GB815784A - Cosmetic preparations for the hair - Google Patents

Cosmetic preparations for the hair

Info

Publication number
GB815784A
GB815784A GB23096/55A GB2309655A GB815784A GB 815784 A GB815784 A GB 815784A GB 23096/55 A GB23096/55 A GB 23096/55A GB 2309655 A GB2309655 A GB 2309655A GB 815784 A GB815784 A GB 815784A
Authority
GB
United Kingdom
Prior art keywords
acid
treated
residue
chloracetamide
alkyl
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
GB23096/55A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB815784A publication Critical patent/GB815784A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/20Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Abstract

A cationic detergent preparation for the hair contains (1) a water-soluble quaternary ammonium salt having at least one non-aromatic hydrocarbon residue of more than 7 carbon atoms and, bound to the quaternary nitrogen atom, a residue of the formula <FORM:0815784/III/1> in which R1 represents an alkylene radical containing at most 7 carbon atoms, which may be interrupted by hetero-atoms, particularly oxygen or nitrogen, and R2, R3 each represent hydrogen or an alkyl or substituted alkyl radical containing less than 6 carbon atoms, and (2) a salt of acid reaction or an organic acid. The non-aromatic hydrocarbon residue may be bound to the quaternary nitrogen atom through an ether, ester or amide group or through a heterocyclic residue such as an imidazoline ring. The residue of the formula given above is the residue of an aliphatic carboxylic acid amide, for example of caproic acid diethylamide, acetic acid methylamide, and especially acetamide, and the cationic compounds may be prepared by reacting these halogenated amides with a compound containing a non-aromatic hydrocarbon residue of more than 7 carbon atoms, as described above, and a tertiary nitrogen atom. Several examples of such compounds and preparations are given (see Group IV (b)). The salt of acid reaction may be a primary phosphate, and the organic acid may be glycolic, citric, acetic or lactic acid. Other optional ingredients comprise water-soluble non-ionic compounds derived from the condensation of long-chain alkyl mercaptans with an alkylene oxide, fatty acid alkanolamides, e.g. coconut oil fatty acid ethanolamide, phosphoric acid, hydrogen peroxide, acetoacetylaminobenzene, 8-hydroxyquinoline sulphate, bleaching and thickening agents, perfume, and dyestuffs. The products may be made up in solid, paste or liquid form. Specification 793,786 is referred to.ALSO:Quaternary ammonium salts in which there is bound to the quaternary nitrogen atom a residue -R1CONR2R3, where R1 is a C1-7 alkylene group with or without interrupting hetero-atoms and R2 and R3 are hydrogen or C1-5 substituted or unsubstituted alkyl groups, and which also contain at least one non-aromatic hydrocarbon residue of 8 or more carbon atoms bound to the quaternary nitrogen atom through an ester group, an amide group or an imidazoline ring, are prepared by acylating an alkanolamine, a di- or polyamine or an oxyalkylated di-or polyamine with an appropriate non-aromatic carboxylic acid, acid chloride, ester or anhydride, followed, if desired, by alkylation or oxyalkylation (e.g. with ethylene oxide) to provide a product containing a tertiary amino group and either an amide or ester group, and reacting such tertiary amino amide or ester products, or an imidazoline derivative having a C8 or higher hydrocarbon radical and a side chain containing nitrogen (as described in Specification 793,786), with a halogen-carboxylic amide: Halogen-R1-CONR2R3. Preferred products have the formula <FORM:0815784/IV (b)/1> wherein R1 represents C1-5 alkylene (e.g. ethylene or pentamethylene), R2, R3 and R4 represent hydrogen or C1-5 alkyl, R5 and R6 represent C1-5 alkyl (e.g. ethyl or methyl), R7 represents C12-18 alkyl, and the quaternary anion preferably represents chlorine or another halogen but may be exchanged for anions derived from organic or other inorganic acids. Specified non-aromatic carboxylic acids used for the acylation are capric, lauric, myristic, palmitic, stearic, oleic and linoleic acids. Specified alkanolamines are dimethylethanolamine, dipropylethanolamine and triethanolamine. Specified di- or poly-amines are ethylene diamine, propylene diamine, hexamethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine and the oxyalkylation products of such amines, e.g. dihydroxyethylethylene diamine and trihydroxyethyl ethylenediamine. The grouping -R1CONR2R3 may be derived, e.g. from acetamide, methylacetamide, or caproic acid diethylamide, the first grouping being introduced, for example, by means of chloracetamide. In the examples: (1) coconut oil fatty acid is esterified with dimethylethanolamine and the product is treated with chloracetamide; (2) coconut oil fatty acid is condensed with diethylene triamine to yield an imidazoline derivative which is treated with ethylene oxide, whereafter the product is treated with chloracetamide; (3) the imidazoline derivative of Example (2) is treated with propylene oxide and the product is treated with chloracetamide; (4) a reaction product of coconut oil fatty acid and N:N-dimethylpropylene diamine is treated with chloracetamide; (5) a reaction product of stearic acid and N:N-diethylpropylene diamine is treated with chloracetamide.
GB23096/55A 1954-08-11 1955-08-10 Cosmetic preparations for the hair Expired GB815784A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH815784X 1954-08-11

Publications (1)

Publication Number Publication Date
GB815784A true GB815784A (en) 1959-08-17

Family

ID=4538933

Family Applications (1)

Application Number Title Priority Date Filing Date
GB23096/55A Expired GB815784A (en) 1954-08-11 1955-08-10 Cosmetic preparations for the hair

Country Status (1)

Country Link
GB (1) GB815784A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3322676A (en) * 1961-10-25 1967-05-30 Ciba Ltd Shampoos
GB2160421A (en) * 1984-06-08 1985-12-24 Dominion Chemicals Limited Hair and fabric conditioning preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3322676A (en) * 1961-10-25 1967-05-30 Ciba Ltd Shampoos
GB2160421A (en) * 1984-06-08 1985-12-24 Dominion Chemicals Limited Hair and fabric conditioning preparation

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