CA2218997A1 - Process for the preparation of random propylene copolymers and products obtained therefrom - Google Patents
Process for the preparation of random propylene copolymers and products obtained therefrom Download PDFInfo
- Publication number
- CA2218997A1 CA2218997A1 CA002218997A CA2218997A CA2218997A1 CA 2218997 A1 CA2218997 A1 CA 2218997A1 CA 002218997 A CA002218997 A CA 002218997A CA 2218997 A CA2218997 A CA 2218997A CA 2218997 A1 CA2218997 A1 CA 2218997A1
- Authority
- CA
- Canada
- Prior art keywords
- weight
- process according
- content
- copolymers
- radicals
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract description 53
- 229920001577 copolymer Polymers 0.000 title claims abstract description 49
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 19
- 239000007787 solid Substances 0.000 claims abstract description 16
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- 150000003609 titanium compounds Chemical class 0.000 claims abstract description 8
- 229910001629 magnesium chloride Inorganic materials 0.000 claims abstract description 7
- 239000005977 Ethylene Substances 0.000 claims description 27
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 26
- -1 hydrocarbon radical Chemical group 0.000 claims description 26
- 239000010936 titanium Substances 0.000 claims description 25
- 230000003197 catalytic effect Effects 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 239000008096 xylene Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 229920005653 propylene-ethylene copolymer Polymers 0.000 claims description 7
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- HBMODDNTUPGVFW-UHFFFAOYSA-N (1,3-dimethoxy-2-phenylpropan-2-yl)benzene Chemical compound C=1C=CC=CC=1C(COC)(COC)C1=CC=CC=C1 HBMODDNTUPGVFW-UHFFFAOYSA-N 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- BEDHCUAJOBASSZ-UHFFFAOYSA-N (2-cyclopentyl-1,3-dimethoxypropan-2-yl)cyclopentane Chemical compound C1CCCC1C(COC)(COC)C1CCCC1 BEDHCUAJOBASSZ-UHFFFAOYSA-N 0.000 claims description 3
- FJZBADSJNSFVDO-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,4-dimethylpentane Chemical compound COCC(C(C)C)(C(C)C)COC FJZBADSJNSFVDO-UHFFFAOYSA-N 0.000 claims description 3
- BHPDSAAGSUWVMP-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,6-dimethylheptane Chemical compound COCC(C(C)C)(COC)CCC(C)C BHPDSAAGSUWVMP-UHFFFAOYSA-N 0.000 claims description 3
- 229910003074 TiCl4 Inorganic materials 0.000 claims description 3
- HLXKHZZBHUAIQI-UHFFFAOYSA-N [2,2-bis(methoxymethyl)-3-methylbutyl]cyclohexane Chemical compound COCC(COC)(C(C)C)CC1CCCCC1 HLXKHZZBHUAIQI-UHFFFAOYSA-N 0.000 claims description 3
- ZVGIBQMBZHWERX-UHFFFAOYSA-N [2-(cyclohexylmethyl)-3-methoxy-2-(methoxymethyl)propyl]cyclohexane Chemical compound C1CCCCC1CC(COC)(COC)CC1CCCCC1 ZVGIBQMBZHWERX-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 2
- 101100277337 Arabidopsis thaliana DDM1 gene Proteins 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 150000007860 aryl ester derivatives Chemical class 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- 101150113676 chr1 gene Proteins 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims 1
- 150000002689 maleic acids Chemical class 0.000 claims 1
- 150000003022 phthalic acids Chemical class 0.000 claims 1
- 150000004756 silanes Chemical class 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 229920005604 random copolymer Polymers 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 description 15
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 229910010066 TiC14 Inorganic materials 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 2
- JWCYDYZLEAQGJJ-UHFFFAOYSA-N dicyclopentyl(dimethoxy)silane Chemical compound C1CCCC1[Si](OC)(OC)C1CCCC1 JWCYDYZLEAQGJJ-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920001384 propylene homopolymer Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- MEPSBRTXOHFWCF-UHFFFAOYSA-N (2-cyclohexyl-1,3-dimethoxypropan-2-yl)cyclohexane Chemical compound C1CCCCC1C(COC)(COC)C1CCCCC1 MEPSBRTXOHFWCF-UHFFFAOYSA-N 0.000 description 1
- GHRHEZKWNJRYHY-UHFFFAOYSA-N 1,3-dimethoxy-2,2,4-trimethylpentane Chemical compound COCC(C)(C)C(OC)C(C)C GHRHEZKWNJRYHY-UHFFFAOYSA-N 0.000 description 1
- OUPPKRIDJAMCCA-UHFFFAOYSA-N 1-methoxy-2-(methoxymethyl)-2,3-dimethylbutane Chemical compound COCC(C)(C(C)C)COC OUPPKRIDJAMCCA-UHFFFAOYSA-N 0.000 description 1
- RGHIYOCUMCUWAQ-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,5-dimethylhexane Chemical compound COCC(COC)(CC(C)C)C(C)C RGHIYOCUMCUWAQ-UHFFFAOYSA-N 0.000 description 1
- HQNUJFYUNLLROO-UHFFFAOYSA-N 3,3-bis(methoxymethyl)-2,6,10-trimethylundecane Chemical compound COCC(C(C)C)(COC)CCC(C)CCCC(C)C HQNUJFYUNLLROO-UHFFFAOYSA-N 0.000 description 1
- PYHOSWIHPZRHDU-UHFFFAOYSA-N 4,4-bis(butoxymethyl)-2,6-dimethylheptane Chemical compound CCCCOCC(CC(C)C)(CC(C)C)COCCCC PYHOSWIHPZRHDU-UHFFFAOYSA-N 0.000 description 1
- VVEYETJZOMJKNK-UHFFFAOYSA-N 4,4-bis(ethoxymethyl)-2,6-dimethylheptane Chemical compound CCOCC(CC(C)C)(CC(C)C)COCC VVEYETJZOMJKNK-UHFFFAOYSA-N 0.000 description 1
- PVWCLOAAEFMTLH-UHFFFAOYSA-N 4,4-bis(methoxymethyl)-2,6-dimethylheptane Chemical compound COCC(COC)(CC(C)C)CC(C)C PVWCLOAAEFMTLH-UHFFFAOYSA-N 0.000 description 1
- WOLQDDKBJWHVQK-UHFFFAOYSA-N 4,4-bis(methoxymethyl)heptane Chemical compound CCCC(CCC)(COC)COC WOLQDDKBJWHVQK-UHFFFAOYSA-N 0.000 description 1
- DNZXTVCIOVBBGV-UHFFFAOYSA-N 5,5-bis(methoxymethyl)-2,8-dimethylnonane Chemical compound CC(C)CCC(COC)(CCC(C)C)COC DNZXTVCIOVBBGV-UHFFFAOYSA-N 0.000 description 1
- ZGHNQOOXLQKDSD-UHFFFAOYSA-N 6,6-bis(methoxymethyl)tridecane Chemical compound CCCCCCCC(COC)(COC)CCCCC ZGHNQOOXLQKDSD-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- ZMJBYMUCKBYSCP-UHFFFAOYSA-N Hydroxycitric acid Chemical compound OC(=O)C(O)C(O)(C(O)=O)CC(O)=O ZMJBYMUCKBYSCP-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 241000212342 Sium Species 0.000 description 1
- 229910010061 TiC13 Inorganic materials 0.000 description 1
- 238000002083 X-ray spectrum Methods 0.000 description 1
- PQIDFVXMOZQINS-UHFFFAOYSA-N [1-methoxy-2-(methoxymethyl)-3-methylbutan-2-yl]cyclohexane Chemical compound COCC(COC)(C(C)C)C1CCCCC1 PQIDFVXMOZQINS-UHFFFAOYSA-N 0.000 description 1
- XMYDKOZNENQEHO-UHFFFAOYSA-N [1-methoxy-2-(methoxymethyl)-3-methylbutan-2-yl]cyclopentane Chemical compound COCC(COC)(C(C)C)C1CCCC1 XMYDKOZNENQEHO-UHFFFAOYSA-N 0.000 description 1
- URYLLQVLNOEEBA-UHFFFAOYSA-N [2-benzyl-3-methoxy-2-(methoxymethyl)propyl]benzene Chemical compound C=1C=CC=CC=1CC(COC)(COC)CC1=CC=CC=C1 URYLLQVLNOEEBA-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000007707 calorimetry Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- UXXIFJBQPUDTNK-UHFFFAOYSA-N methoxymethylcyclohexane Chemical compound COCC1CCCCC1 UXXIFJBQPUDTNK-UHFFFAOYSA-N 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/06—Propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/642—Component covered by group C08F4/64 with an organo-aluminium compound
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/647—Catalysts containing a specific non-metal or metal-free compound
- C08F4/649—Catalysts containing a specific non-metal or metal-free compound organic
- C08F4/6494—Catalysts containing a specific non-metal or metal-free compound organic containing oxygen
-
- 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
- C08F4/65—Pretreating the metal or compound covered by group C08F4/64 before the final contacting with the metal or compound covered by group C08F4/44
- C08F4/652—Pretreating with metals or metal-containing compounds
- C08F4/654—Pretreating with metals or metal-containing compounds with magnesium or compounds thereof
- C08F4/6543—Pretreating with metals or metal-containing compounds with magnesium or compounds thereof halides of magnesium
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Emergency Medicine (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI96A000357 | 1996-02-27 | ||
| IT96MI000357A IT1282691B1 (it) | 1996-02-27 | 1996-02-27 | Processo per la preparazione di copolimeri random del propilene e prodotti cosi' ottenuti |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2218997A1 true CA2218997A1 (en) | 1997-09-04 |
Family
ID=11373395
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002218997A Abandoned CA2218997A1 (en) | 1996-02-27 | 1997-02-25 | Process for the preparation of random propylene copolymers and products obtained therefrom |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US6365685B1 (enEXAMPLES) |
| EP (1) | EP0822945B1 (enEXAMPLES) |
| JP (1) | JPH11504679A (enEXAMPLES) |
| KR (2) | KR100491387B1 (enEXAMPLES) |
| AR (1) | AR006009A1 (enEXAMPLES) |
| AT (1) | ATE236199T1 (enEXAMPLES) |
| AU (1) | AU730331B2 (enEXAMPLES) |
| BR (1) | BR9702095A (enEXAMPLES) |
| CA (1) | CA2218997A1 (enEXAMPLES) |
| DE (1) | DE69720338T2 (enEXAMPLES) |
| ES (1) | ES2193356T3 (enEXAMPLES) |
| IT (1) | IT1282691B1 (enEXAMPLES) |
| WO (1) | WO1997031954A1 (enEXAMPLES) |
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| US6124507A (en) * | 1997-12-10 | 2000-09-26 | Union Carbide Chemicals & Plastics Technology Corporation | Electron donors |
| US5968865A (en) * | 1997-12-10 | 1999-10-19 | Union Carbide Chemicals & Plastics Technology Corporation | Electron donor containing compositions |
| SG73622A1 (en) * | 1998-03-11 | 2000-06-20 | Sumitomo Chemical Co | Solid catalyst component and catalyst for olefin polymerization and process for producing olefin polymer |
| CN1367184A (zh) | 2001-01-12 | 2002-09-04 | 弗纳技术股份有限公司 | 生产超高熔体流动聚丙烯树脂的方法 |
| DE60129939T2 (de) | 2001-06-27 | 2008-05-15 | Borealis Technology Oy | Verfahren zur Herstellung einer Polymerfolie die ein statistisches Propylencopolymer enthält |
| SG99976A1 (en) * | 2002-03-26 | 2003-11-27 | Sumitomo Chemical Co | Propylene-based polymer and injection molded article made of the same |
| JP2008508123A (ja) * | 2004-07-29 | 2008-03-21 | ビーエフエス デバーシファイド プロダクツ エルエルシー | 組立用積層体 |
| EP1879931B2 (en) † | 2005-05-12 | 2024-07-17 | Basell Poliolefine Italia S.r.l. | Propylene-ethylene copolymers and process for their preparation |
| DE602007001805D1 (de) * | 2006-04-24 | 2009-09-10 | Total Petrochemicals Res Feluy | Verfahren zur herstellung von propylenpolymeren mit geringem aschegehalt |
| EP2226337A1 (en) * | 2009-03-02 | 2010-09-08 | Borealis AG | Process for the production of polypropylene random copolymers for injection moulding applications |
| KR101207628B1 (ko) | 2010-01-13 | 2012-12-03 | 삼성토탈 주식회사 | 프로필렌 중합용 고체촉매 및 그 제조 방법 |
| EP2644628A4 (en) | 2010-11-24 | 2014-07-23 | Samsung Total Petrochemicals | SOLID CATALYST FOR POLYMERIZING PROPYLENE AND METHOD FOR THE PRODUCTION THEREOF |
| WO2013040434A1 (en) | 2011-09-16 | 2013-03-21 | Benz Research And Development Corp. | Hydrophobic intraocular lens |
| TWI567094B (zh) | 2011-10-29 | 2017-01-21 | China Petro-Chemical Tech Dev Company Ltd | Propylene random copolymers, processes for their preparation, and compositions and articles comprising the same |
| EP2610274A1 (en) * | 2011-12-30 | 2013-07-03 | Borealis AG | Propylene random copolymer |
| US9522968B2 (en) * | 2012-11-26 | 2016-12-20 | Lummus Novolen Technology Gmbh | High performance Ziegler-Natta catalyst systems, process for producing such MgCl2 based catalysts and use thereof |
| US9284392B2 (en) * | 2013-03-15 | 2016-03-15 | Basf Corporation | Mixed internal donor structures for 1-olefin polymerization catalysts |
| US10647795B2 (en) | 2014-02-07 | 2020-05-12 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| US10723824B2 (en) | 2014-02-07 | 2020-07-28 | Eastman Chemical Company | Adhesives comprising amorphous propylene-ethylene copolymers |
| US11267916B2 (en) | 2014-02-07 | 2022-03-08 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins |
| US10308740B2 (en) | 2014-02-07 | 2019-06-04 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US9428598B2 (en) | 2014-02-07 | 2016-08-30 | Eastman Chemical Company | Amorphous propylene-ethylene copolymers |
| US10696765B2 (en) | 2014-02-07 | 2020-06-30 | Eastman Chemical Company | Adhesive composition comprising amorphous propylene-ethylene copolymer and propylene polymer |
| US20170066856A1 (en) * | 2014-05-06 | 2017-03-09 | Basell Poliolefine Italia S.R.L. | Multilayer film random propylene-ethylene copolymers |
| MX388983B (es) | 2014-05-06 | 2025-03-20 | Basell Poliolefine Italia Srl | Copolimeros de propileno-etileno aleatorios y proceso para su preparacion. |
| US10155827B2 (en) * | 2014-05-06 | 2018-12-18 | Basell Poliolefine Italia S.R.L. | Random propylene-ethylene copolymers |
| KR101836008B1 (ko) | 2016-12-05 | 2018-03-07 | 한화토탈 주식회사 | 프로필렌 중합용 촉매 및 이를 이용한 프로필렌 중합체 또는 공중합체의 제조방법 |
| CN112469745B (zh) | 2018-08-22 | 2023-11-24 | 巴塞尔聚烯烃意大利有限公司 | 无规丙烯-乙烯共聚物 |
| KR102178630B1 (ko) | 2018-12-20 | 2020-11-13 | 한화토탈 주식회사 | 프로필렌 중합용 고체 촉매 및 이를 이용한 블록 공중합체의 제조방법 |
| US20200392320A1 (en) * | 2019-06-14 | 2020-12-17 | 3D Systems, Inc. | Polypropylene-based particles for additive manufacturing |
| KR102259306B1 (ko) | 2019-10-21 | 2021-05-31 | 한화토탈 주식회사 | 프로필렌 중합용 고체 촉매의 제조 방법 |
| KR102864236B1 (ko) | 2022-10-24 | 2025-09-25 | 한화토탈에너지스 주식회사 | 프로필렌계 중합용 고체 촉매 및 이를 이용한 프로필렌계 중합체의 제조방법 |
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|---|---|---|---|---|
| IT1098272B (it) | 1978-08-22 | 1985-09-07 | Montedison Spa | Componenti,di catalizzatori e catalizzatori per la polimerizzazione delle alfa-olefine |
| IT1221653B (it) * | 1987-11-27 | 1990-07-12 | Ausimonti Spa | Copolimeri cristallini del propilene |
| CN1040218C (zh) * | 1988-05-12 | 1998-10-14 | 联合碳化公司 | 无规共聚物的制备方法 |
| EP0350170B2 (en) * | 1988-06-17 | 2001-09-12 | Mitsui Chemicals, Inc. | Process for polymerising olefins and polymerisation catalyst therefor |
| IT1227259B (it) * | 1988-09-30 | 1991-03-28 | Himont Inc | Catalizzatori per la polimerizzazione di olefine. |
| US5221651A (en) * | 1989-04-28 | 1993-06-22 | Himont Incorporated | Component and catalysts for the polymerization of olefins |
| IT1230134B (it) | 1989-04-28 | 1991-10-14 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine. |
| US5618895A (en) | 1990-04-06 | 1997-04-08 | Basf Aktiengesellschaft | Process for preparing copolymers of propylene with other 1-alkenes |
| DE4011160A1 (de) * | 1990-04-06 | 1991-10-17 | Basf Ag | Copolymerisate des propylens mit anderen alk-1-enen |
| DE69127220T2 (de) * | 1990-04-13 | 1998-01-02 | Mitsui Petrochemical Ind | Festes Titan enthaltendes Katalysatorbestandteil und Katalysator für Olefinpolymerisation, vorpolymerisierte Olefinpolymerisationskatalysator und Verfahren für Olefinpolymerisation |
| IT1256663B (it) * | 1992-12-15 | 1995-12-12 | Himont Inc | Composizioni polipropileniche aventi buona trasparenza e migliorata resistenza all'urto. |
| IT1264679B1 (it) * | 1993-07-07 | 1996-10-04 | Spherilene Srl | Catalizzatori per la (co)polimerizzazione di etilene |
| TW354792B (en) * | 1993-08-13 | 1999-03-21 | Mitsui Petrochemical Ind | Olefin polymerization catalyst and process for preparing polypropylene and propylene block copolymer |
| DE69502851T2 (de) * | 1994-02-25 | 1998-11-12 | Sumitomo Chemical Co | Statistisches Propylencopolymer und Filmlaminat davon |
| JP3264148B2 (ja) * | 1995-08-31 | 2002-03-11 | 住友化学工業株式会社 | プロピレン−エチレンランダム共重合体、その製法及びフィルム |
-
1996
- 1996-02-27 IT IT96MI000357A patent/IT1282691B1/it active IP Right Grant
-
1997
- 1997-02-25 DE DE69720338T patent/DE69720338T2/de not_active Expired - Fee Related
- 1997-02-25 KR KR1019970707632A patent/KR100491387B1/ko not_active Expired - Fee Related
- 1997-02-25 AT AT97908437T patent/ATE236199T1/de not_active IP Right Cessation
- 1997-02-25 CA CA002218997A patent/CA2218997A1/en not_active Abandoned
- 1997-02-25 WO PCT/IB1997/000336 patent/WO1997031954A1/en active IP Right Grant
- 1997-02-25 JP JP9530761A patent/JPH11504679A/ja not_active Withdrawn
- 1997-02-25 ES ES97908437T patent/ES2193356T3/es not_active Expired - Lifetime
- 1997-02-25 KR KR10-2004-7016749A patent/KR100475760B1/ko not_active Expired - Fee Related
- 1997-02-25 EP EP97908437A patent/EP0822945B1/en not_active Expired - Lifetime
- 1997-02-25 BR BR9702095A patent/BR9702095A/pt not_active IP Right Cessation
- 1997-02-25 AU AU20397/97A patent/AU730331B2/en not_active Ceased
- 1997-02-27 AR ARP970100773A patent/AR006009A1/es active IP Right Grant
-
1999
- 1999-10-06 US US09/413,281 patent/US6365685B1/en not_active Expired - Fee Related
-
2002
- 2002-01-04 US US10/037,550 patent/US6693161B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2039797A (en) | 1997-09-16 |
| JPH11504679A (ja) | 1999-04-27 |
| EP0822945A1 (en) | 1998-02-11 |
| KR100491387B1 (ko) | 2005-08-31 |
| ATE236199T1 (de) | 2003-04-15 |
| DE69720338D1 (de) | 2003-05-08 |
| WO1997031954A1 (en) | 1997-09-04 |
| ES2193356T3 (es) | 2003-11-01 |
| BR9702095A (pt) | 1999-07-20 |
| ITMI960357A1 (it) | 1997-08-27 |
| US6365685B1 (en) | 2002-04-02 |
| AU730331B2 (en) | 2001-03-01 |
| US6693161B2 (en) | 2004-02-17 |
| ITMI960357A0 (enEXAMPLES) | 1996-02-27 |
| KR100475760B1 (ko) | 2005-03-14 |
| DE69720338T2 (de) | 2004-02-12 |
| EP0822945B1 (en) | 2003-04-02 |
| US20020137860A1 (en) | 2002-09-26 |
| KR20040103975A (ko) | 2004-12-09 |
| AR006009A1 (es) | 1999-07-21 |
| KR19990008107A (ko) | 1999-01-25 |
| IT1282691B1 (it) | 1998-03-31 |
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