JP2005320362A - オレフィン類重合用触媒およびオレフィン類の重合方法 - Google Patents
オレフィン類重合用触媒およびオレフィン類の重合方法 Download PDFInfo
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- JP2005320362A JP2005320362A JP2004137298A JP2004137298A JP2005320362A JP 2005320362 A JP2005320362 A JP 2005320362A JP 2004137298 A JP2004137298 A JP 2004137298A JP 2004137298 A JP2004137298 A JP 2004137298A JP 2005320362 A JP2005320362 A JP 2005320362A
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- compound
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- methylcyclohexyl
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- 150000001336 alkenes Chemical class 0.000 title claims abstract description 55
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 239000002685 polymerization catalyst Substances 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title claims description 32
- 230000000379 polymerizing effect Effects 0.000 title claims description 13
- -1 titanium (IV) halide compound Chemical class 0.000 claims abstract description 89
- 239000003054 catalyst Substances 0.000 claims abstract description 33
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 239000011949 solid catalyst Substances 0.000 claims abstract description 29
- 150000003961 organosilicon compounds Chemical class 0.000 claims abstract description 28
- 150000002681 magnesium compounds Chemical class 0.000 claims abstract description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 49
- 229910052719 titanium Inorganic materials 0.000 claims description 26
- 239000010936 titanium Substances 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000005843 halogen group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 15
- FSCIRKQLFHLTOX-UHFFFAOYSA-N cyclohexyl-cyclopentyl-dimethoxysilane Chemical compound C1CCCCC1[Si](OC)(OC)C1CCCC1 FSCIRKQLFHLTOX-UHFFFAOYSA-N 0.000 claims description 12
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- ZVMRWPHIZSSUKP-UHFFFAOYSA-N dicyclohexyl(dimethoxy)silane Chemical compound C1CCCCC1[Si](OC)(OC)C1CCCCC1 ZVMRWPHIZSSUKP-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 5
- JEZFASCUIZYYEV-UHFFFAOYSA-N chloro(triethoxy)silane Chemical compound CCO[Si](Cl)(OCC)OCC JEZFASCUIZYYEV-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 150000003377 silicon compounds Chemical class 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 16
- 230000000694 effects Effects 0.000 abstract description 7
- 239000001257 hydrogen Substances 0.000 abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 6
- 239000012265 solid product Substances 0.000 description 19
- 239000002245 particle Substances 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 17
- 238000009826 distribution Methods 0.000 description 16
- 229920000098 polyolefin Polymers 0.000 description 16
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 13
- 239000000460 chlorine Substances 0.000 description 13
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000000725 suspension Substances 0.000 description 12
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 11
- 229920001296 polysiloxane Polymers 0.000 description 10
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 10
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 10
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 9
- 238000009835 boiling Methods 0.000 description 9
- 150000004820 halides Chemical class 0.000 description 9
- 229910052736 halogen Inorganic materials 0.000 description 9
- 150000002367 halogens Chemical class 0.000 description 9
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 229910052749 magnesium Inorganic materials 0.000 description 8
- 239000011777 magnesium Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 6
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- JANBFCARANRIKJ-UHFFFAOYSA-N bis(3-methylbutyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1C(=O)OCCC(C)C JANBFCARANRIKJ-UHFFFAOYSA-N 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 4
- 239000011259 mixed solution Substances 0.000 description 4
- XOSNGXNHDRYFEF-UHFFFAOYSA-N monohexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(O)=O XOSNGXNHDRYFEF-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- BTUUJXBKBIRHPP-UHFFFAOYSA-N 2-(3-methylbutoxycarbonyl)benzoic acid Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1C(O)=O BTUUJXBKBIRHPP-UHFFFAOYSA-N 0.000 description 3
- 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
- 101100004654 Caenorhabditis elegans brc-2 gene Proteins 0.000 description 3
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 3
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- ZDOBWJOCPDIBRZ-UHFFFAOYSA-N chloromethyl(triethoxy)silane Chemical compound CCO[Si](CCl)(OCC)OCC ZDOBWJOCPDIBRZ-UHFFFAOYSA-N 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
- MQHNKCZKNAJROC-UHFFFAOYSA-N dipropyl phthalate Chemical compound CCCOC(=O)C1=CC=CC=C1C(=O)OCCC MQHNKCZKNAJROC-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 230000037048 polymerization activity Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003609 titanium compounds Chemical class 0.000 description 3
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
- JPMVILFDSYPJMU-UHFFFAOYSA-N (3,3-dimethylcyclohexyl)-dimethoxy-(3-methylcyclohexyl)silane Chemical compound C1CCC(C)(C)CC1[Si](OC)(OC)C1CCCC(C)C1 JPMVILFDSYPJMU-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-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 group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-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
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-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
- 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
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- ACNYEUPHRVSVSL-UHFFFAOYSA-N bis(2,2-dimethylpropyl) 4-bromobenzene-1,2-dicarboxylate Chemical compound CC(C)(C)COC(=O)C1=CC=C(Br)C=C1C(=O)OCC(C)(C)C ACNYEUPHRVSVSL-UHFFFAOYSA-N 0.000 description 2
- 238000012661 block copolymerization Methods 0.000 description 2
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- LLFVTTBDLDMZAN-UHFFFAOYSA-N cyclohexyl-(3,5-dimethylcyclohexyl)-dimethoxysilane Chemical compound C1C(C)CC(C)CC1[Si](OC)(OC)C1CCCCC1 LLFVTTBDLDMZAN-UHFFFAOYSA-N 0.000 description 2
- NPBGXRYJGCLPEF-UHFFFAOYSA-N cyclohexyl-(3-methylcyclohexyl)-dipropoxysilane Chemical compound C1CCC(C)CC1[Si](OCCC)(OCCC)C1CCCCC1 NPBGXRYJGCLPEF-UHFFFAOYSA-N 0.000 description 2
- ZYBAWIGLQSTQBP-UHFFFAOYSA-N cyclohexyl-cyclopentyl-diethoxysilane Chemical compound C1CCCCC1[Si](OCC)(OCC)C1CCCC1 ZYBAWIGLQSTQBP-UHFFFAOYSA-N 0.000 description 2
- QRLNDKUNFQPJGA-UHFFFAOYSA-N cyclohexyl-dimethoxy-(3-methylcyclohexyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCCCC1 QRLNDKUNFQPJGA-UHFFFAOYSA-N 0.000 description 2
- VVOZSKAMVXMBKA-UHFFFAOYSA-N cyclohexyl-dimethoxy-(4-methylcyclohexyl)silane Chemical compound C1CC(C)CCC1[Si](OC)(OC)C1CCCCC1 VVOZSKAMVXMBKA-UHFFFAOYSA-N 0.000 description 2
- XDCKEUDKBSSPCB-UHFFFAOYSA-N cyclopentyl-(3,5-dimethylcyclohexyl)-dimethoxysilane Chemical compound C1C(C)CC(C)CC1[Si](OC)(OC)C1CCCC1 XDCKEUDKBSSPCB-UHFFFAOYSA-N 0.000 description 2
- MPDYORAVUWSULH-UHFFFAOYSA-N cyclopentyl-dimethoxy-(3-methylcyclohexyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCCC1 MPDYORAVUWSULH-UHFFFAOYSA-N 0.000 description 2
- BGNDGZWNHDJSEE-UHFFFAOYSA-N cyclopentyl-dimethoxy-(4-methylcyclohexyl)silane Chemical compound C1CC(C)CCC1[Si](OC)(OC)C1CCCC1 BGNDGZWNHDJSEE-UHFFFAOYSA-N 0.000 description 2
- UFCXHBIETZKGHB-UHFFFAOYSA-N dichloro(diethoxy)silane Chemical compound CCO[Si](Cl)(Cl)OCC UFCXHBIETZKGHB-UHFFFAOYSA-N 0.000 description 2
- CGYGEZLIGMBRKL-UHFFFAOYSA-N dicyclohexyl(diethoxy)silane Chemical compound C1CCCCC1[Si](OCC)(OCC)C1CCCCC1 CGYGEZLIGMBRKL-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- IPKKHRVROFYTEK-UHFFFAOYSA-N dipentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC IPKKHRVROFYTEK-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- SACPKRUZWRIEBW-UHFFFAOYSA-N dipropoxysilane Chemical compound CCCO[SiH2]OCCC SACPKRUZWRIEBW-UHFFFAOYSA-N 0.000 description 2
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- FPGPRAKRYDSZAW-UHFFFAOYSA-N monopentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(O)=O FPGPRAKRYDSZAW-UHFFFAOYSA-N 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- YLYBTZIQSIBWLI-UHFFFAOYSA-N octyl acetate Chemical compound CCCCCCCCOC(C)=O YLYBTZIQSIBWLI-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229920000576 tactic polymer Polymers 0.000 description 2
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 2
- DGAAZEJTKMYACC-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(3,3-dimethylcyclohexyl)-dimethoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OC)(OC)C1CCCC(C)(C)C1 DGAAZEJTKMYACC-UHFFFAOYSA-N 0.000 description 1
- PCIVAYHMSSCVOA-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(3,5-dimethylcyclohexyl)-diethoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OCC)(OCC)C1CC(C)CC(C)C1 PCIVAYHMSSCVOA-UHFFFAOYSA-N 0.000 description 1
- YJXHSUWYPRYVCL-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(3,5-dimethylcyclohexyl)-dimethoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OC)(OC)C1CC(C)CC(C)C1 YJXHSUWYPRYVCL-UHFFFAOYSA-N 0.000 description 1
- JCVLBHBJFHVWAY-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(3,5-dimethylcyclohexyl)-dipropoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OCCC)(OCCC)C1CC(C)CC(C)C1 JCVLBHBJFHVWAY-UHFFFAOYSA-N 0.000 description 1
- NXCAGJXZHDBCMC-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(3-methylcyclohexyl)-dipropoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OCCC)(OCCC)C1CCCC(C)C1 NXCAGJXZHDBCMC-UHFFFAOYSA-N 0.000 description 1
- XNMFUSSEXZJFGL-UHFFFAOYSA-N (2,2-dimethylcyclohexyl)-(4-methylcyclohexyl)-dipropoxysilane Chemical compound C1CCCC(C)(C)C1[Si](OCCC)(OCCC)C1CCC(C)CC1 XNMFUSSEXZJFGL-UHFFFAOYSA-N 0.000 description 1
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- IGOQWCINLZXOHL-UHFFFAOYSA-N diethyl 4-chlorobenzene-1,2-dicarboxylate Chemical compound CCOC(=O)C1=CC=C(Cl)C=C1C(=O)OCC IGOQWCINLZXOHL-UHFFFAOYSA-N 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- JJSGABFIILQOEY-UHFFFAOYSA-M diethylalumanylium;bromide Chemical compound CC[Al](Br)CC JJSGABFIILQOEY-UHFFFAOYSA-M 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- WUQOISHEIQHZIA-UHFFFAOYSA-N dimethoxy-(2-methylcyclohexyl)-(3-methylcyclohexyl)silane Chemical compound C1CCCC(C)C1[Si](OC)(OC)C1CCCC(C)C1 WUQOISHEIQHZIA-UHFFFAOYSA-N 0.000 description 1
- SZIDREUWFFRNCO-UHFFFAOYSA-N dimethoxy-(2-methylcyclohexyl)-(4-methylcyclohexyl)silane Chemical compound C1CCCC(C)C1[Si](OC)(OC)C1CCC(C)CC1 SZIDREUWFFRNCO-UHFFFAOYSA-N 0.000 description 1
- RRLYVNFPODMTAW-UHFFFAOYSA-N dimethoxy-(3-methylcyclohexyl)-(2-methylcyclopentyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCCC1C RRLYVNFPODMTAW-UHFFFAOYSA-N 0.000 description 1
- WCTXSLFQPLRUGI-UHFFFAOYSA-N dimethoxy-(3-methylcyclohexyl)-(3-methylcyclopentyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCC(C)C1 WCTXSLFQPLRUGI-UHFFFAOYSA-N 0.000 description 1
- HTTQUEGYTAGRQR-UHFFFAOYSA-N dimethoxy-(3-methylcyclohexyl)-(4-methylcyclohexyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCC(C)CC1 HTTQUEGYTAGRQR-UHFFFAOYSA-N 0.000 description 1
- OTDQLSBNHHCKMY-UHFFFAOYSA-N dimethoxy-(4-methylcyclohexyl)-(2-methylcyclopentyl)silane Chemical compound C1CC(C)CCC1[Si](OC)(OC)C1CCCC1C OTDQLSBNHHCKMY-UHFFFAOYSA-N 0.000 description 1
- WFUMTLRABOKALD-UHFFFAOYSA-N dimethoxy-(4-methylcyclohexyl)-(3-methylcyclopentyl)silane Chemical compound C1CC(C)CCC1[Si](OC)(OC)C1CCC(C)C1 WFUMTLRABOKALD-UHFFFAOYSA-N 0.000 description 1
- WCSHBVCHHJLNSE-UHFFFAOYSA-N dimethoxy-bis(3-methylcyclohexyl)silane Chemical compound C1CCC(C)CC1[Si](OC)(OC)C1CCCC(C)C1 WCSHBVCHHJLNSE-UHFFFAOYSA-N 0.000 description 1
- TXWFQHYCLFWKMM-UHFFFAOYSA-N dimethyl 2-(3-methylbutyl)-2-propan-2-ylpropanedioate Chemical compound COC(=O)C(C(=O)OC)(C(C)C)CCC(C)C TXWFQHYCLFWKMM-UHFFFAOYSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- DROMNWUQASBTFM-UHFFFAOYSA-N dinonyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC DROMNWUQASBTFM-UHFFFAOYSA-N 0.000 description 1
- MOJJCFBDUWMVJK-UHFFFAOYSA-N dipentyl propanedioate Chemical compound CCCCCOC(=O)CC(=O)OCCCCC MOJJCFBDUWMVJK-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- LWIWFCDNJNZEKB-UHFFFAOYSA-N dipropyl propanedioate Chemical compound CCCOC(=O)CC(=O)OCCC LWIWFCDNJNZEKB-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- RMTCVMQBBYEAPC-UHFFFAOYSA-K ethanolate;titanium(4+);trichloride Chemical compound [Cl-].[Cl-].[Cl-].CCO[Ti+3] RMTCVMQBBYEAPC-UHFFFAOYSA-K 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- NWPWRAWAUYIELB-UHFFFAOYSA-N ethyl 4-methylbenzoate Chemical compound CCOC(=O)C1=CC=C(C)C=C1 NWPWRAWAUYIELB-UHFFFAOYSA-N 0.000 description 1
- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- HFTSQAKJLBPKBD-UHFFFAOYSA-N magnesium;butan-1-olate Chemical compound [Mg+2].CCCC[O-].CCCC[O-] HFTSQAKJLBPKBD-UHFFFAOYSA-N 0.000 description 1
- CCLBJCVPJCHEQD-UHFFFAOYSA-N magnesium;ethanolate;propan-1-olate Chemical compound [Mg+2].CC[O-].CCC[O-] CCLBJCVPJCHEQD-UHFFFAOYSA-N 0.000 description 1
- CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
- WNJYXPXGUGOGBO-UHFFFAOYSA-N magnesium;propan-1-olate Chemical compound CCCO[Mg]OCCC WNJYXPXGUGOGBO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- QZCOACXZLDQHLQ-UHFFFAOYSA-M methanolate titanium(4+) chloride Chemical compound [Cl-].[Ti+4].[O-]C.[O-]C.[O-]C QZCOACXZLDQHLQ-UHFFFAOYSA-M 0.000 description 1
- OKENUZUGNVCOMC-UHFFFAOYSA-K methanolate titanium(4+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].CO[Ti+3] OKENUZUGNVCOMC-UHFFFAOYSA-K 0.000 description 1
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 1
- DDIZAANNODHTRB-UHFFFAOYSA-N methyl p-anisate Chemical compound COC(=O)C1=CC=C(OC)C=C1 DDIZAANNODHTRB-UHFFFAOYSA-N 0.000 description 1
- OLXYLDUSSBULGU-UHFFFAOYSA-N methyl pyridine-4-carboxylate Chemical compound COC(=O)C1=CC=NC=C1 OLXYLDUSSBULGU-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-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
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- VECVSKFWRQYTAL-UHFFFAOYSA-N octyl benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1 VECVSKFWRQYTAL-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N para-methoxy benzoic acid Natural products COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 1
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
- FERRCZHOAHGSDU-UHFFFAOYSA-N phthalic acid;dihydrochloride Chemical compound Cl.Cl.OC(=O)C1=CC=CC=C1C(O)=O FERRCZHOAHGSDU-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
- PWWZMLWELWQCJU-UHFFFAOYSA-N tert-butyl-chloro-diethoxysilane Chemical compound CCO[Si](Cl)(C(C)(C)C)OCC PWWZMLWELWQCJU-UHFFFAOYSA-N 0.000 description 1
- TTZQKNSUDZZDJV-UHFFFAOYSA-N tert-butyl-chloro-dimethoxysilane Chemical compound CO[Si](Cl)(OC)C(C)(C)C TTZQKNSUDZZDJV-UHFFFAOYSA-N 0.000 description 1
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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Abstract
【解決手段】 (A)マグネシウム化合物(a)、4価のチタンハロゲン化合物(b)および電子供与性化合物(c)を接触させることにより調製される固体触媒成分、(B)一般式R1 pAlQ3-p で表される有機アルミニウム化合物、並びに(C)一般式SiR2R3(OR4)(OR5)で表される有機ケイ素化合物および(D)一般式R6 xSi( OR7)4−xで表される有機ケイ素化合物から形成されることを特徴とするオレフィン類重合用触媒。
【選択図】 図1
Description
(B)下記一般式(1);
R1 pAlQ3-p (1)
(式中、R1は炭素数1〜4のアルキル基を示し、Qは水素原子あるいはハロゲン原子を示し、pは0<p≦3の実数である。)で表される有機アルミニウム化合物、
(C)下記一般式(2);
SiR2R3(OR4)(OR5) (2)
(式中、R2はシクロヘキシル基及びその誘導体、R3はシクロヘキシル基及びその誘導体またはシクロペンチル基及びその誘導体、R4およびR5は炭素数1から3のアルキル基で、R4とR5は同一または異なる。)で表される有機ケイ素化合物、
(D)下記一般式(2);
R6 xSi( OR7)4−x (2)
(式中、R6は塩素原子、臭素原子、ヨウ素原子から選ばれるハロゲン原子または炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基の1つあるいは2つの水素原子がハロゲン原子に置換したもの、あるいは炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基またはシクロアルキル基であって、同一または異なっていてもよく、R7は炭素数1〜4のアルキル基、シクロアルキル基、フェニル基、ビニル基、アリル基、アラルキル基を示し、同一または異なっていてもよく、xは0または1〜2の整数である。ただし、R6は、xが1および2の場合、少なくとも1つはハロゲン原子または炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基の1つあるいは2つの水素原子がハロゲン原子に置換したものである。)で表される有機ケイ素化合物から形成されることを特徴とするオレフィン類重合用触媒を提供するものである。
撹拌機を具備し、窒素ガスで充分に置換された、容量500mlの丸底フラスコに、ジエトキシマグネシウム20g及びトルエン160mlを装入し、懸濁状態とした。次いで、該懸濁液にチタンテトラクロライド40ml添加した。次いで、該懸濁液を90℃まで昇温した後フタル酸ジ−n−ブチル5.4ml添加し、さらに110℃に昇温して、撹拌しながら1.5時間反応処理を行った。反応終了後、90℃のトルエン180mlで3回洗浄した。その後、新たにトルエン140ml及びチタンテトラクロライド40mlを加えて、撹拌しながら100℃で2時間の反応処理を行った。次いで、生成物を40℃のヘプタン200mlで8回洗浄し、濾過、乾燥して、粉末状の固体触媒成分(A)を得た。この固体触媒成分中のチタン重量含有率は2.9重量%であった。
窒素ガスで完全に置換された内容積2.0リットルの撹拌機付オートクレーブに、トリエチルアルミニウム1.32mmol、シクロヘキシルシクロペンチルジメトキシシラン0.026mmol、テトラエトキシシラン0.104mmolおよび前記固体触媒成分をチタン原子として0.0026mmol装入し、重合用触媒を形成した。その後、水素ガス1.5リットル、液化プロピレン1.4リットルを装入し、20℃で5分間予備重合を行なった後に昇温し、70℃で1時間重合反応を行った。得られた重合体について、重合活性、ヘプタン不溶分(HI)、メルトインデックス(MI)、および分子量分布を測定した。その結果を表1に併載する。
重合活性=生成重合体(F)(g)/固体触媒成分(g)
HI=(G)(g)/(F)(g)
温度: 140℃(SEC)
カラム: Shodex GPC UT-806M
サンプル濃度: 4g/liter-ODCB (200mg/50ml-ODCB)
注入量: 0.5ml
流量: 1.0ml/min
測定範囲: 0℃〜140℃
テトラエトキシシランを用いずに重合用触媒の形成を行い、水素ガスを2.6リットルとして重合した以外は実施例1と同様に、固体触媒成分を調製し、重合用触媒の形成及び重合を行った。得られた結果を表1に示す。
シクロヘキシルシクロペンチルジメトキシシランを用いずに重合用触媒の形成を行い、水素ガスを0.5リットルとして重合した以外は実施例1と同様に、固体触媒成分を調製し、重合用触媒の形成及び重合を行った。得られた結果を表1に示す。
シクロヘキシルシクロペンチルジメトキシシランを用いずに重合用触媒の形成を行い、水素ガスを0.5リットルとして重合した以外は実施例3と同様に、固体触媒成分を調製し、重合用触媒の形成及び重合を行った。得られた結果を表1に示す。
テトラエトキシシランを用いずに重合用触媒の形成を行い、水素ガスを2.0リットルとして重合した以外は実施例5と同様に、固体触媒成分を調製し、重合用触媒の形成及び重合を行った。得られた結果を表1に示す。
Claims (4)
- (A)マグネシウム化合物(a)、4価のチタンハロゲン化合物(b)および電子供与性化合物(c)を接触させることにより調製される固体触媒成分、
(B)下記一般式(1);
R1 pAlQ3-p (1)
(式中、R1は炭素数1〜4のアルキル基を示し、Qは水素原子あるいはハロゲン原子を示し、pは0<p≦3の実数である。)で表される有機アルミニウム化合物、
(C)下記一般式(2);
SiR2R3(OR4)(OR5) (2)
(式中、R2はシクロヘキシル基及びその誘導体、R3はシクロヘキシル基及びその誘導体またはシクロペンチル基及びその誘導体、R4およびR5は炭素数1から3のアルキル基で、R4とR5は同一または異なる。)で表される有機ケイ素化合物、
(D)下記一般式(3);
R6 xSi( OR7)4−x (3)
(式中、R6は塩素原子、臭素原子、ヨウ素原子から選ばれるハロゲン原子または炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基の1つあるいは2つの水素原子がハロゲン原子に置換したもの、あるいは炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基またはシクロアルキル基であって、同一または異なっていてもよく、R7は炭素数1〜4のアルキル基、シクロアルキル基、フェニル基、ビニル基、アリル基、アラルキル基を示し、同一または異なっていてもよく、xは0または1〜2の整数である。ただし、R6は、xが1および2の場合、少なくとも1つはハロゲン原子または炭素数1〜12の直鎖状あるいは分岐鎖状のアルキル基の1つあるいは2つの水素原子がハロゲン原子に置換したものである。)で表される有機ケイ素化合物から形成されることを特徴とするオレフィン類重合用触媒。 - 前記成分(C)がシクロヘキシルシクロペンチルジメトキシシラン又はジシクロヘキシルジメトキシシランであることを特徴とする請求項1に記載のオレフィン類重合用触媒。
- 前記成分(D)がテトラエトキシシラン又はトリエトキシクロルシランであることを特徴とする請求項1又は2に記載のオレフィン類重合用触媒。
- 請求項1に記載のオレフィン類重合用触媒の存在下に、オレフィン類を重合もしくは共重合させることを特徴とするオレフィン類の重合方法。
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