MXPA02005642A - Catalizadores de polimerizacion de olefinas derivados de compuestos cationicos del grupo 15 y procesos que los usan. - Google Patents
Catalizadores de polimerizacion de olefinas derivados de compuestos cationicos del grupo 15 y procesos que los usan.Info
- Publication number
- MXPA02005642A MXPA02005642A MXPA02005642A MXPA02005642A MXPA02005642A MX PA02005642 A MXPA02005642 A MX PA02005642A MX PA02005642 A MXPA02005642 A MX PA02005642A MX PA02005642 A MXPA02005642 A MX PA02005642A MX PA02005642 A MXPA02005642 A MX PA02005642A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- tetrakis
- ammonium
- borate
- aluminate
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 75
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 51
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 32
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 238000000034 method Methods 0.000 title claims description 26
- 230000008569 process Effects 0.000 title claims description 20
- -1 amine compounds Chemical class 0.000 claims abstract description 1400
- 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 abstract description 510
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims abstract description 405
- 239000003054 catalyst Substances 0.000 claims abstract description 90
- 150000001450 anions Chemical class 0.000 claims abstract description 35
- 239000000178 monomer Substances 0.000 claims abstract description 30
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 29
- 229920000642 polymer Polymers 0.000 claims abstract description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 16
- 125000002524 organometallic group Chemical group 0.000 claims abstract description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 11
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002685 polymerization catalyst Substances 0.000 claims abstract description 11
- 125000001424 substituent group Chemical group 0.000 claims abstract description 9
- 239000012018 catalyst precursor Substances 0.000 claims abstract description 8
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 claims abstract description 4
- 239000012968 metallocene catalyst Substances 0.000 claims abstract description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 246
- 239000004305 biphenyl Substances 0.000 claims description 134
- 235000010290 biphenyl Nutrition 0.000 claims description 123
- 150000001412 amines Chemical group 0.000 claims description 103
- 239000003446 ligand Substances 0.000 claims description 67
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 64
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 24
- 125000004407 fluoroaryl group Chemical group 0.000 claims description 23
- 239000003426 co-catalyst Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 150000001768 cations Chemical class 0.000 claims description 18
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 17
- 239000002184 metal Substances 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 229910000073 phosphorus hydride Chemical group 0.000 claims description 12
- 150000003003 phosphines Chemical group 0.000 claims description 10
- 239000002243 precursor Substances 0.000 claims description 10
- 150000003335 secondary amines Chemical group 0.000 claims description 8
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical class C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- 230000007935 neutral effect Effects 0.000 claims description 7
- 229910052698 phosphorus Chemical group 0.000 claims description 7
- 239000002002 slurry Substances 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 6
- 125000001207 fluorophenyl group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 239000011574 phosphorus Chemical group 0.000 claims description 6
- 238000003780 insertion Methods 0.000 claims description 5
- 230000037431 insertion Effects 0.000 claims description 5
- 229920000098 polyolefin Polymers 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000003936 heterocyclopentadienyl group Chemical group 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- 238000006467 substitution reaction Methods 0.000 claims description 4
- 229910052726 zirconium Inorganic materials 0.000 claims description 4
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 239000010936 titanium Substances 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052735 hafnium Chemical group 0.000 claims description 2
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- QPJSUIGXIBEQAC-UHFFFAOYSA-N n-(2,4-dichloro-5-propan-2-yloxyphenyl)acetamide Chemical compound CC(C)OC1=CC(NC(C)=O)=C(Cl)C=C1Cl QPJSUIGXIBEQAC-UHFFFAOYSA-N 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- 239000007792 gaseous phase Substances 0.000 claims 2
- 150000001911 terphenyls Chemical class 0.000 claims 2
- 125000005647 linker group Chemical group 0.000 claims 1
- 125000006659 (C1-C20) hydrocarbyl group Chemical group 0.000 abstract 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical group [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 557
- 150000004645 aluminates Chemical class 0.000 description 366
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 281
- 125000005916 2-methylpentyl group Chemical group 0.000 description 152
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 148
- ONUFSRWQCKNVSL-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical group FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F ONUFSRWQCKNVSL-UHFFFAOYSA-N 0.000 description 147
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 138
- 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 134
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 131
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 130
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 117
- 125000001400 nonyl 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])[H] 0.000 description 116
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 108
- LERDAFCBKALCKT-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2,3,4-trifluorophenyl)benzene Chemical group FC1=C(F)C(F)=CC=C1C1=C(F)C(F)=C(F)C(F)=C1F LERDAFCBKALCKT-UHFFFAOYSA-N 0.000 description 83
- LVBKFSBSCJBXNE-UHFFFAOYSA-N (1-fluorocyclohexa-2,4-dien-1-yl)benzene Chemical group C=1C=CC=CC=1C1(F)CC=CC=C1 LVBKFSBSCJBXNE-UHFFFAOYSA-N 0.000 description 69
- 125000005062 perfluorophenyl group Chemical group FC1=C(C(=C(C(=C1F)F)F)F)* 0.000 description 61
- VPBBMLNMHNDQOZ-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2-fluorophenyl)benzene Chemical group FC1=CC=CC=C1C1=C(F)C(F)=C(F)C(F)=C1F VPBBMLNMHNDQOZ-UHFFFAOYSA-N 0.000 description 54
- 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 description 42
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 33
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 24
- 125000005003 perfluorobutyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 20
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 18
- WRMATXOWMAJUCC-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2,3,4-trifluoro-5-methylphenyl)benzene Chemical group FC1=C(F)C(C)=CC(C=2C(=C(F)C(F)=C(F)C=2F)F)=C1F WRMATXOWMAJUCC-UHFFFAOYSA-N 0.000 description 16
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 15
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 14
- 230000015572 biosynthetic process Effects 0.000 description 13
- 150000003006 phosphoindoles Chemical class 0.000 description 13
- 229940037003 alum Drugs 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 10
- 239000005977 Ethylene Substances 0.000 description 10
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 10
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 10
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 239000012190 activator Substances 0.000 description 8
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 8
- 239000007848 Bronsted acid Substances 0.000 description 7
- NQRYJNQNLNOLGT-UHFFFAOYSA-O Piperidinium(1+) Chemical compound C1CC[NH2+]CC1 NQRYJNQNLNOLGT-UHFFFAOYSA-O 0.000 description 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical compound C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 description 7
- XFQWZNZKDGRIHM-UHFFFAOYSA-N boric acid 1,2,3,4,5-pentafluoro-6-(2,3,4-trifluorophenyl)benzene Chemical compound OB(O)O.Fc1ccc(c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Fc1ccc(c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Fc1ccc(c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Fc1ccc(c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F XFQWZNZKDGRIHM-UHFFFAOYSA-N 0.000 description 7
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 239000004711 α-olefin Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 230000004913 activation Effects 0.000 description 6
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000012535 impurity Substances 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 238000006555 catalytic reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 description 5
- 229910052752 metalloid Inorganic materials 0.000 description 5
- 150000002738 metalloids Chemical group 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- SIKJAQJRHWYJAI-UHFFFAOYSA-O 1H-indol-1-ium Chemical compound C1=CC=C2[NH2+]C=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-O 0.000 description 4
- 239000002879 Lewis base Substances 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- BTZMQCSTZIUDIY-UHFFFAOYSA-N boric acid 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound OB(O)O.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F BTZMQCSTZIUDIY-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 229910052723 transition metal Inorganic materials 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 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 3
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 230000003213 activating effect Effects 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- CSHXVXAAVSRKAM-UHFFFAOYSA-N boric acid 1,2,3,4,5-pentafluoro-6-(2,3,4-trifluoro-5-methylphenyl)benzene Chemical compound OB(O)O.Cc1cc(c(F)c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Cc1cc(c(F)c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Cc1cc(c(F)c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F.Cc1cc(c(F)c(F)c1F)-c1c(F)c(F)c(F)c(F)c1F CSHXVXAAVSRKAM-UHFFFAOYSA-N 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- WBJSPZAOBDQEHZ-UHFFFAOYSA-N butyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCP(C(F)(F)C(F)(F)F)C1=C(F)C(F)=C(F)C(F)=C1F WBJSPZAOBDQEHZ-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- YMWUJEATGCHHMB-DICFDUPASA-N dichloromethane-d2 Chemical compound [2H]C([2H])(Cl)Cl YMWUJEATGCHHMB-DICFDUPASA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- GFINCEWMUJAOPQ-UHFFFAOYSA-N hexyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCCCP(C(F)(F)C(F)(F)F)C1=C(F)C(F)=C(F)C(F)=C1F GFINCEWMUJAOPQ-UHFFFAOYSA-N 0.000 description 3
- 150000004678 hydrides Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- 150000002902 organometallic compounds Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 239000010802 sludge Substances 0.000 description 3
- 150000003623 transition metal compounds Chemical class 0.000 description 3
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- NRHYHEYZRRSMIS-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl-phenyl-(trifluoromethyl)phosphane Chemical compound FC(F)(F)C(F)(F)P(C(F)(F)F)C1=CC=CC=C1 NRHYHEYZRRSMIS-UHFFFAOYSA-N 0.000 description 2
- CEVADJFNQNIQIG-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene propyl(trifluoromethyl)phosphane Chemical compound FC(F)(F)PCCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F CEVADJFNQNIQIG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- 238000004293 19F NMR spectroscopy Methods 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- GDTSJMKGXGJFGQ-UHFFFAOYSA-N 3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B([O-])OB2OB([O-])OB1O2 GDTSJMKGXGJFGQ-UHFFFAOYSA-N 0.000 description 2
- YNDPUFVJDGVXCI-UHFFFAOYSA-N 3-ethylheptyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCCC(CC)CCP(CCC)C1=C(F)C(F)=C(F)C(F)=C1F YNDPUFVJDGVXCI-UHFFFAOYSA-N 0.000 description 2
- DAIBGMLQQANKPL-UHFFFAOYSA-N C(CCC)PCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound C(CCC)PCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F DAIBGMLQQANKPL-UHFFFAOYSA-N 0.000 description 2
- 101150041968 CDC13 gene Proteins 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- KBOZCEWQCLFRFG-UHFFFAOYSA-N butyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCCP(CCC)C1=C(F)C(F)=C(F)C(F)=C1F KBOZCEWQCLFRFG-UHFFFAOYSA-N 0.000 description 2
- LEWHZFAXVYCKIJ-UHFFFAOYSA-N butyl-methyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCP(C)C1=C(F)C(F)=C(F)C(F)=C1F LEWHZFAXVYCKIJ-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- ISSCHPHYBDRMCW-UHFFFAOYSA-N ethyl(hexyl)phosphane Chemical compound CCCCCCPCC ISSCHPHYBDRMCW-UHFFFAOYSA-N 0.000 description 2
- LGNFBYWKAZMBHU-UHFFFAOYSA-N ethyl(nonyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound C(C)PCCCCCCCCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F LGNFBYWKAZMBHU-UHFFFAOYSA-N 0.000 description 2
- VWBULAPFYXUNCI-UHFFFAOYSA-N ethyl-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)P(CC)C1=C(F)C(F)=C(F)C(F)=C1F VWBULAPFYXUNCI-UHFFFAOYSA-N 0.000 description 2
- PFXORICNUKYADK-UHFFFAOYSA-N ethyl-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-phenylphosphane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)P(CC)C1=CC=CC=C1 PFXORICNUKYADK-UHFFFAOYSA-N 0.000 description 2
- FQUOUBNPKCOZGM-UHFFFAOYSA-N ethyl-(fluoromethyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCP(CF)C1=C(F)C(F)=C(F)C(F)=C1F FQUOUBNPKCOZGM-UHFFFAOYSA-N 0.000 description 2
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- KKMKQOLOVXUWEU-UHFFFAOYSA-N fluoromethyl(methyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CPCF.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F KKMKQOLOVXUWEU-UHFFFAOYSA-N 0.000 description 2
- VVJITBSOPFGACO-UHFFFAOYSA-N fluoromethyl-methyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FCP(C)C1=C(F)C(F)=C(F)C(F)=C1F VVJITBSOPFGACO-UHFFFAOYSA-N 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000007527 lewis bases Chemical class 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 239000012685 metal catalyst precursor Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- LVVACMOOTCZPBO-UHFFFAOYSA-N methyl(propyl)phosphane Chemical compound CCCPC LVVACMOOTCZPBO-UHFFFAOYSA-N 0.000 description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 230000005588 protonation Effects 0.000 description 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
- 150000003440 styrenes Chemical group 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UKUCJNZPEMNYCX-UHFFFAOYSA-N (1-fluorocyclohexa-2,4-dien-1-yl)-(1,1,2,2,2-pentafluoroethyl)-propylphosphane Chemical compound CCCP(C(F)(F)C(F)(F)F)C1(F)CC=CC=C1 UKUCJNZPEMNYCX-UHFFFAOYSA-N 0.000 description 1
- OKJBBHLRKRUMFI-UHFFFAOYSA-N (1-fluorocyclohexa-2,4-dien-1-yl)-methyl-(1,1,2,2,2-pentafluoroethyl)phosphane Chemical compound FC(F)(F)C(F)(F)P(C)C1(F)CC=CC=C1 OKJBBHLRKRUMFI-UHFFFAOYSA-N 0.000 description 1
- CCILYYTXPNLHHV-UHFFFAOYSA-N (1-fluorocyclohexa-2,4-dien-1-yl)benzene methyl(trifluoromethyl)phosphane Chemical compound CPC(F)(F)F.FC1(CC=CC=C1)C1=CC=CC=C1 CCILYYTXPNLHHV-UHFFFAOYSA-N 0.000 description 1
- OSCFAYXEEJWNJP-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)-propyl-(trifluoromethyl)phosphane Chemical compound CCCP(C(F)(F)F)C1=C(F)C(F)=C(F)C(F)=C1F OSCFAYXEEJWNJP-UHFFFAOYSA-N 0.000 description 1
- RPYATUMBGVCTRS-UHFFFAOYSA-N (2,3-difluorophenyl)-ethyl-propylphosphane Chemical compound CCCP(CC)C1=CC=CC(F)=C1F RPYATUMBGVCTRS-UHFFFAOYSA-N 0.000 description 1
- JBIJAGAGNVGYGR-UHFFFAOYSA-N (2,3-difluorophenyl)-methyl-(1,1,2,2,2-pentafluoroethyl)phosphane Chemical compound FC(F)(F)C(F)(F)P(C)C1=CC=CC(F)=C1F JBIJAGAGNVGYGR-UHFFFAOYSA-N 0.000 description 1
- CQUNCLBOLABMEU-UHFFFAOYSA-N (2,4-difluorophenyl)-dimethylphosphane Chemical compound CP(C)C1=CC=C(F)C=C1F CQUNCLBOLABMEU-UHFFFAOYSA-N 0.000 description 1
- RQJOHAGZVIAUKT-UHFFFAOYSA-N (2,4-difluorophenyl)-ethyl-(5-ethyl-2-methyloctyl)phosphane Chemical compound CCCC(CC)CCC(C)CP(CC)C1=CC=C(F)C=C1F RQJOHAGZVIAUKT-UHFFFAOYSA-N 0.000 description 1
- VCKUOSAYDFXWPV-UHFFFAOYSA-N (2,4-difluorophenyl)-hexyl-(trifluoromethyl)phosphane Chemical compound CCCCCCP(C(F)(F)F)C1=CC=C(F)C=C1F VCKUOSAYDFXWPV-UHFFFAOYSA-N 0.000 description 1
- UCEKBALAGLBFJK-UHFFFAOYSA-N (2,4-difluorophenyl)-hexyl-propylphosphane Chemical compound CCCCCCP(CCC)C1=CC=C(F)C=C1F UCEKBALAGLBFJK-UHFFFAOYSA-N 0.000 description 1
- FYMXSSVUIIZMBM-UHFFFAOYSA-N (2,5-difluorophenyl)-ethyl-(2-methylpentyl)phosphane Chemical compound CCCC(C)CP(CC)C1=CC(F)=CC=C1F FYMXSSVUIIZMBM-UHFFFAOYSA-N 0.000 description 1
- XEUVNVNAVKZSPT-JTJYXVOQSA-N (2S,3S)-N-(6-amino-6-oxohexyl)-2-[[(2S)-2-(hexanoylamino)-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanamide Chemical compound CCCCCC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCCCCCC(N)=O XEUVNVNAVKZSPT-JTJYXVOQSA-N 0.000 description 1
- TYVXXMPKXJLOBP-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-(fluoromethyl)-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound CCCC(CC)CCC(C)CP(CF)C1=C(F)C(C)=C(F)C(F)=C1F TYVXXMPKXJLOBP-UHFFFAOYSA-N 0.000 description 1
- JCQPHDFGRYMCBT-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-(fluoromethyl)-phenylphosphane Chemical compound CCCC(CC)CCC(C)CP(CF)C1=CC=CC=C1 JCQPHDFGRYMCBT-UHFFFAOYSA-N 0.000 description 1
- PMCRHGVMXJDEAS-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-hexyl-phenylphosphane Chemical compound CCCC(CC)CCC(C)CP(CCCCCC)C1=CC=CC=C1 PMCRHGVMXJDEAS-UHFFFAOYSA-N 0.000 description 1
- FVPHSQZJNNQNQQ-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-hexylphosphane Chemical compound CCCCCCPCC(C)CCC(CC)CCC FVPHSQZJNNQNQQ-UHFFFAOYSA-N 0.000 description 1
- AGZOFYFATVQPDR-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-methylphosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CC(CPC)CCC(CC)CCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F AGZOFYFATVQPDR-UHFFFAOYSA-N 0.000 description 1
- FNQYATAQQBCVPN-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)-phenyl-propylphosphane Chemical compound CCCC(CC)CCC(C)CP(CCC)C1=CC=CC=C1 FNQYATAQQBCVPN-UHFFFAOYSA-N 0.000 description 1
- LFNJGOUVRVGAIC-UHFFFAOYSA-N (5-ethyl-2-methyloctyl)phosphane Chemical compound CCCC(CC)CCC(C)CP LFNJGOUVRVGAIC-UHFFFAOYSA-N 0.000 description 1
- HYELYGPPBGOIPE-UHFFFAOYSA-N 1,1'-biphenyl 1,1,2,2,2-pentafluoroethyl(trifluoromethyl)phosphane Chemical compound FC(C(F)(F)F)(F)PC(F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 HYELYGPPBGOIPE-UHFFFAOYSA-N 0.000 description 1
- HPURFMHPVFOQEF-UHFFFAOYSA-N 1,1'-biphenyl 1,1,2,9,9,9-hexafluorononyl(methyl)phosphane Chemical compound CPC(C(CCCCCCC(F)(F)F)F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 HPURFMHPVFOQEF-UHFFFAOYSA-N 0.000 description 1
- KOXCKTWEJBHMEC-UHFFFAOYSA-N 1,1'-biphenyl 2-fluoroethyl(1,1,2,2,3,3,4,4,4-nonafluorobutyl)phosphane Chemical compound FC(C(C(C(F)(F)F)(F)F)(F)F)(F)PCCF.C1(=CC=CC=C1)C1=CC=CC=C1 KOXCKTWEJBHMEC-UHFFFAOYSA-N 0.000 description 1
- CXNZCFFNFHGWRP-UHFFFAOYSA-N 1,1'-biphenyl;fluoromethyl(methyl)phosphane Chemical compound CPCF.C1=CC=CC=C1C1=CC=CC=C1 CXNZCFFNFHGWRP-UHFFFAOYSA-N 0.000 description 1
- ZHEHMJLBCYPQGB-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl(propyl)phosphane Chemical compound CCCPC(F)(F)C(F)(F)F ZHEHMJLBCYPQGB-UHFFFAOYSA-N 0.000 description 1
- KAZCUAAIEAZZII-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl(propyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound C(CC)PC(C(F)(F)F)(F)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F KAZCUAAIEAZZII-UHFFFAOYSA-N 0.000 description 1
- FRADCDGQMJOSQV-UHFFFAOYSA-N 1,1,2,2,2-pentafluoroethyl-phenyl-propylphosphane Chemical compound CCCP(C(F)(F)C(F)(F)F)C1=CC=CC=C1 FRADCDGQMJOSQV-UHFFFAOYSA-N 0.000 description 1
- LGOBKSXUZYTVOA-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluorobutyl(propyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound C(CC)PC(C(C(C(F)(F)F)(F)F)(F)F)(F)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F LGOBKSXUZYTVOA-UHFFFAOYSA-N 0.000 description 1
- HGFJKZYDJMCQIV-UHFFFAOYSA-N 1,1,2,9,9,9-hexafluorononyl(hexyl)phosphane Chemical compound C(CCCCC)PC(C(CCCCCCC(F)(F)F)F)(F)F HGFJKZYDJMCQIV-UHFFFAOYSA-N 0.000 description 1
- DHTYVWATPYKEPE-UHFFFAOYSA-N 1,1,2,9,9,9-hexafluorononyl-hexyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)CCCCCCC(F)C(F)(F)P(CCCCCC)C1=C(F)C(F)=C(F)C(F)=C1F DHTYVWATPYKEPE-UHFFFAOYSA-N 0.000 description 1
- ZCHFRJYPHHPBLA-UHFFFAOYSA-N 1,1,2,9,9,9-hexafluorononyl-propyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound FC(F)(F)CCCCCCC(F)C(F)(F)P(CCC)C1=CC(F)=C(F)C(F)=C1F ZCHFRJYPHHPBLA-UHFFFAOYSA-N 0.000 description 1
- WUMHRAMZUZUQDV-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)-2,3-dihydroindole Chemical compound C1CC2=CC=CC=C2N1C1(F)CC=CC=C1 WUMHRAMZUZUQDV-UHFFFAOYSA-N 0.000 description 1
- IBVNJTJSOXYVST-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)azaphospholidine Chemical compound C1CCPN1C1(F)CC=CC=C1 IBVNJTJSOXYVST-UHFFFAOYSA-N 0.000 description 1
- NXHOZZYDNGCOAQ-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)indole Chemical compound C1=CC2=CC=CC=C2N1C1(F)CC=CC=C1 NXHOZZYDNGCOAQ-UHFFFAOYSA-N 0.000 description 1
- UMZLMSDUISVIKR-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)piperidine Chemical compound C1CCCCN1C1(F)CC=CC=C1 UMZLMSDUISVIKR-UHFFFAOYSA-N 0.000 description 1
- BPCOXNSJHCTVBJ-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)pyrrole Chemical compound C1=CC=CN1C1(F)CC=CC=C1 BPCOXNSJHCTVBJ-UHFFFAOYSA-N 0.000 description 1
- KQWMRTQJPXWGFM-UHFFFAOYSA-N 1-(1-fluorocyclohexa-2,4-dien-1-yl)pyrrolidine Chemical compound C1CCCN1C1(F)CC=CC=C1 KQWMRTQJPXWGFM-UHFFFAOYSA-N 0.000 description 1
- QFYBNJKZYGFKCT-UHFFFAOYSA-N 1-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydroindole Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1C2=CC=CC=C2CC1 QFYBNJKZYGFKCT-UHFFFAOYSA-N 0.000 description 1
- WSHCVKVPSFDMQD-UHFFFAOYSA-N 1-(2,3,4,5,6-pentafluorophenyl)azaphospholidine Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1PCCC1 WSHCVKVPSFDMQD-UHFFFAOYSA-N 0.000 description 1
- XJYYXCANPCKQJN-UHFFFAOYSA-N 1-(2,3,4,5,6-pentafluorophenyl)indole Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1C2=CC=CC=C2C=C1 XJYYXCANPCKQJN-UHFFFAOYSA-N 0.000 description 1
- JJWDYHICSOUNST-UHFFFAOYSA-N 1-(2,3,4,5,6-pentafluorophenyl)pyrrole Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1C=CC=C1 JJWDYHICSOUNST-UHFFFAOYSA-N 0.000 description 1
- KAIHLIZGJKDPGB-UHFFFAOYSA-N 1-(2,3,4,5,6-pentafluorophenyl)pyrrolidine Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1CCCC1 KAIHLIZGJKDPGB-UHFFFAOYSA-N 0.000 description 1
- KFNONGUIDRRPAJ-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)-2,3-dihydroindole Chemical compound FC1=C(F)C(F)=CC(N2C3=CC=CC=C3CC2)=C1F KFNONGUIDRRPAJ-UHFFFAOYSA-N 0.000 description 1
- YHNYNQBQDCMIFJ-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)azaphospholidine Chemical compound FC1=C(F)C(F)=CC(N2PCCC2)=C1F YHNYNQBQDCMIFJ-UHFFFAOYSA-N 0.000 description 1
- CMPSNNGJGGMVIV-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)indole Chemical compound FC1=C(F)C(F)=CC(N2C3=CC=CC=C3C=C2)=C1F CMPSNNGJGGMVIV-UHFFFAOYSA-N 0.000 description 1
- GCLFTYFEPYJEDN-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)piperidine Chemical compound FC1=C(F)C(F)=CC(N2CCCCC2)=C1F GCLFTYFEPYJEDN-UHFFFAOYSA-N 0.000 description 1
- RYKUFTVJDDCTNY-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)pyrrole Chemical compound FC1=C(F)C(F)=CC(N2C=CC=C2)=C1F RYKUFTVJDDCTNY-UHFFFAOYSA-N 0.000 description 1
- SCOCLWAMEGRVDC-UHFFFAOYSA-N 1-(2,3,4,5-tetrafluorophenyl)pyrrolidine Chemical compound FC1=C(F)C(F)=CC(N2CCCC2)=C1F SCOCLWAMEGRVDC-UHFFFAOYSA-N 0.000 description 1
- GDFXLSRFGCBYKS-UHFFFAOYSA-N 1-(2,3,4,6-tetrafluoro-5-methylphenyl)-2,3-dihydroindole Chemical compound CC1=C(F)C(F)=C(F)C(N2C3=CC=CC=C3CC2)=C1F GDFXLSRFGCBYKS-UHFFFAOYSA-N 0.000 description 1
- DKGUZXYIWIBCCM-UHFFFAOYSA-N 1-(2,3,4,6-tetrafluoro-5-methylphenyl)azaphospholidine Chemical compound CC1=C(F)C(F)=C(F)C(N2PCCC2)=C1F DKGUZXYIWIBCCM-UHFFFAOYSA-N 0.000 description 1
- NMUJIKYVGGBHDE-UHFFFAOYSA-N 1-(2,3,4,6-tetrafluoro-5-methylphenyl)indole Chemical compound CC1=C(F)C(F)=C(F)C(N2C3=CC=CC=C3C=C2)=C1F NMUJIKYVGGBHDE-UHFFFAOYSA-N 0.000 description 1
- XJYPPFINUADIFI-UHFFFAOYSA-N 1-(2,3,4,6-tetrafluoro-5-methylphenyl)pyrrole Chemical compound CC1=C(F)C(F)=C(F)C(N2C=CC=C2)=C1F XJYPPFINUADIFI-UHFFFAOYSA-N 0.000 description 1
- WWHLBDFXPMKJCO-UHFFFAOYSA-N 1-(2,3-difluorophenyl)-2,3-dihydroindole Chemical compound FC1=CC=CC(N2C3=CC=CC=C3CC2)=C1F WWHLBDFXPMKJCO-UHFFFAOYSA-N 0.000 description 1
- GYKJHKCVWMHJQW-UHFFFAOYSA-N 1-(2,3-difluorophenyl)azaphospholidine Chemical compound FC1=CC=CC(N2PCCC2)=C1F GYKJHKCVWMHJQW-UHFFFAOYSA-N 0.000 description 1
- URMCMSIFHQCHRX-UHFFFAOYSA-N 1-(2,3-difluorophenyl)indole Chemical compound FC1=CC=CC(N2C3=CC=CC=C3C=C2)=C1F URMCMSIFHQCHRX-UHFFFAOYSA-N 0.000 description 1
- PLTLFAHNPHTMMZ-UHFFFAOYSA-N 1-(2,3-difluorophenyl)piperidine Chemical compound FC1=CC=CC(N2CCCCC2)=C1F PLTLFAHNPHTMMZ-UHFFFAOYSA-N 0.000 description 1
- BVZJJASLXCRPHD-UHFFFAOYSA-N 1-(2,3-difluorophenyl)pyrrole Chemical compound FC1=CC=CC(N2C=CC=C2)=C1F BVZJJASLXCRPHD-UHFFFAOYSA-N 0.000 description 1
- REVFODLYJGDUJL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)pyrrolidine Chemical compound FC1=CC=CC(N2CCCC2)=C1F REVFODLYJGDUJL-UHFFFAOYSA-N 0.000 description 1
- PAIYSRLJYYNHPR-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-2,3-dihydroindole Chemical compound FC1=CC(F)=CC=C1N1C2=CC=CC=C2CC1 PAIYSRLJYYNHPR-UHFFFAOYSA-N 0.000 description 1
- DXVJELCZZQHRPY-UHFFFAOYSA-N 1-(2,4-difluorophenyl)azaphospholidine Chemical compound FC1=CC(F)=CC=C1N1PCCC1 DXVJELCZZQHRPY-UHFFFAOYSA-N 0.000 description 1
- OGLQDYFJHLPBPF-UHFFFAOYSA-N 1-(2,4-difluorophenyl)indole Chemical compound FC1=CC(F)=CC=C1N1C2=CC=CC=C2C=C1 OGLQDYFJHLPBPF-UHFFFAOYSA-N 0.000 description 1
- DZAKQIMUXDHLRT-UHFFFAOYSA-N 1-(2,4-difluorophenyl)piperidine Chemical compound FC1=CC(F)=CC=C1N1CCCCC1 DZAKQIMUXDHLRT-UHFFFAOYSA-N 0.000 description 1
- ZAZINVQEIDWJRC-UHFFFAOYSA-N 1-(2,4-difluorophenyl)pyrrole Chemical compound FC1=CC(F)=CC=C1N1C=CC=C1 ZAZINVQEIDWJRC-UHFFFAOYSA-N 0.000 description 1
- KXMRAZAGCMUTDX-UHFFFAOYSA-N 1-(2,5-difluorophenyl)-2,3-dihydroindole Chemical compound FC1=CC=C(F)C(N2C3=CC=CC=C3CC2)=C1 KXMRAZAGCMUTDX-UHFFFAOYSA-N 0.000 description 1
- WWKRQWSOEJYCKL-UHFFFAOYSA-N 1-(2,5-difluorophenyl)azaphospholidine Chemical compound FC1=CC=C(F)C(N2PCCC2)=C1 WWKRQWSOEJYCKL-UHFFFAOYSA-N 0.000 description 1
- BUXJUJZAGZYNKG-UHFFFAOYSA-N 1-(2,5-difluorophenyl)indole Chemical compound FC1=CC=C(F)C(N2C3=CC=CC=C3C=C2)=C1 BUXJUJZAGZYNKG-UHFFFAOYSA-N 0.000 description 1
- VCQJUEIKFKFMFL-UHFFFAOYSA-N 1-(2,5-difluorophenyl)piperidine Chemical compound FC1=CC=C(F)C(N2CCCCC2)=C1 VCQJUEIKFKFMFL-UHFFFAOYSA-N 0.000 description 1
- HYQPJXOHMPYAIQ-UHFFFAOYSA-N 1-(2,5-difluorophenyl)pyrrole Chemical compound FC1=CC=C(F)C(N2C=CC=C2)=C1 HYQPJXOHMPYAIQ-UHFFFAOYSA-N 0.000 description 1
- KKINKVHABSMTEH-UHFFFAOYSA-N 1-(2,5-difluorophenyl)pyrrolidine Chemical compound FC1=CC=C(F)C(N2CCCC2)=C1 KKINKVHABSMTEH-UHFFFAOYSA-N 0.000 description 1
- GDLZIYHXVZRNOT-UHFFFAOYSA-N 1-phenyl-2,3-dihydroindole Chemical compound C1CC2=CC=CC=C2N1C1=CC=CC=C1 GDLZIYHXVZRNOT-UHFFFAOYSA-N 0.000 description 1
- VATGUODGEXHGRH-UHFFFAOYSA-N 1-phenylazaphospholidine Chemical compound C1CCPN1C1=CC=CC=C1 VATGUODGEXHGRH-UHFFFAOYSA-N 0.000 description 1
- YBFCBQMICVOSRW-UHFFFAOYSA-N 1-phenylindole Chemical compound C1=CC2=CC=CC=C2N1C1=CC=CC=C1 YBFCBQMICVOSRW-UHFFFAOYSA-N 0.000 description 1
- LLSKXGRDUPMXLC-UHFFFAOYSA-N 1-phenylpiperidine Chemical compound C1CCCCN1C1=CC=CC=C1 LLSKXGRDUPMXLC-UHFFFAOYSA-N 0.000 description 1
- GEZGAZKEOUKLBR-UHFFFAOYSA-N 1-phenylpyrrole Chemical compound C1=CC=CN1C1=CC=CC=C1 GEZGAZKEOUKLBR-UHFFFAOYSA-N 0.000 description 1
- VDQQJMHXZCMNMU-UHFFFAOYSA-N 1-phenylpyrrolidine Chemical compound C1CCCN1C1=CC=CC=C1 VDQQJMHXZCMNMU-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- GTJGHXLFPMOKCE-UHFFFAOYSA-N 2,2,2-trifluoro-n-(2,2,2-trifluoroethyl)ethanamine Chemical compound FC(F)(F)CNCC(F)(F)F GTJGHXLFPMOKCE-UHFFFAOYSA-N 0.000 description 1
- QVRXIRVFVHIYEN-UHFFFAOYSA-N 2,2,3,3,4-pentafluoro-1-phenylpyrrolidine Chemical compound FC1C(C(N(C1)C1=CC=CC=C1)(F)F)(F)F QVRXIRVFVHIYEN-UHFFFAOYSA-N 0.000 description 1
- MEPUUWBIQKSWNA-UHFFFAOYSA-N 2-(1-fluorocyclohexa-2,4-dien-1-yl)-1,3-dihydroisoindole Chemical compound C1C2=CC=CC=C2CN1C1(F)CC=CC=C1 MEPUUWBIQKSWNA-UHFFFAOYSA-N 0.000 description 1
- AODKHDZBQQXPCD-UHFFFAOYSA-N 2-(2,3,4,5,6-pentafluorophenyl)-1,3-dihydroisoindole Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1N1CC2=CC=CC=C2C1 AODKHDZBQQXPCD-UHFFFAOYSA-N 0.000 description 1
- UUDYSUARPKWGON-UHFFFAOYSA-N 2-(2,3,4,5-tetrafluorophenyl)-1,3-dihydroisoindole Chemical compound FC1=C(F)C(F)=CC(N2CC3=CC=CC=C3C2)=C1F UUDYSUARPKWGON-UHFFFAOYSA-N 0.000 description 1
- LFMUHWIXVGHUOD-UHFFFAOYSA-N 2-(2,3-difluorophenyl)-1,3-dihydroisoindole Chemical compound FC1=CC=CC(N2CC3=CC=CC=C3C2)=C1F LFMUHWIXVGHUOD-UHFFFAOYSA-N 0.000 description 1
- MZONZNQRUYSIBE-UHFFFAOYSA-N 2-(2,4-difluorophenyl)-1,3-dihydroisoindole Chemical compound FC1=CC(F)=CC=C1N1CC2=CC=CC=C2C1 MZONZNQRUYSIBE-UHFFFAOYSA-N 0.000 description 1
- JIGKPAQCLDQIPC-UHFFFAOYSA-N 2-(2,5-difluorophenyl)-1,3-dihydroisoindole Chemical compound FC1=CC=C(F)C(N2CC3=CC=CC=C3C2)=C1 JIGKPAQCLDQIPC-UHFFFAOYSA-N 0.000 description 1
- NMXLXQGHBSPIDR-UHFFFAOYSA-N 2-(2-methylpropyl)oxaluminane Chemical compound CC(C)C[Al]1CCCCO1 NMXLXQGHBSPIDR-UHFFFAOYSA-N 0.000 description 1
- CWHFMTOGVYEGHD-UHFFFAOYSA-N 2-fluoroethyl(1,1,2,9,9,9-hexafluorononyl)phosphane Chemical compound FC(C(F)(F)PCCF)CCCCCCC(F)(F)F CWHFMTOGVYEGHD-UHFFFAOYSA-N 0.000 description 1
- HMNAZCBLOSAQSK-UHFFFAOYSA-N 2-fluoroethyl(fluoromethyl)phosphane 1,2,3,4,5-pentafluoro-6-(2-fluorophenyl)benzene Chemical compound FCPCCF.FC1=C(C=CC=C1)C1=C(C(=C(C(=C1F)F)F)F)F HMNAZCBLOSAQSK-UHFFFAOYSA-N 0.000 description 1
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 1
- YXENVVBFNITRQE-UHFFFAOYSA-N 2-methylpentyl(trifluoromethyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound FC(F)(F)PCC(CCC)C.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F YXENVVBFNITRQE-UHFFFAOYSA-N 0.000 description 1
- QQULFDKOSHUTTM-UHFFFAOYSA-N 2-phenyl-1,3-dihydroisoindole Chemical compound C1C2=CC=CC=C2CN1C1=CC=CC=C1 QQULFDKOSHUTTM-UHFFFAOYSA-N 0.000 description 1
- OJDZXCKKAVIQCM-UHFFFAOYSA-N 3-ethylheptoxyboronic acid Chemical compound B(O)(O)OCCC(CC)CCCC OJDZXCKKAVIQCM-UHFFFAOYSA-N 0.000 description 1
- VQIUXTXYXZFJDJ-UHFFFAOYSA-N 3-ethylheptyl-(1,1,2,9,9,9-hexafluorononyl)-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound FC(F)(F)CCCCCCC(F)C(F)(F)P(CCC(CC)CCCC)C1=C(F)C(C)=C(F)C(F)=C1F VQIUXTXYXZFJDJ-UHFFFAOYSA-N 0.000 description 1
- YQXWHONWPJFHHP-UHFFFAOYSA-N 3-ethylheptyl-hexyl-phenylphosphane Chemical compound CCCCC(CC)CCP(CCCCCC)C1=CC=CC=C1 YQXWHONWPJFHHP-UHFFFAOYSA-N 0.000 description 1
- UKMBGAXMYWAQOJ-UHFFFAOYSA-N 4,4-difluorobutylphosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound FC(CCCP)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F UKMBGAXMYWAQOJ-UHFFFAOYSA-N 0.000 description 1
- RRVDQXGXLPYMIY-UHFFFAOYSA-N C(C)C(CCPCCCCCC)CCCC.FC1(CC=CC=C1)C1=CC=CC=C1 Chemical compound C(C)C(CCPCCCCCC)CCCC.FC1(CC=CC=C1)C1=CC=CC=C1 RRVDQXGXLPYMIY-UHFFFAOYSA-N 0.000 description 1
- PNAXSBMEYDYLOH-UHFFFAOYSA-N C(C)PCCCCCC.FC1(CC=CC=C1)C1=CC=CC=C1 Chemical compound C(C)PCCCCCC.FC1(CC=CC=C1)C1=CC=CC=C1 PNAXSBMEYDYLOH-UHFFFAOYSA-N 0.000 description 1
- QLIQZIBERCCWTG-UHFFFAOYSA-N C(CCC)PCF.C1(=CC=CC=C1)C1=CC=CC=C1 Chemical compound C(CCC)PCF.C1(=CC=CC=C1)C1=CC=CC=C1 QLIQZIBERCCWTG-UHFFFAOYSA-N 0.000 description 1
- NLIXFVJZPOHYTO-UHFFFAOYSA-N C(CCCCC)PC(C(F)(F)F)(F)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound C(CCCCC)PC(C(F)(F)F)(F)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F NLIXFVJZPOHYTO-UHFFFAOYSA-N 0.000 description 1
- QDHVOZGUYYRRSC-UHFFFAOYSA-N C(CCCCC)PCC(CCC)C Chemical compound C(CCCCC)PCC(CCC)C QDHVOZGUYYRRSC-UHFFFAOYSA-N 0.000 description 1
- CTPZHZZBJQTXRG-UHFFFAOYSA-N CC([O-])C.CC([O-])C.CC([O-])C.CC1=C(C(=C(C1([Ti+3])C)C)C)C Chemical compound CC([O-])C.CC([O-])C.CC([O-])C.CC1=C(C(=C(C1([Ti+3])C)C)C)C CTPZHZZBJQTXRG-UHFFFAOYSA-N 0.000 description 1
- ZAKSKGMBNBVNAL-UHFFFAOYSA-N CC1=C(C(=C(C1(C)[Ti])C)C)C.[Ti] Chemical compound CC1=C(C(=C(C1(C)[Ti])C)C)C.[Ti] ZAKSKGMBNBVNAL-UHFFFAOYSA-N 0.000 description 1
- ANYLEZKLDBAVQD-UHFFFAOYSA-N CC=1C(=C(C(C=1)(C)[Zr](C)(C)C1(C=CC=C1)CCC)C)C Chemical compound CC=1C(=C(C(C=1)(C)[Zr](C)(C)C1(C=CC=C1)CCC)C)C ANYLEZKLDBAVQD-UHFFFAOYSA-N 0.000 description 1
- JMLSIINQMKBUGD-UHFFFAOYSA-N CPCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound CPCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F JMLSIINQMKBUGD-UHFFFAOYSA-N 0.000 description 1
- BLROGFXCVMKKFB-UHFFFAOYSA-N CPCCC.FC1=C(C=CC=C1)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound CPCCC.FC1=C(C=CC=C1)C1=C(C(=C(C(=C1F)F)F)F)F BLROGFXCVMKKFB-UHFFFAOYSA-N 0.000 description 1
- ARZYAQDPLAZRBW-UHFFFAOYSA-N C[Si](C)(C)C([Si](C)(C)C)[Zr](C([Si](C)(C)C)[Si](C)(C)C)(C([Si](C)(C)C)[Si](C)(C)C)C([Si](C)(C)C)[Si](C)(C)C Chemical compound C[Si](C)(C)C([Si](C)(C)C)[Zr](C([Si](C)(C)C)[Si](C)(C)C)(C([Si](C)(C)C)[Si](C)(C)C)C([Si](C)(C)C)[Si](C)(C)C ARZYAQDPLAZRBW-UHFFFAOYSA-N 0.000 description 1
- GJDDRFCPFHFDNU-UHFFFAOYSA-N C[Si](C)(C)C[V] Chemical compound C[Si](C)(C)C[V] GJDDRFCPFHFDNU-UHFFFAOYSA-N 0.000 description 1
- COOXAWDWHWRVRD-UHFFFAOYSA-N C[Ti]C Chemical compound C[Ti]C COOXAWDWHWRVRD-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 101100289061 Drosophila melanogaster lili gene Proteins 0.000 description 1
- MVMVBNVGUDTGGP-UHFFFAOYSA-N FC(C(C(C(F)(F)F)(F)F)(F)F)(F)PCF.C1(=CC=CC=C1)C1=CC=CC=C1 Chemical compound FC(C(C(C(F)(F)F)(F)F)(F)F)(F)PCF.C1(=CC=CC=C1)C1=CC=CC=C1 MVMVBNVGUDTGGP-UHFFFAOYSA-N 0.000 description 1
- DKMBXNSDYNCIIR-UHFFFAOYSA-N FC(C(C(C(F)(F)F)(F)F)(F)F)(F)PCF.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound FC(C(C(C(F)(F)F)(F)F)(F)F)(F)PCF.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F DKMBXNSDYNCIIR-UHFFFAOYSA-N 0.000 description 1
- GGTGIIBXCDCKEE-UHFFFAOYSA-N FC(C(F)(F)F)(F)PC(C(CCCCCCC(F)(F)F)F)(F)F Chemical compound FC(C(F)(F)F)(F)PC(C(CCCCCCC(F)(F)F)F)(F)F GGTGIIBXCDCKEE-UHFFFAOYSA-N 0.000 description 1
- GAJWIHHOJIZXQY-UHFFFAOYSA-N FC(C(F)(F)F)(F)PCCC.FC1(CC=CC=C1)C1=CC=CC=C1 Chemical compound FC(C(F)(F)F)(F)PCCC.FC1(CC=CC=C1)C1=CC=CC=C1 GAJWIHHOJIZXQY-UHFFFAOYSA-N 0.000 description 1
- BTGZCIJDSVOFRH-UHFFFAOYSA-N FC(C(F)(F)PCCCC)CCCCCCC(F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 Chemical compound FC(C(F)(F)PCCCC)CCCCCCC(F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 BTGZCIJDSVOFRH-UHFFFAOYSA-N 0.000 description 1
- YDPONOIBGLESNS-UHFFFAOYSA-N FC(C(F)(F)PCCCCCC)CCCCCCC(F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 Chemical compound FC(C(F)(F)PCCCCCC)CCCCCCC(F)(F)F.C1(=CC=CC=C1)C1=CC=CC=C1 YDPONOIBGLESNS-UHFFFAOYSA-N 0.000 description 1
- SESGJNKQDJNGFG-UHFFFAOYSA-N FC(F)P.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound FC(F)P.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F SESGJNKQDJNGFG-UHFFFAOYSA-N 0.000 description 1
- PIHXPONXWURBNS-UHFFFAOYSA-N FC1=C(F)C(F)=C(F)C2=C1C(OB(O)O)C(F)=C2F Chemical compound FC1=C(F)C(F)=C(F)C2=C1C(OB(O)O)C(F)=C2F PIHXPONXWURBNS-UHFFFAOYSA-N 0.000 description 1
- HEKYSUNYPKNROO-UHFFFAOYSA-N FCPCCCC.FC1(CC=CC=C1)C1=CC=CC=C1 Chemical compound FCPCCCC.FC1(CC=CC=C1)C1=CC=CC=C1 HEKYSUNYPKNROO-UHFFFAOYSA-N 0.000 description 1
- QERIEJXWEMDMAA-UHFFFAOYSA-N FCPCCCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound FCPCCCC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F QERIEJXWEMDMAA-UHFFFAOYSA-N 0.000 description 1
- DUXWBCTUJNVDAY-UHFFFAOYSA-N FCPCF.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F Chemical compound FCPCF.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F DUXWBCTUJNVDAY-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- XUIIKFGFIJCVMT-LBPRGKRZSA-N L-thyroxine Chemical compound IC1=CC(C[C@H]([NH3+])C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 XUIIKFGFIJCVMT-LBPRGKRZSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 description 1
- 108010055280 N-hexanoic-Tyr-Ile-(6) aminohexanoic amide Proteins 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- RLEZACANRPOGPQ-UHFFFAOYSA-L [Cl-].[Cl-].C1CC2CC=CC=C2C1[Zr+2]([SiH](C)C)C1C2=CC=CCC2CC1 Chemical compound [Cl-].[Cl-].C1CC2CC=CC=C2C1[Zr+2]([SiH](C)C)C1C2=CC=CCC2CC1 RLEZACANRPOGPQ-UHFFFAOYSA-L 0.000 description 1
- BQZTYWHJXFLPTA-UHFFFAOYSA-L [Cl-].[Cl-].CC1=CC2=CC=C3C=CC=CC3=C2C1[Zr+2]([SiH](C)C)C1C2=C3C=CC=CC3=CC=C2C=C1C Chemical compound [Cl-].[Cl-].CC1=CC2=CC=C3C=CC=CC3=C2C1[Zr+2]([SiH](C)C)C1C2=C3C=CC=CC3=CC=C2C=C1C BQZTYWHJXFLPTA-UHFFFAOYSA-L 0.000 description 1
- NECVVHFNUZKJLR-UHFFFAOYSA-L [Cl-].[Cl-].C[SiH2][Zr+2](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12 Chemical compound [Cl-].[Cl-].C[SiH2][Zr+2](C1C=CC2=CC=CC=C12)C1C=CC2=CC=CC=C12 NECVVHFNUZKJLR-UHFFFAOYSA-L 0.000 description 1
- UNWKBZUIWISZEL-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](C)(C)C[Nb+2](C[Si](C)(C)C)C[Si](C)(C)C Chemical compound [Cl-].[Cl-].C[Si](C)(C)C[Nb+2](C[Si](C)(C)C)C[Si](C)(C)C UNWKBZUIWISZEL-UHFFFAOYSA-L 0.000 description 1
- WGUFMSWOIOSDST-UHFFFAOYSA-L [Cl-].[Cl-].C[Si](C)(C)C[Ta+2](C[Si](C)(C)C)C[Si](C)(C)C Chemical compound [Cl-].[Cl-].C[Si](C)(C)C[Ta+2](C[Si](C)(C)C)C[Si](C)(C)C WGUFMSWOIOSDST-UHFFFAOYSA-L 0.000 description 1
- WNLMDLPXBNACJW-UHFFFAOYSA-N [Hf+4].C[SiH](C)C(CCCCCCCCCCC(C)(C)C)([N-]C1C=CC=C1)C.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1 Chemical compound [Hf+4].C[SiH](C)C(CCCCCCCCCCC(C)(C)C)([N-]C1C=CC=C1)C.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1.C[SiH](C)C(CCCCCCCCCCC(C)(C)C)(C)[N-]C1C=CC=C1 WNLMDLPXBNACJW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- VIJYFGMFEVJQHU-UHFFFAOYSA-N aluminum oxosilicon(2+) oxygen(2-) Chemical compound [O-2].[Al+3].[Si+2]=O VIJYFGMFEVJQHU-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 125000003828 azulenyl group Chemical group 0.000 description 1
- LTUSTXKRTXMGIJ-UHFFFAOYSA-N bis(2,2,2-trifluoroethyl)phosphane Chemical compound FC(F)(F)CPCC(F)(F)F LTUSTXKRTXMGIJ-UHFFFAOYSA-N 0.000 description 1
- CCIXCXXEVVJEBA-UHFFFAOYSA-N bis(2,2,2-trifluoroethyl)phosphane;1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound FC(F)(F)CPCC(F)(F)F.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F CCIXCXXEVVJEBA-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- GVYBZMWZPYMHLG-UHFFFAOYSA-N butyl(1,1,2,2,2-pentafluoroethyl)phosphane Chemical compound CCCCPC(F)(F)C(F)(F)F GVYBZMWZPYMHLG-UHFFFAOYSA-N 0.000 description 1
- QZOXKCSMWRFVPX-UHFFFAOYSA-N butyl(1,1,2,2,3,3,4,4,4-nonafluorobutyl)phosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound C(CCC)PC(C(C(C(F)(F)F)(F)F)(F)F)(F)F.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F QZOXKCSMWRFVPX-UHFFFAOYSA-N 0.000 description 1
- SSNHVEPMSUAGKA-UHFFFAOYSA-N butyl(1,1,2,9,9,9-hexafluorononyl)phosphane Chemical compound FC(C(F)(F)PCCCC)CCCCCCC(F)(F)F SSNHVEPMSUAGKA-UHFFFAOYSA-N 0.000 description 1
- AKJDRWICFYIXEV-UHFFFAOYSA-N butyl(3-ethylheptyl)phosphane (1-fluorocyclohexa-2,4-dien-1-yl)benzene Chemical compound C(C)C(CCPCCCC)CCCC.FC1(CC=CC=C1)C1=CC=CC=C1 AKJDRWICFYIXEV-UHFFFAOYSA-N 0.000 description 1
- CPRXHCAKYVTPFP-UHFFFAOYSA-N butyl(ethyl)phosphane Chemical compound CCCCPCC CPRXHCAKYVTPFP-UHFFFAOYSA-N 0.000 description 1
- IHNFZASBVBWZEO-UHFFFAOYSA-N butyl(fluoromethyl)phosphane Chemical compound CCCCPCF IHNFZASBVBWZEO-UHFFFAOYSA-N 0.000 description 1
- OALPXMCQWKQJGV-UHFFFAOYSA-N butyl(propyl)phosphane;1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CCCCPCCC.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F OALPXMCQWKQJGV-UHFFFAOYSA-N 0.000 description 1
- GBXWGNOYSQYWHU-UHFFFAOYSA-N butyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCP(C(F)(F)C(F)(F)F)C1=CC(F)=C(F)C(F)=C1F GBXWGNOYSQYWHU-UHFFFAOYSA-N 0.000 description 1
- XQSNKVUIZLIUQO-UHFFFAOYSA-N butyl-(1,1,2,9,9,9-hexafluorononyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)CCCCCCC(F)C(F)(F)P(CCCC)C1=C(F)C(F)=C(F)C(F)=C1F XQSNKVUIZLIUQO-UHFFFAOYSA-N 0.000 description 1
- QTJOPGQRTXLXBQ-UHFFFAOYSA-N butyl-(1-fluorocyclohexa-2,4-dien-1-yl)-propylphosphane Chemical compound CCCCP(CCC)C1(F)CC=CC=C1 QTJOPGQRTXLXBQ-UHFFFAOYSA-N 0.000 description 1
- MXAQGJRIGJHDNS-UHFFFAOYSA-N butyl-(2,3-difluorophenyl)-propylphosphane Chemical compound CCCCP(CCC)C1=CC=CC(F)=C1F MXAQGJRIGJHDNS-UHFFFAOYSA-N 0.000 description 1
- CXVWAKZDHHBMDU-UHFFFAOYSA-N butyl-(2,4-difluorophenyl)-hexylphosphane Chemical compound CCCCCCP(CCCC)C1=CC=C(F)C=C1F CXVWAKZDHHBMDU-UHFFFAOYSA-N 0.000 description 1
- NIKRAAQKPMZFBM-UHFFFAOYSA-N butyl-(2,4-difluorophenyl)-propylphosphane Chemical compound CCCCP(CCC)C1=CC=C(F)C=C1F NIKRAAQKPMZFBM-UHFFFAOYSA-N 0.000 description 1
- RVYLMPIOSLHFKP-UHFFFAOYSA-N butyl-(2,5-difluorophenyl)-(fluoromethyl)phosphane Chemical compound CCCCP(CF)C1=CC(F)=CC=C1F RVYLMPIOSLHFKP-UHFFFAOYSA-N 0.000 description 1
- FTCYNBXDEKYSFX-UHFFFAOYSA-N butyl-(5-ethyl-2-methyloctyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCC(CC)CCC(C)CP(CCCC)C1=C(F)C(F)=C(F)C(F)=C1F FTCYNBXDEKYSFX-UHFFFAOYSA-N 0.000 description 1
- KTRIXERZQTVJKT-UHFFFAOYSA-N butyl-(fluoromethyl)-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound CCCCP(CF)C1=C(F)C(C)=C(F)C(F)=C1F KTRIXERZQTVJKT-UHFFFAOYSA-N 0.000 description 1
- VXCQVBOIQVPORD-UHFFFAOYSA-N butyl-(fluoromethyl)-phenylphosphane Chemical compound CCCCP(CF)C1=CC=CC=C1 VXCQVBOIQVPORD-UHFFFAOYSA-N 0.000 description 1
- GBEGFHRBYMHWFK-UHFFFAOYSA-N butyl-ethyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCP(CC)C1=C(F)C(F)=C(F)C(F)=C1F GBEGFHRBYMHWFK-UHFFFAOYSA-N 0.000 description 1
- IBPUOXOLKLMSSR-UHFFFAOYSA-N butyl-hexyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCCCP(CCCC)C1=CC(F)=C(F)C(F)=C1F IBPUOXOLKLMSSR-UHFFFAOYSA-N 0.000 description 1
- FYAYVROKIXCXHH-UHFFFAOYSA-N butyl-hexyl-phenylphosphane Chemical compound CCCCCCP(CCCC)C1=CC=CC=C1 FYAYVROKIXCXHH-UHFFFAOYSA-N 0.000 description 1
- BJWAFCMIKQJZQV-UHFFFAOYSA-N butyl-methyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCP(C)C1=CC(F)=C(F)C(F)=C1F BJWAFCMIKQJZQV-UHFFFAOYSA-N 0.000 description 1
- GHSJQOGVLZRRPF-UHFFFAOYSA-N butyl-methyl-phenylphosphane Chemical compound CCCCP(C)C1=CC=CC=C1 GHSJQOGVLZRRPF-UHFFFAOYSA-N 0.000 description 1
- 125000005517 carbenium group Chemical group 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012718 coordination polymerization Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical compound [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- VKAROVBCVVGZPG-UHFFFAOYSA-N di(nonyl)phosphane Chemical compound CCCCCCCCCPCCCCCCCCC VKAROVBCVVGZPG-UHFFFAOYSA-N 0.000 description 1
- APLOULMCVCUXPU-UHFFFAOYSA-N dibutylphosphane (1-fluorocyclohexa-2,4-dien-1-yl)benzene Chemical compound C(CCC)PCCCC.FC1(CC=CC=C1)C1=CC=CC=C1 APLOULMCVCUXPU-UHFFFAOYSA-N 0.000 description 1
- VZZJVOCVAZHETD-UHFFFAOYSA-N diethylphosphane Chemical compound CCPCC VZZJVOCVAZHETD-UHFFFAOYSA-N 0.000 description 1
- OSBIHONOOZWXGE-UHFFFAOYSA-N difluoromethyl-(2,3-difluorophenyl)phosphane Chemical compound FC(F)PC1=CC=CC(F)=C1F OSBIHONOOZWXGE-UHFFFAOYSA-N 0.000 description 1
- HKXYXBSQYPVJOQ-UHFFFAOYSA-N dimethyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CP(C)C1=C(F)C(F)=C(F)C(F)=C1F HKXYXBSQYPVJOQ-UHFFFAOYSA-N 0.000 description 1
- AQKDTAYCVIZOPZ-UHFFFAOYSA-N dimethylphosphane 1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CPC.FC1=C(C(=C(C(=C1F)F)F)F)C1=C(C(=C(C(=C1F)F)F)F)F AQKDTAYCVIZOPZ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- YWMZEZVGHIWWHP-UHFFFAOYSA-N ethyl(1,1,2,2,3,3,4,4,4-nonafluorobutyl)phosphane (1-fluorocyclohexa-2,4-dien-1-yl)benzene Chemical compound C(C)PC(C(C(C(F)(F)F)(F)F)(F)F)(F)F.FC1(CC=CC=C1)C1=CC=CC=C1 YWMZEZVGHIWWHP-UHFFFAOYSA-N 0.000 description 1
- PDWDQWBHTRHDEX-UHFFFAOYSA-N ethyl(fluoromethyl)phosphane Chemical compound CCPCF PDWDQWBHTRHDEX-UHFFFAOYSA-N 0.000 description 1
- MAPANAKCICJCAS-UHFFFAOYSA-N ethyl(propyl)phosphane 1,2,3,4,5-pentafluoro-6-(2-fluorophenyl)benzene Chemical compound C(CC)PCC.FC1=C(C=CC=C1)C1=C(C(=C(C(=C1F)F)F)F)F MAPANAKCICJCAS-UHFFFAOYSA-N 0.000 description 1
- FLSJCWLJNOYSRE-UHFFFAOYSA-N ethyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)C(F)(F)P(CC)C1=C(F)C(F)=C(F)C(F)=C1F FLSJCWLJNOYSRE-UHFFFAOYSA-N 0.000 description 1
- GHIFIOYVPRQFCF-UHFFFAOYSA-N ethyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCP(CC)C1=C(F)C(F)=C(F)C(F)=C1F GHIFIOYVPRQFCF-UHFFFAOYSA-N 0.000 description 1
- MICDXATZJRYEDM-UHFFFAOYSA-N ethyl-hexyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCCCP(CC)C1=C(F)C(F)=C(F)C(F)=C1F MICDXATZJRYEDM-UHFFFAOYSA-N 0.000 description 1
- YKERJDCPQJSMCQ-UHFFFAOYSA-N ethyl-phenyl-(trifluoromethyl)phosphane Chemical compound CCP(C(F)(F)F)C1=CC=CC=C1 YKERJDCPQJSMCQ-UHFFFAOYSA-N 0.000 description 1
- 125000000219 ethylidene group Chemical class [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- IHJYDOLQFQKMHF-UHFFFAOYSA-N fluoromethyl(1,1,2,2,2-pentafluoroethyl)phosphane Chemical compound FCPC(F)(F)C(F)(F)F IHJYDOLQFQKMHF-UHFFFAOYSA-N 0.000 description 1
- JMUJARJSGUFMQA-UHFFFAOYSA-N fluoromethyl(phenyl)phosphane Chemical compound FCPC1=CC=CC=C1 JMUJARJSGUFMQA-UHFFFAOYSA-N 0.000 description 1
- VYOYRKAFUGPTTD-UHFFFAOYSA-N fluoromethyl(propyl)phosphane Chemical compound CCCPCF VYOYRKAFUGPTTD-UHFFFAOYSA-N 0.000 description 1
- FYUOPLSUFOFDBG-UHFFFAOYSA-N fluoromethyl(propyl)phosphane;1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CCCPCF.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F FYUOPLSUFOFDBG-UHFFFAOYSA-N 0.000 description 1
- WOTSMDMEFOKSSE-UHFFFAOYSA-N fluoromethyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)C(F)(F)P(CF)C1=C(F)C(F)=C(F)C(F)=C1F WOTSMDMEFOKSSE-UHFFFAOYSA-N 0.000 description 1
- ATEBJWCKYXLVNZ-UHFFFAOYSA-N fluoromethyl-(1,1,2,2,2-pentafluoroethyl)-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound CC1=C(F)C(F)=C(F)C(P(CF)C(F)(F)C(F)(F)F)=C1F ATEBJWCKYXLVNZ-UHFFFAOYSA-N 0.000 description 1
- AVXWPAWGYCNIFV-UHFFFAOYSA-N fluoromethyl-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)P(CF)C1=C(F)C(F)=C(F)C(F)=C1F AVXWPAWGYCNIFV-UHFFFAOYSA-N 0.000 description 1
- NRUWZHJROXMZHT-UHFFFAOYSA-N fluoromethyl-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-phenylphosphane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)P(CF)C1=CC=CC=C1 NRUWZHJROXMZHT-UHFFFAOYSA-N 0.000 description 1
- CWTMQPBEDIBXBD-UHFFFAOYSA-N fluoromethyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCP(CF)C1=C(F)C(F)=C(F)C(F)=C1F CWTMQPBEDIBXBD-UHFFFAOYSA-N 0.000 description 1
- ZLEMBXPWAPEOSW-UHFFFAOYSA-N fluoromethyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FCPC1=C(F)C(F)=C(F)C(F)=C1F ZLEMBXPWAPEOSW-UHFFFAOYSA-N 0.000 description 1
- SFIUXKVQDHHENA-UHFFFAOYSA-N fluoromethyl-hexyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCCCP(CF)C1=CC(F)=C(F)C(F)=C1F SFIUXKVQDHHENA-UHFFFAOYSA-N 0.000 description 1
- GNCRFPPJSVSSSG-UHFFFAOYSA-N fluoromethyl-hexyl-phenylphosphane Chemical compound CCCCCCP(CF)C1=CC=CC=C1 GNCRFPPJSVSSSG-UHFFFAOYSA-N 0.000 description 1
- BTNYMXIBRHIBHA-UHFFFAOYSA-N fluoromethyl-methyl-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound FCP(C)C1=C(F)C(C)=C(F)C(F)=C1F BTNYMXIBRHIBHA-UHFFFAOYSA-N 0.000 description 1
- TZGNRMUHLZKAAS-UHFFFAOYSA-N fluoromethyl-phenyl-(trifluoromethyl)phosphane Chemical compound FCP(C(F)(F)F)C1=CC=CC=C1 TZGNRMUHLZKAAS-UHFFFAOYSA-N 0.000 description 1
- UCWVGIYVICXULU-UHFFFAOYSA-N fluoromethylphosphane Chemical compound FCP UCWVGIYVICXULU-UHFFFAOYSA-N 0.000 description 1
- 238000012685 gas phase polymerization Methods 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- KNLGRGALOHHVOL-UHFFFAOYSA-N hafnium(4+);methanidylbenzene Chemical compound [Hf+4].[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1 KNLGRGALOHHVOL-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- XSKAFUDYILXFEV-UHFFFAOYSA-N hexyl(methyl)phosphane Chemical compound CCCCCCPC XSKAFUDYILXFEV-UHFFFAOYSA-N 0.000 description 1
- CFUJMZZHSJFHRX-UHFFFAOYSA-N hexyl-(2,3,4,5,6-pentafluorophenyl)-(trifluoromethyl)phosphane Chemical compound CCCCCCP(C(F)(F)F)C1=C(F)C(F)=C(F)C(F)=C1F CFUJMZZHSJFHRX-UHFFFAOYSA-N 0.000 description 1
- MDAKTNUWLHUMIP-UHFFFAOYSA-N hexyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCCCCP(CCC)C1=C(F)C(F)=C(F)C(F)=C1F MDAKTNUWLHUMIP-UHFFFAOYSA-N 0.000 description 1
- KYIOLTVLJIFGJC-UHFFFAOYSA-N hexyl-methyl-(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound CCCCCCP(C)C1=C(F)C(F)=C(F)C(F)=C1F KYIOLTVLJIFGJC-UHFFFAOYSA-N 0.000 description 1
- XWKOHZFJEPFJCN-UHFFFAOYSA-N hexyl-methyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCCCP(C)C1=CC(F)=C(F)C(F)=C1F XWKOHZFJEPFJCN-UHFFFAOYSA-N 0.000 description 1
- WISZCFLPNFRYBE-UHFFFAOYSA-N hexyl-propyl-(2,3,4,5-tetrafluorophenyl)phosphane Chemical compound CCCCCCP(CCC)C1=CC(F)=C(F)C(F)=C1F WISZCFLPNFRYBE-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N hydrofluoric acid Substances F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- QSLMQGXOMLSFAW-UHFFFAOYSA-N methanidylbenzene;zirconium(4+) Chemical compound [Zr+4].[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1.[CH2-]C1=CC=CC=C1 QSLMQGXOMLSFAW-UHFFFAOYSA-N 0.000 description 1
- AQZXZFHWTCFLOT-UHFFFAOYSA-N methyl(2-methylpentyl)phosphane Chemical compound CCCC(C)CPC AQZXZFHWTCFLOT-UHFFFAOYSA-N 0.000 description 1
- XBUXQMONQNKNLO-UHFFFAOYSA-N methyl(2-methylpentyl)phosphane;1,2,3,4,5-pentafluoro-6-(2,3,4,5,6-pentafluorophenyl)benzene Chemical compound CCCC(C)CPC.FC1=C(F)C(F)=C(F)C(F)=C1C1=C(F)C(F)=C(F)C(F)=C1F XBUXQMONQNKNLO-UHFFFAOYSA-N 0.000 description 1
- HFKBPMXSUUWORY-UHFFFAOYSA-N methyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCP(C)C1=C(F)C(F)=C(F)C(F)=C1F HFKBPMXSUUWORY-UHFFFAOYSA-N 0.000 description 1
- QMNSAXIKZQGALC-UHFFFAOYSA-N methyl-propyl-(2,3,4,6-tetrafluoro-5-methylphenyl)phosphane Chemical compound CCCP(C)C1=C(F)C(C)=C(F)C(F)=C1F QMNSAXIKZQGALC-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- CDQUJYCZBOSKHG-UHFFFAOYSA-N n-(2-methylpentyl)hexan-1-amine Chemical compound CCCCCCNCC(C)CCC CDQUJYCZBOSKHG-UHFFFAOYSA-N 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- CWAIAZCEPCBUON-UHFFFAOYSA-N n-icosyl-n-methylicosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN(C)CCCCCCCCCCCCCCCCCCCC CWAIAZCEPCBUON-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- IDIOJVYQYIKSCG-UHFFFAOYSA-N nonyl-(2,3,4,5,6-pentafluorophenyl)-propylphosphane Chemical compound CCCCCCCCCP(CCC)C1=C(F)C(F)=C(F)C(F)=C1F IDIOJVYQYIKSCG-UHFFFAOYSA-N 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 238000001374 small-angle light scattering Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- WYXIGTJNYDDFFH-UHFFFAOYSA-Q triazanium;borate Chemical compound [NH4+].[NH4+].[NH4+].[O-]B([O-])[O-] WYXIGTJNYDDFFH-UHFFFAOYSA-Q 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- VAKSJQAJQALSIM-UHFFFAOYSA-N tris[(1e)-3-methylbuta-1,3-dienyl]alumane Chemical compound CC(=C)C=C[Al](C=CC(C)=C)C=CC(C)=C VAKSJQAJQALSIM-UHFFFAOYSA-N 0.000 description 1
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
- 229910001868 water Inorganic materials 0.000 description 1
- 239000003643 water by type Substances 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
- C08F4/72—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5442—Aromatic phosphonium compounds (P-C aromatic 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
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/06—Propene
-
- 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
- C08F110/02—Ethene
-
- 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
-
- 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
- C08F4/65922—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 containing at least two cyclopentadienyl rings, fused or not
- C08F4/65927—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 containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16976899P | 1999-12-09 | 1999-12-09 | |
| US16987699P | 1999-12-09 | 1999-12-09 | |
| PCT/US2000/033590 WO2001042249A1 (en) | 1999-12-09 | 2000-12-11 | Olefin polymerization cocatalysts derived from group-15 compounds and processes using them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA02005642A true MXPA02005642A (es) | 2002-09-02 |
Family
ID=26865359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA02005642A MXPA02005642A (es) | 1999-12-09 | 2000-12-11 | Catalizadores de polimerizacion de olefinas derivados de compuestos cationicos del grupo 15 y procesos que los usan. |
Country Status (11)
| Country | Link |
|---|---|
| EP (2) | EP1252166B1 (enExample) |
| JP (1) | JP2004500359A (enExample) |
| KR (1) | KR20020060989A (enExample) |
| CN (1) | CN1413217A (enExample) |
| AT (1) | ATE309252T1 (enExample) |
| BR (1) | BR0016270A (enExample) |
| CA (1) | CA2391855A1 (enExample) |
| DE (1) | DE60023945T2 (enExample) |
| ES (1) | ES2249320T3 (enExample) |
| MX (1) | MXPA02005642A (enExample) |
| WO (1) | WO2001042249A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0021301D0 (en) * | 2000-08-30 | 2000-10-18 | Borealis Tech Oy | Supported catalyst |
| WO2003000740A2 (en) | 2001-06-20 | 2003-01-03 | Exxonmobil Chemical Patents Inc. | Polyolefins made by catalyst comprising a noncoordinating anion and articles comprising them |
| CN100516165C (zh) * | 2003-05-12 | 2009-07-22 | 住友化学株式会社 | 发光聚合物组合物 |
| US7872086B2 (en) | 2008-01-17 | 2011-01-18 | Tonen Chemical Corporation | Polymeric material and its manufacture and use |
| TW200936619A (en) | 2007-11-15 | 2009-09-01 | Univation Tech Llc | Polymerization catalysts, methods of making, methods of using, and polyolefin products made therefrom |
| US9234093B2 (en) | 2008-03-31 | 2016-01-12 | Exxonmobil Chemical Patents Inc. | Thermoplastic vulcanizates |
| US7799879B2 (en) | 2008-08-01 | 2010-09-21 | Exxonmobil Chemical Patents Inc. | Catalyst system and process for olefin polymerization |
| SG195587A1 (en) * | 2008-08-01 | 2013-12-30 | Exxonmobil Chem Patents Inc | Catalyst system and process for olefin polymerization |
| US8580902B2 (en) * | 2008-08-01 | 2013-11-12 | Exxonmobil Chemical Patents Inc. | Catalyst system, process for olefin polymerization, and polymer compositions produced therefrom |
| US9234060B2 (en) | 2011-11-08 | 2016-01-12 | Univation Technologies, Llc | Methods of preparing a catalyst system |
| EP3827033B1 (en) | 2018-07-23 | 2025-01-01 | ExxonMobil Chemical Patents Inc. | Preparation of bimodal rubber, thermoplastic vulcanizates, and articles made therefrom |
| CN113164932B (zh) * | 2019-05-17 | 2023-09-08 | Lg化学株式会社 | 使用无水烃溶剂制备助催化剂化合物的方法 |
| CN115916892A (zh) | 2020-07-02 | 2023-04-04 | 国际人造丝公司 | 含有茂金属多峰共聚物橡胶的热塑性硫化橡胶组合物及其制造方法 |
| WO2022045175A1 (ja) * | 2020-08-28 | 2022-03-03 | Agc株式会社 | 含フッ素アルキルアンモニウムボレート化合物及びその製造方法 |
| JP7713343B2 (ja) * | 2020-10-23 | 2025-07-25 | 三井化学株式会社 | 第13族元素含有化合物、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 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5198401A (en) * | 1987-01-30 | 1993-03-30 | Exxon Chemical Patents Inc. | Ionic metallocene catalyst compositions |
| JPH04366109A (ja) * | 1991-06-12 | 1992-12-18 | Idemitsu Kosan Co Ltd | スチレン系重合体の製造方法及びその触媒 |
| ES2167336T3 (es) * | 1992-08-05 | 2002-05-16 | Exxonmobil Chem Patents Inc | Catalizadores ionicos soportados de metal de transicion para la polimerizacion de olefinas. |
| EP0591756B1 (en) * | 1992-09-22 | 1998-11-25 | Idemitsu Kosan Company Limited | Polymerization catalysts and process for producing polymers |
| US5885924A (en) * | 1995-06-07 | 1999-03-23 | W. R. Grace & Co.-Conn. | Halogenated supports and supported activators |
| RU2178422C2 (ru) * | 1996-03-27 | 2002-01-20 | Дзе Дау Кемикал Компани | Активатор катализаторов полимеризации олефинов, каталитическая система и способ полимеризации |
| PL331324A1 (en) * | 1996-07-23 | 1999-07-05 | Dow Chemical Co | Catalyst composition for polymerisation of olefins, containing a compound of a metal belonging to the group 13 |
| JPH11316434A (ja) * | 1998-05-01 | 1999-11-16 | Konica Corp | ハロゲン化銀カラー写真感光材料の画像形成方法及び画像情報記録方法 |
-
2000
- 2000-12-11 MX MXPA02005642A patent/MXPA02005642A/es not_active Application Discontinuation
- 2000-12-11 CA CA002391855A patent/CA2391855A1/en not_active Abandoned
- 2000-12-11 EP EP00986321A patent/EP1252166B1/en not_active Expired - Lifetime
- 2000-12-11 CN CN00817575A patent/CN1413217A/zh active Pending
- 2000-12-11 DE DE60023945T patent/DE60023945T2/de not_active Expired - Lifetime
- 2000-12-11 KR KR1020027007308A patent/KR20020060989A/ko not_active Ceased
- 2000-12-11 AT AT00986321T patent/ATE309252T1/de not_active IP Right Cessation
- 2000-12-11 BR BR0016270-1A patent/BR0016270A/pt not_active IP Right Cessation
- 2000-12-11 WO PCT/US2000/033590 patent/WO2001042249A1/en not_active Ceased
- 2000-12-11 JP JP2001543547A patent/JP2004500359A/ja not_active Withdrawn
- 2000-12-11 ES ES00986321T patent/ES2249320T3/es not_active Expired - Lifetime
- 2000-12-11 EP EP05020099A patent/EP1661900A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CA2391855A1 (en) | 2001-06-14 |
| EP1252166A1 (en) | 2002-10-30 |
| BR0016270A (pt) | 2002-08-13 |
| JP2004500359A (ja) | 2004-01-08 |
| ES2249320T3 (es) | 2006-04-01 |
| DE60023945D1 (de) | 2005-12-15 |
| EP1661900A1 (en) | 2006-05-31 |
| KR20020060989A (ko) | 2002-07-19 |
| DE60023945T2 (de) | 2006-07-27 |
| EP1252166B1 (en) | 2005-11-09 |
| WO2001042249A1 (en) | 2001-06-14 |
| CN1413217A (zh) | 2003-04-23 |
| ATE309252T1 (de) | 2005-11-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6147173A (en) | Nitrogen-containing group 13 anionic complexes for olefin polymerization | |
| US5470927A (en) | Ionic metallocene catalyst compositions | |
| US8222358B2 (en) | Process for producing propylene copolymers | |
| MXPA02005642A (es) | Catalizadores de polimerizacion de olefinas derivados de compuestos cationicos del grupo 15 y procesos que los usan. | |
| US6489480B2 (en) | Group-15 cationic compounds for olefin polymerization catalysts | |
| US6822057B2 (en) | Olefin polymerization catalysts derived from Group-15 cationic compounds and processes using them | |
| US6919291B2 (en) | Fluorinated zwitterionic cocatalyst activators for olefin polymerization | |
| KR20020037387A (ko) | 중합 촉매로 적합한 카베늄 양이온성 착물 | |
| WO2002000666A1 (en) | Siloxy substituted cocatalyst activators for olefin polymerization | |
| EP1268575B1 (en) | Nitrogen-containing group-13 anionic compounds for olefin polymerization | |
| US6475946B1 (en) | Olefin polymerization catalysis with aryl substituted carbenium cationic complexes | |
| US6909008B2 (en) | Cocatalyst compositions | |
| US6809209B2 (en) | Nitrogen-containing group-13 anionic compounds for olefin polymerization |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |