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WO1989001771A1 - Hot curling hair treatment - Google Patents

Hot curling hair treatment Download PDF

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Publication number
WO1989001771A1
WO1989001771A1 PCT/US1987/002161 US8702161W WO8901771A1 WO 1989001771 A1 WO1989001771 A1 WO 1989001771A1 US 8702161 W US8702161 W US 8702161W WO 8901771 A1 WO8901771 A1 WO 8901771A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
hair
polyethylene oxide
oxide polymer
polymer
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.)
Ceased
Application number
PCT/US1987/002161
Other languages
French (fr)
Inventor
John A. Sramek
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.)
SC Johnson and Son Inc
Original Assignee
SC Johnson and Son Inc
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 SC Johnson and Son Inc filed Critical SC Johnson and Son Inc
Priority to PCT/US1987/002161 priority Critical patent/WO1989001771A1/en
Publication of WO1989001771A1 publication Critical patent/WO1989001771A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers

Definitions

  • compositions are old and well known in the art. It has been particularly sought after by those 5 skilled in the art to provide a composition which allows for home treatment to style the hair without resulting in damage to the hair.
  • the compositions should also be water soluble and easily rinsed from the hair when desired.
  • U. S. Patent No. 4,378,345 discloses a hair setting 10 composition which has a polyethylene glycol with an average molecular weight of 6,000 to 30,000.
  • the composition fur ⁇ ther includes a hair setting composition which has as effec ⁇ tive components a polyethylene glycol having an average molecular weight of 6,000 to 30,000 and a divalent or tri- 15 valent metal salt of pyrrolidone carboxylic acid and/or polyoxyalkylene-added silicone oil.
  • These hair setting compositions are formulated into various aerosols, lotions or pump spray types to facilitate a long lasting shine on the hair.
  • the polyethylene glycol is present in the range 20 of about .05 to 5% by weight of the composition.
  • U. S. Patent No. 3,188,275 discloses a hair setting preparation for use on towel dried or dampened hair which consists of a vinyl acetate polyethylene glycol copolymer in a range of about 1 to 10%, and panthenol or panthenol ether.
  • U. S. Patent No. 3,479,427 discloses a hydrated dialdehyde starch having a dialdehyde number of at least 50 and a cosmetically acceptable vehicle. This patent is of interest because it discloses as a non-active ingredient a plasticizer for the dialdehyde which may be a polyethylene glycol material.
  • U. S. Patent No. 3,946,749 discloses a cosmetic composition which comprises at least one graph and cross- linked copolymer obtained by copolymerization of at least one nonionic monomer, at least one ionic monomer of N-vinyl pyrrolidone, polyethylene glycol and a cross-linking agent.
  • agents such as quaternary ammonia compounds or amine salts.
  • the present invention is a heat activated hair ⁇ 35 treating composition which comprises a branched or cross- linked polyethylene oxide polymer, optionally at least one surfactant, and a solvent selected from the group consist- ing of water, ethanol and mixtures thereof.
  • the poly ⁇ ethylene oxide polymer is present in an amount of about 0.1 to 20% by weight of the composition and is preferably pres ⁇ ent at 3% of the composition.
  • the polymer is carried in a solvent selected from the group consisting of water, ethanol and mixtures thereof
  • a solvent selected from the group consisting of water, ethanol and mixtures thereof
  • the amounts of these solvents may vary according to how the solution is to be used. For example, ethanol may be used when a hair spray application is envisioned and water when not in a spray form. However, it is preferred to have both solvents present for maximum benefit.
  • the composition further optionally includes a sur ⁇ factant which may be a foaming surfactant to dissolve the polymer or other ingredients in the solvent solution.
  • a sur ⁇ factant which may be a foaming surfactant to dissolve the polymer or other ingredients in the solvent solution.
  • the surfactants are se- lected from the group consisting of quaternary surfactants such as stearyl benzyl dimethyl ammonium chloride, cetyl trimethyl ammonium chloride; 3 °.
  • the hair may be treated by first washing the hair to remove any excess oils and dirts, applying the heat ac ⁇ tivated solution comprising the polymer, optionally one surfactant and solvent, drying the hair and finally apply ⁇ ing a heat source such as a curling iron which radiates heat in the range of about 60 to 180°C and preferably 80 to 150°C.
  • the polymer then melts and forms a moisture re ⁇ sistant film over the hair which gives the hair a good mem ⁇ ory and imparts a curl to the hair which does not damage the tertiary structure of the hair and is easily washed out of the hair to allow for changes of style.
  • the composition may be incorporated into mousses, gels, hair sprays, lotions or any leave on products.
  • the hair is wet at time of application, and styled when dr There is a significant improvement in hot curling using a curling iron.
  • the formulas result in fuller style, better appearance and enhanced manageability.
  • the product is eas ⁇ ily removed with shampooing as desired.
  • UC MLX 2584 is the tradename of a branched or crosslinked polyethylene oxide polymer having a melting point of about 50 to 80°C and a molecular weight in the range of greater than or equal to 20,000 available from Union Carbide.
  • Cetrimonium Chloride is cetyl trimethyl ammonium chloride.
  • Gafquat 734 is a copolymer of vinylpyrollidone and dimethy aminoethyl ethacrylate quaternized with dimethyl sulfate, available from GAF.

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  • 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)

Abstract

A heat activated hair curling treatment composition containing an effective amount of a branched or cross-linked polyethylene oxide polymer having a melting point of 50 to 80°C and a molecular weight in a range of greater than or equal to 20,000. The composition may be formulated into aerosols or pump sprays and facilitates long lasting hair styling without damaging hair. The polymer is exposed to heat from a curling iron which causes it to melt thereby imparting a curl to the hair. The composition is comprised of a branched or cross-linked polyethylene oxide polymer, optionally, at least one surfactant, and solvent, selected from the group consisting of water, ethanol and mixtures thereof.

Description

- I - HOT CURLING HAIR TREATMENT
This invention relates to a heat activated hair treating composition.
Hair treating compositions are old and well known in the art. It has been particularly sought after by those 5 skilled in the art to provide a composition which allows for home treatment to style the hair without resulting in damage to the hair. The compositions should also be water soluble and easily rinsed from the hair when desired.
U. S. Patent No. 4,378,345 discloses a hair setting 10 composition which has a polyethylene glycol with an average molecular weight of 6,000 to 30,000. The composition fur¬ ther includes a hair setting composition which has as effec¬ tive components a polyethylene glycol having an average molecular weight of 6,000 to 30,000 and a divalent or tri- 15 valent metal salt of pyrrolidone carboxylic acid and/or polyoxyalkylene-added silicone oil. These hair setting compositions are formulated into various aerosols, lotions or pump spray types to facilitate a long lasting shine on the hair. The polyethylene glycol is present in the range 20 of about .05 to 5% by weight of the composition. The di¬ valent or trivalent metal salt of the pyrrolidone carboxil- ic acid is present in an amount of 0.01 to 3% by weight of the composition. Finally, when present, the polyoxyalkyl¬ ene-added silicone oil is present in an amount of a «bout 0.1
25 to 5% by weight of the composition.
U. S. Patent No. 2,309,722 relates to a toilet preparation containing polyalkylene glycols. The toilet * . preparations are hair preparations which are used to impart a wave or permanent to the hair. The polyethylene glycols * useful are those having a molecular weight of not less than about 400 and have a molecular average weight of anywhere from 400 to 4,000.
U. S. Patent No. 2,691,378 discloses a permanent wave lotion having as active ingredients a proteinaceous material such as casein, and a polyalkylene glycol having 400 and preferably 1,000 recurring groups in a molecule which is a polyethylene glycol. The lotion is applied to the hair and inter alia, the hair is curled with curlers or a curling rod and heated to produce a curl or wave. The curl or wave is permanent and will not wash out with sham¬ pooing. In this patent the solution is applied to the hair and heated. The hair is then rinsed with an acid solution or acid bath to set the lotion and then the hair is rinsed of the acid. The resulting wave cannot be washed out of the hair by water.
U. S. Patent No. 3,188,275 discloses a hair setting preparation for use on towel dried or dampened hair which consists of a vinyl acetate polyethylene glycol copolymer in a range of about 1 to 10%, and panthenol or panthenol ether.
U. S. Patent No. 3,479,427 discloses a hydrated dialdehyde starch having a dialdehyde number of at least 50 and a cosmetically acceptable vehicle. This patent is of interest because it discloses as a non-active ingredient a plasticizer for the dialdehyde which may be a polyethylene glycol material.
U. S. Patent No. 3,946,749 discloses a cosmetic composition which comprises at least one graph and cross- linked copolymer obtained by copolymerization of at least one nonionic monomer, at least one ionic monomer of N-vinyl pyrrolidone, polyethylene glycol and a cross-linking agent.
The present invention provides a heat activated hair treating composition, characterized by
(a) up to about 20% by weight of a branched or cross-linked polyethylene oxide polymer; and
(b) the balance solvent. The present invention also "provides a method of ^ treating hair, chracterized by applying a source of heat to hair treated with a composition containing up to about 20% by weight of a branched or cross-linked polyethylene oxide i
5 polymer in solvent, said heat sufficient to melt said poly¬ ethylene oxide polymer, thereby setting the hair.
The present invention is a leave-on heat activated hair treatment containing a polyethylene oxide polymer as a major component which causes the hair to have an excellent
10 heat set. The heat activated hair treating composition maybe formulated into aerosols, gels, lotions or pump sprays and facilitates long lasting hair styling without damaging hair and without need to resort to expensive salon treat¬ ments. The preferred polymer has a molecular weight of at
15 least 20,000 and preferably 20,000 to 150,000. The polymer has a melting point in the range of about 50 to 80°C. The polymer forms a strong film upon cooling that is moisture resistant but is easily shampooed out o.f the hair. The hair is treated .according to a method whereby at least 1%
20 polymer solution is applied to the hair in any convenient form. The hair is first washed to remove any excess oils or dirt and then at least a 1% polymer solution in water is added and worked throughout the hair. The hair is then dried and curled with a hot curling iron. The hair takes
25 o the curl which has a natural feel to it and is not sticky or hard to the touch and yet will not damage the hair. The polymer can be washed out of the hair at any time to allow for changes in style. Other components of the composition include gelling polymers, surfactants, wetting
30 agents, dyes, perfumes, anti-static agents and conditioning agents such as quaternary ammonia compounds or amine salts.
The invention will now be described in greater detail.
The present invention is a heat activated hair ~ 35 treating composition which comprises a branched or cross- linked polyethylene oxide polymer, optionally at least one surfactant, and a solvent selected from the group consist- ing of water, ethanol and mixtures thereof. The poly¬ ethylene oxide polymer is present in an amount of about 0.1 to 20% by weight of the composition and is preferably pres¬ ent at 3% of the composition. The polymer may be formed from the reaction of an initiator containing 3 or more hydroxyl groups, selected from the group consisting of, for example, erythritol, penaterythritol, sorbitol and mixtures thereof, or an initiator having 2 or more expoxy groups suc as erythritol anhydride, with a base such as sodiumhydroxode and ethylene oxide. The resulting polymer should have a molecular weight of at least 20,000, and preferably 20,000 to 150,000. Other ways to prepare the polymer will be ap¬ parent to those skilled in the art.
The polymer has a melting point in a range of abou 50 to 80°C and preferably from 55 to 65°C. When subjected to such heat, the polymer melts and exhibits excellent sub- stantivity to the keratin in human hair. Upon cooling, it forms a strong moisture resistant film which feel natural t the touch and yet which imparts a set to the hair which doe not damage the hair as conventional permanent wave solution often do. The polyethylene oxide polymer has an average molecular weight in a range of about 20,000 to 150,000 and most preferably from 20,000 to 35,000.
The polymer is carried in a solvent selected from the group consisting of water, ethanol and mixtures thereof The amounts of these solvents may vary according to how the solution is to be used. For example, ethanol may be used when a hair spray application is envisioned and water when not in a spray form. However, it is preferred to have both solvents present for maximum benefit.
The composition further optionally includes a sur¬ factant which may be a foaming surfactant to dissolve the polymer or other ingredients in the solvent solution. The surfactants, of which one or more may be present, are se- lected from the group consisting of quaternary surfactants such as stearyl benzyl dimethyl ammonium chloride, cetyl trimethyl ammonium chloride; 3 °. amine salts such as stearyl amido propyl dimethyl ammonium chloride, acetate, or lac- tate and stearly dimethyl ammonium chloride, acetate or lactate; nonionic emulsifiers such as oleoyl alcohol with 10-20 moles of ethoxylation, amphoteric surfactants and mixtures thereof. The surfactants are present in an amount of up to 50% of the polymer.
The ct3mp.osi±__-_nmay optionally include condition¬ ers and anti-static ingredients, all present in an amount of up to about 50% of the polymer weight. The solution may also be made into a gel in which case a carbomer thickening agent such as Carbopol 941 available from B. F. Goodrich could be used. The thickener is present in an amount of about 1% by weight of the composition. Those skilled in the art will appreciate that any cosmetically acceptable thickening agent will prove useful for this purpose, in the amounts indicated herein.
In whateverform the composition takes, the pH is in a range of from about 3 to 9.
The hair may be treated by first washing the hair to remove any excess oils and dirts, applying the heat ac¬ tivated solution comprising the polymer, optionally one surfactant and solvent, drying the hair and finally apply¬ ing a heat source such as a curling iron which radiates heat in the range of about 60 to 180°C and preferably 80 to 150°C. The polymer then melts and forms a moisture re¬ sistant film over the hair which gives the hair a good mem¬ ory and imparts a curl to the hair which does not damage the tertiary structure of the hair and is easily washed out of the hair to allow for changes of style. The composition may be incorporated into mousses, gels, hair sprays, lotions or any leave on products.
The following example is offered to show Various forms and ormulations. They are intended to be as illus¬ trative and not as limiting to the scope and spirit of the invention.
Figure imgf000008_0001
The hair is wet at time of application, and styled when dr There is a significant improvement in hot curling using a curling iron. The formulas result in fuller style, better appearance and enhanced manageability. The product is eas¬ ily removed with shampooing as desired.
KEY TO EXAMPLE 1 UC MLX 2584 is the tradename of a branched or crosslinked polyethylene oxide polymer having a melting point of about 50 to 80°C and a molecular weight in the range of greater than or equal to 20,000 available from Union Carbide. Cetrimonium Chloride is cetyl trimethyl ammonium chloride. Gafquat 734 is a copolymer of vinylpyrollidone and dimethy aminoethyl ethacrylate quaternized with dimethyl sulfate, available from GAF.

Claims

1. A heat activated hair treating composition, characterized by
(a) up to about 20% by weight of a branched or cross-linked polyethylene oxide polymer; and
(b) the balance solvent.
2. The composition of claim 1, characterized in that said polyethylene oxide polymer is present in an amount of about 0.1 to 6% by weight of the composition.
3. The composition of claim 1 or 2, characterized in that said polyethylene oxide polymer has a melting point in the range of about' 50 to 80°C, and forms a strong, moisture resistant film upon cooling.
4. The composition of claim 1, 2 or 3, character¬ ized in that said polyethylene oxide polymer has an average molecular weight in the range of at least 20,000.
5. The composition of any of claims 1 to 4, char¬ acterized in that the composition includes at least one sur¬ factant selected from the group consisting of quaternary- surfactants, 3° amine salts, nonionic emulsifiers, amphoter- ic surfactants and mixtures thereof, in an amount of up to 50% by weight of the polymer.
6. The composition of any of claims 1 to 5, char¬ acterized in that said composition has a pH of from about
3 to 9.
7. The composition of any of claims 1 to 6, char¬ acterized in that said polyethylene oxide polymer has a molecular weight in the range of about 20,000 to 150,000.
8. The composition of any of claims 1 to 7, char¬ acterized in that the composition includes a cosmetically acceptable thickener present in an amount of about 1% by weight of the composition. .
9. The composition of any of claims 1 to 8, char¬ acterized in that said solvent is selected from the group consisting of water, ethanol and mixtures thereof.
10. A method of treating hair, characterized by applying a source of heat to hair treated with a composi¬ tion containing up to about 20% by weight of a branched or cross-linked polyethylene oxide polymer in solvent, said heat sufficient to melt said polyethylene oxide polymer, thereby setting the hair.
PCT/US1987/002161 1987-08-27 1987-08-27 Hot curling hair treatment Ceased WO1989001771A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/US1987/002161 WO1989001771A1 (en) 1987-08-27 1987-08-27 Hot curling hair treatment

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1987/002161 WO1989001771A1 (en) 1987-08-27 1987-08-27 Hot curling hair treatment

Publications (1)

Publication Number Publication Date
WO1989001771A1 true WO1989001771A1 (en) 1989-03-09

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Country Status (1)

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0385984A4 (en) * 1987-11-20 1991-07-24 S.C. Johnson & Son, Inc. Composition and method for hot curling hair treatment
EP0473349A1 (en) * 1990-08-28 1992-03-04 Kao Corporation Hair cosmetic composition
US6211125B1 (en) * 1997-10-03 2001-04-03 Helene Curtis, Inc. Heat-mediated conditioning from shampoo and conditioner hair care compositions containing silicone
WO2014060405A2 (en) 2012-10-15 2014-04-24 L'oreal Aqueous wax dispersions and hair styling compositions containing them
WO2014060407A2 (en) 2012-10-15 2014-04-24 L'oreal Aqueous wax dispersions for altering the color of keratinous substrates
US9408785B2 (en) 2012-10-15 2016-08-09 L'oreal Hair styling compositions containing aqueous wax dispersions
US20170231356A1 (en) * 2014-05-30 2017-08-17 L'oreal Cosmetic treatment of keratin fibres
US10413496B2 (en) 2012-10-15 2019-09-17 L'oreal Aqueous wax dispersions
US10561596B2 (en) 2014-04-11 2020-02-18 L'oreal Compositions and dispersions containing particles comprising a polymer
US10626294B2 (en) 2012-10-15 2020-04-21 L'oreal Aqueous wax dispersions containing volatile solvents
US11064789B2 (en) 2014-05-30 2021-07-20 L'oreal Cosmetic treatment of keratin fibres

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2309722A (en) * 1940-08-03 1943-02-02 Carbide & Carbon Chem Corp Toilet preparation
US2691378A (en) * 1953-07-23 1954-10-12 Oliva David Permanent wave lotion
US3188275A (en) * 1961-06-26 1965-06-08 Hoffmann La Roche Vinyl acetate polyethylene glycol copolymer hair setting composition
US3479427A (en) * 1965-10-22 1969-11-18 Dart Ind Inc Composition for application to hair
US3946749A (en) * 1972-06-20 1976-03-30 L'oreal Hair cosmetic compositions based on grafted and crosslinked copolymers
US4378345A (en) * 1980-09-19 1983-03-29 Kao Soap Co., Ltd. Hair setting composition
US4402977A (en) * 1979-11-28 1983-09-06 L'oreal Composition for the treatment of keratin fibres, based on amphoteric polymers and anionic polymers
US4638822A (en) * 1982-07-21 1987-01-27 L'oreal Hair-setting process

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2309722A (en) * 1940-08-03 1943-02-02 Carbide & Carbon Chem Corp Toilet preparation
US2691378A (en) * 1953-07-23 1954-10-12 Oliva David Permanent wave lotion
US3188275A (en) * 1961-06-26 1965-06-08 Hoffmann La Roche Vinyl acetate polyethylene glycol copolymer hair setting composition
US3479427A (en) * 1965-10-22 1969-11-18 Dart Ind Inc Composition for application to hair
US3946749A (en) * 1972-06-20 1976-03-30 L'oreal Hair cosmetic compositions based on grafted and crosslinked copolymers
US3990459A (en) * 1972-06-20 1976-11-09 Societe Anonyme Dite: L'oreal Cationic graft and cross-linked copolymers in wavesetting lotions
US4402977A (en) * 1979-11-28 1983-09-06 L'oreal Composition for the treatment of keratin fibres, based on amphoteric polymers and anionic polymers
US4378345A (en) * 1980-09-19 1983-03-29 Kao Soap Co., Ltd. Hair setting composition
US4638822A (en) * 1982-07-21 1987-01-27 L'oreal Hair-setting process

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0385984A4 (en) * 1987-11-20 1991-07-24 S.C. Johnson & Son, Inc. Composition and method for hot curling hair treatment
EP0473349A1 (en) * 1990-08-28 1992-03-04 Kao Corporation Hair cosmetic composition
US6211125B1 (en) * 1997-10-03 2001-04-03 Helene Curtis, Inc. Heat-mediated conditioning from shampoo and conditioner hair care compositions containing silicone
WO2014060405A2 (en) 2012-10-15 2014-04-24 L'oreal Aqueous wax dispersions and hair styling compositions containing them
WO2014060407A2 (en) 2012-10-15 2014-04-24 L'oreal Aqueous wax dispersions for altering the color of keratinous substrates
US9408785B2 (en) 2012-10-15 2016-08-09 L'oreal Hair styling compositions containing aqueous wax dispersions
US10413496B2 (en) 2012-10-15 2019-09-17 L'oreal Aqueous wax dispersions
US10626294B2 (en) 2012-10-15 2020-04-21 L'oreal Aqueous wax dispersions containing volatile solvents
US10888504B2 (en) 2012-10-15 2021-01-12 L'oreal Hair styling compositions containing aqueous wax dispersions
US10561596B2 (en) 2014-04-11 2020-02-18 L'oreal Compositions and dispersions containing particles comprising a polymer
US20170231356A1 (en) * 2014-05-30 2017-08-17 L'oreal Cosmetic treatment of keratin fibres
US11064789B2 (en) 2014-05-30 2021-07-20 L'oreal Cosmetic treatment of keratin fibres

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