DE1620979B2 - Verfahren zur Herstellung von Butadienpolymerisaten - Google Patents
Verfahren zur Herstellung von ButadienpolymerisatenInfo
- Publication number
- DE1620979B2 DE1620979B2 DE19661620979 DE1620979A DE1620979B2 DE 1620979 B2 DE1620979 B2 DE 1620979B2 DE 19661620979 DE19661620979 DE 19661620979 DE 1620979 A DE1620979 A DE 1620979A DE 1620979 B2 DE1620979 B2 DE 1620979B2
- Authority
- DE
- Germany
- Prior art keywords
- content
- compounds
- trans
- titanium
- bromide
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims description 10
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- 150000003609 titanium compounds Chemical class 0.000 claims description 8
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 2
- 239000010936 titanium Substances 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 16
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 12
- 229920002857 polybutadiene Polymers 0.000 description 12
- 229910052719 titanium Inorganic materials 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- MBZZFFPUTBWWTG-UHFFFAOYSA-M iodo-bis(2-methylpropyl)alumane Chemical compound [I-].CC(C)C[Al+]CC(C)C MBZZFFPUTBWWTG-UHFFFAOYSA-M 0.000 description 4
- 239000012429 reaction media Substances 0.000 description 4
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- CECABOMBVQNBEC-UHFFFAOYSA-K aluminium iodide Chemical compound I[Al](I)I CECABOMBVQNBEC-UHFFFAOYSA-K 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- -1 aluminum halides Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 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
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/06—Butadiene
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 |
|---|---|---|---|
| FR12363A FR1439202A (fr) | 1965-04-07 | 1965-04-07 | Polymérisation du butadiène |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1620979B2 true DE1620979B2 (de) | 1970-07-02 |
| DE1620979A1 DE1620979A1 (enrdf_load_stackoverflow) | 1970-07-02 |
Family
ID=8575891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661620979 Withdrawn DE1620979B2 (de) | 1965-04-07 | 1966-04-01 | Verfahren zur Herstellung von Butadienpolymerisaten |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE679093A (enrdf_load_stackoverflow) |
| DE (1) | DE1620979B2 (enrdf_load_stackoverflow) |
| ES (1) | ES325248A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1439202A (enrdf_load_stackoverflow) |
| GB (1) | GB1138840A (enrdf_load_stackoverflow) |
| LU (1) | LU50859A1 (enrdf_load_stackoverflow) |
| NL (2) | NL6604469A (enrdf_load_stackoverflow) |
-
0
- NL NL131518D patent/NL131518C/xx active
-
1965
- 1965-04-07 FR FR12363A patent/FR1439202A/fr not_active Expired
-
1966
- 1966-04-01 DE DE19661620979 patent/DE1620979B2/de not_active Withdrawn
- 1966-04-04 NL NL6604469A patent/NL6604469A/xx unknown
- 1966-04-06 GB GB15458/66A patent/GB1138840A/en not_active Expired
- 1966-04-06 BE BE679093D patent/BE679093A/xx not_active IP Right Cessation
- 1966-04-06 ES ES0325248A patent/ES325248A1/es not_active Expired
- 1966-04-07 LU LU50859A patent/LU50859A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL131518C (enrdf_load_stackoverflow) | |
| FR1439202A (fr) | 1966-05-20 |
| DE1620979A1 (enrdf_load_stackoverflow) | 1970-07-02 |
| ES325248A1 (es) | 1967-02-16 |
| GB1138840A (en) | 1969-01-01 |
| LU50859A1 (enrdf_load_stackoverflow) | 1966-10-07 |
| BE679093A (enrdf_load_stackoverflow) | 1966-09-16 |
| NL6604469A (enrdf_load_stackoverflow) | 1966-10-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2160112C3 (de) | Verfahren zum Polymerisieren oder Copolymerisieren von Olefinen | |
| DE2360152A1 (de) | Verfahren zur herstellung eines ticl tief 3-katalysators fuer die herstellung von polyisopren | |
| DE1139647B (de) | Verfahren zur Herstellung von Polymeren und/oder Copolymeren von konjugierten Dienen | |
| DE69119340T2 (de) | Cokatalysatorzusammensetzung zur Anwendung bei der Alpha-Olefinpolymerisation | |
| DE2619488A1 (de) | Verfahren zur polymerisation von butadien | |
| DE1620979C (de) | Verfahren zur Herstellung von But adienpolymerisaten | |
| DE1620979B2 (de) | Verfahren zur Herstellung von Butadienpolymerisaten | |
| DE1162089B (de) | Verfahren zur Polymerisation von 1, 3-Butadien | |
| DE1470936C3 (de) | Verfahren zur Herstellung von Homo- oder Mischpolymerisaten des Butadiens oder Isoprens | |
| DE1620968A1 (de) | Verfahren zur Polymerisation von konjugierten Dienen und dazu verwendete Katalysatorzusammensetzung | |
| DE2154635A1 (de) | Katalysatorsystem für die Polymerisation von ungesättigten Verbindungen, Verfahren unter Anwendung des Katalysatorsystems und Produkte, welche nach dem Verfahren erhalten werden | |
| DE1090861B (de) | Verfahren zur Herstellung von Polyvinylchlorid | |
| DE1956870C3 (de) | Verfahren zur Herstellung von eis- 1,4-Isoprenpolymeren | |
| DE1620968C (de) | Verfahren zur Losungspolymerisation von Butadien (1,3) | |
| DE1520559C (de) | Verfahren zur Herstellung von kaut schukartigem Polybutadien | |
| DE1667088A1 (de) | Verfahren zur Herstellung eines Katalysatorsystems fuer die Polymerisation von Isopren | |
| DE1620931A1 (de) | Verfahren zur Polymerisation und Mischpolymerisation konjugierter Diene | |
| DE1494188C (de) | Die Verwendung der überwiegend amorphen, linearen, im wesentlichen unverzweigten, mit Äther und n Heptan extrahierten Kopf Schwanz Polymeren von Propylen oder Propylen gemischen mit geringen Mengen Äthylen oder mit Äther extrahierten Kopf Schwanz Poly meren von Buten 1 mit einem Molekulargewicht von mehr als 2000 zur Herstellung von ela stomeren Korpern Ausscheidurg aus 1494168 | |
| EP0003300B1 (de) | Katalysator, dessen Herstellung und Verwendung bei der Polymerisation von Butadien | |
| DE2102964C3 (de) | Verfahren zur Herstellung von cis-1,4-Polyisopren und Katalysatorsystem zur Durchführung dieses Verfahrens | |
| DE2751919A1 (de) | Verfahren zum polymerisieren von mono- und diolefinverbindungen | |
| DE2113527A1 (de) | Katalysatorsystem zum Polymerisieren konjugierter Diolefine | |
| DE1301486B (de) | Verfahren zur Polymerisation von 1, 3-Butadien | |
| DE2219711B2 (de) | Verfahren zum Polymerisieren von Olefinen | |
| AT212565B (de) | Verfahren zur Polymerisation von wenigstens eine Vinyldoppelbindung enthaltenden Diolefinen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |