KR100456710B1 - 모노-올레핀/폴리엔인터폴리머,이의제조방법,이를함유하는조성물및이로부터제조된제품 - Google Patents
모노-올레핀/폴리엔인터폴리머,이의제조방법,이를함유하는조성물및이로부터제조된제품 Download PDFInfo
- Publication number
- KR100456710B1 KR100456710B1 KR10-1998-0704036A KR19980704036A KR100456710B1 KR 100456710 B1 KR100456710 B1 KR 100456710B1 KR 19980704036 A KR19980704036 A KR 19980704036A KR 100456710 B1 KR100456710 B1 KR 100456710B1
- Authority
- KR
- South Korea
- Prior art keywords
- ethylene
- carbon atoms
- olefin
- interpolymers
- interpolymer
- 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.)
- Expired - Lifetime
Links
- 150000004291 polyenes Chemical class 0.000 title claims abstract description 73
- 238000000034 method Methods 0.000 title claims description 76
- 230000008569 process Effects 0.000 title claims description 35
- 150000005673 monoalkenes Chemical class 0.000 title abstract description 53
- 239000000203 mixture Substances 0.000 title abstract description 33
- 238000002360 preparation method Methods 0.000 title description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 58
- 239000004711 α-olefin Substances 0.000 claims abstract description 43
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 57
- 239000005977 Ethylene Substances 0.000 claims description 57
- 239000003054 catalyst Substances 0.000 claims description 53
- 238000006116 polymerization reaction Methods 0.000 claims description 44
- 150000001993 dienes Chemical class 0.000 claims description 42
- 150000001875 compounds Chemical class 0.000 claims description 31
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 30
- NLDGJRWPPOSWLC-UHFFFAOYSA-N deca-1,9-diene Chemical group C=CCCCCCCC=C NLDGJRWPPOSWLC-UHFFFAOYSA-N 0.000 claims description 23
- 229910052751 metal Inorganic materials 0.000 claims description 22
- 239000002184 metal Substances 0.000 claims description 22
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 21
- 150000001336 alkenes Chemical class 0.000 claims description 19
- 125000000129 anionic group Chemical group 0.000 claims description 19
- 230000007935 neutral effect Effects 0.000 claims description 15
- 230000003213 activating effect Effects 0.000 claims description 14
- 239000003446 ligand Substances 0.000 claims description 13
- 239000010936 titanium Substances 0.000 claims description 13
- 230000003647 oxidation Effects 0.000 claims description 12
- 238000007254 oxidation reaction Methods 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 229910052723 transition metal Inorganic materials 0.000 claims description 11
- 150000004696 coordination complex Chemical class 0.000 claims description 10
- 229910052719 titanium Inorganic materials 0.000 claims description 10
- 150000003624 transition metals Chemical class 0.000 claims description 10
- 150000003623 transition metal compounds Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 7
- 239000002002 slurry Substances 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 239000002841 Lewis acid Substances 0.000 claims description 6
- 230000003197 catalytic effect Effects 0.000 claims description 6
- 150000007517 lewis acids Chemical class 0.000 claims description 6
- 229910052726 zirconium Chemical group 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000007789 gas Substances 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 4
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 238000009396 hybridization Methods 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 239000003701 inert diluent Substances 0.000 claims 1
- -1 cyclic olefins Chemical class 0.000 abstract description 88
- 239000000654 additive Substances 0.000 abstract description 5
- 238000010128 melt processing Methods 0.000 abstract description 4
- 239000002671 adjuvant Substances 0.000 abstract description 2
- 229920005615 natural polymer Polymers 0.000 abstract description 2
- 229920001059 synthetic polymer Polymers 0.000 abstract description 2
- 230000000996 additive effect Effects 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 99
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 32
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 28
- 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 26
- 239000000155 melt Substances 0.000 description 25
- 239000000178 monomer Substances 0.000 description 25
- 238000006243 chemical reaction Methods 0.000 description 24
- 239000000047 product Substances 0.000 description 24
- 150000001450 anions Chemical class 0.000 description 23
- 239000002904 solvent Substances 0.000 description 22
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 17
- YSRFHVJGXPIDGR-UHFFFAOYSA-N dimethylsilane titanium Chemical compound [Ti].C[SiH2]C YSRFHVJGXPIDGR-UHFFFAOYSA-N 0.000 description 16
- 229910000077 silane Inorganic materials 0.000 description 16
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 15
- 230000004913 activation Effects 0.000 description 14
- 238000004132 cross linking Methods 0.000 description 14
- 238000009413 insulation Methods 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 238000005868 electrolysis reaction Methods 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 229920000098 polyolefin Polymers 0.000 description 12
- 229920001684 low density polyethylene Polymers 0.000 description 11
- 239000004702 low-density polyethylene Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 10
- 239000003999 initiator Substances 0.000 description 10
- 239000003115 supporting electrolyte Substances 0.000 description 10
- 150000001768 cations Chemical class 0.000 description 9
- 239000003085 diluting agent Substances 0.000 description 9
- 239000000945 filler Substances 0.000 description 9
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 9
- 150000003254 radicals Chemical class 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 238000001723 curing Methods 0.000 description 8
- 125000004122 cyclic group Chemical group 0.000 description 7
- JLTDJTHDQAWBAV-UHFFFAOYSA-O dimethyl(phenyl)azanium Chemical compound C[NH+](C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-O 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000007527 lewis bases Chemical class 0.000 description 7
- 229920000092 linear low density polyethylene Polymers 0.000 description 7
- 239000004707 linear low-density polyethylene Substances 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 7
- RURFJXKOXIWFJX-UHFFFAOYSA-N (2,3,4,6-tetrafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C=C(F)C(F)=C1F RURFJXKOXIWFJX-UHFFFAOYSA-N 0.000 description 6
- BUWDKAOCACVEON-UHFFFAOYSA-N Sylpin Chemical compound O1C2=C(C)C=C(O)C(O)=C2C(=O)C(OC)=C1C1=CC=C(O)C=C1 BUWDKAOCACVEON-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- 238000013007 heat curing Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 230000000737 periodic effect Effects 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 150000004756 silanes Chemical class 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 229920001897 terpolymer Polymers 0.000 description 6
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 5
- 239000002879 Lewis base Substances 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 229910052796 boron Inorganic materials 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 239000012967 coordination catalyst Substances 0.000 description 5
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 5
- SRKKQWSERFMTOX-UHFFFAOYSA-N cyclopentane;titanium Chemical compound [Ti].[CH]1C=CC=C1 SRKKQWSERFMTOX-UHFFFAOYSA-N 0.000 description 5
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 5
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 5
- 238000001125 extrusion Methods 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 206010019233 Headaches Diseases 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 239000012190 activator Substances 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 229910052747 lanthanoid Inorganic materials 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 229910052752 metalloid Inorganic materials 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical group ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DPSOUODMTOWXTB-UHFFFAOYSA-N CC1=C(C)C(C)([Ti])C(C)=C1C Chemical compound CC1=C(C)C(C)([Ti])C(C)=C1C DPSOUODMTOWXTB-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 210000000988 bone and bone Anatomy 0.000 description 3
- 238000006758 bulk electrolysis reaction Methods 0.000 description 3
- 238000004364 calculation method Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 239000004020 conductor Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- BOXSCYUXSBYGRD-UHFFFAOYSA-N cyclopenta-1,3-diene;iron(3+) Chemical class [Fe+3].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 BOXSCYUXSBYGRD-UHFFFAOYSA-N 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000001475 halogen functional group Chemical group 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 150000002602 lanthanoids Chemical class 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 150000002738 metalloids Chemical class 0.000 description 3
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 3
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- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
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- 238000012545 processing Methods 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000000518 rheometry Methods 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- 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 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 2
- BHNQYGJTXLQHMK-UHFFFAOYSA-N 2,6-bis(2-methylpropyl)oxaluminane Chemical compound CC(C)CC1CCC[Al](CC(C)C)O1 BHNQYGJTXLQHMK-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- WTQBISBWKRKLIJ-UHFFFAOYSA-N 5-methylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C)CC1C=C2 WTQBISBWKRKLIJ-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- SFPQWMKUAVIGIX-UHFFFAOYSA-N C1=CC=C2C([Ti])C=CC2=C1 Chemical compound C1=CC=C2C([Ti])C=CC2=C1 SFPQWMKUAVIGIX-UHFFFAOYSA-N 0.000 description 2
- ODMWVMRTMJXBPA-UHFFFAOYSA-N C1C=CC=C2C([Ti])CCC21 Chemical compound C1C=CC=C2C([Ti])CCC21 ODMWVMRTMJXBPA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GYFAOYAFLLCBPP-UHFFFAOYSA-N [Ti].ClC Chemical compound [Ti].ClC GYFAOYAFLLCBPP-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
- C08F210/18—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers with non-conjugated dienes, e.g. EPT rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/04—Polymerisation in solution
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/34—Polymerisation in gaseous state
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/905—Polymerization in presence of transition metal containing catalyst in presence of hydrogen
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Graft Or Block Polymers (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/565329 | 1995-11-30 | ||
| US08/565,329 US5814714A (en) | 1995-11-30 | 1995-11-30 | Mono-olefin/polyene interpolymers, method of preparation, compositions containing the same, and articles made thereof |
| US8/565329 | 1995-11-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR19990071758A KR19990071758A (ko) | 1999-09-27 |
| KR100456710B1 true KR100456710B1 (ko) | 2005-04-08 |
Family
ID=24258136
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR10-1998-0704036A Expired - Lifetime KR100456710B1 (ko) | 1995-11-30 | 1996-11-27 | 모노-올레핀/폴리엔인터폴리머,이의제조방법,이를함유하는조성물및이로부터제조된제품 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US5814714A (https=) |
| EP (1) | EP0863924B1 (https=) |
| JP (1) | JP2000502117A (https=) |
| KR (1) | KR100456710B1 (https=) |
| CN (2) | CN1084342C (https=) |
| AR (1) | AR012812A1 (https=) |
| AT (1) | ATE240355T1 (https=) |
| AU (1) | AU708722B2 (https=) |
| BR (1) | BR9611799A (https=) |
| DE (1) | DE69628188T2 (https=) |
| ES (1) | ES2193276T3 (https=) |
| MX (1) | MX9804266A (https=) |
| NO (1) | NO982470L (https=) |
| RU (1) | RU2167885C2 (https=) |
| TW (1) | TW338053B (https=) |
| WO (1) | WO1997019965A1 (https=) |
| ZA (1) | ZA969992B (https=) |
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| US6265493B1 (en) * | 1999-07-21 | 2001-07-24 | The Penn State Research Foundation | Polyolefin graft copolymers derived from linear copolymers of alpha-olefins and divinylbenzene having narrow molecular weight and composition distributions and process for preparing same |
| US6699955B1 (en) * | 1999-11-19 | 2004-03-02 | E. I. Du Pont De Nemours And Company | Copolymerization of ethylene and dienes |
| US6329454B1 (en) | 1999-12-08 | 2001-12-11 | The Dow Chemical Company | Filled propylene polymer composition |
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| US6448424B1 (en) * | 2000-05-01 | 2002-09-10 | Solvay Polyolefins Europe-Belgium (Société Anonyme) | Tetrahydrofluorenyl containing group 4 metallocenes useful as catalysts for the polymerization of olefins, process for their preparation and use of said metallocenes for the polymerization of olefins |
| US6538082B2 (en) * | 2000-12-05 | 2003-03-25 | Solvay Polyolefins Europe-Belgium | Asymmetric silicon-bridged metallocenes useful as catalysts in the polymerization of α-olefins, process for their preparation and use of said metallocenes for the polymerization of α-olefins |
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| US8225286B2 (en) * | 2006-05-23 | 2012-07-17 | Microsoft Corporation | Debugging interpreted input |
| FR2910877B1 (fr) | 2006-12-28 | 2009-09-25 | Eurocopter France | Amelioration aux rotors de giravions equipes d'amortisseurs interpales |
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| EP1997608A3 (de) | 2007-05-16 | 2009-05-27 | Entex Rust & Mitschke GmbH | Verfahren zur Verarbeitung von zu entgasenden Produkten |
| JP5226973B2 (ja) * | 2007-06-15 | 2013-07-03 | 三井化学株式会社 | エチレン系共重合体、該共重合体を含む組成物ならびにその用途 |
| BRPI0818125A2 (pt) * | 2007-10-31 | 2015-03-31 | Borealis Tech Oy | Composições de poliolefina funcionalizada por silano, produtos das mesmas e processos de preparação das mesmas para aplicações de fio e cabo |
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| EP2348057A1 (en) | 2010-01-21 | 2011-07-27 | INEOS Manufacturing Belgium NV | Novel polymers |
| BR112013015848B1 (pt) * | 2010-12-21 | 2021-07-27 | Dow Global Technologies Llc | Processo de polimerização |
| DE102011112081A1 (de) | 2011-05-11 | 2015-08-20 | Entex Rust & Mitschke Gmbh | Verfahren zur Verarbeitung von Elasten |
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| CN103987742B (zh) * | 2011-12-19 | 2017-10-24 | 陶氏环球技术有限责任公司 | 通过分散聚合法制备的基于乙烯的聚合物 |
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| DE102017006638A1 (de) | 2017-07-13 | 2019-01-17 | Entex Rust & Mitschke Gmbh | Füllteilmodul in Planetwalzenextruderbauweise |
| WO2019040845A1 (en) * | 2017-08-24 | 2019-02-28 | Dow Global Technologies Llc | ETHYLENE / ALPHA-OLEFIN C5-C10 / POLYENE INTERPOLYMERS |
| KR102712428B1 (ko) * | 2017-12-18 | 2024-09-30 | 보레알리스 아게 | 고 비닐 함량 및 유익한 유변학적 특성을 갖는 폴리에틸렌 |
| EP3902867A4 (en) * | 2018-12-28 | 2022-09-14 | Dow Global Technologies LLC | CURABLE COMPOSITIONS CONTAINING UNSATURATED POLYOLEFINS |
| US12098160B2 (en) | 2018-12-28 | 2024-09-24 | Dow Global Technologies Llc | Organometallic chain transfer agents |
| US12590174B2 (en) | 2018-12-28 | 2026-03-31 | Dow Global Technologies Llc | Curable compositions comprising telechelic polyolefins |
| SG11202107057WA (en) | 2018-12-28 | 2021-07-29 | Dow Global Technologies Llc | Curable compositions comprising unsaturated polyolefins |
| CN113454130B (zh) | 2018-12-28 | 2024-12-13 | 陶氏环球技术有限责任公司 | 遥爪聚烯烃和用于制备遥爪聚烯烃的方法 |
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| JP7777079B2 (ja) * | 2020-03-27 | 2025-11-27 | ダウ グローバル テクノロジーズ エルエルシー | 長鎖分岐エチレン系ポリマー |
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- 1995-11-30 US US08/565,329 patent/US5814714A/en not_active Expired - Lifetime
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1996
- 1996-11-27 ES ES96940613T patent/ES2193276T3/es not_active Expired - Lifetime
- 1996-11-27 DE DE69628188T patent/DE69628188T2/de not_active Expired - Lifetime
- 1996-11-27 AT AT96940613T patent/ATE240355T1/de not_active IP Right Cessation
- 1996-11-27 JP JP9517667A patent/JP2000502117A/ja active Pending
- 1996-11-27 EP EP96940613A patent/EP0863924B1/en not_active Expired - Lifetime
- 1996-11-27 CN CN96198703A patent/CN1084342C/zh not_active Expired - Lifetime
- 1996-11-27 AU AU10248/97A patent/AU708722B2/en not_active Ceased
- 1996-11-27 RU RU98112006/04A patent/RU2167885C2/ru not_active IP Right Cessation
- 1996-11-27 WO PCT/US1996/018922 patent/WO1997019965A1/en not_active Ceased
- 1996-11-27 KR KR10-1998-0704036A patent/KR100456710B1/ko not_active Expired - Lifetime
- 1996-11-27 BR BR9611799A patent/BR9611799A/pt not_active IP Right Cessation
- 1996-11-28 ZA ZA9609992A patent/ZA969992B/xx unknown
- 1996-11-28 AR ARP960105386A patent/AR012812A1/es not_active Application Discontinuation
-
1997
- 1997-02-15 TW TW086101792A patent/TW338053B/zh active
-
1998
- 1998-05-28 MX MX9804266A patent/MX9804266A/es unknown
- 1998-05-29 NO NO982470A patent/NO982470L/no not_active Application Discontinuation
-
2002
- 2002-02-28 CN CN02105397A patent/CN1373144A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0667359A1 (en) * | 1992-10-28 | 1995-08-16 | Idemitsu Kosan Company Limited | Olefin copolymers and process for producing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2000502117A (ja) | 2000-02-22 |
| DE69628188T2 (de) | 2004-04-01 |
| NO982470L (no) | 1998-07-29 |
| ES2193276T3 (es) | 2003-11-01 |
| ATE240355T1 (de) | 2003-05-15 |
| CN1203606A (zh) | 1998-12-30 |
| AU708722B2 (en) | 1999-08-12 |
| EP0863924A1 (en) | 1998-09-16 |
| BR9611799A (pt) | 1999-07-13 |
| MX9804266A (es) | 1998-09-30 |
| AU1024897A (en) | 1997-06-19 |
| DE69628188D1 (de) | 2003-06-18 |
| AR012812A1 (es) | 2000-11-22 |
| CN1373144A (zh) | 2002-10-09 |
| KR19990071758A (ko) | 1999-09-27 |
| CN1084342C (zh) | 2002-05-08 |
| EP0863924B1 (en) | 2003-05-14 |
| NO982470D0 (no) | 1998-05-29 |
| RU2167885C2 (ru) | 2001-05-27 |
| TW338053B (en) | 1998-08-11 |
| US5814714A (en) | 1998-09-29 |
| ZA969992B (en) | 1998-05-28 |
| WO1997019965A1 (en) | 1997-06-05 |
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