Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • 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
  • A61K8/31—Hydrocarbons
• • 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
  • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
  • A61K8/8111—Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/08—Preparations containing skin colorants, e.g. pigments for cheeks, e.g. rouge
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/10—Washing or bathing preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q3/00—Manicure or pedicure preparations
  • A61Q3/02—Nail coatings
• • 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
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/12—Preparations containing hair conditioners

Definitions

• a toilet preparation containing a storage stabilizing amount of hydrocarbon which may be a mono-cyclic hydrogenated terpene polymer of the formula (C H and/or a bi-cyclic hydrogenated terpene polymer of the formula (C H17) where n is a whole number of from 2 to 4 and a cosmetic base, such as a cold cream or a cleansing cream base.
• This invention relates to compositions useful as toilet preparations in general, such as skin toilet preparations, toilet preparations for hair, make-up preparations, etc., the characteristic of which is to have in the said compositions vegetable hydrocarbon compounds obtained by polymerizing and hydrogenating terpenes containing mono, sesqui, di and (or) tri terpenes.
• a primary object of this invention therefore is the embodiment of various toilet preparations of excellent quality by admixing therein said vegetable hydrocarbon compounds.
• a toilet preparation requiring adhesive property such as a hair-setting preparation
• Hydrocarbons such as liquid paraffin, petrolatum, etc., and waxes such as carnauba wax, bees wax, etc.
• a vegetable oil such as castor oil
• the product is highly viscous, shapes the hair and renders it glossy, however, it exhibits a bad odor characteristic of the oil, which grows stronger during storage.
• Mucilaginous substances such as methyl cellulose, gum tragacanth, etc. can temporarily shape the hair, but they lack gloss and on drying change into powdery substance like scurf, so they are not suitable as materials for toilet preparations.
• This invention makes it the principal point to add the vegetable hydrocarbon compounds obtained by polymerizing and hydrogenating terpenes containing mono, sesqui, di and tri terpene to the preparations.
• the aforesaid hydrogenated terpenes are produced from alicyclic terpene hydrocarbons,
• monoeyclic terpenes such as menthadienes (e.g. u-terpinene, 'y-terpinene, a-phellandrene, fl-phell andrene, terpinolene, limonene, etc.) and bi-cyclic terpenes such as the camphenes are first polymerized to form hydrocarbon compounds of the formula (C H wherein n is a positive whole number from 2 to 4. Thatis, the polymers are either dimer, trimers or tetramers.
• reaction (1) is the main reaction while reaction (2) is a side reaction.
• reaction (2) is a side reaction.
• n in the above formula is a positive whole number of from 2 to 4.
• n has the same significance as above.
• catalysts which can be used to polymerize the terpenes there are many catalysts which can be used to polymerize the terpenes.
• a preferred catalyst one which consists of 50% by weight of acid clay and 50% by weight of active clay which had admixed therein 1 to 3% by weight of zinc chloride.
• the temperature at which the reaction takes place is not particularly critical; however, a temperature of between 170'- 180 C. is preferred when dipentene is the starting materiai.
• the resultant polymer from the above-reaction is then reduced with hydrogen at a high temperature of pressure and, if desired, a catalyst, e.g. nickel, can be present.
• a catalyst e.g. nickel
• the mono, sesqui, di or tri terpenes mentioned above are found vegetable essential oils and possess an aromatic odor, but the compounds represented by Formula I, and mixtures thereef, and Formula II, and mixtures thereof, have excellent quality as the basic materials for toilet preparations.
• the compounds employed in this invention are colorless transparent liquids of specific gravity above 0.910, far greater than that of any one of the hitherto commonly known oils.
• the compounds are chemically stable, and hence are suitable for long storage, they also have a moderate fluidity and oily touch, and show much less irritating effect against the skin than any of the hitherto known oils, as proved by patch tests.
• dipentene dimerized by reacting same in the presence of a catalytic amount of a catalyst composed of 50 parts by weight of acid clay, 50 parts by weight of active clay and 3 parts by weight of zinc chloride at l70180 C.
• the resultant product is then subjected to reduction with hydrogen at 250 atmospheres and a temperature of 280 C. in the presence of catalytic nickel.
• This product is the reduced dimer-dipentene which is shown in Equations 1 and 2.
• This product is designated vegatable hydrocarbon oil dimer in the hereinafter-described examples of practical application of the present invention.
• trimers and tetramers are as follows:
• dipentene is polymerized by the action of catalyst, as aforesaid, in the presence of sulfuric acid, (ferric sulfate and aluminum sulfate can also be used) at 181-i90 C. Distillation under reduced pressure gives a distillate boiling at 190280 C./ 4 mm. Reduction with catalyic hydrogen (nickel catalyst) at 250 atmospheres and a temperature of 280 C. gives a viscous liquid boiling at 210280 C./4 mm.
• catalyst as aforesaid, in the presence of sulfuric acid, (ferric sulfate and aluminum sulfate can also be used) at 181-i90 C. Distillation under reduced pressure gives a distillate boiling at 190280 C./ 4 mm. Reduction with catalyic hydrogen (nickel catalyst) at 250 atmospheres and a temperature of 280 C. gives a viscous liquid boiling at 210280 C./4 mm.
• This product is designated vegetable hydrocarbon polymer oil in the hereinafter-described examples of practical application of the present invention. Any of the other previously mentioned terpenes may similarly be converted into vegetable hydrocarbon polymer compound for use according to this invention.
• camphene 100 kilograms of camphene is dissolved in 50 grams of Benzol and dimerized in the presence of the same catalyst as shown in Example 1, such catalyst being added gradually at room temperature.
• the resultant mixture is agitated for five hours and the resulting heat of reaction is cooled to ambient temperature by water.
• the Benzol solution is filtered to remove the clay catalyst.
• the Benzol solution is distilled under reduced pressure to remove unreacted camphene and there remains about 66 grams of viscous liquid which is redistvetted at a temperature of 178 C./15 mm. to obtain a colorless, odorless viscous liquid which is dicamphene.
• the dicamphene is dissolved in 186* grams of ethanol and platinum black is added as a catalyst and the dicamphene is hydrogenated at 300 atmospheres and a temperature of for four hours.
• the ethanol solution is separated from the platinum black by filtration and concentrated under reduced pressure.
• This concentrate is distilled under vacuum and the fraction distilling at l68170 C./l5 mm. is colorless, odorless, viscous liquid and the yield is 40-42%.
• the hydrocarbon products enumerated hereinbefore are especially useful when used as a component of an emulsified preparation, because the stability of the product is greatly increased by the fact that the specific gravity of the hydrocarbons of this mvention is greater than that of any of the hitherto commonly known oil substances.
• the highly viscous and adhesive polymers either alone or in admixture, are mixed with a less viscous vegetable hydrocarbon compound dimer, the mixture has an advantage of being capable of addition to the basic materials for various toilet preparations.
• this mixture is used as the base for a hair-shaping preparation, it gives the preparation not only superior hairshaping power, but also a good glossiness; the preparation is odorless and excels in cleansing quality.
• the hydrocarbons make it possible to produce a stable hair-shaping emulsion possessing the same degree of hair-shaping power as hair pomade without any fear of the separation of the components on standing, and this is an added advantage because it has been difficult to produce a satisfactory hair-shaping preparation in the form of emulsion using known oily materials.
• the highly viscous vegetable hydrocarbon polymers have the elfect of strengthening the. film when it is added to the base for film forming preparations, such as hair lacquer and nail enamel.
• the present invention thus presents the possibility of developing various new toilet articles utilizing the excellent qualities of the vegetable hydrocarbon compounds employed in this invention.
• Part (A) and part (B) are separately mixed and heated at 70 C., then part (B) is added to part (A). The mixture is stirred, and after the completion of emulsification is cooled while stirring till it becomes creamy.
• Emulsion (Hand lotion, body lotion, etc.)
• Part (A) and part (B) are separately mixed and heated to 70 C., then part (A) is added to part (B). The mixture is stirred, and after the completion of emulsification it is cooled down to 35 C. while stirring.
• Part (A) and part (B) are separately mixed, heated and kept at 65 C., then part (A) is added to part (B). The mixture is stirred until emulsified, and cooled during such stirring till it becomes creamy.
• Part (A) and part (B) are separately mixed and heated to 70 C., then part (A) is added to part (B).
• the emulsion is cooled to 35 C. while stirring.
• the components are mixed and dissolved uniformly.
• the components are melted and kneader to uniformity. While still warm the mixture is pressed out from an extruder and cut into pieces of suitable length.
• Hair lacquer Rosin 1.0 Vegetable hydrocarbon polymer oil 1.0 Alcohol a- 98.0
• the rosin, oil and perfume are dissolved in alcohol to form a clear solution and sealed in an air-tight vessel with propellants such as Freon gas.
• Nitrocellulose and vegetable hydrocarbon polymer oil are dissolved in a part of the solvents, and after adding plasticizer the mixture is stirred well, then the remaining part of the solvents are added. After complete mixing, it is poured into bottles.
• perfume and preservatives employed in the foregoing examples are those conventionally used in the cosmetic industry, e.g. oil of rose, sodium benzoate, etc.
• the terpenes treated in this invention exist in various forms extending from a highly viscous and adhesive liquid to an appropriately fluid oil in accordance with the degree of polymerization of the substance and can be used in any desired measure, the highly viscous oil being suitable for hair preparations and filmforming toilet preparations, while the less viscous oil is suitable for creams in general, emulsions, rouge and makeup preparations.
• These substances can also be used together in any desired proportions; this makes it possible to apply them extensively for various toilet preparations in general.
• These substances moreover, show such beautifying effects as are not seen in any of the hitherto known oily materials, and give highly nourishing, nonirritable products with enduring stability.
• a toilet preparation having enhanced storage stability consisting essentially of a storage enhancing and stabilizing amount of a hydrocarbon selected from the group consisting of a mono-cyclic hydrogenated terpene polymer of the formula (C H and a bi-cyclic hydrogenated terpene polymer of the formula (C H wherein n is a positive whole number of from 2 to 4 in admixture with a base selected from the group consisting of a cold cream base, a cleansing cream base, a rouge base, a hair cream base, and a mascara base;

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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)
• Dermatology (AREA)
• Cosmetics (AREA)
• Compositions Of Macromolecular Compounds (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=12702064

Family Applications (1)

Country Status (5)

Cited By (10)

Families Citing this family (3)

Citations (2)

• 1962
  • 1962-08-10 IT IT15946/62A patent/IT974504B/it active
  • 1962-08-24 DE DE1492118A patent/DE1492118C3/de not_active Expired
  • 1962-10-09 GB GB38261/62A patent/GB1004174A/en not_active Expired
  • 1962-12-11 CH CH1453162A patent/CH410289A/fr unknown
• 1966
  • 1966-06-30 US US561701A patent/US3502769A/en not_active Expired - Lifetime

Patent Citations (2)

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