CA1205490A - Process for the preparation of anhydrous alkane sulfonic acids - Google Patents
Process for the preparation of anhydrous alkane sulfonic acidsInfo
- Publication number
- CA1205490A CA1205490A CA000397124A CA397124A CA1205490A CA 1205490 A CA1205490 A CA 1205490A CA 000397124 A CA000397124 A CA 000397124A CA 397124 A CA397124 A CA 397124A CA 1205490 A CA1205490 A CA 1205490A
- Authority
- CA
- Canada
- Prior art keywords
- sulfonic acid
- alkane sulfonic
- acid solution
- aqueous
- moisture absorbing
- 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
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract description 69
- 238000000034 method Methods 0.000 title claims abstract description 62
- 150000003460 sulfonic acids Chemical class 0.000 title description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 64
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000009835 boiling Methods 0.000 claims abstract description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 51
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 26
- 239000007788 liquid Substances 0.000 claims description 5
- 230000036571 hydration Effects 0.000 claims description 3
- 238000006703 hydration reaction Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims 1
- -1 alkane sulfonic acids Chemical class 0.000 abstract description 15
- 239000007864 aqueous solution Substances 0.000 abstract description 8
- 239000000243 solution Substances 0.000 abstract description 5
- 230000001105 regulatory effect Effects 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 25
- 239000007789 gas Substances 0.000 description 21
- 239000002253 acid Substances 0.000 description 13
- 239000008246 gaseous mixture Substances 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- 239000007857 degradation product Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 239000011344 liquid material Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 235000019645 odor Nutrition 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- OGNVQLDIPUXYDH-ZPKKHLQPSA-N (2R,3R,4S)-3-(2-methylpropanoylamino)-4-(4-phenyltriazol-1-yl)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid Chemical compound CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(O)=O)=C[C@@H]1N1N=NC(C=2C=CC=CC=2)=C1 OGNVQLDIPUXYDH-ZPKKHLQPSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 240000001973 Ficus microcarpa Species 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052614 beryl Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229910001120 nichrome Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000009736 wetting Methods 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24913981A | 1981-03-30 | 1981-03-30 | |
| US249,139 | 1981-03-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1205490A true CA1205490A (en) | 1986-06-03 |
Family
ID=22942205
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000397124A Expired CA1205490A (en) | 1981-03-30 | 1982-02-25 | Process for the preparation of anhydrous alkane sulfonic acids |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0062136B1 (enExample) |
| JP (1) | JPS57175159A (enExample) |
| CA (1) | CA1205490A (enExample) |
| DE (1) | DE3266452D1 (enExample) |
| MX (1) | MX155820A (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0139039B1 (de) * | 1983-10-26 | 1987-10-21 | Dr.Ing. Max Schlötter GmbH & Co. KG | Entmetallisierungsbad und Verfahren zum elektrolytischen Abziehen von Metallen von Titan als Grundmetall |
| JP5832438B2 (ja) * | 2009-11-03 | 2015-12-16 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | メタンスルホン酸水性溶液を取り扱う方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3729507A (en) * | 1970-08-10 | 1973-04-24 | Marathon Oil Co | Purification of alkane sulfonate products |
| US4035242A (en) * | 1975-09-29 | 1977-07-12 | Ppg Industries, Inc. | Distillative purification of alkane sulfonic acids |
| DD146045A1 (de) * | 1979-09-24 | 1981-01-21 | Hermann G Hauthal | Verfahren zur gewinnung von sulfonaten aus verduennten waessrigen,salzhaltigen sulfonatloesungen |
-
1982
- 1982-01-21 EP EP19820100421 patent/EP0062136B1/en not_active Expired
- 1982-01-21 DE DE8282100421T patent/DE3266452D1/de not_active Expired
- 1982-02-25 CA CA000397124A patent/CA1205490A/en not_active Expired
- 1982-03-29 MX MX19203382A patent/MX155820A/es unknown
- 1982-03-30 JP JP5026882A patent/JPS57175159A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE3266452D1 (en) | 1985-10-31 |
| EP0062136B1 (en) | 1985-09-25 |
| JPH0212215B2 (enExample) | 1990-03-19 |
| MX155820A (es) | 1988-05-09 |
| JPS57175159A (en) | 1982-10-28 |
| EP0062136A1 (en) | 1982-10-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |