US3157578A - Permanent deformation of hair - Google Patents

Permanent deformation of hair Download PDF

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Publication number
US3157578A
US3157578A US169158A US16915860A US3157578A US 3157578 A US3157578 A US 3157578A US 169158 A US169158 A US 169158A US 16915860 A US16915860 A US 16915860A US 3157578 A US3157578 A US 3157578A
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United States
Prior art keywords
acid
solution
hair
value
group
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Expired - Lifetime
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US169158A
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English (en)
Inventor
Zviak Charles
Rouet Jean
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LOreal SA
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LOreal SA
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • 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
    • 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
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur

Definitions

  • reducing solutions of relatively low pH value do have certain disadvantages which render their use inconvenient.
  • their ability to impart a permanent curl to constrained hair is relatively low at about pH 8, so that it is necessary to prolong the duration of application, or to use a heating hood, or to increase the concentration of the reducing agent in the solution. Regardless of the method adoptethe waving operation becomes more difficult.
  • an aqueous solution for use in efiecting the permanent deformation of hair or other keratinous material comprises a salt of a mercaptocarboxylic acid with an organic base and a carbonate of an organic base, the pH value of the solution being from 7 to 9.
  • a method of imparting a permanent deformation to hair or other keratinous material comprises constraining the material to a desired configuration, treating the constrained material at room temperature with an aqueous solution as just set forth and thereafter setting the configuration of the material by oxidation.
  • mercaptocarboxylic acids there are preferably em ployed thioglycollic acid or thiolactic acid and these are preferably employed in concentrations from 0.3 to 1.5 mols per litre.
  • the preferred pH value of the solution is from 7.5 to 8.5.
  • the concentration of the carbonate of the organic base may advantageously vary between 0.1 and 1.5 mols per litre.
  • the solutions obtained by carrying out the procedures indicated above are applied to hair or other keratinous material at room temperature by the method usually adopted in permanent waving with, for example, am monium thioglycollate, i.e., in a first phase the locks of hair are impregnated with the waving solution, they are wound on curlers and each curler is then saturated with the solution which is allowed to act for 5 to 20 minutes, depending upon the nature of the hair.
  • the hair is then rinsed and thereafter treated with an oxidising solution in accordance with the usual technique. There is thus obtained a springy curl which has good resistance to humidity and shampoos.
  • Example I A solution is prepared having the following composition:
  • Example VII 1 The following solution is prepared:
  • An aqueous solution for use'in efiecting the perina 'nent deformation of hair and other keratinous material comprising a salt of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolacetic acid with at least one organic baseselected from the group consisting of guanidine, monoethylarnine, monoethanolaminc, fdiethanolamine, monoisopropanolamine and morpholine and a carbonate of said organic base, the pH value of the solution being from 7 to-9L 2.
  • An aqueous solution for use in efiecting the permanent deformation comprising a salt of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolacetic acid with at least one organic baseselected from the group consisting of guanidine, monoethylarnine, monoethanolaminc, fdiethanolamine, monoisopropano
  • keratinous material comprisin'g'a salt having a concentration of 0.3. to 1.5 g mols per litre of a mercaptocarboxylic acid selected from .the group consisting of thioglycollic acid and thiolacetic acid
  • a mercaptocarboxylic acid selected from .the group consisting of thioglycollic acid and thiolacetic acid
  • organic base selected from the group consisting of guanidine, monoethylamine, monoethanolamine, diethanolarnine, monoisopropanolamine and morpholin'e, and acarbonate of said organic base, the pH value of the solution being from 7 to 9.
  • An aqueous solution for usein'eiiecting the permanent deformation of hair and other keratinous materi 1 4.
  • V comprising a salt of, mercaptocarboxylic acid selected from the group consistingof thioglycollic acid and thiolacetic acid with at least one organic base selected from the group consisting of uanidine, monoethylamine'monoamine and morpholine, and a carbonate of said organic base, the pH value of the solution being from 7.5 to 8. 5. 5.
  • An aqueous solution for effecting the permanent deformation of hair and otherkeratinous material comprising a salt having a concentration of 0.3 to 1.5 mols per litre of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolacetic acid with at least one organic base selected from the group consisting of guanidine, monoethylamine, monoethanolamine, diethanolamine, monoisopropan'olamine and rnOrpholine and a carbonate of saidorganic base having a concentration of 0.1 to 1.5 mols per litre, the pH value of the solution being from 7.5 to 8.5.
  • a process for the preparation of an aqueous solu tion for effecting the permanent deformation of hair and other keratinous material comprising passing carbon dioxideinto an aqueous solution containing a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and ,thiolacetic acid and at least one organic base selected from the group consisting of guanidine, monoethylarnine, monoethanolamine, diethanolamine, monoisopropanolamine and morpholine, until the solution attains a pH value from 7 to 9.
  • a process for the preparation of an aqueous solution for etiecting the permanent deformation of hair and other keratinous material comprising passing carbon 'dioxide into an aqueous solution containing a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolactic acid and at least one organic base selected from the group consisting of guanidine, monoethylamine, monoethanolamine, diethanolamine, monoisopropanolamine and morpholine until the solution attains a pI-l value from7.5 to 8.5.
  • a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolactic acid
  • at least one organic base selected from the group consisting of guanidine, monoethylamine, monoethanolamine, diethanolamine, monoisopropanolamine and morpholine until the solution attains a pI-l value from7.5 to 8.5.
  • a method of imparting a permanent deformation to hair and other keratinous material which comprises constraining the material to a desired configuration, treating the constrained material at room temperature with an aqueous solution comprising a salt of a mercaptocarboxylic acid With at least one organic base selected from the group consisting of guanidine, :monoethylamine,
  • a salt of a mercaptocc boxylic acid selected from, the group consisting'of thi glycollic acid and thiolaotic acid with a mixture or" monoethylamine and monoethylamine carbonate, the pH value of the solutionbeing from 7 to 9.
  • ilvAn aqueous solution for use'in effecting the permanent dforrna-tion of live human hair, comprisin a; salt of a mercap tocarboxylic acid selectedfrorn the group consisting of thioglycollic acid and thiolactic acid with a mixture of monoethanolamine and monoethanolamine carbonate, the pH value of the solution being from 7 to 9.
  • An aqueous solution for use in efiecting the permanent deformation of live human hair comprising: a salt of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolactic acid with a mixture of diethanolamine and diethanolamine carbonate, the pH value of the solution being from 7 to 9.
  • An aqueous solution for use in effecting the permanent deformation of live human hair comprising: a salt of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolactic acid with a mixture of monoisopropanolamine and monoisopropa- 6 nolamine carbonate, the pH value of the solution being from 7 to 9.
  • An aqueous solution for use in effecting the permanent deformation of live human hair comprising: a salt of a mercaptocarboxylic acid selected from the group consisting of thioglycollic acid and thiolactic acid with a mixture of morpholine and morpholine carbonate, the pH value of the solution being from 7 to 9.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US169158A 1959-07-23 1960-07-25 Permanent deformation of hair Expired - Lifetime US3157578A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR800987A FR1241160A (fr) 1959-07-23 1959-07-23 Liquide pour l'ondulation permanente des cheveux

Publications (1)

Publication Number Publication Date
US3157578A true US3157578A (en) 1964-11-17

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ID=8717512

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US169158A Expired - Lifetime US3157578A (en) 1959-07-23 1960-07-25 Permanent deformation of hair

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US (1) US3157578A (US06291589-20010918-C00001.png)
BE (1) BE593305A (US06291589-20010918-C00001.png)
CH (1) CH395434A (US06291589-20010918-C00001.png)
DE (1) DE1255863B (US06291589-20010918-C00001.png)
FR (1) FR1241160A (US06291589-20010918-C00001.png)
GB (1) GB890180A (US06291589-20010918-C00001.png)
NL (1) NL253823A (US06291589-20010918-C00001.png)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3271248A (en) * 1960-07-25 1966-09-06 Ile De Rech S Et D Applic Scie Pharmaceutical compositions containing amine mercapto-succinates
US3665935A (en) * 1970-06-16 1972-05-30 Kingshott Investments Propriet Method of straightening keratinous fibers
US3880174A (en) * 1972-12-23 1975-04-29 Wella Ag Permanent hair shaping composition and method for using the same
US5121762A (en) * 1990-07-16 1992-06-16 Inno/Genics, Inc. Water soluble end wrap and method of use
WO2018065827A1 (en) * 2016-10-03 2018-04-12 L'oreal Hair care compositions comprising thiolactic acid-based ionic liquids or thiolactic acid-based ionic mixtures

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3997659A (en) * 1971-03-30 1976-12-14 The Procter & Gamble Company Hair bleaching compositions containing an arginine compound
US4851215A (en) * 1985-04-29 1989-07-25 Richardson-Vicks Inc. Pantethine component for hair permanent waving
EP0712623B1 (en) * 1994-11-17 2001-01-17 Shiseido Company Limited Permanent waving composition

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2631965A (en) * 1950-05-24 1953-03-17 Ernst O Schnell Permanent waving of hair
US2708940A (en) * 1949-06-22 1955-05-24 Gillette Co Composition and method of cold waving

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT192542B (de) * 1949-06-22 1957-10-25 Gillette Co Flüssiges Mittel zur Kaltdauerwellung und Verfahren zu seiner Herstellung

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2708940A (en) * 1949-06-22 1955-05-24 Gillette Co Composition and method of cold waving
US2631965A (en) * 1950-05-24 1953-03-17 Ernst O Schnell Permanent waving of hair

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3271248A (en) * 1960-07-25 1966-09-06 Ile De Rech S Et D Applic Scie Pharmaceutical compositions containing amine mercapto-succinates
US3665935A (en) * 1970-06-16 1972-05-30 Kingshott Investments Propriet Method of straightening keratinous fibers
US3880174A (en) * 1972-12-23 1975-04-29 Wella Ag Permanent hair shaping composition and method for using the same
US5121762A (en) * 1990-07-16 1992-06-16 Inno/Genics, Inc. Water soluble end wrap and method of use
WO2018065827A1 (en) * 2016-10-03 2018-04-12 L'oreal Hair care compositions comprising thiolactic acid-based ionic liquids or thiolactic acid-based ionic mixtures
US11166895B2 (en) 2016-10-03 2021-11-09 L'oreal Hair care compositions comprising thiolactic acid-based ionic liquids or thiolactic acid-based ionic mixtures

Also Published As

Publication number Publication date
FR1241160A (fr) 1960-09-16
CH395434A (fr) 1965-07-15
GB890180A (en) 1962-02-28
DE1255863B (de) 1967-12-07
NL253823A (US06291589-20010918-C00001.png)
BE593305A (fr) 1960-11-14

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