GB808394A - Improvements in or relating to process for sulfonation of hydrocarbons - Google Patents
Improvements in or relating to process for sulfonation of hydrocarbonsInfo
- Publication number
- GB808394A GB808394A GB32533/56A GB3253356A GB808394A GB 808394 A GB808394 A GB 808394A GB 32533/56 A GB32533/56 A GB 32533/56A GB 3253356 A GB3253356 A GB 3253356A GB 808394 A GB808394 A GB 808394A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrocarbons
- sulphonatable
- per cent
- sulphonating
- sulphur trioxide
- 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
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A two-step process for the complete sulphonation of sulphonatable hydrocarbons diluted with unsulphonatable hydrocarbons comprises introducing into the hydrocarbon mixture, under sulphonatable conditions, an amount of sulphonating agent sufficient to sulphonate 50 to 97 per cent of the sulphonatable hydrocarbons in the hydrocarbon mixture. The mixture is separated into a lower layer comprising sulphonated hydrocarbons and an upper layer comprising unsulphonatable hydrocarbons diluted with unsulphonated sulphonatable hydrocarbons, the two layers are separated and the upper layer subjected to a further sulphonating process which is sufficient to completely sulphonate all the remaining sulphonatable hydrocarbons which are then separated as before. In a preferred method of carrying out the process the diluted sulphonatable hydrocarbons are applied as a film to a heat-exchange surface which is maintained at - 1 DEG to 82 DEG C., sufficient sulphonating agent to sulphonate 50 to 97 per cent of the sulphonatable hydrocarbons is introduced at a point closely in advance of a progressively moving scraper which removes the partially sulphonated film of liquid. The liquid is allowed to separate into two layers and the diluted unsulphonated sulphonatable hydrocarbons forming the upper layer are reapplied as a film and treated as before. The reaction vessel incorporating the heat exchange surface and scraper with inlets for the sulphonating agent is described in Specifications 804,346. Sulphonating agents which may be used are sulphuric acid, chlorosulphonic acid, oleum or sulphur trioxide, the preferred ones being oleum and sulphur trioxide. Sulphur trioxide may be used in the form of a stabilized liquid or, preferably, as a gaseous mixture with an inert gas such as dry air, nitrogen, carbon dioxide or a lower alkane. Any ratio of sulphur trioxide to inert gas may be used but the preferred ratios, when dry air is used, are air:sulphur trioxide 9; 1 to 1:1. Suitable hydrocarbons mentioned are alkylated benzenes, toluenes or xylenes where the alkyl group contains 9 to 18 carbon atoms. Alkaryl hydrocarbons with a C12 side chain, known as dodecylbenzene intermediate and containing on average 57 per cent sulphonatable hydrocarbons, are preferred. Examples are given: (i) sulphonation of dodecyl benzene intermediate with SO3/air mixture at 60 DEG C. in two steps to give a 93 per cent yield of the sodium salt of the resulting sulphonic acid; (iii) as (i) but working on a batch principle instead of continuous; rather more SO3 was needed and a 92.5 per cent yield of sodium salt was obtained; (v) sulphonation with oleum at 54 DEG C. in a batch process using two sulphonating steps.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US808394XA | 1955-10-28 | 1955-10-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB808394A true GB808394A (en) | 1959-02-04 |
Family
ID=22159947
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB32533/56A Expired GB808394A (en) | 1955-10-28 | 1956-10-25 | Improvements in or relating to process for sulfonation of hydrocarbons |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB808394A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3200140A (en) * | 1961-04-25 | 1965-08-10 | Marchon Products Ltd | Manufacture of sulphated fatty alcohols and sulphonated alkyl phenyls |
US3246026A (en) * | 1964-01-14 | 1966-04-12 | Marchon Products Ltd | Manufacturing of sulphated and sulphonated prouducts |
CN112795004A (en) * | 2020-12-22 | 2021-05-14 | 赞宇科技集团股份有限公司 | Production process and production system of fatty alcohol-polyoxyethylene ether sodium sulfate |
-
1956
- 1956-10-25 GB GB32533/56A patent/GB808394A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3200140A (en) * | 1961-04-25 | 1965-08-10 | Marchon Products Ltd | Manufacture of sulphated fatty alcohols and sulphonated alkyl phenyls |
US3246026A (en) * | 1964-01-14 | 1966-04-12 | Marchon Products Ltd | Manufacturing of sulphated and sulphonated prouducts |
CN112795004A (en) * | 2020-12-22 | 2021-05-14 | 赞宇科技集团股份有限公司 | Production process and production system of fatty alcohol-polyoxyethylene ether sodium sulfate |
CN112795004B (en) * | 2020-12-22 | 2023-09-26 | 赞宇科技集团股份有限公司 | Production process and production system of fatty alcohol polyoxyethylene ether sodium sulfate |
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