RU2196776C2 - Металлокомплекс и способ полимеризации олефинов - Google Patents

Металлокомплекс и способ полимеризации олефинов Download PDF

Info

Publication number: RU2196776C2
Authority: RU; Russia
Prior art keywords: dimethyl; titanium; inden; dimethylethyl; pyrrolidinyl
Prior art date: 1996-08-08

Application number

RU99104650/04A

Other languages

English (en)

Russian (ru)

Other versions

RU99104650A (ru

Inventor

Ежи КЛОЗИН (US)

Ежи КЛОЗИН

Вилль м Дж. Мл. КРУПЕР (US)

Вилльям Дж. Мл. КРУПЕР

Питер Н. НИКИАС (US)

Питер Н. НИКИАС

Яссон Т. ПАТТОН (US)

Яссон Т. ПАТТОН

Дэвид Р. ВИЛЬСОН (US)

Дэвид Р. ВИЛЬСОН

Original Assignee

Дзе Дау Кемикал Компани

Priority date (The priority date 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 date listed.)

1996-08-08

Filing date

1997-07-28

Publication date

2003-01-20

1997-07-28 Application filed by Дзе Дау Кемикал Компани filed Critical Дзе Дау Кемикал Компани

2001-01-20 Publication of RU99104650A publication Critical patent/RU99104650A/ru

2003-01-20 Application granted granted Critical

2003-01-20 Publication of RU2196776C2 publication Critical patent/RU2196776C2/ru

Links

238000000034 method Methods 0.000 title claims abstract description 94
238000006116 polymerization reaction Methods 0.000 title claims abstract description 72
150000001336 alkenes Chemical class 0.000 title claims abstract description 33
229910052751 metal Inorganic materials 0.000 title abstract description 67
239000002184 metal Substances 0.000 title abstract description 67
239000013522 chelant Substances 0.000 title abstract 4
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title description 14
229910052719 titanium Inorganic materials 0.000 claims abstract description 301
150000001993 dienes Chemical class 0.000 claims abstract description 41
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 32
125000000217 alkyl group Chemical group 0.000 claims abstract description 26
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 26
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 10
238000006467 substitution reaction Methods 0.000 claims abstract description 10
229910052726 zirconium Inorganic materials 0.000 claims abstract description 6
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
229910052735 hafnium Inorganic materials 0.000 claims abstract description 3
125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims abstract 2
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 473
239000010936 titanium Substances 0.000 claims description 309
-1 phenyl radicals Chemical group 0.000 claims description 278
239000003054 catalyst Substances 0.000 claims description 74
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 39
239000005977 Ethylene Substances 0.000 claims description 38
239000004711 α-olefin Substances 0.000 claims description 33
150000004696 coordination complex Chemical class 0.000 claims description 26
125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 18
239000001257 hydrogen Substances 0.000 claims description 18
229910052739 hydrogen Inorganic materials 0.000 claims description 18
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 17
ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Chemical group C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 13
UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 claims description 5
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 3
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 2
OMNHGSCPXMPFSV-UHFFFAOYSA-L dimethylsilane titanium(2+) dichloride Chemical compound [Cl-].[Cl-].[Ti++].C[SiH2]C OMNHGSCPXMPFSV-UHFFFAOYSA-L 0.000 claims 4
125000003114 inden-1-yl group Chemical group [H]C1=C([H])C([H])(*)C2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 4
AKPLMWYDZYYOSF-UHFFFAOYSA-N 5-chlorocyclopenta-1,3-diene titanium Chemical compound [Ti].ClC1C=CC=C1 AKPLMWYDZYYOSF-UHFFFAOYSA-N 0.000 claims 2
JLSRXABBXLVSGD-UHFFFAOYSA-N C1(=CC=CC=C1)C=CC=CC1=CC=CC=C1.[Ti].CN(C)C1=CC(C2=CC=CC=C12)[SiH](C)C Chemical compound C1(=CC=CC=C1)C=CC=CC1=CC=CC=C1.[Ti].CN(C)C1=CC(C2=CC=CC=C12)[SiH](C)C JLSRXABBXLVSGD-UHFFFAOYSA-N 0.000 claims 1
QLPCSZWOYGLMAI-UHFFFAOYSA-N C=CC=CC.[Ti].N1(CCCC1)C1=CC(C2=CC=CC=C12)[SiH](C)C Chemical compound C=CC=CC.[Ti].N1(CCCC1)C1=CC(C2=CC=CC=C12)[SiH](C)C QLPCSZWOYGLMAI-UHFFFAOYSA-N 0.000 claims 1
CTQCSWUXVVVZQC-UHFFFAOYSA-N CC=CC=CC.[Ti].CN(C)C1=CC(C2=CC=CC=C12)[SiH](C)C Chemical compound CC=CC=CC.[Ti].CN(C)C1=CC(C2=CC=CC=C12)[SiH](C)C CTQCSWUXVVVZQC-UHFFFAOYSA-N 0.000 claims 1
QCSJSPGKNQWBSW-UHFFFAOYSA-L [Cl-].[Cl-].[Ti+2].C1(=CC=CC=C1)N(C)C1=CC(C2=CC=CC=C12)[SiH](C)C Chemical compound [Cl-].[Cl-].[Ti+2].C1(=CC=CC=C1)N(C)C1=CC(C2=CC=CC=C12)[SiH](C)C QCSJSPGKNQWBSW-UHFFFAOYSA-L 0.000 claims 1
RDFMULABGFGNIE-UHFFFAOYSA-L [Cl-].[Cl-].[Ti+2].N1(CCCC1)C1=CC(C2=CC=CC=C12)[SiH](C)C Chemical compound [Cl-].[Cl-].[Ti+2].N1(CCCC1)C1=CC(C2=CC=CC=C12)[SiH](C)C RDFMULABGFGNIE-UHFFFAOYSA-L 0.000 claims 1
125000003282 alkyl amino group Chemical group 0.000 claims 1
150000001805 chlorine compounds Chemical group 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
CMWCOKOTCLFJOP-UHFFFAOYSA-N titanium(3+) Chemical compound [Ti+3] CMWCOKOTCLFJOP-UHFFFAOYSA-N 0.000 claims 1
ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 claims 1
229920000642 polymer Polymers 0.000 abstract description 57
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 20
230000003197 catalytic effect Effects 0.000 abstract description 19
230000000694 effects Effects 0.000 abstract description 15
239000000126 substance Substances 0.000 abstract description 15
238000005516 engineering process Methods 0.000 abstract description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 440
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 324
COOXAWDWHWRVRD-UHFFFAOYSA-N C[Ti]C Chemical compound C[Ti]C COOXAWDWHWRVRD-UHFFFAOYSA-N 0.000 description 273
239000000243 solution Substances 0.000 description 191
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 169
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 120
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 117
238000002360 preparation method Methods 0.000 description 98
239000000047 product Substances 0.000 description 97
125000001183 hydrocarbyl group Chemical group 0.000 description 92
239000002904 solvent Substances 0.000 description 86
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 84
239000000203 mixture Substances 0.000 description 77
239000007787 solid Substances 0.000 description 75
125000003963 dichloro group Chemical group Cl* 0.000 description 65
239000013078 crystal Substances 0.000 description 45
239000003446 ligand Substances 0.000 description 45
239000000178 monomer Substances 0.000 description 45
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 44
159000000002 lithium salts Chemical class 0.000 description 44
MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 44
125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 40
238000005481 NMR spectroscopy Methods 0.000 description 37
DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 37
238000003756 stirring Methods 0.000 description 37
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 34
150000001875 compounds Chemical class 0.000 description 34
239000007789 gas Substances 0.000 description 34
230000008569 process Effects 0.000 description 31
238000006243 chemical reaction Methods 0.000 description 30
239000011541 reaction mixture Substances 0.000 description 29
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 26
238000001914 filtration Methods 0.000 description 26
230000003213 activating effect Effects 0.000 description 25
150000001450 anions Chemical class 0.000 description 25
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 25
239000002244 precipitate Substances 0.000 description 25
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 24
230000000875 corresponding effect Effects 0.000 description 23
229910003002 lithium salt Inorganic materials 0.000 description 23
230000003647 oxidation Effects 0.000 description 23
238000007254 oxidation reaction Methods 0.000 description 23
229910052782 aluminium Inorganic materials 0.000 description 22
239000007788 liquid Substances 0.000 description 22
229910052757 nitrogen Inorganic materials 0.000 description 22
125000005842 heteroatom Chemical group 0.000 description 21
239000003921 oil Substances 0.000 description 21
235000019198 oils Nutrition 0.000 description 21
150000003839 salts Chemical class 0.000 description 21
239000000725 suspension Substances 0.000 description 21
230000015572 biosynthetic process Effects 0.000 description 20
150000002081 enamines Chemical class 0.000 description 19
VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 description 19
229920002943 EPDM rubber Polymers 0.000 description 18
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 18
230000035484 reaction time Effects 0.000 description 18
CRWRMHLBFCWZAT-HWWQKFGHSA-N (2s,3s,4s,5r,6s)-3,5,6-trihydroxy-4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]1[C@H](O)[C@@H](C(O)=O)O[C@H](O)[C@@H]1O CRWRMHLBFCWZAT-HWWQKFGHSA-N 0.000 description 17
KEDCKEFNGOUWPJ-UHFFFAOYSA-N C=1C=CC=CC=1C[Ti]CC1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C[Ti]CC1=CC=CC=C1 KEDCKEFNGOUWPJ-UHFFFAOYSA-N 0.000 description 17
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 17
LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 16
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 16
239000000706 filtrate Substances 0.000 description 16
238000004519 manufacturing process Methods 0.000 description 16
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 16
239000012071 phase Substances 0.000 description 16
INGMFAOZILACFX-UHFFFAOYSA-N C1(=CC=CC=C1)C[Ti](CC(C)(C)C)(CC(C)(C)C)CC1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C[Ti](CC(C)(C)C)(CC(C)(C)C)CC1=CC=CC=C1 INGMFAOZILACFX-UHFFFAOYSA-N 0.000 description 15
125000004432 carbon atom Chemical group C* 0.000 description 15
125000004122 cyclic group Chemical group 0.000 description 15
QNXSIUBBGPHDDE-UHFFFAOYSA-N indan-1-one Chemical compound C1=CC=C2C(=O)CCC2=C1 QNXSIUBBGPHDDE-UHFFFAOYSA-N 0.000 description 15
229910052744 lithium Inorganic materials 0.000 description 15
229910052760 oxygen Inorganic materials 0.000 description 15
239000003039 volatile agent Substances 0.000 description 15
HBVOTJSYORVZTM-UHFFFAOYSA-N C1(=CC=CC=C1)C[Ti](C[Si](C)(C)C)(C[Si](C)(C)C)CC1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C[Ti](C[Si](C)(C)C)(C[Si](C)(C)C)CC1=CC=CC=C1 HBVOTJSYORVZTM-UHFFFAOYSA-N 0.000 description 14
238000012937 correction Methods 0.000 description 14
JJQPWMGQVXNKFA-UHFFFAOYSA-N 1-[(tert-butylamino)-dimethylsilyl]-n,n,2,5,6,7,8-heptamethyl-5,6,7,8-tetrahydro-1h-cyclopenta[b]naphthalen-3-amine Chemical compound C1=C2C(C)C(C)C(C)C(C)C2=CC2=C1C([Si](C)(C)NC(C)(C)C)C(C)=C2N(C)C JJQPWMGQVXNKFA-UHFFFAOYSA-N 0.000 description 13
125000003118 aryl group Chemical group 0.000 description 13
239000010410 layer Substances 0.000 description 13
239000000463 material Substances 0.000 description 13
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VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 12
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 12
WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 12
238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 12
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 12
125000000129 anionic group Chemical group 0.000 description 12
239000003795 chemical substances by application Substances 0.000 description 12
238000013480 data collection Methods 0.000 description 12
238000009826 distribution Methods 0.000 description 12
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150000001412 amines Chemical class 0.000 description 11
239000003085 diluting agent Substances 0.000 description 11
238000005868 electrolysis reaction Methods 0.000 description 11
239000003792 electrolyte Substances 0.000 description 11
230000007935 neutral effect Effects 0.000 description 11
125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 11
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125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 11
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 10
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 10
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
150000001768 cations Chemical class 0.000 description 10
238000002474 experimental method Methods 0.000 description 10
150000004820 halides Chemical class 0.000 description 10
239000011159 matrix material Substances 0.000 description 10
GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 10
239000001301 oxygen Substances 0.000 description 10
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 10
FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 10
150000004703 alkoxides Chemical class 0.000 description 9
230000006870 function Effects 0.000 description 9
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125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 9
150000002739 metals Chemical class 0.000 description 9
125000002524 organometallic group Chemical group 0.000 description 9
238000000746 purification Methods 0.000 description 9
238000010992 reflux Methods 0.000 description 9
239000000377 silicon dioxide Substances 0.000 description 9
OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 9
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RURFJXKOXIWFJX-UHFFFAOYSA-N (2,3,4,6-tetrafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C=C(F)C(F)=C1F RURFJXKOXIWFJX-UHFFFAOYSA-N 0.000 description 8
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 8
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 8
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 8
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229910052796 boron Inorganic materials 0.000 description 8
229920001577 copolymer Polymers 0.000 description 8
SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical class [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 8
238000010828 elution Methods 0.000 description 8
150000002576 ketones Chemical class 0.000 description 8
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 8
UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 8
CKWOGTUTBSUNSB-UHFFFAOYSA-N n-[chloro(dimethyl)silyl]-2-methylpropan-2-amine Chemical compound CC(C)(C)N[Si](C)(C)Cl CKWOGTUTBSUNSB-UHFFFAOYSA-N 0.000 description 8
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 8
230000000737 periodic effect Effects 0.000 description 8
239000002685 polymerization catalyst Substances 0.000 description 8
BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 7
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FNSGKRYLPLUBOA-UHFFFAOYSA-N [Li]C1C(C)=C(N(C)C)c2cc3c(cc12)C(C)(C)CCC3(C)C Chemical compound [Li]C1C(C)=C(N(C)C)c2cc3c(cc12)C(C)(C)CCC3(C)C FNSGKRYLPLUBOA-UHFFFAOYSA-N 0.000 description 7
238000010521 absorption reaction Methods 0.000 description 7
125000004429 atom Chemical group 0.000 description 7
239000003638 chemical reducing agent Substances 0.000 description 7
239000000460 chlorine Substances 0.000 description 7
238000001816 cooling Methods 0.000 description 7
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 7
229920000092 linear low density polyethylene Polymers 0.000 description 7
239000002245 particle Substances 0.000 description 7
SCABQASLNUQUKD-UHFFFAOYSA-N silylium Chemical compound [SiH3+] SCABQASLNUQUKD-UHFFFAOYSA-N 0.000 description 7
238000003786 synthesis reaction Methods 0.000 description 7
XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 6
ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 6
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 6
238000004009 13C{1H}-NMR spectroscopy Methods 0.000 description 6
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 6
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 6
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
239000002841 Lewis acid Substances 0.000 description 6
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239000011147 inorganic material Substances 0.000 description 1
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ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
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238000002459 porosimetry Methods 0.000 description 1
BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
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CUQOHAYJWVTKDE-UHFFFAOYSA-N potassium;butan-1-olate Chemical compound [K+].CCCC[O-] CUQOHAYJWVTKDE-UHFFFAOYSA-N 0.000 description 1
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238000003672 processing method Methods 0.000 description 1
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239000001294 propane Substances 0.000 description 1
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UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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238000011069 regeneration method Methods 0.000 description 1
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150000003335 secondary amines Chemical class 0.000 description 1
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239000011343 solid material Substances 0.000 description 1
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238000010561 standard procedure Methods 0.000 description 1
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VVAXKNLRUHHJCZ-UHFFFAOYSA-N tert-butyl-(1h-inden-2-yloxy)-dimethylsilane Chemical compound C1=CC=C2CC(O[Si](C)(C)C(C)(C)C)=CC2=C1 VVAXKNLRUHHJCZ-UHFFFAOYSA-N 0.000 description 1
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238000012719 thermal polymerization Methods 0.000 description 1
UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
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MTAYDNKNMILFOK-UHFFFAOYSA-K titanium(3+);tribromide Chemical compound Br[Ti](Br)Br MTAYDNKNMILFOK-UHFFFAOYSA-K 0.000 description 1
VSEOIQRHQSIHRZ-UHFFFAOYSA-L titanium(4+);dichloride Chemical compound Cl[Ti+2]Cl VSEOIQRHQSIHRZ-UHFFFAOYSA-L 0.000 description 1
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150000003624 transition metals Chemical group 0.000 description 1
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COIOYMYWGDAQPM-UHFFFAOYSA-N tris(2-methylphenyl)phosphane Chemical compound CC1=CC=CC=C1P(C=1C(=CC=CC=1)C)C1=CC=CC=C1C COIOYMYWGDAQPM-UHFFFAOYSA-N 0.000 description 1
OLFPYUPGPBITMH-UHFFFAOYSA-N tritylium Chemical compound C1=CC=CC=C1[C+](C=1C=CC=CC=1)C1=CC=CC=C1 OLFPYUPGPBITMH-UHFFFAOYSA-N 0.000 description 1
238000013022 venting Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000003643 water by type Substances 0.000 description 1
238000002424 x-ray crystallography Methods 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1
150000003754 zirconium Chemical class 0.000 description 1

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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65916—Component covered by group C08F4/64 containing a transition metal-carbon bond supported on a carrier, e.g. silica, MgCl2, polymer
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

RU99104650/04A 1996-08-08 1997-07-28 Металлокомплекс и способ полимеризации олефинов RU2196776C2 (ru)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date
US2376896P	1996-08-08	1996-08-08
US60/023,768		1996-08-08
US60/034,819		1996-12-19

Publications (2)

Publication Number	Publication Date
RU99104650A RU99104650A (ru)	2001-01-20
RU2196776C2 true RU2196776C2 (ru)	2003-01-20

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ID=21817090

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
RU99104650/04A RU2196776C2 (ru)	1996-08-08	1997-07-28	Металлокомплекс и способ полимеризации олефинов

Country Status (21)

Country	Link
EP (1)	EP1021454A1 (hu)
JP (1)	JP2000516608A (hu)
KR (1)	KR20000029853A (hu)
CN (1)	CN1231668A (hu)
AR (1)	AR009034A1 (hu)
AU (1)	AU716659B2 (hu)
BR (1)	BR9711115A (hu)
CA (1)	CA2262377A1 (hu)
CO (1)	CO4870709A1 (hu)
CZ (1)	CZ42499A3 (hu)
HU (1)	HUP9904148A3 (hu)
ID (1)	ID18005A (hu)
NO (1)	NO990546L (hu)
NZ (1)	NZ333877A (hu)
PL (1)	PL331526A1 (hu)
RU (1)	RU2196776C2 (hu)
SA (1)	SA97180735B1 (hu)
SK (1)	SK15299A3 (hu)
TR (1)	TR199900589T2 (hu)
WO (1)	WO1998006728A1 (hu)
ZA (2)	ZA976999B (hu)

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RU2801287C2 (ru) *	2019-02-28	2023-08-07	Сабик Ск Некслен Компани Пте. Лтд.	НОВОЕ ТЕТРААРИЛБОРАТНОЕ СОЕДИНЕНИЕ, ВКЛЮЧАЮЩАЯ ЕГО КАТАЛИТИЧЕСКАЯ КОМПОЗИЦИЯ И СПОСОБ ПОЛУЧЕНИЯ ГОМОПОЛИМЕРОВ ЭТИЛЕНА ИЛИ СОПОЛИМЕРОВ ЭТИЛЕНА И α-ОЛЕФИНА С ЕЕ ПРИМЕНЕНИЕМ

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DE19809159A1 (de) *	1998-03-04	1999-09-09	Bayer Ag	Metallorganische Verbindungen
US6326493B1 (en) *	1999-01-25	2001-12-04	Chisso Corporation	Metallocene compounds, processes for the preparation thereof, catalyst components for olefin polymerization, and processes for the production of olefin polymers
AU3902300A (en)	1999-04-29	2000-11-17	Dow Chemical Company, The	Bis(n,n-dihydrocarbylamino)- substituted cyclopentadienes and metal complexes thereof
WO2000069870A1 (en)	1999-05-13	2000-11-23	The Dow Chemical Company	Metal complexes containing bridging heteroatom for olefin-polymerization-process
US6555634B1 (en)	1999-05-13	2003-04-29	The Dow Chemical Company	Di- and tri-heteroatom substituted indenyl metal complexes
WO2000075146A1 (en)	1999-06-04	2000-12-14	The Dow Chemical Company	Boron-substituted cyclopentadienes and metal complexes thereof
KR100714508B1 (ko) *	1999-12-10	2007-05-07	다우 글로벌 테크놀로지스 인크.	치환된 4족 금속 착체, 촉매 및 올레핀 중합 방법
US6825295B2 (en)	1999-12-10	2004-11-30	Dow Global Technologies Inc.	Alkaryl-substituted group 4 metal complexes, catalysts and olefin polymerization process
EP1253158A1 (en) *	1999-12-10	2002-10-30	Dow Global Technologies Inc.	Substituted group 4 metal complexes, catalysts and olefin polymerization process
KR100675053B1 (ko)	2000-01-18	2007-01-26	바셀 테크놀로지 캄파니 비이브이	실질적으로 무정형인 프로필렌 기재 중합체의 제조 방법
AU2001226937A1 (en) *	2000-01-19	2001-07-31	Borealis Technology Oy	Metallocene catalysts comprising monocyclic siloxy substituted cyclopentadienyl group(s) for the polymerisation of olefins
GB0001232D0 (en) *	2000-01-19	2000-03-08	Borealis Polymers Oy	Polymerisation catalysts
JP4062929B2 (ja)	2002-02-08	2008-03-19	住友化学株式会社	遷移金属錯体、配位子、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
KR20100101024A (ko) *	2002-03-14	2010-09-15	다우 글로벌 테크놀로지스 인크.	치환된 인데닐 금속 착물
US6927264B2 (en)	2003-05-28	2005-08-09	Dow Global Technologies Inc.	Metal complexes and polymerization process using same
MY158186A (en)	2009-07-28	2016-09-15	Univation Tech Llc	Polymerization process using a supported constrained geometry catalyst
CN103249755A (zh) *	2010-09-15	2013-08-14	株式会社日本触媒	可作为热潜在性聚合引发剂使用的组合物
CN102101897B (zh) *	2010-12-24	2013-02-06	上海化工研究院	侧链含杂环的茂金属催化剂及其在烯烃聚合中的应用
US9382361B2 (en)	2014-03-21	2016-07-05	Exxonmobil Chemical Patents Inc.	Process to produce ethylene propylene copolymers
PL3245258T3 (pl)	2015-01-06	2020-01-31	Scg Chemicals Co., Ltd.	MIKROSFERY SiO₂ Z WARSTWOWYM PODWÓJNYM WODOROTLENKIEM I SPOSOBY ICH OTRZYMYWANIA
KR102010630B1 (ko) *	2016-01-20	2019-08-13	한화토탈 주식회사	올레핀 중합촉매 및 이를 이용한 올레핀 중합방법
GB201608384D0 (en)	2016-05-12	2016-06-29	Scg Chemicals Co Ltd	Unsymmetrical metallocene catalysts and uses thereof
CN110612313A (zh) *	2017-03-23	2019-12-24	埃克森美孚化学专利公司	催化剂体系及其制备和使用方法
KR102643986B1 (ko)	2017-09-29	2024-03-07	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 인덴계 전이금속 화합물, 이를 포함하는 전이금속 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
KR20200105409A (ko)	2019-02-28	2020-09-07	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 테트라아릴보레이트 화합물, 이를 포함하는 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
WO2020174346A1 (ko)	2019-02-28	2020-09-03	사빅 에스케이 넥슬렌 컴퍼니 피티이 엘티디	신규한 테트라아릴보레이트 화합물, 이를 포함하는 촉매 조성물, 및 이를 이용한 에틸렌 단독중합체 또는 에틸렌과 α-올레핀의 공중합체의 제조방법
EP3865522A4 (en)	2019-09-27	2022-05-18	LG Chem, Ltd.	POLYETHYLENE AND RELATED CHLORINATED POLYETHYLENE

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NZ235032A (en) *	1989-08-31	1993-04-28	Dow Chemical Co	Constrained geometry complexes of titanium, zirconium or hafnium comprising a substituted cyclopentadiene ligand; use as olefin polymerisation catalyst component
DE59310131D1 (de) *	1992-08-03	2001-01-25	Targor Gmbh	Verfahren zur Herstellung eines Olefinpolymers unter Verwendung spezieller Metallocene
DE4406963A1 (de) *	1994-03-03	1995-09-07	Basf Ag	Metallocenkomplexe mit heterofunktionellen Gruppen am Cyclopentadienylsystem
DE4406964A1 (de) *	1994-03-03	1995-09-07	Basf Ag	Geträgerte Metalloxenkomplexe mit heterofunktionellen Gruppen am Cyclopentadienylsystem als Katalysatorsysteme

1997
- 1997-07-28 CZ CZ99424A patent/CZ42499A3/cs unknown
- 1997-07-28 NZ NZ333877A patent/NZ333877A/xx unknown
- 1997-07-28 AU AU39647/97A patent/AU716659B2/en not_active Ceased
- 1997-07-28 EP EP97937033A patent/EP1021454A1/en not_active Withdrawn
- 1997-07-28 HU HU9904148A patent/HUP9904148A3/hu unknown
- 1997-07-28 BR BR9711115A patent/BR9711115A/pt not_active IP Right Cessation
- 1997-07-28 CN CN97198208A patent/CN1231668A/zh active Pending
- 1997-07-28 WO PCT/US1997/013171 patent/WO1998006728A1/en not_active Application Discontinuation
- 1997-07-28 RU RU99104650/04A patent/RU2196776C2/ru not_active IP Right Cessation
- 1997-07-28 KR KR1019997001015A patent/KR20000029853A/ko not_active Application Discontinuation
- 1997-07-28 PL PL97331526A patent/PL331526A1/xx unknown
- 1997-07-28 TR TR1999/00589T patent/TR199900589T2/xx unknown
- 1997-07-28 SK SK152-99A patent/SK15299A3/sk not_active Application Discontinuation
- 1997-07-28 CA CA002262377A patent/CA2262377A1/en not_active Abandoned
- 1997-07-28 JP JP10509760A patent/JP2000516608A/ja active Pending
- 1997-08-06 ZA ZA976999A patent/ZA976999B/xx unknown
- 1997-08-06 ZA ZA976998A patent/ZA976998B/xx unknown
- 1997-08-07 ID IDP972749A patent/ID18005A/id unknown
- 1997-08-08 AR ARP970103616A patent/AR009034A1/es not_active Application Discontinuation
- 1997-08-08 CO CO97045592A patent/CO4870709A1/es unknown
- 1997-12-24 SA SA97180735A patent/SA97180735B1/ar unknown
1999
- 1999-02-05 NO NO990546A patent/NO990546L/no not_active Application Discontinuation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
RU2801287C2 (ru) *	2019-02-28	2023-08-07	Сабик Ск Некслен Компани Пте. Лтд.	НОВОЕ ТЕТРААРИЛБОРАТНОЕ СОЕДИНЕНИЕ, ВКЛЮЧАЮЩАЯ ЕГО КАТАЛИТИЧЕСКАЯ КОМПОЗИЦИЯ И СПОСОБ ПОЛУЧЕНИЯ ГОМОПОЛИМЕРОВ ЭТИЛЕНА ИЛИ СОПОЛИМЕРОВ ЭТИЛЕНА И α-ОЛЕФИНА С ЕЕ ПРИМЕНЕНИЕМ

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Publication number	Publication date
ZA976998B (en)	1999-02-08
AR009034A1 (es)	2000-03-08
HUP9904148A2 (hu)	2000-03-28
ZA976999B (en)	1999-02-08
TR199900589T2 (xx)	1999-07-21
BR9711115A (pt)	1999-08-17
EP1021454A1 (en)	2000-07-26
SK15299A3 (en)	2000-03-13
NO990546L (no)	1999-03-29
AU3964797A (en)	1998-03-06
AU716659B2 (en)	2000-03-02
PL331526A1 (en)	1999-07-19
SA97180735B1 (ar)	2006-10-08
NZ333877A (en)	2000-08-25
NO990546D0 (no)	1999-02-05
WO1998006728A1 (en)	1998-02-19
CZ42499A3 (cs)	1999-07-14
HUP9904148A3 (en)	2003-03-28
CN1231668A (zh)	1999-10-13
CO4870709A1 (es)	1999-12-27
JP2000516608A (ja)	2000-12-12
KR20000029853A (ko)	2000-05-25
ID18005A (id)	1998-02-19
CA2262377A1 (en)	1998-02-19

Legal Events

Date	Code	Title	Description
2005-05-10	MM4A	The patent is invalid due to non-payment of fees	Effective date: 20030729

Publication	Publication Date	Title
RU2196776C2 (ru)	2003-01-20	Металлокомплекс и способ полимеризации олефинов
US6268444B1 (en)	2001-07-31	3-heteroatom substituted cyclopentadienyl-containing metal complexes and olefin polymerization process
JP4790197B2 (ja)	2011-10-12	置換４族金属錯体、触媒及びオレフィン重合法
EP0781299B1 (en)	1998-09-09	Silylium cationic polymerization activators for metallocene complexes
US6825295B2 (en)	2004-11-30	Alkaryl-substituted group 4 metal complexes, catalysts and olefin polymerization process
RU2175325C2 (ru)	2001-10-27	Металлокомплексы, содержащие замещенный инденил, и способ полимеризации олефинов
JP2002544282A (ja)	2002-12-24	ジ−及びトリ−ヘテロ原子置換インデニル金属錯体
KR20000069586A (ko)	2000-11-25	융합 고리 치환된 인데닐 금속 착체 및 중합 방법
JP2000514858A (ja)	2000-11-07	１３族化合物を含むオレフィン重合触媒組成物
EP1178996B1 (en)	2003-03-05	Metal complexes containing bridging heteroatom for olefin-polymerization-process
JP2002543208A (ja)	2002-12-17	ビス（ｎ、ｎ−ジヒドロカルビルアミノ）置換シクロペンタジエン及びそれらの金属錯体
JP4490115B2 (ja)	2010-06-23	アルカリール置換４族金属錯体、触媒、及びオレフィン重合方法
US20020165329A1 (en)	2002-11-07	Alkylphenyl-substituted group 4 metal complexes, catalysts and olefin polymerization process
EP1253158A1 (en)	2002-10-30	Substituted group 4 metal complexes, catalysts and olefin polymerization process

RU2196776C2 - Металлокомплекс и способ полимеризации олефинов - Google Patents

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