US2930761A - Hair cleansing composition - Google Patents

Hair cleansing composition Download PDF

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Publication number
US2930761A
US2930761A US647962A US64796257A US2930761A US 2930761 A US2930761 A US 2930761A US 647962 A US647962 A US 647962A US 64796257 A US64796257 A US 64796257A US 2930761 A US2930761 A US 2930761A
Authority
US
United States
Prior art keywords
hair
salts
hydroxyethyl
solution
cleansing
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 - Lifetime
Application number
US647962A
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English (en)
Inventor
Edouard J-F Charret
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.)
LOreal SA
Monsavon LOreal SA
Original Assignee
LOreal SA
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 LOreal SA filed Critical LOreal SA
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Publication of US2930761A publication Critical patent/US2930761A/en
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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
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/41Amines
    • 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
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/07Organic amine, amide, or n-base containing

Definitions

  • This invention relates to materials and methods for cleansing the hair and particularly to compositions containing ditertiary diamines and their use.
  • Anionic surface-active products such as alkyl-aryl-sulphonates and alkyl-sulphates, as usually employed for cleansing the hair have the advantage of being good detergents and having good foaming power.
  • they have the disadvantage that they remove from the hair natural fatty substances to which it owes its flexibility and its lustre, and they thus render it dry and brittle.
  • They are generally employed in an alkaline medium and cannot be used in a neutral or acid medium.
  • These products do not act as softeners, this term being used in the sense in which it is usually employed in textile fibre treatment, that is to say, they do not facilitate the sliding of the hairs one upon the other and do not facilitate the application of dyes.
  • non-ionic surface-active products can be employed for cleansing the hair. Such products are also good detergents and have good foaming power. They are free from some of the disadvantages of anionic products, but they also have no softening effect on the surface of the hair.
  • Some cationic surface-active products such as quaternary ammonium salts and long-chain aliphatic amine salts, have also been proposed as products for cleansing the hair. They are generally rather poor detergents and they have the disadvantage of being noxious to the scalp. On the other hand, they have good softening properties, which also promote dyeing.
  • compositions for use in cleansing the hair which comprise aqueous dispersions or solutions of at least one ditertiary aliphatic diamine of the general Formula I:
  • R1 R! (I) wherein R represents a saturated or unsaturated straight or branched aliphatic group containing from 12 to 22 carbon atoms, two of the groups R R and R represent groups of the formula -(CH ),,OH and the other represents a group of the formula where x is 2 or 3 and n is nought or 1, or salt of such diamine, the composition having a pH of 3.5 to 6.
  • a process of cleansing hair comprises applying thereto an aqueous composition as defined above.
  • compounds of Formula I are preferably used inthe form of aqueous solutions or aqueous sols of their salts, as will hereinafter be explained in greater 2,930,761 Patented Mar. 29, 1960 tached to the nitrogen atom.
  • They can be prepared from fatty amines or mixtures of fatty amines by the following process:
  • Excellent products are obtained which have very high foaming power and are completely harmless to the skin by fixing, for example, an average of 3.5 molecules of ethylene oxide or propylene oxide on 1 molecule of alkylaminopropylamine.
  • alkylaminopropylamines thus hydroxyethylated or hydroxypropylated are not soluble in water, but they can be dispersed in water. On the other hand, the majority of their salts are soluble in water.
  • Salts. of the compounds-of Formula I can be formed with various mineral or organic acids. Mineral acids such as' hydrochloric acid or phosphoric acid may be employed. However, it is preferred to employ salts formed from fatty acids of low molecular weight-such as formic CHa-CHzOH ample. Any acid giving water-soluble salts with the compounds of Formula I may be employed. However, it will be advantageous to employ acids which are most compatible with the skin, notably hydroxyacids, such as lactic acid, whichin addition gives an unctuous foam.
  • one or more compounds of Formula I heated at 7080' C. are neutralised by adding with good agitation, an aqueous solution heated at the same temperature of the acid employed.
  • the pH of the solution obtained' may range from 3.5 to 6, depending upon the acid employed. Solutions of salts having a more acid pH lose some of their foaming power, and those with more alkaline pH lead to hydrolysis of the salts and deposition of cationic base.
  • an aqueous solution containing 50% by weight of the dilactate of a compound of Formula I in which R has a chain length of 18 carbon atoms (oleyl or stearyl) is fluid at 60 C.
  • aqueous solution containing by weight of the said dilactate remains fluid and limpid at room temperature and can be marketed in liquid form.
  • Shampoos prepared with solutions of salts of compounds of Formula I give an abundantand consistent lather.
  • the detergent action is such that all dirt on the hair is eliminated at the first wash and rinsing is simple.
  • the salts of compounds of Formula I are insensitive to acid pH and to the alkaline-earth metal salts contained in the washing water. No deposition emanating from the product itself or from an action of the product on salts contained in the water takes place on the hair.
  • the solution is allowed. to cool and a consistent and translucent gel is obtained, which can be directly employed as a concentrated shampoo.
  • a composition for cleansing live human hair comprising an aqueous solution of the dilactate of N-lrydroxyethyl N di(hydroxyethyl) oleylamino propylamine of pH 3.5 to 6. 7
  • composition for cleansing live human hair comprising an aqueous solution of the dilactate of N-hydroxyethwl-N' di(hydroxy ethoxyethyl) alkyl propylamine wherein the alkyl group is derived from thefatty acids of tallow, said solution having a pH of 3.5 to 6.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US647962A 1956-03-29 1957-03-25 Hair cleansing composition Expired - Lifetime US2930761A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1146332T 1956-03-29

Publications (1)

Publication Number Publication Date
US2930761A true US2930761A (en) 1960-03-29

Family

ID=9645325

Family Applications (1)

Application Number Title Priority Date Filing Date
US647962A Expired - Lifetime US2930761A (en) 1956-03-29 1957-03-25 Hair cleansing composition

Country Status (7)

Country Link
US (1) US2930761A (da)
CH (1) CH357152A (da)
DE (1) DE1083504B (da)
DK (1) DK88850C (da)
FR (1) FR1146332A (da)
GB (1) GB823303A (da)
NL (1) NL98239C (da)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3090796A (en) * 1958-05-23 1963-05-21 Universal Oil Prod Co Carboxylic acid salts of the condensation product of epihalohydrin and an aliphatic amine
US3090795A (en) * 1958-06-12 1963-05-21 Universal Oil Prod Co Esters of carboxylic acids and the condensation products of epihalohydrin and an aliphatic amine
US3378581A (en) * 1956-05-10 1968-04-16 Nalco Chemical Co Diamine salts useful for inhibiting the corrosion in return steam condensate lines
US3398197A (en) * 1965-02-23 1968-08-20 Armour Ind Chem Co Nu-secondary-alkyl tertiary amine compounds
US3418374A (en) * 1964-11-09 1968-12-24 Armour & Co Fatty polyamines and their alkyl and alkoxy derivatives
US3725473A (en) * 1969-11-28 1973-04-03 Colgate Palmolive Co N-(2-hydroxyhydrocarbonyl) iminodicarboxylates
US3905932A (en) * 1973-03-29 1975-09-16 Toyo Soda Mfg Co Ltd Process for preparing polychloroprene latex
US3975295A (en) * 1972-05-23 1976-08-17 Ashland Oil, Inc. Liquid amine compositions
US4012398A (en) * 1975-09-16 1977-03-15 Van Dyk & Company, Incorporated Quaternary halides of mink oil amides
US4083872A (en) * 1975-01-31 1978-04-11 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler N-2,3-Dihydroxypropyl-N-2-hydroxyalkyl-amine and its salts
EP0051030B1 (fr) * 1980-10-27 1985-04-10 Ceca S.A. Préparation d'émulsions de liants hydrocarbonés par utilisation d'émulsifiants à base de diamines grasses oxyalkylées spécifiques
EP0059383B1 (en) * 1981-02-27 1986-06-18 Dainippon Pharmaceutical Co., Ltd. Improver for the color fastness of dyed cotton textiles to chlorinated water and process for improving the color fastness of dyed cotton textiles to chlorinated water
US5098604A (en) * 1988-03-30 1992-03-24 Ceca, S.A. Cation-active compositions and their application to bituminous emulsions
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
WO2019054906A1 (ru) * 2017-09-15 2019-03-21 Общество с ограниченной ответственностью "ЮНИКОСМЕТИК" Применение диамина для увеличения механической прочности волос и средство для ухода за волосами, его содержащее

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE624000A (da) * 1961-10-25
US3436167A (en) * 1962-02-15 1969-04-01 Oreal Hair dyeing compositions containing amphoteric surface active agents
NL123441C (da) * 1964-01-17
EP0023978A3 (en) * 1979-08-09 1982-01-13 Basf Wyandotte Corporation Harmless cosmetic and toiletry products and method of making same
US4537762A (en) * 1983-11-14 1985-08-27 Bernel Chemical Co. Hair compositions containing mixtures of quaternary ammonium compounds and tertiary amine salts of long-chain acids
FR2676173B1 (fr) * 1991-05-06 1993-08-13 Oreal Composition cosmetique contenant un agent alcalinisant sans odeur.
AU6667894A (en) * 1993-04-28 1994-11-21 Alcon Laboratories, Inc. Diamines as antimicrobial agents and use thereof in ophthalmic composition
WO1998004233A1 (en) * 1996-07-31 1998-02-05 The Procter & Gamble Company Conditioning shampoo compositions comprising polyalkoxylated polyalkyleneamine
NZ512244A (en) 1998-11-12 2003-12-19 Invitrogen Corp Polycationic transfection reagents for introducing anions into a cell
EP3169310A1 (en) 2014-07-15 2017-05-24 Life Technologies Corporation Compositions with lipid aggregates and methods for efficient delivery of molecules to cells

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2214352A (en) * 1935-06-22 1940-09-10 Gen Aniline & Film Corp Process for the production of condensation products containing onium groups
US2717909A (en) * 1953-09-24 1955-09-13 Monsanto Chemicals Hydroxyethyl-keryl-alkylene-ammonium compounds
US2794765A (en) * 1955-08-08 1957-06-04 Ciba Ltd Cosmetic preparations

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2214352A (en) * 1935-06-22 1940-09-10 Gen Aniline & Film Corp Process for the production of condensation products containing onium groups
US2717909A (en) * 1953-09-24 1955-09-13 Monsanto Chemicals Hydroxyethyl-keryl-alkylene-ammonium compounds
US2794765A (en) * 1955-08-08 1957-06-04 Ciba Ltd Cosmetic preparations

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3378581A (en) * 1956-05-10 1968-04-16 Nalco Chemical Co Diamine salts useful for inhibiting the corrosion in return steam condensate lines
US3090796A (en) * 1958-05-23 1963-05-21 Universal Oil Prod Co Carboxylic acid salts of the condensation product of epihalohydrin and an aliphatic amine
US3090795A (en) * 1958-06-12 1963-05-21 Universal Oil Prod Co Esters of carboxylic acids and the condensation products of epihalohydrin and an aliphatic amine
US3418374A (en) * 1964-11-09 1968-12-24 Armour & Co Fatty polyamines and their alkyl and alkoxy derivatives
US3398197A (en) * 1965-02-23 1968-08-20 Armour Ind Chem Co Nu-secondary-alkyl tertiary amine compounds
US3725473A (en) * 1969-11-28 1973-04-03 Colgate Palmolive Co N-(2-hydroxyhydrocarbonyl) iminodicarboxylates
US3975295A (en) * 1972-05-23 1976-08-17 Ashland Oil, Inc. Liquid amine compositions
US3905932A (en) * 1973-03-29 1975-09-16 Toyo Soda Mfg Co Ltd Process for preparing polychloroprene latex
US4083872A (en) * 1975-01-31 1978-04-11 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler N-2,3-Dihydroxypropyl-N-2-hydroxyalkyl-amine and its salts
US4012398A (en) * 1975-09-16 1977-03-15 Van Dyk & Company, Incorporated Quaternary halides of mink oil amides
EP0051030B1 (fr) * 1980-10-27 1985-04-10 Ceca S.A. Préparation d'émulsions de liants hydrocarbonés par utilisation d'émulsifiants à base de diamines grasses oxyalkylées spécifiques
EP0059383B1 (en) * 1981-02-27 1986-06-18 Dainippon Pharmaceutical Co., Ltd. Improver for the color fastness of dyed cotton textiles to chlorinated water and process for improving the color fastness of dyed cotton textiles to chlorinated water
US5145608A (en) * 1986-02-06 1992-09-08 Ecolab Inc. Ethoxylated amines as solution promoters
US5098604A (en) * 1988-03-30 1992-03-24 Ceca, S.A. Cation-active compositions and their application to bituminous emulsions
WO2019054906A1 (ru) * 2017-09-15 2019-03-21 Общество с ограниченной ответственностью "ЮНИКОСМЕТИК" Применение диамина для увеличения механической прочности волос и средство для ухода за волосами, его содержащее

Also Published As

Publication number Publication date
NL98239C (nl) 1961-06-15
FR1146332A (fr) 1957-11-08
GB823303A (en) 1959-11-11
DE1083504B (de) 1960-06-15
DK88850C (da) 1960-04-19
CH357152A (fr) 1961-09-30

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