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US4222931A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilizers for synthetic polymers comprising 2,2,6,6-tetramethyl-4-piperidyl ether alcohol or ether, phosphonic acid ester and phenolic antioxidant

Assignee: Adeka Corp
•
Filing: 1977-12-08
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Granted: 1980-09-16
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Expires: 1997-12-08
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Abstract

Abstract Stabilizers for organic polymeric materials are provided, comprising a phosphonic acid ester, a phenolic antioxidant and a 2,2,6,6-tetramethyl-4-piperidyl ether alcohol or ether having the general formula: <IMAGE> wherein R2 is lower alkyl or hydroxyalkyl having from one to six carbon atoms; R3 is a hydrogen atom, provided R2 is hydroxyalkyl; <IMAGE> +TR <IMAGE> R2 and R3 may be taken together to form <IMAGE> Y is selected from the group consisting of hydrogen and O.

Inventors

  • 👤 Motonobu Minagawa
  • 👤 Yutaka Nakahara
  • 👤 Naohiro Kubota
  • 👤 Toshihiro Shibata

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 08:49
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5317; C08K5/5333; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 119 words
A stabilizer composition for organic polymeric materials comprising (a) a 2,2,6,6-tetramethyl-4-piperidyl ether alcohol or ether in an amount from about 90 to about 35 parts by weight and having the general formula: ##STR92## wherein R 2 is lower alkyl or hydroxyalkyl having from one to six carbon atoms; R 3 is a hydrogen atom, provided R 2 is hydroxyalkyl; ##STR93## R 2 and R 3 may be taken together to form ##STR94## Y is selected from the group consisting of hydrogen and O; (b) a phosphonic acid ester in an amount of from about 10 to about 35 parts by weight; and (c) a phenolic antioxidant in an amount of from about 10 to about 35 parts by weight.
Claim 2
Dependent Claim 119 words
A stabilizer composition for organic polymeric materials comprising (a) a 2,2,6,6-tetramethyl-4-piperidyl ether alcohol or ether in an amount from about 90 to about 35 parts by weight and having the general formula: ##STR92## wherein R 2 is lower alkyl or hydroxyalkyl having from one to six carbon atoms; R 3 is a hydrogen atom, provided R 2 is hydroxyalkyl; ##STR93## R 2 and R 3 may be taken together to form ##STR94## Y is selected from the group consisting of hydrogen and O; (b) a phosphonic acid ester in an amount of from about 10 to about 35 parts by weight; and (c) a phenolic antioxidant in an amount of from about 10 to about 35 parts by weight.
Claim 3
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which R 2 is alkyl.
Claim 4
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which R 2 is hydroxyalkyl.
Claim 5
Dependent Claim 13 words
A stabilizer composition according to claim 3 in which R 3 is hydrogen.
Claim 6
Dependent Claim 17 words
A stabilizer composition according to claim 1 in which R 2 and R 3 are taken together.
Claim 7
Dependent Claim 12 words
A stabilizer composition according to claim 1 in which Y is hydrogen.
Claim 8
Dependent Claim 12 words
A stabilizer composition according to claim 1 in which Y is O.
Claim 9
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which the compound is ##STR95##
Claim 10
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which the compound is ##STR96##
Claim 11
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which the compound is ##STR97##
Claim 12
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which the compound is ##STR98##
Claim 13
Dependent Claim 13 words
A stabilizer composition according to claim 1 in which the compound is ##STR99##
Claim 14
Dependent Claim 112 words
A stabilizer composition according to claim 1 in which the phosphonic acid ester has the formula: ##STR100## wherein R 3 , R 4 and R 5 are selected from the group consisting of alkyl and alkenyl having from about one or two to about thirty carbon atoms; cycloalkyl and cycloalkenyl having from three to about twelve carbon atoms; aryl, alkaryl and aralkyl having from six to about thirty carbon atoms, and alkoxyalkylene and alkoxypolyoxyalkylene in which the alkoxy and alkylene have from one or two to about thirty carbon atoms, and R 4 and R 5 taken together as an alkylene, cycloalkylene or arylene having from two to about thirty carbon atoms.
Claim 15
Dependent Claim 34 words
A stabilizer composition according to claim 13 in which the phenolic antioxidant has at least one phenolic hydroxyl group, at least one phenolic nucleus, and from about eight to about three hundred carbon atoms.
Claim 16
Dependent Claim 89 words
A stabilizer composition according to claim 14 in which the phenolic antioxidant is a monocyclic phenol having the structure: ##STR101## wherein R is selected from the group consisting of hydrogen; halogen; and organic radicals containing from one to about thirty carbon atoms selected from the group consisting of alkyl, aryl, alkenyl, alkaryl, aralkyl, cycloalkenyl, cycloalkyl, alkoxy, and ##STR102## where R' is aryl, alkyl or cycloalkyl; x 1 and x 2 are integers from one to four, and the sum of x 1 and x 2 does not exceed six.
Claim 17
Dependent Claim 95 words
A stabilizer composition according to claim 14 in which the phenolic antioxidant has the formula: ##STR103## wherein Y is a polyvalent linking group selected from the group consisting of oxygen; carbonyl; sulfur; sulfinyl; aromatic, aliphatic and cycloaliphatic hydrocarbon groups, and oxyhydrocarbon, thiohydrocarbon and heterocyclic groups having from one up to twenty carbon atoms; Ar is a phenolic nucleus containing at least one free phenolic hydroxyl group up to a total of five; m 1 and m 2 are numbers from one to five, and n 1 and n 2 are numbers from one to four.
Claim 18
Dependent Claim 14 words
A stabilizer composition according to claim 16 in which Ar is a benzene nucleus.
Claim 19
Dependent Claim 67 words
A polyvinyl chloride resin composition having improved resistance to deterioration when heated at 350° F., comprising a polyvinyl chloride resin formed at least in part of the recurring group ##STR104## and having a chlorine content in excess of 40%, where X is either hydrogen or chlorine; and an amount to enhance the resistance to deterioration of the resin of a stabilizer composition in accordance with claim 1.
Claim 20
Dependent Claim 20 words
A polyvinyl chloride resin composition in accordance with claim 18, in which the polyvinyl chloride resin is polyvinyl chloride homopolymer.
Claim 21
Dependent Claim 25 words
A polyvinyl chloride resin composition in accordance with claim 18, in which the polyvinyl chloride resin is a copolymer of vinyl chloride and vinyl acetate.
Claim 22
Dependent Claim 52 words
An olefin polymer composition having improved resistance to deterioration comprising an olefin polymer selected from the group consisting of polymers of alpha-olefins having from two to six carbon atoms and polystyrene, and an amount to enhance the resistance of the polymer to deterioration of a stabilizer composition in accordance with claim 1.
Claim 23
Dependent Claim 14 words
An olefin polymer composition in accordance with claim 21, wherein the polyolefin is polypropylene.
Claim 24
Dependent Claim 14 words
An olefin polymer composition in accordance with claim 21, wherein the polyolefin is polyethylene.
Claim 25
Dependent Claim 35 words
An acrylonitrile-butadiene-styrene polymer having improved resistance to deterioration when heated at 300° F. comprising an acrylonitrile-butadiene-styrene polymer and an amount to enhance its resistance to deterioration of a stabilizer composition in accordance with claim 1.
Claim 26
Dependent Claim 34 words
A polyester resin composition having improved resistance to deterioration comprising a polyester resin and an amount to enhance the resistance of the polymer to deterioration of a stabilizer composition in accordance with claim 1.
Claim 27
Dependent Claim 34 words
A polyamide resin composition having improved resistance to deterioration comprising a polyamide resin and an amount to enhance the resistance of the polymer to deterioration of a stabilizer composition in accordance with claim 1.
Claim 28
Dependent Claim 36 words
An ethylene-vinyl acetate copolymer composition having improved resistance to deterioration comprising an ethylene-vinyl acetate copolymer and an amount to enhance the resistance of the polymer to deterioration of a stabilizer composition in accordance with claim 1.

References Cited (Backward Citations)

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US3840494A Cited
US3790648A Cited
US3839273A Cited
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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) 1983-09-16 1984-03-17 1984-09-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-09-16 1988-03-17 1988-09-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-09-16 1992-03-17 1992-09-16 $7700.00 Window Closed / Lapsed

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