CA1120054A - Extraction process - Google Patents
Extraction processInfo
- Publication number
- CA1120054A CA1120054A CA000289302A CA289302A CA1120054A CA 1120054 A CA1120054 A CA 1120054A CA 000289302 A CA000289302 A CA 000289302A CA 289302 A CA289302 A CA 289302A CA 1120054 A CA1120054 A CA 1120054A
- Authority
- CA
- Canada
- Prior art keywords
- ketone
- feedstock
- acetate
- sulphated
- active material
- 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
- 238000000605 extraction Methods 0.000 title description 20
- 150000002576 ketones Chemical class 0.000 claims abstract description 37
- 239000011149 active material Substances 0.000 claims abstract description 28
- -1 C6 alkyl acetate Chemical compound 0.000 claims abstract description 27
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims abstract description 25
- 238000000034 method Methods 0.000 claims abstract description 24
- 239000005416 organic matter Substances 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000000284 extract Substances 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 235000011149 sulphuric acid Nutrition 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical group CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 9
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 9
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 9
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229910052920 inorganic sulfate Inorganic materials 0.000 claims description 5
- 229940011051 isopropyl acetate Drugs 0.000 claims description 4
- 239000011368 organic material Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 3
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 description 11
- 150000003333 secondary alcohols Chemical class 0.000 description 7
- 239000001117 sulphuric acid Substances 0.000 description 7
- 238000006386 neutralization reaction Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000001242 acetic acid derivatives Chemical class 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 239000012223 aqueous fraction Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- ZLCCLBKPLLUIJC-UHFFFAOYSA-L disodium tetrasulfane-1,4-diide Chemical compound [Na+].[Na+].[S-]SS[S-] ZLCCLBKPLLUIJC-UHFFFAOYSA-L 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000009938 salting Methods 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 229910021653 sulphate ion Inorganic materials 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000006696 Catha edulis Nutrition 0.000 description 1
- 240000007681 Catha edulis Species 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical class N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 235000010269 sulphur dioxide Nutrition 0.000 description 1
- 239000004291 sulphur dioxide Substances 0.000 description 1
- 150000008053 sultones Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB49831/76 | 1976-11-30 | ||
| GB4983176A GB1553386A (en) | 1976-11-30 | 1976-11-30 | Extraction of non-surface active material from aqueous sulphated or sulphonated organic matter |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1120054A true CA1120054A (en) | 1982-03-16 |
Family
ID=10453710
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000289302A Expired CA1120054A (en) | 1976-11-30 | 1977-10-24 | Extraction process |
Country Status (12)
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB480904A (en) * | 1935-12-24 | 1938-03-02 | Bataafsche Petroleum | A process for refining capillary-active alkyl esters of sulphuric acid and/or salts thereof in aqueous solutions |
| GB480940A (en) * | 1936-10-10 | 1938-03-02 | Bataafsche Petroleum | A process for preparing pure or substantially pure salts of acid esters of polybasic inorganic acids |
| US2700052A (en) * | 1952-03-25 | 1955-01-18 | Kellogg M W Co | Preparation of detergent compositions |
| GB1099784A (en) * | 1965-05-05 | 1968-01-17 | British Hydrocarbon Chem Ltd | Separating alkane sulphonic acids from mixtures |
| FR1547452A (fr) * | 1967-06-12 | 1968-11-29 | Aquitaine Petrole | Procédé de préparation d'acides sulfoniques et de sulfonates organiques |
| US3888917A (en) * | 1968-09-27 | 1975-06-10 | Marathon Oil Co | Organic sulfonate extraction process |
-
1976
- 1976-11-30 GB GB4983176A patent/GB1553386A/en not_active Expired
-
1977
- 1977-10-24 CA CA000289302A patent/CA1120054A/en not_active Expired
- 1977-11-25 BE BE1008543A patent/BE861192A/xx not_active IP Right Cessation
- 1977-11-25 IT IT3009577A patent/IT1143719B/it active
- 1977-11-28 AU AU31018/77A patent/AU510816B2/en not_active Expired
- 1977-11-28 DE DE19772753024 patent/DE2753024A1/de active Granted
- 1977-11-28 CS CS785077A patent/CS207487B2/cs unknown
- 1977-11-28 ES ES464545A patent/ES464545A1/es not_active Expired
- 1977-11-28 JP JP14170377A patent/JPS5368728A/ja active Pending
- 1977-11-28 FR FR7735730A patent/FR2371952A1/fr active Granted
- 1977-11-28 SE SE7713444A patent/SE442296B/sv not_active IP Right Cessation
- 1977-11-28 NL NL7713059A patent/NL7713059A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| AU510816B2 (en) | 1980-07-17 |
| GB1553386A (en) | 1979-09-26 |
| ES464545A1 (es) | 1978-09-01 |
| CS207487B2 (en) | 1981-07-31 |
| DE2753024A1 (de) | 1978-06-01 |
| BE861192A (nl) | 1978-05-25 |
| FR2371952A1 (fr) | 1978-06-23 |
| NL7713059A (nl) | 1978-06-01 |
| SE442296B (sv) | 1985-12-16 |
| SE7713444L (sv) | 1978-05-31 |
| FR2371952B1 (enrdf_load_stackoverflow) | 1981-01-09 |
| IT1143719B (it) | 1986-10-22 |
| DE2753024C2 (enrdf_load_stackoverflow) | 1989-10-05 |
| AU3101877A (en) | 1979-06-07 |
| JPS5368728A (en) | 1978-06-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |