CN101117364A - 含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 - Google Patents
含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 Download PDFInfo
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- CN101117364A CN101117364A CNA2007101286379A CN200710128637A CN101117364A CN 101117364 A CN101117364 A CN 101117364A CN A2007101286379 A CNA2007101286379 A CN A2007101286379A CN 200710128637 A CN200710128637 A CN 200710128637A CN 101117364 A CN101117364 A CN 101117364A
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- China
- Prior art keywords
- magnesium
- alkyl
- titanium
- compound
- electron donor
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000003054 catalyst Substances 0.000 title claims abstract description 82
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 10
- 239000011777 magnesium Substances 0.000 claims abstract description 139
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 89
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 64
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 55
- 239000010936 titanium Substances 0.000 claims abstract description 53
- 239000007787 solid Substances 0.000 claims abstract description 42
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 39
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 34
- 150000001924 cycloalkanes Chemical class 0.000 claims abstract description 18
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 10
- 150000002367 halogens Chemical class 0.000 claims abstract description 10
- -1 isobutyl- Chemical group 0.000 claims description 104
- 125000000217 alkyl group Chemical group 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 35
- 229910052799 carbon Inorganic materials 0.000 claims description 20
- 229930195733 hydrocarbon Natural products 0.000 claims description 18
- 239000004215 Carbon black (E152) Substances 0.000 claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 claims description 16
- 229910052782 aluminium Inorganic materials 0.000 claims description 11
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical group CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000002685 polymerization catalyst Substances 0.000 claims description 3
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 abstract description 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 2
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 47
- 238000007334 copolymerization reaction Methods 0.000 description 40
- 239000000203 mixture Substances 0.000 description 40
- 239000000463 material Substances 0.000 description 38
- 238000000034 method Methods 0.000 description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
- 239000007788 liquid Substances 0.000 description 25
- 229920000642 polymer Polymers 0.000 description 23
- 239000000126 substance Substances 0.000 description 22
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 20
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 18
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 17
- 239000000460 chlorine Substances 0.000 description 17
- 239000001257 hydrogen Substances 0.000 description 17
- 229910052739 hydrogen Inorganic materials 0.000 description 17
- 239000002245 particle Substances 0.000 description 17
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 16
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- 239000000178 monomer Substances 0.000 description 15
- 230000008569 process Effects 0.000 description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 14
- 150000007942 carboxylates Chemical group 0.000 description 14
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 13
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 13
- 239000004711 α-olefin Substances 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- 239000001095 magnesium carbonate Substances 0.000 description 12
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 12
- 229960001708 magnesium carbonate Drugs 0.000 description 12
- 235000014380 magnesium carbonate Nutrition 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 125000003118 aryl group Chemical group 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 229920001155 polypropylene Polymers 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 229910000077 silane Inorganic materials 0.000 description 11
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 10
- 150000007524 organic acids Chemical class 0.000 description 10
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 10
- 229910052723 transition metal Inorganic materials 0.000 description 10
- 150000003624 transition metals Chemical class 0.000 description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 9
- 235000011089 carbon dioxide Nutrition 0.000 description 9
- 239000011701 zinc Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
- 125000005907 alkyl ester group Chemical group 0.000 description 8
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 239000003607 modifier Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 8
- 150000003609 titanium compounds Chemical class 0.000 description 8
- 239000002841 Lewis acid Substances 0.000 description 7
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- 150000007517 lewis acids Chemical class 0.000 description 7
- 239000002002 slurry Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 150000001282 organosilanes Chemical class 0.000 description 6
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 239000001569 carbon dioxide Substances 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 5
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 5
- 238000009826 distribution Methods 0.000 description 5
- 230000032050 esterification Effects 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 150000002681 magnesium compounds Chemical class 0.000 description 5
- 150000002736 metal compounds Chemical class 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 239000006228 supernatant Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 description 4
- 150000004292 cyclic ethers Chemical class 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000026030 halogenation Effects 0.000 description 4
- 238000005658 halogenation reaction Methods 0.000 description 4
- 229910001629 magnesium chloride Inorganic materials 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 4
- 150000003014 phosphoric acid esters Chemical class 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Chemical group 0.000 description 4
- 239000011949 solid catalyst Substances 0.000 description 4
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 4
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 4
- 238000012725 vapour phase polymerization Methods 0.000 description 4
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
- NXKGJIRLCQBHFD-UHFFFAOYSA-N CO[SiH](OC)CC(C)C Chemical compound CO[SiH](OC)CC(C)C NXKGJIRLCQBHFD-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 3
- 238000006345 epimerization reaction Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 3
- 231100000572 poisoning Toxicity 0.000 description 3
- 230000000607 poisoning effect Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 238000007613 slurry method Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-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 Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- FHUODBDRWMIBQP-UHFFFAOYSA-N Ethyl p-anisate Chemical compound CCOC(=O)C1=CC=C(OC)C=C1 FHUODBDRWMIBQP-UHFFFAOYSA-N 0.000 description 2
- UUGLJVMIFJNVFH-UHFFFAOYSA-N Hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1 UUGLJVMIFJNVFH-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 229910003902 SiCl 4 Inorganic materials 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 125000005234 alkyl aluminium group Chemical group 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 125000005600 alkyl phosphonate group Chemical group 0.000 description 2
- 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 2
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 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 2
- 239000003085 diluting agent Substances 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
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 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 2
- CBFCDTFDPHXCNY-UHFFFAOYSA-N icosane Chemical compound CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
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- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 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
- 239000002912 waste gas Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/58—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with silicon, germanium, tin, lead, antimony, bismuth or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45765703P | 2003-03-26 | 2003-03-26 | |
| US60/457,657 | 2003-03-26 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2004800082538A Division CN1771268A (zh) | 2003-03-26 | 2004-03-24 | 含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101117364A true CN101117364A (zh) | 2008-02-06 |
Family
ID=33131702
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007101286379A Pending CN101117364A (zh) | 2003-03-26 | 2004-03-24 | 含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 |
| CNA2004800082538A Pending CN1771268A (zh) | 2003-03-26 | 2004-03-24 | 含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2004800082538A Pending CN1771268A (zh) | 2003-03-26 | 2004-03-24 | 含有作为电子给体的环烷二元羧酸酯的烯烃聚合催化剂 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US8716514B2 (https=) |
| EP (2) | EP1613670B1 (https=) |
| JP (1) | JP4624986B2 (https=) |
| CN (2) | CN101117364A (https=) |
| WO (1) | WO2004087771A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103509142A (zh) * | 2012-06-27 | 2014-01-15 | 三星Total株式会社 | 丙烯聚合用固体催化剂和聚丙烯的制备方法 |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5530054B2 (ja) * | 2005-01-19 | 2014-06-25 | 三井化学株式会社 | オレフィン重合体製造用固体状チタン触媒成分、オレフィン重合用触媒およびオレフィン重合体の製造方法 |
| US7491781B2 (en) | 2005-03-08 | 2009-02-17 | Ineos Usa Llc | Propylene polymer catalyst donor component |
| US8288606B2 (en) * | 2005-03-08 | 2012-10-16 | Ineos Usa Llc | Propylene polymer catalyst donor component |
| EP2206731B1 (en) * | 2007-11-01 | 2013-08-28 | Mitsui Chemicals, Inc. | Solid titanium catalyst component, olefin polymerization catalyst, and olefin polymerization method |
| SG194361A1 (en) * | 2007-11-27 | 2013-11-29 | Mitsui Chemicals Inc | Solid titanium catalyst component, olefin polymerization catalyst, and olefin polymerization process |
| KR101235445B1 (ko) * | 2010-01-13 | 2013-02-20 | 삼성토탈 주식회사 | 프로필렌 중합용 고체촉매의 제조 방법 |
| KR101338783B1 (ko) | 2011-04-27 | 2013-12-06 | 삼성토탈 주식회사 | 프로필렌 중합용 고체촉매 및 이를 이용한 폴리프로필렌 제조 방법 |
| KR101251801B1 (ko) | 2011-05-30 | 2013-04-09 | 삼성토탈 주식회사 | 프로필렌 중합용 고체촉매 및 이를 이용한 폴리프로필렌 제조 방법 |
| EP2583983A1 (en) | 2011-10-19 | 2013-04-24 | Basell Poliolefine Italia S.r.l. | Catalyst component for the polymerization of olefins |
| KR101454516B1 (ko) | 2012-12-06 | 2014-10-24 | 삼성토탈 주식회사 | 프로필렌 중합용 고체촉매 및 이를 이용한 폴리프로필렌 제조 방법 |
| US9593184B2 (en) | 2014-10-28 | 2017-03-14 | Formosa Plastics Corporation, Usa | Oxalic acid diamides as modifiers for polyolefin catalysts |
| CN107840917B (zh) * | 2016-09-21 | 2021-02-05 | 中国石油化工股份有限公司 | 一种用于烯烃聚合的固体催化剂组分、催化剂体系和预聚合催化剂 |
| US9815920B1 (en) | 2016-10-14 | 2017-11-14 | Formosa Plastics Corporation, Usa | Olefin polymerization catalyst components and process for the production of olefin polymers therewith |
| US10124324B1 (en) | 2017-05-09 | 2018-11-13 | Formosa Plastics Corporation, Usa | Olefin polymerization catalyst components and process for the production of olefin polymers therewith |
| US10822438B2 (en) | 2017-05-09 | 2020-11-03 | Formosa Plastics Corporation | Catalyst system for enhanced stereo-specificity of olefin polymerization and method for producing olefin polymer |
| EP4031590A4 (en) * | 2019-09-18 | 2023-10-11 | W. R. Grace & Co.-Conn | Catalyst composition for polyolefin polymers |
| CN114426603B (zh) * | 2020-10-16 | 2023-11-14 | 中国石油化工股份有限公司 | 乙烯聚合的方法及聚乙烯 |
| EP4269450A4 (en) * | 2020-12-21 | 2025-02-12 | Mitsui Chemicals, Inc. | SOLID TITANIUM CATALYST COMPONENT, OLEFIN POLYMERIZATION CATALYST, OLEFIN POLYMERIZATION PROCESS AND PROPYLENE POLYMER |
| KR20230110317A (ko) * | 2020-12-21 | 2023-07-21 | 미쓰이 가가쿠 가부시키가이샤 | 에스터 화합물 |
| US20250066513A1 (en) | 2023-08-23 | 2025-02-27 | Formosa Plastics Corporation, U.S.A. | Catalyst System For Enhanced Stereo-Specificity Of Olefin Polymerization |
| US20250066514A1 (en) | 2023-08-24 | 2025-02-27 | Formosa Plastics Corporation, U.S.A. | Catalysts component and process for the production of polypropylene having high melt flow rate with high isotacticity |
| US20250109218A1 (en) | 2023-09-29 | 2025-04-03 | Formosa Plastics Corporation, U.S.A. | Method for preparing catalyst component for polymerization of polyolefin without the use of internal electron donors |
| US20250115687A1 (en) | 2023-10-06 | 2025-04-10 | Formosa Plastics Corporation, U.S.A. | Production method for solid catalyst component for polymerizing olefins, and catalyst for polymerizaing olefins |
| US20250115686A1 (en) | 2023-10-09 | 2025-04-10 | Formosa Plastics Corporation, U.S.A. | Olefin polymerization catalyst components containing silane and process for the production of polypropylene having high isotacticity at high melt flow rate |
| US20250297039A1 (en) | 2024-03-19 | 2025-09-25 | Formosa Plastics Corporation, U.S.A. | Olefin polymerization catalyst components containing diglycidylester components and its use for the production of polypropylene having high isotacticity at high melt flow rate |
| WO2026063967A1 (en) | 2024-09-19 | 2026-03-26 | Formosa Plastics Corporation, Usa | Olefin polymerization ziegler-natta catalyst components and process for the production of olefin polymers therewith |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1805765C3 (de) | 1968-10-29 | 1980-09-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Polymerisation von Propylen |
| US4003712A (en) | 1970-07-29 | 1977-01-18 | Union Carbide Corporation | Fluidized bed reactor |
| US3971786A (en) | 1972-09-05 | 1976-07-27 | Smith Kline & French Laboratories Limited | Pyridyl alkylguanidine compounds, composition therewith, and methods of inhibiting H-2 histamine receptors |
| US3957448A (en) | 1974-12-16 | 1976-05-18 | Standard Oil Company | Divided horizontal reactor for the vapor phase polymerization of monomers at different hydrogen levels |
| US3970611A (en) | 1974-12-16 | 1976-07-20 | Standard Oil Company | Melt finishing process for polymers produced by vapor state polymerization processes |
| CA1053846A (en) | 1974-12-16 | 1979-05-01 | The Standard Oil Company | Horizontal reactor for the vapor phase polymerization of monomers |
| US3965083A (en) | 1974-12-16 | 1976-06-22 | Standard Oil Company | Process for the vapor phase polymerization of monomers in a horizontal, quench-cooled, stirred-bed reactor using essentially total off-gas recycle and melt finishing |
| US4101289A (en) | 1975-12-19 | 1978-07-18 | Standard Oil Company A Corporation Of Indiana | Horizontal reactor for the vapor phase polymerization of monomers |
| DE2805838A1 (de) * | 1977-02-24 | 1978-08-31 | Ciba Geigy Ag | Neue 4-acyloxypiperidine |
| JPS5883006A (ja) | 1981-11-13 | 1983-05-18 | Mitsui Petrochem Ind Ltd | オレフインの重合方法 |
| US4442276A (en) | 1982-02-12 | 1984-04-10 | Mitsui Petrochemical Industries, Ltd. | Process for polymerizing or copolymerizing olefins |
| DE3273399D1 (en) | 1982-02-12 | 1986-10-30 | Mitsui Petrochemical Ind | Process for producing olefin polymers |
| US4612299A (en) | 1984-07-09 | 1986-09-16 | Amoco Corporation | Magnesium carboxylate supports |
| US4540679A (en) | 1984-03-23 | 1985-09-10 | Amoco Corporation | Magnesium hydrocarbyl carbonate supports |
| US4866022A (en) | 1984-03-23 | 1989-09-12 | Amoco Corporation | Olefin polymerization catalyst |
| US4579836A (en) | 1985-05-22 | 1986-04-01 | Amoco Corporation | Exhaustively prepolymerized supported alpha-olefin polymerization catalyst |
| JPH01178710A (ja) | 1988-01-06 | 1989-07-14 | Mazda Motor Corp | エンジンのバルブ駆動装置 |
| DE3936856A1 (de) * | 1989-11-06 | 1991-05-08 | Basf Ag | Katalysatorsysteme vom typ der ziegler-natta-katalysatoren |
| US5166113A (en) * | 1989-11-06 | 1992-11-24 | Harald Schwager | Zieger-natta-type catalyst systems |
| JP2740503B2 (ja) * | 1996-08-28 | 1998-04-15 | 三井化学株式会社 | α−オレフインの重合方法 |
| CN1240729C (zh) | 1999-04-15 | 2006-02-08 | 巴塞尔聚烯烃意大利有限公司 | 用于烯烃聚合的组分和催化剂 |
| JP2001114811A (ja) | 1999-10-15 | 2001-04-24 | Idemitsu Petrochem Co Ltd | オレフィン重合用触媒及びオレフィン重合体の製造方法 |
| JP2001151816A (ja) * | 1999-11-25 | 2001-06-05 | Japan Polychem Corp | プロピレン系重合体およびその製造方法 |
-
2004
- 2004-03-24 EP EP04758228.3A patent/EP1613670B1/en not_active Expired - Lifetime
- 2004-03-24 EP EP10180083.7A patent/EP2261267B1/en not_active Expired - Lifetime
- 2004-03-24 CN CNA2007101286379A patent/CN101117364A/zh active Pending
- 2004-03-24 JP JP2006507495A patent/JP4624986B2/ja not_active Expired - Lifetime
- 2004-03-24 CN CNA2004800082538A patent/CN1771268A/zh active Pending
- 2004-03-24 US US10/548,819 patent/US8716514B2/en active Active
- 2004-03-24 WO PCT/US2004/008888 patent/WO2004087771A1/en not_active Ceased
-
2014
- 2014-02-20 US US14/184,973 patent/US20140171294A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103509142A (zh) * | 2012-06-27 | 2014-01-15 | 三星Total株式会社 | 丙烯聚合用固体催化剂和聚丙烯的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2261267A2 (en) | 2010-12-15 |
| JP2006521451A (ja) | 2006-09-21 |
| EP1613670A1 (en) | 2006-01-11 |
| US8716514B2 (en) | 2014-05-06 |
| US20140171294A1 (en) | 2014-06-19 |
| US20080113860A1 (en) | 2008-05-15 |
| EP2261267A3 (en) | 2012-01-25 |
| EP1613670B1 (en) | 2017-05-10 |
| EP2261267B1 (en) | 2017-05-10 |
| JP4624986B2 (ja) | 2011-02-02 |
| CN1771268A (zh) | 2006-05-10 |
| WO2004087771A1 (en) | 2004-10-14 |
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