CH625506A5 - Process for purifying alkylsulphonic acids - Google Patents
Process for purifying alkylsulphonic acids Download PDFInfo
- Publication number
- CH625506A5 CH625506A5 CH830977A CH830977A CH625506A5 CH 625506 A5 CH625506 A5 CH 625506A5 CH 830977 A CH830977 A CH 830977A CH 830977 A CH830977 A CH 830977A CH 625506 A5 CH625506 A5 CH 625506A5
- Authority
- CH
- Switzerland
- Prior art keywords
- ether
- sulfuric acid
- sulphoxidation
- acids
- aqueous
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 36
- 150000007513 acids Chemical class 0.000 title claims description 36
- 238000000034 method Methods 0.000 title claims description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 82
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 65
- 239000012071 phase Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 238000000926 separation method Methods 0.000 claims description 16
- 238000011084 recovery Methods 0.000 claims description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000009835 boiling Methods 0.000 claims description 11
- 239000012074 organic phase Substances 0.000 claims description 9
- 150000002170 ethers Chemical class 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- -1 methylbutyl Chemical group 0.000 claims description 7
- 238000011282 treatment Methods 0.000 claims description 7
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 6
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 claims 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 230000007613 environmental effect Effects 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 31
- 150000003460 sulfonic acids Chemical class 0.000 description 18
- 235000019441 ethanol Nutrition 0.000 description 15
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 238000001704 evaporation Methods 0.000 description 10
- 230000008020 evaporation Effects 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 238000004064 recycling Methods 0.000 description 5
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 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 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 159000000011 group IA salts Chemical class 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910021653 sulphate ion Inorganic materials 0.000 description 3
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000005909 ethyl alcohol group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000002351 wastewater Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19155/77A IT1074825B (it) | 1977-01-11 | 1977-01-11 | Procedimento per la purificazione di acidi alchilsolfonici |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH625506A5 true CH625506A5 (en) | 1981-09-30 |
Family
ID=11155338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH830977A CH625506A5 (en) | 1977-01-11 | 1977-07-06 | Process for purifying alkylsulphonic acids |
Country Status (7)
| Country | Link |
|---|---|
| CH (1) | CH625506A5 (en, 2012) |
| DE (1) | DE2730245A1 (en, 2012) |
| ES (1) | ES460504A1 (en, 2012) |
| FR (1) | FR2376842A1 (en, 2012) |
| GB (1) | GB1532207A (en, 2012) |
| IT (1) | IT1074825B (en, 2012) |
| YU (1) | YU166077A (en, 2012) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3004651A1 (de) * | 1980-02-08 | 1981-08-13 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur abtrennung von sulfonsaeuren aus dem bei der umsetzung von paraffinen mit schwefeldioxid, sauerstoff und wasser in gegenwart von uv-licht erhaltenem reaktionsprodukt |
| DE3048058C2 (de) * | 1980-12-19 | 1983-04-28 | Hoechst Ag, 6230 Frankfurt | Verfahren zur Abtrennung von Schwefelsäure aus dem bei der Sulfoxidation von n-Paraffinen anfallenden rohen Sulfonierungsgemisch |
| DE3210573A1 (de) * | 1982-03-23 | 1983-10-06 | Hoechst Ag | Verfahren zum abtrennen von schwefelsaeure aus dem bei der sulfoxidation von paraffinen anfallenden reaktionsgemisch |
| IT1191720B (it) * | 1986-03-27 | 1988-03-23 | Eniricerche Spa | Procedimento per la estrazione di paraffine da miscele delle stesse con acidi alcansolfonici |
| IT1196982B (it) * | 1986-07-23 | 1988-11-25 | Eniricerche Spa | Procedimento di estrazione di paraffine da miscele contenenti le stesse ed acidi alcansolfonici |
| DE3639464A1 (de) * | 1986-11-18 | 1988-05-19 | Hoechst Ag | Verfahren zur isolierung von alkalisulfat-armen paraffinsulfonaten und schwefelsaeure aus paraffin-sulfoxidation-reaktionsgemischen ohne zwangsanfall von natriumsulfat |
| DE102007020697A1 (de) | 2007-05-03 | 2008-11-06 | Clariant International Ltd. | Verfahren zur Isolierung konzentrierter Paraffinsulfonsäuren |
| DE102008032723A1 (de) | 2008-07-11 | 2010-01-14 | Clariant International Limited | Verfahren zur Isolierung von Paraffinsulfonsäuren |
| DE102014009835B4 (de) | 2014-07-03 | 2020-12-24 | Weylchem Wiesbaden Gmbh | Verfahren zur Herstellung sekundärer Natrium-Alkansulfonate |
-
1977
- 1977-01-11 IT IT19155/77A patent/IT1074825B/it active
- 1977-07-05 YU YU01660/77A patent/YU166077A/xx unknown
- 1977-07-05 DE DE19772730245 patent/DE2730245A1/de not_active Withdrawn
- 1977-07-06 FR FR7720775A patent/FR2376842A1/fr active Granted
- 1977-07-06 CH CH830977A patent/CH625506A5/it not_active IP Right Cessation
- 1977-07-07 ES ES460504A patent/ES460504A1/es not_active Expired
- 1977-07-08 GB GB28815/77A patent/GB1532207A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2376842A1 (fr) | 1978-08-04 |
| YU166077A (en) | 1982-06-30 |
| FR2376842B1 (en, 2012) | 1980-08-22 |
| IT1074825B (it) | 1985-04-20 |
| GB1532207A (en) | 1978-11-15 |
| ES460504A1 (es) | 1978-05-16 |
| DE2730245A1 (de) | 1978-07-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |