KR20050034609A - 금속 착물 조성물 및 폴리디엔을 제조하기 위한촉매로서의 이의 용도 - Google Patents
금속 착물 조성물 및 폴리디엔을 제조하기 위한촉매로서의 이의 용도 Download PDFInfo
- Publication number
- KR20050034609A KR20050034609A KR1020047005411A KR20047005411A KR20050034609A KR 20050034609 A KR20050034609 A KR 20050034609A KR 1020047005411 A KR1020047005411 A KR 1020047005411A KR 20047005411 A KR20047005411 A KR 20047005411A KR 20050034609 A KR20050034609 A KR 20050034609A
- Authority
- KR
- South Korea
- Prior art keywords
- metal
- polymerization
- hydrocarbyl
- metal complex
- phn
- 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 215
- 150000004696 coordination complex Chemical class 0.000 title claims abstract description 141
- 239000000203 mixture Substances 0.000 title claims abstract description 118
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 214
- 229910052751 metal Inorganic materials 0.000 claims abstract description 180
- 239000002184 metal Substances 0.000 claims abstract description 172
- -1 lanthanide metals Chemical class 0.000 claims abstract description 130
- 150000001875 compounds Chemical class 0.000 claims abstract description 126
- 239000000178 monomer Substances 0.000 claims abstract description 113
- 150000001993 dienes Chemical class 0.000 claims abstract description 67
- 229910052747 lanthanoid Inorganic materials 0.000 claims abstract description 62
- 239000012190 activator Substances 0.000 claims abstract description 51
- 150000007517 lewis acids Chemical class 0.000 claims abstract description 48
- 229910052723 transition metal Inorganic materials 0.000 claims abstract description 45
- 150000003624 transition metals Chemical class 0.000 claims abstract description 45
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000000463 material Substances 0.000 claims abstract description 38
- 239000002841 Lewis acid Substances 0.000 claims abstract description 23
- 230000000737 periodic effect Effects 0.000 claims abstract description 18
- 239000003607 modifier Substances 0.000 claims abstract description 15
- 229910052768 actinide Inorganic materials 0.000 claims abstract description 7
- 239000000460 chlorine Substances 0.000 claims description 260
- 238000000034 method Methods 0.000 claims description 110
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 claims description 84
- 238000006243 chemical reaction Methods 0.000 claims description 78
- 229910052779 Neodymium Inorganic materials 0.000 claims description 69
- 239000011734 sodium Substances 0.000 claims description 63
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 54
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 53
- 239000011777 magnesium Substances 0.000 claims description 52
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 51
- 230000008569 process Effects 0.000 claims description 51
- 150000002602 lanthanoids Chemical class 0.000 claims description 42
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 41
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 41
- 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 claims description 35
- 229910052757 nitrogen Inorganic materials 0.000 claims description 31
- 239000007983 Tris buffer Substances 0.000 claims description 30
- 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 claims description 28
- 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 claims description 27
- 229910052782 aluminium Inorganic materials 0.000 claims description 25
- 150000001450 anions Chemical class 0.000 claims description 25
- 239000003446 ligand Substances 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 150000004820 halides Chemical group 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 230000007935 neutral effect Effects 0.000 claims description 20
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 19
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 claims description 19
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 18
- 239000010439 graphite Substances 0.000 claims description 18
- 229910002804 graphite Inorganic materials 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 229910052744 lithium Inorganic materials 0.000 claims description 17
- 239000000377 silicon dioxide Substances 0.000 claims description 17
- 229910052698 phosphorus Inorganic materials 0.000 claims description 16
- 241001595840 Margarites Species 0.000 claims description 15
- 230000003213 activating effect Effects 0.000 claims description 15
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 229910052630 margarite Inorganic materials 0.000 claims description 15
- 239000002879 Lewis base Substances 0.000 claims description 14
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 14
- 125000004429 atom Chemical group 0.000 claims description 14
- 150000007527 lewis bases Chemical class 0.000 claims description 14
- 229910052749 magnesium Inorganic materials 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 14
- 229910052796 boron Inorganic materials 0.000 claims description 13
- 229910052720 vanadium Inorganic materials 0.000 claims description 13
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 13
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- NMXLXQGHBSPIDR-UHFFFAOYSA-N 2-(2-methylpropyl)oxaluminane Chemical compound CC(C)C[Al]1CCCCO1 NMXLXQGHBSPIDR-UHFFFAOYSA-N 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000001301 oxygen Substances 0.000 claims description 11
- 229910052719 titanium Inorganic materials 0.000 claims description 11
- 239000010936 titanium Substances 0.000 claims description 11
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 10
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 10
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 10
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- 229910052794 bromium Inorganic materials 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 10
- ATINCSYRHURBSP-UHFFFAOYSA-K neodymium(iii) chloride Chemical group Cl[Nd](Cl)Cl ATINCSYRHURBSP-UHFFFAOYSA-K 0.000 claims description 10
- 229910052706 scandium Inorganic materials 0.000 claims description 10
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 229910052726 zirconium Inorganic materials 0.000 claims description 10
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 9
- 230000004913 activation Effects 0.000 claims description 9
- 150000007942 carboxylates Chemical class 0.000 claims description 9
- 239000003153 chemical reaction reagent Substances 0.000 claims description 9
- 239000011574 phosphorus Chemical group 0.000 claims description 9
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 8
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 8
- 229910052804 chromium Inorganic materials 0.000 claims description 8
- 239000011651 chromium Substances 0.000 claims description 8
- 239000004927 clay Substances 0.000 claims description 8
- 238000012546 transfer Methods 0.000 claims description 8
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 239000011701 zinc Substances 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 7
- 229910017052 cobalt Inorganic materials 0.000 claims description 7
- 239000010941 cobalt Substances 0.000 claims description 7
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 7
- 229910052735 hafnium Inorganic materials 0.000 claims description 7
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 7
- 150000002500 ions Chemical class 0.000 claims description 7
- 239000002516 radical scavenger Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000011593 sulfur Chemical group 0.000 claims description 7
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 150000001255 actinides Chemical class 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 229910052727 yttrium Inorganic materials 0.000 claims description 6
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 5
- 150000001639 boron compounds Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 229910052759 nickel Inorganic materials 0.000 claims description 5
- 239000007800 oxidant agent Substances 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 5
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 claims description 4
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000007848 Bronsted acid Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 239000006229 carbon black Substances 0.000 claims description 4
- 239000003610 charcoal Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 238000009472 formulation Methods 0.000 claims description 4
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 claims description 4
- OSQVTPUWIIDSDY-UHFFFAOYSA-K neodymium(3+);oxolane;trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Nd+3].C1CCOC1 OSQVTPUWIIDSDY-UHFFFAOYSA-K 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 3
- 125000005595 acetylacetonate group Chemical group 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 229910000085 borane Inorganic materials 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 3
- 229910001507 metal halide Inorganic materials 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 claims description 2
- OGQVROWWFUXRST-FNORWQNLSA-N (3e)-hepta-1,3-diene Chemical compound CCC\C=C\C=C OGQVROWWFUXRST-FNORWQNLSA-N 0.000 claims description 2
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 claims description 2
- OWYDKGVEFPWBNN-UHFFFAOYSA-K 1,2-dimethoxyethane;trichloroneodymium Chemical compound Cl[Nd](Cl)Cl.COCCOC OWYDKGVEFPWBNN-UHFFFAOYSA-K 0.000 claims description 2
- QTYUSOHYEPOHLV-FNORWQNLSA-N 1,3-Octadiene Chemical compound CCCC\C=C\C=C QTYUSOHYEPOHLV-FNORWQNLSA-N 0.000 claims description 2
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- KJQMOGOKAYDMOR-UHFFFAOYSA-N CC(=C)C=C.CC(=C)C=C Chemical compound CC(=C)C=C.CC(=C)C=C KJQMOGOKAYDMOR-UHFFFAOYSA-N 0.000 claims description 2
- HWMMCEJITBPQBR-UHFFFAOYSA-N CCCCCCCC[Na] Chemical compound CCCCCCCC[Na] HWMMCEJITBPQBR-UHFFFAOYSA-N 0.000 claims description 2
- 229910021554 Chromium(II) chloride Inorganic materials 0.000 claims description 2
- 229910021556 Chromium(III) chloride Inorganic materials 0.000 claims description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 2
- 229920003189 Nylon 4,6 Polymers 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 2
- 239000004113 Sepiolite Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 150000004791 alkyl magnesium halides Chemical class 0.000 claims description 2
- 229960000892 attapulgite Drugs 0.000 claims description 2
- HQMRIBYCTLBDAK-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;chloride Chemical compound CC(C)C[Al](Cl)CC(C)C HQMRIBYCTLBDAK-UHFFFAOYSA-M 0.000 claims description 2
- UORVGPXVDQYIDP-BJUDXGSMSA-N borane Chemical compound [10BH3] UORVGPXVDQYIDP-BJUDXGSMSA-N 0.000 claims description 2
- 125000005626 carbonium group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 claims description 2
- 239000011636 chromium(III) chloride Substances 0.000 claims description 2
- 235000007831 chromium(III) chloride Nutrition 0.000 claims description 2
- XBWRJSSJWDOUSJ-UHFFFAOYSA-L chromium(ii) chloride Chemical compound Cl[Cr]Cl XBWRJSSJWDOUSJ-UHFFFAOYSA-L 0.000 claims description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 2
- HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 claims description 2
- BBDZBXWEYMXNTN-UHFFFAOYSA-M ethyl(octyl)alumanylium;chloride Chemical compound [Cl-].CCCCCCCC[Al+]CC BBDZBXWEYMXNTN-UHFFFAOYSA-M 0.000 claims description 2
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001207 fluorophenyl group Chemical group 0.000 claims description 2
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 claims description 2
- 229910000271 hectorite Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229940094522 laponite Drugs 0.000 claims description 2
- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 claims description 2
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 claims description 2
- KJJBSBKRXUVBMX-UHFFFAOYSA-N magnesium;butane Chemical compound [Mg+2].CCC[CH2-].CCC[CH2-] KJJBSBKRXUVBMX-UHFFFAOYSA-N 0.000 claims description 2
- QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 claims description 2
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- YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 claims description 2
- KMYFNYFIPIGQQZ-UHFFFAOYSA-N magnesium;octane Chemical compound [Mg+2].CCCCCCC[CH2-].CCCCCCC[CH2-] KMYFNYFIPIGQQZ-UHFFFAOYSA-N 0.000 claims description 2
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
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- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 4
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- KUFYUMSBZMUWAN-UHFFFAOYSA-N n-methyl-n-tetradecyltetradecan-1-amine Chemical compound CCCCCCCCCCCCCCN(C)CCCCCCCCCCCCCC KUFYUMSBZMUWAN-UHFFFAOYSA-N 0.000 description 2
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
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- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 2
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- SAHHUVTWZGJPAM-UHFFFAOYSA-L n-[(2,6-dimethylanilino)-diphenylsilyl]-2,6-dimethylaniline;oxolane;zirconium(2+);dichloride Chemical compound [Cl-].[Cl-].[Zr+2].C1CCOC1.CC1=CC=CC(C)=C1N[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)NC1=C(C)C=CC=C1C SAHHUVTWZGJPAM-UHFFFAOYSA-L 0.000 description 1
- MIUPMEGCZNZZSG-UHFFFAOYSA-N n-[(2,6-dimethylanilino)-diphenylsilyl]-2,6-dimethylaniline;titanium Chemical compound [Ti].CC1=CC=CC(C)=C1N[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)NC1=C(C)C=CC=C1C.CC1=CC=CC(C)=C1N[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)NC1=C(C)C=CC=C1C MIUPMEGCZNZZSG-UHFFFAOYSA-N 0.000 description 1
- VZUGBLTVBZJZOE-KRWDZBQOSA-N n-[3-[(4s)-2-amino-1,4-dimethyl-6-oxo-5h-pyrimidin-4-yl]phenyl]-5-chloropyrimidine-2-carboxamide Chemical compound N1=C(N)N(C)C(=O)C[C@@]1(C)C1=CC=CC(NC(=O)C=2N=CC(Cl)=CN=2)=C1 VZUGBLTVBZJZOE-KRWDZBQOSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- KCMTVIZYKDBFFS-UHFFFAOYSA-N n-hexadecyl-n-methylhexadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCN(C)CCCCCCCCCCCCCCCC KCMTVIZYKDBFFS-UHFFFAOYSA-N 0.000 description 1
- HKUFIYBZNQSHQS-UHFFFAOYSA-N n-octadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC HKUFIYBZNQSHQS-UHFFFAOYSA-N 0.000 description 1
- ARWCRSVRKCNEDI-UHFFFAOYSA-K neodymium(3+);octanoate Chemical compound [Nd+3].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O ARWCRSVRKCNEDI-UHFFFAOYSA-K 0.000 description 1
- DZNFWGVDYGAMJB-UHFFFAOYSA-K neodymium(3+);phosphate Chemical compound [Nd+3].[O-]P([O-])([O-])=O DZNFWGVDYGAMJB-UHFFFAOYSA-K 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 125000002097 pentamethylcyclopentadienyl group Chemical group 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 238000007745 plasma electrolytic oxidation reaction Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000010094 polymer processing Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- DVMZCYSFPFUKKE-UHFFFAOYSA-K scandium chloride Chemical compound Cl[Sc](Cl)Cl DVMZCYSFPFUKKE-UHFFFAOYSA-K 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- SCABQASLNUQUKD-UHFFFAOYSA-N silylium Chemical class [SiH3+] SCABQASLNUQUKD-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000004079 stearyl 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])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
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- WRTMQOHKMFDUKX-UHFFFAOYSA-N triiodide Chemical compound I[I-]I WRTMQOHKMFDUKX-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-O triphenylphosphanium Chemical compound C1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-O 0.000 description 1
- NVBHDPLKAHDQDC-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl)borane;2-undecyl-1h-imidazole Chemical compound CCCCCCCCCCCC1=NC=CN1.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.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 NVBHDPLKAHDQDC-UHFFFAOYSA-N 0.000 description 1
- MDYARPNTSPYOED-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl)borane;2-undecyl-4,5-dihydro-1h-imidazole Chemical compound CCCCCCCCCCCC1=NCCN1.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.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 MDYARPNTSPYOED-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/63—Platinum group metals with rare earths or actinides
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (6)
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| US32893701P | 2001-10-12 | 2001-10-12 | |
| US32893501P | 2001-10-12 | 2001-10-12 | |
| US60/328,935 | 2001-10-12 | ||
| US60/328,937 | 2001-10-12 | ||
| US40486602P | 2002-08-21 | 2002-08-21 | |
| US60/404,866 | 2002-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20050034609A true KR20050034609A (ko) | 2005-04-14 |
Family
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| KR1020047005411A Withdrawn KR20050034609A (ko) | 2001-10-12 | 2002-10-07 | 금속 착물 조성물 및 폴리디엔을 제조하기 위한촉매로서의 이의 용도 |
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|---|---|
| US (1) | US20050090383A1 (https=) |
| EP (1) | EP1436332A2 (https=) |
| JP (1) | JP2005506404A (https=) |
| KR (1) | KR20050034609A (https=) |
| CN (1) | CN1568332A (https=) |
| BR (1) | BR0213639A (https=) |
| CA (1) | CA2462348A1 (https=) |
| MX (1) | MXPA04003409A (https=) |
| WO (1) | WO2003033545A2 (https=) |
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| RU2348653C2 (ru) * | 2003-02-21 | 2009-03-10 | Дау Глобал Текнолоджиз Инк. | Способ гомо- или сополимеризации сопряженных олефинов |
| JP4207814B2 (ja) * | 2004-03-19 | 2009-01-14 | 宇部興産株式会社 | トランス−１，４−ポリブタジエンの製造方法 |
| US7767774B2 (en) | 2004-04-05 | 2010-08-03 | Bridgestone Corporation | Silyl-diamine initiators for anionic polymerization of 1,3-butadiene and styrene, and rubber compositions |
| DE102004022676A1 (de) * | 2004-05-07 | 2005-12-15 | Bayer Ag | Hydrierte Copolymerisate aus nicht substituierten und substituierten konjugierten Dienen |
| US7297653B2 (en) * | 2005-07-21 | 2007-11-20 | Exxonmobil Chemical Patents Inc. | Fluorophenylborates and their use as activators in catalyst systems for olefin polymerization |
| JO3598B1 (ar) | 2006-10-10 | 2020-07-05 | Infinity Discovery Inc | الاحماض والاسترات البورونية كمثبطات اميد هيدروليز الحامض الدهني |
| US7820580B2 (en) * | 2007-11-15 | 2010-10-26 | Bridgestone Corporation | Nickel-based catalysts for preparing high cis 1,4-polydienes |
| TW201000107A (en) * | 2008-04-09 | 2010-01-01 | Infinity Pharmaceuticals Inc | Inhibitors of fatty acid amide hydrolase |
| US8609574B2 (en) * | 2008-04-25 | 2013-12-17 | Promerus Llc | In situ olefin polymerization catalyst system |
| EP2291415B1 (en) * | 2008-06-20 | 2016-07-20 | Bridgestone Corporation | Catalysts for preparing cis 1,4-polydienes |
| CA2757622A1 (en) | 2009-04-07 | 2010-10-14 | Infinity Pharmaceuticals, Inc. | Inhibitors of fatty acid amide hydrolase |
| WO2010118155A1 (en) | 2009-04-07 | 2010-10-14 | Infinity Pharmaceuticals, Inc. | Inhibitors of fatty acid amide hydrolase |
| FR2944800B1 (fr) | 2009-04-28 | 2012-10-26 | Michelin Soc Tech | Systemes catalytiques a base d'un complexe de terres rares pour la polymerisation stereospecifique des dienes conjugues |
| FR2946048B1 (fr) | 2009-06-02 | 2012-12-28 | Michelin Soc Tech | Systeme catalytique pour la polymerisation de dienes conjugues,procede de polymerisation et polymere fonctionnel obtenu |
| FR2946047B1 (fr) | 2009-06-02 | 2011-07-29 | Michelin Soc Tech | Nouveaux composes organometallique a base d'un metal appartenant a la 2eme colonne de la classification periodique et procede de preparation |
| MX361692B (es) | 2010-02-03 | 2018-12-13 | Infinity Pharmaceuticals Inc | Inhibidores de amida hidrolasa de ácido graso. |
| CN102432702B (zh) * | 2010-09-29 | 2013-11-06 | 中国石油化工股份有限公司 | 一种烯烃聚合催化剂组合物 |
| JP5857970B2 (ja) * | 2010-11-02 | 2016-02-10 | 宇部興産株式会社 | （アミドアミノアルカン）金属化合物、及び当該金属化合物を用いた金属含有薄膜の製造方法 |
| EP2641909A1 (en) | 2012-03-19 | 2013-09-25 | LANXESS Deutschland GmbH | Transition metal P-N complexes as polymerization catalysts |
| EP2840095B1 (en) * | 2012-04-18 | 2020-06-17 | Bridgestone Corporation | Method for producing polymerization catalyst composition, polymerization catalyst composition, method for producing polymer composition, and polymer composition |
| JP6055824B2 (ja) * | 2012-05-30 | 2016-12-27 | 株式会社ブリヂストン | 重合触媒組成物、合成ポリイソプレンの製造方法、及び合成ポリイソプレン |
| EP2871191B1 (en) * | 2012-07-04 | 2017-11-01 | Bridgestone Corporation | Method for producing polybutadiene, polybutadiene, rubber composition and tire |
| JP6031375B2 (ja) * | 2013-02-14 | 2016-11-24 | 株式会社ブリヂストン | 重合触媒組成物、合成ポリイソプレンの製造方法、及び合成ポリイソプレン |
| PL3245258T3 (pl) | 2015-01-06 | 2020-01-31 | Scg Chemicals Co., Ltd. | MIKROSFERY SiO₂ Z WARSTWOWYM PODWÓJNYM WODOROTLENKIEM I SPOSOBY ICH OTRZYMYWANIA |
| CN105199028B (zh) * | 2015-09-12 | 2021-11-16 | 青岛科技大学 | 一种微观结构可调节的高乙烯基聚丁二烯橡胶及其制备方法 |
| DK3362462T3 (da) | 2015-10-12 | 2021-10-11 | Advanced Cell Diagnostics Inc | In situ-detektion af nukleotidvarianter i prøver med højt støjniveau, og sammensætninger og fremgangsmåder relateret dertil |
| CN106589195B (zh) * | 2015-10-19 | 2018-11-02 | 中国石油化工股份有限公司 | 一种制备聚异戊二烯的方法 |
| CN106588962A (zh) * | 2015-10-19 | 2017-04-26 | 中国石油化工股份有限公司 | 稀土金属有机化合物和稀土催化剂组合物及其制备方法和应用 |
| CN106589239B (zh) * | 2015-10-19 | 2019-04-19 | 中国石油化工股份有限公司 | 一种制备丁二烯/异戊二烯共聚物的方法 |
| HUE039540T2 (hu) * | 2015-10-21 | 2019-01-28 | Trinseo Europe Gmbh | Elasztomer polimerek funkcionalizálása során történõ alkalmazásra szolgáló aminoszilán-funkcionalizált diének |
| JP2017082137A (ja) * | 2015-10-29 | 2017-05-18 | 株式会社ブリヂストン | 変性共役ジエン重合体の製造方法、変性共役ジエン重合体、ゴム組成物、及びタイヤ |
| GB201607989D0 (en) * | 2016-05-06 | 2016-06-22 | Scg Chemicals Co Ltd | Catalytic support and the uses thereof |
| GB201608384D0 (en) | 2016-05-12 | 2016-06-29 | Scg Chemicals Co Ltd | Unsymmetrical metallocene catalysts and uses thereof |
| CN108164646B (zh) * | 2016-12-08 | 2020-09-15 | 中国石油化工股份有限公司 | 一种由蒸汽裂化c5石脑油馏分制备聚异戊二烯的方法 |
| KR102363032B1 (ko) * | 2018-03-21 | 2022-02-16 | 주식회사 엘지화학 | 전이금속 복합체의 제조 방법 |
| CN112642428B (zh) * | 2019-10-12 | 2023-05-02 | 中国石油化工股份有限公司 | 催化剂及其制备方法和应用以及废气的处理方法 |
| CN110628010B (zh) * | 2019-10-18 | 2022-09-27 | 辽宁奥克医药辅料股份有限公司 | 一种催化剂组合物及其应用于制备中等分子量聚乙二醇的方法 |
| CN113735686B (zh) * | 2020-05-29 | 2023-10-10 | 中国石油化工股份有限公司 | 一种环烷烃的催化氧化方法 |
| CN113402637B (zh) * | 2021-05-25 | 2022-07-05 | 中国石油天然气股份有限公司 | 稀土催化剂及其制备方法、包含其的稀土催化剂组合物及应用 |
| KR102569201B1 (ko) * | 2021-06-04 | 2023-08-23 | 주식회사 한솔케미칼 | 유기 금속 화합물 제조방법 및 이를 이용하여 박막을 형성하는 방법 |
| FR3123917B1 (fr) * | 2021-06-10 | 2024-04-19 | Michelin & Cie | Système catalytique pour la polymérisation stéréospécifique de diènes et leur utilisation en procédé de synthèse de polymères diéniques |
| CN115260367B (zh) * | 2022-08-26 | 2023-10-10 | 中国科学院长春应用化学研究所 | 稀土金属配合物在乙烯和1,3-丁二烯制备乙烯/丁二烯共聚物过程中的应用 |
| CN118546279B (zh) * | 2024-06-11 | 2025-07-25 | 内蒙古中科蒙稀新材料有限责任公司 | 一种聚合用新癸酸稀土催化剂及其制备方法与应用 |
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| US5879805A (en) * | 1997-09-09 | 1999-03-09 | Union Carbide Chemicals & Plastics Technology Corporation | Gas phase polymerization of vinylpolybutadiene |
| US6018007A (en) * | 1997-09-22 | 2000-01-25 | Bridgestone Corporation | Synthesis of 1,4-trans-polybutadiene using a lanthanide organic acid salt catalyst |
| DE19746266A1 (de) * | 1997-10-20 | 1999-04-22 | Bayer Ag | Katalysator auf Basis von Verbindungen der seltenen Erdmetalle für die Polymerisation von ungesättigten organischen Verbindungen |
| US6197713B1 (en) * | 1997-12-19 | 2001-03-06 | Bridgestone Corporation | Use of Lewis acids for the breakdown of gelatinous rare earth compounds in hydrocarbon solutions |
| US20030134999A1 (en) * | 1998-07-18 | 2003-07-17 | Heike Windisch | Method for polymerizing conjugated diolefins (dienes) with rare earth catalysts in the presence of vinylaromatic solvents |
| US6403773B1 (en) * | 1998-09-30 | 2002-06-11 | Exxon Mobil Chemical Patents Inc. | Cationic group 3 catalyst system |
| KR100365581B1 (ko) * | 1999-02-25 | 2003-01-15 | 금호석유화학 주식회사 | 높은 1,4-시스 함량을 갖는 폴리부타디엔의 제조방법 |
| EP1086957A4 (en) * | 1999-03-04 | 2005-08-31 | Riken | CATALYST COMPOSITION |
| US6825297B1 (en) * | 1999-05-14 | 2004-11-30 | The Dow Chemical Company | Transition metal complexes and olefin polymerization process |
| US6887824B1 (en) * | 1999-09-21 | 2005-05-03 | The Regents Of The University Of California | Divalent lanthanide reduction catalysts |
| MXPA03010095A (es) * | 2001-05-04 | 2004-03-16 | Dow Global Technologies Inc | Copolimeros o terpolimeros aleatorios o de bloques, producidos usando catalizadores de complejo metalico. |
| DE10140202A1 (de) * | 2001-08-16 | 2003-03-06 | Bayer Ag | Vanadium-Imido-Phosphoraniminato für die Olefinpolymerisation |
| EP1515997A1 (en) * | 2002-06-21 | 2005-03-23 | ExxonMobil Chemical Patents Inc. | Yttrium-based ethylene polymerization catalysts with bulky amidinate ancillary ligands |
-
2002
- 2002-10-07 US US10/489,370 patent/US20050090383A1/en not_active Abandoned
- 2002-10-07 EP EP02782127A patent/EP1436332A2/en not_active Withdrawn
- 2002-10-07 CN CNA028201345A patent/CN1568332A/zh active Pending
- 2002-10-07 WO PCT/US2002/031989 patent/WO2003033545A2/en not_active Ceased
- 2002-10-07 MX MXPA04003409A patent/MXPA04003409A/es not_active Application Discontinuation
- 2002-10-07 KR KR1020047005411A patent/KR20050034609A/ko not_active Withdrawn
- 2002-10-07 CA CA002462348A patent/CA2462348A1/en not_active Abandoned
- 2002-10-07 JP JP2003536282A patent/JP2005506404A/ja active Pending
- 2002-10-07 BR BR0213639-2A patent/BR0213639A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003033545A2 (en) | 2003-04-24 |
| CA2462348A1 (en) | 2003-04-24 |
| WO2003033545A3 (en) | 2003-11-27 |
| CN1568332A (zh) | 2005-01-19 |
| JP2005506404A (ja) | 2005-03-03 |
| EP1436332A2 (en) | 2004-07-14 |
| MXPA04003409A (es) | 2004-07-30 |
| US20050090383A1 (en) | 2005-04-28 |
| BR0213639A (pt) | 2004-09-14 |
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