GB1072601A - Process for the preparation of sulphonate detergent compositions - Google Patents

Process for the preparation of sulphonate detergent compositions

Info

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
Application number
GB396/66A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of GB1072601A publication Critical patent/GB1072601A/en
Expired legal-status Critical Current

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.
GB396/66A 1965-01-04 1966-01-04 Process for the preparation of sulphonate detergent compositions Expired GB1072601A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (2)

* Cited by examiner, † Cited by third party
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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