Patent Grant
7867961
The present invention relates to a wash composition containing an N-lonq-chain-acyl amino acid and/or its salt More particularly, the present invention relates to a wash composition containing an N-long-chain-acylneutral aminoacid and/or its salt and hydroxypropyl starch phosphate. The wash composition of the present invention exhibits low skin and hair irritation has excellent foaming properties (e.g., foaming power and foam retention power), pleasurable feeling upon use, and has excellent washing power for makeup and sebum.
More specifically, the present invention relates to a wash composition in which an N-long-chain-acyl amino acid and/or its salt is an N-long-chain-acyl neutral amino acid and/or its salt. The wash composition of the present invention may further contain a fatty acid, and/or an acyl acidic amino acid ester. The present invention further relates to cosmetics containing the wash composition.
Skin or hair wash compositions are generally made mainly of an anionic surfactant such as an alkyl sulfate or an alkyl sulfonate. These have been excellent in washing power, but problematic in irritation.
Meanwhile, an N-long-chain-acyl amino acid and/or its salt has been known to be useful as a less irritant material. However, this material has not been unsatisfactory at a practical level in some types of amino acids, especially in neutral amino acids in the aspect of foaming or washing power.
In order to improve the foam properties of N-long-chain-acyl neutral amino acid salts for solving this problem, there are an example of mixing an N-long-chain-acyl neutral amino acid salt with a cationic polymer (Patent Document 1: gazette of JP-A-5-156299) and an example of mixing an acyl glycine salt with a chelating agent and a water-soluble high-molecular compound (Patent Document 2: gazette of JP-A-7-331282). These examples have been improved in foam properties of an N-long-chain-acyl neutral amino acid salt, but poor in washing power. Further, there is an example of mixing an N-long-chain-acyl neutral amino acid salt with a nonionic surfactant having a specific structure of HLB of at least 3 but less than 8 for improving washing property of an N-long-chain-acyl neutral amino acid-containing wash (Patent Document 3: gazette of JP-A-5-156288). Although the incorporation of the nonionic surfactant improved the washing function, satisfactory foam properties were not necessarily obtained.
Accordingly, a wash composition using an N-long-chain-acyl amino acid and/or its salt, especially an N-long-chain-acyl neutral amino acid and/or its salt which less irritate(s) the skin or the hair, satisfying both of the high foam properties and the high washing power and having the excellent feeling upon use has been in high demand.
[Patent Document 1] gazette of JP-A-5-156299
[Patent Document 2] gazette of JP-A-7-331282
[Patent Document 3] gazette of JP-A-5-156283
An object of the invention is to provide a wash composition comprising an N-long-chain-acyl amino acid and/or its salt, especially, an N-long-chain-acyl neutral amino acid and/or its salt and satisfying both of excellent foam properties and washing power, and further to provide washes and cosmetics comprising the same and maintaining excellent feeling upon use.
The present inventors have assiduously conducted investigations to solve the foregoing problems, and have consequently found that a wash composition comprising an N-long-chain-acyl amino acid and/or its salt, especially an N-long-chain-acyl neutral amino acid and/or its salt and hydroxypropyl starch phosphate attains the foregoing object. This finding has led to the completion of the invention.
That is, the invention includes the following embodiments.
Excellent washing power and foam properties can be provided by mixing an N-long-chain-acyl amino acid and/or its salt, especially an N-long-chain-acyl neutral amino acid and/or its salt with hydroxypropyl starch phosphate. Washes or cosmetics of the skin, the hair or the like which comprise an N-long-chain-acyl amino acid and/or its salt, especially an N-long-chain-acyl neutral amino acid and/or its salt and which are good in feeling upon use while keeping washing power and foaming properties can be provided by this wash composition.
The N-long-chain-acyl amino acid and/or its salt, especially the N-long-chain-acyl neutral amino acid and/or its salt as component (A) used in the invention may be obtained by a known method. For example, a Schotten-Baumann reaction of an amino acid and a fatty acid halide is a widely known method.
As the amino acid of component (A), acidic amino acids such as glutamic acid and aspartic acid, neutral amino acids such as glycine, alanine and threonine and basic amino acids such as arginine, lysine and ornithine are available. These amino acids may be T-isomers, D-isomers, DL-isomers or mixtures of two or more selected therefrom. From the standpoint of good stability and good feeling upon use of the material after acylation, acidic amino acids and neutral amino acids are preferable, and neutral amino acids are more preferable. Of acidic amino acids, glutamic acid is preferable. Of neutral amino acids, glycine and alanine are preferable.
As the acyl group of component (A), linear or branched acyl groups derived from saturated or unsaturated fatty acids having from 8 to 22 carbon atoms are available. Thus, in the context of the present invention, the term “long-chain-acyl” is understood to mean a linear or branched, saturated or unsaturated, fatty acid having from 8 to 22 carbon atoms. Examples of the fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, stearic acid, isostearic acid, palmitic acid, oleic acid, linoleic acid, behenic acid, coconut oil fatty acid, palm fatty acid, hardened tallow fatty acid and the like. They may be used either singly or in admixture of two or more selected from the foregoing groups. Especially in view of good foaming and good foam quality, coconut oil fatty acid lauric acid and myristic acid are preferable.
The salt of component (A) is not particularly limited. Examples thereof include inorganic salts for example, alkali metals such as sodium and potassium, alkaline earth metals such as calcium and magnesium, aluminum and zinc, and organic salts, for example, ammonia, organic amines such as monoethanolamine, diethanolamine and triethanolamine, and basic amino acids such as arginine and lysine. They may be used either singly or in admixture of two or more selected from the foregoing groups. In view of easy procurement and handleability, alkali metal salts, organic amine salts and basic amino acids are preferable, and sodium potassium, triethanolamine and arginine are especially preferable.
As hydroxypropyl starch phosphate (CAS No 113894-92-1) as component (B) used in the invention, for example, commercially available STRUCTURE XL (manufactured by National Starch) can be used.
With respect to the fatty acid as component (C) used in the invention, linear or branched compounds derived from saturated or unsaturated fatty acids having from 8 to 22 carbon atoms are available. Examples of the fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, stearic acid, isostearic acid, palmitic acid, oleic acid, linoleic acid, behenic acid, coconut oil fatty acid, palm fatty acid, hardened tallow fatty acid and the like. They may be used either singly or in admixture of two or more selected from the foregoing groups. Especially in view of excellent foaming speed good foaming and good foam quality coconut oil fatty acid, lauric acid and myristic acid are preferable.
Examples of the acyl acidic amino acid ester as component (D) used in the invention Include commercially available “Eldew” CL-301 (di(cholesteryl/behenyl/octyldodecyl) N-lauroyl-L-alutamate (manufactured by Ajinomoto Co., Inc.), “Eldew” CL-202 (di(cholesteryl/octyldodecyl) N-lauroyl-L-qlutamate manufactured by Ajinomoto Co., Inc.), “Eldew” PS-203 (di(phytosteryl/octyldodecyl) N-lauroyl-L-glutamate manufactured by A inomoto Co., Inc.), “Eldew” PS-304 (di(phytosteryl/behenyl/octyldodecyl) N-lauroyl-L-glutamate manufactured by Ajinomoto Co., Inc.), and the like. Especially in view of persistence of feeling upon use and moist feeling, di(phytosteryl/behenyl/octyldodecyl) N-lauroyl-L-qlutamate, di(cholesteryl/behenyl/octyldodecyl) N-lauroyl-L-glutamate and di(phytosteryl/octyldodecyl) N-lauroyl-L-glutamate are preferable
A component (A) to component (B) weight ratio used in the invention is usually from 99:1 to 70:30. There are problems that when component (B) is less than 1 foam retention power and washing power are weak, and when component (B) is more than 30, an amount of foams is decreased. For providing both of the excellent washing power and foam properties, the component (A) to component (B) ratio is preferably from 97:3 to 75:25, more preferably from 95:5 to 80:20.
A component A) to component (C) weight ratio used in the invention is usually from 99-1 to 50:50. There are problems that when component (C) is less than 0.1 better washing power is not obtained, and when component (C) is more than 50, feeling upon use inherent in component (A) is impaired. For imparting excellent foam properties) the component (A) to component (C) ratio is preferably from 95:5 to 70-30, more preferably from 90:10 to 80:20.
A component (A) to component (D) weight ratio used in the invention is usually from 99.9:0.1 to 70:30. There are problems that when component (D) is less than 0.1, better washing power is not obtained, and when component (D) is more than 30, foam properties are impaired. For imparting excellent washing power and foam properties, the component (A) to component (D) ratio is preferably from 99.5:0.5 to 75:25, more preferably from 99:1 to 80:20.
The total amount of component (A) varies with the form of the wash composition. It is preferably from 3 to 50% by weight in a liquid wash, from 10 to 70% by weight in a paste wash, from 40 to 95% by weight in a solid wash and from 5 to 70% by weight in a wash powder.
The wash composition of the invention can properly contain, other than the foregoing essential components, various arbitrary components used in ordinary cosmetics, quasi-drugs and the like unless impairing the effects of the invention. Specifically, it is possible to incorporate oils, surfactants, thickeners, antiseptics, aromas, ultraviolet absorbers, humectants, physiologically active ingredients, antioxidants, antiinflammatory agents, antibacterial agents, antiperspirants, chelating agents, neutralizers, pH adjustors and the likes and these can be incorporated according to the specific use and form of washes and cosmetics.
The wash composition of the invention is produced by an ordinary method, and can take the form of a liquid, a paste, a gel, a powder, a solid or the like. It is appropriate as cosmetics of the skin, the hair and the like.
The use of the wash composition of the invention is not particularly limited, but various cosmetics can be provided. Examples thereof include cleaning products such as toilet soaps, face washes (including cream paste, liquid gel, aerosol and the like), shampoos, makeup removers and cleansings, basic products such as hair treatments (including creamy products, misty products, oil products, gel products, products of other forms, and split hair coating agents) and shaving creams (after-shaving creams, shaving creams and the like), and so forth. Application to cleaning products and hair care products is preferable in view of excellent washing power, foam properties and feeling upon use
The invention is illustrated specifically below by referring to Examples. However, the invention is not limited by the following Examples.
Wash compositions according to formulations shown in Table 1 below were prepared, and these wash compositions were subjected to evaluation of washing the skin and the skin with makeup by five expert panelists. An amount of foams foam retention power, washing power, feelings upon use (foaming speed, rinsing speed, fresh feeling after rinsing and moist feeling after drying) were evaluated according to the following methods and scores Average values of evaluation scores by five panelists were calculated. A score of at least 1 and less than 2 was defined as x; a score of at least 2 and less than 3 as Δ; a score of at least 3 and less than 4 as ◯; and a score of at least 4 and at most 5 as ◯◯. The results are shown in Table 1 below.
(Evaluation of the Amount of Foams)
As is apparent from the results of Table 1, it has been found that the wash composition comprising the N-long-chain-acyl neutral amino acid and/or its salt as component (A) and hydroxypropyl starch phosphate as component (B) is excellent in foam properties, washing power and feeling upon use It has been further found that the fatty acid as component (C) is incorporated to improve the foaming speed and the acyl acidic amino acid ester as component (D) is incorporated to be able to impart the moist feeling after washing.
A face wash foam (Formulation Example 1), a face wash powder formulation Example 2), a liquid face wash (Formulation Example 3) and a face wash foam (Formulation Example 4) obtained by an ordinary method according to formulations shown in Tables 2 to 5 below were all excellent in foaming, foam retention power, washing power and feeling upon use Incidentally, the amounts (values in the tables) of components shown in the tables are expressed by weight percent (%) when the amount of the whole composition is defined as 100.
Cosmetics excellent in washing power and foam properties and good in feeling upon use can be manufactured by mixing the N-long-chain-acyl amino acid and/or its salt, especially the N-long-chain-acyl neutral amino acid and/or its salt with hydroxypropyl starch phosphate.
| Number | Date | Country | Kind |
|---|---|---|---|
| 2004-264792 | Sep 2004 | JP | national |
| Number | Name | Date | Kind |
|---|---|---|---|
| 3707505 | Maeda | Dec 1972 | A |
| 5190747 | Sekiguchi et al. | Mar 1993 | A |
| 5328630 | Nozaki et al. | Jul 1994 | A |
| 5417875 | Nozaki | May 1995 | A |
| 5529712 | Sano et al. | Jun 1996 | A |
| 5616552 | Yoshihara et al. | Apr 1997 | A |
| 6248338 | Müller et al. | Jun 2001 | B1 |
| 6903057 | Tsaur | Jun 2005 | B1 |
| 20040198630 | Schmid et al. | Oct 2004 | A1 |
| 20070037728 | Kunieda et al. | Feb 2007 | A1 |
| Number | Date | Country |
|---|---|---|
| 0 912 164 | May 1999 | EP |
| 1 496 853 | Jan 2005 | EP |
| 5-156288 | Jun 1993 | JP |
| 5-156299 | Jun 1993 | JP |
| 7-331282 | Dec 1995 | JP |
| 8-60189 | Mar 1996 | JP |
| 8-134494 | May 1996 | JP |
| 9-157140 | Jun 1997 | JP |
| 2000-514435 | Oct 2000 | JP |
| 2001-122742 | May 2001 | JP |
| 2005-530718 | Oct 2005 | JP |
| WO 9801109 | Jan 1998 | WO |
| WO03022966 | Mar 2003 | WO |
| WO 03084500 | Oct 2003 | WO |
| WO 2005110356 | Nov 2005 | WO |
| Number | Date | Country | |
|---|---|---|---|
| 20070213244 A1 | Sep 2007 | US |
| Number | Date | Country | |
|---|---|---|---|
| Parent | PCT/JP2005/001710 | Sep 2005 | US |
| Child | 11685421 | US |
