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US4123399A Expired / Lapsed US ⏱️ 0.0 years remaining

Plasticized, heat-stabilized PVC compositions

Assignee: Rhone Poulenc Industries SA
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Filing: 1977-06-28
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Granted: 1978-10-31
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Expires: 1997-06-28
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Abstract

Abstract PVC is plasticized and stabilized against the effects of heat by formulating therewith [1] a plasticizer, and minor amounts of [2] a mixed organometallic salt couplet, [3] a polyol, and [4] a beta -diketone.

Inventors

  • 👤 Michel Gay

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:49
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/04; C08K5/07; C08K5/0008; C08K5/0016; C08K5/05; C08K5/053; C08K5/09; C08K5/098

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 526 words
A composition of matter comprising (1) a vinyl chloride polymer, (2) a plasticizer therefor, and (3) heat-stabilizing amounts of (i) a mixture of metal salts of aliphatic and aromatic organic acids, (ii) a polyol having at least four hydroxyl functions, at least one of which being a primary alcohol function, and (iii) a β-diketone having the structural formula: R.sub.1 -- CO -- CHR.sub.2 -- CO -- R.sub.3 (I) wherein R 1 and R 3 , which can be identical or different, represent: a linear or branched chain alkyl or alkenyl radical having at least one and up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having fewer than 14 carbon atoms, the cycloaliphatic radicals optionally comprising carbon-to-carbon unsaturation; with the proviso that the foregoing radicals R 1 and R 3 either may or may not be substituted, and, when substituted, each said substituent is selected from the group consisting of halogen, or, in the case of the aryl or cycloaliphatic radicals, methyl or ethyl radicals; said R 1 and R 3 optionally may also be modified by the presence of one or more of the linkages --O--, ##STR5## or --CO--, in an aliphatic chain; and together R 1 and R 3 can also form a divalent alkylene radical of 2 to 5 carbon atoms, optionally containing a bridging oxygen or nitrogen atom; R 2 represents: a hydrogen atom, an alkyl or alkenyl radical, having at least one and up to 36 carbon atoms, which can contain one or more of the linkages --O--, ##STR6## or --Co--, a radical of the formula --CO--R 4 , R 4 representing an alkyl radical having from 1 to 36 carbon atoms, or an aryl rdical having from 6 to 10 carbon atoms, or a radical of the formula ##STR7## R 5 representing an alkyl radical having from 1 to 6 carbon atoms, and R 1 and R 3 being as above; with the further proviso that; for R 1 and R 3 , the carbon atom bonded to the respective carbonyl function of the compound (I) is free from ethylenic or carbonyl unsaturation; for R 1 or R 3 , the carbon atom bonded to the respective carbonyl function does not comprise a moiety which includes aromatic unsaturation; one of the radicals R 1 or R 3 can represent a hydrogen atom; R 1 and R 2 together can represent a divalent radical selected from among the following: a linear or branched alkylene or alkenylene radical, having up to 36 carbon atoms, an aralkylene radical having from 7 to 36 carbon atoms, and an arylene or cycloalkylene radical having fewer than 14 carbon atoms, the cycloaliphatic radicals optionally comprising carbon-to-carbon unsaturation; and with the further proviso that such latter radicals too either may or may not be substituted, and, when substituted, each such substituent is selected from the group consisting of halogen, or, in the case of the aryl or cycloalphiatic radicals, methyl or ethyl radicals, and such latter radicals optionally being modified by the presence, in an aliphatic chain, of one of more of the linkages: ##STR8##
Claim 2
Dependent Claim 526 words
A composition of matter comprising (1) a vinyl chloride polymer, (2) a plasticizer therefor, and (3) heat-stabilizing amounts of (i) a mixture of metal salts of aliphatic and aromatic organic acids, (ii) a polyol having at least four hydroxyl functions, at least one of which being a primary alcohol function, and (iii) a β-diketone having the structural formula: R.sub.1 -- CO -- CHR.sub.2 -- CO -- R.sub.3 (I) wherein R 1 and R 3 , which can be identical or different, represent: a linear or branched chain alkyl or alkenyl radical having at least one and up to 36 carbon atoms, an aralkyl radical having from 7 to 36 carbon atoms, and an aryl or cycloaliphatic radical having fewer than 14 carbon atoms, the cycloaliphatic radicals optionally comprising carbon-to-carbon unsaturation; with the proviso that the foregoing radicals R 1 and R 3 either may or may not be substituted, and, when substituted, each said substituent is selected from the group consisting of halogen, or, in the case of the aryl or cycloaliphatic radicals, methyl or ethyl radicals; said R 1 and R 3 optionally may also be modified by the presence of one or more of the linkages --O--, ##STR5## or --CO--, in an aliphatic chain; and together R 1 and R 3 can also form a divalent alkylene radical of 2 to 5 carbon atoms, optionally containing a bridging oxygen or nitrogen atom; R 2 represents: a hydrogen atom, an alkyl or alkenyl radical, having at least one and up to 36 carbon atoms, which can contain one or more of the linkages --O--, ##STR6## or --Co--, a radical of the formula --CO--R 4 , R 4 representing an alkyl radical having from 1 to 36 carbon atoms, or an aryl rdical having from 6 to 10 carbon atoms, or a radical of the formula ##STR7## R 5 representing an alkyl radical having from 1 to 6 carbon atoms, and R 1 and R 3 being as above; with the further proviso that; for R 1 and R 3 , the carbon atom bonded to the respective carbonyl function of the compound (I) is free from ethylenic or carbonyl unsaturation; for R 1 or R 3 , the carbon atom bonded to the respective carbonyl function does not comprise a moiety which includes aromatic unsaturation; one of the radicals R 1 or R 3 can represent a hydrogen atom; R 1 and R 2 together can represent a divalent radical selected from among the following: a linear or branched alkylene or alkenylene radical, having up to 36 carbon atoms, an aralkylene radical having from 7 to 36 carbon atoms, and an arylene or cycloalkylene radical having fewer than 14 carbon atoms, the cycloaliphatic radicals optionally comprising carbon-to-carbon unsaturation; and with the further proviso that such latter radicals too either may or may not be substituted, and, when substituted, each such substituent is selected from the group consisting of halogen, or, in the case of the aryl or cycloalphiatic radicals, methyl or ethyl radicals, and such latter radicals optionally being modified by the presence, in an aliphatic chain, of one of more of the linkages: ##STR8##
Claim 3
Dependent Claim 33 words
The composition of matter as defined by claim 1, wherein the mixture of metal salts of aliphatic and aromatic organic acids (3) (i) comprises the mixed salts of calcium, zinc, barium and cadmium.
Claim 4
Dependent Claim 22 words
The composition of matter as defined by claim 1, wherein the radicals R 1 , R 2 and R 3 are unsubstituted.
Claim 5
Dependent Claim 50 words
The composition of matter as defined by claim 1, wherein the β-diketone (3) (iii) is selected from the group consisting of benzoylacetone, lauroylbenzoylmethane, myristoylbenzoylmethane, palmitoylbenzoylmethane, stearoylbenzoylmethane, behenoylbenzoylmethane, dilauroylmethane, dimyristoylmethane, dipalmitoylmethane, distearoylmethane, dibehenoylmethane, lauroylmyristoylmethane, lauroylpalmitoylmethane, lauroylstearoylmethane, lauroylbehenoylmethane, myristoylpalmitoylmethane, myristoylstearoylmethane, myristoylbehenoylmethane, palmistoylstearoylmethane, palmitoylbehenoylmethane, stearoylbehenoylmethane, 1-phenyltriacontane-1,3-dione, acetyltetralone, palmitoyltetralone, stearoyltetralone, palmitoylcyclohexanone, stearoylcyclohexanone and (paramethoxybenzoyl)-stearoylmethane.
Claim 6
Dependent Claim 25 words
The composition of matter as defined by Claim 4, wherein the polyol (3) (ii) is selected from the group consisting of D-xylitol, D-sorbitol and D-mannitol.
Claim 7
Dependent Claim 31 words
The composition of matter as defined by claim 2, wherein the mixture of metal salts of aliphatic and aromatic organic acids (3) (i) comprises the mixed salts of calcium and zinc.
Claim 8
Dependent Claim 41 words
The composition of matter as defined by claim 2, wherein the mixture of metal salts of aliphatic and aromatic organic acids (3) (i) comprises an anion selected from the group consisting of aliphatic and aromatic carboxylic acids, and fatty carboxylic acids.
Claim 9
Dependent Claim 29 words
The composition of matter as defined by claim 7, wherein the anion is selected from the group consisting of acetates, diacetates, stearates, oleates, laurates, palmitates, benzoates, hydroxystearates, and ethyl-2-hexanoates.
Claim 10
Dependent Claim 20 words
The composition of matter as defined by claim 1, wherein the vinyl chloride polymer (1) is a vinyl chloride homopolymer.
Claim 11
Dependent Claim 35 words
The composition of matter as defined by claim 1, wherein the vinyl chloride polymer (1) is a copolymer of vinyl chloride and up to about 20% by weight of an ethylenically unsaturated comonomer copolymerizable therewith.
Claim 12
Dependent Claim 82 words
The composition of matter as defined by claim 1, comprising, per 100 parts by weight of the vinyl chloride polymer (1), from about 5 to 120 parts by weight of the plasticizer (2), from about 0.1 to 5 parts by weight of the mixture of metal salts of aliphatic and aromatic organic acids (3) (i), from about 0.03 to 1 part by weight of the polyol (3) (ii), and from about 0.05 to 5 parts by weight of the β-diketone (3) (iii).
Claim 13
Dependent Claim 37 words
The composition of matter as defined by claim 11, comprising from about 0.1 to 0.25 parts by weight of the polyol (3) (ii) and from about 0.1 to 1 parts by weight of the β-diketone (3) (iii).
Claim 14
Dependent Claim 13 words
A shaped article comprising the composition of matter as defined by claim 1.
Claim 15
Dependent Claim 13 words
A shaped article comprising the composition of matter as defined by claim 11.
Claim 16
Dependent Claim 13 words
A shaped article comprising the composition of matter as defined by claim 6.
Claim 17
Dependent Claim 35 words
The composition of matter as defined by claim 1, further comprising at least one member selected from the group consisting of epoxidized soya-bean oil, an antioxidant, a UV light stabilizer, a lubricant, and admixtures thereof.
Claim 18
Dependent Claim 18 words
The composition of matter as defined by claim 1, wherein the β-diketone (3) (iii), R 2 is hydrogen.
Claim 19
Dependent Claim 18 words
The composition of matter as defined by claim 3, wherein the β-diketone (3) (iii), R 2 is hydrogen.

References Cited (Backward Citations)

US3001970A Cited
US3310525A Cited
US3373130A Cited
US3493536A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-30 1982-05-01 1982-10-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-30 1986-05-01 1986-10-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-30 1990-05-01 1990-10-31 $7700.00 Window Closed / Lapsed

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