GB669313A - A process of producing an alkyl aryl sulphonate detergent - Google Patents
A process of producing an alkyl aryl sulphonate detergentInfo
- Publication number
- GB669313A GB669313A GB26061/48A GB2606148A GB669313A GB 669313 A GB669313 A GB 669313A GB 26061/48 A GB26061/48 A GB 26061/48A GB 2606148 A GB2606148 A GB 2606148A GB 669313 A GB669313 A GB 669313A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fraction
- hydrocarbons
- olefins
- compounds
- per cent
- 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
- C07C309/29—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings
- C07C309/30—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups
- C07C309/31—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton of non-condensed six-membered aromatic rings of six-membered aromatic rings substituted by alkyl groups by alkyl groups containing at least three carbon atoms
Abstract
Alkyl aryl sulphonate detergents are obtained from an olefine-containing hydrocarbon fraction boiling under normal pressures between 300 DEG and 600 DEG F. and consisting essentially of the reaction products which have been obtained in the Fischer-Tropsch synthesis of hydrocarbons by substantially completely removing oxygenated organic compounds especially carbonyl compounds from said hydrocarbon fraction, then alkylating benzene or toluene with the olefine containing hydrocarbon fraction to form aryl alkanes and sulphonating said aryl alkanes. The oxygenated compounds which are removed are principally aldehydes or ketones and possibly certain organic acids. These may be removed by various ways, e.g. by treating the olefine stock with hot caustic solutions, or with sodium bisulphite, and further removal of the oxygenated compounds may be effected in various ways, e.g. by extraction with solvents. The remaining oxygen compounds are principally higher boiling-point alcohols which may be extracted by solvents such as methanol or by azeotropic distillation, e.g. using butylene glycol as the third phase. Another method is to use boric acid solutions to esterify the higher alcohols, the esters formed being readily separated by distillation. It is preferred to purify the olefins by adsorbents such as activated carbon or silica gel. By silica gel adsorption it is possible to obtain a separation of olefins and paraffins from the Fischer - Tropsch hydrocarbons with complete removal of oxygenated compounds and it is also possible to separate the olefins from aromatic hydrocarbons. In an example, Fischer-Tropsch hydrocarbons are obtained by passing hydrogen and carbon monoxide over an iron alkali catalyst (a catalyst consisting of metallic iron and containing a small amount of an alkali metal compound or an alkaline earth compound which acts as an activity promoter) at a temperature of about 600 DEG F. and 300 pounds pressure. The gases are then cooled to 350 DEG F. to remove waxes and then to about 100 DEG F. to separate an oil fraction from the water produced in the process. The hydrocarbons used are separated from the waxes and the oil fraction and are then fractionally distilled to give a suitable olefin stock containing between 8 and 20 carbon atoms. It is desirable, however, to use a fraction boiling between 350 and 500 DEG F. in which about 95 per cent of the olefinic constituents contain between 12 and 15 carbon atoms. The fraction is then passed through a column of silica gel. The bromine number of the material passing through the column increases until about 60 per cent of the material has passed through the column and this 60 per cent of the material is separated as the olefin stock (consisting solely of olefins and paraffins) for preparing monophenyl alkanes. Alkylation may be carried out with a Friedel-Crafts type condensation catalyst, e.g. AlCl3, H2SO4, HF, BF3 or mixtures of BF3 and HF. In the example hydrogen fluoride is used and the alkylation is effected at 100 DEG F. The alkylation product is fractionally distilled, the fraction boiling in the range 525 DEG to 650 DEG F. at atmospheric pressure being retained for sulphonation. The sulphonation is effected with 20 per cent fuming sulphuric acid and the product is then neutralized with sodium hydroxide to produce a mixture of sodium sulphonates and sodium sulphate. Toluene may be alkylated in the example, instead of benzene. U.S.A. Patent 2,275,312 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US669313XA | 1947-10-18 | 1947-10-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB669313A true GB669313A (en) | 1952-04-02 |
Family
ID=22072647
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26061/48A Expired GB669313A (en) | 1947-10-18 | 1948-10-06 | A process of producing an alkyl aryl sulphonate detergent |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB669313A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001064610A1 (en) * | 2000-02-29 | 2001-09-07 | Chevron U.S.A. Inc. | Synthesis of alkylbenzenes and synlubes from fischer-tropsch products |
US7465846B2 (en) | 2003-03-10 | 2008-12-16 | Sasol Technology (Proprietary) Limited | Extraction of oxygenates from a hydrocarbon stream |
US7737312B2 (en) | 2003-03-10 | 2010-06-15 | Sasol Technology (Proprietary) Limited | Production of linear alkyl benzene |
US7863492B2 (en) | 2003-03-10 | 2011-01-04 | Sasol Technology (Proprietary) Limited | Production of linear alkyl benzene |
CN115651702A (en) * | 2022-11-03 | 2023-01-31 | 国家能源集团宁夏煤业有限责任公司 | Method for removing oxides in Fischer-Tropsch heavy oil |
-
1948
- 1948-10-06 GB GB26061/48A patent/GB669313A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001064610A1 (en) * | 2000-02-29 | 2001-09-07 | Chevron U.S.A. Inc. | Synthesis of alkylbenzenes and synlubes from fischer-tropsch products |
NL1017470C2 (en) * | 2000-02-29 | 2002-02-18 | Chevron Usa Inc | Synthesis of alkylbenzenes and synlubes from Fischer-Tropsch products. |
US6392109B1 (en) | 2000-02-29 | 2002-05-21 | Chevron U.S.A. Inc. | Synthesis of alkybenzenes and synlubes from Fischer-Tropsch products |
US7465846B2 (en) | 2003-03-10 | 2008-12-16 | Sasol Technology (Proprietary) Limited | Extraction of oxygenates from a hydrocarbon stream |
US7737312B2 (en) | 2003-03-10 | 2010-06-15 | Sasol Technology (Proprietary) Limited | Production of linear alkyl benzene |
US7863492B2 (en) | 2003-03-10 | 2011-01-04 | Sasol Technology (Proprietary) Limited | Production of linear alkyl benzene |
CN115651702A (en) * | 2022-11-03 | 2023-01-31 | 国家能源集团宁夏煤业有限责任公司 | Method for removing oxides in Fischer-Tropsch heavy oil |
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