GB648768A - Process for the preparation of new capillary-active substances - Google Patents

Process for the preparation of new capillary-active substances

Info

Publication number
GB648768A
GB648768A GB2867947A GB2867947A GB648768A GB 648768 A GB648768 A GB 648768A GB 2867947 A GB2867947 A GB 2867947A GB 2867947 A GB2867947 A GB 2867947A GB 648768 A GB648768 A GB 648768A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
acid
denotes
radical
alkylene
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
GB2867947A
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of GB648768A publication Critical patent/GB648768A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/13Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/14Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

New capillary active materials of the general formula <FORM:0648768/IV (b)/1> n which R denotes a straight or branched chain alkyl radical containing at least 10 carbon atoms, R1 denotes an alkylene or hydroxyalkylene radical with 2-6 carbon atoms, R2 denotes an alkyl radical with 1-6 carbon atoms or an hydroxyalkyl radical with 2-6 carbon atoms, R3 denotes an alkylene or hydroxyalkylene radical with 2-6 carbon atoms, the carbon atoms of which can be separated by an oxygen atom, and Y denotes a cation, are prepared by causing amides of the formula <FORM:0648768/IV (b)/2> to react with compounds of the formula XR3SO3Y, in which X denotes halogen, a sulphuric or sulphonic ester group or an epoxide oxygen atom. Suitable amides are, for example, those obtained by the reaction between soap-forming fatty acids and monoethyl- or monohydroxy-ethylethylene-diamine, monoethyl- or monohydroxy-ethylaminopropylamine or a -b -dihydroxypropylaminoethylamine. Compounds of the formula XR3SO3Y are, for example alkali salts of halogenethanesulphonic acids or ethionic acids, carbyl sulphate (ethionic anhydride), water-soluble salts of the chlorhydroxypropanesulphonic acids, the acid of formula <FORM:0648768/IV (b)/3> and chlorethoxyethanesulphonic acids. The products can be used in the form of liquids or pastes or in powder form and can be used with salts of other capillary active materials. They are suitable for all purposes in which a foaming, cleaning, wetting, dissolving, penetrating, dispersing or emulsifying action is required and are suitable as softening agents. In the examples: (1) the amide obtained from technical stearic acid and monohydroxyethylethylenediamine is reacted with g - chlor - b - hydroxypropanesulphonic acid in the presence of caustic soda to give <FORM:0648768/IV (b)/4> and the corresponding palmitic derivative. A similar product is obtained if technical oleic acid is used instead of stearic acid; (2) the amide obtained from oleic acid and monohydroxyethylethylenediamine is reacted with sodium b -chlorethanesulphonate in the presence of caustic soda to give <FORM:0648768/IV (b)/5> A similar product is obtained if the sodium b -chlorethane sulphonate is replaced by sodium chlorethoxyethanesulphonate; (3) the glycerinecontaining amide obtained from coconut fat and monohydroxyethylethylene is reacted with sodium g -chlor-b -hydroxypropanesulphonate in the presence of caustic soda to give chiefly <FORM:0648768/IV (b)/6> in which R denotes the alkyl residue of the fatty acids present in coconut fat. This product may be used for the preparation of hair-washing lotions. Samples have been furnished under Sect. 2(5) of (A) the compound prepared from the amide obtained from technical stearic acid and monohydroxyethylethylene diamine by the action of b -chlorethanesulphonate and caustic soda; (B) the compound obtained by the action of g -chlor-b -hydroxypropanesulphonic acid and caustic soda on the amide obtained from coconut fatty acid and monohydroxyethylethylenediamine; (C) the compound obtained by the action of g -chlor-b -hydroxypropanesulphonic acid and caustic soda on the amide obtained from oleic acid and monohydroxyethylethylamine-diamine; (D) the compound obtained by the action of caustic soda and the sodium salt of g -chlor-b -hydroxypropane-sulphonic acid on the amide obtained from oleic acid and methylaminopropylamine, which is itself obtained by condensation of acrylonitrile and methylamine; (E) the compound obtained by the action of caustic soda and the sodium salt of g -chlor-b -hydroxypropane-sulphonic acid on the amide obtained from oleic acid and hydroxyethylaminopropylamine, which is itself prepared from 1,2-propylenediamine and ethylene oxide.ALSO:New capillary-active materials of the general formula <FORM:0648768/IV (c)/1> in which R is a straight or branched alkyl radical with at least 10 carbon atoms, R1 is an alkylene or hydroxyalkylene radical containing 2-6 carbon atoms, R2 is an alkylene radical with 1-6 carbon atoms or a hydroxyalkylene radical with 2-6 carbon atoms, R3 is an alkylene or hydroxyalkylene radical with 2-6 carbon atoms, the carbon chain of which may be interrupted by an oxygen atom and Y denotes a cation, are stated to be foaming, cleaning and wetting agents. Compounds of the formul <FORM:0648768/IV (c)/2> are stated to be particularly suitable for neutral or acid wool washing and the compound <FORM:0648768/IV (c)/3> in which R denotes the alkyl residue of the fatty acids present in coconut fat, can be used for the preparation of hair-washing lotions. The method of preparation of these compounds is described (see Group IV (b)).ALSO:New capillary-active materials of the general formula <FORM:0648768/III/1> in which R is a straight or branched alkyl radical with at least 10 carbon atoms, R1 is an alkylene or hydroxyalkylene radical containing 2-6 carbon atoms, R2 is an alkylene radical with 1-6 carbon atoms or a hydroxyalkylene radical with 2-6 carbon atoms, R3 is an alkylene or hydroxyalkylene radical with 2-6 carbon atoms, the carbon chain of which may be interrupted by an oxygen atom and Y denotes a cation, are stated to be emulsifying agents. The compounds of the formul <FORM:0648768/III/2> are stated to be emulsifying agents for calcium soaps. The method of preparation of these compounds is described (see Group IV (b)).
GB2867947A 1947-12-18 1947-10-27 Process for the preparation of new capillary-active substances Expired GB648768A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH261541T 1947-12-18

Publications (1)

Publication Number Publication Date
GB648768A true GB648768A (en) 1951-01-10

Family

ID=34812828

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2867947A Expired GB648768A (en) 1947-12-18 1947-10-27 Process for the preparation of new capillary-active substances

Country Status (2)

Country Link
CH (2) CH254537A (en)
GB (1) GB648768A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2321488A1 (en) * 1975-08-21 1977-03-18 Bayer Ag DERIVATIVES OF AMINOALCANE SULPHONIC ACIDS, THEIR OBTAINING AND THEIR APPLICATION
WO2010014943A2 (en) * 2008-08-01 2010-02-04 Bioxiness Pharmaceutics, Inc. Methionine analogs and methods of using same

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2321488A1 (en) * 1975-08-21 1977-03-18 Bayer Ag DERIVATIVES OF AMINOALCANE SULPHONIC ACIDS, THEIR OBTAINING AND THEIR APPLICATION
WO2010014943A2 (en) * 2008-08-01 2010-02-04 Bioxiness Pharmaceutics, Inc. Methionine analogs and methods of using same
WO2010014943A3 (en) * 2008-08-01 2011-01-13 Bioxiness Pharmaceutics, Inc. Methionine analogs and methods of using same
US8580859B2 (en) 2008-08-01 2013-11-12 Bioxiness Pharmaceuticals, Inc. Methionine analogs and methods of using same
US9695119B2 (en) 2008-08-01 2017-07-04 Bioxiness Pharmaceuticals, Inc. Methionine analogs and methods of using same

Also Published As

Publication number Publication date
CH261541A (en) 1949-05-15
CH254537A (en) 1948-05-15

Similar Documents

Publication Publication Date Title
US2396278A (en) Detergent composition
US3324183A (en) Terg-o-tometee test results
US5691299A (en) Anionic detergent mixtures
US4772426A (en) Surfactants concentrates containing ester sulfonates and their use
US2880219A (en) Production of n-acyl taurides
GB1064169A (en) Surface active sulpho compounds
US2047069A (en) Amides
US2239974A (en) Detergent composition
US2820043A (en) Preparation of imidazoline propionic acid derivatives
US2543852A (en) Surface active derivatives of nitrogen-containing sulfonic acids
US3413221A (en) Wash agents
US2383740A (en) Detergent composition
US2438092A (en) Nu-sulfodicarboxylic acid aspartates
GB648768A (en) Process for the preparation of new capillary-active substances
US2187338A (en) Secondary alkyl monosulphonates
US2313573A (en) Capillary active compounds and process of preparing them
US2326270A (en) Chemical compound and process
US5158692A (en) Wetting agents for use in aqueous alkaline treatment preparation for yarns or sheet-form textiles
US1973860A (en) Amides of n-beta-hydroxyalkyl amino carboxylic acids and process of preparing same
US2290583A (en) Chemical process and the product thereof
GB679811A (en) Self-dispersible methylolamide compositions
US2257183A (en) Wetting agent useful for alkaline mercerizing solutions
US3366632A (en) N-oxides of 1-hydrocarbonoxy-2-hydroxy-3-morpholinopropanes
US2187339A (en) Secondary alkyl monosulphonates
US2204433A (en) Detergent