DE2157004A1 - Verfahren zur Herstellung von amorphem Polybutadien mit erhöhtem Gehalt an 1,2-Einheiten - Google Patents
Verfahren zur Herstellung von amorphem Polybutadien mit erhöhtem Gehalt an 1,2-EinheitenInfo
- Publication number
- DE2157004A1 DE2157004A1 DE19712157004 DE2157004A DE2157004A1 DE 2157004 A1 DE2157004 A1 DE 2157004A1 DE 19712157004 DE19712157004 DE 19712157004 DE 2157004 A DE2157004 A DE 2157004A DE 2157004 A1 DE2157004 A1 DE 2157004A1
- Authority
- DE
- Germany
- Prior art keywords
- butadiene
- units
- acid ester
- volume
- carboxylic acid
- 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 20
- 229920002857 polybutadiene Polymers 0.000 title claims description 16
- 239000005062 Polybutadiene Substances 0.000 title claims description 12
- 230000008569 process Effects 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 51
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 150000002430 hydrocarbons Chemical class 0.000 claims description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- 229910052750 molybdenum Inorganic materials 0.000 claims description 6
- 239000011733 molybdenum Substances 0.000 claims description 6
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 5
- 230000009477 glass transition Effects 0.000 claims description 4
- 239000012429 reaction media Substances 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 235000013844 butane Nutrition 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- -1 molybdenum halide Chemical class 0.000 claims description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 3
- 238000004230 steam cracking Methods 0.000 claims description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 3
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 2
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims 2
- 150000002168 ethanoic acid esters Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 24
- 229920000642 polymer Polymers 0.000 description 19
- 238000006116 polymerization reaction Methods 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- 230000003197 catalytic effect Effects 0.000 description 10
- 230000008901 benefit Effects 0.000 description 7
- 239000005078 molybdenum compound Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000002752 molybdenum compounds Chemical class 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920006125 amorphous polymer Polymers 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 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
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000002103 osmometry Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000012721 stereospecific polymerization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/907—Specified means of reacting components of transition metal catalyst
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7042059A FR2115526A5 (enExample) | 1970-11-23 | 1970-11-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2157004A1 true DE2157004A1 (de) | 1972-05-31 |
Family
ID=9064584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712157004 Ceased DE2157004A1 (de) | 1970-11-23 | 1971-11-17 | Verfahren zur Herstellung von amorphem Polybutadien mit erhöhtem Gehalt an 1,2-Einheiten |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3772263A (enExample) |
| JP (1) | JPS5336513B1 (enExample) |
| BE (1) | BE775032A (enExample) |
| CA (1) | CA1010194A (enExample) |
| DE (1) | DE2157004A1 (enExample) |
| FR (1) | FR2115526A5 (enExample) |
| GB (1) | GB1312750A (enExample) |
| IT (1) | IT941243B (enExample) |
| NL (1) | NL163528C (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4912182A (en) * | 1988-08-31 | 1990-03-27 | The Goodyear Tire & Rubber Company | Synthesis of high vinyl polybutadiene utilizing a molybdenum catalyst system |
-
1970
- 1970-11-23 FR FR7042059A patent/FR2115526A5/fr not_active Expired
-
1971
- 1971-11-08 US US00196718A patent/US3772263A/en not_active Expired - Lifetime
- 1971-11-08 BE BE775032A patent/BE775032A/xx unknown
- 1971-11-17 DE DE19712157004 patent/DE2157004A1/de not_active Ceased
- 1971-11-18 GB GB5367071A patent/GB1312750A/en not_active Expired
- 1971-11-20 JP JP9349071A patent/JPS5336513B1/ja active Pending
- 1971-11-22 CA CA128,295A patent/CA1010194A/fr not_active Expired
- 1971-11-22 NL NL7116056.A patent/NL163528C/xx not_active IP Right Cessation
- 1971-11-23 IT IT31479/71A patent/IT941243B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| NL163528B (nl) | 1980-04-15 |
| GB1312750A (en) | 1973-04-04 |
| CA1010194A (fr) | 1977-05-10 |
| JPS5336513B1 (enExample) | 1978-10-03 |
| US3772263A (en) | 1973-11-13 |
| IT941243B (it) | 1973-03-01 |
| FR2115526A5 (enExample) | 1972-07-07 |
| BE775032A (fr) | 1972-05-08 |
| NL163528C (nl) | 1980-09-15 |
| NL7116056A (enExample) | 1972-05-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2731067C3 (de) | Verfahren zur Herstellung von Polybutadien mit einem hohen Gehalt an Monomereneinheiten in cis-1,4- Struktur | |
| DE1213120B (de) | Verfahren zur Polymerisation von Butadien | |
| DE1144001B (de) | Verfahren zur Herstellung waessriger Dispersionen von synthetischen Polymerisaten | |
| DE1770545A1 (de) | Verfahren zur Herstellung von Polybutadien | |
| DE2360152A1 (de) | Verfahren zur herstellung eines ticl tief 3-katalysators fuer die herstellung von polyisopren | |
| DE2034989A1 (de) | Sternförmige Homo und Kopolymerisate von konjugierten Dienen bzw konjugierten Dienen mit vinylaromatischen Verbindungen und Verfahren zu ihrer Herstellung | |
| DE2053484A1 (de) | Verfahren zur Herstellung von flussi gem Polybutadien | |
| DE1620927C3 (de) | Verfahren zur Herstellung von cis-1,4-Polybutadien | |
| DE2105161B2 (de) | Verfahren zur herstellung von fluessigen polybutenameren | |
| DE1133548B (de) | Verfahren zum Polymerisieren von konjugierten Diolefinen mit wenigstens einer endstaendigen Vinyldoppelbindung | |
| DE2605247A1 (de) | Metallhaltige polymere, ihre herstellung und verwendung | |
| DE2633745A1 (de) | Verfahren zur herstellung von polyolefinoelen | |
| DE2157004A1 (de) | Verfahren zur Herstellung von amorphem Polybutadien mit erhöhtem Gehalt an 1,2-Einheiten | |
| DE2519081A1 (de) | Verfahren zum hydrieren von olefinisch ungesaettigten kohlenwasserstoffen | |
| DE3546486C2 (enExample) | ||
| DE1177825B (de) | Verfahren zur Herstellung niedermolekularer Homo- oder Mischpolymerisate von Vinylestern | |
| DE867992C (de) | Verfahren zur Umwandlung von AEthylenhomologen in oelige oder hoehermolekulare Erzeugnisse durch Polymerisation | |
| DE2814704A1 (de) | Verfahren zur herstellung von furfurylalkohol | |
| DE1745105B2 (de) | Verfahren zur Herstellung eines Katalysators für die Isoprenpolymerisation | |
| DE2706552A1 (de) | Hydrierungsverfahren fuer olefinpolymere | |
| DE1180945B (de) | Verfahren zur Polymerisation von konjugierten Dienen | |
| DE2625246A1 (de) | Verfahren zur herstellung homogen polymerisierter c tief 4 - c tief 10 -isoolefin-konjugierter dienmischpolymerisate mit hoher ungesaettigtheit | |
| DE2519084C2 (de) | Verfahren zur Herstellung eines harzartigen Materials und seine Verwendung | |
| DE2338627C2 (de) | Verfahren zur Herstellung von modifizierten Dienpolymeren | |
| DE1963826C (de) | Destillatheizol von verbessertem Fheßvermogen bei tiefen Temperaturen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8131 | Rejection |