DE1668015A1 - Verfahren zur Gewinnung von Isopren aus im wesentlichen paraffin- und olefinfreien C5-Fraktionen - Google Patents
Verfahren zur Gewinnung von Isopren aus im wesentlichen paraffin- und olefinfreien C5-FraktionenInfo
- Publication number
- DE1668015A1 DE1668015A1 DE19671668015 DE1668015A DE1668015A1 DE 1668015 A1 DE1668015 A1 DE 1668015A1 DE 19671668015 DE19671668015 DE 19671668015 DE 1668015 A DE1668015 A DE 1668015A DE 1668015 A1 DE1668015 A1 DE 1668015A1
- Authority
- DE
- Germany
- Prior art keywords
- isoprene
- cyclopentene
- aniline
- cyclopentane
- column
- 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
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title claims description 26
- 238000000034 method Methods 0.000 title claims description 9
- 239000012188 paraffin wax Substances 0.000 title description 2
- 238000011084 recovery Methods 0.000 title description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 26
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims description 20
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 11
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 8
- 238000000895 extractive distillation Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 4
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- OXHFLUZEVFZEEF-UHFFFAOYSA-N acetonitrile;aniline Chemical compound CC#N.NC1=CC=CC=C1 OXHFLUZEVFZEEF-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001940 cyclopentanes Chemical class 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/20—Nitrogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
- C07C7/05—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds
- C07C7/08—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds by extractive distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19671668015 DE1668015A1 (de) | 1967-09-05 | 1967-09-05 | Verfahren zur Gewinnung von Isopren aus im wesentlichen paraffin- und olefinfreien C5-Fraktionen |
| NL6812315A NL6812315A (OSRAM) | 1967-09-05 | 1968-08-29 | |
| US756445A US3497566A (en) | 1967-09-05 | 1968-08-30 | Process for the production of isoprene from c5-fractions substantially free of paraffins and olefins by extractive distillation of cyclopentadiene with aniline |
| BE720389D BE720389A (OSRAM) | 1967-09-05 | 1968-09-04 | |
| GB40442/68A GB1241584A (en) | 1967-09-05 | 1968-09-05 | A process for the production of isoprene from c5-fractions |
| FR1586472D FR1586472A (OSRAM) | 1967-09-05 | 1968-09-05 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19671668015 DE1668015A1 (de) | 1967-09-05 | 1967-09-05 | Verfahren zur Gewinnung von Isopren aus im wesentlichen paraffin- und olefinfreien C5-Fraktionen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1668015A1 true DE1668015A1 (de) | 1971-07-15 |
Family
ID=5686037
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671668015 Pending DE1668015A1 (de) | 1967-09-05 | 1967-09-05 | Verfahren zur Gewinnung von Isopren aus im wesentlichen paraffin- und olefinfreien C5-Fraktionen |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3497566A (OSRAM) |
| BE (1) | BE720389A (OSRAM) |
| DE (1) | DE1668015A1 (OSRAM) |
| FR (1) | FR1586472A (OSRAM) |
| GB (1) | GB1241584A (OSRAM) |
| NL (1) | NL6812315A (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4482433A (en) * | 1982-07-30 | 1984-11-13 | Phillips Petroleum Company | Purification |
| WO2016097999A1 (en) | 2014-12-18 | 2016-06-23 | Sabic Global Technologies B.V. | Isoprene extraction with preserved c5 feedstock |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2366361A (en) * | 1939-09-30 | 1945-01-02 | Goodrich Co B F | Purification of butadiene |
| BE672305A (OSRAM) * | 1962-05-18 | |||
| DE1211738B (de) * | 1962-12-22 | 1966-03-03 | Erdoelchemie Gmbh | Verfahren zur Trennung von C-Kohlenwasserstoffgemischen, die paraffinische, monoolefinische und diolefinische C-Kohlen-wasserstoffe enthalten |
| US3284339A (en) * | 1963-03-25 | 1966-11-08 | Phillips Petroleum Co | Process for separation of hydrocarbons from more saturated hydrocarbons with ethylene diamine solvent |
| DE1232575B (de) * | 1964-03-06 | 1967-01-19 | Basf Ag | Verfahren zur Gewinnung von Cyclopentadien |
-
1967
- 1967-09-05 DE DE19671668015 patent/DE1668015A1/de active Pending
-
1968
- 1968-08-29 NL NL6812315A patent/NL6812315A/xx unknown
- 1968-08-30 US US756445A patent/US3497566A/en not_active Expired - Lifetime
- 1968-09-04 BE BE720389D patent/BE720389A/xx unknown
- 1968-09-05 GB GB40442/68A patent/GB1241584A/en not_active Expired
- 1968-09-05 FR FR1586472D patent/FR1586472A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3497566A (en) | 1970-02-24 |
| GB1241584A (en) | 1971-08-04 |
| NL6812315A (OSRAM) | 1969-03-07 |
| FR1586472A (OSRAM) | 1970-02-20 |
| BE720389A (OSRAM) | 1969-03-04 |
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