Classifications

• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
  • C07F9/02—Phosphorus compounds
  • C07F9/28—Phosphorus compounds with one or more P—C bonds
  • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
  • C07F9/3804—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
  • C07F9/3839—Polyphosphonic acids
• • 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
  • A61K8/55—Phosphorus compounds
• • 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
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
  • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
  • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
  • D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
• • 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

• the invention relates to agents which prevent or, at least minimize, damage to hair, particularly human hair, when subjected to bleaching and dyeing operations.
• oxidizing substances For the purpose of dyeing and bleaching of hair, oxidizing substances have long been used, such as hydrogen peroxide, percarbamide, perborate, persulfate and other compounds emitting active oxygen. It is a well known fact that that oxidizing treatment, aside from destroying pigments in the hair, also attacks the fibrous substance of the hair itself. The damage thus inflicted manifests itself, e.g., in an increased alkali solubility and in a decrease of the mechanical properties of the hair, e.g., a strong decrease in its tear resistance, diminishing gloss and grip and increasing brittleness.
• X represents either OH or -NH
• R is an aryl radical or an aliphatic radical having 1 to 5 carbon atoms, or the radical R2 (la) and wherein R and R respectively, denote individually, in Formula 1 as well as in Formula 1a, a hydrogen atom or an alkyl radical having 1 to 5 carbon atoms.
• R and R respectively, denote individually, in Formula 1 as well as in Formula 1a, a hydrogen atom or an alkyl radical having 1 to 5 carbon atoms.
• Compounds of the composition (2) which is one embodiment of Formula 1 above,
• phosphorous acid can be reacted with carboxylic acid chlorides or carboxylic acid anhydrides or with mixtures of both such compounds to yield these compounds.
• carboxylic acid chlorides or carboxylic acid anhydrides Readily available in large scale production are reaction products of phosphorous acid with acetyl chloride and/ or acetic anhydride.
• carboxylic acid chlorides and phosphorous acid phosphorous trichloride and carboxylic acids can be used in suitable stoichiometrical proportions. Depending on the method of production, pure single products or mixtures of pure products are obtained.
• the materials named can be employed on carrier substances or can be admixed to a solution, a gel, a cream or a powder, or else they may be used in combination with the oxidizing agent. Furthermore, they can be incorporated in a treating agent, such as a rinse or a hair wash.
• the damage-preventing substances are applied in quantities of 0.01 to 10 percent by weight, calculated on the agent in which incorporated, and preferably in amounts of 0.1 to 2 percent by weight. If desired, larger amounts can be used, although this does not have any practical advantages.
• the hair treating agents containing the damage-preventing substances also may contain, if desired, further customary additives, such as perfume oils, dyestuffs, thickeners, fatty alcohols, anionactive and cationactive and nonionic wetting agents.
• Particularly suitable thickeners are cellulose derivatives, polyvinylpyrrolidone, polyacrylates, alginates and, in certain instances, fatty alcohols.
• Suitable Wetting agents include fatty alcohol sulfates, alkyl sulfates and condensation products of fatty alcohols with ethylene oxide, whereby the alkyl radical in all instances has a chain length of 12 to 18 carbon atoms.
• alkylbenzenesulfates and alkylpyridinium salts are also usable.
• Hair treated with the agents according to the invention are distinguished by high gloss, improved hand or grip and especially good elasticity, as compared to hair which had been treated in the usual manner under equal conditions.
• the difference in damage to the hair becomes evident from the following examples, wherein this is expressed numerically by the ditferences in alkali solubility and stretch or elongation. It should, however, be pointed out that these examples are given merely by way of illustration, not of limitation, and that numerous changes may be made in the details without departing from the splrit and the scope of the invention as hereinafter claimed.
• EXAMPLE 1 As hair bleach, a 6 percent H 0 solution was employed in each instance whose pH was adjusted to 10 with ammonia shortly before application. Table 1 below shows, in the second column, the duration of the reaction period in minutes. Upon bleaching with the agents according to the invention (method 2, first column), the H 0 solution furthermore contained 0 .1 percent of a reaction product of phosphorous acid of the Formula 4:
• B 0 percent lilkali stifubility was determined by a onehour exposure of the hair fiat 65 Gail. 0.1 n N aOH (aqueous), expressed in percent by weight.
• 41,3 and C denotes hair of three diiierent; persons.
• EXAMPLE -2 '8 parts by weight fatty alcohol and 7 parts by weight :of a fatty alcohol sulfate (chain length of both 16 to 18 @carbon atoms), and one part by weight fatty alcohol (chain length 12 to 14 carbon atoms) were heated to a .melt at 80 C. and emulsified with 34 parts by Weight - ⁇ water at that temperature.
• l-aminobenzyl-1,1-diphosphonic acid in the form of its sodium salt were stirred into 100 g. of the cream, and this mixture evenly distributed on the ,hair to be bleached. Hair thus rendered blond distinguished itself by particular elasticity and mechanical qualities which by far surpassed average values.
• EXAMPLE 4 An agent for bleaching hair blond was prepared by dissolving Parts of the condensation product of stearyl alcohol with 8 mols ethylene oxide 30 Parts paraflin oil Parts gycerol 10 Parts concentrated aqueous ammonia 4 Parts water 36
• EXAMPLE 5 A hair bleaching agent in powder form was produced by mixing parts by weight alkyl sulfate, 50 parts by weight soda, -20 parts by weight sodium persulfate and 5 parts by weight of the compound having the Formula 5:
• EXAMPLE 6 For dyeing oi -hair, 100 parts by weight of a dyeing (cream on the basis of customarily used oxidation dyes are mixed, shortly before application, with a solution of 0.2
• a bleaching agent was produced in liquid form by dissolving 1 part by weight of a compound having the Formula 6:
• a composition for the prevention of damage to hair upon dyeing and bleaching and for the improvement of gloss, elasticity and grip of said hair comprising substances selected from the group consisting of at least one oxidizing dye, a bleach, and mixtures thereof, plus 0.01 to 10 percent of a substance selected from the group consisting of phosphonic acid derivatives, their water-soluble methanol, ethanol, propanol, butanol, and amyl alcohol esters, and their sodium, potassium, ammonium, and
• phosphonic acid derivatives having the formula wherein R and R individually are selected from the group consisting of hydrogen and an alkyl having 1 to 5 carbon atoms; X is selected from the group consisting of OH and --NH;; and R is selected from the group consisting of phenyl, a saturated aliphatic group having 1 to 5 carbon atoms, and the group having the configuration (
• a process for the prevention of damage to hair upon bleaching and dyeing with oxidizing dyes and for the improvement of gloss, elasticity and grip of said hair which comprises rubbing into said hair, substantially at room temperature, a composition consisting of a carrier plus 0.01 to percent by weight of a compound selected from the group consisting of phosphonic acid derivatives, their waterssoluble methanol, ethanol, propanol, butanol, and amyl alcohol esters, and their sodium, potassium, ammonium, and ethanolamine salts; said phosphonic acid derivatives having the formula wherein R and R individually are selected from the group consisting of hydrogen and an alkyl having 1 to 5 carbon atoms; X is selected from the group consisting of -0H and NH and R is selected from the group consisting of phenyl, a saturated aliphatic group having 1 to 5 carbon atoms, and the group having the configuration References Cited by the Examiner FOREIGN PATENTS 6/57 Switzerland.

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ID=25999694

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Cited By (30)

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Citations (1)

• 1963
  • 1963-03-02 DE DET23551A patent/DE1202441B/de active Pending
  • 1963-05-31 GB GB21887/63A patent/GB990660A/en not_active Expired
  • 1963-09-19 US US310165A patent/US3202579A/en not_active Expired - Lifetime
• 1964
  • 1964-02-28 FI FI0421/64A patent/FI42858B/fi active
  • 1964-02-28 CH CH249864A patent/CH440557A/de unknown
  • 1964-02-28 BE BE644474D patent/BE644474A/xx unknown
  • 1964-02-28 NL NL646401994A patent/NL146707B/xx not_active IP Right Cessation
  • 1964-03-02 LU LU45568A patent/LU45568A1/xx unknown
  • 1964-03-02 AT AT177864A patent/AT245734B/de active

Patent Citations (1)

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