JP5348655B2 - 高活性で水素反応性が良好なチーグラー・ナッタポリエチレン用触媒 - Google Patents
高活性で水素反応性が良好なチーグラー・ナッタポリエチレン用触媒 Download PDFInfo
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- JP5348655B2 JP5348655B2 JP2007518197A JP2007518197A JP5348655B2 JP 5348655 B2 JP5348655 B2 JP 5348655B2 JP 2007518197 A JP2007518197 A JP 2007518197A JP 2007518197 A JP2007518197 A JP 2007518197A JP 5348655 B2 JP5348655 B2 JP 5348655B2
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- Prior art keywords
- ethyl
- catalyst
- magnesium
- methyl
- benzoate
- Prior art date
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- 239000003054 catalyst Substances 0.000 title claims abstract description 174
- -1 polyethylene Polymers 0.000 title claims abstract description 132
- 239000004698 Polyethylene Substances 0.000 title claims abstract description 45
- 229920000573 polyethylene Polymers 0.000 title claims abstract description 45
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title abstract description 13
- 239000001257 hydrogen Substances 0.000 title abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 title abstract description 11
- 230000000694 effects Effects 0.000 title description 5
- 230000009257 reactivity Effects 0.000 title description 2
- 150000002681 magnesium compounds Chemical class 0.000 claims abstract description 39
- 238000000034 method Methods 0.000 claims abstract description 27
- 229910052749 magnesium Inorganic materials 0.000 claims description 32
- 239000011777 magnesium Substances 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 11
- FHUODBDRWMIBQP-UHFFFAOYSA-N Ethyl p-anisate Chemical compound CCOC(=O)C1=CC=C(OC)C=C1 FHUODBDRWMIBQP-UHFFFAOYSA-N 0.000 claims description 8
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 150000004820 halides Chemical class 0.000 claims description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims description 4
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 claims description 4
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 claims description 4
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 4
- RGFNRWTWDWVHDD-UHFFFAOYSA-N isobutyl butyrate Chemical compound CCCC(=O)OCC(C)C RGFNRWTWDWVHDD-UHFFFAOYSA-N 0.000 claims description 4
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 4
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical group COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims description 4
- YLYBTZIQSIBWLI-UHFFFAOYSA-N octyl acetate Chemical compound CCCCCCCCOC(C)=O YLYBTZIQSIBWLI-UHFFFAOYSA-N 0.000 claims description 4
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 claims description 4
- 239000005711 Benzoic acid Substances 0.000 claims description 3
- 235000010233 benzoic acid Nutrition 0.000 claims description 3
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical group CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 claims description 3
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 claims description 2
- YYLLIJHXUHJATK-UHFFFAOYSA-N Cyclohexyl acetate Chemical compound CC(=O)OC1CCCCC1 YYLLIJHXUHJATK-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- ICMAFTSLXCXHRK-UHFFFAOYSA-N Ethyl pentanoate Chemical compound CCCCC(=O)OCC ICMAFTSLXCXHRK-UHFFFAOYSA-N 0.000 claims description 2
- JGFBQFKZKSSODQ-UHFFFAOYSA-N Isothiocyanatocyclopropane Chemical compound S=C=NC1CC1 JGFBQFKZKSSODQ-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- UDEWPOVQBGFNGE-UHFFFAOYSA-N benzoic acid n-propyl ester Natural products CCCOC(=O)C1=CC=CC=C1 UDEWPOVQBGFNGE-UHFFFAOYSA-N 0.000 claims description 2
- 229960002903 benzyl benzoate Drugs 0.000 claims description 2
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 claims description 2
- PWLNAUNEAKQYLH-UHFFFAOYSA-N butyric acid octyl ester Natural products CCCCCCCCOC(=O)CCC PWLNAUNEAKQYLH-UHFFFAOYSA-N 0.000 claims description 2
- VGWJKDPTLUDSJT-UHFFFAOYSA-N diethyl dimethyl silicate Chemical compound CCO[Si](OC)(OC)OCC VGWJKDPTLUDSJT-UHFFFAOYSA-N 0.000 claims description 2
- IWYBVQLPTCMVFO-UHFFFAOYSA-N ethyl 2,2-dichloroacetate Chemical compound CCOC(=O)C(Cl)Cl IWYBVQLPTCMVFO-UHFFFAOYSA-N 0.000 claims description 2
- JJOYCHKVKWDMEA-UHFFFAOYSA-N ethyl cyclohexanecarboxylate Chemical compound CCOC(=O)C1CCCCC1 JJOYCHKVKWDMEA-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- HQKSINSCHCDMLS-UHFFFAOYSA-N ethyl naphthalene-2-carboxylate Chemical compound C1=CC=CC2=CC(C(=O)OCC)=CC=C21 HQKSINSCHCDMLS-UHFFFAOYSA-N 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- JSLCOZYBKYHZNL-UHFFFAOYSA-N isobutyric acid butyl ester Natural products CCCCOC(=O)C(C)C JSLCOZYBKYHZNL-UHFFFAOYSA-N 0.000 claims description 2
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 claims description 2
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 claims description 2
- 229940095102 methyl benzoate Drugs 0.000 claims description 2
- DDIZAANNODHTRB-UHFFFAOYSA-N methyl p-anisate Chemical compound COC(=O)C1=CC=C(OC)C=C1 DDIZAANNODHTRB-UHFFFAOYSA-N 0.000 claims description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 2
- UUIQMZJEGPQKFD-UHFFFAOYSA-N n-butyric acid methyl ester Natural products CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 claims description 2
- VECVSKFWRQYTAL-UHFFFAOYSA-N octyl benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1 VECVSKFWRQYTAL-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 claims description 2
- 229940090181 propyl acetate Drugs 0.000 claims description 2
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 2
- 229940095070 tetrapropyl orthosilicate Drugs 0.000 claims description 2
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 claims description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 2
- KFSQJVOLYQRELE-HWKANZROSA-N (e)-2-ethylbut-2-enoic acid Chemical compound CC\C(=C/C)C(O)=O KFSQJVOLYQRELE-HWKANZROSA-N 0.000 claims 1
- WVWZECQNFWFVFW-UHFFFAOYSA-N methyl 2-methylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C WVWZECQNFWFVFW-UHFFFAOYSA-N 0.000 claims 1
- OLXYLDUSSBULGU-UHFFFAOYSA-N methyl pyridine-4-carboxylate Chemical compound COC(=O)C1=CC=NC=C1 OLXYLDUSSBULGU-UHFFFAOYSA-N 0.000 claims 1
- 239000010936 titanium Substances 0.000 abstract description 103
- 229910052719 titanium Inorganic materials 0.000 abstract description 86
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract description 84
- 239000007787 solid Substances 0.000 abstract description 63
- 238000006116 polymerization reaction Methods 0.000 abstract description 36
- 150000001875 compounds Chemical class 0.000 abstract description 34
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 22
- 239000005977 Ethylene Substances 0.000 abstract description 22
- 150000003609 titanium compounds Chemical class 0.000 abstract description 19
- 230000000379 polymerizing effect Effects 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 31
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 25
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
- 150000002430 hydrocarbons Chemical group 0.000 description 22
- 239000002245 particle Substances 0.000 description 18
- 150000002148 esters Chemical class 0.000 description 17
- 239000002253 acid Substances 0.000 description 16
- 125000004432 carbon atom Chemical group C* 0.000 description 15
- 229920000642 polymer Polymers 0.000 description 15
- 229910052736 halogen Inorganic materials 0.000 description 14
- 150000002367 halogens Chemical class 0.000 description 14
- 229930195733 hydrocarbon Natural products 0.000 description 12
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- 125000005234 alkyl aluminium group Chemical group 0.000 description 7
- 229920000098 polyolefin Polymers 0.000 description 7
- 238000001556 precipitation Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- 239000003701 inert diluent Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002685 polymerization catalyst Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 5
- 229910001629 magnesium chloride Inorganic materials 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 4
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000007810 chemical reaction solvent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- MQHNKCZKNAJROC-UHFFFAOYSA-N dipropyl phthalate Chemical compound CCCOC(=O)C1=CC=CC=C1C(=O)OCCC MQHNKCZKNAJROC-UHFFFAOYSA-N 0.000 description 3
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 150000003961 organosilicon compounds Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- XBVQSAIISGFAAS-UHFFFAOYSA-N CC(C)O[Mg] Chemical compound CC(C)O[Mg] XBVQSAIISGFAAS-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 229910010199 LiAl Inorganic materials 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- YZBOVSFWWNVKRJ-UHFFFAOYSA-N Monobutylphthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(O)=O YZBOVSFWWNVKRJ-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
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- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- OJAJJFGMKAZGRZ-UHFFFAOYSA-N trimethyl(phenoxy)silane Chemical compound C[Si](C)(C)OC1=CC=CC=C1 OJAJJFGMKAZGRZ-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
- 238000004260 weight control Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
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Description
以下に本発明のいくつかの面の基本的な理解を提供する目的で本発明の簡単な要約を示す。本要約は本発明の広範な概説ではない。本発明の鍵となるか或は重要な要素を示すことを意図するものでなくかつ本発明の範囲を限定するものでもない。むしろ、本要約の目的は単に本明細書の以下に示すより詳細な説明の前置きとして本発明のいくつかの概念を簡単な形態で示すことにある。
モノエステルを用いないで作られた同様な固体状チタン触媒成分に比べて触媒活性が向上した固体状チタン触媒成分がもたらされる。アルキルシリケートおよびモノエステルを用いて製造した固体状チタン触媒成分を用いてポリエチレンを製造すると、アルキルシリケートおよびモノエステルを用いないで作られた同様な固体状チタン触媒成分を用いた時に比べて、水素の使用量を少なくしながら望ましいメルトフロー率および分子量を示すポリエチレンを生じさせることができる。従って、本発明は、また、ポリエチレンの製造方法も提供し、この方法は、マグネシウム化合物とアルキルシリケートとモノエステルから製造した担体およびチタン化合物を含有する固体状チタン触媒成分を用いてエチレンを重合させることを伴う。
本発明は触媒担体、固体状チタン触媒成分、触媒系、触媒担体の製造方法、固体状チタン触媒成分の製造方法、触媒系の製造方法、およびポリエチレン[線状ポリエチレン(HDPE)および線状低密度ポリエチレン(LLDPE)を包含]の製造方法に関する。
リエチレン生成物の特性(メルトフロー率、ガラス転移温度、分子量、膨張/収縮を誘発する温度係数(coefficients of temperature induced expansion/contraction)、流動性の向上など)を向上した度合で制御することができることに貢献している。固体状チタン触媒成分を生じさせる時にアルキルシリケートおよびモノエステルを用いるとポリエチレンを製造する時に気相方法を用いることが可能になる。
合物は液状または固体状態であり得る。
Ti(OR)gX4−g (I)
[式中、Rは炭化水素基、好適には炭素原子数が1から約4のアルキルを表し、Xはハロゲン原子を表し、そして0≦g≦4である]
で表される四価チタン化合物である。そのようなチタン化合物の具体例には、四ハロゲン化チタン、例えばTiCl4、TiBr4およびTiI4など、アルコキシチタントリハライド、例えばTi(OCH3)Cl3、Ti(OC2H5)Cl3、Ti(O−n−C
4H9)Cl3、Ti(OC2H5)Br3およびTi(O−iso−C4H9)Br3など、ジアルコキシチタンジハライド、例えばTi(OCH3)2Cl2、Ti(OC2H5)2Cl2、Ti(O−n−C4H9)2Cl2およびTi(OC2H5)2Br2など、トリアルコキシチタンモノハライド、例えばTi(OCH3)3Cl、Ti(OC2H5)3Cl、Ti(O−n−C4H9)3ClおよびTi(OC2H5)3Brなど、およびテトラアルコキシチタン、例えばTi(OCH3)4、Ti(OC2H5)4およびTi(O−n−C4H9)4などが含まれる。そのようなチタン化合物は個別または2種以上の組み合わせで使用可能である。これらは炭化水素化合物またはハロゲン置換炭化水素中の希釈液として使用可能である。
RnSi(OR’)4−n (II)
[式中、RおよびR’は炭化水素基を表し、そしてnは0≦n<4である]
で表される有機ケイ素化合物を内部電子供与体として用いることも可能である。前記式(II)で表される有機ケイ素化合物の具体例には、トリメチルメトキシシラン、トリメチルエトキシシラン、ジメチルジメトキシシラン、ジメチルジエトキシシラン、ジイソプロピルジメトキシシラン、t−ブチルメチルジメトキシシラン、t−ブチルメチルジエトキシシラン、t−アミルメチルジエトキシシラン、ジフェニルジメトキシシラン、フェニルメチルジメトキシシラン、ジフェニルジエトキシシラン、ビス−o−トリルジメトキシシラン、ビス−m−トリルジメトキシシラン、ビス−p−トリルジメトキシシラン、ビス−p−トリルジエトキシシラン、ビスエチルフェニルジメトキシシラン、ジシクロヘキシルジメトキシシラン、シクロヘキシルメチルジメトキシシラン、シクロヘキシルメチルジエトキシシラン、エチルトリメトキシシラン、エチルトリエトキシシラン、ビニルトリメトキシシラン、メチルトリメトキシシラン、n−プロピルトリエトキシシラン、デシルトリメトキシシラン、デシルトリエトキシシラン、フェニルトリメトキシシラン、ガンマ−クロロプロピルトリメトキシシラン、メチルトリエトキシシラン、エチルトリエトキシシラン、ビニルトリエトキシシラン、t−ブチルトリエトキシシラン、n−ブチルトリエトキシシラン、イソブチルトリエトキシシラン、フェニルトリエトキシシラン、ガンマ−アミノプロピルトリエトキシシラン、クロロトリエトキシシラン、エチルトリイソプロポキシシラン、ビニルトリブトキシシラン、シクロヘキシルトリメトキシシラン、シクロヘキシルトリエトキシシラン、2−ノルボルナントリメトキシシラン、2−ノルボルナントリエトキシシラン、2−ノルボルナンメチルジメトキシシラン、ケイ酸エチル、ケイ酸ブチル、トリメチルフェノキシシラン、メチルトリアリルオキシシラン、ビニルトリス(ベータ−メトキシエトキシシラン)、ビニルトリアセトキシシランおよびジメチルテトラエトキシジシロキサンが含まれる。
で表される化合物である。1つの態様における置換もしくは非置換炭化水素基が含有する炭素原子の数は1から約30である。R1からR5の置換炭化水素基の例は、ヘテロ原子、例えばN、OおよびSなどを含有する基、例えばC−O−C、COOR、COOH、OH、SO3H、−C−N−C−およびNH2などを有する炭化水素基である。
チル、イソプロピルマロン酸ジエチル、ブチルマロン酸ジエチル、フェニルマロン酸ジエチル、ジエチルマロン酸ジエチル、アリルマロン酸ジエチル、ジイソブチルマロン酸ジエチル、ジ−n−ブチルマロン酸ジエチル、マレイン酸ジメチル、マレイン酸モノオクチル、マレイン酸ジオクチル、マレイン酸ジブチル、ブチルマレイン酸ジブチル、ブチルマレイン酸ジエチル、ベータ−メチルグルタル酸ジイソプロピル、エチルこはく酸ジアリル、フマル酸ジ−2−エチルヘキシル、イタコン酸ジエチル、イタコン酸ジブチル、シトラコン酸ジオクチルおよびシトラコン酸ジメチルなど、脂環式ポリカルボン酸エステル、例えば1,2−シクロヘキサンカルボン酸ジエチル、1,2−シクロヘキサンカルボン酸ジイソブチル、テトラヒドロフタル酸ジエチルおよびナド酸(nadic acid)ジエチルエステルなど、芳香族ポリカルボン酸エステル、例えばフタル酸モノエチル、フタル酸ジメチル、フタル酸メチルエチル、フタル酸モノイソブチル、フタル酸モノ−n−ブチル、フタル酸ジエチル、フタル酸エチルイソブチル、フタル酸エチル−n−ブチル、フタル酸ジ−n−プロピル、フタル酸ジイソプロピル、フタル酸ジ−n−ブチル、フタル酸ジイソブチル、フタル酸ジ−n−ヘプチル、フタル酸ジ−2−エチルヘキシル、フタル酸ジ−n−オクチル、フタル酸ジネオペンチル、フタル酸ジデシル、フタル酸ベンジルブチル、フタル酸ジフェニル、ナフタレンジカルボン酸ジエチル、ナフタレンジカルボン酸ジブチル、トリメリット酸トリエチルおよびトリメリット酸ジブチルなど、および複素環式カルボン酸エステル、例えば3,4−フランジカルボン酸エステルなどが含まれる。ポリヒドロキシ化合物のエステルの具体例には、1,2−ジアセトキシベンゼン、1−メチル−2,3−ジアセトキシベンゼン、2−メチル−2,3−ジアセトキシベンゼン、2,8−ジアセトキシナフタレン、エチレングリコールのジピバレートおよびブタンジオールのピバレートが含まれ得る。ヒドロキシ置換カルボン酸エステルの具体例はサリチル酸ベンゾイルエチル、サリチル酸アセチルイソブチルおよびサリチル酸アセチルメチルである。また、長鎖ジカルボン酸エステル、例えばアジピン酸ジエチル、アジピン酸ジイソブチル、セバシン酸ジイソプロピル、セバシン酸ジ−n−ブチル、セバシン酸ジ−n−オクチルおよびセバシン酸ジ−2−エチルヘキシルなどをポリカルボン酸エステルとして用いて本チタン触媒成分に含有させることも可能である。
ゲン化チタンと不活性希釈剤の混合物で処理する。この作業で用いる四ハロゲン化チタンは、2番目の作業で用いる四ハロゲン化チタンと同じまたは異なる四ハロゲン化チタンである。四ハロゲン化チタンの使用量は本担体中のハロゲン化マグネシウム1モル当たり約1から約20モル、例えば約2から約15モルなどである。この処理を行う温度は約50℃から約150℃、例えば約60℃から約100℃などの範囲である。前記固体状沈澱物の処理で四ハロゲン化チタンと不活性希釈剤の混合物を用いる場合、その処理用溶液に入れる四ハロゲン化チタンの体積%を約10%から約100%にし、その残りは不活性な希釈剤である。
で表される。
一般式R11 mAl(OR12)3−m[式中、R11およびR12は、この上で定義した通りであり、そしてmは、好適には、1.5≦m≦3で表される数である]で表される化合物、一般式R11 mAlX1 3−m[式中、R11は、定義した通りであり、X1はハロゲンであり、そしてmは、好適には、0<m<3で表される数である]で表される化合物、
一般式R11 mAlH3−m[式中、R11は、この上で定義した通りであり、そしてmは、好適には、2≦m<3で表される数である]で表される化合物、および
一般式R11 mAl(OR12)nX1 q[式中、R11およびR12は、定義した通りであり、X1はハロゲンであり、0<3、0≦n<3、m+n+q=”3”である]で表される化合物。
ルアルミニウム、例えばトリイソプレニルアルミニウムなど、ジアルキルアルミニウムアルコキサイド、例えばジエチルアルミニウムエトキサイドおよびジブチルアルミニウムブトキサドなど、アルキルアルミニウムセスキアルコキサイド、例えばエチルアルミニウムセスキエトキサイドおよびブチルアルミニウムセスキブトキサドなど、R11 2.5Al(OR12)0.5で表される平均組成を有する部分アルコキシル化アルキルアルミニウム、ジアルキルアルミニウムハライド、例えばジエチルアルミニウムクロライド、ジブチルアルミニウムクロライドおよびジエチルアルミニウムブロマイドなど、アルキルアルミニウムセスキハライド、例えばエチルアルミニウムセスキクロライド、ブチルアルミニウムセスキクロライドおよびエチルアルミニウムセスキブロマイドなど、部分ハロゲン化アルキルアルミニウム、例えばアルキルアルミニウムジハライド、例えばエチルアルミニウムジクロライド、プロピルアルミニウムジクロライドおよびブチルアルミニウムジブロマイドなど、水素化ジアルキルアルミニウム、例えば水素化ジエチルアルミニウムおよび水素化ジブチルアルミニウムなど、他の部分水素化アルキルアルミニウム、例えば二水素化アルキルアルミニウム、例えば二水素化エチルアルミニウムおよび二水素化プロピルアルミニウムなど、および部分アルコキシル化およびハロゲン化アルキルアルミニウム、例えばエチルアルミニウムエトキシクロライド、ブチルアルミニウムブトキシクロライドおよびエチルアルミニウムエトキシブロマイドなどが含まれる。
(C2H5)2AlOAl(C2H5)2,(C4H9)2AlOAl(C4H9)2,
(C2H5)2AlNAl(C2H5)2
C2H5
およびメチルアルミノキサンである。式(IV)で表される有機アルミニウム化合物の例にはLiAl(C2H5)4およびLiAl(C7H15)4が含まれる。
、反応に関して予め設定しておいたデータを基にしそして/または反応中に作成した試験/測定データを基にして重合工程を監視しそして/または制御してもよい。制御装置を用いてバルブ、流量、システムの中に入る材料の量、反応の条件(温度、反応時間、pHなど)などを前記プロセッサが指示するように制御してもよい。前記プロセッサに重合工程のいろいろな面に関するデータおよび/または重合工程に関与するシステムに関するデータを含有させておいたメモリーを含有させてもよいか或はそれに連結してもよい。
反応槽に塩化マグネシウムを12g、2−エチルヘキサノールを50g、アルミニウムイソプロポキサイドを0.43g、ヘキサメチルジシロキサンを2.5mlおよびヘキサンを200ml仕込む。反応槽の温度を120℃に上昇させて1.5時間保持することで、塩化マグネシウムを完全に溶解させる。前記反応槽を−25℃に冷却した後、150mlのTiCl4を2時間かけて加える。前記反応槽を−15℃、20℃そして90℃に温めたが、各温度毎にそれぞれ15分間、20分間および60分間保持する。濾過を実施した後、TiCl4が60mlでヘキサンが60mlの混合物を前記反応槽に加えそして反応槽の温度を90℃に上昇させて1時間保持する。この反応槽の内容物を濾過し、360mlのヘキサンで4回洗浄した後、窒素下で乾燥させることで触媒を得る。
Claims (4)
- ポリエチレンの製造で用いられる触媒系用の触媒担体を製造する方法であって、
マグネシウム化合物とアルキルシリケートとモノエステルを液状媒体中で接触させることで混合物を生じさせ、そして
前記混合物を加熱することで直径が5ミクロンから60ミクロン(50体積%が基準)の触媒担体を生じさせる、
ことを含んで成り、前記モノエステルが蟻酸メチル、蟻酸ブチル、酢酸エチル、酢酸ビニル、酢酸プロピル、酢酸オクチル、酢酸シクロヘキシル、プロピオン酸エチル、酪酸メチル、酪酸エチル、酪酸イソブチル、吉草酸エチル、ステアリン酸エチル、クロロ酢酸メチル、ジクロロ酢酸エチル、アクリル酸エチル、メタアクリル酸メチル、クロトン酸エチル、シクロヘキサンカルボン酸エチル、安息香酸メチル、安息香酸エチル、安息香酸プロピル、安息香酸ブチル、安息香酸オクチル、安息香酸シクロヘキシル、安息香酸フェニル、安息香酸ベンジル、p−メトキシ安息香酸エチル、p−メチル安息香酸メチル、p−t−ブチル安息香酸エチル、ナフトエ酸エチル、トルイル酸メチル、トルイル酸エチル、トルイル酸アミル、エチル安息香酸エチル、アニス酸メチル、アニス酸エチルおよびエトキシ安息香酸エチルから成る群から選択されることを特徴とする方法。 - 前記液状媒体がアルコールを含んで成り、前記混合物を5分間から15時間加熱しかつ前記混合物を40℃から200℃の温度に加熱する請求項1記載の方法。
- マグネシウム化合物が、ハロゲン化マグネシウム、アルコキシマグネシウムハライド、アリールオキシマグネシウムハライド、アルコキシマグネシウム、アリールオキシマグネシウムおよびマグネシウムのカルボン酸塩より成る群から選択される請求項1記載の方法。
- アルキルシリケートが、テトラメチルオルトシリケート、テトラエチルオルトシリケート、テトラプロピルオルトシリケート、テトラブチルオルトシリケートおよびジエチルジメチルオルトシリケートより成る群から選択される少なくとも1つである請求項1記載の方法。
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US10/879,572 | 2004-06-28 | ||
US10/879,572 US7153803B2 (en) | 2004-06-28 | 2004-06-28 | High activity and good hydrogen response Ziegler-Natta polyethylene catalyst |
PCT/US2005/021890 WO2006012111A1 (en) | 2004-06-28 | 2005-06-20 | High activity and good hydrogen response ziegler-natta polyethylene catalyst |
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JP (1) | JP5348655B2 (ja) |
KR (2) | KR101348058B1 (ja) |
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CN100535023C (zh) | 2009-09-02 |
RU2373227C2 (ru) | 2009-11-20 |
US7153803B2 (en) | 2006-12-26 |
KR101348058B1 (ko) | 2014-01-03 |
KR20120136424A (ko) | 2012-12-18 |
EP1771485B1 (en) | 2014-04-30 |
EP1771485A1 (en) | 2007-04-11 |
CN1976959A (zh) | 2007-06-06 |
MXPA06014950A (es) | 2007-03-21 |
BRPI0512643A (pt) | 2008-04-01 |
RU2007103175A (ru) | 2008-08-10 |
EP1771485B8 (en) | 2014-06-11 |
TR200607478T1 (tr) | 2007-02-21 |
JP2008504398A (ja) | 2008-02-14 |
AR049413A1 (es) | 2006-07-26 |
TW200609253A (en) | 2006-03-16 |
KR20070028596A (ko) | 2007-03-12 |
BRPI0512643B1 (pt) | 2017-05-23 |
US20050288460A1 (en) | 2005-12-29 |
WO2006012111A1 (en) | 2006-02-02 |
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