DE2243459A1 - Verfahren zur herstellung von alpha -olefinpolymeren - Google Patents
Verfahren zur herstellung von alpha -olefinpolymerenInfo
- Publication number
- DE2243459A1 DE2243459A1 DE19722243459 DE2243459A DE2243459A1 DE 2243459 A1 DE2243459 A1 DE 2243459A1 DE 19722243459 DE19722243459 DE 19722243459 DE 2243459 A DE2243459 A DE 2243459A DE 2243459 A1 DE2243459 A1 DE 2243459A1
- Authority
- DE
- Germany
- Prior art keywords
- ether
- thioether
- organoaluminum compound
- ticl
- 3alcl
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 34
- 239000004711 α-olefin Substances 0.000 title claims description 10
- 229920000098 polyolefin Polymers 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 120
- 150000001875 compounds Chemical class 0.000 claims description 41
- 239000002002 slurry Substances 0.000 claims description 38
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 33
- 239000003054 catalyst Substances 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 20
- 150000003568 thioethers Chemical class 0.000 claims description 18
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 229930195733 hydrocarbon Natural products 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 6
- -1 alkyl radical Chemical class 0.000 claims description 6
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 5
- HYDWALOBQJFOMS-UHFFFAOYSA-N 3,6,9,12,15-pentaoxaheptadecane Chemical compound CCOCCOCCOCCOCCOCC HYDWALOBQJFOMS-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- HTIRHQRTDBPHNZ-UHFFFAOYSA-N Dibutyl sulfide Chemical compound CCCCSCCCC HTIRHQRTDBPHNZ-UHFFFAOYSA-N 0.000 claims description 3
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 3
- LUFPJJNWMYZRQE-UHFFFAOYSA-N benzylsulfanylmethylbenzene Chemical compound C=1C=CC=CC=1CSCC1=CC=CC=C1 LUFPJJNWMYZRQE-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- HQMRIBYCTLBDAK-UHFFFAOYSA-M bis(2-methylpropyl)alumanylium;chloride Chemical compound CC(C)C[Al](Cl)CC(C)C HQMRIBYCTLBDAK-UHFFFAOYSA-M 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 claims description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 239000011630 iodine Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 241000276498 Pollachius virens Species 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 47
- 238000006116 polymerization reaction Methods 0.000 description 46
- 239000012265 solid product Substances 0.000 description 29
- 230000000052 comparative effect Effects 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 12
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 11
- 229910001873 dinitrogen Inorganic materials 0.000 description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000005977 Ethylene Substances 0.000 description 9
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 8
- 238000001914 filtration Methods 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 7
- 238000007796 conventional method Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 239000003708 ampul Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000007810 chemical reaction solvent Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 230000032683 aging Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 150000005673 monoalkenes Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 230000000707 stereoselective effect Effects 0.000 description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- YUXIBTJKHLUKBD-UHFFFAOYSA-N Dibutyl succinate Chemical compound CCCCOC(=O)CCC(=O)OCCCC YUXIBTJKHLUKBD-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N methyl monoether Natural products COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000010959 steel 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6825371A JPS4834281A (en, 2012) | 1971-09-04 | 1971-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2243459A1 true DE2243459A1 (de) | 1973-03-15 |
Family
ID=13368394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722243459 Ceased DE2243459A1 (de) | 1971-09-04 | 1972-09-04 | Verfahren zur herstellung von alpha -olefinpolymeren |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS4834281A (en, 2012) |
| DE (1) | DE2243459A1 (en, 2012) |
| FR (1) | FR2151113B1 (en, 2012) |
| GB (1) | GB1388308A (en, 2012) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3022544A1 (de) * | 1979-06-27 | 1981-01-08 | Dart Ind Inc | Katalysator fuer die olefinpolymerisation und verfahren zu seiner herstellung |
| US4250283A (en) | 1974-02-12 | 1981-02-10 | Imperial Chemical Industries Limited | Titanium trihalide composition |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51123796A (en) * | 1975-04-23 | 1976-10-28 | Mitsubishi Chem Ind Ltd | Preparation process of solid titanium trichloride catalyst |
| JPS51131401A (en) * | 1975-05-13 | 1976-11-15 | Obayashi Gumi Kk | Recording and reproducing system for sonic investigation |
| EP0000998B1 (en) | 1977-08-31 | 1982-03-24 | Imperial Chemical Industries Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them and polymerisation of olefins using this system |
| DE2861357D1 (en) | 1977-08-31 | 1982-01-28 | Ici Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them and polymerisation of olefins using this system |
| DE2860737D1 (en) | 1977-08-31 | 1981-09-03 | Ici Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them, and polymerisation of olefins using this system |
| JPS5589307A (en) * | 1979-06-01 | 1980-07-05 | Chisso Corp | Preparation of alpha-olefin polymer |
| JPS60184510A (ja) * | 1984-03-01 | 1985-09-20 | Mitsubishi Chem Ind Ltd | 高分子量３メチルブテン−１重合体の製造方法 |
-
1971
- 1971-09-04 JP JP6825371A patent/JPS4834281A/ja active Pending
-
1972
- 1972-09-04 FR FR7231230A patent/FR2151113B1/fr not_active Expired
- 1972-09-04 GB GB4092272A patent/GB1388308A/en not_active Expired
- 1972-09-04 DE DE19722243459 patent/DE2243459A1/de not_active Ceased
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4250283A (en) | 1974-02-12 | 1981-02-10 | Imperial Chemical Industries Limited | Titanium trihalide composition |
| DE3022544A1 (de) * | 1979-06-27 | 1981-01-08 | Dart Ind Inc | Katalysator fuer die olefinpolymerisation und verfahren zu seiner herstellung |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1388308A (en) | 1975-03-26 |
| FR2151113B1 (en, 2012) | 1975-03-07 |
| FR2151113A1 (en, 2012) | 1973-04-13 |
| JPS4834281A (en, 2012) | 1973-05-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2660216C2 (de) | Feste Katalysatorkomponente zur Polymerisation von α-Olefinen | |
| DE69123935T2 (de) | Niedrige Verklebungstemperatur aufweisende kristalline Propylen-Polymere | |
| DE3787536T2 (de) | Olefinpolymerisation. | |
| DE68925628T2 (de) | Polypropylen-Zusammensetzungen, die gute Durchsichtigkeit und Schlagbeständigkeit haben | |
| DE3107334C2 (de) | Verfahren zur Polymerisation von Propylen oder zu dessen Copolymerisation mit Ethylen oder Buten-(1) in Gegenwart eines voraktivierten Katalysators | |
| DE68925608T2 (de) | Bestandteil und Katalysator für Olefinpolymerisation | |
| DE3007419C2 (en, 2012) | ||
| DE2714743C2 (de) | Polyäthylen niederer Dichte und Verfahren zu seiner Herstellung | |
| DE2013730C3 (de) | Verfahren zur Herstellung von Polymerisationskatalysatoren und deren Verwendung | |
| EP0302242A1 (de) | Verfahren zur Herstellung eines Polyolefins mit einer breiten Molmassenverteilung | |
| DE3111071C2 (en, 2012) | ||
| EP0401776B1 (de) | Verfahren zur Herstellung eines poly-1-olefins | |
| DE3004768C2 (en, 2012) | ||
| DE2243459A1 (de) | Verfahren zur herstellung von alpha -olefinpolymeren | |
| DE69408649T2 (de) | Katalysator für die Herstellung von Elastomeren Ethylenpropylen Copolymeren | |
| DE69020297T2 (de) | Verfahren zur Herstellung eines Blockcopolymers. | |
| DE2711300A1 (de) | Katalysator und verfahren zur herstellung von polyolefinen | |
| DE2920729C2 (en, 2012) | ||
| EP0531838B1 (de) | Verfahren zur Herstellung von Ziegler-Natta-Katalysatorsystemen | |
| DE3226488A1 (de) | Kontinuierliches, aufeinanderfolgendes dampfphasenblockpolymerisationsverfahren zur herstellung schlagfester ethylen/propylen-polymerisate | |
| DE68925488T2 (de) | Blockcopolymere aus Propylen und Verfahren zu ihrer Herstellung | |
| DE2640679A1 (de) | Katalysatoren und katalysatorkomponenten zur polymerisation von olefinen | |
| DE2346471C3 (de) | Verfahren zur Homopolymerisation von Äthylen oder Propylen und zur Mischpolymerisation von Äthylen mit einem α-Olefin und/oder Diolefin und Katalysatorzusammensetzung hierfür | |
| DE2218692A1 (de) | Verfahren zur Herstellung von Polyme nsationskatalysatoren und deren Verwendung | |
| DE2030753C3 (de) | Verfahren zur Herstellung von Polymerisationskatalysatoren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8131 | Rejection |