from the group consisting of substituted and unsubstituted alkyl, alkenyl, aryl, alkylaryl, aralkyl and triazine wherein R' and R" can be linked together to form a ring.
Claim 3
Dependent Claim 37 words
The polymer composition of claim 1 wherein the polymer is selected from the group consisting of polyethylene, polypropylene, ethylenevinylacetate copolymer, ethylene-acrylic ester copolymers, ethylene-propylene copolymer, ethylene-propylene-diene terpolymer, polyvinyl chloride, polyvinylidene chloride and chlorinated polyethylene and mixtures thereof.
Claim 4
Dependent Claim 12 words
The polymer composition of claim 1 wherein the polymer is irradiation cross-linked.
Claim 5
Dependent Claim 45 words
The polymer composition of claim 1 wherein the sulfur atom containing hydroxy aromatic compound is a compound of the general formula R 1 -S-R 2 wherein R 1 and R 2 are independently selected from the group consisting of substituted and unsubstituted phenols and naphthols.
Claim 6
Dependent Claim 13 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is 4,4'-thiobis(6-t-butyl-m-cresol).
Claim 7
Dependent Claim 19 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is a mixture of oligomers of 4,4'-thiobis (6-t-butyl-m-cresol).
Claim 8
Dependent Claim 13 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is 4,4'-thiobis(6-t-butyl-o-cresol).
Claim 9
Dependent Claim 13 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is 1,1'-thiobis(2-naphthol).
Claim 10
Dependent Claim 14 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is 2,2'-thiobis(4-methyl-6-t-butyl phenol).
Claim 11
Dependent Claim 20 words
The polymer composition of claim 1 wherein the hydroxy aromatic compound is the reaction product of phosphorus oxychloride and 4,4'-thiobis(6-t-butyl-m-cresol).
Claim 12
Dependent Claim 16 words
The polymer composition of claim 1 wherein the organic phosphonate is an organic ester of 3-t-butyl-4-hydroxy-5-methylbenzylphosphonate.
Claim 13
Dependent Claim 12 words
The polymer composition of claim 1 wherein the organic phosphonate is di-n-octadecyl-3-butyl-4-hydroxy-5-methylbenzylphosphonate.
Claim 14
Dependent Claim 18 words
The polymer composition of claim 1 wherein the organic phosphonate is a phosphonate ester of the formula ##STR5##
Claim 15
Dependent Claim 16 words
The polymer composition of claim 1 wherein the organic phosphonate is a 2,4,6 tris-(dialkyl phosphonato)-1,3,5 triazine.
Claim 16
Dependent Claim 16 words
The polymer composition of claim 1 wherein the organic phosphonate is a 2,4,6 tris-(dialkenyl phosphonato)-1,3,5 triazine.
Claim 17
Dependent Claim 15 words
The polymer composition of claim 1 wherein the organic phosphonate is 2,4,6 tris-(diallyl phosphonato-1,3,5 triazine.
Claim 18
Dependent Claim 12 words
The polymer composition of claim 1 wherein the organic phosphonate is diamylamylphosphonate.
Claim 19
Dependent Claim 12 words
The polymer composition of claim 1 wherein the organic phosphonate is diallylallylphosphonate.
Claim 20
Dependent Claim 22 words
A polymer composition according to claim 1 wherein said non-metallic hydroxy aromatic compound and said organic phosphonate compound are the same compound.
Claim 21
Dependent Claim 12 words
The polymer composition of claim 4 wherein the polymer is irradiation cross-linked.
Claim 22
Dependent Claim 12 words
The polymer composition of claim 5 wherein the polymer is irradiation cross-linked.
Claim 23
Dependent Claim 12 words
The polymer composition of claim 6 wherein the polymer is irradiation cross-linked.
Claim 24
Dependent Claim 12 words
The polymer composition of claim 7 wherein the polymer is irradiation cross-linked.
Claim 25
Dependent Claim 12 words
The polymer composition of claim 8 wherein the polymer is irradiation cross-linked.
Claim 26
Dependent Claim 12 words
The polymer composition of claim 9 wherein the polymer is irradiation cross-linked.
Claim 27
Dependent Claim 12 words
The polymer composition of claim 10 wherein the polymer is irradiation cross-linked.
Claim 28
Dependent Claim 12 words
The polymer composition of claim 11 wherein the polymer is irradiation cross-linked.
Claim 29
Dependent Claim 12 words
The polymer composition of claim 12 wherein the polymer is irradiation cross-linked.
Claim 30
Dependent Claim 12 words
The polymer composition of claim 13 wherein the polymer is irradiation cross-linked.
Claim 31
Dependent Claim 12 words
The polymer composition of claim 14 wherein the polymer is irradiation cross-linked.
Claim 32
Dependent Claim 12 words
The polymer composition of claim 15 wherein the polymer is irradiation cross-linked.
Claim 33
Dependent Claim 12 words
The polymer composition of claim 16 wherein the polymer is irradiation cross-linked.
Claim 34
Dependent Claim 12 words
The polymer composition of claim 17 wherein the polymer is irradiation cross-linked.
Claim 35
Dependent Claim 12 words
The polymer composition of claim 18 wherein the polymer is irradiation cross-linked.
Claim 36
Dependent Claim 12 words
The polymer composition of claim 19 wherein the polymer is irradiation cross-linked.

References Cited (Backward Citations)

FR1558953A Cited
GB1164889A Cited
US3493538A Cited
US3472813A Cited
US3520952A Cited
DE2132303A1 Cited
GB1350970A Cited
US3897388A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-03 1981-04-04 1981-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-03 1985-04-04 1985-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-03 1989-04-04 1989-10-04 $7700.00 Window Closed / Lapsed

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