DE3119540A1 - Verfahren zur gewinnung eines konjugierten diolefinsaus einem c(pfeil abwaerts)4(pfeil abwaerts)- oder c(pfeil abwaerts)5(pfeil abwaerts)-kohlenwasserstoffgemisch - Google Patents
Verfahren zur gewinnung eines konjugierten diolefinsaus einem c(pfeil abwaerts)4(pfeil abwaerts)- oder c(pfeil abwaerts)5(pfeil abwaerts)-kohlenwasserstoffgemischInfo
- Publication number
- DE3119540A1 DE3119540A1 DE19813119540 DE3119540A DE3119540A1 DE 3119540 A1 DE3119540 A1 DE 3119540A1 DE 19813119540 DE19813119540 DE 19813119540 DE 3119540 A DE3119540 A DE 3119540A DE 3119540 A1 DE3119540 A1 DE 3119540A1
- Authority
- DE
- Germany
- Prior art keywords
- solvent
- thin
- regenerated
- selective solvent
- evaporation zone
- 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.)
- Withdrawn
Links
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- 238000000034 method Methods 0.000 title claims abstract description 24
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- 239000004215 Carbon black (E152) Substances 0.000 title claims description 17
- 239000002904 solvent Substances 0.000 claims abstract description 99
- 239000010409 thin film Substances 0.000 claims abstract description 48
- 238000001704 evaporation Methods 0.000 claims abstract description 30
- 230000008020 evaporation Effects 0.000 claims abstract description 30
- 238000000895 extractive distillation Methods 0.000 claims abstract description 30
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 150000001993 dienes Chemical class 0.000 claims abstract description 22
- 239000012535 impurity Substances 0.000 claims abstract description 17
- 238000009835 boiling Methods 0.000 claims abstract description 15
- 238000000746 purification Methods 0.000 claims abstract description 7
- 238000004064 recycling Methods 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000003960 organic solvent Substances 0.000 claims description 10
- 230000008929 regeneration Effects 0.000 claims description 10
- 238000011069 regeneration method Methods 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 3
- -1 aliphatic acid amides Chemical class 0.000 description 32
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- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
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- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 2
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- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- GDHRQDYGUDOEIZ-UHFFFAOYSA-N n,n,2-trimethylpropan-1-amine Chemical compound CC(C)CN(C)C GDHRQDYGUDOEIZ-UHFFFAOYSA-N 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical class CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- TWSRVQVEYJNFKQ-UHFFFAOYSA-N pentyl propanoate Chemical compound CCCCCOC(=O)CC TWSRVQVEYJNFKQ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical group 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- AHIHJODVQGBOND-UHFFFAOYSA-N propan-2-yl hydrogen carbonate Chemical compound CC(C)OC(O)=O AHIHJODVQGBOND-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 150000005619 secondary aliphatic amines Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- HVZJRWJGKQPSFL-UHFFFAOYSA-N tert-Amyl methyl ether Chemical compound CCC(C)(C)OC HVZJRWJGKQPSFL-UHFFFAOYSA-N 0.000 description 1
- 150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/40—Extractive distillation
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813119540 DE3119540A1 (de) | 1981-05-16 | 1981-05-16 | Verfahren zur gewinnung eines konjugierten diolefinsaus einem c(pfeil abwaerts)4(pfeil abwaerts)- oder c(pfeil abwaerts)5(pfeil abwaerts)-kohlenwasserstoffgemisch |
| DE8282103839T DE3260874D1 (en) | 1981-05-16 | 1982-05-05 | Process for obtaining a conjugated diolefine from a c4-c5 hydrocarbon mixture |
| CA000402343A CA1182774A (en) | 1981-05-16 | 1982-05-05 | Obtaining a conjugated diolefin from a mixture of c.sub.4 or c.sub.5 hydrocarbons |
| EP82103839A EP0065194B1 (de) | 1981-05-16 | 1982-05-05 | Verfahren zur Gewinnung eines konjugierten Diolefins aus einem C4- oder C5-Kohlenwasserstoffgemisch |
| AT82103839T ATE9683T1 (de) | 1981-05-16 | 1982-05-05 | Verfahren zur gewinnung eines konjugierten diolefins aus einem c4- oder c5kohlenwasserstoffgemisch. |
| JP57078499A JPS5832685A (ja) | 1981-05-16 | 1982-05-12 | Ｃ↓４‐又はｃ↓５‐酸化水素混合物から共役ジオレフインを収得する方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813119540 DE3119540A1 (de) | 1981-05-16 | 1981-05-16 | Verfahren zur gewinnung eines konjugierten diolefinsaus einem c(pfeil abwaerts)4(pfeil abwaerts)- oder c(pfeil abwaerts)5(pfeil abwaerts)-kohlenwasserstoffgemisch |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3119540A1 true DE3119540A1 (de) | 1982-12-02 |
Family
ID=6132492
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813119540 Withdrawn DE3119540A1 (de) | 1981-05-16 | 1981-05-16 | Verfahren zur gewinnung eines konjugierten diolefinsaus einem c(pfeil abwaerts)4(pfeil abwaerts)- oder c(pfeil abwaerts)5(pfeil abwaerts)-kohlenwasserstoffgemisch |
| DE8282103839T Expired DE3260874D1 (en) | 1981-05-16 | 1982-05-05 | Process for obtaining a conjugated diolefine from a c4-c5 hydrocarbon mixture |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8282103839T Expired DE3260874D1 (en) | 1981-05-16 | 1982-05-05 | Process for obtaining a conjugated diolefine from a c4-c5 hydrocarbon mixture |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0065194B1 (enExample) |
| JP (1) | JPS5832685A (enExample) |
| AT (1) | ATE9683T1 (enExample) |
| CA (1) | CA1182774A (enExample) |
| DE (2) | DE3119540A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH067780Y2 (ja) * | 1984-11-20 | 1994-03-02 | 徳山曹達株式会社 | 液体混合物の分離装置 |
| DE3710434A1 (de) * | 1987-03-28 | 1988-10-06 | Basf Ag | Verfahren zur gewinnung von 1,3-butadien |
| DE4131938A1 (de) * | 1991-09-25 | 1993-04-01 | Krupp Koppers Gmbh | Verfahren zur aufarbeitung des sumpfproduktes einer extraktivdestillation zur gewinnung reiner kohlenwasserstoffe |
| EP0969074B1 (en) | 1997-03-11 | 2006-05-10 | Nippon Zeon Co., Ltd. | Process for preparing purified conjugated diene |
| PT1437336E (pt) * | 2001-09-28 | 2012-07-10 | Zeon Corp | Processo de separação/purificação de dienos conjugados e aparelho de separação/purificação |
| US7348466B2 (en) * | 2005-04-13 | 2008-03-25 | Equistar Chemicals, Lp | Solvent extraction |
| ITTV20130045A1 (it) | 2013-04-09 | 2014-10-10 | Northwave Srl | Dispositivo di serraggio |
| PL248159B1 (pl) * | 2023-06-12 | 2025-10-27 | Siec Badawcza Lukasiewicz Inst Chemii Przemyslowej Imienia Profesora Ignacego Moscickiego | Sposób regeneracji rozpuszczalnika stosowanego w destylacji ekstrakcyjnej mieszanin węglowodorów nienasyconych C4 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3000794A (en) * | 1958-05-19 | 1961-09-19 | Petro Tex Chem Corp | Extractive distillation of vinyl acetylene in the purification of butadiene |
| DE1443987A1 (de) * | 1962-05-08 | 1969-03-20 | Harpener Bergbau Ag | Extraktiv-Destillation |
| JPS5329153B2 (enExample) * | 1974-03-29 | 1978-08-18 |
-
1981
- 1981-05-16 DE DE19813119540 patent/DE3119540A1/de not_active Withdrawn
-
1982
- 1982-05-05 DE DE8282103839T patent/DE3260874D1/de not_active Expired
- 1982-05-05 AT AT82103839T patent/ATE9683T1/de not_active IP Right Cessation
- 1982-05-05 CA CA000402343A patent/CA1182774A/en not_active Expired
- 1982-05-05 EP EP82103839A patent/EP0065194B1/de not_active Expired
- 1982-05-12 JP JP57078499A patent/JPS5832685A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5832685A (ja) | 1983-02-25 |
| EP0065194A1 (de) | 1982-11-24 |
| JPH0245672B2 (enExample) | 1990-10-11 |
| EP0065194B1 (de) | 1984-10-03 |
| CA1182774A (en) | 1985-02-19 |
| ATE9683T1 (de) | 1984-10-15 |
| DE3260874D1 (en) | 1984-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |