JP5235673B2 - エチレン・プロピレンブロック共重合体の製造方法 - Google Patents
エチレン・プロピレンブロック共重合体の製造方法 Download PDFInfo
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- JP5235673B2 JP5235673B2 JP2008541045A JP2008541045A JP5235673B2 JP 5235673 B2 JP5235673 B2 JP 5235673B2 JP 2008541045 A JP2008541045 A JP 2008541045A JP 2008541045 A JP2008541045 A JP 2008541045A JP 5235673 B2 JP5235673 B2 JP 5235673B2
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- Prior art keywords
- bis
- silane
- ethylene
- methylamino
- tris
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- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 title claims description 40
- 229920001400 block copolymer Polymers 0.000 title claims description 35
- 238000004519 manufacturing process Methods 0.000 title claims description 21
- -1 titanium halogen compound Chemical class 0.000 claims description 100
- 238000006116 polymerization reaction Methods 0.000 claims description 47
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 43
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 42
- 239000005977 Ethylene Substances 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 42
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 40
- 229920000642 polymer Polymers 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000011949 solid catalyst Substances 0.000 claims description 28
- 239000010936 titanium Substances 0.000 claims description 23
- 229910052719 titanium Inorganic materials 0.000 claims description 22
- 239000003054 catalyst Substances 0.000 claims description 19
- 229920005676 ethylene-propylene block copolymer Polymers 0.000 claims description 19
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims description 18
- 229920001577 copolymer Polymers 0.000 claims description 15
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229910052749 magnesium Inorganic materials 0.000 claims description 10
- 239000011777 magnesium Substances 0.000 claims description 10
- 150000002681 magnesium compounds Chemical class 0.000 claims description 10
- 239000012467 final product Substances 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- RXVAWVPVNXHVFX-UHFFFAOYSA-N n-[dicyclopentyl(ethylamino)silyl]ethanamine Chemical compound C1CCCC1[Si](NCC)(NCC)C1CCCC1 RXVAWVPVNXHVFX-UHFFFAOYSA-N 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- UTADZBVVSYSYTG-UHFFFAOYSA-N tert-butyl(methyl)silane Chemical compound C[SiH2]C(C)(C)C UTADZBVVSYSYTG-UHFFFAOYSA-N 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- MZVVKQYKHJJXCB-UHFFFAOYSA-N n-[ethylamino-di(propan-2-yl)silyl]ethanamine Chemical compound CCN[Si](C(C)C)(C(C)C)NCC MZVVKQYKHJJXCB-UHFFFAOYSA-N 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 2
- GLCYTEBWTVOXRR-UHFFFAOYSA-N C1(CCCCC1)C[SiH](NCC)NCC Chemical compound C1(CCCCC1)C[SiH](NCC)NCC GLCYTEBWTVOXRR-UHFFFAOYSA-N 0.000 claims 1
- SXQUPXUDRWWSCH-UHFFFAOYSA-N N-ethylsilylbutan-1-amine Chemical compound C(C)[SiH2]NCCCC SXQUPXUDRWWSCH-UHFFFAOYSA-N 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 description 67
- 229910000077 silane Inorganic materials 0.000 description 41
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 40
- 238000006243 chemical reaction Methods 0.000 description 34
- 239000007983 Tris buffer Substances 0.000 description 30
- 150000002430 hydrocarbons Chemical class 0.000 description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 229910052739 hydrogen Inorganic materials 0.000 description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 20
- 239000001257 hydrogen Substances 0.000 description 20
- 230000015572 biosynthetic process Effects 0.000 description 19
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 19
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 19
- 239000002245 particle Substances 0.000 description 16
- 239000007787 solid Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 15
- 238000003786 synthesis reaction Methods 0.000 description 15
- 239000004743 Polypropylene Substances 0.000 description 14
- 239000007788 liquid Substances 0.000 description 13
- 238000007334 copolymerization reaction Methods 0.000 description 12
- YQGOWXYZDLJBFL-UHFFFAOYSA-N dimethoxysilane Chemical compound CO[SiH2]OC YQGOWXYZDLJBFL-UHFFFAOYSA-N 0.000 description 12
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 12
- 125000004888 n-propyl amino group Chemical group [H]N(*)C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 10
- 150000001336 alkenes Chemical class 0.000 description 10
- 238000012661 block copolymerization Methods 0.000 description 10
- ZXPDYFSTVHQQOI-UHFFFAOYSA-N diethoxysilane Chemical compound CCO[SiH2]OCC ZXPDYFSTVHQQOI-UHFFFAOYSA-N 0.000 description 10
- 229910001873 dinitrogen Inorganic materials 0.000 description 10
- 150000001343 alkyl silanes Chemical class 0.000 description 9
- 230000003197 catalytic effect Effects 0.000 description 9
- 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 9
- 229920001296 polysiloxane Polymers 0.000 description 9
- 239000000725 suspension Substances 0.000 description 9
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 9
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 125000006310 cycloalkyl amino group Chemical group 0.000 description 8
- 235000019441 ethanol Nutrition 0.000 description 8
- 239000000155 melt Substances 0.000 description 8
- 239000002685 polymerization catalyst Substances 0.000 description 8
- ZWVDTRNPSDMWTB-UHFFFAOYSA-N 2-methylpropylsilane Chemical compound CC(C)C[SiH3] ZWVDTRNPSDMWTB-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000012265 solid product Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 6
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000011259 mixed solution Substances 0.000 description 6
- 150000003961 organosilicon compounds Chemical class 0.000 description 6
- 230000037048 polymerization activity Effects 0.000 description 6
- YYVGYULIMDRZMJ-UHFFFAOYSA-N propan-2-ylsilane Chemical compound CC(C)[SiH3] YYVGYULIMDRZMJ-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 5
- 125000004663 dialkyl amino group Chemical group 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229920005629 polypropylene homopolymer Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 238000012662 bulk polymerization Methods 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- FPGPRAKRYDSZAW-UHFFFAOYSA-N monopentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(O)=O FPGPRAKRYDSZAW-UHFFFAOYSA-N 0.000 description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 3
- 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
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 3
- DMVQNBGDYPFJCC-UHFFFAOYSA-N 2-heptoxycarbonylbenzoic acid Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(O)=O DMVQNBGDYPFJCC-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- AJIIPJIKASDPKD-UHFFFAOYSA-N C1CCCCC1[SiH2]C1CCCCC1 Chemical compound C1CCCCC1[SiH2]C1CCCCC1 AJIIPJIKASDPKD-UHFFFAOYSA-N 0.000 description 3
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- TZKUEMHGRFBQIX-UHFFFAOYSA-N cyclohexylmethylsilane Chemical compound [SiH3]CC1CCCCC1 TZKUEMHGRFBQIX-UHFFFAOYSA-N 0.000 description 3
- MQUBEBJFHBANKV-UHFFFAOYSA-N di(propan-2-yl)silicon Chemical compound CC(C)[Si]C(C)C MQUBEBJFHBANKV-UHFFFAOYSA-N 0.000 description 3
- 150000001354 dialkyl silanes Chemical class 0.000 description 3
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 3
- MCPOBKGRILHVPP-UHFFFAOYSA-N dicyclopentylsilane Chemical compound C1CCCC1[SiH2]C1CCCC1 MCPOBKGRILHVPP-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
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-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
- JTGAUXSVQKWNHO-UHFFFAOYSA-N ditert-butylsilicon Chemical compound CC(C)(C)[Si]C(C)(C)C JTGAUXSVQKWNHO-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000012685 gas phase polymerization Methods 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 239000012456 homogeneous solution Substances 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 150000002680 magnesium Chemical class 0.000 description 3
- XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- XOSNGXNHDRYFEF-UHFFFAOYSA-N monohexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(O)=O XOSNGXNHDRYFEF-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- JANBFCARANRIKJ-UHFFFAOYSA-N phthalic acid diisopentyl ester Natural products CC(C)CCOC(=O)C1=CC=CC=C1C(=O)OCCC(C)C JANBFCARANRIKJ-UHFFFAOYSA-N 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- REBPHVJMYRKOET-UHFFFAOYSA-N tert-butyl(ethyl)silane Chemical compound CC[SiH2]C(C)(C)C REBPHVJMYRKOET-UHFFFAOYSA-N 0.000 description 3
- KNSVRQSOPKYFJN-UHFFFAOYSA-N tert-butylsilicon Chemical compound CC(C)(C)[Si] KNSVRQSOPKYFJN-UHFFFAOYSA-N 0.000 description 3
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
- AJVVKLRCOHWRKD-UHFFFAOYSA-N 1-adamantylsilane Chemical compound C1C(C2)CC3CC2CC1([SiH3])C3 AJVVKLRCOHWRKD-UHFFFAOYSA-N 0.000 description 2
- APWRLAZEMYLHKZ-UHFFFAOYSA-N 2-amino-5,6-dimethyl-1h-pyrimidin-4-one Chemical compound CC=1NC(N)=NC(=O)C=1C APWRLAZEMYLHKZ-UHFFFAOYSA-N 0.000 description 2
- BHPDSAAGSUWVMP-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,6-dimethylheptane Chemical compound COCC(C(C)C)(COC)CCC(C)C BHPDSAAGSUWVMP-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
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 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 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
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- NNDPHUJPRUBQPI-UHFFFAOYSA-N N-[cyclohexylmethyl(methylamino)silyl]methanamine Chemical compound CN[SiH](CC1CCCCC1)NC NNDPHUJPRUBQPI-UHFFFAOYSA-N 0.000 description 2
- CWTMGCGOMIMGPE-UHFFFAOYSA-N N-silylcyclopentanamine Chemical compound C1(CCCC1)N[SiH3] CWTMGCGOMIMGPE-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- QTNGGWXXJCIPMQ-UHFFFAOYSA-N bis(1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl)silane Chemical compound C1(CCCC2CCCCC12)[SiH2]C1CCCC2CCCCC12 QTNGGWXXJCIPMQ-UHFFFAOYSA-N 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
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- WUOREHWHBFMWDG-UHFFFAOYSA-N cyclohexyl(cyclopentyl)silane Chemical compound C1CCCC1[SiH2]C1CCCCC1 WUOREHWHBFMWDG-UHFFFAOYSA-N 0.000 description 2
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- VHPUZTHRFWIGAW-UHFFFAOYSA-N dimethoxy-di(propan-2-yl)silane Chemical compound CO[Si](OC)(C(C)C)C(C)C VHPUZTHRFWIGAW-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
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- 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
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- PKRKCDBTXBGLKV-UHFFFAOYSA-N tris(ethenyl)-methylsilane Chemical compound C=C[Si](C)(C=C)C=C PKRKCDBTXBGLKV-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
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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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/06—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type
- C08F297/08—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type polymerising mono-olefins
- C08F297/083—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the coordination type polymerising mono-olefins the monomers being ethylene or propylene
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Graft Or Block Polymers (AREA)
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| JP2008541045A JP5235673B2 (ja) | 2006-10-27 | 2007-10-23 | エチレン・プロピレンブロック共重合体の製造方法 |
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| JP2008541045A JP5235673B2 (ja) | 2006-10-27 | 2007-10-23 | エチレン・プロピレンブロック共重合体の製造方法 |
| PCT/JP2007/070974 WO2008050883A1 (en) | 2006-10-27 | 2007-10-23 | Process for production of ethylene-propylene block copolymer |
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| WO (1) | WO2008050883A1 (enExample) |
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| JP2010024454A (ja) * | 2008-07-23 | 2010-02-04 | Samsung Total Petrochemicals Co Ltd | 高光沢性のポリプロピレン系樹脂 |
| US8772524B2 (en) | 2008-10-20 | 2014-07-08 | Dow Corning Corporation | CVD precursors |
| KR101930605B1 (ko) | 2009-03-17 | 2018-12-18 | 도호 티타늄 가부시키가이샤 | 올레핀류 중합용 고체 촉매 성분 및 촉매 및 이를 이용한 올레핀류 중합체의 제조 방법 |
| JP2011256120A (ja) * | 2010-06-07 | 2011-12-22 | Toho Titanium Co Ltd | オルガノアミノシラン化合物の製造方法 |
| US20200140577A1 (en) * | 2017-05-10 | 2020-05-07 | Toho Titanium Co., Ltd. | CATALYST FOR POLYMERIZATION OF AN OLEFIN, METHOD FOR PRODUCING POLYMER OF OLEFIN AND PROPYLENE-alpha-OLEFIN COPOLYMER |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004016662A1 (ja) * | 2002-08-19 | 2004-02-26 | Ube Industries, Ltd. | α−オレフィンの重合又は共重合に用いられるα−オレフィンの重合又は重合用触媒、その触媒成分及びその触媒を用いたα−オレフィン重合方法 |
| JP2005120332A (ja) * | 2003-09-25 | 2005-05-12 | Ube Ind Ltd | α−オレフィンの重合又は共重合用触媒、その触媒成分及びα−オレフィンの重合方法 |
| JP2006063281A (ja) * | 2004-08-30 | 2006-03-09 | Toho Catalyst Co Ltd | オレフィン類重合用触媒およびこれを用いたオレフィン類重合体の製造方法 |
| WO2006129773A1 (ja) * | 2005-05-31 | 2006-12-07 | Toho Catalyst Co., Ltd. | アミノシラン化合物、オレフィン類重合用触媒成分および触媒並びにこれを用いたオレフィン類重合体の製造方法 |
| JP2007224097A (ja) * | 2006-02-22 | 2007-09-06 | Toho Catalyst Co Ltd | オレフィン類重合用触媒及びこれを用いたオレフィン類重合体の製造方法 |
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2007
- 2007-10-23 WO PCT/JP2007/070974 patent/WO2008050883A1/ja not_active Ceased
- 2007-10-23 JP JP2008541045A patent/JP5235673B2/ja active Active
- 2007-10-26 TW TW96140209A patent/TW200835703A/zh unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004016662A1 (ja) * | 2002-08-19 | 2004-02-26 | Ube Industries, Ltd. | α−オレフィンの重合又は共重合に用いられるα−オレフィンの重合又は重合用触媒、その触媒成分及びその触媒を用いたα−オレフィン重合方法 |
| JP2005120332A (ja) * | 2003-09-25 | 2005-05-12 | Ube Ind Ltd | α−オレフィンの重合又は共重合用触媒、その触媒成分及びα−オレフィンの重合方法 |
| JP2006063281A (ja) * | 2004-08-30 | 2006-03-09 | Toho Catalyst Co Ltd | オレフィン類重合用触媒およびこれを用いたオレフィン類重合体の製造方法 |
| WO2006129773A1 (ja) * | 2005-05-31 | 2006-12-07 | Toho Catalyst Co., Ltd. | アミノシラン化合物、オレフィン類重合用触媒成分および触媒並びにこれを用いたオレフィン類重合体の製造方法 |
| JP2007224097A (ja) * | 2006-02-22 | 2007-09-06 | Toho Catalyst Co Ltd | オレフィン類重合用触媒及びこれを用いたオレフィン類重合体の製造方法 |
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| Publication number | Publication date |
|---|---|
| TW200835703A (en) | 2008-09-01 |
| JPWO2008050883A1 (ja) | 2010-02-25 |
| TWI364428B (enExample) | 2012-05-21 |
| WO2008050883A1 (en) | 2008-05-02 |
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