DE2105523C3 - Verfahren zur Herstellung von hochreinem Isopren - Google Patents
Verfahren zur Herstellung von hochreinem IsoprenInfo
- Publication number
- DE2105523C3 DE2105523C3 DE2105523A DE2105523A DE2105523C3 DE 2105523 C3 DE2105523 C3 DE 2105523C3 DE 2105523 A DE2105523 A DE 2105523A DE 2105523 A DE2105523 A DE 2105523A DE 2105523 C3 DE2105523 C3 DE 2105523C3
- Authority
- DE
- Germany
- Prior art keywords
- isoprene
- hydrocarbons
- sodium
- alcohol
- sulfur 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.)
- Expired
Links
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title claims description 65
- 238000000034 method Methods 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 42
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 40
- 150000002430 hydrocarbons Chemical class 0.000 claims description 34
- 239000011734 sodium Substances 0.000 claims description 28
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 24
- 229910052708 sodium Inorganic materials 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- 150000003464 sulfur compounds Chemical class 0.000 claims description 21
- 238000011282 treatment Methods 0.000 claims description 17
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 14
- 239000004215 Carbon black (E152) Substances 0.000 claims description 12
- -1 acetylene hydrocarbons Chemical class 0.000 claims description 11
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 150000001361 allenes Chemical class 0.000 claims description 5
- 238000005336 cracking Methods 0.000 claims description 5
- 150000005673 monoalkenes Chemical class 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 238000004821 distillation Methods 0.000 description 19
- 239000000203 mixture Substances 0.000 description 19
- 238000009835 boiling Methods 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 16
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 15
- 239000012535 impurity Substances 0.000 description 13
- 238000000926 separation method Methods 0.000 description 9
- 238000000895 extractive distillation Methods 0.000 description 8
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 8
- 125000004429 atom Chemical group 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 6
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 6
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 6
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 6
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 6
- 230000002401 inhibitory effect Effects 0.000 description 6
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 6
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 5
- 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 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 4
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000006471 dimerization reaction Methods 0.000 description 3
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 3
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QZABONSWPJUQQN-UHFFFAOYSA-N 2-methylbuta-1,3-diene pentane Chemical compound CCCCC.C=CC(C)=C QZABONSWPJUQQN-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004264 Petrolatum Substances 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- HSQZKZLSYKJDJR-UHFFFAOYSA-N cyclopentane cyclopentene Chemical compound C1CCCC1.C1CC=CC1 HSQZKZLSYKJDJR-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- 229940066842 petrolatum Drugs 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- ABIPNDAVRBMCHV-UHFFFAOYSA-N 4,4-dimethyl-2,3-dihydro-1h-naphthalene Chemical compound C1=CC=C2C(C)(C)CCCC2=C1 ABIPNDAVRBMCHV-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 241001314535 Ophrys apifera Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14833—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with metals or their inorganic compounds
- C07C7/14841—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with metals or their inorganic compounds metals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1002670A JPS493493B1 (https=) | 1970-02-06 | 1970-02-06 | |
| JP11573170A JPS4911682B1 (https=) | 1970-12-23 | 1970-12-23 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2105523A1 DE2105523A1 (de) | 1971-12-09 |
| DE2105523B2 DE2105523B2 (de) | 1974-01-17 |
| DE2105523C3 true DE2105523C3 (de) | 1974-08-15 |
Family
ID=26345184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2105523A Expired DE2105523C3 (de) | 1970-02-06 | 1971-02-05 | Verfahren zur Herstellung von hochreinem Isopren |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3692861A (https=) |
| DE (1) | DE2105523C3 (https=) |
| ES (1) | ES387987A1 (https=) |
| FR (1) | FR2078217A5 (https=) |
| GB (1) | GB1325932A (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL168202C (nl) * | 1971-10-29 | 1982-03-16 | Shell Int Research | Werkwijze voor het zuiveren van isopreen. |
| AR204413A1 (es) * | 1974-04-03 | 1976-02-06 | Goodyear Tire & Rubber | Metodo para recuperar isopreno |
| US4392004A (en) * | 1982-02-22 | 1983-07-05 | The Goodyear Tire & Rubber Company | Reduction of cyclopentadiene from isoprene streams |
| US4438289A (en) | 1982-02-22 | 1984-03-20 | The Goodyear Tire & Rubber Company | Reduction of cyclopentadiene from isoprene streams |
| US4482771A (en) * | 1983-01-03 | 1984-11-13 | The Dow Chemical Company | Anionic polymerization of cis- and trans-1,3-pentadiene from a mixture of saturated and unsaturated hydrocarbons |
| US5397492A (en) * | 1993-06-07 | 1995-03-14 | Ossian, Inc. | Non-oil based sweeping compound |
| US6472577B1 (en) * | 1998-12-17 | 2002-10-29 | Uop Llc | Process for increasing the yield and selectivity of a dehydrogenation process using side-by-side reaction zones |
| RU2266887C1 (ru) * | 2004-06-29 | 2005-12-27 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ очистки c5-углеводородов |
| RU2285688C1 (ru) * | 2005-06-06 | 2006-10-20 | Открытое акционерное общество "Нижнекамскнефтехим" | Способ получения изопрена |
| US8324442B2 (en) * | 2009-03-03 | 2012-12-04 | Amyris, Inc. | Microbial derived isoprene and methods for making the same |
| CN105324353B (zh) * | 2013-06-19 | 2017-10-17 | 沙特基础工业公司 | 用于分离和纯化丁二烯和异戊二烯的共提取系统 |
| US9981889B2 (en) | 2013-08-22 | 2018-05-29 | General Electric Company | Use of diethylenetriamine as a CS2 scavenger in isoprene production |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2398973A (en) * | 1942-10-03 | 1946-04-23 | United Gas Improvement Co | Purification of isoprene |
| US3091653A (en) * | 1958-12-24 | 1963-05-28 | Bayer Ag | Processes for purifying conjugated diolefins |
| GB1093413A (en) * | 1964-11-06 | 1967-11-29 | Internat Synthetic Rubber Comp | Separation of hydrocarbons |
| US3285989A (en) * | 1964-12-28 | 1966-11-15 | Goodrich Gulf Chem Inc | Isoprene sodium treatment process |
-
1971
- 1971-02-02 US US111871A patent/US3692861A/en not_active Expired - Lifetime
- 1971-02-04 FR FR7103837A patent/FR2078217A5/fr not_active Expired
- 1971-02-05 DE DE2105523A patent/DE2105523C3/de not_active Expired
- 1971-02-05 ES ES71387987A patent/ES387987A1/es not_active Expired
- 1971-04-19 GB GB2129471A patent/GB1325932A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1325932A (en) | 1973-08-08 |
| FR2078217A5 (https=) | 1971-11-05 |
| DE2105523A1 (de) | 1971-12-09 |
| DE2105523B2 (de) | 1974-01-17 |
| ES387987A1 (es) | 1974-02-16 |
| US3692861A (en) | 1972-09-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69207803T2 (de) | Verfahren zur thermischen Krackung von Dicyclopentadien in der Gasphase und Verfahren zur Herstellung von sehr reinem Dicyclopentadien | |
| DE2105523C3 (de) | Verfahren zur Herstellung von hochreinem Isopren | |
| DE2454115A1 (de) | Verfahren zur gewinnung von propylenoxid aus den rohprodukten der propylenoxydation | |
| DD222000A5 (de) | Verfahren zur wiedergewinnung von buten-1 der polymerisationsstufe | |
| DE1493001C3 (de) | Verfahren zur Gewinnung von 13-Butadien oder Isopren aus einem im wesentlichen diese und geringe Mengen Acetylene enthaltenden Kohlenwasserstoffgemisch | |
| EP0940381A2 (de) | Verfahren zur Gewinnung von Cyclopentan und/oder Cyclopenten | |
| DE3101703A1 (de) | Verfahren zur herstellung von buten-1 aus einer c(pfeil abwaerts)4(pfeil abwaerts) -kohlenwasserstoff-fraktion | |
| DE2241568C2 (de) | Verfahren zur Abtrennung von Isopren mittels zweistufiger extraktiver Destillation | |
| DE69219624T2 (de) | Verfahren zur entfernung von grünöl aus kohlenwasserstoffenbeschickungen | |
| DE2444232C3 (de) | Verfahren zur Gewinnung eines azeotropsiedenden Gemisches aus Isopren und n-Pentan aus einem Kohlenwasserstoffstrom | |
| DE2252846C2 (de) | Verfahren zur Entfernung von Allenen und anderen, die Polymerisation von Isopren hemmenden Verunreinigungen aus einer Isopren enthaltenden C↓5↓-Fraktion | |
| DE69224838T2 (de) | Verfahren zur Entfernung von Unreinheiten aus Erdölprodukten | |
| DE2748748A1 (de) | Verfahren zur herabsetzung des alpha-acetylengehaltes einer kohlenwasserstoffraktion | |
| DE1953750A1 (de) | Verfahren zur Abtrennung von Chloroform und/oder AEthylacetat von Vinylacetat durch extraktive Destillation | |
| EP1893554A2 (de) | Verfahren zur gewinnung von reinstyrol aus einer pyrolysebenzinfraktion | |
| WO2000031007A1 (de) | Verfahren zur entfärbung von aus pyrolysebenzin gewonnenem, mit farbträgern verunreinigtem styrol | |
| DE1468566C3 (de) | Verfahren zur Isolierung von aromatischen Kohlenwasserstoffen aus Gemischen, die Alkene und stärker ungesättigte Verbindungen enthalten | |
| DE1229516B (de) | Verfahren zur Trennung von Alkohol-Alkylcinylaethergemischen | |
| DE2165454C3 (de) | Verfahren zur Gewinnung von Isopren aus Mischungen | |
| DE2263601A1 (de) | Verfahren zum abtrennen von cyclopentadien, cyclopenten und/oder pentadien-1,3 | |
| DE2332980B2 (de) | Verfahren zur Reinigung eines durch Epoxidation von Propylen mit einem aromatischen Hydroperoxid erhaltenen Propylenoxidstromes | |
| DE1103494B (de) | Verfahren zur katalytischen hydrierenden Entschwefelung von entasphaltierten, hochsiedenden Kohlenwasserstoffoelen | |
| DE1908868C3 (de) | Verfahren zur Herstellung eines paraffinischen, aromatenfreien Lösungsmittels für eßbare Öle | |
| DE1518240C (de) | Verfahren zur Reinigung von aroma tischen Kohlenwasserstoffen durch Destil lation | |
| DE640580C (de) | Verfahren zur Gewinnung wertvoller mehrkerniger Verbindungen aus Druckhydrierungsprodukten |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EF | Willingness to grant licences | ||
| 8339 | Ceased/non-payment of the annual fee |