USOO522.7164A United States Patent (19) 11 Patent Number: 5,227,164 Lundmark 45 Date of Patent: Jul. 13, 1993 54 HAIR TREATMENT COMPOSITION AND 3,954,989 5/1976 Mecca ................................. 424/273 METHOD 3,970,756 7/1976 Mecca ................................. 424/273 4,220,166 9/1980 Newell .................................... 132/7 76 Inventor: Larry D. Lundmark, 2925 84th Ave. 4,220,167 9/1980 Newell .................................... 132/7 North, Brooklyn Park, Minn. 55444 4,296,763 10/981 Priest et al. ............................ 132/7 4,478,853 10/1984 Chaussee ...... ... 424/358 (21) Appl. No.: 743,739 4,514,338 4/1985 Hanck et al. 260/429.9 1ar. 4,602,036 7/1986 Hanck et al. ... 54/494. 22 Filed: Aug. 12, 1991 4,705,681 1/1987 Maes et al. ............................ 424/70 Related U.S. Application Data FOREIGN PATENT DOCUMENTS 63 Continuation of Ser. No. 471,843, Jan. 29, 1990, Pat. 1117539 2/1982 Canada ..............................., 514/390 No. 5,041,285. OTHER PUBLICATIONS 51 int. Cli.............................................. A61K 7/021 w 52 U.S. C. ...................................... 424/401; 424/65; Panthenol in Cosmetics, Ibson Drug & Cosmetic Indus 424/68; 424/70 try 5 pp. May 1974. 58) Field of Search ..................... 424/65, 68, 70,401; Urigacid Allantoin and Allantoin Derivatives Soap 548/105, 308, 311, 318.1; 562/569;564/503, Perfumery and Cosmetics, Mecca Reprint Oct. and (56) References Cited Nov. 1976 Issues. Parts 1 & 2 11 pp. Primary Examiner-Thurman K. Page U.S. PATENT DOCUMENTS Assistant Examiner-D. Colucci 2,761,867 9/1956 Mecca ................................. 260/299 2,898,373 8/1959 Kaul ................ ... 514/629 (57) ABSTRACT 3,230,228 1/1966 Erlemann et al. ... 3,275,643 9/1966 Lubowe ............... 4;4;: A composition containing allantoin, panthenol, and a 3,578,656 5/1971 Mecca .. ... 260/209 monohydric alcohol is obtained. The composition is 3,632,596 1/1972 Mecca .. 26/299 useful for treating hair. 3,898,243 8/1975 Mecca ...... ... 260/309.5 3,927,02 12/1975 Mecca .............................. 260/309.5 13 Claims, No Drawings 5,227, 164 2 describes a panthenol moisturizer, a polyhydric alcohol HAIR TREATMENT COMPOSITION AND humectant and a polyether derivative. METHOD The present invention deals with compositions which impart luster and are beneficial to keratinous substrates, This application is a continuation of Ser. No. 5 such as human hair. The compositions are prepared, 07/471,843 filed Jan. 29, 1990 which is now U.S. Pat. stabilized and utilized in such a manner as to enhance No. 5,041,285 issued Aug. 20, 1991. and promote the beauty of hair. Throughout the specification and claims, percentages BACKGROUND OF THE INVENTION and ratios are by weight, temperatures are in degrees 1. Description of the Invention O Celsius, and pressures are in KPa gauge, unless other This invention describes compositions containing wise indicated. To the extent that references are cited organic materials which may be utilized to treat kerati herein, they are incorporated in their entirety by refer nous substrates such as hair. ece, 2. Description of the Art Practices The use of panthenol in cosmetics products is de 15 SUMMARY OF THE INVENTION scribed in the article PANTHENOL IN COSMETICS, The present invention describes a substantially homo by Ibson, which appeared in DRUG & COSTMETIC geneous product obtained by: INDUSTRY, May, 1974. In two articles reprinted from (A) dispersing panthenol in a monohydric alcohol at SOAPPERFUMERY AND COSMETICS, in the Octo a temperature above the melting point of the panthenol ber and November, 1976 issues, there are described to obtain a liquid melt; various allantoin containing compositions. The articles (B) dispersing allantoin in the liquid melt of (A) at a are authored by Mecca. Mecca describes various com temperature above the point at which the liquid melt is positions including mixtures of propylene glycol and in the liquid phase. m the reaction product allantoindl panthenol. A further aspect of the invention is a method of mak Priest et al in U.S. Pat. No. 4296763 issued Oct. 27, 25 ing a cosmetic composition for the treatment of kerati 1981, describes a cap constructed of a foamed polymer nous substrates including the steps of preparing a sub which may be placed over the human scalp to aid in stantially homogeneous product comprising adding revitalizing oils to the hair. Maes in U.S. Pat. (A) dispersing panthenol in a monohydric alcohol at No. 4705681 issued Nov. 10, 1987, describes various a temperature above the melting point of the panthenol hair treating compositions comprising d-panthenyl 30 to obtain a liquid melt; ethyl ether in mixture with d-panthenol. (B) dispersing allantoin in the liquid melt of (A) at a U.S. Pat. No. 4220166 issued Sep. 2, 1980 to Newell temperature above the point at which the liquid melt is describes a method for the restoring normal moisture in the liquid phase thereby obtaining the cosmetic prod level to hair compositions comprising various materials 35 luct. including cetyl alcohol and dl-panthenol. Similar dis Yet a further aspect of the invention is a method of closures to the first Newell patent are found in U.S. Pat. treating hair, including the steps of forming a product No. 4220167 issued Sep. 2, 1980. comprising: Mecca in U.S. Pat. No. 3632596, issued Jan. 4, 1972, (1) (A) dispersing panthenol in a monohydric alcohol describes chlorinated aluminum compounds in combi at a temperature above the melting point of the pan nation with allantoin and propylene glycol. Mecca also thenol to obtain a liquid melt; discloses in U.S. Pat. No. 2761867, issued Sep. 4, 1956, (B) dispersing allantoin in the liquid melt of (A) at a the preparation of aluminum hydroxy allantionates or temperature above the point at which the liquid melt is the corresponding chloro-hydroxy allantionates. In in the liquid phase to obtain the product, U.S. Pat. No. 3578656, issued May 11, 1971, Mecca 45 (2) applying the product to the hair in a sufficient describes allantion polygalacturonic acid compositions. amount; and U.S. Pat. No. 3898243 issued Aug. 5, 1975, to Mecca . (3) activating the product by heating the hair for a describes allantoin ascorbic acid complexes. Various time and at a temperature sufficient to achieve substan medicinal and cosmetic compositions containing the tive application of the product to the hair. allantoin ascorbic acid complexes are described in this Mecca patent. In U.S. Pat. No. 3927021, issued Dec. 16, DETALED DESCRIPTION OF THE 1975, Mecca describes allantoin glycine complexes INVENTION which are described as useful in medicinal and cosmetic The first aspect of the present invention to be dis compositions. Mecca, in U.S. Pat. No. 3954989, issued cussed is the panthenol component. Panthenol is a natu May 4, 1976, further describes allantoin ascorbic acid 55 rally occurring amide corresponding to formula (I) complexes. U.S. Pat. No. 3970756, issued Jul. 20, 1976 HOCH2C(CH3)2CHOH)C(=O)NHCH2)2CH2OH. to Mecca also describes allantoinglycine complexes. Panthenol is a biologically active alcohol analog of Hanck et al in U.S. Pat. No. 4602036, issued Jul. 22, pantothenic acid. Panthenol is obtained in the dextroro 1986, described compositions containing aluminum pan tatory, levorotatory, and also as the racemic form. Pan thenolate and zinc panthenolate for use as topical medi thenol of any suitable grade, and in particular, pan caments. Similar compositions are also described in thenol which has not been derivatized with any other Hanck, U.S. Pat. No. 4514338, issued Apr. 30, 1985. functionality is exceptionally adapted to the present U.S. Pat. No. 3230228, issued Jan. 18, 1966, to Er invention. lemann, et al, describes various panthenol ethers and The second ingredient to be discussed in the present thioethers. Klaemi in U.S. Pat. No. 2898373, issued 65 invention is allantoin. Allantoin has the structural for Aug. 4, 1959, describes panthenol aqueous solutions mula shown in the incorporated references and may be which have been stabilized for purposes of injection. described as 2,5-dioxo-4-imidazolidinyl urea or 5 U.S. Pat. No. 4478853, issued Oct. 23, 1984, to Chaussee ureidohydantoin. Allantoin is also referred to as glyox 5,227,164 3 4. ydiuriede. Allantoin is a natural hydantoin occurring the higher melting of the two components is utilized to from purine metabolism. ensure rapid mixing. Slightly lower temperatures than Allantoin, when used in the particular invention, will the melt point may be utilized when one of the ingredi usually be in the form of a complex with the panthenol. ents is so close to its decomposition point that the prod The formation of the allantoin panthenol complex is 5 uct may be denatured. Typically, the temperature for described later herein. mixing the panthenol and the monohydric alcohol will The third required component of the present inven be between 65° and 105 C., preferably 75 C. to 85 C. tion is a monohydric alcohol. The monohydric alcohol The foregoing mixture is held at the higher tempera is used to assist in forming a conventiently utilizable tures only long enough to obtain a workable product mixture of the allantoin and panthenol. It is noted at this 10 which is thereafter mixed with the allantoin. point that while a complex of allantoin and panthenol is Typically the allantoin and the panthenol/monohy desirable, that such is not required and that a physical dric alcohol mixture will be combined at a temperature mixture of the two aforementioned ingredients may be of about 75° C. to 105 C. Typically 80 C. to 95" C. used advantageously. Again, the components are held at the above tempera The monohydric alcohol is preferably an alcohol 15 tures only long enough to ensure that the homogeneous containing from 12 to 18 carbon atoms.