GB717903A - Improvements in the manufacture of synthetic detergents - Google Patents

Improvements in the manufacture of synthetic detergents

Info

Publication number
GB717903A
GB717903A GB1134350A GB1134350A GB717903A GB 717903 A GB717903 A GB 717903A GB 1134350 A GB1134350 A GB 1134350A GB 1134350 A GB1134350 A GB 1134350A GB 717903 A GB717903 A GB 717903A
Authority
GB
United Kingdom
Prior art keywords
acid
anhydride
carbon atoms
mixed
fatty
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
GB1134350A
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.)
Dutton and Reinisch Ltd
Original Assignee
Dutton and Reinisch Ltd
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 Dutton and Reinisch Ltd filed Critical Dutton and Reinisch Ltd
Priority to GB1134350A priority Critical patent/GB717903A/en
Publication of GB717903A publication Critical patent/GB717903A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

Sulphated alkylol amides are prepared by reacting sulphuric acid or chlorsulphonic acid in the presence of acetic or propionic acid or anhydride with an alkylol amide having the general formula R.CONR1.CH2.CH2.OH wherein R.CO is an aliphatic acyl radical containing 4-20 carbon atoms in which R is a straight or branched chain and saturated or containing one or two ethylenic linkages or is an aliphatic chain containing a homocyclic ring substituent, the total number of carbon atoms being 7 to 19, the chain containing, if desired, halogen or hydroxyl substituents, R1 is hydrogen or an alkyl radical containing up to 3 carbon atoms and, if desired, one or more of the hydrogen atoms of the chain -CH2.CH2- being replaced by alkyl groups, the total number of carbon atoms in all such alkyl groups not exceeding 4. Preferably, the amide is melted, mixed with the acid or acid anhydride and the resulting mixture run into sulphuric acid; alternatively, the sulphuric acid may be run into the molten mixture or the organic acid or anhydride may be added to the sulphuric acid and the mixture mixed with the amide. The organic acid or its anhydride is normally used in amounts of up to 30 per cent by weight of the amide. The sulphation may be effected in the additional presence of urea when an unsaturated amide is being treated. Specified alkyloamides are those derived from mono-ethanolamine or mono-isopropylamine and lauric, myristic, stearic, palmitic, mixed coconut fatty oil or mixed palm fatty oil acids. The amides may be used in admixture with other sulphatable materials such as fatty alcohols. The sulphated products may be neutralized with sodium or potassium hydroxide, ammonia, triethanolamine, magnesium oxide or other basic substances. The products may be used as detergents. In examples (1) coconut oil fatty acid ethanolamide; or (2) palmitic acid ethanolamide is mixed in the molten state with acetic anhydride, the mixture is then poured into sulphuric acid at 40 DEG C., and the product neutralized with aqueous caustic soda; (3) a molten mixture of amides and fatty alcohols obtained by condensing sperm oil with monoethanolamine is poured with acetic anhydride into a mixture of urea and sulphuric acid at 35 DEG C., and the sulphation product neutralized as in (1). The amido starting materials may be prepared by condensing alkanolamines with the appropriate fatty acid or acids, the corresponding acid chloride or a fatty oil.ALSO:Cleansing compositions are prepared by sulphating with sulphuric or chlorsulphonic acid in the presence of acetic or propionic acid or anhydride, one or more alkylolamides having the general formula <FORM:0717903/III/1> wherein R.CO is an aliphatic acyl radical containing 4 to 20 carbon atoms in which R is a straight or branched chain and saturated or containing 1 or 2 ethylenic linkages or R is an aliphatic chain containing a homocyclic ring substituent, the total number of carbon atoms in such grouping being 7-19, the chain containing, if desired, halogen or hydroxyl substituents, R1 is hydrogen or an alkyl group having up to 3 carbon atoms, and wherein, if desired, one or more of the hydrogen atoms in the group -CH2.CH2-may be replaced by alkyl groups, the total number of carbon atoms in all such groups not exceeding 4. The organic acid or its anhydride is normally present in amounts up to 30 per cent. by weight of the amide. When an unsaturated amide is used, urea may also be present during the sulphation. Specified alkylolamides are the monoethanolamides and monoisopropanolamides of lauric, myristic, stearic, palmitic, mixed coconut oil and mixed palm oil acids; the amides may be used in admixture with other sulphatable materials, e.g. fatty oils. The sulphated products are neutralized with sodium hydroxide, potassium hydroxide, ammonia, triethanolamine, magnesium oxide, or other basic materials. In examples: (1) coconut oil fatty acid ethanolamide or (2) palmitic acid ethanolamide is mixed in the molten state with acetic anhydride, poured into sulphuric acid at 40 DEG C. and the product neutralized with aqueous caustic soda; (3) a molten mixture of alkanolamides and fatty alcohols obtained by condensing sperm oil with monoethanolamine, and acetic anhydride is poured into a mixture of sulphuric acid and urea at 35 DEG C. and the product neutralized as in (1).
GB1134350A 1950-05-08 1950-05-08 Improvements in the manufacture of synthetic detergents Expired GB717903A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1134350A GB717903A (en) 1950-05-08 1950-05-08 Improvements in the manufacture of synthetic detergents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1134350A GB717903A (en) 1950-05-08 1950-05-08 Improvements in the manufacture of synthetic detergents

Publications (1)

Publication Number Publication Date
GB717903A true GB717903A (en) 1954-11-03

Family

ID=9984526

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1134350A Expired GB717903A (en) 1950-05-08 1950-05-08 Improvements in the manufacture of synthetic detergents

Country Status (1)

Country Link
GB (1) GB717903A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3325412A (en) * 1962-08-21 1967-06-13 Monsanto Co Vicinal acylamido sulfonates as lime soap dispersants
US3344174A (en) * 1962-08-21 1967-09-26 Monsanto Co Vicinal acylamido sulfonate compounds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3325412A (en) * 1962-08-21 1967-06-13 Monsanto Co Vicinal acylamido sulfonates as lime soap dispersants
US3344174A (en) * 1962-08-21 1967-09-26 Monsanto Co Vicinal acylamido sulfonate compounds

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