DE2154635A1 - Katalysatorsystem für die Polymerisation von ungesättigten Verbindungen, Verfahren unter Anwendung des Katalysatorsystems und Produkte, welche nach dem Verfahren erhalten werden - Google Patents
Katalysatorsystem für die Polymerisation von ungesättigten Verbindungen, Verfahren unter Anwendung des Katalysatorsystems und Produkte, welche nach dem Verfahren erhalten werdenInfo
- Publication number
- DE2154635A1 DE2154635A1 DE19712154635 DE2154635A DE2154635A1 DE 2154635 A1 DE2154635 A1 DE 2154635A1 DE 19712154635 DE19712154635 DE 19712154635 DE 2154635 A DE2154635 A DE 2154635A DE 2154635 A1 DE2154635 A1 DE 2154635A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst system
- compound
- reaction
- under
- compounds
- 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.)
- Pending
Links
- 239000003054 catalyst Substances 0.000 title claims description 30
- 150000001875 compounds Chemical class 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 27
- 238000006116 polymerization reaction Methods 0.000 title claims description 11
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 49
- 238000006243 chemical reaction Methods 0.000 claims description 31
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 27
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- -1 aluminum compound Chemical class 0.000 claims description 16
- 239000000460 chlorine Substances 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 229930195733 hydrocarbon Chemical group 0.000 claims description 5
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 5
- 239000007791 liquid phase Substances 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-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
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 239000004215 Carbon black (E152) Chemical group 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 238000010538 cationic polymerization reaction Methods 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 229960003750 ethyl chloride Drugs 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims 1
- 150000001923 cyclic compounds Chemical class 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 150000008282 halocarbons Chemical class 0.000 claims 1
- 229940073584 methylene chloride Drugs 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 238000002474 experimental method Methods 0.000 description 14
- 239000011521 glass Substances 0.000 description 14
- 239000002904 solvent Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- 229920005549 butyl rubber Polymers 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 5
- 239000000806 elastomer Substances 0.000 description 5
- 239000003708 ampul Substances 0.000 description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 241000357437 Mola Species 0.000 description 1
- RTYZCUMXOXNVSI-UHFFFAOYSA-N OOOOOOOOOOOOOOOOOO Chemical compound OOOOOOOOOOOOOOOOOO RTYZCUMXOXNVSI-UHFFFAOYSA-N 0.000 description 1
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229940112822 chewing gum Drugs 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940099990 ogen Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000002317 scanning near-field acoustic microscopy Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation catalysts
- C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
- C08F4/12—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen of boron, aluminium, gallium, indium, thallium or rare earths
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT3130370 | 1970-11-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2154635A1 true DE2154635A1 (de) | 1972-05-18 |
Family
ID=11233421
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712154635 Pending DE2154635A1 (de) | 1970-11-03 | 1971-11-03 | Katalysatorsystem für die Polymerisation von ungesättigten Verbindungen, Verfahren unter Anwendung des Katalysatorsystems und Produkte, welche nach dem Verfahren erhalten werden |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS5218676B1 (pl) |
| AT (1) | AT319588B (pl) |
| AU (1) | AU469874B2 (pl) |
| BE (1) | BE774794A (pl) |
| CA (1) | CA1010600A (pl) |
| CH (1) | CH545322A (pl) |
| CS (1) | CS168573B2 (pl) |
| DD (1) | DD95933A5 (pl) |
| DE (1) | DE2154635A1 (pl) |
| ES (1) | ES396800A1 (pl) |
| FR (1) | FR2113387A5 (pl) |
| GB (1) | GB1362295A (pl) |
| HU (1) | HU165608B (pl) |
| LU (1) | LU64190A1 (pl) |
| NL (1) | NL148067B (pl) |
| NO (1) | NO138028C (pl) |
| PL (1) | PL70769B1 (pl) |
| RO (1) | RO64618A (pl) |
| SE (1) | SE379360B (pl) |
| TR (1) | TR17061A (pl) |
| ZA (1) | ZA717361B (pl) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2534510A1 (de) * | 1974-08-02 | 1976-02-12 | Snam Progetti | Verfahren fuer die herstellung von linearen alpha-olefinoligomeren, die anschliessende hydrierung davon und die so erhaltenen gesaettigten produkte |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1542319A (en) * | 1975-11-26 | 1979-03-14 | Exxon Research Engineering Co | Halogenated organoaluminium catalyst compositions and method of their preparation |
| US4171414A (en) | 1977-08-25 | 1979-10-16 | Exxon Research & Engineering Co. | Catalyst composition for an improved polymerization process of isoolefins and multiolefins |
| US4154916A (en) * | 1977-08-25 | 1979-05-15 | Exxon Research & Engineering Co. | Process for polymerization of isoolefins and multiolefins |
| US4269955A (en) | 1977-08-25 | 1981-05-26 | Exxon Research & Engineering Company | Catalyst composition polymerization of isoolefins and multiolefins |
| IT1149951B (it) * | 1980-04-10 | 1986-12-10 | Anic Spa | Procedimento per la preparazione di copolimeti termoelastomerici a tre blocchi |
-
1971
- 1971-10-27 ES ES396800A patent/ES396800A1/es not_active Expired
- 1971-10-29 BE BE774794A patent/BE774794A/xx unknown
- 1971-10-29 FR FR7138934A patent/FR2113387A5/fr not_active Expired
- 1971-11-01 NO NO4027/71A patent/NO138028C/no unknown
- 1971-11-02 TR TR17061A patent/TR17061A/xx unknown
- 1971-11-02 PL PL1971151448A patent/PL70769B1/pl unknown
- 1971-11-02 CS CS7703A patent/CS168573B2/cs unknown
- 1971-11-02 DD DD162282A patent/DD95933A5/xx unknown
- 1971-11-02 AU AU35239/71A patent/AU469874B2/en not_active Expired
- 1971-11-02 CA CA126,723A patent/CA1010600A/en not_active Expired
- 1971-11-03 RO RO7168645A patent/RO64618A/ro unknown
- 1971-11-03 SE SE7114024A patent/SE379360B/xx unknown
- 1971-11-03 CH CH1607571A patent/CH545322A/fr not_active IP Right Cessation
- 1971-11-03 GB GB5120171A patent/GB1362295A/en not_active Expired
- 1971-11-03 AT AT947571A patent/AT319588B/de not_active IP Right Cessation
- 1971-11-03 ZA ZA717361A patent/ZA717361B/xx unknown
- 1971-11-03 DE DE19712154635 patent/DE2154635A1/de active Pending
- 1971-11-03 HU HUSA2273A patent/HU165608B/hu unknown
- 1971-11-03 LU LU64190D patent/LU64190A1/xx unknown
- 1971-11-03 NL NL717115168A patent/NL148067B/xx unknown
- 1971-11-04 JP JP46087270A patent/JPS5218676B1/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2534510A1 (de) * | 1974-08-02 | 1976-02-12 | Snam Progetti | Verfahren fuer die herstellung von linearen alpha-olefinoligomeren, die anschliessende hydrierung davon und die so erhaltenen gesaettigten produkte |
Also Published As
| Publication number | Publication date |
|---|---|
| NL148067B (nl) | 1975-12-15 |
| CA1010600A (en) | 1977-05-17 |
| JPS5218676B1 (pl) | 1977-05-23 |
| CH545322A (fr) | 1973-12-15 |
| GB1362295A (en) | 1974-08-07 |
| FR2113387A5 (pl) | 1972-06-23 |
| AU3523971A (en) | 1973-05-10 |
| ZA717361B (en) | 1972-08-30 |
| SE379360B (pl) | 1975-10-06 |
| DD95933A5 (pl) | 1973-02-20 |
| NO138028B (no) | 1978-03-06 |
| HU165608B (pl) | 1974-09-28 |
| TR17061A (tr) | 1974-04-25 |
| PL70769B1 (pl) | 1974-04-30 |
| CS168573B2 (pl) | 1976-06-29 |
| ES396800A1 (es) | 1974-06-01 |
| AT319588B (de) | 1974-12-27 |
| RO64618A (fr) | 1979-02-15 |
| NO138028C (no) | 1978-06-14 |
| NL7115168A (pl) | 1972-05-05 |
| LU64190A1 (pl) | 1972-05-17 |
| AU469874B2 (en) | 1976-02-26 |
| BE774794A (fr) | 1972-02-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OGA | New person/name/address of the applicant | ||
| OHW | Rejection |