JP5470745B2 - 変性粘土鉱物、オレフィン重合用触媒およびポリオレフィンの製造方法 - Google Patents
変性粘土鉱物、オレフィン重合用触媒およびポリオレフィンの製造方法 Download PDFInfo
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- JP5470745B2 JP5470745B2 JP2008134285A JP2008134285A JP5470745B2 JP 5470745 B2 JP5470745 B2 JP 5470745B2 JP 2008134285 A JP2008134285 A JP 2008134285A JP 2008134285 A JP2008134285 A JP 2008134285A JP 5470745 B2 JP5470745 B2 JP 5470745B2
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- Prior art keywords
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- hydrochloride
- zirconium dichloride
- carbon atoms
- clay mineral
- Prior art date
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- 239000002734 clay mineral Substances 0.000 title claims description 100
- 239000003054 catalyst Substances 0.000 title claims description 35
- 150000001336 alkenes Chemical class 0.000 title claims description 30
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 30
- 238000006116 polymerization reaction Methods 0.000 title claims description 26
- 238000004519 manufacturing process Methods 0.000 title claims description 25
- 229920000098 polyolefin Polymers 0.000 title claims description 24
- -1 ether compound Chemical class 0.000 claims description 458
- 125000004432 carbon atom Chemical group C* 0.000 claims description 54
- 150000001768 cations Chemical class 0.000 claims description 38
- 239000011229 interlayer Substances 0.000 claims description 22
- 125000005843 halogen group Chemical group 0.000 claims description 20
- 150000008040 ionic compounds Chemical class 0.000 claims description 20
- 229910052744 lithium Inorganic materials 0.000 claims description 20
- 239000002685 polymerization catalyst Substances 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 15
- 150000001450 anions Chemical class 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 150000003623 transition metal compounds Chemical class 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 9
- 150000008282 halocarbons Chemical group 0.000 claims description 9
- 230000000737 periodic effect Effects 0.000 claims description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- 229910052796 boron Inorganic materials 0.000 claims description 4
- 239000010410 layer Substances 0.000 claims description 4
- 150000002641 lithium Chemical group 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052735 hafnium Inorganic materials 0.000 claims description 3
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 125000004436 sodium atom Chemical group 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 229910052696 pnictogen Inorganic materials 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 9
- 125000004429 atom Chemical group 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 57
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 40
- 150000001875 compounds Chemical class 0.000 description 34
- 239000007983 Tris buffer Substances 0.000 description 31
- VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 31
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 30
- 239000002002 slurry Substances 0.000 description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 21
- 238000000034 method Methods 0.000 description 19
- 150000002430 hydrocarbons Chemical group 0.000 description 18
- 229910052757 nitrogen Inorganic materials 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 17
- 239000000243 solution Substances 0.000 description 17
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 15
- 239000002904 solvent Substances 0.000 description 14
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000006228 supernatant Substances 0.000 description 11
- 239000004927 clay Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 9
- 235000019441 ethanol Nutrition 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- RXTJYZGQYBJVSE-UHFFFAOYSA-L [Cl-].[Cl-].C1C2=CC=CC=C2C2=C1C([Zr+2])=CC=C2 Chemical compound [Cl-].[Cl-].C1C2=CC=CC=C2C2=C1C([Zr+2])=CC=C2 RXTJYZGQYBJVSE-UHFFFAOYSA-L 0.000 description 8
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 229910052740 iodine Inorganic materials 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- OLFPYUPGPBITMH-UHFFFAOYSA-N tritylium Chemical compound C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1 OLFPYUPGPBITMH-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
- 229910052794 bromium Inorganic materials 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 6
- 239000011630 iodine Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000005341 cation exchange Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 125000001624 naphthyl group Chemical group 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- BOXSCYUXSBYGRD-UHFFFAOYSA-N cyclopenta-1,3-diene;iron(3+) Chemical compound [Fe+3].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 BOXSCYUXSBYGRD-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 4
- 125000005504 styryl group Chemical group 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 125000003944 tolyl group Chemical group 0.000 description 4
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- XJTQEAXBIXXILJ-UHFFFAOYSA-L CC(C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1=CC=CC2=C1CC1=CC=CC=C21 Chemical compound CC(C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1=CC=CC2=C1CC1=CC=CC=C21 XJTQEAXBIXXILJ-UHFFFAOYSA-L 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- CUNOWIAFMVDUKZ-UHFFFAOYSA-L Cl[Zr](Cl)(C1C=CC=C1)(C1C=CC=C1)=[Si](C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound Cl[Zr](Cl)(C1C=CC=C1)(C1C=CC=C1)=[Si](C1=CC=CC=C1)C1=CC=CC=C1 CUNOWIAFMVDUKZ-UHFFFAOYSA-L 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- QAHYSATYLGMNPK-UHFFFAOYSA-L [Cl-].[Cl-].C(C)(C)(C)C1=C(C=2CC3=CC(=CC=C3C2C=C1)C(C)(C)C)[Zr+2] Chemical compound [Cl-].[Cl-].C(C)(C)(C)C1=C(C=2CC3=CC(=CC=C3C2C=C1)C(C)(C)C)[Zr+2] QAHYSATYLGMNPK-UHFFFAOYSA-L 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 125000006267 biphenyl group Chemical group 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- OJOSABWCUVCSTQ-UHFFFAOYSA-N cyclohepta-2,4,6-trienylium Chemical compound C1=CC=C[CH+]=C[CH]1 OJOSABWCUVCSTQ-UHFFFAOYSA-N 0.000 description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 229910052618 mica group Inorganic materials 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- XMGMFRIEKMMMSU-UHFFFAOYSA-N phenylmethylbenzene Chemical group C=1C=CC=CC=1[C]C1=CC=CC=C1 XMGMFRIEKMMMSU-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- OIAQMFOKAXHPNH-UHFFFAOYSA-N 1,2-diphenylbenzene Chemical compound C1=CC=CC=C1C1=CC=CC=C1C1=CC=CC=C1 OIAQMFOKAXHPNH-UHFFFAOYSA-N 0.000 description 2
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-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
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 2
- 125000005917 3-methylpentyl group Chemical group 0.000 description 2
- 125000004920 4-methyl-2-pentyl group Chemical group CC(CC(C)*)C 0.000 description 2
- DLFKJPZBBCZWOO-UHFFFAOYSA-N 8-methyl-n,n-bis(8-methylnonyl)nonan-1-amine Chemical compound CC(C)CCCCCCCN(CCCCCCCC(C)C)CCCCCCCC(C)C DLFKJPZBBCZWOO-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- UZVGSZNUFWADIM-UHFFFAOYSA-L CC(C)(C)C(C=C1C2)=CC=C1C1=C2C([Zr+2](C2C3=CC=CC=C3C=C2)=[Si](C2=CC=CC=C2)C2=CC=CC=C2)=C(C(C)(C)C)C=C1.[Cl-].[Cl-] Chemical compound CC(C)(C)C(C=C1C2)=CC=C1C1=C2C([Zr+2](C2C3=CC=CC=C3C=C2)=[Si](C2=CC=CC=C2)C2=CC=CC=C2)=C(C(C)(C)C)C=C1.[Cl-].[Cl-] UZVGSZNUFWADIM-UHFFFAOYSA-L 0.000 description 2
- MVLVIRLNEXPAMJ-UHFFFAOYSA-L CC(C)(C)C(C=C1C2)=CC=C1C1=C2C([Zr+2](C2C3=CC=CC=C3C=C2C)=[Si](C2=CC=CC=C2)C2=CC=CC=C2)=C(C(C)(C)C)C=C1.[Cl-].[Cl-] Chemical compound CC(C)(C)C(C=C1C2)=CC=C1C1=C2C([Zr+2](C2C3=CC=CC=C3C=C2C)=[Si](C2=CC=CC=C2)C2=CC=CC=C2)=C(C(C)(C)C)C=C1.[Cl-].[Cl-] MVLVIRLNEXPAMJ-UHFFFAOYSA-L 0.000 description 2
- BUTYDLYBDFLLGP-UHFFFAOYSA-L CC1=CC(C)=CC1[Zr+2](C1=CC=CC2=C1CC1=CC=CC=C21)=[Si](C1=CC=CC=C1)C1=CC=CC=C1.[Cl-].[Cl-] Chemical compound CC1=CC(C)=CC1[Zr+2](C1=CC=CC2=C1CC1=CC=CC=C21)=[Si](C1=CC=CC=C1)C1=CC=CC=C1.[Cl-].[Cl-] BUTYDLYBDFLLGP-UHFFFAOYSA-L 0.000 description 2
- VLVZTVXICGANAR-UHFFFAOYSA-L C[Si](C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1C=CC2=CC=CC=C12 Chemical compound C[Si](C)=[Zr](Cl)(Cl)(C1C=CC=C1)C1C=CC2=CC=CC=C12 VLVZTVXICGANAR-UHFFFAOYSA-L 0.000 description 2
- NZDLIIBVQQCHBI-UHFFFAOYSA-L Cl[Zr]Cl.CC1=C[CH]C=C1 Chemical compound Cl[Zr]Cl.CC1=C[CH]C=C1 NZDLIIBVQQCHBI-UHFFFAOYSA-L 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
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- MCRLVVPGEBULEX-UHFFFAOYSA-L [Cl-].[Cl-].C(C)(C)=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C(=CC=C1C)C Chemical compound [Cl-].[Cl-].C(C)(C)=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C(=CC=C1C)C MCRLVVPGEBULEX-UHFFFAOYSA-L 0.000 description 2
- SSBZEFBGQCOEIH-UHFFFAOYSA-L [Cl-].[Cl-].C1(=CC=CC=C1)C(C1=CC=CC=C1)=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 Chemical compound [Cl-].[Cl-].C1(=CC=CC=C1)C(C1=CC=CC=C1)=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC1=2)C1C=CC=C1 SSBZEFBGQCOEIH-UHFFFAOYSA-L 0.000 description 2
- JJUQUNVCSBPSEG-UHFFFAOYSA-L [Cl-].[Cl-].C=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC12)C1C=C(C=C1C)C Chemical compound [Cl-].[Cl-].C=[Zr+2](C1=CC=CC=2C3=CC=CC=C3CC12)C1C=C(C=C1C)C JJUQUNVCSBPSEG-UHFFFAOYSA-L 0.000 description 2
- YCLSQFFPNADFHQ-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1=C(C=CC=2C3=CC=C(C=C3CC12)C(C)(C)C)C(C)(C)C)C1C=CC2=CC=CC=C12)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1=C(C=CC=2C3=CC=C(C=C3CC12)C(C)(C)C)C(C)(C)C)C1C=CC2=CC=CC=C12)C YCLSQFFPNADFHQ-UHFFFAOYSA-L 0.000 description 2
- POEBUOZNLKHVNW-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](=[Zr+2](C1=C(C=CC=2C3=CC=C(C=C3CC1=2)C(C)(C)C)C(C)(C)C)C1C(=CC=C1C)C)C Chemical compound [Cl-].[Cl-].C[Si](=[Zr+2](C1=C(C=CC=2C3=CC=C(C=C3CC1=2)C(C)(C)C)C(C)(C)C)C1C(=CC=C1C)C)C POEBUOZNLKHVNW-UHFFFAOYSA-L 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
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- 230000000704 physical effect Effects 0.000 description 1
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- 125000001424 substituent group Chemical group 0.000 description 1
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- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 1
- JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- IDXDWPWXHTXJMZ-UHFFFAOYSA-N tris(2,4,6-trimethylphenyl)phosphane Chemical compound CC1=CC(C)=CC(C)=C1P(C=1C(=CC(C)=CC=1C)C)C1=C(C)C=C(C)C=C1C IDXDWPWXHTXJMZ-UHFFFAOYSA-N 0.000 description 1
- BIPFTJPEICZJRX-UHFFFAOYSA-N tris(2-methylphenyl)phosphane;hydrochloride Chemical compound Cl.CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C BIPFTJPEICZJRX-UHFFFAOYSA-N 0.000 description 1
- MILOMCIWZLGIEE-UHFFFAOYSA-N tris(4-methylphenyl)phosphane;hydrochloride Chemical compound [Cl-].C1=CC(C)=CC=C1[PH+](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 MILOMCIWZLGIEE-UHFFFAOYSA-N 0.000 description 1
- RKPWAHQNLQXPPH-UHFFFAOYSA-N tris(6-methylheptyl)alumane Chemical compound CC(C)CCCCC[Al](CCCCCC(C)C)CCCCCC(C)C RKPWAHQNLQXPPH-UHFFFAOYSA-N 0.000 description 1
- RTAKQLTYPVIOBZ-UHFFFAOYSA-N tritert-butylalumane Chemical compound CC(C)(C)[Al](C(C)(C)C)C(C)(C)C RTAKQLTYPVIOBZ-UHFFFAOYSA-N 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Polymerization Catalysts (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
- Catalysts (AREA)
Description
[C]a[A]b (14)
[M4L2 z]a[A]b (15)
一般式(1)、(14)および(15)で表される化合物中の[A]はアニオンであり、例えばフッ素イオン、塩素イオン、臭素イオン、ヨウ素イオン、硫酸イオン、硝酸イオン、リン酸イオン、過塩素酸イオン、シュウ酸イオン、クエン酸イオン、コハク酸イオン、テトラフルオロホウ酸イオンまたはヘキサフルオロリン酸イオン等を例示することができる。
一般式(2)中、[M2(R3)m(R4−L1)n]はアニオンであり、M2は周期表の第13族元素であり、R3は互いに同一であっても異なっていてもよく、炭素数1〜20の炭化水素基、ハロゲン化炭化水素基、アルコキシ基またはハロゲン原子であり、R4は炭素数1〜20の炭化水素基、ハロゲン化炭化水素基であり、L1は水素原子、リチウム原子、ナトリウム原子、カリウム原子、炭素数1〜20のシリル基、アルコキシ基含有シリル基、ハロゲン化シリル基またはハロゲン原子であり、m、nはそれぞれ1〜3の整数でm+n=4であり、[D]は1価のカチオンであり、EはDに配位するエーテル化合物または環状エーテル化合物であり、oは0≦o≦4である。
一般式(16)中、R11は互いに同一であっても異なっていてもよく、水素、炭素数1〜20の炭化水素基であり、X2は互いに同一であっても異なっていてもよく、炭素数1〜20のアルコキシ基、またはハロゲン原子であり、sは0〜2の整数である。
ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(メチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(2,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(2,5−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(3,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(テトラメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(イソプロピルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(tert−ブチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(トリメチルシリルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(シクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(メチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(2,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(2,5−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(3,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(テトラメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(イソプロピルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(tert−ブチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(トリメチルシリルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(メチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2,5−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(3,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(テトラメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(イソプロピルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(tert−ブチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(トリメチルシリルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(シクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(メチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2,5−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(3,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(テトラメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(イソプロピルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(tert−ブチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(トリメチルシリルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(メチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2,5−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(3,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(テトラメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(シクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(メチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2,5−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(3,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(テトラメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(メチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2,5−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(3,4−ジメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(テトラメチルシクロペンタジエニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(シクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(メチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2,5−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(3,4−ジメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(テトラメチルシクロペンタジエニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、メチレン(インデニル)(フルオレニル)ジルコニウムジクロリド、メチレン(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、メチレン(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、メチレン(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(インデニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、イソプロピリデン(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、イソプロピリデン(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(インデニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルメチレン(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(インデニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジメチルシランジイル(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(インデニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2−メチルインデニル)(フルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(インデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、ジフェニルシランジイル(2−メチルインデニル)(2,7−ジ−tert−ブチルフルオレニル)ジルコニウムジクロリド、(1,1,3,3−テトラメチルジシロキサン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1,3,3−テトライソプロピルジシロキサン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1,3,3−テトラフェニルジシロキサン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1−ジメチル−1−シラエタン−1,2−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1−ジイソプロピルチル−1−シラエタン−1,2−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1−ジフェニル−1−シラエタン−1,2−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(プロパン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1,3,3−テトラメチルプロパン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(2,2−ジメチルプロパン−1,3−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(ブタン−1,4−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(ペンタン−1,5−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(シス−2−ブテン−1,4−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(シス−5−デセン−1,10−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1,2
,2−テトラメチルジシラン−1,2−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライド、(1,1,2,2−テトラフェニルジシラン−1,2−ジイル−ビスシクロペンタジエニル)ジルコニウムジクロライドなどを挙げることができる。また上記遷移金属化合物のX1をフッ素原子、臭素原子またはヨウ素原子に置換した化合物も例示することができる。さらに、上記遷移金属化合物のM3をチタン原子またはハフニウム原子に置換した化合物も例示することができる。さらに上記遷移金属化合物のジメチル体、ジエチル体、ジヒドロ体、ジフェニル体、ジベンジル体を例示することができる。
一般式(13)中、R10は各々独立して、水素原子、ハロゲン原子、炭素数1〜20の炭化水素基である。
[変性粘土鉱物の調製]
(1)粘土鉱物の層間カチオン交換処理
1m3の反応器に工業用アルコール90L及び水90Lを入れ、濃塩酸1.3L及びジメチルオクタデシルアミン4.1kgを添加し、60℃に加熱して、粉砕により平均粒径を14.8μmにした活性白土を30kg分散させて、60℃を保持したまま1時間攪拌した。このスラリーを濾別後、60℃の水600Lで6回洗浄し、70℃の乾燥機で5日乾燥させることで29.6kgの層間カチオンを交換した活性白土を得た。
(2)粘土鉱物の表面修飾処理
300mLのシュレンクに(1)で得られた層間カチオンを交換した活性白土5.0gと塩化メチレン100mL入れ、次いでN,N−ジメチルアニリニウムトリス(ペンタフルオロフェニル)p−ジメチルクロロシリルテトラフルオロフェニルボレート3.4mmolの塩化メチレン溶液20mLを添加して、2時間還流を行った。上澄みを抜き取り、40℃の油浴下において塩化メチレンで3回洗浄を行い、減圧乾燥することにより変性粘土鉱物を得た。
[変性粘土鉱物の調製]
300mLシュレンクに実施例1の(1)で調製した層間カチオンを交換した活性白土4.9gとTHF100mLを入れ、次いでリチウムトリス(ペンタフルオロフェニル)p−ジメチルクロロシリルテトラフルオロフェニルボレートTHF錯体3.3mmolのTHF溶液20mLを添加して、3時間還流を行った。上澄みを抜き取り、60℃の油浴下においてTHFで3回洗浄を行い、減圧乾燥することにより変性粘土鉱物を得た。
[変性粘土鉱物の調製]
300mLシュレンクに実施例1の(1)で調製した層間カチオンを交換した活性白土5.3gとTHF100mLを入れ、次いでジメチルジクロロシラン5.0mmolのTHF溶液 20mLを添加し、室温で2時間反応させた。上澄みを抜き取りTHFで3回洗浄を行い、THF100mLを添加した。これに別途、100mLシュレンクにてリチウムトリス(ペンタフルオロフェニル)テトラフルオロフェニルボレートTHF錯体3.7mmolのTHF溶液20mLとn−ブチルリチウムのヘキサン溶液(1.60M)4.0mmolから調製した溶液を添加して、3時間還流を行った。上澄みを抜き取り、60℃の油浴下においてTHFで3回洗浄を行い、減圧乾燥することにより変性粘土鉱物を得た。
[変性粘土鉱物の調製]
(1)粘土鉱物の表面修飾処理
1000mLのフラスコに、常法により造粒した平均粒径14.8μmの活性白土20.0gと塩化メチレン400mLを入れ、次いでN,N−ジメチルアニリニウムトリス(ペンタフルオロフェニル)p−ジメチルクロロシリルテトラフルオロフェニルボレート8.8mmolの塩化メチレン溶液100mLを添加して、2時間還流を行った。上澄みを抜き取り、40℃の油浴下において塩化メチレンで3回洗浄を行い、減圧乾燥することにより表面処理した活性白土を得た。
(2)粘土鉱物の層間カチオン交換処理
1000mLフラスコに工業用アルコール100mL及び水100mLを入れ、濃塩酸0.8mL及びジメチルオクタデシルアミン2.7gを添加し、60℃に加熱して(1)で得られた表面処理した活性白土を20g分散させて、60℃を保持したまま1時間攪拌した。このスラリーを濾別後、60℃の水で3回洗浄し、減圧乾燥させることで変性粘土鉱物を得た。
[オレフィン重合用触媒の調製]
50mLシュレンクに実施例1の(2)で得られた変性粘土鉱物2.0gとヘキサン10mLを入れ、次いで別途、ジフェニルシランジイルビス(シクロペンタジエニル)ジルコニウムジクロライド45.8mgのヘキサン16mL溶液に20%トリエチルアルミニウム8.1mLから調製した溶液20mLを添加して、60℃で3時間攪拌した。室温まで冷却後に上澄み液を抜き取り、1%トリイソブチルアルミニウムのヘキサン溶液20mLにて2回洗浄した。洗浄後の上澄み液を抜き出し、5%トリイソブチルアルミニウムのヘキサン溶液にて20mLとして、触媒スラリーを得た。
[ポリオレフィンの製造]
2Lのオートクレーブにヘキサンを1.2L、20%トリイソブチルアルミニウムを1.0mL、実施例5で得られた触媒スラリーを0.15mL入れ、85℃に昇温後、エチレン分圧が0.9MPaになるように連続的に供給した。90分経過後に脱圧し、スラリーを濾別後、乾燥することで121gのポリマーを得た。触媒1gあたりの活性は8.2kgであった。このポリマーの嵩密度は359kg/m3であった。
[オレフィン重合触媒の調製]
実施例5のジフェニルシランジイルビス(シクロペンタジエニル)ジルコニウムジクロライドの代わりにジメチルシランジイル(シクロペンタジエニル)(インデニル)ジルコニウムジクロリドを用いた以外は、同様にして触媒スラリーを得た。
[ポリオレフィンの製造]
2Lのオートクレーブにヘキサンを1.2L、20%トリイソブチルアルミニウムを1.0mL、実施例7で得られた触媒スラリーを0.3mL入れ、70℃に昇温後、1−ブテンを17.2g加え、エチレン分圧が0.8MPaになるように連続的に供給した。90分経過後に脱圧し、スラリーを濾別後、乾燥することで296gのポリマーを得た。触媒1gあたりの活性は9.9kgであった。このポリマーの嵩密度は288kg/m3であった。
[オレフィン重合用触媒の調製]
実施例1の(2)で調製した変性粘土鉱物の代わりに、実施例1の(1)で調製した変性粘土鉱物を用いたこと以外は実施例7と同様にして触媒スラリーを得た。
[ポリオレフィンの製造]
上記の触媒スラリーを用いた以外は実施例8と同様にして重合を行った。触媒1gあたりの活性は3.0kgであった。このポリマーの嵩密度は203kg/m3であった。
[オレフィン重合用触媒の調製]
50mLシュレンクに実施例1の(2)で得られた変性粘土鉱物2.0gとヘキサン10mLを入れ、次いで別途、ジフェニルシランジイルビス(シクロペンタジエニル)ジルコニウムジクロライド45.8mgのヘキサン16mL溶液に20%トリエチルアルミニウム8.1mLから調製した溶液20mLを添加して、60℃で3時間攪拌した。室温まで冷却後に上澄み液を抜き取り、1%トリイソブチルアルミニウムのヘキサン溶液20mLにて2回洗浄した。洗浄後の上澄み液を抜き出し、5%トリイソブチルアルミニウムのヘキサン溶液にて20mLとした。次いで別途、イソプロピリデン(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロライド6.5mgのヘキサン10mL溶液に20%トリイソブチルアルミニウム1.7mLから調製した溶液4.2mLを添加して、45℃で6時間攪拌した。室温まで冷却後に上澄み液を抜き取り、1%トリイソブチルアルミニウムのヘキサン溶液20mLにて2回洗浄した。洗浄後の上澄み液を抜き出し、5%トリイソブチルアルミニウムのヘキサン溶液にて20mLとして、触媒スラリーを得た。
[ポリオレフィンの製造]
2Lのオートクレーブにヘキサンを1.2L、20%トリイソブチルアルミニウムを1.0mL、実施例9で得られた触媒スラリーを0.08mL入れ、85℃に昇温後、1−ブテンを2.4g加え、エチレン分圧が0.9MPaになるように連続的に供給した。90分経過後に脱圧し、スラリーを濾別後、乾燥することで62.7gのポリマーを得た。触媒1gあたりの活性は8.3kgであった。このポリマーの嵩密度は284kg/m3であった。13CNMRによる長鎖分岐は1000炭素あたり0.23個であった。
[オレフィン重合用触媒の調製]
実施例1の(2)で調製した変性粘土鉱物の代わりに、実施例1の(1)で調製した変性粘土鉱物を用いたこと以外は実施例9と同様にして触媒スラリーを得た。
[ポリオレフィンの製造]
上記の触媒スラリーを用いた以外は実施例10と同様にして重合を行った。触媒1gあたりの活性は3.1kgであった。このポリマーの嵩密度は203kg/m3であった。13CNMRによる長鎖分岐は1000炭素あたり0.09個であった。
[オレフィン重合触媒の調製]
実施例9のジフェニルシランジイルビス(シクロペンタジエニル)ジルコニウムジクロライドの代わりにジメチルシランジイル(シクロペンタジエニル)(インデニル)ジルコニウムジクロリドを、イソプロピリデン(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロライドの代わりにジフェニルメチレン(シクロペンタジエニル)(フルオレニル)ジルコニウムジクロライドを用いた以外は、同様にして触媒スラリーを得た。
[ポリオレフィンの製造]
2Lのオートクレーブにヘキサンを1.2L、20%トリイソブチルアルミニウムを1.0mL、実施例7で得られた触媒スラリーを0.06mL入れ、70℃に昇温後、1−ブテンを17.2g加え、水素800ppmのエチレン/水素混合ガスを分圧が0.8MPaになるように連続的に供給した。90分経過後に脱圧し、スラリーを濾別後、乾燥することで58.9gのポリマーを得た。触媒1gあたりの活性は9.8kgであった。このポリマーの嵩密度は283kg/m3であった。
[オレフィン重合用触媒の調製]
実施例1の(2)で調製した変性粘土鉱物の代わりに、実施例1の(1)で調製した変性粘土鉱物を用いたこと以外は実施例11と同様にして触媒スラリーを得た。
[ポリオレフィンの製造]
上記の触媒スラリーを用いて、水素を用いない以外は実施例12と同様にして重合を行った。触媒1gあたりの活性は2.9kgであった。このポリマーの嵩密度は335kg/m3であった。
Claims (7)
- 粘土鉱物を、粘土鉱物の層間カチオンと交換可能なカチオンを有し、下記一般式(1)で表されるイオン性化合物(A)および粘土鉱物の表面と反応可能なアニオンを有し、下記一般式(2)で表されるイオン性化合物(B)で処理することで得られる変性粘土鉱物。
[R 1 R 2 y−1 M 1 H] a [A] b (1)
(式中、[R 1 R 2 y−1 M 1 H]はカチオンであり、M 1 は周期表の第15族または第16族から選ばれる元素であり、R 1 は炭素数1〜30の炭化水素基であり、R 2 は各々独立して水素原子または炭素数1〜30の炭化水素基であり、yはM 1 が第15族元素のときy=3であり、M 1 が第16族元素のときy=2であり、[A]はアニオンであり、aおよびbは電荷が釣り合うように選ばれた整数である。)
[M 2 (R 3 ) m (R 4 −L 1 ) n ][D]E o (2)
(式中、[M 2 (R 3 ) m (R 4 −L 1 ) n ]はアニオンであり、M 2 は周期表の第13族の元素であり、R 3 は互いに同一であっても異なっていてもよく、炭素数1〜20の炭化水素基、ハロゲン化炭化水素基、アルコキシ基またはハロゲン原子であり、R 4 は炭素数1〜20の炭化水素基、ハロゲン化炭化水素基であり、L 1 は水素原子、リチウム原子、ナトリウム原子、カリウム原子、炭素数1〜20のアルコキシ基含有シリル基、ハロゲン化シリル基またはハロゲン原子であり、m、nはそれぞれ1〜3の整数で、m+n=4であり、[D]は1価のカチオンであり、EはDに配位するエーテル化合物または環状エーテル化合物であり、oは0≦o≦4である。) - 式(2)のM2がホウ素原子である、請求項1記載の変性粘土鉱物。
- 粘土鉱物を粘土鉱物の層間カチオンと交換可能なカチオンを有するイオン性化合物(A)で処理した後に、粘土鉱物の表面と反応可能なアニオンを有するイオン性化合物(B)で処理することを特徴とする、請求項1又は2に記載の変性粘土鉱物の製造方法。
- 粘土鉱物を粘土鉱物の表面と反応可能なアニオンを有するイオン性化合物(B)で処理した後に、粘土鉱物の層間カチオンと交換可能なカチオンを有するイオン性化合物(A)で処理することを特徴とする、請求項1又は2に記載の変性粘土鉱物の製造方法。
- 請求項1又は2に記載の変性粘土鉱物および下記一般式(3)
で表される遷移金属化合物からなることを特徴とするオレフィン重合用触媒。 - 請求項5記載のオレフィン重合用触媒および下記一般式(13)
AlR10 3 (13)
(式中、R10は各々独立して、水素原子、ハロゲン原子または炭素数1〜20の炭化水素基である。)で表される有機アルミニウム化合物からなることを特徴とするオレフィン重合用触媒。 - 請求項5または6記載のオレフィン重合用触媒を用いることを特徴とするポリオレフィンの製造方法。
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