EP1200491A1 - Äthylen und/oder alpha-olefin / vinyl oder vinyliden aromatische copolymerzusammensetzungen - Google Patents
Äthylen und/oder alpha-olefin / vinyl oder vinyliden aromatische copolymerzusammensetzungenInfo
- Publication number
- EP1200491A1 EP1200491A1 EP00938163A EP00938163A EP1200491A1 EP 1200491 A1 EP1200491 A1 EP 1200491A1 EP 00938163 A EP00938163 A EP 00938163A EP 00938163 A EP00938163 A EP 00938163A EP 1200491 A1 EP1200491 A1 EP 1200491A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ethylene
- vinyl
- styrene
- component
- alpha
- 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.)
- Withdrawn
Links
- 229920002554 vinyl polymer Polymers 0.000 title claims abstract description 52
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 239000005977 Ethylene Substances 0.000 title claims abstract description 45
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title claims abstract description 41
- 239000004711 α-olefin Substances 0.000 title claims abstract description 29
- 239000000203 mixture Substances 0.000 title claims description 31
- 239000000178 monomer Substances 0.000 claims abstract description 66
- 229920000642 polymer Polymers 0.000 claims abstract description 57
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 100
- -1 4,5-methylene-phenanthrenyl Chemical group 0.000 claims description 29
- 239000003054 catalyst Substances 0.000 claims description 22
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 229920001519 homopolymer Polymers 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000010936 titanium Substances 0.000 claims description 10
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- UBHZUDXTHNMNLD-UHFFFAOYSA-N dimethylsilane Chemical compound C[SiH2]C UBHZUDXTHNMNLD-UHFFFAOYSA-N 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims description 6
- COOXAWDWHWRVRD-UHFFFAOYSA-N C[Ti]C Chemical compound C[Ti]C COOXAWDWHWRVRD-UHFFFAOYSA-N 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 4
- 125000001475 halogen functional group Chemical group 0.000 claims description 4
- 150000002848 norbornenes Chemical class 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- 150000003440 styrenes Chemical class 0.000 claims description 3
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims description 2
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000010426 asphalt Substances 0.000 claims description 2
- 229920000767 polyaniline Polymers 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 description 32
- 238000003780 insertion Methods 0.000 description 19
- 230000037431 insertion Effects 0.000 description 19
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical compound C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 14
- 239000004793 Polystyrene Substances 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 12
- 238000004811 liquid chromatography Methods 0.000 description 11
- 229920002223 polystyrene Polymers 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 9
- UHOVQNZJYSORNB-MZWXYZOWSA-N benzene-d6 Chemical compound [2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1[2H] UHOVQNZJYSORNB-MZWXYZOWSA-N 0.000 description 8
- 238000009826 distribution Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 7
- 238000010992 reflux Methods 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 239000003431 cross linking reagent Substances 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000010348 incorporation Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 239000007795 chemical reaction product Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000006835 compression Effects 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
- 239000002685 polymerization catalyst Substances 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
- RKZDZWJDQTZDLD-UHFFFAOYSA-N 4h-cyclopenta[def]phenanthrene Chemical compound C1=CC=C2CC3=CC=CC4=CC=C1C2=C34 RKZDZWJDQTZDLD-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 3
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 230000009977 dual effect Effects 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 229920002959 polymer blend Polymers 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- 150000003918 triazines Chemical class 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- YQVACFNDJOYXNG-UHFFFAOYSA-N N-[dimethyl(4-tetracyclo[10.2.1.05,14.08,13]pentadeca-1(14),2,4,6,8(13),9,11-heptaenyl)silyl]-2-methylpropan-2-amine Chemical compound C1=C2C([Si](C)(C)NC(C)(C)C)=CC=C(C3)C2=C2C3=CC=CC2=C1 YQVACFNDJOYXNG-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- PGWMBDYEZPHFEM-UHFFFAOYSA-N [Li+].C=C1[CH-]c2ccc3ccccc3c2C=C1 Chemical compound [Li+].C=C1[CH-]c2ccc3ccccc3c2C=C1 PGWMBDYEZPHFEM-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910000410 antimony oxide Inorganic materials 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 150000001540 azides Chemical class 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000000378 calcium silicate Substances 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000011208 chromatographic data Methods 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 229910052570 clay Inorganic materials 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000010433 feldspar Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000012784 inorganic fiber Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 239000012968 metallocene catalyst Substances 0.000 description 2
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 238000009864 tensile test Methods 0.000 description 2
- 230000010512 thermal transition Effects 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- QXALIERKYGCHHA-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)borane Chemical compound BC1=C(F)C(F)=C(F)C(F)=C1F QXALIERKYGCHHA-UHFFFAOYSA-N 0.000 description 1
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- GWWHAAHVHHLOQW-UHFFFAOYSA-N 4,5-dimethyl phenanthrene Natural products C1=CC=C(C)C2=C3C(C)=CC=CC3=CC=C21 GWWHAAHVHHLOQW-UHFFFAOYSA-N 0.000 description 1
- 239000004114 Ammonium polyphosphate Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910000799 K alloy Inorganic materials 0.000 description 1
- 229910000528 Na alloy Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 1
- 229920001276 ammonium polyphosphate Polymers 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 229940090047 auto-injector Drugs 0.000 description 1
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Inorganic materials [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- QXJJQWWVWRCVQT-UHFFFAOYSA-K calcium;sodium;phosphate Chemical compound [Na+].[Ca+2].[O-]P([O-])([O-])=O QXJJQWWVWRCVQT-UHFFFAOYSA-K 0.000 description 1
- AAEHPKIXIIACPQ-UHFFFAOYSA-L calcium;terephthalate Chemical compound [Ca+2].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 AAEHPKIXIIACPQ-UHFFFAOYSA-L 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- XEHUIDSUOAGHBW-UHFFFAOYSA-N chromium;pentane-2,4-dione Chemical compound [Cr].CC(=O)CC(C)=O.CC(=O)CC(C)=O.CC(=O)CC(C)=O XEHUIDSUOAGHBW-UHFFFAOYSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 239000002482 conductive additive Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- PMHQVHHXPFUNSP-UHFFFAOYSA-M copper(1+);methylsulfanylmethane;bromide Chemical compound Br[Cu].CSC PMHQVHHXPFUNSP-UHFFFAOYSA-M 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 238000007656 fracture toughness test Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000006390 lc 2 Substances 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 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
- 239000012528 membrane Substances 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical class C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
- CKWOGTUTBSUNSB-UHFFFAOYSA-N n-[chloro(dimethyl)silyl]-2-methylpropan-2-amine Chemical compound CC(C)(C)N[Si](C)(C)Cl CKWOGTUTBSUNSB-UHFFFAOYSA-N 0.000 description 1
- 239000010434 nepheline Substances 0.000 description 1
- 229910052664 nepheline Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000010451 perlite Substances 0.000 description 1
- 235000019362 perlite Nutrition 0.000 description 1
- 125000002081 peroxide group Chemical group 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 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 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F12/06—Hydrocarbons
- C08F12/08—Styrene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/28—Titanium compounds
-
- 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
- C08F210/02—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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of 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
- C08F2420/00—Metallocene catalysts
- C08F2420/02—Cp or analog bridged to a non-Cp X anionic donor
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
- C08L23/0838—Copolymers of ethene with aromatic monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2314/00—Polymer mixtures characterised by way of preparation
- C08L2314/06—Metallocene or single site catalysts
Definitions
- the present invention relates to compositions comprising interpolymers of vinyl or vinylidene aromatic monomers with ethylene and/or one or more alpha-olefin monomers.
- the catalyst used to prepare these interpolymers [(4,5-methylene- phenanthrenyl) (tert-butylamido) dimethylsilane] dimethyl titanium, has a remarkably high reactivity towards vinyl or vinylidene aromatic monomers.
- the resulting interpolymers contain successive vinyl or vinylidene aromatic monomer insertions and thus can have vinyl or vinylidene aromatic monomer incorporation in excess of 65 mole percent.
- Copolymers of ethylene and styrene including materials with more than 50 mole percent styrene incorporation have been reported using an ansa metallocene catalyst as disclosed by Arai, T.; Ohtsu, T.; Suzuki, S. in Macromolecular Rapid Commun. 1998, and Polym. Prepr., 1998, 39(1), 220-221.
- U.S. Patent No. 5,703,187 describes "pseudo random" ethylene styrene interpolymers characterized by a unique monomer distribution in which successive head-to-tail styrene monomer insertions are not observed that is no SS diads or SSS triads. Except for the absence of sequential head-to-tail styrene monomer insertions, the styrene distribution in interpolymers is still found to be well dispersed hence the term "pseudo-random".
- a particular distinguishing feature of pseudo-random copolymers was the fact that all phenyl or bulky hindering groups substituted on the polymer backbone are separated by 2 or more methylene units.
- the next monomer inserted must be ethylene or a vinyl or vinylidene aromatic monomers which is inserted in an inverted fashion (where inverted is taken to mean a 2,1 insertion where a normal insertion is taken to be 1,2, however it is understood by those skilled in the art that the opposite can be true and would not change the description or properties of the interpolymers of the present invention).
- the next monomer must be ethylene, as the insertion of another vinyl or vinylidene aromatic monomer at this point would place the hindering substituent closer together than the minimum separation as described above.
- WO 98/0999 describes the "substantially random" ethylene styrene interpolymers which, while including the aforementioned the pseudo random interpolymers, also included interpolymers prepared using specific metallocene polymerization catalysts. Use of these specific metallocene polymerization catalysts resulted in the formation of interpolymers characterized by a unique monomer distribution. In this distribution, although most of the polymer chains are pseudo random in styrene distribution, a small amount of sequences involving two head-to-tail vinyl aromatic monomer insertions preceded and followed by at least one ethylene insertion were observed.
- the catalyst [(4,5-methylene- phenanthrenyl) (tert-butylamido) dimethylsilane] dimethyl titanium, has a remarkably high reactivity towards vinyl or vinylidene aromatic monomers in their polymerization with ethylene and/or one or more alpha-olefin monomers, and results in the preparation of new interpolymers which include, in the case of ethylene/styrene interpolymers, both SSS and higher (for example SSSS, SSSSS etc) sequences.
- SSS SSSS
- SSSSSSS higher sequences.
- the present invention pertains to an interpolymer comprising;
- the amount of a component or a value of a process variable such as, for example, temperature, pressure, time is, for example, from 1 to 90, preferably from 20 to 80, more preferably from 30 to 70
- values such as 15 to 85, 22 to 68, 43 to 51 , 30 to 32 etc. are expressly enumerated in this specification.
- one unit is considered to be 0.0001, 0.001, 0.01 or 0.1 as appropriate.
- interpolymer is used herein to indicate a polymer wherein at least two different monomers are polymerized to make the interpolymer. This includes copolymers, terpolymers, etc.
- detectable vinyl or vinylidene aromatic monomer triads is used herein to indicate a sequence of three successive vinyl or vinylidene aromatic insertions in the interpolymer. In the case of an ethylene/styrene inte ⁇ olymer this would correspond to an -SSS- triad.
- triads When any atactic polystyrene impurity is separated out from the polymer, these triads are detectable by the presence of a peak in the 13 C NMR spectrum which occurs at a chemical shift corresponding to the methine carbons in the polymer backbone of an ethylene/styrene interpolymer at 44.6 ppm (ESSSE)
- ESSSE ethylene/styrene interpolymer at 44.6 ppm
- Such triads may also be a part of a longer sequence of vinyl or vinylidene aromatic insertions insertions such as SSSS tetrads, SSSSS pentads.
- the inte ⁇ olymers of the present invention are prepared using the catalyst , [(4,5- methylene-phenanthrenyl) (tert-butylamido) dimethylsilane] dimethyl titanium.
- inte ⁇ olymers which include, in the case of ethylene/styrene inte ⁇ olymers, both SSS and higher (for example SSSS, SSSSS etc) sequences.
- SSS ethylene/styrene inte ⁇ olymers
- SSSSS higher sequences.
- the resulting inte ⁇ olymers are able to exhibit upper limits to vinyl or vinylidene aromatic monomer contents in excess of 65 mol percent.
- One method of preparation of the inte ⁇ olymers of the present invention includes polymerizing a mixture of polymerizable monomers in the presence of [(4,5-methylene- phenanthrenyl) (tert-butylamido) dimethylsilanejdimethyl titanium and a suitable activating compound.
- the inte ⁇ olymers of the present invention can be prepared by the processes described in EP-A-0,416,815 by James C. Stevens et al. and US Patent No. 5,703,187 by Francis J. Timmers, both of which are inco ⁇ orated herein by reference in their entirety.
- Preferred operating conditions for such polymerization reactions are pressures from atmospheric up to 3000 atmospheres and temperatures from - 50°C to 200°C.
- Polymerizations and unreacted monomer removal at temperatures above the autopolymerization temperature of the respective monomers may result in formation of some amounts of homopolymer polymerization products resulting from free radical polymerization.
- an amount of atactic vinyl or vinylidene aromatic homopolymer may be formed due to homopolymerization of the vinyl aromatic monomer at elevated temperatures.
- the presence of vinyl aromatic homopolymer is in general not detrimental for the pu ⁇ oses of the present invention and can be tolerated.
- the vinyl aromatic homopolymer may be separated from the inte ⁇ olymer, if desired, by extraction techniques such as liquid chromatography or selective precipitation from solution with a non solvent for either the inte ⁇ olymer or the vinyl or vinylidene aromatic homopolymer.
- the inte ⁇ olymers of the present invention include inte ⁇ olymers prepared by polymerizing i) ethylene and/or one or more alpha-olefin monomers and ii) one or more vinyl or vinylidene aromatic monomers and optionally iii) other polymerizable ethylenically unsaturated monomer(s).
- Suitable alpha-olefins include for example, alpha-olefins containing from 3 to 20, preferably from 3 to 12, more preferably from 3 to 8 carbon atoms. Particularly suitable are ethylene, propylene, . butene-l, 4-methyl-l-pentene, hexene-1 or octene-1 or ethylene in combination with one or more of propylene, butene-1, 4-methyl-l-pentene, hexene-1 or octene-1. These alpha-olefins do not contain an aromatic moiety.
- ethylenically unsaturated monomer(s) include norbornene and C,. 10 alkyl or C 6.10 aryl substituted norbornenes, with an exemplary inte ⁇ olymers being ethylene/styrene/norbornene and ethylene/styrene/ethylidene norbornene.
- Suitable vinyl or vinylidene aromatic monomers which can be employed to prepare the inte ⁇ olymers, include, for example, those represented by the following formula:
- R l _ c C(R ) 2 wherein R 1 is selected from the group of radicals consisting of hydrogen and alkyl radicals containing from 1 to 4 carbon atoms, preferably hydrogen or methyl; each R 2 is independently selected from the group of radicals consisting of hydrogen and alkyl radicals containing from 1 to 4 carbon atoms, preferably hydrogen or methyl; Ar is a phenyl group or a phenyl group substituted with from 1 to 5 substituents selected from the group consisting of halo, C M -alkyl, and C M -haloalkyl; and n has a value from zero to 4, preferably from zero to 2, most preferably zero.
- Exemplary vinyl aromatic monomers include styrene, vinyl toluene, alpha-methylstyrene, t-butyl styrene, chlorostyrene, including all isomers of these compounds. Particularly suitable such monomers include styrene and lower alkyl- or halogen-substituted derivatives thereof.
- Preferred monomers include styrene, alpha-methyl styrene, the lower alkyl- (C, - C 4 ) or phenyl-ring substituted derivatives of styrene, such as for example, ortho-, meta-, and para-methylstyrene, the ring halogenated styrenes, para-vinyl toluene or mixtures thereof.
- a more preferred vinyl aromatic monomer is styrene.
- the resulting inte ⁇ olymers may be modified by typical grafting, hydrogenation, functionalizing, or other reactions well known to those skilled in the art.
- the polymers may be readily sulfonated, using processes described in WO 99/20691, the entire contents of which are herein inco ⁇ orated by reference, chlorinated or otherwise functionalized, as described in copending US Application No. 09/244,921 filed on February 4 th , 1999 by R. E. Drumright et al., the entire contents of which are herein inco ⁇ orated by reference.
- the compositions of the present invention may also be modified by various cross-linking processes. These include, but are not limited to peroxide-, silane-, sulfur-, radiation-, or azide-based cure systems. A full description of the various cross-linking technologies is described in U.S.
- Patent 5,869,591 and 5977,271 the entire contents of both of which are herein inco ⁇ orated by reference.
- Dual cure systems which use a combination of heat, moisture cure, and radiation steps, may be effectively employed.
- Dual cure systems are disclosed and claimed in U. S. Patent 5,911,940, the entire contents of which is inco ⁇ orated herein by reference.
- Additives such as antioxidants (for example, hindered phenols such as, for example, Irganox® 1010 a registered trademark of Ciba Geigy), phosphites (for example, Irgafos® 168 a registered trademark of Ciba Geigy), U.V. stabilizers, cling additives (for example, polyisobutylene), slip agents (such as erucamide and/or stearamide), antiblock additives, colorants, pigments, tackifiers, flame retardants, coupling agents, fillers, plastcizers can also be included in the compositions of the present invention.
- antioxidants for example, hindered phenols such as, for example, Irganox® 1010 a registered trademark of Ciba Geigy
- phosphites for example, Irgafos® 168 a registered trademark of Ciba Geigy
- U.V. stabilizers for example, polyisobutylene
- organic and inorganic fillers include organic and inorganic fibers such as those made from asbestos, boron, graphite, ceramic, glass, metals (such as stainless steel) or polymers (such as aramid fibers) talc, carbon black, carbon fibers, calcium carbonate, alumina trihydrate, glass fibers, marble dust, cement dust, clay, feldspar, silica or glass, fumed silica, alumina, magnesium oxide, magnesium hydroxide, antimony oxide, zinc oxide, barium sulfate, aluminum silicate, ammonium polyphosphate, calcium silicate, titanium dioxide, titanates, aluminum nitride, B 2 O 3 , nickel powder or chalk.
- organic and inorganic fibers such as those made from asbestos, boron, graphite, ceramic, glass, metals (such as stainless steel) or polymers (such as aramid fibers) talc, carbon black, carbon fibers, calcium carbonate, alumina trihydrate, glass fibers, marble dust, cement dust, clay, felds
- organic or inorganic fiber or mineral fillers include carbonates such as barium, calcium or magnesium carbonate; borates such as magnesium or zinc borate, fluorides such as calcium or sodium aluminum fluoride; hydroxides such as aluminum hydroxide; metals such as aluminum, bronze, lead or zinc; oxides such as aluminum, antimony, magnesium or zinc oxide, or silicon or titanium dioxide; silicates such as asbestos, mica, clay (kaolin or calcined kaolin), calcium silicate, feldspar, glass (ground or flaked glass or hollow glass spheres or microspheres or beads, whiskers or filaments), nepheline, perlite, pyrophyllite, talc or wollastonite; sulfates such as barium or calcium sulfate; metal sulfides; cellulose, in forms such as wood or shell flour; calcium terephthalate; and liquid crystals. Mixtures of more than one such filler may be used as well.
- the fillers may also be used in conjunction with a coupling agent and/or initiator selected from organic peroxides, silanes, titanates, zirconates, multi-functional vinyl compounds, organic azides, and mixtures thereof.
- a coupling agent and/or initiator selected from organic peroxides, silanes, titanates, zirconates, multi-functional vinyl compounds, organic azides, and mixtures thereof.
- Other additives include the hindered amine stabilizers.
- Such stabilizers include hindered triazines such as substituted triazines and reaction products of triazines.
- Suitable reaction products include the reaction product of triazine with, for example, diamines and/ or cycloaliphatic compounds such as cyclohexane.
- a particularly suitable hindered amine stabilizer includes the reaction product of 1, 3-propanediamine, N,N"-l,2-ethanediylbis-, cyclohexane and peroxidized N-butyl-2,2,6,6-tetramethyl-4-piperidinamine-2,4,6- trichloro-l,3,5-triazine which ismade commercially by Ciba-Geigy and has the name "CG-116 having CAS Reg No. : 191680-81-6.
- the amount of antioxidant employed is that amount which prevents the polymer or polymer blend from undergoing oxidation at the temperatures and environment employed during storage and ultimate use of the polymers.
- Such amount of antioxidants is usually in the range of from 0.01 to 10, preferably from 0.05 to 5, more preferably from 0.1 to 2 percent by weight based upon the weight of the polymer or polymer blend.
- the amounts of any of the other enumerated additives are the functionally equivalent amounts such as the amount to render the polymer or polymer blend antiblocking, to produce the desired result, to provide the desired color from the colorant or pigment.
- Such additives can suitably be employed in the range of from 0.05 to 50, preferably from 0.1 to 35, more preferably from 0.2 to 20 percent by weight based upon the weight of the inte ⁇ olymer.
- Fillers may suitably be employed in the range 1-90 wt.percent.
- the polymers of the present invention can be blended with additional polymers including but not limited to; other inte ⁇ olymers of different molecular weight and/or vinyl or vinylidene aromatic monomer content, substantially random inte ⁇ olymers vinyl and vinylidene halide polymers including but not limited to poly(vinyl chloride) and poly( vinylidene chloride), polyethylene, and other polyolefins including but not limited to LDPE, and HDPE, PP, homogeneous ethylene/alpha-olefin copolymers produced by metallocene catalysts, including but not limited to the substantially linear ethylene/alpha- olefin copolymers and heterogeneous and heterogeneous ethylene/alpha-olefin copolymers produced by Ziegler catalysts; styrenic polymers including but not limited to polystyrene, SBS copolymers, polyethers, polycarbonates, polyanilines, asphalt, or any combinations thereof.
- additional polymers including but not limited to
- the inte ⁇ olymers of the present invention, or blends thereof can be fabricated into various forms including but not limited to films, fibers, foams, sheets, injection molded articles, membranes, injection-blow molded articles and extruded profiles, and emulsions.
- Applications for the inte ⁇ olymers of the present invention, or blends thereof include, but are not limited to, ignition resistant articles, pressure sensitive filmstock, coating compositions or paints, floor, ceiling and wall coverings, ca ⁇ et backing, barriers, gaskets, caps and closures, and, with the addition of conductive additives such as carbon black, various conductive applications including electrical devices, conductor shields, insulation shields, and other wire and cable applications.
- Determining the composition of the ethylene/styrene inte ⁇ olymers of the present invention can be ambiguous using NMR methods of analysis. This ambiguity arises from the fact that the styrene triads and higher order styrene insertions have peaks in both the ⁇ and 13 C spectra that can not be distinguished from peaks of the ubiquitous amo ⁇ hous atactic polystyrene homopolymer (aPS) which is present in small amounts in the inte ⁇ olymers.
- aPS ubiquitous amo ⁇ hous atactic polystyrene homopolymer
- LC liquid chromatography
- the inte ⁇ olymer compositions of the present invention comprise from 5 to 85, preferably from 20 to 85, more preferably from 50 to 85 mole percent of at least one vinyl or vinyl or vinylidene aromatic monomer and from 15 to 95, preferably from 15 to 80, more preferably from 15 to 50 mole percent of ethylene and/or at least one aliphatic alpha-olefin having from 3 to 20 carbon atoms.
- the melt index (I 2 ) of the inte ⁇ olymer of the present invention is greater than 0.05, preferably of from 0.5 to 200, more preferably of from 0.5 to 100 g/10 min.
- the molecular weight distribution (M M of the inte ⁇ olymers of the present invention is from 1.5 to 20, preferably of from 1.8 to 10, more preferably of from 2 to 5.
- the inte ⁇ olymer compositions of the present invention contain detectable vinyl aromatic monomer triads. In the case of an ethylene/styrene inte ⁇ olymer this would correspond to an -SSS- triad. Such triads may also be a part of a longer sequence of vinyl or vinylidene aromatic insertions insertions such as SSSS tetrads, SSSSS pentads.
- the molecular weight of the polymer compositions of the present invention is conveniently indicated using Gel Permeation Chromatography using both UV and Refractive Index detectors.
- a five to ten weight percent polymer solution is prepared in a mixture consisting of 50 volume percent l,l,2,2-tetrachloroethane-d2 and 50 volume percent 0.10 molar chromium tris(acetylacetonate) in 1,2,4-trichlorobenzene.
- NMR spectra are acquired at 130°C using an inverse gated decoupling sequence, a 90°-pulse width and a pulse delay of five seconds or more. The spectra are referenced to the isolated methylene signal of the polymer assigned at 30.000 ppm.
- DSC Differential Scanning Calorimetry
- Micro-tensile testing was performed using compression molded micro-tensile bars as per ASTM D638 testing protocol. The samples were pulled using an Instron 4507 Series instrument at a cross-head speed of 0.1 inches/minute and a 224.8 lbf load cell at room temperature.
- Plain-strain fracture toughness, compact tension single-edge notch geometry samples were compression molded into 1" by 1" by 1/8" squares. These squares were machined to provide a side notch and holes for attachment to the testing apparatus. A pre- crack was formed in each sample by cooling with liquid nitrogen and cracking with a razor blade and hammer. Fracture toughness testing was performed using an Instron 8501 instrument at a cross-head speed of 0.02 in/min with a 224.8 lbf load cell. Dynamic mechanical spectroscopy was performed on a rectangular bar, which was compression molded at 100°C. Temperature sweeps ranging from -100°C to 150°C were performed at a set frequency of 1 rad/sec with an auto-strain function set by the DMS instrument. Density was measured using a helium pycnometer. Rockwell hardness was assessed using ASTM D785-93. L.C. Analysis.
- the second and best column of the two was a nitro column obtained from Phenomenex: Nucleosil 5 NO2 250 x 4.60 mm, 5 micron, serial number 243745. There was a guard column on the nitro column. It was a Phenomenex Nucleosil 5 NO2 30 x 4.6 mm, 5 micron 100 angstrom, serial number 243747G. Below are the instrumental conditions used on the HP 1090 with the Nitro2 method (nitro column).
- Alumina was previously activated at 375°C with nitrogen and Q5 reactant was activated at 200°C with 5percent hydrogen in nitrogen.
- Manipulations of catalyst and cocatalyst were carried out in an inert atmosphere glove box.
- the semi-batch reactor polymerization was conducted in a two liter Parr reactor with an electrical heating jacket, internal se ⁇ entine coil for cooling, and a bottom drain valve. Pressures, temperatures and block valves were computer monitored and controlled. Isopar E and styrene were measured in a solvent shot tank fitted to a balance. The resulting solution was then added to the reactor from the solvent shot tank. The contents of the reactor were stirred at 1200 ⁇ m. Hydrogen was added by differential expansion (ca. 50 psi) from a 75 ml shot tank initially at 300 psig. The contents of the reactor were then heated to the desired run temperature (90°C) under the desired ethylene pressure.
- the catalyst [(4,5-methylenephenanthrenyl)(tert-butylamido)dimethylsilane]- dimethyltitanium and cocatalyst, tris(pentafluorophenyl)borane, were combined in the glove box (as 0.0050 M solutions in toluene)and transferred from the glove box to the catalyst shot tank through 1/16 in (0.16 cm) tubing using toluene to aid in the transfer. The catalyst tank was then pressurized using nitrogen. After the contents of the reactor had stabilized at the desired run temperature, the catalyst solution was injected into the reactor via a dip tube. The temperature was maintained by allowing cold glycol to pass through the internal cooling coils. The reaction was allowed to proceed for the desired time with ethylene provided on demand. Additional injections of catalyst were prepared and added in the same manner during the course of the run.
- the molecular weight data shows that the catalyst can produce high molecular weight polymers. Since a dual detector was used in the GPC analysis, it was possible to examine the ratio of refractive index divided by UV response across the molecular weight range. This ratio was found not to change much indicating that the composition was relatively uniform across the entire molecular weight range; a slight increase in the styrene content at very low molecular weights was seen in all of the samples. This was consistent with the presence of aPS in these materials. Materials Properties The thermal transition data as determined by DSC were given in Table III. Table III Thermal Transitions (DSC)
- Micro-tensile testing and fracture toughness testing was performed to assess the mechanical properties of these materials, Table IV.
- Short term tensile analysis showed a relatively glassy response with a high modulus at low tensile stress and a relatively linear stress/strain relationship for all of the materials up to about 2percent strain.
- the Young's modulus for all of these materials was in the range of 350,000-430,000 psi (2.4-3 GPa). All of the materials underwent a ductile yield at relatively low strains, with the yield strain moving steadily to lower elongation with increasing styrene content. All of the polymers exhibited slight drawing past the yield point up to ultimate failure.
- Table IV Microtensile, Fracture Toughness and Hardness Data
- Fracture toughness was measured using compact tension geometry samples. These experiments were designed to quantify the polymer's resistance to initiation and propagation of the crack with respect to an applied load. The test was performed on a compression-molded square of the polymer, which was notched, and a razor blade was used to produce a crack at the V of the notch. A tensile load was then applied to the sample in plane stress; the specimen prepared was ideally thick enough to prevent twisting out the plane of the applied load. The resultant relationship between load and displacement allows for determination of the instantaneous stress required to propagate the crack, known as the stress intensity factor Klc. It was also useful to define the energy required to extend the crack over a given unit area; this quantity was denoted Glc, (the fracture energy or critical strain-energy release rate) and it related to Klc by equation 1 :
- the improved toughness of these materials with respect to polystyrene may arise from the ability of the ethylene units inco ⁇ orated to induce a more ductile response to applied stress on the time scale of the fracture test.
- DMS analysis of the non-crystalline inte ⁇ olymers was performed to determine the position of the glass transition and to identify other transitions associated with these materials.
- the glass transition temperature and room sub-Tg storage modulus increase with increasing styrene content in the copolymer.
- the physical properties of the high styrene content inte ⁇ olymers of the present invention indicate have improved resistance to fracture. This suggests that these inte ⁇ olymers may provide unique utility in certain applications.
- the amo ⁇ hous inte ⁇ olymers at the highest styrene levels were transparent, so that these polymers may have utility in film applications and may be advantaged with respect to aPS due to their increased toughness.
- foam sheets of these new polymers may show better resiliency than aPS sheets and may perform better in applications where improved durability was required.
- These polymers might also be used to toughen aPS while retaining good transparency, if compositions can be found which display compatibility.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (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)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14019999P | 1999-06-22 | 1999-06-22 | |
US140199P | 1999-06-22 | ||
PCT/US2000/015525 WO2000078831A1 (en) | 1999-06-22 | 2000-06-05 | Ethylene and/or alpha-olefin/vinyl or vinylidene aromatic interpolymer compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1200491A1 true EP1200491A1 (de) | 2002-05-02 |
Family
ID=22490176
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00938163A Withdrawn EP1200491A1 (de) | 1999-06-22 | 2000-06-05 | Äthylen und/oder alpha-olefin / vinyl oder vinyliden aromatische copolymerzusammensetzungen |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP1200491A1 (de) |
JP (1) | JP2003503513A (de) |
KR (1) | KR20020013933A (de) |
CN (1) | CN1357014A (de) |
AR (1) | AR026131A1 (de) |
AU (1) | AU5324300A (de) |
CA (1) | CA2384373A1 (de) |
TW (1) | TW527366B (de) |
WO (1) | WO2000078831A1 (de) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6239242B1 (en) | 1999-08-21 | 2001-05-29 | Nova Chemicals Corporation | Vinylaromatic and olefin pseudoblock polymers |
FR2876222A1 (fr) * | 2004-10-06 | 2006-04-07 | Renault Sas | Pile a combustible a membrane non-fluoree ou partiellement fluoree et procede de preparation de ladite membrane |
CN113968926B (zh) * | 2021-10-29 | 2023-01-13 | 大连理工大学 | 一类乙烯/α-烯烃/功能化苯乙烯衍生物三元共聚物及其制备方法 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ235032A (en) * | 1989-08-31 | 1993-04-28 | Dow Chemical Co | Constrained geometry complexes of titanium, zirconium or hafnium comprising a substituted cyclopentadiene ligand; use as olefin polymerisation catalyst component |
AR009520A1 (es) * | 1996-09-04 | 2000-04-26 | Dow Chemical Co | Interpolimeros de monomeros de alfa-olefinas/vinilideno aromaticas y/o monomeros alifaticos o de vinilidenocicloalifaticos y proceso para obtenerlos. |
-
2000
- 2000-06-05 AU AU53243/00A patent/AU5324300A/en not_active Abandoned
- 2000-06-05 KR KR1020017016398A patent/KR20020013933A/ko not_active Application Discontinuation
- 2000-06-05 JP JP2001505587A patent/JP2003503513A/ja active Pending
- 2000-06-05 WO PCT/US2000/015525 patent/WO2000078831A1/en not_active Application Discontinuation
- 2000-06-05 CA CA002384373A patent/CA2384373A1/en not_active Abandoned
- 2000-06-05 EP EP00938163A patent/EP1200491A1/de not_active Withdrawn
- 2000-06-05 CN CN00809296A patent/CN1357014A/zh active Pending
- 2000-06-21 AR ARP000103086A patent/AR026131A1/es unknown
- 2000-06-21 TW TW089112202A patent/TW527366B/zh not_active IP Right Cessation
Non-Patent Citations (1)
Title |
---|
See references of WO0078831A1 * |
Also Published As
Publication number | Publication date |
---|---|
KR20020013933A (ko) | 2002-02-21 |
TW527366B (en) | 2003-04-11 |
CA2384373A1 (en) | 2000-12-28 |
AR026131A1 (es) | 2003-01-29 |
CN1357014A (zh) | 2002-07-03 |
AU5324300A (en) | 2001-01-09 |
WO2000078831A1 (en) | 2000-12-28 |
JP2003503513A (ja) | 2003-01-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0991706B1 (de) | Gefüllte polymerzusammensetzungen | |
EP0168129B1 (de) | Polypropylen-Zusammensetzung | |
US5872201A (en) | Interpolymers of ethylene, olefinic monomers, and aromatic vinylidene or hindered aliphatic or cycloaliphatic vinylidene monomers | |
CA2222076C (en) | Polypropylene resin compositions | |
CN101142247A (zh) | 拟-嵌段共聚物和使用链穿梭剂的方法 | |
US5173536A (en) | Impact polymer blend | |
WO2002022731A2 (en) | Propylene polymer composition | |
AU719264B2 (en) | Blends of alpha-olefin/vinylidene aromatic monomer and/or hindered aliphatic or cycloaliphatic vinylidene monomer interpolymers | |
EP0306777A2 (de) | Olefin-Copolymer-Zusammensetzung | |
AU2115999A (en) | Thermoplastic blends of alpha-olefin/vinylidene aromatic monomer interpolymers with aromatic polyethers | |
US6891018B2 (en) | Ethylene copolymer and uses thereof | |
CA2026896C (en) | Butene-1 copolymers and resin compositions containing the same | |
EP1200491A1 (de) | Äthylen und/oder alpha-olefin / vinyl oder vinyliden aromatische copolymerzusammensetzungen | |
EP0718323A2 (de) | Quanternärer Ethylen-Copolymerkautschuk | |
EP0785969B1 (de) | Zusammensetzungen von polypropylen und elastischen copolymere von alpha-olefinen und cyclischen comonomeren | |
EP0837887B1 (de) | Polymerisation crystalliner copolymere aus olefinen und zyklischen olefinen | |
US6908967B2 (en) | High transparency and high flexibility elastoplastic polyolefin compositions | |
EP0653445A1 (de) | Ethylen/Alpha-Olefin Copolymer | |
KR100581761B1 (ko) | 회전 성형 제품을 위한 올레핀 공중합체 | |
JP3773546B2 (ja) | 環状オレフィン系共重合体からなるポリオレフィン用低温耐衝撃性改良剤及び環状オレフィン系共重合体の製造方法 | |
WO1999019392A1 (en) | Depression of the glass transition temperature of polyolefins containing cyclic monomers | |
JP3607426B2 (ja) | 熱可塑性エラストマー樹脂組成物 | |
WO2009055212A1 (en) | Crystallizable propylene copolymers | |
Haider et al. | Synthesis and properties of ethylene/styrene copolymers produced by metallocene catalysts | |
KR100714658B1 (ko) | 신디오탁틱 폴리스티렌 반응기 공중합체 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20020122 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE |
|
AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: DOW GLOBAL TECHNOLOGIES, INC. |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
17Q | First examination report despatched |
Effective date: 20040319 |
|
18W | Application withdrawn |
Effective date: 20040330 |