US4267083A
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Heat-stabilized vinyl chloride polymers
Assignee: Rhone Poulenc Industries SA
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Filing: 1979-05-11
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Granted: 1981-05-12
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Expires: 1999-05-11
Abstract
Abstract Vinyl chloride polymers are heat-stabilized by formulating therewith heat-stabilizing amounts of (i) an organometallic salt couplet, (ii) at least one organic β-diketone having the structural formula R 1 --CO--CHR 3 --CO--R 2 and (iii) a substituted dihydropyridine having the structural formula: ##STR1## in which formulae R is alkyl or alicyclic having up to 20 carbon atoms, or phenyl, each R 1 and R 2 , which can be identical or different, is a member selected from the group comprising hydrogen, a linear or branched chain alkyl or alkenyl radical having up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having up to 14 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen, and R 3 is hydrogen or --CO--X, wherein X is R, or --NH--Y, with Y being aryl.
Inventors
- 👤 Jean-Claude Torloting
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 00:36
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/07; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
173 words
In a composition of matter comprising a vinyl chloride polymer and a heat-stabilizing amount of divalent metal salts of aliphatic or aromatic carboxylic acids or of phenols, the improvement which comprises, as a co-stabilizer therefor, a heat-stabilizing amount of (i) at least one organic β-diketone having the structural formula R 1 --CO--CHR 3 --CO--R 2 and (ii) a substituted dihydropyridine having the structural formula: ##STR5## in which formulae R is alkyl or alicyclic having up to 20 carbon atoms, or phenyl, each R 1 and R 2 , which can be identical or different, is a member selected from the group comprising hydrogen, a linear or branched chain alkyl or alkenyl radical having up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having up to 14 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen, and R 3 is hydrogen or --CO--X, wherein X is R, or --NH--Y, with Y being aryl, as above defined.
Claim 2
Dependent Claim
173 words
In a composition of matter comprising a vinyl chloride polymer and a heat-stabilizing amount of divalent metal salts of aliphatic or aromatic carboxylic acids or of phenols, the improvement which comprises, as a co-stabilizer therefor, a heat-stabilizing amount of (i) at least one organic β-diketone having the structural formula R 1 --CO--CHR 3 --CO--R 2 and (ii) a substituted dihydropyridine having the structural formula: ##STR5## in which formulae R is alkyl or alicyclic having up to 20 carbon atoms, or phenyl, each R 1 and R 2 , which can be identical or different, is a member selected from the group comprising hydrogen, a linear or branched chain alkyl or alkenyl radical having up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having up to 14 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen, and R 3 is hydrogen or --CO--X, wherein X is R, or --NH--Y, with Y being aryl, as above defined.
Claim 3
Dependent Claim
25 words
The composition of matter as defined by claim 1, wherein at least one of R, R 1 , R 2 and R 3 is halosubstituted.
Claim 4
Dependent Claim
31 words
The composition of matter as defined by claim 1, wherein at least one of R, R 1 , R 2 and R 3 is aryl or cycloaliphatic bearing lower alkyl substituents.
Claim 5
Dependent Claim
35 words
The composition of matter as defined by claim 1, wherein at least one of R, R 1 , R 2 and R 3 comprises an aliphatic bridging linkage selected from those of the formulae: ##STR6##
Claim 6
Dependent Claim
41 words
The composition of matter as defined by claim 1, wherein any two of R 1 , R 2 and R 3 are joined together to define a divalent lower alkylene radical, or an oxygen or nitrogen interrupted divalent lower alkylene radical.
Claim 7
Dependent Claim
25 words
The composition of matter as defined by claim 1, wherein at least one of R, R 1 , R 2 and R 3 is cycloalkenyl.
Claim 8
Dependent Claim
44 words
The composition of matter as defined by any of claims 1 to 6, comprising from 0.05 to 1% by weight, relative to the polymer, of the β-diketone (i), and from 0.05 to 1% by weight, also relative to the polymer, of the dihydropyridine (ii).
Claim 9
Dependent Claim
24 words
The composition of matter as defined by claim 7, comprising from 0.01 to 5% by weight, relative to the polymer, of the metal salts.
Claim 10
Dependent Claim
24 words
The composition of matter as defined by claim 8, wherein the metal salts comprise one of the metal pairs: calcium/zinc, barium/cadmium, calcium/cadmium or barium/zinc.
Claim 11
Dependent Claim
23 words
The composition of matter as defined by claim 1, wherein the dihydropyridine (ii) is selected from the group consisting of 2,6-dimethyl-1,4-dihydropyridine-3,5-diethylcarboxylate and 2,6-dimethyl-1,4-dihydropyridine-3,5-dilaurylcarboxylate.
Claim 12
Dependent Claim
24 words
The composition of matter as defined by claim 1, wherein the β-diketone (i) is selected from the group consisting of benzoylacetone, stearoylacetone or stearoylbenzoylmethane.
Claim 13
Dependent Claim
21 words
The composition of matter as defined by claim 1, wherein each R is alkyl having from 2 to 14 carbon atoms.
Claim 14
Dependent Claim
18 words
The composition of matter as defined by claim 1, wherein the vinyl chloride polymer is polyvinyl chloride homopolymer.
Claim 15
Dependent Claim
31 words
The composition of matter as defined by claim 1, wherein the vinyl chloride polymer is a copolymer of vinyl chloride with up to 50% of an olefinically unsaturated comonomer copolymerizable therewith.
Claim 16
Dependent Claim
18 words
A shaped article comprising the composition of matter as defined by any one of claims 1 to 6.
Claim 17
Dependent Claim
142 words
A composition of matter comprising (i) metal salts, (ii) at least one organic β-diketone having the structural formula R 1 --CO--CHR 3 --CO--R 2 and (iii) a substituted dihydropyridine having the structural formula: ##STR7## in which formulae R is alkyl or alicyclic having up to 20 carbon atoms, or phenyl, each R 1 and R 2 , which can be identical or different, is a member selected from the group comprising hydrogen, a linear or branched chain alkyl or alkenyl radical having up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having up to 14 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen, and R 3 is hydrogen or --CO--X, wherein X is R, or --NH--Y, with Y being aryl, as above defined.
Claim 18
Dependent Claim
142 words
A composition of matter comprising (i) metal salts, (ii) at least one organic β-diketone having the structural formula R 1 --CO--CHR 3 --CO--R 2 and (iii) a substituted dihydropyridine having the structural formula: ##STR7## in which formulae R is alkyl or alicyclic having up to 20 carbon atoms, or phenyl, each R 1 and R 2 , which can be identical or different, is a member selected from the group comprising hydrogen, a linear or branched chain alkyl or alkenyl radical having up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having up to 14 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen, and R 3 is hydrogen or --CO--X, wherein X is R, or --NH--Y, with Y being aryl, as above defined.
Claim 19
Dependent Claim
21 words
The method for heat-stabilizing a vinyl chloride polymer, which comprises formulating therewith the composition of matter as defined by claim 16.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-05-11 | 1984-11-10 | 1985-05-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-11 | 1988-11-10 | 1989-05-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-11 | 1992-11-10 | 1993-05-12 | $7700.00 | Window Closed / Lapsed |