US4110306A
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US
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Stabilizers for synthetic polymers comprising 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester, a triphosphite, and an acid phosphite or salt thereof
Assignee: Argus Chemical Corp
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Filing: 1976-11-22
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Granted: 1978-08-29
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Expires: 1996-11-22
Abstract
Abstract Stabilizers for organic polymeric materials are provided, comprising a triphosphite, an acid phosphite, and a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR1## wherein: R 1 is selected from the group consisting of ##STR2## Y is selected from the group consisting of hydrogen and O; R 6 is lower alkyl having from one to six carbon atoms; n is selected from the group consisting of 1, 2, 3 and 4; and Z is an organic radical having a valence from 1 to 4, the valence positions being taken by ##STR3## groups, and from one to about 20 carbon atoms, and selected from the group consisting of alkyl, alkenyl, alkylene, alkenylene, alkylidene; aryl, arylene, aralkyl, aralkylene, aralkylidene, alkaryl, alkarylene, alkarylidene; heterocycloalkyl, heterocycloalkylene, heterocycloalkylidene; cycloalkyl, cycloalkenyl, cycloalkylene, cycloalkenylene, cycloalkylidene, alkcycloalkyl, alkcycloalkenyl, alkcycloalkenylene, alkcycloalkylene, cycloalkalkylene, cycloalkalkyl, cycloalkalkenyl, and cycloalkalkenylene, and amino- and hydroxy-substituted such radicals.
Inventors
- 👤 Motonobu Minagawa
- 👤 Naohiro Kubota
- 👤 Toshihiro Shibata
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 16:06
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435; C08K5/0008; C08K5/005; C08K5/49; C08K5/51; C08K5/52; C08K5/524
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
200 words
A stabilizer composition for organic polymeric materials comprising an amount with the range from about 69.5 to about 10% of a triphosphite, an amount within the range from about 10 to about 0.5% of an acid phosphite, the acid phosphite being selected from the group consisting of acid phosphites, acid phosphite metal salts and acid phosphite ammonium salts, and an amount within the range from about 89.5 to about 30% of a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR97## wherein: R 1 is selected from the group consisting of ##STR98## Y is selected from the group consisting of hydrogen and O; R 6 is lower alkyl having from one to six carbon atoms; n is selected from the group consisting of 1, 2, 3 and 4; and Z is an organic radical having a valence from 1 to 4, the valence positions being taken by ##STR99## groups, and from one to about twenty carbon atoms, and selected from the group consisting of alkyl, alkenyl, alkylene, alkenylene, alkylidene; aryl, arylene, aralkyl, aralkylene, aralkylidene, alkaryl, alkarylene, alkarylidene; heterocycloalkyl, heterocycloalkylene, heterocycloalkylidene; cycloalkyl, cycloalkenyl, cycloalkylene, cycloalkenylene, cycloalkylidene, alkcycloalkyl, alkcycloalkenyl, alkcycloalkenylene, alkcycloalkylene, cycloalkalkylene, cycloalkalkyl, cycloalkalkenyl, and cycloalkalkenylene, and amino- and hydroxy-substituted such radicals.
Claim 2
Dependent Claim
200 words
A stabilizer composition for organic polymeric materials comprising an amount with the range from about 69.5 to about 10% of a triphosphite, an amount within the range from about 10 to about 0.5% of an acid phosphite, the acid phosphite being selected from the group consisting of acid phosphites, acid phosphite metal salts and acid phosphite ammonium salts, and an amount within the range from about 89.5 to about 30% of a 2,2,6,6-tetramethyl-4-piperidyl carboxylic acid ester having the general formula: ##STR97## wherein: R 1 is selected from the group consisting of ##STR98## Y is selected from the group consisting of hydrogen and O; R 6 is lower alkyl having from one to six carbon atoms; n is selected from the group consisting of 1, 2, 3 and 4; and Z is an organic radical having a valence from 1 to 4, the valence positions being taken by ##STR99## groups, and from one to about twenty carbon atoms, and selected from the group consisting of alkyl, alkenyl, alkylene, alkenylene, alkylidene; aryl, arylene, aralkyl, aralkylene, aralkylidene, alkaryl, alkarylene, alkarylidene; heterocycloalkyl, heterocycloalkylene, heterocycloalkylidene; cycloalkyl, cycloalkenyl, cycloalkylene, cycloalkenylene, cycloalkylidene, alkcycloalkyl, alkcycloalkenyl, alkcycloalkenylene, alkcycloalkylene, cycloalkalkylene, cycloalkalkyl, cycloalkalkenyl, and cycloalkalkenylene, and amino- and hydroxy-substituted such radicals.
Claim 3
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which n is one.
Claim 4
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which n is two.
Claim 5
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which n is three.
Claim 6
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which n is four.
Claim 7
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is alkyl.
Claim 8
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is alkylene.
Claim 9
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is aminoalkylene.
Claim 10
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is isocyanurate.
Claim 11
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is arylene.
Claim 12
Dependent Claim
12 words
A stabilizer composition according to claim 1 in which Z is cycloalkylene.
Claim 13
Dependent Claim
13 words
A stabilizer composition according to claim 1 in which R 1 is ##STR100##
Claim 14
Dependent Claim
13 words
A stabilizer composition according to claim 1 in which R 1 is ##STR101##
Claim 15
Dependent Claim
13 words
A stabilizer composition according to claim 1 in which R 1 is ##STR102##
Claim 16
Dependent Claim
13 words
A stabilizer composition according to claim 1 in which R 1 is ##STR103##
Claim 17
Dependent Claim
49 words
A stabilizer composition according to claim 1 in which the organic triphosphite has the formula: ##STR104## in which R 1 , R 2 and R 3 are selected from the group consisting of alkyl, alkenyl, aryl, alkaryl, aralkyl, and cycloalkyl groups having from one to about thirty carbon atoms.
Claim 18
Dependent Claim
75 words
A stabilizer composition according to claim 1 in which the acid phosphite has the formula: ##STR105## in which R 1 , R 2 and R 3 are selected from the group consisting of hydrogen, a cation of a metal, ammonium, alkyl, alkenyl, aryl, alkaryl, aralkyl and cycloalkyl groups having from one to about thirty carbon atoms, and at least one of R 1 , R 2 and R 3 is hydrogen, a cation or ammonium.
Claim 19
Dependent Claim
50 words
A stabilizer composition according to claim 1 in which the triphosphite is a tetraoxadiphosphaspiro undecane of the formula: ##STR106## in which R 1 and R 2 are selected from the group consisting of alkyl, aryl, aryloxyethyl, alkoxyethyl, aryloxyethoxyethyl, alkoxyethoxyethyl and alkoxypolyethoxyethyl radicals having from one to about 30 carbon atoms.
Claim 20
Dependent Claim
84 words
A stabilizer composition according to claim 1 in which the triphosphite has one of the formulae: ##STR107## in which Ar is a mono or bicyclic aromatic nucleus, m is an integer of from 0 to about 5; and Z is from one to two organic radicals selected from the group consisting of alkyl, alkenyl, aryl, alkaryl, aralkyl, and cycloalkyl groups having from one to about thirty carbon atoms, and alkylene, arylene, aralkylene, alkarylene and cycloalkylene radicals having from two to about thirty carbon atoms.
Claim 21
Dependent Claim
34 words
A stabilizer composition according to claim 1 in which the acid phosphite is a salt of a cation selected from the group consisting of alkali metals, alkaline earth metals, ammonium, magnesium, tin and zinc.
Claim 22
Dependent Claim
66 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 ##STR108## and having a chlorine content in excess of 40%, where X is either hydrogen or chlorine; and an amount to improve resistance to deterioration of the resin of a stabilizer composition in accordance with claim 1.
Claim 23
Dependent Claim
20 words
A polyvinyl chloride resin composition in accordance with claim 21, in which the polyvinyl chloride resin is polyvinyl chloride homopolymer.
Claim 24
Dependent Claim
25 words
A polyvinyl chloride resin composition in accordance with claim 21, in which the polyvinyl chloride resin is a copolymer of vinyl chloride and vinyl acetate.
Claim 25
Dependent Claim
51 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 improve resistance to deterioration of the polymer of a stabilizer composition in accordance with claim 1.
Claim 26
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 24, wherein the polyolefin is polypropylene.
Claim 27
Dependent Claim
14 words
An olefin polymer composition in accordance with claim 24, wherein the polyolefin is polyethylene.
Claim 28
Dependent Claim
40 words
An acrylonitrile-butadiene-styrene polymer having improved resistance to deterioration when heated at 300° F and above comprising an acrylonitrille-butadiene-styrene polymer and an amount to enhance the resistance to deterioration of the polymer of a stabilizer composition in accordance with claim 1.
Claim 29
Dependent Claim
34 words
A polyester resin composition having improved resistance to deterioration comprising a polyester resin and an amount to enhance the resistance to deterioration of the resin of a stabilizer composition in accordance with claim 1.
Claim 30
Dependent Claim
34 words
A polyamide resin composition having improved resistance to deterioration comprising a polyamide resin and an amount to enhance the resistance to deterioration of the resin of a stabilizer composition in accordance with claim 1.
Claim 31
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 to deterioration of the copolymer of a stabilizer composition in accordance with claim 1.
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US3640928A
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US3840494A
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US4021432A
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US3899464A
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US3960809A
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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) | 1981-08-28 | 1982-02-27 | 1982-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-28 | 1986-02-27 | 1986-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-28 | 1990-02-27 | 1990-08-29 | $7700.00 | Window Closed / Lapsed |