Patent Application
20120093751
The present invention relates to a hair cosmetic composition.
Generally, after hair washing (e.g., shampooing), the gloss of the hair tends to be reduced, and fingers do not smoothly run through the hair. To prevent this, a hair-treating agent such as a hair conditioner is used.
The hair-treating agent generally contains, as an additive, a quaternary ammonium salt cationic surfactant. Since the quaternary ammonium salt cationic surfactant effectively imparts softness and anti-static property to the hair, the surfactant is incorporated into hair-treating agents as well as into various hair cosmetic compositions.
For attaining a satisfactory hair conditioning effect, in particular, imparting favorable smoothness and moistness to dried hair, there have been provided a hair cosmetic composition containing a hydroxyetheramine compound instead of a quaternary ammonium salt cationic surfactant (see Patent Documents 1 and 2) and a hair cosmetic composition containing an amidoamine instead of a quaternary ammonium salt cationic surfactant (Patent Document 3).
Also disclosed are a hair cosmetic composition containing alkoxypropyldimethylamine (Patent Documents 4 and 5), and a hair cosmetic composition containing high-viscosity dimethylpolysiloxane for improving tactile sensation during use (Patent Document 6).
Yet also disclosed is a hair cosmetic composition containing a hydrophobic sulfonic acid such as an aromatic sulfonic acid along with an ether-type tertiary amine, which composition can restore curled up or unfavorably waved hair resulting from accumulation of damages caused by a hair color or the like to the state before damaged (Patent Document 7).
An object of the present invention is to provide means for improving tactile sensation of hair during application of a hair cosmetic composition, particularly a hair conditioner or a hair rinse (hereinafter may be also referred to as tactile sensation upon application or application sensation), after washing of the hair.
The present inventors have carried out extensive studies so as to attain the aforementioned object and, surprisingly, have found that a hair cosmetic composition having the following formulation can attain the aforementioned object.
Accordingly, the present invention provides a hair cosmetic composition comprising the following ingredients (1) to (5) (hereinafter may be also referred to as the hair cosmetic composition of the present invention):
(1) a tertiary amine compound represented by formula (I) in an amount of 0.01 to 10 mass % with respect to the hair cosmetic composition:
wherein R1 represents a C6 to C24 linear or branched alkyl group, A represents an amido or ether group, R2 represents a C2 to C4 alkylene group, or a C2 to C4 linear or branched hydroxyalkylene or hydroxyalkylenyl group, and R3 and R4, which are identical to or different from each other, each represent a hydrogen atom or a C1 to C3 linear or branched alkyl group;
(2) a higher alcohol and/or a higher fatty acid in an amount of 0.1 to 20 mass % with respect to the hair cosmetic composition;
(3) an aromatic carboxylic acid salt;
(4) a monobasic organic acid; and
(5) water.
The aromatic carboxylic acid salt is preferably a salt of salicylic acids or a salt of benzoic acids.
The present invention enables provision of a hair cosmetic composition which provides favorable hair sensation upon application of the hair cosmetic composition (e.g., hair conditioner or hair rinse) after washing the hair.
The hair cosmetic composition of the present invention contains the aforementioned essential ingredients (1) to (4).
Examples of the C6 to C24 linear or branched alkyl group of R1 include hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, henicosyl, docosyl, tricosyl, tetracosyl, and isostearyl. The C2 to C4 alkylene group which may be represented by R2 include ethylene, trimethylene, and tetramethylene. Examples of the a C2 to C4 linear or branched hydroxyalkylene group which may be represented by R2 include hydroxymethylene, 1-hydroxyethylene, 2-hydroxyethylene, 1-hydroxytrimethylene, 2-hydroxytrimethylene, 3-hydroxytrimethylene, 1-hydroxytetramethylene, 2-hydroxytetramethylene, 3-hydroxytetramethylene, 4-hydroxytetramethylene, 1-hydroxypentamethylene, 2-hydroxypentamethylene, 3-hydroxypentamethylene, 4-hydroxypentamethylene, 5-hydroxypentamethylene, 1-hydroxyhexamethylene, 2-hydroxyhexamethylene, 3-hydroxyhexamethylene, 4-hydroxyhexamethylene, 5-hydroxyhexamethylene, and 6-hydroxyhexamethylene. As described above, R3 and R4, which are identical to or different from each other, each represent a hydrogen atom or a C1 to C6 linear or branched alkyl group.
In the present invention, the tertiary amine compound (I) is particularly preferably that in which R1 is a stearyl group (octadecyl group), A is an ether or amido group, R2 is —CH2—CH(OH)—CH2— or —CH2—CH2—CH2—, and each of R3 and R4 is a methyl group, that is, N-(2-hydroxy-3-stearoxypropyl)-N,N-dimethylamine (II), N-stearoxypropyl-N,N-dimethylamine (III), or N-stearamidopropyl-N,N-dimethylamine (IV):
CH3(CH2)16CH2—O—CH2CH(OH)CH2—N(CH3)2 (II)
CH3(CH2)16CH2—O—CH2CH2CH2—N(CH3)2 (III)
CH3(CH2)16CH2—CONH—CH2CH2CH2—N(CH3)2 (IV).
The tertiary amine compound (I) may be produced through a customary method suited for its chemical structure. Specifically, N-(2-hydroxy-3-stearoxypropyl)-N,N-dimethylamine (II) may be produced through a customary method suited for its chemical structure, for example, a method disclosed in Patent Document 1, or any of other known methods.
Briefly, N-(2-hydroxy-3-stearoxypropyl)-N,N-dimethylamine (II) may be produced through the following procedure. Firstly, a higher alcohol and a BF3-ether complex are fed to a reactor. While the mixture is heated at 50 to 90° C. under stirring, epichlorohydrin is added dropwise to the reactor. The reaction system is aged, to thereby form 1-chloro-3-alkoxy-2-hydroxypropane. The thus-obtained 1-chloro-3-alkoxy-2-hydroxypropane is aged with 25% NaOH, to thereby form aqueous and oil layers. The aqueous layer is removed therefrom, and the oil layer is dehydrated, to thereby yield 1,2-epoxy-3-alkoxypropane. To the thus-formed 1,2-epoxy-3-alkoxypropane, dimethylamine or monomethylamine is added over 2 to 3 hours. The reaction mixture is aged, and then excessive dimethylamine or monomethylamine and the like are distilled away under reduced pressure, to thereby yield the target N-(2-hydroxy-3-stearoxypropyl)-N,N-dimethylamine (II).
In the hair cosmetic composition of the present invention, the amount of tertiary amine compound (I) incorporated into the hair cosmetic composition is 0.01 to 10 mass % with respect to the total amount of hair cosmetic composition, preferably 0.1 to 5 mass %. When the amount of tertiary amine compound (I) is less than 0.01 mass %, enhancement in tactile sensation upon application of the composition of the invention is not virtually expected, and the hair-conditioning effect by virtue of incorporation of the hydroxyetheramine compound (I) is likely to be reduced, whereas when the amount of tertiary amine compound (I) is in excess of 10 mass %, no substantial application-sensation-improving effect commensurate with addition in large amount is attained.
To the hair cosmetic composition of the present invention, one or more members selected from among higher alcohols or higher fatty acids which are employed in external use compositions such as cosmetics may be added. The higher alcohol and higher fatty acid may be used in combination.
Examples of the higher alcohol include lauryl alcohol, myristyl alcohol, cetyl alcohol, cetostearyl alcohol, stearyl alcohol, arachyl alcohol, behenyl alcohol, oleyl alcohol, jojoba alcohol, chimyl alcohol, and batyl alcohol. Examples of the higher fatty acid include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, undecylenic acid, 12-hydroxystearic acid, lanolin fatty acid, and isostearic acid. Among them, stearyl alcohol is preferred as a higher alcohol, and stearic acid is preferred as a higher fatty acid.
The hair cosmetic composition of the present invention contains the higher fatty acid and/or higher alcohol in an amount of 0.1 to 20 mass % with respect to the total amount of hair cosmetic composition, preferably 1 to 10 mass %. When the higher fatty acid and/or higher alcohol content is less than 0.1 mass %, enhancement in tactile sensation upon application of the composition of the invention is not virtually expected, and the hair-conditioning effect by virtue of incorporation of the higher fatty acid and/or higher alcohol is likely to be reduced, whereas when the higher fatty acid and/or higher alcohol content is in excess of 20 mass %, no substantial application-sensation-improving effect commensurate with addition in large amount is attained.
Examples of preferred aromatic carboxylic acid salts which may be incorporated into the hair cosmetic composition of the present invention include salts of salicylic acids (e.g., salicylic acid salt, 3-methylsalicylic acid salt, 4-methylsalicylic acid salt, and 5-methylsalicylic acid salt), and salts of benzoic acids (e.g., benzoic acid salt, 2-methylbenzoic acid salt, 3-methylbenzoic acid salt, and 4-methylbenzoic acid salt). These aromatic carboxylic acid salts may be used singly or in combination of two or more species in accordance with needs. Among them, salicylic acid salts are particularly preferred. As used herein, the term “salt” refers to all pharmaceutically acceptable salts. Examples of the salt include sodium salt, potassium salt, calcium salt, and triethanolamine salt.
No particular limitation is imposed on the amount of aromatic organic acid salt incorporated into the hair cosmetic composition of the present invention, and the amount is preferably 0.1 mol or more with respect to the aforementioned tertiary amine compound (I), more preferably 0.5 to 1 mol. When the amount is less than 0.1 mol, tactile sensation upon application of the composition is likely to be impaired as the viscosity of the composition decreases. Although no particular limitation is imposed on the upper limit of the amount, when the amount is in excess of 1 mol, difficulty is encountered in attaining application-sensation-improving effect commensurate with the amount of addition, and odor, irritation to the skin, or the like caused by an excess amount of aromatic organic acid salt tends to be provided.
Examples of the monobasic organic acid include lactic acid, glycolic acid, pyrrolidonecarboxylic acid, acetic acid, butyric acid, and glutamic acid. When a monobasic organic acid has been incorporated into the hair cosmetic composition of the present invention, a monoalkyl-type pseudo-cationic surfactant is formed. In addition, the aforementioned aromatic organic acid salt is incorporated into interlayer space of the formed lamella of rinse gel (i.e., palisade layer). For forming such a structure, the amount of monobasic organic acid incorporated into the hair cosmetic composition of the present invention is 0.1 mol or more with respect to the tertiary amine compound (I), preferably 0.5 to 1 mol. The pH of the system is preferably adjusted to a value which is approximately the pKa value of the monobasic organic acid employed.
Water employable in the hair cosmetic composition may be any of ion-exchanged water, purified water, tap water, and natural water, and the type and amount of water may be selected in accordance with the form and product type of the hair cosmetic composition of the present invention. Specifically, in a typical manner, the hair cosmetic composition is formed from the aforementioned essential ingredients (mass %), other ingredients selected in consideration of the form and product type of the hair cosmetic composition (mass %), and water as balance.
<Optional Ingredients Incorporated into the Hair Cosmetic Composition>
Through incorporation of an alcohol having an aromatic ring skeleton into the hair cosmetic composition of the present invention, tactile sensation upon application of the composition can be further improved. Examples of the alcohol having an aromatic ring skeleton include phenoxyethanol and benzyl alcohol. Of these, phenoxyethanol is preferred. The amount of alcohol having an aromatic ring skeleton incorporated into the hair cosmetic composition of the present invention is 0.01 to 3 mass % with respect to the cosmetic composition, preferably 0.1 to 1 mass %. When the amount is less than 0.01 mass %, further enhancement in tactile sensation upon application of the composition of the invention is not virtually expected, and difficulty is encountered in further enhancement of the hair-conditioning effect by virtue of incorporation of the higher fatty acid and/or higher alcohol. When the amount is in excess of 3 mass %, additional enhancement in tactile sensation upon application of the cosmetic composition reaches the plateau, and no substantial application-sensation-improving effect commensurate with the amount of addition is attained.
If required, the hair cosmetic composition of the present invention may further contain a certain additional ingredient other than the aforementioned ingredients in such qualitative and quantitative range that the effects of the present invention are not substantially impaired. For example, in the case where the hair cosmetic composition of the present invention is a hair conditioner or a hair rinse, a cationic surfactant such as alkyltrimethylammonium chloride is generally employed as an additional ingredient. In the case where the hair cosmetic composition of the present invention is a shampoo, typical examples of the additional ingredient employed include anionic surfactants such as alkylsulfate ester salts, polyoxyethylene alkyl ether sulfate ester salts, acylmethyltauric acid, and N-acylglutamic acid salts; amphoteric surfactants such as alkylbetaine, alkylamidobetaine, and imidazoliniumbetaine; and nonionic surfactants such as fatty acid alkanolamines.
Regardless of the form thereof, the hair cosmetic composition may further contain other additives. Specific examples include oily ingredients (other than the aforementioned higher fatty acids and higher alcohols) such as hydrocarbon oils, ester oils, and silicone oils; humectants such as glycerin, propylene glycol, 1,3-butylene glycol, and polyethylene glycol; conditioning agents such as cationic polymer (e.g., cationized cellulose); anti-dandruff agents such as trichlorocarbanilide, sulfur, zinc pyrithione, and isopropylmethyl phenol; a thickener; a viscosity-controlling agent; an emulsifying agent; a sequestering agent; a UV-absorber; an anti-oxidant; an antiseptic agent; powder ingredients; hair-growing agents such as a blood flow-promoting agent, a local stimulant, a hair follicle-activating agent, an anti-androgenic agent, an anti-seborrheic agent, a keratolytic agent, a bactericide, an anti-inflammatory agent, amino acid, vitamins, and herbal medicines; a pH-regulating agent; a pigment; perfume; and lower alcohols.
The hair cosmetic composition of the present invention may be produced through a suitable method selected in accordance with the form and product type of the composition. In one typical method, the aforementioned essential ingredients and optional ingredients are dissolved in a solvent such as water. Examples of the product type include hair rinse, hair conditioner, hair treatment, hair shampoo, and rinse-in-shampoo.
The present invention will next be described in detail by way of examples, which should not be construed as limiting the invention thereto. Unless otherwise specified, the amount of each ingredient is based on mass %.
The hair cosmetic composition of the present invention was evaluated as follows.
Tactile sensation upon actual application of a hair cosmetic composition was tested with six female panelists. Specifically, using hands, each panelist uniformly applied an appropriate amount of a test cosmetic sample (hair rinse) to the hair in a wet state immediately after hair washing, and the tactile sensation upon application was evaluated by the panelist in terms of (1) spreadability of the cosmetic composition on the hair, (2) suppleness of the hair, (3) smoothness of the hair, and (4) moistness of the hair, based on the following ratings.
◯◯: Four or more of the six panelists answered “good.”
◯: Three of the six panelists answered “good.”
◯Δ: Two of the six panelists answered “good.”
Δ: One of the six panelists answered “good.”
×: None of the six panelists answered “good.”
Hair rinse products having formulations shown in Table 1 were prepared by dissolving the ingredients in purified water with mixing. The thus-prepared hair rinse products were subjected to the above test. The results are also shown in Table 1. In Table 1, “stearoxyhydroxypropylamine” means “N-(2-hydroxy-3-stearoxypropyl)-N,N-dimethylamine (II),” “stearoxypropyldimethylamine” means “N-stearoxypropyl-N,N-dimethylamine (III),” and “stearamidopropyldimethylamine” means “N-stearamidopropyl-N,N-dimethylamine (IV).”
As is clear from Table 1, in Examples 1 to 10, which falls within the scope of the present invention, all the tested systems containing a tertiary amine compound (stearoxyhydroxypropylamine, stearoxypropyldimethylamine, or stearamidopropyldimethylamine), any of the aromatic organic acid salts, and a monobasic organic acid were found to improve tactile sensation upon application of the hair rinse products, which is the target effect of the present invention.
In Comparative Example 1, in which the amount of stearoxyhydroxypropylamine (tertiary amine compound (I)) was small but the amounts of the other ingredients fell within the scope of the present invention, tactile sensation upon application of the hair rinse product was poor for all the evaluation items. In Comparative Example 2, in which the amount of stearoxyhydroxypropylamine incorporated into the hair rinse product was in excess of the upper limit of the present invention, tactile sensation upon application of the hair rinse product was also poor. In Comparative Examples 3 and 4, in which the amount of stearyl alcohol (higher alcohol) was excessively small (Comparative Example 3) and excessively large (Comparative Example 4), tactile sensation upon application of the hair rinse products was also poor.
In Comparative Example 5, which employed no organic acid, tactile sensation upon application of the hair rinse product was also poor. In Comparative Example 6, which employed salicylic acid (organic acid having an aromatic ring), tactile sensation upon application of the hair rinse product was inferior to that attained by the hair cosmetic composition of the present invention. In Comparative Examples 7 to 10, which employed 2-basic organic acid, tactile sensation upon application of the hair rinse products was inferior to that attained by the present invention, employing a monobasic organic acid.
The meritorious effect of phenoxyethanol an alcohol having an aromatic ring skeleton was confirmed in the Examples but not confirmed in the Comparative Examples.
Formulation examples of the hair cosmetic composition of the present invention will next be given.
Camellia reticulata seed oil
Capsicum frutescens extract
The above ingredients other than purified water were heated to 70° C., to thereby melt solid contents. Water heated at 70° C. was added to the above mixture under mixing and stirring. The resultant mixture was cooled to ambient temperature.
The above ingredients other than purified water were heated to 80° C., to thereby melt solid contents. Water heated at 80° C. was added to the above mixture under mixing and stirring. The resultant mixture was cooled to ambient temperature.
The above ingredients other than purified water were heated to 70° C., to thereby melt solid contents. Water heated at 70° C. was added to the above mixture under mixing and stirring. The resultant mixture was cooled to ambient temperature.
| Number | Date | Country | Kind |
|---|---|---|---|
| 2009-095430 | Apr 2009 | JP | national |
| Filing Document | Filing Date | Country | Kind | 371c Date |
|---|---|---|---|---|
| PCT/JP2010/055970 | 3/31/2010 | WO | 00 | 12/7/2011 |
