GB382718A - Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents - Google Patents

Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents

Info

Publication number
GB382718A
GB382718A GB2696231A GB2696231A GB382718A GB 382718 A GB382718 A GB 382718A GB 2696231 A GB2696231 A GB 2696231A GB 2696231 A GB2696231 A GB 2696231A GB 382718 A GB382718 A GB 382718A
Authority
GB
United Kingdom
Prior art keywords
acid
amide
acids
ethyl alcohol
salts
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
GB2696231A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB2696231A priority Critical patent/GB382718A/en
Publication of GB382718A publication Critical patent/GB382718A/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids

Abstract

Products having wetting, cleansing, and dispersing properties are prepared by the reaction of neutral sulphites with carboxylic amides or N-substituted amides containing a mineral acid ester residue and an aliphatic or cycloaliphatic chain of more than five carbon atoms. The said chain may form part of the carboxylic acid residue of the amide or may be linked to the nitrogen atom, and the mineral acid residue may be present in either component of the amide. Such amides may be prepared by esterifying a hydroxycarboxylic amide with a mineral acid, e.g. sulphuric or phosphoric acid or a hydrogen halide, or by treating a hydroxycarboxylic amide with chlorsulphonic acid, or by adding halogen or hydrogen halide or sulphuric acid to an unsaturated carboxylic acid or its amide, or by halogenating a saturated carboxylic acid or its amide, the acid being subsequently converted into the amide if necessary. Suitable amides may thus be derived on the one hand from halogenated carboxylic acids such as chlor- or brom-acetic acid, a -chloro-propionic or -butyric acid, or a -bromo-caproic, -lauric, -myristic, -palmitic, or -stearic acid, or from unsaturated acids such as crotonic, maleic, fumaric, or undecenic acid, or from halogenated cycloaliphatic acids such as chloronaphthenic acids or from hydroxycarboxylic acids such as lactic or salicylic acid, and on the other hand from ammonia or any primary or secondary aliphatic, cycloaliphatic, aliphatic-aromatic or aromatic amine such as methylamine, mono- or di-alkylol amines such as ethanol- or propanol-amines, n-butylamines, dodecyl-, tetradecyl-, oleyl-, or octadecyl-amine, cyclohexylamine, benzylamine, aniline, or ethyl-or methyl-aniline. The reaction of the amides with the sulphites is generally effected at 80-250 DEG C., if desired under pressure and preferably in an aqueous medium which may contain a solvent, e.g. methyl or ethyl alcohol, acetone, ordioxane, and an emulsifying agent, e.g. soap, turkey-red oil, or a sulphonate, particularly a sulphonate obtainable in the process. The products may be applied, as such or as alkali salts, in the textile, leather, and paper industries, and may be used alone or associated with salts, acids, alkalies, glue, mineral, animal or vegetable oils, and solvents such as trichlorethylene, carbon tetrachloride, cyclohexanol, or ethyl alcohol. The products may be converted into their salts with other metals such as calcium, strontium, barium, magnesium, or aluminium, such salts being useful as emulsifying agents. In the examples, (1) chloracetic acid octadecylamide is heated with sodium sulphite in aqueous ethyl alcohol; (2) a mixture of dodecylamine and tetradecylamine is treated with chloracetyl chloride in dimethylaniline, and the amide mixture so obtained is heated with sodium sulphite in aqueous ethyl alcohol; (3) a -bromolauric acid ethylanilide is heated with sodium sulphite in aqueous ethyl alcohol; (4) a -bromopalmitic acid amide is treated as in examples 1 and 3; (5) a -bromopalmitic acid ethylanilide is treated as in examples 1 and 3. Specification 360,539 is referred to. Chloracetic acid octadecylamide is prepared by treating octadecylamine with chloracetyl chloride in dimethylaniline. Ethylanilides of a -bromo-lauric and -palmitic acids are prepared by treating the corresponding acid chlorides with ethylaniline.ALSO:Products having cleansing and dispersing properties are prepared by the reaction of neutral sulphites with carboxylic amides or N-substituted amides containing a mineral acid ester residue and an aliphatic or cycloaliphatic chain of more than five carbon atoms. The said chain may form part of the carboxylic acid residue of the amide or may be linked to the nitrogen atom, and the mineral acid residue may be present in either component of the amide. Suitable amides may be derived on the one hand from halogenated carboxylic acids such as chlor- or brom-acetic acid, a -chloropropionic or -butyric acid, or a -bromo-caproic, -lauric, -myristic, -palmitic, or -stearic acid, or from addition products of unsaturated acids such as crotonic, maleic, fumaric, or undecenic acid, and halogen, hydrogen halide or sulphuric acid, or from halogenated cycloaliphatic acids such as chloronaphthenic acids or from hydroxycarboxylic acids such as lactic or Salicylic acid esterified with a mineral acid, and on the other hand from ammonia or any primary or secondary aliphatic, cycloaliphatic, aliphatic-aromatic or aromatic amine such as methylamine, mono- or di-alkylol amines such as ethanol- or propanolamines, n-butylamines, dodecyl-, tetradecyl-, oleyl- or octadecyl-amine, cyclohexylamine, benzylamine, aniline, or ethyl- or methylaniline. The products may be applied, as such or as alkali salts, in the textile, leather, and paper industries, and may be used alone or associated with salts, acids, alkalies, glue, mineral, animal or vegetable oils, and solvents such as trichlorethylene, carbon tetrachloride, cyclohexanol or ethyl alcohol. The products may be converted into their salts with other metals such as calcium, strontium, barium, magnesium or aluminium, such salts being useful as emulsifying agents. In the examples, (1) chloracetic acid octadecylamide is heated with sodium sulphite in aqueous ethyl alcohol; (2) a mixture of dodecylamine and tetradecylamine is treated with chloracetyl chloride in dimethylaniline, and the amide mixture so obtained is heated with sodium sulphite in aqueous ethyl alcohol; (3) a -bromolauric acid ethylanilide is heated with sodium sulphite in aqueous ethyl alcohol; (4) a -bromopalmitic acid amide is treated as in examples (1) and (3); (5) a -bromopalmitic acid ethylanilide is treated as in examples (1) and (3). Specification 360,539 is referred to.
GB2696231A 1931-09-28 1931-09-28 Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents Expired GB382718A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2696231A GB382718A (en) 1931-09-28 1931-09-28 Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2696231A GB382718A (en) 1931-09-28 1931-09-28 Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents

Publications (1)

Publication Number Publication Date
GB382718A true GB382718A (en) 1932-11-03

Family

ID=10251926

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2696231A Expired GB382718A (en) 1931-09-28 1931-09-28 Improvements in the manufacture and production of wetting, cleansing, dispersing andlike agents

Country Status (1)

Country Link
GB (1) GB382718A (en)

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