CH427149A - Nail and hair treatment preparations - Google Patents
Nail and hair treatment preparationsInfo
- Publication number
- CH427149A CH427149A CH85563A CH85563A CH427149A CH 427149 A CH427149 A CH 427149A CH 85563 A CH85563 A CH 85563A CH 85563 A CH85563 A CH 85563A CH 427149 A CH427149 A CH 427149A
- Authority
- CH
- Switzerland
- Prior art keywords
- hair
- nail
- hair treatment
- solution
- phosphoric acid
- Prior art date
Links
- 210000004209 hair Anatomy 0.000 title claims description 21
- 238000002360 preparation method Methods 0.000 title description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 10
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
- ORGWCTHQVYSUNL-UHFFFAOYSA-N 1,3-bis(hydroxymethyl)thiourea Chemical compound OCNC(=S)NCO ORGWCTHQVYSUNL-UHFFFAOYSA-N 0.000 claims description 5
- XYZZKVRWGOWVGO-UHFFFAOYSA-N Glycerol-phosphate Chemical compound OP(O)(O)=O.OCC(O)CO XYZZKVRWGOWVGO-UHFFFAOYSA-N 0.000 claims description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
- 235000019441 ethanol Nutrition 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- VLCDUOXHFNUCKK-UHFFFAOYSA-N N,N'-Dimethylthiourea Chemical compound CNC(=S)NC VLCDUOXHFNUCKK-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000002685 polymerization catalyst Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 102000011782 Keratins Human genes 0.000 description 6
- 108010076876 Keratins Proteins 0.000 description 6
- GEHJBWKLJVFKPS-UHFFFAOYSA-N bromochloroacetic acid Chemical compound OC(=O)C(Cl)Br GEHJBWKLJVFKPS-UHFFFAOYSA-N 0.000 description 6
- 150000001299 aldehydes Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- JVUZJOZVWUFSLQ-UHFFFAOYSA-N P(O)(O)=O.OCC(O)CO Chemical class P(O)(O)=O.OCC(O)CO JVUZJOZVWUFSLQ-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 206010041662 Splinter Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000003780 keratinization Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
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)
Description
Nagel-und Haarbehandlungsmittel
Es ist bekamt,'dass bei der Einwirkung von Aldehyden auf keratinartige Gebilde eine Härtung und Elastizitätserhöhung erzielt werden kann. Der Nachteil der Aldehyde bei der Anwendung in der Kosmetik liegt. darin, dass sie neben der genannten Wirkung unerwünschte Nebenwirkungen zeigen, wie z. B. Reizung oder Verhärtung bzw. Verhornung umliegender hautpartien. Daneben zeigen die freien Aldehyde eine eicht ungefährliche toxische Wirkung, besondersaiuidieNervenzellender Haut und : auf die Hautkapillaren.
Es wurde nun gefunden, dass Reaktionsprodukte aus Formaltdehyd und Thioharnstoff nativen Keratinen höhere Elastizität und Festigkeit verleihen als diie freien Aldehyde und ausserdem keine unangeneh- men Nebenwirkungen verursachen. Das enfindungs- gemässs Harr- und Nagelbehandlungsmittel ist daher dadurch gekennzeichnet, dass es ain Reaktionspro- dukt aus Formaldehyd und Thioharnstoff und einen hautverträglichen sauren Polymerisationskatalysator ehthält. Wie bekannt, wind die Festigkeit und erhähte Elastizität der nativen Keratine durch die Aldehyde verliehen, indem die letzteren mit den Aminogruppen der Keratine aine Verbindung eingehen.
Dabei entstehen z. B. mit Formalin Methylenbrücken. Ana logerweise findeSt taufgrund Ides Igleichen Reaktions- mechanismus mit den erfindungsgemäss verwendeten Methylolthioharnstoffen eine Bildung von Methylenbrücken zwischen diesen Verbindungen und den Keratinen statt.
Darüber hinaus besitzen diese Verbindungen in Gegenwart von Säure die Fähigkeit zur Polymeri- sation, die bei diesem Verwendungszweck eine neue zusätzliche Wirkung ergibt. Indem nach der Reaktion mit den Keratinen eine Polymerisation eintritt, wird ein fest mit den keratinen verankerter Film gebildet, der den bebandelten Nägeln odec Haaren neue vorteilhafte Eigenschaften sowohl in mechanischer wie auch chemischer Hinsicht verleiht. Der Film bewirkt Erhöhung der Elastiztiät, Plastiziät und Zerreissfestigkeit ; er ist in Wasser und zahlreichen organischen Lösungsmitteln praktisch unlöslich, was fur den angegebenen Zweck von höchster Bedeutung ist.
Als erst bei, der Applikation wirksam werdende Kata lysatoren eigen sich insbesondere organische und anorganische Salze der Phosphorsäure, Glycerinphos- phonsäure und deren Salze.
Die Anwendung der erfindungsgemässen Mittel erfolgt vorzugsweise in wässriger Lösung. Die Wirkung lässt sich objetiv z. B. durch Elastizitätspriifun- gen an einzelnen Haaren nachwaiaen.
Methodik
Ein Haar wird zwischen zwei Klammern eingespannt und einem kontinuierlich. zunehmendien Zug ausgesetzt bis zu einem voer der Bruchdehnung liegenden Wert (SADAMEL Micromaschinfe, Type Mi 44, Nr. C 620 634). Dann wird dell Zug wieder gleicherweise vermindert.DieserVorganglässt.sichdma- grammatisch darstellen, wobai je nach der von den beiden Kurven umschlossenen Fläche und der Steil- heit der Kurven Veränderungen der Elastizität und des Widerstandes eines Haares eindeutig beurteilt werdenkönnten.DieseMethodikerlaubtsomit, Festigkeits- un Elastizitätwerte objetive zu vergleichen.
Vergleichende Tests von unbehandelten und mit einer Dimethylothioharnstofflösung behandelten Haaren
Versuch Nr. 1
Ein normales, unbehandeltes, weibliches Haar kurde in gleiche Proben von je 3 cm unterteilt. Mit dom Mikroskop wurden nun die Durchmesser der einzelnen Proben gemessen un) d nur diejenigen Stücke fiir den Test verwendet, die gleichen Durchmesser anwiesen. Mit einem dieser Abschnitte (unbehandelt) wurde nun nach der oben beschriebenen Methodik ein Diaigramm aufgenommen (siehe Fig. I, Kurve 1).
Ein zweiter Haarschnitt wunde in eine longe wässrige Lösung von Dimethylothioharnstoff eingetaucht (pH 5), nach 10 Min. herausgenommen und bei einer Temperatur von 30 bis 40 C während 15 bis 20 Min. getrocknet. DiesesHaarwurdegenau. der gleichen Prüfungsmethodik wie das unbehandelte Haar unterzogen, wobei idie Kurve 2 erhalten kurde.
Versuch Nr. 2
Es wurde wie oben eine Kurve eines unbehandelten Haares aufgenommen (seiehe Fig. II, Kurve 1).
Ein zweiter, analoger Haarabschnitt wurde in eine 8%ige Dimethylolthioharnstoff-Lösung (30%ige alkoholisch/wässrige Lösung) eingetaucht (pH 5), nach 10 Minuten herausgenommen und bei einer Temperatur von 30 bis 40 C während 15 bis 20 Min. getrocknet. Dieses Haar wurde genau der gleichem Prüfungsmethadiik wie das unbehandelte Haar miter- zogen, wobei die Kurve 2 erhalten wunde.
Aus dem Vergleich der Kurven der behandelten und unbehandleten haaren in beiden Diagrammen ist klar ersichtlich, dass. durch die Behandluntg dar Haiare mit it Dimethyolthioharnstoff eine signissikante Verbesserung der mechanischen Eigenschaften des Haares erzielt worden ist.
Bei den Behandlung von Nägeln wind eine Verfestigung erzielt, so dass die Neigung zum Bnechen und Splittern vermindert wind.
DieHerstellungerfindungsgemässerMittalkann wie folgt vorgenommen werden : 5-15 g Dimethylolthioharnstoff werden in 80 cm3 warmem Wasser (50-60 C) gelöst. In einem, andern Gefäss werden 1-10 g primänes Natriumphosphat ader 0, 2-2 g einen organischen Särue wie z.B.
Milchsäure, Glyzerinphosphorsäure us. in 20 cm3 Wasser gelöst. Die zweite Lösung waTd unter Umrühnen der ersten Lösung zugesetzt, wobei eime klare, diUBchsiohtige Lösung entsteht, deren pH-Wert Igegebenenfalls mit verdünner Natronlauge auf 2-6 eingestellt wird. Diese Lösung lässt sich für die Be- handlung der Nägel verwanden.
Für Haare kann eine ähnliche Lösung verwendet werden, jedoch gibt man hierzu zweckmässig noch einen Vendicker wie z. B. Polyvinylpyrrolidon ader/ und Polyäthylenglykol.
In beiden Lösungen kann das Wasser zum Tefl oder ganz durch Lösungsmittel wie Äthylalkohol, Dioxan, Dioxalan oder deren Gemische erstezt weriden.
A. Lösungen zur Nagelbehandlung
Beispiel 1
Eine erfindungsgemässe Lösung enthält folgende Bestandteile :
2 g Dimethylolthioharnstoff
0, 2 g Glyzerinphosphorsäure
20 g 33 % igen Athylalkohol
0, 7 g In NaOH pH-Wert : 5, 5.
Ein weiteres erfindungsgcmässes Gemisch setzt sich wie folgt zusammen :
Beispiel 2 2 g Dimethylolthioharnstoff
0, 2 g Glyzerinphosphorsäure
6, 5 g Äthylalkohol (96 % ig)
13, 5 g Dioxan
Das Gemisch wird mit In NaOH auf pH 4 eingestellt.
Nail and hair treatment preparations
It is well known that when aldehydes act on keratin-like structures, hardening and an increase in elasticity can be achieved. The disadvantage of the aldehydes when used in cosmetics lies. in that they show undesirable side effects in addition to the effect mentioned, such. B. irritation or hardening or keratinization of surrounding skin areas. In addition, the free aldehydes show a slightly harmless toxic effect, especially on the nerve cells of the skin and: on the skin capillaries.
It has now been found that reaction products of formaldehyde and thiourea give native keratins greater elasticity and strength than the free aldehydes and, moreover, do not cause any unpleasant side effects. The urea and nail treatment agent according to the invention is therefore characterized in that it contains a reaction product of formaldehyde and thiourea and a skin-compatible acidic polymerization catalyst. As is known, the strength and increased elasticity of the native keratins are conferred by the aldehydes, in that the latter form a bond with the amino groups of the keratins.
This creates z. B. with formalin methylene bridges. Analogously, based on the same reaction mechanism as the methylolthioureas used according to the invention, methylene bridges are formed between these compounds and the keratins.
In addition, these compounds have the ability to polymerize in the presence of acid, which results in a new additional effect for this application. As polymerization occurs after the reaction with the keratins, a film is formed that is firmly anchored to the keratins, which gives the banded nails or hair new advantageous properties, both mechanically and chemically. The film causes an increase in elasticity, plasticity and tensile strength; it is practically insoluble in water and numerous organic solvents, which is of the greatest importance for the stated purpose.
Organic and inorganic salts of phosphoric acid, glycerol phosphonic acid and their salts are particularly suitable as catalysts that only become effective during application.
The agents according to the invention are preferably used in an aqueous solution. The effect can be objectively z. B. rewaxing by elasticity tests on individual hairs.
methodology
One hair is clamped between two clamps and one continuous. increasingly exposed to tension up to a value before the elongation at break (SADAMEL Micromaschinfe, type Mi 44, no. C 620 634). Then the tension is reduced again in the same way. This process can be represented in a grammatical manner, whereby depending on the area enclosed by the two curves and the steepness of the curves, changes in the elasticity and resistance of a hair can be clearly assessed. This methodology thus allows strength and elasticity values compare objetive.
Comparative tests of untreated hair and hair treated with a dimethylothiourea solution
Experiment No. 1
A normal, untreated, female hair was divided into equal samples of 3 cm each. The diameters of the individual samples were then measured with the microscope and only those pieces were used for the test which indicated the same diameter. With one of these sections (untreated) a diagram was then recorded according to the methodology described above (see FIG. I, curve 1).
A second haircut was immersed in a long aqueous solution of dimethylothiourea (pH 5), removed after 10 minutes and dried at a temperature of 30 to 40 ° C. for 15 to 20 minutes. This hair was exactly. subjected to the same test methodology as the untreated hair, curve 2 being obtained.
Experiment No. 2
A curve of untreated hair was recorded as above (see FIG. II, curve 1).
A second, analogous section of hair was immersed (pH 5) in an 8% dimethylolthiourea solution (30% alcoholic / aqueous solution), removed after 10 minutes and dried at a temperature of 30 to 40 ° C. for 15 to 20 minutes. This hair was trained in exactly the same test method as the untreated hair, curve 2 being obtained.
From the comparison of the curves of the treated and untreated hair in both diagrams, it is clear that a significant improvement in the mechanical properties of the hair has been achieved by treating the hairs with dimethyl thiourea.
When treating nails, a solidification is achieved so that the tendency to bite and splinter is reduced.
The preparation according to the invention can be carried out as follows: 5-15 g of dimethylolthiourea are dissolved in 80 cm3 of warm water (50-60 C). 1-10 g of primary sodium phosphate or 0.2-2 g of an organic acid such as B.
Lactic acid, glycerol phosphoric acid, etc. dissolved in 20 cm3 of water. The second solution was added to the first solution, with stirring, resulting in a clear, diUBasic solution, the pH of which is adjusted to 2-6 with dilute sodium hydroxide solution, if necessary. This solution can be used for the treatment of the nails.
A similar solution can be used for hair, but it is advisable to add a thickener such as B. polyvinylpyrrolidone / and polyethylene glycol.
In both solutions, the water can be replaced to the Tefl or completely by solvents such as ethyl alcohol, dioxane, dioxalane or mixtures thereof.
A. Nail treatment solutions
example 1
A solution according to the invention contains the following components:
2 g dimethylolthiourea
0.2 g of glycerol phosphoric acid
20 g of 33% ethyl alcohol
0.7 g In NaOH pH value: 5.5.
Another mixture according to the invention is composed as follows:
Example 2 2 g of dimethylolthiourea
0.2 g of glycerol phosphoric acid
6.5 g ethyl alcohol (96%)
13.5 g of dioxane
The mixture is adjusted to pH 4 with 1N NaOH.
Claims (1)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH85563A CH427149A (en) | 1963-01-24 | 1963-01-24 | Nail and hair treatment preparations |
GB2350/64A GB1057104A (en) | 1963-01-24 | 1964-01-20 | Process for treating keratinous material |
US339271A US3349000A (en) | 1963-01-24 | 1964-01-21 | Process for treating human nails and hair with dimethylol thiourea compositions |
DE19641467953 DE1467953A1 (en) | 1963-01-24 | 1964-01-22 | Nail and hair treatment preparations |
FR961354A FR1388164A (en) | 1963-01-24 | 1964-01-23 | Products for the treatment of nails and hair |
BE669804A BE669804A (en) | 1963-01-24 | 1965-09-17 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH85563A CH427149A (en) | 1963-01-24 | 1963-01-24 | Nail and hair treatment preparations |
Publications (1)
Publication Number | Publication Date |
---|---|
CH427149A true CH427149A (en) | 1966-12-31 |
Family
ID=4196767
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH85563A CH427149A (en) | 1963-01-24 | 1963-01-24 | Nail and hair treatment preparations |
Country Status (5)
Country | Link |
---|---|
US (1) | US3349000A (en) |
BE (1) | BE669804A (en) |
CH (1) | CH427149A (en) |
DE (1) | DE1467953A1 (en) |
GB (1) | GB1057104A (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU54741A1 (en) * | 1967-10-26 | 1969-06-27 | ||
BE736388A (en) * | 1968-07-25 | 1970-01-22 | ||
US3736944A (en) * | 1969-07-24 | 1973-06-05 | Oreal | Compositions and procedures for effecting a permanent wave or set in the hair |
US3650280A (en) * | 1969-12-03 | 1972-03-21 | David Roberts | Cosmetic treatment of hair with thiourea or urea and glyoxal |
US3773056A (en) * | 1971-03-05 | 1973-11-20 | Oreal | Compositions and methods of improving the quality of human hair with stable methylol compounds |
DE2307052C2 (en) * | 1973-02-13 | 1974-10-31 | Boehringer Mannheim Gmbh, 6800 Mannheim | Uric acid standard |
US4294852A (en) * | 1973-11-01 | 1981-10-13 | Johnson & Johnson | Skin treating compositions |
FR2411606A1 (en) * | 1977-12-16 | 1979-07-13 | Oreal | COSMETIC COMPOSITION FOR THE STRENGTHENING OF SOFT OR BREAKING NAILS |
CH648481A5 (en) * | 1981-06-26 | 1985-03-29 | Joos Bernhard | NAIL PROTECTION DEVICE FOR FASTENING AND / OR HARDENING LIVING FINGER AND / OR TOE NAILS. |
US5993837A (en) * | 1998-08-24 | 1999-11-30 | Revlon Consumer Products | Compositions for application to keratinous substrates and a method for strengthening such substrates |
US6403063B1 (en) | 1999-07-26 | 2002-06-11 | Kenneth I. Sawyer | Method of treating nail fungus |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1811809A (en) * | 1928-05-24 | 1931-06-23 | Schwarzkopf Kurt | Pulverulent preparation for the production of alpha rinsing liquid for the after treatment of washed animal fibers, woolen or silken fabrics, and especially the hair of the head |
US2084127A (en) * | 1933-02-07 | 1937-06-15 | Frederics Inc E | Hair rinse |
US2407376A (en) * | 1942-10-31 | 1946-09-10 | American Cyanamid Co | Colloidally dispersed dimethylol urea resins |
FR1015804A (en) * | 1945-07-05 | 1952-10-24 | Hair lotion | |
BE592793A (en) * | 1959-07-09 | |||
US3208910A (en) * | 1961-10-23 | 1965-09-28 | Cassidy Harry Eugene | Zirconium acetate hair treating composition and process of using same |
-
1963
- 1963-01-24 CH CH85563A patent/CH427149A/en unknown
-
1964
- 1964-01-20 GB GB2350/64A patent/GB1057104A/en not_active Expired
- 1964-01-21 US US339271A patent/US3349000A/en not_active Expired - Lifetime
- 1964-01-22 DE DE19641467953 patent/DE1467953A1/en active Pending
-
1965
- 1965-09-17 BE BE669804A patent/BE669804A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE1467953A1 (en) | 1969-01-30 |
GB1057104A (en) | 1967-02-01 |
US3349000A (en) | 1967-10-24 |
BE669804A (en) | 1966-01-17 |
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