CA2836272C - Thiobis phenolic antioxidant/polyethylene glycol blends - Google Patents
Thiobis phenolic antioxidant/polyethylene glycol blends Download PDFInfo
- Publication number
- CA2836272C CA2836272C CA2836272A CA2836272A CA2836272C CA 2836272 C CA2836272 C CA 2836272C CA 2836272 A CA2836272 A CA 2836272A CA 2836272 A CA2836272 A CA 2836272A CA 2836272 C CA2836272 C CA 2836272C
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- CA
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- Prior art keywords
- thiobis
- pag
- phenolic antioxidant
- tbm6
- mixture
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- 239000000203 mixture Substances 0.000 title claims abstract description 123
- 239000002530 phenolic antioxidant Substances 0.000 title claims abstract description 47
- 239000002202 Polyethylene glycol Substances 0.000 title claims description 21
- 229920001223 polyethylene glycol Polymers 0.000 title claims description 21
- 239000004698 Polyethylene Substances 0.000 claims abstract description 76
- 229920000573 polyethylene Polymers 0.000 claims abstract description 67
- -1 polyethylene Polymers 0.000 claims abstract description 51
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 47
- 238000002156 mixing Methods 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims description 33
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 30
- 230000008569 process Effects 0.000 claims description 27
- 239000000654 additive Substances 0.000 claims description 24
- 239000005977 Ethylene Substances 0.000 claims description 22
- 230000000996 additive effect Effects 0.000 claims description 16
- 150000001451 organic peroxides Chemical class 0.000 claims description 16
- 229920001519 homopolymer Polymers 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 13
- 229920001866 very low density polyethylene Polymers 0.000 claims description 9
- 229920001684 low density polyethylene Polymers 0.000 claims description 8
- 239000004702 low-density polyethylene Substances 0.000 claims description 8
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 claims description 4
- 229920000092 linear low density polyethylene Polymers 0.000 claims description 4
- MQWCQFCZUNBTCM-UHFFFAOYSA-N 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylphenyl)sulfanyl-4-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(SC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O MQWCQFCZUNBTCM-UHFFFAOYSA-N 0.000 claims description 3
- 150000008282 halocarbons Chemical group 0.000 claims description 3
- 229920001903 high density polyethylene Polymers 0.000 claims description 3
- 239000004700 high-density polyethylene Substances 0.000 claims description 3
- 239000004020 conductor Substances 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- YFHKLSPMRRWLKI-UHFFFAOYSA-N 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-5-methylphenyl)sulfanyl-6-methylphenol Chemical compound CC(C)(C)C1=C(O)C(C)=CC(SC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 YFHKLSPMRRWLKI-UHFFFAOYSA-N 0.000 claims 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004708 Very-low-density polyethylene Substances 0.000 claims 1
- 239000004707 linear low-density polyethylene Substances 0.000 claims 1
- 229920001862 ultra low molecular weight polyethylene Polymers 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 abstract description 13
- 230000003078 antioxidant effect Effects 0.000 abstract description 9
- 238000010348 incorporation Methods 0.000 abstract description 4
- 230000001590 oxidative effect Effects 0.000 abstract description 4
- 230000006698 induction Effects 0.000 abstract description 3
- 229920002538 Polyethylene Glycol 20000 Polymers 0.000 description 48
- 150000001875 compounds Chemical class 0.000 description 33
- 229920000642 polymer Polymers 0.000 description 22
- 239000003054 catalyst Substances 0.000 description 20
- 229920001577 copolymer Polymers 0.000 description 18
- 238000000113 differential scanning calorimetry Methods 0.000 description 18
- 238000002844 melting Methods 0.000 description 18
- 230000008018 melting Effects 0.000 description 18
- 239000000463 material Substances 0.000 description 17
- 239000004703 cross-linked polyethylene Substances 0.000 description 14
- 229920003020 cross-linked polyethylene Polymers 0.000 description 14
- 239000007787 solid Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 11
- 240000005572 Syzygium cordatum Species 0.000 description 10
- 235000006650 Syzygium cordatum Nutrition 0.000 description 10
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- 150000002978 peroxides Chemical class 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000004711 α-olefin Substances 0.000 description 6
- 229920002799 BoPET Polymers 0.000 description 5
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- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
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- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 3
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- 238000009472 formulation Methods 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
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- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
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- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
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- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
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- 239000003063 flame retardant Substances 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000012803 melt mixture Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011990 phillips catalyst Substances 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004597 plastic additive Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- LVBXEMGDVWVTGY-UHFFFAOYSA-N trans-2-octenal Natural products CCCCCC=CC=O LVBXEMGDVWVTGY-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- SGCFZHOZKKQIBU-UHFFFAOYSA-N tributoxy(ethenyl)silane Chemical compound CCCCO[Si](OCCCC)(OCCCC)C=C SGCFZHOZKKQIBU-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/42—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes polyesters; polyethers; polyacetals
- H01B3/427—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/44—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/44—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins
- H01B3/441—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes vinyl resins; acrylic resins from alkenes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B7/00—Insulated conductors or cables characterised by their form
- H01B7/17—Protection against damage caused by external factors, e.g. sheaths or armouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Insulating Materials (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161488375P | 2011-05-20 | 2011-05-20 | |
| US61/488,375 | 2011-05-20 | ||
| PCT/US2012/037882 WO2012162019A1 (en) | 2011-05-20 | 2012-05-15 | Thiobis phenolic antioxidant/polyethylene glycol blends |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2836272A1 CA2836272A1 (en) | 2012-11-29 |
| CA2836272C true CA2836272C (en) | 2019-09-24 |
Family
ID=46147773
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2836272A Active CA2836272C (en) | 2011-05-20 | 2012-05-15 | Thiobis phenolic antioxidant/polyethylene glycol blends |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20140182882A1 (enExample) |
| EP (2) | EP2710067B1 (enExample) |
| JP (1) | JP5848442B2 (enExample) |
| KR (1) | KR102019810B1 (enExample) |
| CN (1) | CN103687904B (enExample) |
| BR (1) | BR112013029720B1 (enExample) |
| CA (1) | CA2836272C (enExample) |
| MX (2) | MX369517B (enExample) |
| TW (1) | TWI541279B (enExample) |
| WO (1) | WO2012162019A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3212710B2 (en) | 2014-10-27 | 2023-12-27 | Borealis AG | Polymer composition for cable applications with advantageous electrical properties |
| KR102178359B1 (ko) | 2016-11-10 | 2020-11-12 | 주식회사 엘지화학 | 가교 폴리에틸렌 조성물 |
| WO2023056208A1 (en) | 2021-09-30 | 2023-04-06 | Exxonmobil Chemical Patents Inc. | Fluorine-free polymer processing aids including polyethylene glycols |
| WO2023149985A1 (en) | 2022-02-07 | 2023-08-10 | Exxonmobil Chemical Patents Inc. | Polyethylene glycol-based polymer processing aids |
| WO2023154744A1 (en) | 2022-02-14 | 2023-08-17 | Exxonmobil Chemical Patents Inc. | Polyethylene glycol-based polymer processing aids |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE607527A (enExample) | 1960-08-29 | 1900-01-01 | ||
| GB1052968A (enExample) * | 1963-12-14 | |||
| DE1211389B (de) * | 1964-04-10 | 1966-02-24 | Hoechst Ag | Stabilisieren von polymeren Homo- oder Copolymerisaten von Alkylenoxyden |
| US4088622A (en) * | 1976-06-25 | 1978-05-09 | The United States Of America As Represented By The Secretary Of The Navy | Molded drag reduction coatings |
| US4101445A (en) | 1976-09-22 | 1978-07-18 | Union Carbide Corporation | Preparation of modified and activated chromocene catalysts for ethylene polymerization |
| US4302565A (en) | 1978-03-31 | 1981-11-24 | Union Carbide Corporation | Impregnated polymerization catalyst, process for preparing, and use for ethylene copolymerization |
| JPS5628231A (en) | 1979-08-16 | 1981-03-19 | Nippon Yunikaa Kk | Polyolefin composition for electrical insulation |
| US4440671A (en) | 1982-03-31 | 1984-04-03 | Union Carbide Corporation | Compositions of hydrocarbon-substituted diphenyl amines and high molecular weight polyethylene glycols; and the use thereof as water-tree retardants for polymers |
| US4508842A (en) | 1983-03-29 | 1985-04-02 | Union Carbide Corporation | Ethylene polymerization using supported vanadium catalyst |
| US4937299A (en) | 1983-06-06 | 1990-06-26 | Exxon Research & Engineering Company | Process and catalyst for producing reactor blend polyolefins |
| US4857600A (en) | 1988-05-23 | 1989-08-15 | Union Carbide Corporation | Process for grafting diacid anhydrides |
| US5246783A (en) | 1991-08-15 | 1993-09-21 | Exxon Chemical Patents Inc. | Electrical devices comprising polymeric insulating or semiconducting members |
| US5317036A (en) | 1992-10-16 | 1994-05-31 | Union Carbide Chemicals & Plastics Technology Corporation | Gas phase polymerization reactions utilizing soluble unsupported catalysts |
| US5371145A (en) | 1993-06-08 | 1994-12-06 | Union Carbide Chemicals & Plastics Technology Corporation | High density, high molecular weight polyethylene |
| US5332793A (en) | 1993-06-28 | 1994-07-26 | Union Carbide Chemicals & Plastics Technology Corporation | Ethylene/propylene copolymer rubbers |
| US5342907A (en) | 1993-06-28 | 1994-08-30 | Union Carbide Chemicals & Plastics Technology Corporation | Ethylene/propylene copolymer rubbers |
| US5410003A (en) | 1994-03-31 | 1995-04-25 | Union Carbide Chemicals & Plastics Technology Corporation | Process for production of homogeneous polyethylenes |
| US5405901A (en) | 1994-07-06 | 1995-04-11 | Union Carbide Chemicals & Plastics Technology Corporation | Process of producing ethylene polymer blends in gas phase |
| ZA973884B (en) | 1996-05-23 | 1998-11-06 | Du Pont Merck Pharma | Tetrahydropteridines and pyridylpiperazines for treatment of neurological disorders |
| TWI224607B (en) | 1998-06-16 | 2004-12-01 | Union Carbide Chem Plastic | Tree resistant cable |
| US6496629B2 (en) | 1999-05-28 | 2002-12-17 | Tycom (Us) Inc. | Undersea telecommunications cable |
| US6714707B2 (en) | 2002-01-24 | 2004-03-30 | Alcatel | Optical cable housing an optical unit surrounded by a plurality of gel layers |
| WO2004050747A1 (ja) * | 2002-11-29 | 2004-06-17 | Zeon Corporation | ポリエーテル重合体組成物の製造方法、ポリエーテル重合体組成物および固体電解質フィルム |
| DK1731564T3 (da) * | 2005-06-08 | 2010-06-14 | Borealis Tech Oy | Sammensætning til hæmning af vandtræ |
| CA2596750C (en) * | 2006-02-24 | 2011-02-01 | Lg Chem, Ltd. | Cross-linked polyethylene having excellent inhibition of sweat-out and insulation properties |
| KR100727207B1 (ko) * | 2006-02-24 | 2007-06-13 | 주식회사 엘지화학 | 스웨트-아웃 억제 및 전기 절연특성이 우수한 가교 폴리에틸렌 조성물 |
| JP2009178854A (ja) * | 2008-01-29 | 2009-08-13 | Daikin Ind Ltd | 長尺ゴム凝析体製造方法及びシート状ゴム凝析体製造方法 |
| WO2011156442A1 (en) * | 2010-06-10 | 2011-12-15 | Union Carbide Chemicals & Plastics Technology Llc | Thiobis phenolic antioxidant/polyethylene glycol blends |
-
2012
- 2012-05-15 CA CA2836272A patent/CA2836272C/en active Active
- 2012-05-15 MX MX2013013573A patent/MX369517B/es active IP Right Grant
- 2012-05-15 US US14/117,501 patent/US20140182882A1/en not_active Abandoned
- 2012-05-15 BR BR112013029720-4A patent/BR112013029720B1/pt active IP Right Grant
- 2012-05-15 EP EP12723045.6A patent/EP2710067B1/en active Active
- 2012-05-15 KR KR1020137033469A patent/KR102019810B1/ko active Active
- 2012-05-15 EP EP19192119.6A patent/EP3587484B1/en active Active
- 2012-05-15 CN CN201280035790.6A patent/CN103687904B/zh active Active
- 2012-05-15 JP JP2014511447A patent/JP5848442B2/ja active Active
- 2012-05-15 WO PCT/US2012/037882 patent/WO2012162019A1/en not_active Ceased
- 2012-05-18 TW TW101117761A patent/TWI541279B/zh active
-
2013
- 2013-11-20 MX MX2019013424A patent/MX2019013424A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TWI541279B (zh) | 2016-07-11 |
| CA2836272A1 (en) | 2012-11-29 |
| MX2013013573A (es) | 2014-07-09 |
| TW201302883A (zh) | 2013-01-16 |
| EP3587484A1 (en) | 2020-01-01 |
| US20140182882A1 (en) | 2014-07-03 |
| CN103687904A (zh) | 2014-03-26 |
| JP5848442B2 (ja) | 2016-01-27 |
| BR112013029720A2 (pt) | 2017-01-24 |
| BR112013029720B1 (pt) | 2020-12-29 |
| MX2019013424A (es) | 2020-02-07 |
| EP3587484B1 (en) | 2022-04-20 |
| JP2014513749A (ja) | 2014-06-05 |
| CN103687904B (zh) | 2015-06-24 |
| EP2710067B1 (en) | 2019-10-02 |
| KR102019810B1 (ko) | 2019-09-10 |
| WO2012162019A1 (en) | 2012-11-29 |
| KR20140033140A (ko) | 2014-03-17 |
| MX369517B (es) | 2019-11-11 |
| EP2710067A1 (en) | 2014-03-26 |
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