US3725525A - Hair and nail hardening process - Google Patents

Hair and nail hardening process Download PDF

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US3725525A
US3725525A US00051678A US3725525DA US3725525A US 3725525 A US3725525 A US 3725525A US 00051678 A US00051678 A US 00051678A US 3725525D A US3725525D A US 3725525DA US 3725525 A US3725525 A US 3725525A
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hair
nail
dimethylolethylenethiourea
water
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B Joos
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00Manicure or pedicure preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants

Definitions

  • compositions contain 51 Int. Cl. ..A6lk 7/04 A61]; 7/06 A6 1k 27/00 7 pecem dimethyllanfyleneure? Field of Search 424/61 250 273 d1methylolalkylenethiourea as the primary active ingredient dispersed in a compatible carrier conducive to the application of the cosmetic composition in cosmetically effective amounts.
  • the present invention relates to cosmetic compositions particularly useful as disinfectants, deodorants, and hair and nail hardeners.
  • a body deodorant can also have a perspiration-reducing effect so that this effect is combined with an odor-destroying effect, if possible.
  • an odor-destroying or odor-covering agent compounds containing sulfur and/or nitrogen are transformed, preferably by chemical complex combinations, into substances which are no longer ill-smelling.
  • solutions, creams, sticks, soaps and the like which usually contain active substances, such as hexachlorophene, hexamethylene tetramine, quaternary ammonium compounds, Nipagine or chlorophyllin.
  • active substances such as hexachlorophene, hexamethylene tetramine, quaternary ammonium compounds, Nipagine or chlorophyllin.
  • Aluminum compounds are widely used as active components.
  • a great number of chemicals are useful as disinfectants in the sense that they destroy or prevent the growth of diseases causing bacteria and fungi.
  • Such known disinfectants are, for instance, numerous oxidizing agents, reducing agents, sulfur and mercury compounds or alcohols. These products frequently offer only a limited protection because they are removed or become inactive.
  • the cosmetic compositions of this invention combine desirable properties with freedom from undesirable side effects. They have outstanding properties as deodorants, are excellent nail hardeners and are most effective as a disinfectant.
  • a cosmetic composition comprising as an active ingredient a dimethylolalkyleneurea or a dimethylolalkylenethiourea, in which the alkylene group preferably has two to five carbon atoms, and a topically acceptable carrier, such as water, alcohols, ethers and the like or mixtures thereof.
  • a topically acceptable carrier such as water, alcohols, ethers and the like or mixtures thereof.
  • R is alkylene and X is CO or CS.
  • the active ingredient of the cosmetic composition comprises dimethylolethyleneurea or dimethylolethylenethiourea.
  • the composition further comprises additional material selected from conventional coloring, emulsifiers, perfume and thickening agents.
  • composition of the invention has properties enabling them to be useful for the purposes mentioned hereinbefore. Additionally the compositions have a good skin compatibility on account of their favorable pH value between 5 and 7. Therefore, the body deodorant with the claimed active components is most effective with older people, while for instance the aluminum compounds do not meet this requirement.
  • the products make brittle nails hard again and increases their elasticity by increasing and strengthening the partially damaged keratin structure of the nails by building new bridges" and by additional polymerization of the active components.
  • the active ingredient of the cosmetic compositions hereof apparently form insoluble polymers, in water or organic solvents, which protect the keratin during the usual treatment with organic solvents, i. e., a lattice-like reaction takes place between the keratin and the active components of the product.
  • composition for hardening nails is an aqueous solution of one percent by weight of ninhydrin are known in the prior art.
  • ninhydrin is 1,2,3-indantrione monohydrate. See Merck Index, Eighth Edition.
  • this composition is compared with the nail hardeners of this. invention, which preferably consists of an aqueous solution of 5 percent by weight of dimethylolethylenethiourea, the following is to be noted: Ninhydrin reacts with the keratin and colors the nail blue. Compared with this, dimethylolethylenethiourea acts without coloring keratin and polymerizes thereby increasing the elasticity and the tensile strength and sealing the surface ofthe nail. Such reactions do not occur when ninhydrin is applied.
  • the product may be used in soaps, tooth pastes, hygienic articles, bath oils, shampoos, lotions, hair wash, mouth wash, and shaving soaps with skin-strengthening effect. It has been found that the active components do not irritate the mucous membrane, thus permitting the use of this product in a wide field of application.
  • the product can also be used for disinfecting objects or rooms.
  • this cosmetic composition When applied topically, this cosmetic composition is effective, also, as a nail hardener, hair hardener and as a disinfectant.
  • EXAMPLE 2 Deodorant Stick 4 percent dimethylolethylenethiourea 8 percent pulverized soap 10 percent isopropylmyristate 4 percent glycerine 74 percent alcohol (ethanol) I EXAMPLE 3 Deodorant Toilet Water percent dimethylolethylenethiourea percent zirconium acetate 8 percent calcium acetate 0.1 percent Triton X 100 0.1 percent perfume water to 100 percent EXAMPLE 4 Deodorant Ge] 5 percent dimethylolethyleneurea 10 percent zirconium acetate 8 percent calcium acetate 0.1 percent Triton X 100 0.1 percent perfume 2 percent carboxymethylcellulose water to 100 percent These deodorant compositions are topically applied to the human body, in the customary manner, by rubbing a small adherent amount of the composition under the arms or other desired parts of the anatomy.
  • These hair hardening compositions may be used in the customary manner and in the customary amounts by wetting the hair.
  • the shampoo may be left on the hair for l-5 minutes prior to rinsing it off with water.
  • compositions containing 3-14 percent of Perhmtel dimethylolethyleneurea or dimethylolethylenethiourea Y which may be applied topically to the human body in adherent amounts to obtain deodorant or disinfectant effects and may be applied topically to human hair and nails in adherent amounts to obtain hardening effects.
  • the compositions hereof when applied to hair, the compositions hereof impart a disinfectant effect and, in some instances, a deodorant effect. It will be understood, however, important functional effects can be obtained when the compositions contain as little as 1 percent of the ureas hereof and that amounts in excess of percent normally are not necessary and may even be disadvantageous.
  • the process of hardening live human nails or hair comprising applying to the human nails or hair a hardening amount of a compound selected from the group consisting of dimethylolalkyleneurea and dimethylolalkylenethiourea wherein the alkylene groups each have two to five carbon atoms.

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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)
  • Cosmetics (AREA)

Abstract

Cosmetic compositions and methods of applying the same are provided wherein the compositions contain 1-15 percent of dimethylolalkyleneurea or dimethylolalkylenethiourea as the primary active ingredient dispersed in a compatible carrier conducive to the application of the cosmetic composition in cosmetically effective amounts.

Description

r, Unite States Patent 1 [111 3,725,525 Joos [4 1 Apr. 3, 1973 [.54] HAIR AND NAIL HARDENING [56] References Cited PROCESS UNITED STATES PATENTS [76] Inventor: Bernhard Joos, Kurfirstenstrasse 23, 3,149,338 9/1964 Habicht etal ..424/7O Zurich, Switzerland 3,279,979 10/1966 Gribnau et al..... 3,350,162 10/1967 Beck ..8/115.6 [22] Filed: July 1, 1970 Primary ExaminerAlbert T. Meyers LN 7 [211 App 0 8 Assistant Examiner-Donald B. Moyer Related Application Data Attorney-Littlepage, Quaintance, Wray and Aisenber [63] Continuation-impart of Ser. No. 708,514, Feb. 27, g
1969, abandoned. 57 ABSTRACT 52 US. Cl. ..424/61 424/65 424 70 and met-hm applying the 424/244 424/250 424/273 same are provided wherein the compositions contain 51 Int. Cl. ..A6lk 7/04 A61]; 7/06 A6 1k 27/00 7 pecem dimethyllanfyleneure? Field of Search 424/61 250 273 d1methylolalkylenethiourea as the primary active ingredient dispersed in a compatible carrier conducive to the application of the cosmetic composition in cosmetically effective amounts.
5 Claims, N0 Drawings HAIR AND NAIL HARDENING PROCESS This application is a continuation-in-part of application Ser. No. 708,514, filed Feb. 27, 1969 now abandoned. l
The present invention relates to cosmetic compositions particularly useful as disinfectants, deodorants, and hair and nail hardeners.
It is the function of a deodorant to cover up odors or to destroy them. A body deodorant can also have a perspiration-reducing effect so that this effect is combined with an odor-destroying effect, if possible. When using an odor-destroying or odor-covering agent, compounds containing sulfur and/or nitrogen are transformed, preferably by chemical complex combinations, into substances which are no longer ill-smelling.
As is known, for this purpose, solutions, creams, sticks, soaps and the like are used which usually contain active substances, such as hexachlorophene, hexamethylene tetramine, quaternary ammonium compounds, Nipagine or chlorophyllin. Aluminum compounds are widely used as active components.
All these substances must be harmless to man to the maximum degree possible and must not irritate the skin. Such properties are not possessed by all active substances. For instance, aluminum compounds can only be used in an acid medium in order to be effective and this can frequently result in skin irritations. Up to now, no active substance is known which combines all desirable qualities such as compatibility with the skin and a high degree of effectiveness in every respect, namely bactericidal, fungicidal as well as odor-covering, astringent and perspiration-preventing properties.
Up to the present time, very few products have been found to be suitable for the hardening of toe and finger nails, although wide use of nail polishes and polish removers results in extensive damage to nails, which use requires preventive measures. Usually, simple means are used to prevent brittleness of the nails, such as citric acid or substances containing tannin. The use of poly waxes in creams which, partially harden the solvent, is known also. However, these products are not effective enough to achieve a hardening of the nails, and especially, they do not actively increase nail elasticity and plasticity. Only formaldehyde has an adequate effectiveness. However, its use is not recommended because of its toxicity and for this reason is not permitted in many countries.
A great number of chemicals are useful as disinfectants in the sense that they destroy or prevent the growth of diseases causing bacteria and fungi. Such known disinfectants are, for instance, numerous oxidizing agents, reducing agents, sulfur and mercury compounds or alcohols. These products frequently offer only a limited protection because they are removed or become inactive.
The cosmetic compositions of this invention combine desirable properties with freedom from undesirable side effects. They have outstanding properties as deodorants, are excellent nail hardeners and are most effective as a disinfectant.
According to the present invention, there is provided a cosmetic composition comprising as an active ingredient a dimethylolalkyleneurea or a dimethylolalkylenethiourea, in which the alkylene group preferably has two to five carbon atoms, and a topically acceptable carrier, such as water, alcohols, ethers and the like or mixtures thereof. By using such topically acceptable carriers containing 1-15 percent of the active ingredient mentioned above, one is enabled to apply the cosmetic compositions hereof topically in effective disinfectant, deodorant and nail or hair hardening amounts.
These active ingredients have the general formula:
in which R is alkylene and X is CO or CS.
According to a preferred feature of the invention, the active ingredient of the cosmetic composition comprises dimethylolethyleneurea or dimethylolethylenethiourea.
In a preferred embodiment of the invention, the composition further comprises additional material selected from conventional coloring, emulsifiers, perfume and thickening agents.
It has been found that the composition of the invention has properties enabling them to be useful for the purposes mentioned hereinbefore. Additionally the compositions have a good skin compatibility on account of their favorable pH value between 5 and 7. Therefore, the body deodorant with the claimed active components is most effective with older people, while for instance the aluminum compounds do not meet this requirement.
The products, according to this invention, make brittle nails hard again and increases their elasticity by increasing and strengthening the partially damaged keratin structure of the nails by building new bridges" and by additional polymerization of the active components. The active ingredient of the cosmetic compositions hereof apparently form insoluble polymers, in water or organic solvents, which protect the keratin during the usual treatment with organic solvents, i. e., a lattice-like reaction takes place between the keratin and the active components of the product.
Composition for hardening nails is an aqueous solution of one percent by weight of ninhydrin are known in the prior art. (Ninhydrin is 1,2,3-indantrione monohydrate. See Merck Index, Eighth Edition.) If this composition is compared with the nail hardeners of this. invention, which preferably consists of an aqueous solution of 5 percent by weight of dimethylolethylenethiourea, the following is to be noted: Ninhydrin reacts with the keratin and colors the nail blue. Compared with this, dimethylolethylenethiourea acts without coloring keratin and polymerizes thereby increasing the elasticity and the tensile strength and sealing the surface ofthe nail. Such reactions do not occur when ninhydrin is applied.
As a disinfectant, the product may be used in soaps, tooth pastes, hygienic articles, bath oils, shampoos, lotions, hair wash, mouth wash, and shaving soaps with skin-strengthening effect. It has been found that the active components do not irritate the mucous membrane, thus permitting the use of this product in a wide field of application. The product can also be used for disinfecting objects or rooms.
I. DEODORANT EXAMPLES EXAMPLE 1 5 percent dimethylolethylenethiourea 1 percent Triton X-l a nonionic octylphenoxypolyethylene glycol wetting agent 94 percent water Small amounts of perfume and coloring matter may be added, if desired.
When applied topically, this cosmetic composition is effective, also, as a nail hardener, hair hardener and as a disinfectant.
EXAMPLE 2 Deodorant Stick 4 percent dimethylolethylenethiourea 8 percent pulverized soap 10 percent isopropylmyristate 4 percent glycerine 74 percent alcohol (ethanol) I EXAMPLE 3 Deodorant Toilet Water percent dimethylolethylenethiourea percent zirconium acetate 8 percent calcium acetate 0.1 percent Triton X 100 0.1 percent perfume water to 100 percent EXAMPLE 4 Deodorant Ge] 5 percent dimethylolethyleneurea 10 percent zirconium acetate 8 percent calcium acetate 0.1 percent Triton X 100 0.1 percent perfume 2 percent carboxymethylcellulose water to 100 percent These deodorant compositions are topically applied to the human body, in the customary manner, by rubbing a small adherent amount of the composition under the arms or other desired parts of the anatomy.
II. NAIL HARDENER EXAMPLES EXAMPLE 5 10 percent dimethylolethyleneurea 0.1 percent Triton X 100 0.1 percent perfume 0.001 percent dye stuff water to 100 percent EXAMPLE 6 14 percent dlmethylolethylenethiourea 0.1 percent Triton X 100 0.1 percent perfume 25 percent alcohol (96 percent) water to 100 percent EXAMPLE 7 5 percent dimethylolthiourea 5 percent dimethylolethylenethiourea 35 percent alcohol (96 percent) 5 percent glycerine 0.5 percent Bayoil 0.2 percent Carnation Oil water to 100 percent A small adherent amount of these nail hardening compositions is brushed on to the nail like a nail polish and it can be left on the nail until it is rubbed off or removed with a suitable solvent. The nail hardening effect begins immediately.
III. HAIR HARDENER EXAMPLES EXAMPLE 8 Hair Hardeners Shampoo 5 percent dimethylolethylenethiourea 10 percent dimethylolthiourea 2 percent sodium chloride 20 percent sulphonated oil of ricinus 6 percent oil of olives 1 percent lanoline 0.1 percent perfume water to 100 percent EXAMPLE 9 Hair Tonic 3 percent dimethylolethyleneurea 20 percent Witch Hazel 0.6 percent ammonia tumenol 1.6 percent oil of ricinus Ethylalcohol to 100 percent EXAMPLE 10 Hair Fastener A mixture of 2 percent dimethylolethylenethiourea and 1 percent betainechlorohydrate, both in powder form, just before use dissolve in 20 parts of water.
These hair hardening compositions may be used in the customary manner and in the customary amounts by wetting the hair. The shampoo may be left on the hair for l-5 minutes prior to rinsing it off with water.
IV. DISINFECTANTS EXAMPLES EXAMPLES l l 4 percent dimethylolthiourea 5 percent dimethylolethylenethiourea percent talcum powder base 0.01 percent perfume 0.99 percent colloidal silica water to percent EXAMPLE l2 6 percent dimethylolethyleneurea 10 percent cocoa oil 10 percent olein 8 percent potassium hydroxyde (50Be) 2 percent sodium metaphosphate 5 percent glycerine water to 100 percent EXAMPLE 13 4 percent dimethylolethylenethiourea 50 percent ethyl alcohol 1 percent aluminum oxide chloride 0.05 percent menthol 0.05 percent peppermint oil 5 percent propyleneglycol water to 100 percent These disinfectant compositions may be applied topically in the customary manner and in the customary amounts.
The foregoing examples have disclosed cosmetic compositions containing 3-14 percent of Perhmtel dimethylolethyleneurea or dimethylolethylenethiourea Y which may be applied topically to the human body in adherent amounts to obtain deodorant or disinfectant effects and may be applied topically to human hair and nails in adherent amounts to obtain hardening effects. Of course, when applied to hair, the compositions hereof impart a disinfectant effect and, in some instances, a deodorant effect. It will be understood, however, important functional effects can be obtained when the compositions contain as little as 1 percent of the ureas hereof and that amounts in excess of percent normally are not necessary and may even be disadvantageous.
Other preferred compounds of this invention include:
What is claimed is:
l. The process of hardening live human nails or hair comprising applying to the human nails or hair a hardening amount of a compound selected from the group consisting of dimethylolalkyleneurea and dimethylolalkylenethiourea wherein the alkylene groups each have two to five carbon atoms.
2. The process of claim 1, in which live human nails are hardened.
3. The process of claim 1, in which live human hair is hardened.
4. The process of claim 1, in which said compound is dimethylolethyleneurea.
5. The process of claim 1, in which said compound is dimethylolethylenethiourea.
I UNITED STATES PA'IISNT OFFICE CERTIFICATE OF CORRECHON 3Q125'; 525 DBtedM m Patent No.
Invento'r(s) It is certified that error appears in the above-identified patent and that said Letters Patent are hereby corrected as shown below:
Please corrcot the Swiss Priority mmbar to road,"
'Signed' and sealed this 17th day of September 1974 (SEAL) Attest:
MCCOY M. GIBSON JR. C, MARSHALL DANN Attesting Officer Commissioner of Patents USCOMM-DC 60370-P69 a u s. covznnnzm rrmnmu OFFICE "I! 6-3604 FORM PO-IOSO (10-69) UNITED STATES PATENT OFFICE CERTIFICATE 0F 2': EQTMN Patent No. 3 ,725 525 Dated April 3 1973 lnven fl BERNARD JOOS It is certified that error appears in the above-identified patent and that said Letters Patent are hereby corrected as shown below:
Please insert:
[30] Foreign Application Priority Data March 2, 1967 Switzerland 33113/67 The filing date of the parent application, Serial'No. 708,514,
should read '-,-l968--, not"l969" Signed and sealed this 12th day of February 1974.
t SEAL) Attest:
EDWARD M.FLETCHER,JR. MARSHALL DANN Attesting Officer Commissioner of Patents USCOMM-DC 6O376-P69 uvs, GOVERNMENT PRIYNTING OFFICE I969 o-asa-au F ORM PO-1050 (10-69)

Claims (4)

  1. 2. The process of claim 1, in which live human nails are hardened.
  2. 3. The process of claim 1, in which live human hair is hardened.
  3. 4. The process of claim 1, in which said compound is dimethylolethyleneurea.
  4. 5. The process of claim 1, in which said compound is dimethylolethylenethiourea.
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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4049010A (en) * 1976-03-10 1977-09-20 Jovan, Inc. Fingernail conditioning and polishing method and apparatus
JPS5495742A (en) * 1977-12-16 1979-07-28 Oreal Cosmetics composition for reinforcing nail
EP0068369A2 (en) * 1981-06-26 1983-01-05 Dr. Bernhard Joos Nail protecting preparations for strengthening, particularly hardening living nails
US4368112A (en) * 1978-12-28 1983-01-11 Exxon Research And Engineering Co. Solvent recovery from foots oil using modified regenerated cellulose membranes
US4919920A (en) * 1989-03-15 1990-04-24 Devos John B Method of hardening and strengthening keratin and composition
US5993837A (en) * 1998-08-24 1999-11-30 Revlon Consumer Products Compositions for application to keratinous substrates and a method for strengthening such substrates
US6517863B1 (en) 1999-01-20 2003-02-11 Usbiomaterials Corporation Compositions and methods for treating nails and adjacent tissues
US20030175224A1 (en) * 2000-08-25 2003-09-18 Arndt Douglas C. Method and material for applying a semipermanent marking stain to a portion of a person's body
US20080022888A1 (en) * 2006-07-27 2008-01-31 Armor Holdings Forensics, Inc. Ready to use combined skin marking stain compound and applicator requiring only the addition of water
US20100248592A1 (en) * 2007-12-05 2010-09-30 Israelson Ronald J Buffing Composition and Method of Finishing a Surface of a Material

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3149338A (en) * 1959-07-07 1964-09-15 Colgate Palmolive Co Hair preparations containing a diamide and process of use thereof
US3279979A (en) * 1962-04-21 1966-10-18 Expl Mij Elkabe Nv Method for controlling nematodes with dimethylolurea monomer
US3350162A (en) * 1963-01-28 1967-10-31 Staley Mfg Co A E Method of creaseproofing and stiffening cellulose textile with dimethylol ethylene urea and amylopectin size

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3149338A (en) * 1959-07-07 1964-09-15 Colgate Palmolive Co Hair preparations containing a diamide and process of use thereof
US3279979A (en) * 1962-04-21 1966-10-18 Expl Mij Elkabe Nv Method for controlling nematodes with dimethylolurea monomer
US3350162A (en) * 1963-01-28 1967-10-31 Staley Mfg Co A E Method of creaseproofing and stiffening cellulose textile with dimethylol ethylene urea and amylopectin size

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4049010A (en) * 1976-03-10 1977-09-20 Jovan, Inc. Fingernail conditioning and polishing method and apparatus
JPS5495742A (en) * 1977-12-16 1979-07-28 Oreal Cosmetics composition for reinforcing nail
US4363796A (en) * 1977-12-16 1982-12-14 Societe Anonyme Dite: L'oreal Cosmetic compositions for hardening soft brittle nails
JPS6236002B2 (en) * 1977-12-16 1987-08-05 Oreal
US4368112A (en) * 1978-12-28 1983-01-11 Exxon Research And Engineering Co. Solvent recovery from foots oil using modified regenerated cellulose membranes
EP0068369A2 (en) * 1981-06-26 1983-01-05 Dr. Bernhard Joos Nail protecting preparations for strengthening, particularly hardening living nails
EP0068369A3 (en) * 1981-06-26 1983-10-05 Dr. Bernhard Joos Nail protecting preparations for strengthening, particularly hardening living nails
US4547363A (en) * 1981-06-26 1985-10-15 Bernhard Joos Preparation for strengthening, particularly hardening, living finger nails
US4919920A (en) * 1989-03-15 1990-04-24 Devos John B Method of hardening and strengthening keratin and composition
WO1990010431A1 (en) * 1989-03-15 1990-09-20 John Devos Method of hardening and strengthening keratin and composition
US5993837A (en) * 1998-08-24 1999-11-30 Revlon Consumer Products Compositions for application to keratinous substrates and a method for strengthening such substrates
US6517863B1 (en) 1999-01-20 2003-02-11 Usbiomaterials Corporation Compositions and methods for treating nails and adjacent tissues
US20030175224A1 (en) * 2000-08-25 2003-09-18 Arndt Douglas C. Method and material for applying a semipermanent marking stain to a portion of a person's body
US20080022888A1 (en) * 2006-07-27 2008-01-31 Armor Holdings Forensics, Inc. Ready to use combined skin marking stain compound and applicator requiring only the addition of water
US20100248592A1 (en) * 2007-12-05 2010-09-30 Israelson Ronald J Buffing Composition and Method of Finishing a Surface of a Material
US8252076B2 (en) 2007-12-05 2012-08-28 3M Innovative Properties Company Buffing composition and method of finishing a surface of a material

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