IL24353A - Pure aromatic hydrocarbons and their recovery by extraction or extractive distillation with solvent mixtures - Google Patents
Pure aromatic hydrocarbons and their recovery by extraction or extractive distillation with solvent mixturesInfo
- Publication number
- IL24353A IL24353A IL24353A IL2435365A IL24353A IL 24353 A IL24353 A IL 24353A IL 24353 A IL24353 A IL 24353A IL 2435365 A IL2435365 A IL 2435365A IL 24353 A IL24353 A IL 24353A
- Authority
- IL
- Israel
- Prior art keywords
- solvent
- process according
- aromatic hydrocarbons
- aromatic
- solvents
- Prior art date
Links
- 239000011877 solvent mixture Substances 0.000 title claims description 14
- 238000000605 extraction Methods 0.000 title claims description 13
- 238000000895 extractive distillation Methods 0.000 title claims description 7
- 238000011084 recovery Methods 0.000 title claims description 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims 6
- 239000002904 solvent Substances 0.000 claims description 59
- 239000000203 mixture Substances 0.000 claims description 33
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 31
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 16
- 238000009835 boiling Methods 0.000 claims description 14
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 3
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 239000012296 anti-solvent Substances 0.000 claims description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims 1
- 239000003125 aqueous solvent Substances 0.000 claims 1
- TVSPOLBJUVJVCV-UHFFFAOYSA-N benzene;heptane Chemical compound C1=CC=CC=C1.CCCCCCC TVSPOLBJUVJVCV-UHFFFAOYSA-N 0.000 claims 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 229960004063 propylene glycol Drugs 0.000 claims 1
- 235000013772 propylene glycol Nutrition 0.000 claims 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000000284 extract Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- -1 Diethanolamine Aniline Butyrolactone Phenol Chemical compound 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 238000010586 diagram Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000003849 aromatic solvent Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- VPVXHAANQNHFSF-UHFFFAOYSA-N 1,4-dioxan-2-one Chemical compound O=C1COCCO1 VPVXHAANQNHFSF-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ATBMAWZNCXIFJF-UHFFFAOYSA-N ethene thiolane 1,1-dioxide Chemical group C=C.O=S1(=O)CCCC1 ATBMAWZNCXIFJF-UHFFFAOYSA-N 0.000 description 1
- 229940093476 ethylene glycol Drugs 0.000 description 1
- ANAGEECPKFGKEL-UHFFFAOYSA-N furan-2-carbaldehyde;phenol Chemical compound OC1=CC=CC=C1.O=CC1=CC=CO1 ANAGEECPKFGKEL-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000010587 phase diagram Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0488—Flow sheets
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/10—Purification; Separation; Use of additives by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
-
- 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
- C10G21/16—Oxygen-containing compounds
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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM0062610 | 1964-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL24353A true IL24353A (en) | 1969-06-25 |
Family
ID=7310507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL24353A IL24353A (en) | 1964-09-29 | 1965-09-22 | Pure aromatic hydrocarbons and their recovery by extraction or extractive distillation with solvent mixtures |
Country Status (6)
| Country | Link |
|---|---|
| US (5) | US3366568A (cs) |
| BE (1) | BE670244A (cs) |
| CS (1) | CS171199B2 (cs) |
| DK (1) | DK116889B (cs) |
| GB (1) | GB1110855A (cs) |
| IL (1) | IL24353A (cs) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1568940C3 (de) * | 1966-12-19 | 1978-12-07 | Krupp-Koppers Gmbh, 4300 Essen | Verfahren zur Abtrennung von Aromaten aus Kohlenwasserstoffgemischen beliebigen Aromatengehaltes |
| DE1902461A1 (de) * | 1969-01-18 | 1970-07-23 | Basf Ag | Verfahren zur Gewinnung von aromatischen Kohlenwasserstoffen durch selektive Extraktion und/oder extraktive Destillation von Kohlenwasserstoffgemischen |
| US3546108A (en) * | 1969-03-17 | 1970-12-08 | Sun Oil Co | Novel solvent for the extraction of aromatic hydrocarbons from hydrocarbon mixtures and the process for use thereof |
| US3862254A (en) * | 1970-10-16 | 1975-01-21 | Air Prod & Chem | Production of aromatic hydrocarbons |
| US4013549A (en) * | 1972-12-01 | 1977-03-22 | Exxon Research And Engineering Company | Lube extraction with NMP/phenol/water mixtures |
| US4053369A (en) * | 1974-05-30 | 1977-10-11 | Phillips Petroleum Company | Extractive distillation |
| DE2745672A1 (de) * | 1977-10-11 | 1979-04-12 | Metallgesellschaft Ag | Verfahren zur gewinnung von aromatenfreiem n-hexan |
| US4382855A (en) * | 1981-10-28 | 1983-05-10 | Ashland Oil, Inc. | Process for removal of hydroxy- and/or mercapto-substituted hydrocarbons from coal liquids |
| US4909927A (en) * | 1985-12-31 | 1990-03-20 | Exxon Research And Engineering Company | Extraction of hydrocarbon oils using a combination polar extraction solvent-aliphatic-aromatic or polar extraction solvent-polar substituted naphthenes extraction solvent mixture |
| US5092983A (en) * | 1986-09-12 | 1992-03-03 | The Standard Oil Company | Process for separating extractable organic material from compositions comprising said extractable organic material intermixed with solids and water using a solvent mixture |
| US4948472A (en) * | 1989-07-12 | 1990-08-14 | Phillips Petroleum Company | Extractive distillation of hydrocarbon mixtures employing mixed solvent |
| US5055162A (en) * | 1990-05-21 | 1991-10-08 | Phillips Petroleum Company | Extractive distillation of cycloalkane/alkane feeds |
| US5106459A (en) * | 1990-12-14 | 1992-04-21 | Lloyd Berg | Separation of p-menthane from p-cymene by extractive distillation |
| US5160414A (en) * | 1991-07-19 | 1992-11-03 | Phillips Petroleum Company | Extractive distillation of alcohol/ether/hydrocarbon mixtures |
| RU2202529C2 (ru) * | 2001-05-04 | 2003-04-20 | Белорусский государственный технологический университет | Способ экстракции ароматических углеводородов |
| CN119979215A (zh) * | 2023-11-10 | 2025-05-13 | 中国石油天然气集团有限公司 | 萃取精馏柴油中芳烃的复合溶剂及应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1976544A (en) * | 1932-05-06 | 1934-10-09 | Standard Oil Co | Method of treating mineral lubricating oils |
| US2128958A (en) * | 1933-05-05 | 1938-09-06 | Ig Farbenindustrie Ag | Refining mineral lubricating oils |
| US2109476A (en) * | 1934-10-17 | 1938-03-01 | Atlantic Refining Co | Hydrocarbon oil treatment |
| US2191767A (en) * | 1934-12-15 | 1940-02-27 | Pennsylvania Petroleum Res Cor | Process for treating mineral oils |
| US2287736A (en) * | 1939-05-16 | 1942-06-23 | Atlantic Refining Co | Production of motor fuels by solvent extraction |
| US2396299A (en) * | 1940-08-21 | 1946-03-12 | Standard Oil Dev Co | Refining hydrocarbon oils |
| US2663670A (en) * | 1951-12-04 | 1953-12-22 | Socony Vacuum Oil Co Inc | Solvent extraction |
| US3092570A (en) * | 1960-08-01 | 1963-06-04 | Socony Mobil Oil Co Inc | Removal of aromatic hydrocarbons from jet fuel mixtures |
-
1965
- 1965-09-21 CS CS5752A patent/CS171199B2/cs unknown
- 1965-09-22 IL IL24353A patent/IL24353A/en unknown
- 1965-09-28 US US490818A patent/US3366568A/en not_active Expired - Lifetime
- 1965-09-28 DK DK500765AA patent/DK116889B/da unknown
- 1965-09-28 BE BE670244D patent/BE670244A/xx unknown
- 1965-09-29 GB GB41388/65A patent/GB1110855A/en not_active Expired
-
1967
- 1967-12-20 US US692016A patent/US3415739A/en not_active Expired - Lifetime
- 1967-12-20 US US692019A patent/US3415742A/en not_active Expired - Lifetime
- 1967-12-20 US US692018A patent/US3415741A/en not_active Expired - Lifetime
- 1967-12-20 US US692017A patent/US3415740A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CS171199B2 (cs) | 1976-10-29 |
| US3415739A (en) | 1968-12-10 |
| GB1110855A (en) | 1968-04-24 |
| US3415740A (en) | 1968-12-10 |
| BE670244A (cs) | 1966-01-17 |
| US3366568A (en) | 1968-01-30 |
| DK116889B (da) | 1970-02-23 |
| US3415741A (en) | 1968-12-10 |
| US3415742A (en) | 1968-12-10 |
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