US3665072A - Method of improving the cosmetic properties of hair by using aldehyde solution - Google Patents

Method of improving the cosmetic properties of hair by using aldehyde solution Download PDF

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Publication number
US3665072A
US3665072A US37431A US3665072DA US3665072A US 3665072 A US3665072 A US 3665072A US 37431 A US37431 A US 37431A US 3665072D A US3665072D A US 3665072DA US 3665072 A US3665072 A US 3665072A
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US
United States
Prior art keywords
hair
aldehyde
percent
trihydroxymethyl
improving
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
US37431A
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English (en)
Inventor
Gregorire Kalopissis
Jean-Louis Abegg
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
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
Priority claimed from LU51066A external-priority patent/LU51066A1/xx
Application filed by LOreal SA filed Critical LOreal SA
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Publication of US3665072A publication Critical patent/US3665072A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/08Preparations for bleaching the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair

Definitions

  • the present invention which is the result of long, systematic research, concerns a treatment which may be applied in practically all cases and on practically all hair and which substantially improves the cosmetic properties thereof.
  • One object of the present invention is a new process for treating hair with a view to improving its cosmetic properties.
  • This process is essentially characterized by the fact that an aqueous solution is applied to the hair, said solution containing at least one compound selected from the group consisting of aliphatic or aromatic dialdehydes, aldehyde alcohols, aldehyde polyalcohols and polyaldehyde polyalcohols.
  • compositions containing about 0.01 to 8 percent of active compounds such as those mentioned above.
  • active compounds such as those mentioned above.
  • These compositions are applied to the hair during a period of from 15 to 60 minutes, for example, at a temperature of from 15 to 60 C. and preferably around 35 to 40 C.
  • active compounds which may be used according to the invention are glycolaldehyde, glyceric aldehyde, glutaric aldehyde, terephthalic aldehyde, orthophthalic aldehyde, starch dialdehyde, 2-hydroxymethyl-4-methoxy-3-oxa pentane dial, 4,6-diformyl-2,4,8-trihydroxymethyl-3,5,7-trioxanonanedial, 4,6,8,11-tetraformyl-2,4,13-trihydroxymethyl- 3,5,7,10,12-penta oxa tetradecane dial and, in general, dialdehydes obtained by oxidizing monoor polysaccharides with a periodic acid, these dialdehydes having given particularly valuable results in the tests which have been run.
  • the treatment process according to the invention has been shown to be practically universal and may be used in numerous cases such as: on natural hair, on hair more or less strongly bleached, on permanently waved hair and even in certain cases on hair in the reduced state, such as when the first stage of a conventional permanent wave has been carried out and when the treatment according to the invention is carried out before the second so-called neutralization stage.
  • the applicants have noted with surprise that the treatment according to the invention permits a notable reduction in the alkaline solubility of the hair, as compared to the results obtained in the course of prior experiments carried out on wool, using solutions containing aldehydes.
  • the treatment process according to the invention offers above all the possibility of improving the cosmetic properties of hair and also diminishing the alkaline solubility of the latter, which may be advantageous in certain cases.
  • Another object of the present invention is to provide the new article of manufacture consisting of a composition permitting the treatment of hair with a view to improving its cosmetic properties.
  • This composition is essentially characterized by the fact that it contains at least one compound chosen from the group consisting of aliphatic or aromatic dialdehydes, aldehyde alcohols, aldehyde polyalcohols or polyaldehyde polyalcohols.
  • compositions according to the invention may be in the form of aqueous or water-alcohol solutions of the active compounds named above, the concentration of the active compounds ranging for example from 0.01 to 8 percent, and the pH of these compositions varying from 3 to 10.
  • Another object of the present invention is to provide a composition for the treatment of hair, characterized by the fact that it contains at least one of the following compounds: glycolaldehyde, glyceric aldehyde, glutaric aldehyde, terephthalic aldehyde, orthophthalic aldehyde, starch dialdehyde, Z-hydroxy-methyl-4-methoxy-3-oxa pentane dial, 4,6- diformyl-2,4,8-trihydroxy-methyl-3,5,7-trioxa nonanedial, 4,6,8,11-tetraformyl-2,4,l3-trihydroxymethyl-3,5,7,10,12- penta oxa tetradecane dial, and, in general dialdehydes obtained by oxidizing monoor polysaccharides with periodic acid.
  • EXAMPLE 1 After having rigorously bleached a womans hair, a lotion according to the invention is applied to half of it, this lotion consisting of a 1 percent aqueous solution of glutaric aldehyde. The application is made on dampened hair.
  • the hair is clearly easier to comb, whether wet or dry. Moreover, that part of the hair is softer and less electric and the color is also more satisfactorily set therein.
  • EXAMPLE 2 Half of a coiffure which has been previously washed and dried is treated with a lotion according to the invention, this lotion consisting of a 4 percent solution of glutaric aldehyde.
  • the whole head of hair is then rigorously bleached, followed by redyeing using oxidation dyes.
  • the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the hair is much easier to comb, whether wet or dry. Moreover, on the treated side, the
  • hair is softer, silkier, less electric and has a healthier appearance.
  • EXAMPLE 3 Half of a dampened coiffure, which was previously rigorously bleached, is treated with a lotion according to the invention, this lotion consisting of a 1 percent aqueous solution of glycol-aldehyde.
  • the hair is given a permanent without a new application of the lotion according to the invention.
  • the hair is much softer and much easier to comb out whether wet or dry. Moreover, on the treated side, the hair curls more beautifully.
  • EXAMPLE 4 Half of a dampened coiffure is treated with a lotion according to the invention, this lotion consisting of a 50 percent water-alcohol solution containing 1 percent terephthalic aldehyde.
  • EXAMPLE 5 A lotion according to the invention is applied to half of a dampened coiffure which has previously been rigorously bleached. This lotion consists of a 4% aqueous solution of starch dialdehyde.
  • the hair is easier to comb out whether wet or dry and is also softer, less electric, shinier and stronger.
  • EXAMPLE 7 A lotion according to the invention is applied to half of a coiffure which has previously been rigorously bleached. This lotion consists of an aqueous solution containing 0.02 percent glutaric aldehyde.
  • the hair is rinsed and redyed.
  • the hair is easier to comb out, softer and looks more healthy.
  • EXAMPLE 8 Half of a coiffure is treated with a lotion according to the invention, this lotion consisting of an aqueous solution containing 0.2 percent glutaric aldehyde, 0.2 percent starch dialdehyde, and 0.2 percent perfume.
  • the hair is rinsed, dried and rigorously bleached.
  • the hair is shinier and more pliant.
  • EXAMPLE 9 Half of a coiffure is treated for 30 minutes at a temperature of 45 C. under a plastic hood with a lotion according to the invention, this lotion consisting of an aqueous solution containing 1 percent starch dialdehyde.
  • the hair is rinsed, then given a rigorous bleaching followed immediately by a soft permanent of the finest type.
  • the hair is shinier, the curl is more tractable and the ends are softer.
  • EXAMPLE 10 Half of a coiffure which has previously been rigorously bleached is treated with a lotion according to the invention, this lotion consisting of an aqueous solution containing 0.3 percent ethyl-cellulose, 0.5 percent phenylethyl alcohol, 0.5 percent glutaric aldehyde and 0.1 percent perfume.
  • the damp hair is softer and silkier.
  • EXAMPLE 11 A 2 percent aqueous solution of 2-hydroxymethyl-4- methoxy-3-oza-pentane dial is applied to bleached hair for thirty minutes at a temperature of 45 C. under a plastic hood.
  • the hair is softer, shinier and easier to comb out.
  • EXAMPLE 12 A mixture of '90 grams of an aqueous solution containing 0.2 percent glutaric aldehyde, 0.2 percent starch dialdehyde and 1 percent Cemulsol 132 is placed in an aerosol bomb with ten grams of Freon 12.
  • the foam thus obtained is applied to the dampened hair after shampooing.
  • the combing out is much improved.
  • the hair is softer and the ends silky.
  • the curl is tractable.
  • Cemulsol 132 is a polyethoxylated ether of a polyarylphenol having a density at 20 C. of 1145-1150, a viscosity at 20 C. of 500 i 50 centipoises, a solidification point of +7 C. and an acid index of 1, max.
  • Freon 12 is dichlorodifluoromethane.
  • EXAMPLE 13 To one side of a previously totally bleached coiffure is applied an aqueous solution containing 2 percent by weight of 4,6-diformyl-2,4,8-trihydroxymethyl-3,5,7-trioxa nonane dial obtained by periodic oxidation of saccharose, and 1 percent perfume.
  • EXAMPLE 14 A coiffure is entirely bleached, then redyed using the finest quality oxidation dyes. Then one side of the coiffure is treated with a solution containing 4 percent 4,6,8,1l-tetraformyl- 2,4,l3-trihydroxymethyl-3,S,7,10,12-penta oxa tetradecane dial obtained by oxidizing raffinose.
  • the hair is then set using conventional heating means, for example, under a hood, at a temperature of 45 C. for 30 minutes.
  • the hair is healthier, shinier and feels better to the touch.
  • the ends are also less rough.
  • a process for improving the appearance, the feel, the combing and the physical and mechanical properties of human hair which comprises applying to the hair for a period of time between 15 to 60 minutes at a temperature between 15 and 60 C. an aqueous solution of 0.01 to 8 percent by weight of an aldehyde selected from the group consisting of glycolaldehyde, glyceric aldehyde, glutaric aldehyde, terephthalic aldehyde, orthophthalic aldehyde, starch dialdehyde, 2-hydroxymethyl-4-methoxy-3-oxa-pentanedial, 4,6- diformyl-2,4,8-trihydroxymethyl-3,5,7-trioxanonanedial and 4,6,8,l1-tetraformyl-2,4, 13-trihydroxymethyl-3,5,7,10,12- penta oxa tetradecane dial.
  • an aldehyde selected from the group consisting of glycolaldehyde, glyceric

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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)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
US37431A 1965-07-29 1970-05-13 Method of improving the cosmetic properties of hair by using aldehyde solution Expired - Lifetime US3665072A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
LU49208 1965-07-29
LU49666 1965-10-20
LU51066A LU51066A1 (de) 1966-05-10 1966-05-10

Publications (1)

Publication Number Publication Date
US3665072A true US3665072A (en) 1972-05-23

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US37431A Expired - Lifetime US3665072A (en) 1965-07-29 1970-05-13 Method of improving the cosmetic properties of hair by using aldehyde solution

Country Status (8)

Country Link
US (1) US3665072A (de)
BE (1) BE684149A (de)
CH (1) CH463703A (de)
DE (1) DE1617697A1 (de)
GB (1) GB1160919A (de)
IT (1) IT943020B (de)
LU (2) LU49208A1 (de)
NL (1) NL6610296A (de)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090126756A1 (en) * 2005-09-12 2009-05-21 Avlon Industries, Inc. Keratin-protective curl minimizer, compostions, method, and kit therefor
WO2018059784A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059789A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059785A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059767A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059788A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059779A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059778A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059766A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059787A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Konditionierende haarbehandlungsmittel mit auswaschschutz enthaltend ein alpha substituiertes aldehyd
US20190083375A1 (en) * 2016-04-22 2019-03-21 Innospec Limited Methods, compositions and uses relating thereto
WO2019179745A1 (en) 2018-03-22 2019-09-26 Jean Paul Myne' Srl Method for treating keratin fibres using sulfonated organic binders

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19717224A1 (de) * 1997-04-24 1998-10-29 Henkel Kgaa Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090126756A1 (en) * 2005-09-12 2009-05-21 Avlon Industries, Inc. Keratin-protective curl minimizer, compostions, method, and kit therefor
US11642291B2 (en) 2016-04-22 2023-05-09 Innospec Limited Methods, compositions and uses relating thereto
US10799440B2 (en) * 2016-04-22 2020-10-13 Innospec Limited Methods, compositions and uses relating thereto
US20190083375A1 (en) * 2016-04-22 2019-03-21 Innospec Limited Methods, compositions and uses relating thereto
WO2018059766A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
US20190224098A1 (en) * 2016-09-30 2019-07-25 Henkel Ag & Co. Kgaa Improved conditioning hair treatment product with washout protection
WO2018059779A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059778A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059767A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059787A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Konditionierende haarbehandlungsmittel mit auswaschschutz enthaltend ein alpha substituiertes aldehyd
WO2018059785A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
WO2018059788A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
US20190224097A1 (en) * 2016-09-30 2019-07-25 Henkel Ag & Co. Kgaa Improved conditioning hair treatment product with washout protection
WO2018059784A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
US20200030210A1 (en) * 2016-09-30 2020-01-30 Henkel Ag & Co. Kgaa Improved conditioning hair treatment product with washout protection
WO2018059789A1 (de) * 2016-09-30 2018-04-05 Henkel Ag & Co. Kgaa Verbessert konditionierende haarbehandlungsmittel mit auswaschschutz
US11304890B2 (en) 2016-09-30 2022-04-19 Henkel Ag & Co. Kgaa Conditioning hair treatment product with washout protection
WO2019179745A1 (en) 2018-03-22 2019-09-26 Jean Paul Myne' Srl Method for treating keratin fibres using sulfonated organic binders

Also Published As

Publication number Publication date
GB1160919A (en) 1969-08-06
BE684149A (de) 1967-01-16
LU49208A1 (de) 1967-01-30
CH463703A (fr) 1968-10-15
LU49666A1 (de) 1967-04-20
DE1617697A1 (de) 1971-04-01
IT943020B (it) 1973-04-02
NL6610296A (de) 1967-01-30

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