GB1072601A - Process for the preparation of sulphonate detergent compositions - Google Patents
Process for the preparation of sulphonate detergent compositionsInfo
- Publication number
- GB1072601A GB1072601A GB396/66A GB39666A GB1072601A GB 1072601 A GB1072601 A GB 1072601A GB 396/66 A GB396/66 A GB 396/66A GB 39666 A GB39666 A GB 39666A GB 1072601 A GB1072601 A GB 1072601A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- sulphonates
- hydroxy
- disulphonates
- reacting
- 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
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
-
- 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
-
- 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
- C07C303/22—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 from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Detergent compositions comprise the final reaction products of the sulphonation process which consists of (i) reacting a 1-olefine having 10 to 26 carbon atoms with uncomplexed, vaporous sulphur trioxide, and (ii) immediately reacting the product of (i) with excess aqueous alkali such as sodium and potassium hydroxide and carbonate, ammonium carbonate and triethanolamine, and finally (iii) saponifying the product of (ii) by heating at 220 DEG to 400 DEG F. The final product is a mixture of saturated alkane and saturated hydroxy alkane sulphonates and disulphonates, unsaturated aliphatic sulphonates and disulphonates. The compositions may contain various builders, e.g. sodium tripolyphosphate and sodium ethane-1-hydroxy-1, 1-diphosphonate.ALSO:A sulphonated reaction product is prepared by reacting a 1-olefin having 10 to 26 carbon atoms with uncomplexed vaporous sulphur trioxide, immediately reacting the product with excess aqueous alkali (hyperalkalization), and finally saponifying the mixture by heating at 220 DEG to 400 DEG F. The product of the sulphonation step consists of about 30 to 70% of alkene-1-sulphonic acids, about 20 to 70% sultones having not less than five atoms in the cyclic group, and about 2 to 15% of highly polar polyfunctional disulphonic acids. The final product is a mixture of alkene-1-sulphonates, saturated aliphatic hydroxy sulphonates, alkene disulphonates, and saturated aliphatic hydroxy disulphonates. The saponification step converts the sultones into the hydroxy sulphonates. The 1-olefins may be obtained, e.g. from wax cracking, ethylene build-up, or by dehydrating the primary alcohols obtained by hydrogenating fatty acids or their esters, and may have up to 10% of vinylidene branching. The sulphur trioxide, which may be diluted with an inert gas, e.g. nitrogen or air, may be derived from, e.g. the burning of sulphur, or from conventional oleum stripping. Suitable alkalis are NaOH, KOH, NH4OH and the corresponding oxides and carbonates (OH.CH2.CH2)3N and substituted ammonium hydroxide. Suitably, 1.0 to 1.3 moles equivalent of alkali per mole of reacted sulphur trioxide may be used in the hyperalkalization step. Preferred temperature ranges are for the sulphonation 32-180 DEG F., for the hyperalkalization 32-215 DEG F., and the saponification 250-325 DEG F. The products are of utility as detergents.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US42329265A | 1965-01-04 | 1965-01-04 | |
US56135266A | 1966-06-29 | 1966-06-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1072601A true GB1072601A (en) | 1967-06-21 |
Family
ID=27025939
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB396/66A Expired GB1072601A (en) | 1965-01-04 | 1966-01-04 | Process for the preparation of sulphonate detergent compositions |
Country Status (5)
Country | Link |
---|---|
US (1) | US3488384A (en) |
BE (1) | BE674650A (en) |
FR (1) | FR1473084A (en) |
GB (1) | GB1072601A (en) |
NL (1) | NL6517234A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2032635A1 (en) * | 1969-07-01 | 1971-02-11 | Lion Fat & Oil Co Ltd Tokio | Sulphonated olefins as surface active agents |
GB2146323A (en) * | 1983-09-09 | 1985-04-17 | Godrej Soaps Ltd | Production of sodium alpha olefin sulphonate and products containing it |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA990608A (en) * | 1972-08-03 | 1976-06-08 | Virender N. Malhotra | Preparation of detergent materials |
US4003857A (en) * | 1973-12-17 | 1977-01-18 | Ethyl Corporation | Concentrated aqueous olefins sulfonates containing carboxylic acid salt anti-gelling agents |
SG185292A1 (en) * | 2007-10-26 | 2012-11-29 | Chevron Oronite Co | Isomerized alpha olefin sulfonate and method of making the same |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2061618A (en) * | 1936-11-24 | Sulphonated hydrocarbon | ||
GB1054410A (en) * | 1960-12-09 | |||
FR1307710A (en) * | 1960-12-09 | 1962-10-26 | Hoechst Ag | Process for the preparation of beta-hydroxy-alpha-sulfonic acid anhydrides and their derivatives |
NL286383A (en) * | 1961-12-09 | |||
NL286384A (en) * | 1962-08-09 | |||
NL301697A (en) * | 1962-12-12 | 1900-01-01 | ||
BE672383A (en) * | 1963-07-22 |
-
1965
- 1965-12-31 NL NL6517234A patent/NL6517234A/xx unknown
- 1965-12-31 BE BE674650D patent/BE674650A/xx unknown
-
1966
- 1966-01-03 FR FR44685A patent/FR1473084A/en not_active Expired
- 1966-01-04 GB GB396/66A patent/GB1072601A/en not_active Expired
- 1966-06-29 US US561352A patent/US3488384A/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2032635A1 (en) * | 1969-07-01 | 1971-02-11 | Lion Fat & Oil Co Ltd Tokio | Sulphonated olefins as surface active agents |
GB2146323A (en) * | 1983-09-09 | 1985-04-17 | Godrej Soaps Ltd | Production of sodium alpha olefin sulphonate and products containing it |
Also Published As
Publication number | Publication date |
---|---|
US3488384A (en) | 1970-01-06 |
FR1473084A (en) | 1967-03-17 |
BE674650A (en) | 1966-06-30 |
NL6517234A (en) | 1966-07-05 |
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