US3190803A - Pvp-formamidine sulfinic acid color stripping medium - Google Patents
Pvp-formamidine sulfinic acid color stripping medium Download PDFInfo
- Publication number
- US3190803A US3190803A US212157A US21215762A US3190803A US 3190803 A US3190803 A US 3190803A US 212157 A US212157 A US 212157A US 21215762 A US21215762 A US 21215762A US 3190803 A US3190803 A US 3190803A
- Authority
- US
- United States
- Prior art keywords
- stripping medium
- sulfinic acid
- color stripping
- formamidine sulfinic
- medium
- 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
Links
Classifications
-
- 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
- A61Q5/08—Preparations for bleaching the hair
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/13—Fugitive dyeing or stripping dyes
- D06P5/138—Fugitive dyeing or stripping dyes fugitive dyeing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/03—Hair bleach
Definitions
- alkaline reducing agents Alkali hyposulfates (alkali salts of dithionic acid) or sultoxylates (derivatives of sulfoxylic acid) have been used as efiective reducing agents, for instance.
- keratin substrates such as living human hair, are unfavorably affected thereby. It is not possible to use media of a pH in excess of about 11.0 without damaging keratin fibers or hair.
- a color stripping medium consisting of a weakly alkaline solution of a synergistic combination of about 1 to 2% of formamidine sulfinic acid (thio-urea-dioxide) and 5 to 8% of polyvinyl pyrrolidone, the percentages being by weight of the solution.
- the pH of the medium preferably does not exceed 9.0 and the pH may be adjusted to this value by adding a buffering agent to the medium, for instance ammonium bicarbonate.
- a buffering agent for instance ammonium bicarbonate.
- Any suitable and commercially available buffering agent efiective in a pH range of about 7 to 9 may be used, of course, as will be evident to the skilled in the art, such as any ammonium salt of a weak acid, including ammonium acetate, ammonium citrate, ammonium lactate.
- the color stripping medium also comprises an agent facilitating the solution of the synergistically combined reducing agents in the alkaline solvent.
- An eiiective agent for this purpose is, for instance, a glycol mono-alkyl ether, the alkyl being a lower alkyl group, such as butyl.
- Cellosolve, butyl Cellosolve or methyl Cellosolve may be used for this purpose.
- the color stripping medium contains a thickening agent to impart a high viscosity to the medium.
- This agent must be inert to the alkaline and reducing components and a useful agent of this type is, for instance, cellulose sodium glycol monoacetate. Generally, carboxymethyl cellulose, methyl cellulose and their alkali salts may be used as thickening agents.
- the polyvinyl pyrrolidone component is a known mild bleaching agent in the textile industry but, in the color stripping medium of the invention, it exerts a stabilizing eliect on the mixture and synergistically combines with the formamidine sulfinic acid in effectuating the color stripping.
- Example 1 1.5 parts of formamidine sulfinic acid, 5.0 parts of polyvinyl. pyrrolidone (commercially available in Germany under the trademark Luviskol K30), 5.0 parts of glycol monobutyl ether, 1.0 part of ammonium bicarbonate, 0.5 part of 25% ammonia and 2.5 parts of cellulose sodium glycol monoacetate (commercially available in Germany-under the trademark Tylose 141N600”) are thoroughly stirred into water to provide parts of the solution. The resultant product is a nearly colorless, highly viscose medium.
- Dyed human hair is nearly completely stripped of the artificial color when this medium is applied thereto for a period of 15 to 30 minutes at normal body temperature. It the temperature is increased, the duration of the treatment is correspondingly reduced.
- Example 2 The same medium as in Example 1 is prepared, except that the amount of formamidine sulfinic acid is reduced to one part while the polyvinyl pyrrolidone content is increased to eight parts. The results do not diflier substantially from those of Example 1.
- a color stripping medium consisting of an aqueous alkaline solution of about 1 to 2 percent of formamidine sulfinic acid and of 5 to 8 percent of polyvinyl pyrrolidone, the percentages being by weight of the solution, and the pH of the solution not exceeding 9.
- the color stripping medium of claim 1 further comprising 2 to 7%, by weight of the solution, of a glycol mono- (lower) -alkyl ether.
- glycol mono-(lower)-alkyl ether is glycol monobutyl ether.
- the color stripping medium of claim 1 further comprising a buffering agent to adjust the pH to a value not exceeding 9.
- the color stripping medium of claim 1 further comprising a thickening agent which is inert to the other components of the solution.
- the color stripping medium of claim 1 further comprising about 5% of glycol monobutyl ether and about 2.5% of cellulose sodium glycol monoacetate, both based on the weight of the solution.
- a method of stripping color from living hair which comprises the step of applying thereto a stripping medium consisting of an aqueous alkaline solution of about 1 to 2 percent of formamidine suifinic acid and 5 to 8 percent of polyvinyl pyrrolidone, the percentages being by weight of the solution, and the pH of the solution not exceeding 9.
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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)
- Chemical & Material Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Cosmetics (AREA)
Description
' United States Patent 3,190,803 PVP-FORMIDINE SULFINIC ACID QQLGR STRIPPENG MEDIUM Giinther Vogt, Am Muhiweg, Schitrerstadt, Pfalz, Germany No Drawing. Filed July 24, 1962, Ser. No. 212,157 9 (llaims. (Cl. 167-83) The present invention relates to improvements in stripping or bleaching colored keratin substrates, particularly living hair.
It is conventional to strip or bleach dyed textile fibers by treating them with alkaline reducing agents. Alkali hyposulfates (alkali salts of dithionic acid) or sultoxylates (derivatives of sulfoxylic acid) have been used as efiective reducing agents, for instance. However, if such agents are used at their conventional high alkalinity, keratin substrates, such as living human hair, are unfavorably affected thereby. It is not possible to use media of a pH in excess of about 11.0 without damaging keratin fibers or hair.
It is accordingly the primary object of the present invention to overcome this disadvantage and to provide a color stripping medium and method for colored keratin substrates, which is highly eflicient in bleaching the substrates without damaging the same.
This and other objects are accomplished in accordance with this invention by applying to colored keratin substrates, such as living hair, a color stripping medium consisting of a weakly alkaline solution of a synergistic combination of about 1 to 2% of formamidine sulfinic acid (thio-urea-dioxide) and 5 to 8% of polyvinyl pyrrolidone, the percentages being by weight of the solution.
The pH of the medium preferably does not exceed 9.0 and the pH may be adjusted to this value by adding a buffering agent to the medium, for instance ammonium bicarbonate. Any suitable and commercially available buffering agent efiective in a pH range of about 7 to 9 may be used, of course, as will be evident to the skilled in the art, such as any ammonium salt of a weak acid, including ammonium acetate, ammonium citrate, ammonium lactate.
In a preferred embodiment, the color stripping medium also comprises an agent facilitating the solution of the synergistically combined reducing agents in the alkaline solvent. An eiiective agent for this purpose is, for instance, a glycol mono-alkyl ether, the alkyl being a lower alkyl group, such as butyl. For instance, Cellosolve, butyl Cellosolve or methyl Cellosolve may be used for this purpose.
Also, a more uniform application to the substrate will be facilitated if the color stripping medium contains a thickening agent to impart a high viscosity to the medium. This agent must be inert to the alkaline and reducing components and a useful agent of this type is, for instance, cellulose sodium glycol monoacetate. Generally, carboxymethyl cellulose, methyl cellulose and their alkali salts may be used as thickening agents.
It has been found that formamidine sulfinic acid prepared according to the process of US. Patent No. 2,150,- 921 remains stable in the medium for extended periods of time. Therefore, the color stripping medium of this invention may be bottled ready for use and stored in this condition. This is a considerable advantage over conventional bleaching media whose components are stored in separate containers and are mixed only immediately before use.
3,19,8h3 Patented June 22, 1 965 The melting point of the formamidine sulfinic acid prepared in the indicated manner lies between about 126128 C.
The polyvinyl pyrrolidone component is a known mild bleaching agent in the textile industry but, in the color stripping medium of the invention, it exerts a stabilizing eliect on the mixture and synergistically combines with the formamidine sulfinic acid in effectuating the color stripping.
While the invention is not limited thereby, it will be illustrated in connection with the following examples, wherein all parts are by weight:
Example 1 1.5 parts of formamidine sulfinic acid, 5.0 parts of polyvinyl. pyrrolidone (commercially available in Germany under the trademark Luviskol K30), 5.0 parts of glycol monobutyl ether, 1.0 part of ammonium bicarbonate, 0.5 part of 25% ammonia and 2.5 parts of cellulose sodium glycol monoacetate (commercially available in Germany-under the trademark Tylose 141N600") are thoroughly stirred into water to provide parts of the solution. The resultant product is a nearly colorless, highly viscose medium.
Dyed human hair is nearly completely stripped of the artificial color when this medium is applied thereto for a period of 15 to 30 minutes at normal body temperature. It the temperature is increased, the duration of the treatment is correspondingly reduced.
Physical and chemical examination of the stripped hair show no appreciable damage.
Example 2 The same medium as in Example 1 is prepared, except that the amount of formamidine sulfinic acid is reduced to one part while the polyvinyl pyrrolidone content is increased to eight parts. The results do not diflier substantially from those of Example 1.
Also, substantially the same results are obtained when diiferent Cellosolves are used, including methyl and ethyl Cellosolve.
What I claim is: V
1. A color stripping medium consisting of an aqueous alkaline solution of about 1 to 2 percent of formamidine sulfinic acid and of 5 to 8 percent of polyvinyl pyrrolidone, the percentages being by weight of the solution, and the pH of the solution not exceeding 9.
2. The color stripping medium of claim 1, further comprising 2 to 7%, by weight of the solution, of a glycol mono- (lower) -alkyl ether.
3. The color stripping medium of claim 2, wherein the glycol mono-(lower)-alkyl ether is glycol monobutyl ether.
4. The color stripping medium of claim 1, further comprising a buffering agent to adjust the pH to a value not exceeding 9.
5. The color stripping medium of claim 5, wherein said buitering agent is ammonium bicarbonate.
6. The color stripping medium of claim 1, further comprising a thickening agent which is inert to the other components of the solution.
7. The color stripping medium of claim 6, wherein said thickening agent is cellulose sodium glycol monoacetate.
8. The color stripping medium of claim 1, further comprising about 5% of glycol monobutyl ether and about 2.5% of cellulose sodium glycol monoacetate, both based on the weight of the solution.
9. A method of stripping color from living hair which comprises the step of applying thereto a stripping medium consisting of an aqueous alkaline solution of about 1 to 2 percent of formamidine suifinic acid and 5 to 8 percent of polyvinyl pyrrolidone, the percentages being by weight of the solution, and the pH of the solution not exceeding 9.
References Cited by the Examiner UNITED STATES PATENTS 12/51 Samel et a1 16788 X 9/59 Matlin 8-102 X OTHER REFERENCES Carbide and Carbon Chemicals Corp, Synthetic Organic Chemicals (1942), page 32.
JULIAN S. LEVITT, Primary Examiner.
F. CACCIAPAGLIA in, LEWIS GOTTS, Examiners.
Claims (1)
1. A COLOR STRIPPING MEDIUM CONSISTING OF AN AQUEOUS ALKALINE SOLUTION OF ABOUT 1 TO 2 PERCENT OF FORMAMIDINE SULFINIC ACID AND OF 5 TO 8 PERCENT OF POLYVINYL PYRROLIDONE, THE PERCENTAGES BEING BY WEIGHT OF THE SOLUTION, AND THE PH OF THE SOLUTION NOT EXCEEDING 9.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEV20069A DE1151242B (en) | 1961-01-31 | 1961-01-31 | Removal agent for colored keratin fiber material, especially for living hair |
FR886490A FR1316041A (en) | 1962-01-31 | 1962-01-31 | Bleach for colored substances made from keratin fibers, especially for healthy hair |
US212157A US3190803A (en) | 1962-07-24 | 1962-07-24 | Pvp-formamidine sulfinic acid color stripping medium |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US212157A US3190803A (en) | 1962-07-24 | 1962-07-24 | Pvp-formamidine sulfinic acid color stripping medium |
Publications (1)
Publication Number | Publication Date |
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US3190803A true US3190803A (en) | 1965-06-22 |
Family
ID=22789782
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US212157A Expired - Lifetime US3190803A (en) | 1961-01-31 | 1962-07-24 | Pvp-formamidine sulfinic acid color stripping medium |
Country Status (1)
Country | Link |
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US (1) | US3190803A (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3726967A (en) * | 1970-05-14 | 1973-04-10 | Oreal | Dry, free-flowing hair bleaching composition |
US3997659A (en) * | 1971-03-30 | 1976-12-14 | The Procter & Gamble Company | Hair bleaching compositions containing an arginine compound |
US4775527A (en) * | 1986-06-27 | 1988-10-04 | Gaf Corporation | Compositions used in permanent alteration of hair color |
EP1166780A2 (en) * | 2000-07-01 | 2002-01-02 | Beiersdorf AG | Use of physiologically acceptable sulfinic acid as antioxidant or radical scavenger in cosmetic or dermatologic preparations |
US20040034944A1 (en) * | 2000-08-21 | 2004-02-26 | Frederic Legrand | Bleaching composition for dyed keratinous fibers |
US20140190508A1 (en) * | 2011-07-29 | 2014-07-10 | Perachem Limited | Method |
EP2502613A3 (en) * | 2008-03-10 | 2015-04-01 | Perachem Limited | Hair treatment composition and methods |
AU2013254956B2 (en) * | 2008-09-16 | 2015-08-20 | Hsnf Limited | Hair treatment methods |
EP2502614A3 (en) * | 2008-09-16 | 2016-06-15 | Perachem Limited | Hair treatment methods |
GB2565615A (en) * | 2017-03-15 | 2019-02-20 | Henkel Ag & Co Kgaa | Agent for decolorizing dyed keratinous fibers |
US11406578B2 (en) | 2010-11-25 | 2022-08-09 | L'oreal | Process for stripping keratin fibres using a composition comprising a sulfinic acid derivative and an acidic aqueous composition |
-
1962
- 1962-07-24 US US212157A patent/US3190803A/en not_active Expired - Lifetime
Non-Patent Citations (1)
Title |
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None * |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3726967A (en) * | 1970-05-14 | 1973-04-10 | Oreal | Dry, free-flowing hair bleaching composition |
US3997659A (en) * | 1971-03-30 | 1976-12-14 | The Procter & Gamble Company | Hair bleaching compositions containing an arginine compound |
US4775527A (en) * | 1986-06-27 | 1988-10-04 | Gaf Corporation | Compositions used in permanent alteration of hair color |
EP1166780A2 (en) * | 2000-07-01 | 2002-01-02 | Beiersdorf AG | Use of physiologically acceptable sulfinic acid as antioxidant or radical scavenger in cosmetic or dermatologic preparations |
EP1166780A3 (en) * | 2000-07-01 | 2002-07-24 | Beiersdorf AG | Use of physiologically acceptable sulfinic acid as antioxidant or radical scavenger in cosmetic or dermatologic preparations |
JP2004527457A (en) * | 2000-08-21 | 2004-09-09 | ロレアル | Composition for decolorizing dyed keratin fibers |
US20040034944A1 (en) * | 2000-08-21 | 2004-02-26 | Frederic Legrand | Bleaching composition for dyed keratinous fibers |
US20050132505A9 (en) * | 2000-08-21 | 2005-06-23 | Frederic Legrand | Bleaching composition for dyed keratinous fibers |
EP2502613A3 (en) * | 2008-03-10 | 2015-04-01 | Perachem Limited | Hair treatment composition and methods |
AU2013254956B2 (en) * | 2008-09-16 | 2015-08-20 | Hsnf Limited | Hair treatment methods |
EP2502614A3 (en) * | 2008-09-16 | 2016-06-15 | Perachem Limited | Hair treatment methods |
US11406578B2 (en) | 2010-11-25 | 2022-08-09 | L'oreal | Process for stripping keratin fibres using a composition comprising a sulfinic acid derivative and an acidic aqueous composition |
US20140190508A1 (en) * | 2011-07-29 | 2014-07-10 | Perachem Limited | Method |
GB2565615A (en) * | 2017-03-15 | 2019-02-20 | Henkel Ag & Co Kgaa | Agent for decolorizing dyed keratinous fibers |
GB2565615B (en) * | 2017-03-15 | 2022-05-11 | Henkel Ag & Co Kgaa | Agent for decolorizing dyed keratinous fibers |
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