DD242232A1 - Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione - Google Patents
Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione Download PDFInfo
- Publication number
- DD242232A1 DD242232A1 DD23210281A DD23210281A DD242232A1 DD 242232 A1 DD242232 A1 DD 242232A1 DD 23210281 A DD23210281 A DD 23210281A DD 23210281 A DD23210281 A DD 23210281A DD 242232 A1 DD242232 A1 DD 242232A1
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- butadiene
- polymerization
- fraction
- polymers
- copolymers
- Prior art date
Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims abstract description 83
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title claims abstract description 18
- 229920001577 copolymer Polymers 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 239000003999 initiator Substances 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000000524 functional group Chemical group 0.000 claims description 4
- 239000012454 non-polar solvent Substances 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 37
- 239000000178 monomer Substances 0.000 abstract description 11
- 229920002857 polybutadiene Polymers 0.000 abstract description 10
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 5
- 239000005062 Polybutadiene Substances 0.000 abstract description 4
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 abstract 2
- 238000010348 incorporation Methods 0.000 abstract 1
- 239000001282 iso-butane Substances 0.000 abstract 1
- 235000013847 iso-butane Nutrition 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000004793 Polystyrene Substances 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- -1 lithium organo compound Chemical class 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 229920005604 random copolymer Polymers 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910008293 Li—C Inorganic materials 0.000 description 1
- 150000000475 acetylene derivatives Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical class CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000005661 deetherification reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000012690 ionic polymerization Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002642 lithium compounds Chemical class 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000002900 organolithium compounds Chemical class 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD23210281A DD242232A1 (de) | 1981-07-27 | 1981-07-27 | Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione |
| CS558882A CS232313B1 (en) | 1981-07-27 | 1982-07-22 | Method of selective polymerization of butadiene feom c4 fraction |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD23210281A DD242232A1 (de) | 1981-07-27 | 1981-07-27 | Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD242232A1 true DD242232A1 (de) | 1987-01-21 |
Family
ID=5532592
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD23210281A DD242232A1 (de) | 1981-07-27 | 1981-07-27 | Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione |
Country Status (2)
| Country | Link |
|---|---|
| CS (1) | CS232313B1 (cs) |
| DD (1) | DD242232A1 (cs) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002024764A1 (en) * | 2000-09-19 | 2002-03-28 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
| WO2011076377A1 (en) | 2009-12-21 | 2011-06-30 | Styron Europe Gmbh | Modified polymer compositions |
| WO2011079922A1 (en) | 2009-12-21 | 2011-07-07 | Styron Europe Gmbh | Modified polymer compositions |
| WO2012041804A2 (en) | 2010-09-30 | 2012-04-05 | Styron Europe Gmbh | Polymer compositions |
| US8729167B2 (en) | 2008-06-06 | 2014-05-20 | Styron Europe Gmbh | Modified elastomeric polymers |
-
1981
- 1981-07-27 DD DD23210281A patent/DD242232A1/de not_active IP Right Cessation
-
1982
- 1982-07-22 CS CS558882A patent/CS232313B1/cs unknown
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6875876B2 (en) | 1999-02-24 | 2005-04-05 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
| US6891019B2 (en) | 1999-02-24 | 2005-05-10 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
| WO2002024764A1 (en) * | 2000-09-19 | 2002-03-28 | Fmc Corporation | Protected aminofunctionalized polymerization initiators and methods of making and using same |
| GB2382076A (en) * | 2000-09-19 | 2003-05-21 | Fmc Corp | Protected aminofuntionalized polymerization initiators and methods of making and using same |
| GB2382076B (en) * | 2000-09-19 | 2005-11-30 | Fmc Corp | Protected aminofuntionalized polymerization initiators and methods of making and using same |
| US8729167B2 (en) | 2008-06-06 | 2014-05-20 | Styron Europe Gmbh | Modified elastomeric polymers |
| WO2011076377A1 (en) | 2009-12-21 | 2011-06-30 | Styron Europe Gmbh | Modified polymer compositions |
| WO2011079922A1 (en) | 2009-12-21 | 2011-07-07 | Styron Europe Gmbh | Modified polymer compositions |
| US8895684B2 (en) | 2009-12-21 | 2014-11-25 | Styron Europe Gmbh | Modified polymer compositions |
| US8921502B2 (en) | 2009-12-21 | 2014-12-30 | Styron Europe Gmbh | Modified polymer compositions |
| WO2012041804A2 (en) | 2010-09-30 | 2012-04-05 | Styron Europe Gmbh | Polymer compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| CS232313B1 (en) | 1985-01-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |