DE2339463A1 - Verfahren zur herstellung eines methallylsulfonats - Google Patents
Verfahren zur herstellung eines methallylsulfonatsInfo
- Publication number
- DE2339463A1 DE2339463A1 DE19732339463 DE2339463A DE2339463A1 DE 2339463 A1 DE2339463 A1 DE 2339463A1 DE 19732339463 DE19732339463 DE 19732339463 DE 2339463 A DE2339463 A DE 2339463A DE 2339463 A1 DE2339463 A1 DE 2339463A1
- Authority
- DE
- Germany
- Prior art keywords
- sulfur trioxide
- isobutylene
- complex
- reaction
- temperature
- 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.)
- Pending
Links
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 title claims abstract description 33
- -1 Methallyl sulphonate Chemical compound 0.000 title description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 239000012442 inert solvent Substances 0.000 claims abstract description 7
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 104
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 29
- 150000003462 sulfoxides Chemical class 0.000 claims description 20
- 239000007795 chemical reaction product Substances 0.000 claims description 15
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 3
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical compound CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 abstract description 3
- 229920001577 copolymer Polymers 0.000 abstract description 2
- 230000003472 neutralizing effect Effects 0.000 abstract description 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- SZHIIIPPJJXYRY-UHFFFAOYSA-M sodium;2-methylprop-2-ene-1-sulfonate Chemical compound [Na+].CC(=C)CS([O-])(=O)=O SZHIIIPPJJXYRY-UHFFFAOYSA-M 0.000 description 16
- 238000006277 sulfonation reaction Methods 0.000 description 15
- 239000000243 solution Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- UXEUPWBGAVVPSF-UHFFFAOYSA-N 1-propylsulfinylbutane Chemical compound CCCCS(=O)CCC UXEUPWBGAVVPSF-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000002431 foraging effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000005259 measurement 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
- 239000002904 solvent Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 description 1
- 241001550224 Apha Species 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000002996 emotional effect Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000008053 sultones Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
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 |
|---|---|---|---|
| JP7899672A JPS5118935B2 (enrdf_load_stackoverflow) | 1972-08-07 | 1972-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2339463A1 true DE2339463A1 (de) | 1974-03-07 |
Family
ID=13677490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732339463 Pending DE2339463A1 (de) | 1972-08-07 | 1973-08-03 | Verfahren zur herstellung eines methallylsulfonats |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5118935B2 (enrdf_load_stackoverflow) |
| DE (1) | DE2339463A1 (enrdf_load_stackoverflow) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4414342A (en) * | 1981-12-07 | 1983-11-08 | Borg-Warner Corporation | Glass-filled thermoplastic resins |
| EP4105205A4 (en) * | 2020-02-14 | 2024-01-17 | Sumitomo Seika Chemicals Co., Ltd. | METHOD FOR PRODUCING METHYLENE DISULFONATE COMPOUND |
| EP4105198A4 (en) * | 2020-02-14 | 2024-03-20 | Sumitomo Seika Chemicals Co., Ltd. | METHOD FOR PRODUCING ALCANEDISULFONIC ACID COMPOUND |
| CN115052858A (zh) * | 2020-02-14 | 2022-09-13 | 住友精化株式会社 | 烷烃二磺酸化合物的制造方法 |
-
1972
- 1972-08-07 JP JP7899672A patent/JPS5118935B2/ja not_active Expired
-
1973
- 1973-08-03 DE DE19732339463 patent/DE2339463A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5118935B2 (enrdf_load_stackoverflow) | 1976-06-14 |
| JPS4935333A (enrdf_load_stackoverflow) | 1974-04-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2339463A1 (de) | Verfahren zur herstellung eines methallylsulfonats | |
| DE2708751C3 (de) | Verfahren zur Erhöhung der Reaktionsfähigkeit von Perfluorhalogenalkanen | |
| DE1543637C3 (de) | Verfahren zur Herstellung farbloser kristalliner Diphenylsulfone | |
| DE69603261T2 (de) | Verfahren zur herstellung von 1,2-benzisothiazolonen | |
| DE2242005C2 (de) | Verfahren zur Herstellung von Fluoranderivaten | |
| DE1174312B (de) | Verfahren zur Herstellung von ª‰-Hydroxyalkylsulfoniumsalzen | |
| EP0005849B2 (de) | Verfahren zur Herstellung von Alpha-Chlor-N-monoalkyl-acetoacetamiden | |
| DE1804833C3 (de) | Verfahren zur Herstellung von Methallylsulfonsäure und deren Salzen | |
| EP0196592B1 (de) | Verfahren zur Herstellung von 2-Merkaptobenzoxazolen | |
| DE69520879T2 (de) | Verfahren zur herstellung 6-substituierter 2(1h)-chinoxalinone | |
| DE1951791A1 (de) | Verfahren zur Herstellung von Sulfoniumsalzen | |
| EP0305924A2 (de) | Verfahren zur Sulfonierung und/oder Sulfatierung organischer Komponenten mit SO3 in einem organischen Reaktionsmedium | |
| DE2334768A1 (de) | Verfahren zur herstellung von methallylsulfonaten | |
| EP0405287A1 (de) | Verfahren zur Herstellung von hellfarbigen niederen Alkansulfonsäuren, insbesondere Methansulfonsäure | |
| EP0096234B1 (de) | Polymerisate und Verfahren zu ihrer Herstellung | |
| DE912092C (de) | Verfahren zur Herstellung von Sulfinsaeuren | |
| DE2530711C3 (de) | Verfahren zur Herstellung von Methallylsulfonsäure und deren Salze | |
| CH371128A (de) | Verfahren zur Herstellung von Disulfamylanilinen | |
| DE4240708A1 (de) | Verfahren zur Herstellung von Natriumsalzen nitrogruppenhaltiger aromatischer Sulfinsäuren | |
| DE2853337A1 (de) | Neue sulfierungsprodukte des naphthalins, verfahren zu ihrer herstellung und verwendung | |
| AT218026B (de) | Verfahren zur Herstellung von Sulfonylharnstoffen | |
| DE1470163C (de) | Verfahren zur Herstellung von 3,3Äthylenbis-(tetrahydro-4,6-dimethyl-2Hl,3,5-thiadiazin-2-thion) | |
| EP0009184A1 (de) | Bis-(4-hydroxyphenylthio)-benzol, seine Herstellung und Verwendung zur Herstellung von Polycarbonaten | |
| DE4120366A1 (de) | Verfahren zur herstellung von i-saeure-harnstoff | |
| EP0437898A1 (de) | 3-Chlormethylsulfonylmethyl-4-sulfomethyl-pyrrolidinium-betaine und Verfahren zu ihrer Herstellung |