GB893732A - Process for preparing vinylaromatic sulfonic acid salts - Google Patents
Process for preparing vinylaromatic sulfonic acid saltsInfo
- Publication number
- GB893732A GB893732A GB35275/59A GB3527559A GB893732A GB 893732 A GB893732 A GB 893732A GB 35275/59 A GB35275/59 A GB 35275/59A GB 3527559 A GB3527559 A GB 3527559A GB 893732 A GB893732 A GB 893732A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aromatic
- excess
- liquid hydrocarbon
- dehydrohalogenation
- sulphonate
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for producing vinyl aromatic sulphonic acid salts comprises the sulphonation of a b -haloethyl aromatic compound with sulphur trioxide in the presence of a polychlorinated aliphatic liquid hydrocarbon and subsequent dehydrohalogenation by treatment with an excess of an aqueous alkali characterized in that the polychlorinated aliphatic liquid hydrocarbon is removed from the alkaline reaction mixture by distillation. The aromatic reactant may be a chloro- or bromo-ethyl benzene or naphthalene which may be ring substituted, e.g. by alkyl groups and/or chlorine atons and the preferred solvent is methylene chloride which may be removed by flash distillation. The reaction is preferably carried out by reacting the haloethyl aromatic with 1-2 mols boron oxide-free sulphur trioxide at -20 DEG C. to +80 DEG C., adding up to 5 weight per cent water to hydrolyse anhydride by-products, treating the mixture an amount of aqueous alkali metal hydroxide solution in excess of that required to neutralise excess sulphonation acid, sulphonic acid product and the hydrogen, halide evolved in the dehydrohalogenation step distilling off the polychlorinated aliphatic liquid hydrocarbon, separating insoluble material from the reaction medium and heating the resulting aqueous mixture at about 50 DEG C. to 100 DEG C. in the presence of oxygen to minimize polymer formation until dehydrohalogenation is complete. The salt may then be recovered from the aqueous solution, for example, by crystalisation or spray drying. Examples describe the preparation of sodium styrene sulphonate, sodium vinyl toluene sulphonate and sodium dichlorostyrene sulphonate. Reference has been directed by the Comptroller to Specification 815,215.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US893732XA | 1958-10-29 | 1958-10-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB893732A true GB893732A (en) | 1962-04-11 |
Family
ID=22217307
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35275/59A Expired GB893732A (en) | 1958-10-29 | 1959-10-19 | Process for preparing vinylaromatic sulfonic acid salts |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB893732A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115057800A (en) * | 2022-07-28 | 2022-09-16 | 山东星之联生物科技股份有限公司 | Clean synthesis method of p-styrene sulfonate |
-
1959
- 1959-10-19 GB GB35275/59A patent/GB893732A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115057800A (en) * | 2022-07-28 | 2022-09-16 | 山东星之联生物科技股份有限公司 | Clean synthesis method of p-styrene sulfonate |
CN115057800B (en) * | 2022-07-28 | 2022-11-01 | 山东星之联生物科技股份有限公司 | Clean synthesis method of p-styrene sulfonate |
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