DE1645592A1 - Molkulargewichtsregulator fuer Mischpolymerisation - Google Patents
Molkulargewichtsregulator fuer MischpolymerisationInfo
- Publication number
- DE1645592A1 DE1645592A1 DE19661645592 DE1645592A DE1645592A1 DE 1645592 A1 DE1645592 A1 DE 1645592A1 DE 19661645592 DE19661645592 DE 19661645592 DE 1645592 A DE1645592 A DE 1645592A DE 1645592 A1 DE1645592 A1 DE 1645592A1
- Authority
- DE
- Germany
- Prior art keywords
- molecular weight
- solution
- weight regulator
- monomers
- catalyst
- 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 claims description 17
- 238000000034 method Methods 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 15
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
- 239000005977 Ethylene Substances 0.000 claims description 8
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 8
- 150000001993 dienes Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- -1 quaternary ammonium halide Chemical class 0.000 claims description 5
- 229910052720 vanadium Inorganic materials 0.000 claims description 5
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 5
- 239000012442 inert solvent Substances 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- PNXWPUCNFMVBBK-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+]1=CC=CC=C1 PNXWPUCNFMVBBK-UHFFFAOYSA-M 0.000 claims description 3
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims description 3
- PFKRTWCFCOUBHS-UHFFFAOYSA-N dimethyl(octadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[NH+](C)C PFKRTWCFCOUBHS-UHFFFAOYSA-N 0.000 claims description 3
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims description 2
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- 150000002430 hydrocarbons Chemical group 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 20
- 238000006116 polymerization reaction Methods 0.000 description 17
- 239000002904 solvent Substances 0.000 description 14
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 12
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 12
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- JBIQAPKSNFTACH-UHFFFAOYSA-K vanadium oxytrichloride Chemical compound Cl[V](Cl)(Cl)=O JBIQAPKSNFTACH-UHFFFAOYSA-K 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920001897 terpolymer Polymers 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- WMLFGKCFDKMAKB-UHFFFAOYSA-M benzyl-diethyl-tetradecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](CC)(CC)CC1=CC=CC=C1 WMLFGKCFDKMAKB-UHFFFAOYSA-M 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 2
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 238000012718 coordination polymerization Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003682 vanadium compounds Chemical class 0.000 description 2
- YGKOYVNJPRSSRX-UHFFFAOYSA-M (4-dodecylphenyl)methyl-trimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC1=CC=C(C[N+](C)(C)C)C=C1 YGKOYVNJPRSSRX-UHFFFAOYSA-M 0.000 description 1
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
- KOYPUFLQPZXCPW-UHFFFAOYSA-M 1-benzyl-2-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC1=CC=CC=[N+]1CC1=CC=CC=C1 KOYPUFLQPZXCPW-UHFFFAOYSA-M 0.000 description 1
- KMDZFXFLPOTNHQ-UHFFFAOYSA-N 11-ethyltrideca-1,11-diene Chemical compound CCC(=CC)CCCCCCCCC=C KMDZFXFLPOTNHQ-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- IZMHKHHRLNWLMK-UHFFFAOYSA-M chloridoaluminium Chemical compound Cl[Al] IZMHKHHRLNWLMK-UHFFFAOYSA-M 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 101150084315 slc38a2 gene Proteins 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- IYQYZZHQSZMZIG-UHFFFAOYSA-N tricyclo[5.2.1.0(2.6)]deca-3,8-diene, 4.9-dimethyl Chemical compound C1C2C3C=C(C)CC3C1C=C2C IYQYZZHQSZMZIG-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
- C08F210/00—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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48012465A | 1965-08-16 | 1965-08-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1645592A1 true DE1645592A1 (de) | 1970-05-14 |
Family
ID=23906758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661645592 Pending DE1645592A1 (de) | 1965-08-16 | 1966-07-22 | Molkulargewichtsregulator fuer Mischpolymerisation |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3459718A (en, 2012) |
| BE (1) | BE683828A (en, 2012) |
| DE (1) | DE1645592A1 (en, 2012) |
| GB (1) | GB1092705A (en, 2012) |
| LU (1) | LU51550A1 (en, 2012) |
| NL (2) | NL6610536A (en, 2012) |
| SE (1) | SE347006B (en, 2012) |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE554242A (en, 2012) * | 1956-01-18 | |||
| US3069446A (en) * | 1958-12-03 | 1962-12-18 | Exxon Research Engineering Co | Titanium halide derivatives |
| NL266251A (en, 2012) * | 1960-07-01 | |||
| US3205209A (en) * | 1961-04-20 | 1965-09-07 | Firestone Tire & Rubber Co | Process for the polymerization of ethylenically unsaturated compound in the presenceof a pentahydrocarbon ammonium compound and a heravy metal compound |
| US3162620A (en) * | 1961-05-04 | 1964-12-22 | Du Pont | Ethylene polymers prepared in the form of a coherent film at a quiescent liquid catalyst surface |
| US3147241A (en) * | 1961-06-30 | 1964-09-01 | Phillips Petroleum Co | Use of hydrogen and quaternary ammonium halides in organometal catalyzed olefin polymrization |
| BE624600A (en, 2012) * | 1961-10-31 | |||
| NL288068A (en, 2012) * | 1962-01-24 |
-
0
- NL NL129895D patent/NL129895C/xx active
-
1965
- 1965-08-16 US US480124A patent/US3459718A/en not_active Expired - Lifetime
-
1966
- 1966-05-31 GB GB24185/66A patent/GB1092705A/en not_active Expired
- 1966-06-27 SE SE08732/66A patent/SE347006B/xx unknown
- 1966-07-08 BE BE683828D patent/BE683828A/xx unknown
- 1966-07-13 LU LU51550A patent/LU51550A1/xx unknown
- 1966-07-22 DE DE19661645592 patent/DE1645592A1/de active Pending
- 1966-07-27 NL NL6610536A patent/NL6610536A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3459718A (en) | 1969-08-05 |
| NL129895C (en, 2012) | |
| GB1092705A (en) | 1967-11-29 |
| LU51550A1 (en, 2012) | 1966-09-13 |
| SE347006B (en, 2012) | 1972-07-24 |
| BE683828A (en, 2012) | 1966-12-16 |
| NL6610536A (en, 2012) | 1967-02-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0519237A2 (de) | Lösliche Katalysatorsysteme zur Herstellung von Polyalk-1-enen mit hohen Molmassen | |
| DE2028935C3 (de) | Polyalkenamere und Verfahren zu deren Herstellung | |
| DE2027905B2 (de) | Verfahren zur herstellung von polyalkenameren | |
| EP0603232A1 (de) | Verfahren zur herstellung von polypropylen unter hochdruck. | |
| DE2048009A1 (de) | Verfahren zur Herstellung von Äthylen alpha Olefin Copolymeren | |
| DE2633195A1 (de) | Katalysator und polymerisationsverfahren unter verwendung dieses katalysators | |
| EP0010814A1 (de) | Verfahren zur Herstellung von pulverförmigen, thermoplastischen Copolymeren aus Äthylen und Buten-(1) | |
| DE2513203C3 (de) | Verfahren zur Herstellung von Mischpolymerisaten von Äthylen und einem a -Monoolefin mit oder ohne ein nichtkonjugiertes Dien | |
| DE69404149T2 (de) | Verfahren zur herstellung niedrig-molekularer coplolymere aus ethen und zumindest einem anderen 1-alken | |
| DE3835044A1 (de) | Verfahren zur herstellung von cycloolefinpolymeren | |
| DE1595666A1 (de) | Verfahren zur Herstellung von Polyolefinen | |
| DE1795206C3 (de) | Schwefelvulkanisierbare Masse aus einem Äthylen/l-Alken/5-Äthyliden-2-norbornen-Terpolymerisat | |
| DE1645592A1 (de) | Molkulargewichtsregulator fuer Mischpolymerisation | |
| DE1256424B (de) | Verfahren zur Polymerisation von olefinisch ungesaettigten Kohlenwasserstoffen | |
| DE1595665C3 (de) | Verfahren zur Herstellung von Äthylenpolymerisaten | |
| DE2363207A1 (de) | Verfahren zur herstellung von aethylenbutadien-copolymeren | |
| DE69221053T2 (de) | Metathesis-Katalysator-System | |
| DE1520298C3 (de) | Verfahren zur Herstellung von amorphen vulkanisierbaren Copolymeren | |
| DE2037423B2 (de) | Verfahren zur Herstellung von cis-1,4-Polyisopren | |
| EP0363706A2 (de) | Polymere mit endständigen Halogenatomen | |
| DE2422725A1 (de) | Polymeres und verfahren zu seiner herstellung | |
| DE1906260A1 (de) | Kautschukartige Polymerisate,Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von Vulkanisaten | |
| EP0095138A1 (de) | Verfahren zur Herstellung einer Katalysatorkomponente und ihre Verwendung für die Polymerisation von 1-Olefinen | |
| DE2709857C2 (en, 2012) | ||
| DE2334606A1 (de) | Polymerisation von norbornenderivaten |