JP5845259B2 - オレフィン重合体の製造方法 - Google Patents
オレフィン重合体の製造方法 Download PDFInfo
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- JP5845259B2 JP5845259B2 JP2013523788A JP2013523788A JP5845259B2 JP 5845259 B2 JP5845259 B2 JP 5845259B2 JP 2013523788 A JP2013523788 A JP 2013523788A JP 2013523788 A JP2013523788 A JP 2013523788A JP 5845259 B2 JP5845259 B2 JP 5845259B2
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- Prior art keywords
- dimethylsilylene
- bis
- zirconium dichloride
- ethylene
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 229920000098 polyolefin Polymers 0.000 title claims description 28
- 238000000034 method Methods 0.000 title description 16
- 230000008569 process Effects 0.000 title description 2
- -1 (2,2 '-Ethylene) bis (3-methylcyclopentadienyl) zirconium dichloride Chemical compound 0.000 claims description 107
- 238000003756 stirring Methods 0.000 claims description 83
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 71
- 238000006116 polymerization reaction Methods 0.000 claims description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims description 46
- 239000005977 Ethylene Substances 0.000 claims description 37
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- 150000002430 hydrocarbons Chemical group 0.000 claims description 23
- 239000003054 catalyst Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 125000005843 halogen group Chemical group 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 16
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 claims description 14
- 239000012295 chemical reaction liquid Substances 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 9
- 230000000737 periodic effect Effects 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
- 229910052710 silicon Inorganic materials 0.000 claims description 7
- QMBQEXOLIRBNPN-UHFFFAOYSA-L zirconocene dichloride Chemical compound [Cl-].[Cl-].[Zr+4].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 QMBQEXOLIRBNPN-UHFFFAOYSA-L 0.000 claims description 7
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- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 230000009849 deactivation Effects 0.000 claims description 4
- LOKCKYUBKHNUCV-UHFFFAOYSA-L dichlorozirconium;methylcyclopentane Chemical compound Cl[Zr]Cl.C[C]1[CH][CH][CH][CH]1.C[C]1[CH][CH][CH][CH]1 LOKCKYUBKHNUCV-UHFFFAOYSA-L 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000000962 organic group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000004437 phosphorous atom Chemical group 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 claims description 3
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- 125000006267 biphenyl group Chemical group 0.000 claims description 3
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- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 150000002362 hafnium Chemical class 0.000 claims description 3
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- 239000001301 oxygen Substances 0.000 claims description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
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- 125000005647 linker group Chemical group 0.000 claims description 2
- QMUDOHCFQLGPLF-UHFFFAOYSA-L [Cl-].[Cl-].CC1=CC=CC1(C)[Zr++] Chemical compound [Cl-].[Cl-].CC1=CC=CC1(C)[Zr++] QMUDOHCFQLGPLF-UHFFFAOYSA-L 0.000 claims 1
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- 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 18
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
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- 229910052751 metal Inorganic materials 0.000 description 11
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- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 10
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 238000005406 washing Methods 0.000 description 9
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
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- 239000002253 acid Substances 0.000 description 7
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000003446 ligand Substances 0.000 description 6
- 230000003068 static effect Effects 0.000 description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 5
- 238000013019 agitation Methods 0.000 description 5
- 150000001450 anions Chemical class 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 239000007848 Bronsted acid Substances 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000002879 Lewis base Substances 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229910052735 hafnium Inorganic materials 0.000 description 4
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 4
- 150000007527 lewis bases Chemical class 0.000 description 4
- 239000010687 lubricating oil Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002685 polymerization catalyst Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
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- 239000004743 Polypropylene Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 3
- 238000011101 absolute filtration Methods 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 229940069096 dodecene Drugs 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 238000004817 gas chromatography Methods 0.000 description 3
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 3
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- 235000019698 starch Nutrition 0.000 description 3
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- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
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- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
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- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 1
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- NDKKOFVLTKPBSU-UHFFFAOYSA-L [Cl-].[Cl-].Cc1cc2C=CC([Zr++])c2cc1C Chemical compound [Cl-].[Cl-].Cc1cc2C=CC([Zr++])c2cc1C NDKKOFVLTKPBSU-UHFFFAOYSA-L 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- SRHNADOZAAWYLV-XLMUYGLTSA-N alpha-L-Fucp-(1->2)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@@H]([C@@H](NC(C)=O)[C@H](O)O[C@@H]2CO)O[C@H]2[C@H]([C@H](O)[C@H](O)[C@H](C)O2)O)O[C@H](CO)[C@H](O)[C@@H]1O SRHNADOZAAWYLV-XLMUYGLTSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
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- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- CZKMPDNXOGQMFW-UHFFFAOYSA-N chloro(triethyl)germane Chemical compound CC[Ge](Cl)(CC)CC CZKMPDNXOGQMFW-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
- QRUYYSPCOGSZGQ-UHFFFAOYSA-L cyclopentane;dichlorozirconium Chemical compound Cl[Zr]Cl.[CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1 QRUYYSPCOGSZGQ-UHFFFAOYSA-L 0.000 description 1
- JJQHEAPVGPSOKX-UHFFFAOYSA-L cyclopentyl(trimethyl)silane;dichlorozirconium Chemical compound Cl[Zr]Cl.C[Si](C)(C)[C]1[CH][CH][CH][CH]1.C[Si](C)(C)[C]1[CH][CH][CH][CH]1 JJQHEAPVGPSOKX-UHFFFAOYSA-L 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
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- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 1
- JGHYBJVUQGTEEB-UHFFFAOYSA-M dimethylalumanylium;chloride Chemical compound C[Al](C)Cl JGHYBJVUQGTEEB-UHFFFAOYSA-M 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- HORRDWBRNSMTIZ-UHFFFAOYSA-N diphenoxyborinic acid Chemical compound C=1C=CC=CC=1OB(O)OC1=CC=CC=C1 HORRDWBRNSMTIZ-UHFFFAOYSA-N 0.000 description 1
- SKNCDRJPFBIAGA-UHFFFAOYSA-N diphenylarsane Chemical group C=1C=CC=CC=1[AsH]C1=CC=CC=C1 SKNCDRJPFBIAGA-UHFFFAOYSA-N 0.000 description 1
- GPAYUJZHTULNBE-UHFFFAOYSA-N diphenylphosphine Chemical compound C=1C=CC=CC=1PC1=CC=CC=C1 GPAYUJZHTULNBE-UHFFFAOYSA-N 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
- 238000004401 flow injection analysis Methods 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- GNTRBBGWVVMYJH-UHFFFAOYSA-M fluoro(dimethyl)alumane Chemical compound [F-].C[Al+]C GNTRBBGWVVMYJH-UHFFFAOYSA-M 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- AQYCWSHDYILNJO-UHFFFAOYSA-N methyl 6-methyl-3-oxo-4h-1,4-benzoxazine-8-carboxylate Chemical compound N1C(=O)COC2=C1C=C(C)C=C2C(=O)OC AQYCWSHDYILNJO-UHFFFAOYSA-N 0.000 description 1
- DYFFAVRFJWYYQO-UHFFFAOYSA-O methyl(diphenyl)azanium Chemical compound C=1C=CC=CC=1[NH+](C)C1=CC=CC=C1 DYFFAVRFJWYYQO-UHFFFAOYSA-O 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- QJAIOCKFIORVFU-UHFFFAOYSA-N n,n-dimethyl-4-nitroaniline Chemical compound CN(C)C1=CC=C([N+]([O-])=O)C=C1 QJAIOCKFIORVFU-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DYFFAVRFJWYYQO-UHFFFAOYSA-N n-methyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(C)C1=CC=CC=C1 DYFFAVRFJWYYQO-UHFFFAOYSA-N 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- BBEVMUOEYNOTTE-UHFFFAOYSA-N pentamethyl-$l^{5}-stibane Chemical group C[Sb](C)(C)(C)C BBEVMUOEYNOTTE-UHFFFAOYSA-N 0.000 description 1
- 125000002097 pentamethylcyclopentadienyl group Chemical group 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910001494 silver tetrafluoroborate Inorganic materials 0.000 description 1
- KZJPVUDYAMEDRM-UHFFFAOYSA-M silver;2,2,2-trifluoroacetate Chemical compound [Ag+].[O-]C(=O)C(F)(F)F KZJPVUDYAMEDRM-UHFFFAOYSA-M 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- ZNEOHLHCKGUAEB-UHFFFAOYSA-N trimethylphenylammonium Chemical compound C[N+](C)(C)C1=CC=CC=C1 ZNEOHLHCKGUAEB-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-O triphenylphosphanium Chemical compound C1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-O 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/14—Monomers containing five or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/14—Monomers containing five or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/008—Treatment of solid polymer wetted by water or organic solvents, e.g. coagulum, filter cakes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/02—Neutralisation of the polymerisation mass, e.g. killing the catalyst also removal of catalyst residues
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
- C10M107/10—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation containing aliphatic monomer having more than 4 carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
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- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2070/00—Specific manufacturing methods for lubricant compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Description
1.メタロセン触媒存在下、1種以上の炭素数6〜20のα−オレフィンを重合してオレフィン重合体を製造し、前記触媒を失活、脱灰し、脱灰重合反応液を得た後、前記オレフィン重合体を含む脱灰重合反応液と水を混合して、0.1kW/m3以上の撹拌強度で1分以上撹拌して、前記反応液を洗浄するオレフィン重合体の製造方法。
2.前記水との混合に連続流通式撹拌槽を用いる1に記載のオレフィン重合体の製造方法。
3.1又は2に記載のオレフィン重合体の製造方法により得られるオレフィン重合体。
また、油相中の微粒子除去に用いるフィルター負荷が低減するので、フィルター寿命を延長でき、コストダウンが可能となり、生産性の高いプロセスを確立できる。
(C1)(C2)M1X1X2Y1 aY2 b (I)
(式中M1はチタン、ジルコニウム又はハフニウムを表し、C1及びC2は、それぞれ独立に、シクロペンタジエニル基又はインデニル基あるいはそれらのアルキル置換体を表し、C1及びC2は互いに同じでも異なっていてもよい。また、X1、X2は、それぞれ独立に、σ結合性配位子又はキレート性配位子を表し、X1及びX2は互いに同じでも異なっていてもよい。Y1、Y2は、それぞれ独立に、ルイス塩基を表し、Y1及びY2は互いに同じでも異なっていてもよい。a及びbは、それぞれ独立に、0又は1を表す。)
Ra及びRbの好ましい例としては、−CR7R8−、−SiR7R8−、−CR7R8−CR7R8−、及び−SiR7R8−SiR7R8−が挙げられる。
([L1−R26]k+)a([Z]−)b ・・・(VII)
([L2]k+)a([Z]−)b ・・・(VIII)
M1は、周期律表第1〜3、11〜13、17族元素を含むものであり、M2は、周期律表第7〜12族元素を示す。
[Z]−は、非配位性アニオン[Z1]−又は[Z2]−を表す。
[Z1]−は複数の基が元素に結合したアニオン、即ち[M3G1G2・・・Gf]−を表す。ここで、M3は周期律表第5〜15族元素、好ましくは周期律表第13〜15族元素を示す。G1〜Gfはそれぞれ水素原子、ハロゲン原子、炭素数1〜20のアルキル基、炭素数2〜40のジアルキルアミノ基、炭素数1〜20のアルコキシ基、炭素数6〜20のアリール基、炭素数6〜20のアリールオキシ基、炭素数7〜40のアルキルアリール基、炭素数7〜40のアリールアルキル基、炭素数1〜20のハロゲン置換炭化水素基、炭素数1〜20のアシルオキシ基又は有機メタロイド基又は炭素数2〜20のヘテロ原子含有炭化水素基を示す。G1〜Gfのうち二つ以上が環を形成してもよい。fは[(中心金属M3の原子価)+1]の整数を示す。
[Z2]−は酸解離定数の逆数の対数(pKa)が−10以下のブレンステッド酸単独又はブレンステッド酸及びルイス酸の組合わせの共役塩基、又は一般的に超強酸と定義される酸の共役塩基を示す。また、ルイス塩基が配位していてもよい。
(R31)vAlQ3−v ・・・(IX)
(式中、R31は炭素数1〜10のアルキル基、Qは水素原子、炭素数1〜20のアルコキシ基,炭素数6〜20のアリール基又はハロゲン原子を示し、vは1〜3の整数である。)で示される化合物が用いられる。
重合条件については、重合温度は通常0〜200℃、好ましくは30〜150℃、より好ましくは40〜120℃である。また、原料モノマーに対する触媒の使用割合は、原料モノマー/上記(A)成分(モル比)が好ましくは1〜108,特に100〜105となることが好ましい。さらに、重合時間は通常5分〜20時間、反応圧力は好ましくは常圧〜0.2MPaG、特に好ましくは常圧〜0.1MPaGである。
洗浄液と混合する前に、油相を1−デセン等の有機溶剤と混合して液粘度を調節してもよい。
撹拌時間(接触混合時間)が長いほど微粒子が除去されるため、フィルター寿命の延長効果が高い。一方、撹拌時間が長すぎると経済的でない。
また、洗浄は連続でもバッチでもよい。
撹拌槽を用いることにより、油相中の固体微粒子を効果的に洗浄することができるため、フィルター詰まりを顕著に低減できる。
また、特殊な強撹拌を行う場合、例えば、撹拌強度5.0kW/m3の場合、撹拌時間は1分以上であり、通常よりもやや強い撹拌を行う場合、例えば、撹拌強度1.5kW/m3の場合、撹拌時間は2分以上であり、一般的な強さの場合、例えば、撹拌強度0.8kW/m3の場合、撹拌時間は3分以上である。
滞留時間が数分〜1時間程度であれば、撹拌槽は現実的なサイズであり、十分実現可能なレベルである。
尚、上記公称濾過精度及び絶対濾過精度について、「絶対濾過精度」とは、表示している径の粒子を99.9%以上捕捉することをいい、「公称濾過精度」とは、表示している径の粒子を80%以上捕捉することをいう。
用いるバグフィルターのフィルターの材質は特に限定されず、例えばナイロンからなるフィルター、ポリプロピレンからなるフィルター等のいずれでもよいが、好ましくはポリプロピレンからなるフィルターである。
一般にフィルターは、低い圧力損失で処理した方が、寿命や必要動力の観点から好ましい。圧力損失が高い場合、濾過面積がより大きくしないと処理ができなくなるおそれがある。バグフィルターのフィルターがポリプロピレンからなる場合、フィルターの構造上、低い圧力損失で高い濾過精度を得ることができるため、ポンプ等の動力を小さくすることができる。
通常、脱灰後の重合反応液に含まれる固体微粒子は微量であり、直接定量することが困難である。そのため、脱灰後の重合反応液に含まれる固体微粒子の含有量は、フィルター詰まりで評価できる。フィルター詰まりは、重合反応液を実際にフィルターを通液させ、その差圧と通過線速と液粘度と濾過面積と積算通液量とから評価することができる。
尚、フィルター寿命は、上記の差圧が許容値限界まで達して、所望の処理速度が得られなくなるまでの時間とする。
しかしながら、通液時の液体温度が高すぎると、重合反応液に含まれる軽質分が揮発して気液混相流となり、線速が上昇して圧力損失が上昇する恐れがある。また、重合反応物が熱により分解して、品質を悪化させる恐れがある。
従って、フィルター通液時の液体温度は好ましくは40〜100℃であり、より好ましくは60〜90℃である。このため、洗浄液を40〜100℃に温めて洗浄すると好ましい。
また、フィルターを連続運転で使用し続けるためには、固体微粒子の除去率は通常98.5%以上が必要である。
[触媒の調製]
ステンレス製撹拌槽に窒素雰囲気下でトルエン1リットルあたり、トリイソブチルアルミニウムを500ミリモル、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)−ビス(シクロペンタジエニル)ジルコニウムジクロリドを10ミリモル、及び粉末状のN,N−ジメチルアニリニウムテトラキス(ペンタフルオロフェニル)ボレートを20ミリモル溶解させ、1−オクテン0.1リットルを加えて、室温で1時間撹拌し、触媒混合液を調製した。
内容積15m3のステンレス製撹拌槽に、原料モノマー(1−オクテン4450kg、1−ドデセン6660kg)と、トリイソブチルアルミニウム1.484kgを入れて、108℃に昇温し、水素を0.02MPaG導入した。
撹拌しながら上記の触媒混合液2.6リットルを30分に1回投入した。触媒混合液を30回投入後、さらに1時間撹拌し、重合反応を行った。
この重合反応液のモノマー転化率は92%であり、40℃における液粘度は53.5mPa・sであった。
(1)転化率
試料0.05gをジクロロメタン5mlに溶解してガスクロマトグラフィー(GC)を用いて算出した。
(GC測定条件)
カラム:HT−SIMDISTCB(5m×0.53mmφ,膜厚:0.17μm)
カラム温度:40℃(0.1min)、20℃/minで420℃まで上昇、420℃(15min)
注入口(COC)温度:オーブントラック
検出器(FID)温度:440℃
キャリアガス:He
線速度:40cm/sec
モード:コンスタントフロー
注入量:0.5μl
(2)液粘度
エー・アンド・デイ株式会社製の音叉型振動式粘度計で測定した。
撹拌槽に、1wt%水酸化ナトリウム水溶液を2000kg加えて、1時間撹拌混合した後、1時間静置して油水を分離した。この撹拌槽から、脱灰油相(重合反応液)を抜き出した。
その後、この脱灰油相180gと1−デセン180gを混合して、40℃における液粘度を2.8mPa・sに調整し、脱灰希釈油を得た。
合成例1で得た脱灰希釈油を、ジャケット付のバッチ式撹拌槽に仕込み、ジャケットを温水で80℃に加温しながら、純水を油水比(純水/脱灰希釈油)0.25[vol/vol]で加えて30分間撹拌した。撹拌強度は0.14kW/m3(撹拌回転数300rpm)とした。
この際、撹拌槽内では、油相中に水相が分散しているW/O(Water in Oil)分散であったが、ほとんどの水相(水滴)は、油相中で均一に分散し、混合は十分に行われていることを目視で確認した。結果を表1に示す。
撹拌後、15分間静置して、油相を抜き出し、バグフィルター(イートン社製、ACCUGAFフィルターバッグ(型番:AGF53))の濾布に通液した。濾布前後の差圧(ΔP)、液粘度(μ)、通過線速(u)、濾過面積(A)、積算通液量(V)からフィルターの目詰まりを評価した。結果を図1に示す。
合成例1で得た脱灰希釈油を、ジャケット付のバッチ式撹拌槽に仕込み、ジャケットを温水で80℃に加温しながら、純水を油水比(純水/脱灰希釈油)0.25[vol/vol]で加えて4分間撹拌した。撹拌強度は0.63kW/m3(撹拌回転数500rpm)とした。
この際、撹拌槽内では、油相中に水相が分散しているW/O分散であったが、ほとんどの水相(水滴)は、油相中で均一に分散し、混合は十分に行われていることを目視で確認した。結果を表1に示す。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図1に示す。
合成例1で得た脱灰希釈油を、ジャケット付のバッチ式撹拌槽に仕込み、ジャケットを温水で80℃に加温しながら、純水を油水比(純水/脱灰希釈油)0.25[vol/vol]で加えて30分間撹拌した。撹拌強度は0.01kW/m3(撹拌回転数200rpm)とした。
この際、撹拌槽内では、油相中に水相が分散しているW/O分散であったが、ほとんどの水相(水滴)は油相の下の方に沈降した状態で、混合が十分には行われていなかった。結果を表1に示す。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図1に示す。
合成例1で得た脱灰希釈油を、ガラス製シュレンク瓶に仕込み、外壁をテープヒーターで80℃に加温しながら、油水比(純水/脱灰希釈油)0.25[vol/vol]で純水を加えて、10分間マグネチックスターラーで撹拌した。撹拌強度は0.04kW/m3(撹拌回転数450rpm)とした。
この際、撹拌槽内では、油相中に水相が分散しているW/O分散であったが、ほとんどの水相(水滴)は油相の下の方に沈降した状態で、混合が十分には行われていなかった。結果を表1に示す。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図1に示す。
[重合反応]
内容積30Lのステンレス製撹拌槽に、原料モノマー(1−オクテン5.2kg、1−ドデセン8.0kg)と、トリイソブチルアルミニウム9ミリモル(1ミリモル/ミリリットルのトルエン溶液9ミリリットル)を入れて、95℃に昇温し、水素を0.02MPaG導入した。
内容積20Lのステンレス製容器に撹拌子と、1−デセン5kg、1wt%水酸化ナトリウム水溶液2kgを仕込み、窒素雰囲気で、上記重合反応液5kgを移送した。容器内を撹拌子で1時間撹拌混合した後、1時間静置して油水を分離した。この撹拌槽から油相を抜き出した。この油相の液粘度は、40℃において3.5mPa・sであった。
合成例2で得た油相と純水を、油水比(純水/脱灰希釈油)0.25[vol/vol]で、スタティックミキサー(SM)(ノリタケ製、型番1/4−N40−172−0)に通液して油水混合した。表1に示すように、撹拌時間は0.2秒、撹拌強度は280kW/m3とした。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図2に示す。
この比較例ではSMによる洗浄を2回行った。具体的には、比較例3の水洗後さらに、油相と純水を、油水比(純水/脱灰希釈油)0.25[vol/vol]で、スタティックミキサー(ノリタケ製、型番1/4−N40−172−0)に通液して油水混合した。表1に示すように、撹拌時間は0.2秒、撹拌強度は260kW/m3とした。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図2に示す。
この比較例ではSMによる洗浄を3回行った。具体的には、比較例4の水洗後さらに、油相と純水を、油水比(純水/脱灰希釈油)0.25[vol/vol]で、スタティックミキサー(ノリタケ製、型番1/4−N40−172−0)に通液して油水混合した。表1に示すように、撹拌時間は0.2秒、撹拌強度は240kW/m3とした。
撹拌後、実施例1と同様にフィルターの目詰まりを評価した。結果を図2に示す。
図3,4より、脱灰後の水洗による固体微粒子の除去効果は、撹拌時間によって異なることが分かる。
この明細書に記載の文献及び本願のパリ優先の基礎となる日本出願明細書の内容を全てここに援用する。
Claims (5)
- 下記一般式(III)で表されるメタロセン触媒存在下、1種以上の炭素数6〜20のα−オレフィンを重合してオレフィン重合体を製造し、前記触媒を失活、脱灰し、脱灰重合反応液を得た後、前記オレフィン重合体を含む脱灰重合反応液と水を混合して、0.1kW/m3以上の撹拌強度で1分以上撹拌して、前記反応液を洗浄し、洗浄された反応液をろ過して、オレフィン重合体を得るオレフィン重合体の製造方法。
- 前記水との混合に連続流通式撹拌槽を用いる請求項1に記載のオレフィン重合体の製造方法。
- 前記一般式(III)で表されるメタロセン触媒が、(1,1’−エチレン)(2,2’−エチレン)ビスシクロペンタジエニルジルコニウムジクロリド、(1,1’−エチレン)(2,2’−エチレン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−エチレン)(2,2’−エチレン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−エチレン)(2,2’−エチレン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−エチレン)(2,2’−エチレン)ビス(3,5−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビスシクロペンタジエニルジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(3,5−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−エチレン)ビスシクロペンタジエニルジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−エチレン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−エチレン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−エチレン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−エチレン)ビス(3,5−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−ジメチルシリレン)ビスシクロペンタジエニルジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−ジメチルシリレン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−ジメチルシリレン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−ジメチルシリレン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−ジメチルシリレン)ビス(3,5−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−イソプロピリデン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−イソプロピリデン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−イソプロピリデン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−イソプロピリデン)(2,2’−イソプロピリデン)ビス(3,5−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、及びそれらのジメチル体、ジエチル体、ジヒドロ体、ジフェニル体、ジベンジル体、並びにそれらのチタン錯体及びハフニウム錯体からなる群から選択される少なくとも1つである請求項1又は2に記載のオレフィン重合体の製造方法。
- 前記一般式(III)で表されるメタロセン触媒が、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビスシクロペンタジエニルジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(3−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(4−メチルシクロペンタジエニル)ジルコニウムジクロリド、(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)ビス(3,4−ジメチルシクロペンタジエニル)ジルコニウムジクロリド、及び(1,1’−ジメチルシリレン)(2,2’−ジメチルシリレン)からなる群から選択される少なくとも1つである請求項1又は2に記載のオレフィン重合体の製造方法。
- 前記失活、脱灰において、アルコール、水、酸水溶液、アルカリ水溶液及び含酸素化合物の水溶液からなる群らか選ばれる失活剤を用いる請求項1〜4のいずれかに記載のオレフィン重合体の製造方法。
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