JP2000191450A - Hair cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject hair cosmetic that has excellent conditioning effects, for example, charm and moistness without tackiness and greasiness and fully develops the effect of the active ingredients because their increased retention in the hair by using a specific guanidine derivative, medicinally active agents and fat and oil. SOLUTION: The objective hair cosmetic comprises (A) a guanidine derivative having the surface-active properties or its salt (for example, 4-guanidinobutyl lauroamideacetic acid or the like), (B) a medicinally active agent, for example, zinc pyrithione, and (C) an oil or fact, for example, cetyl alcohol. In a preferred embodiment, the content of the component A is 0.1-10 wt.%; the component B, 0.1-2 wt.%; and the component C, 1-5 wt.%. This cosmetic is useful as a hair rinse, hair conditioner, hair treatment or the like.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic which can exert the effect of a medicinal agent, and can impart a feeling of good flexibility and moisturizing property to hair.

[0002]

2. Description of the Related Art
Hair cosmetics include higher alcohol, glyceride,
Oils and fats such as liquid paraffin, cationic surfactants, and the like are compounded, and a medicinal agent is compounded in expectation of the medicinal effects of various medicinal components. However, in order to obtain a sufficient conditioning effect, it is necessary to mix a large amount of fats and oils. In such a case, disadvantages such as oily sticky feeling on the scalp, dandruff and itching may be caused. was there. In addition, since the medicinal agent has low persistence on the hair, the medicinal effect is not sufficiently long. In addition, when a large amount of oils and fats is added, the effect of the medicinal agent is reduced.

[0003] Accordingly, an object of the present invention is to provide a hair cosmetic composition in which the effects of a medicinal agent are sufficiently exerted and a conditioning effect having excellent flexibility and moisture retention is obtained.

[0004]

Means for Solving the Problems and Embodiments of the Invention The present inventors have made intensive studies to achieve the above object, and as a result, have found that a guanidine derivative or a salt thereof having a surface-active ability, a medicinal agent, an oil and fat A hair cosmetic that has no stickiness or oiliness, is excellent in conditioning effects such as moistness, and enhances the persistence of the medicinal agent on the hair, providing sufficient medicinal effects Have been obtained, and the present invention has been completed.

Hereinafter, the present invention will be described in more detail.
The hair cosmetic composition of the present invention contains (A) a guanidine derivative or a salt thereof having surface activity, (B) a medicinal agent, and (C) fats and oils.

Examples of the guanidine derivative having a surface-active ability or a salt thereof as the component (A) of the hair cosmetic of the present invention include those represented by the following general formula (1).

[0007]

Embedded image[Wherein, R¹Is linear or branched having 1 to 22 carbon atoms
Alkyl, alkenyl, or alkyl ether groups of
And m is an integer of 0 or 1. A is CHR ⁶(C
H_Two)_n[However, R⁶Is a hydrogen atom or COOR⁷(R⁷Is water
May be substituted with a hydrogen atom or a hydroxyl group having 1 to 6 carbon atoms
Branched or straight-chain alkyl or alkenyl group)
And n is an integer of 0 to 9. ], R^Two, R^Three
Is substituted with a hydrogen atom, a hydroxyl group having 1 to 12 carbon atoms,
A branched or straight-chain alkyl group or alkenyl
R^Four, R^FiveIs a hydrogen atom, a hydroxyl group having 1 to 6 carbon atoms
A branched or linear alkyl group which may be substituted with
X is an inorganic or organic acid
It is. ]

The substituent R ¹ in the formula (1) is a branched or linear alkyl, alkenyl or alkyl ether group having 1 to 22 carbon atoms, preferably 11 to 21 carbon atoms. For example, C ₁₁ H ₂₃ which may intervene an oxygen atom
_{-, C 12 H 25 -,} C 13 H 27 -, C 14 H 29 -, C 15 H
_{31 -, C 16 H 33 -} , C 17 H 35 -, (C 8 H 17) 2 CH-,
_{4-C 2 H 5 C 15} H 30 - is suitable groups such as.

R ² and R ^{3 each} represent a hydrogen atom or a group having 1 to 1 carbon atoms.
And 2 branched or linear alkyl groups or alkenyl groups.

R ⁴ and R ⁵ are a hydrogen atom, a branched or straight-chain alkyl or alkenyl group having 1 to 6 carbon atoms.

A is represented by CHR ⁶ (CH ₂ ) _n , wherein n is an integer of 0 to 9, preferably 1 to 5, and (CH ₂ ) _n is preferably a linear alkylene group; For example, a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, a hexylene group and the like can be mentioned. Also R
⁶ is represented by a hydrogen atom or COOR ⁷ ; R ⁷ is a hydrogen atom, a branched or straight-chain alkyl group or an alkenyl group which may be substituted by a hydroxyl group having 1 to 6 carbon atoms, for example, COOH, COOC ₂ H _{5 and the} like.
Here, m is an integer of 0 or 1.

The above-mentioned compound having a guanidino group and having a surfactant activity is usually compounded in the form of a salt. That is,
In the above general formula (1), X is an inorganic acid such as hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, or glycolic acid, acetic acid, tartaric acid, propionic acid, lactic acid, citric acid, salicylic acid, succinic acid, malic acid, butyric acid, p -Can be used as an organic acid such as toluenesulfonic acid, higher fatty acid, L or DL-pyrrolidone carboxylic acid, acidic amino acid, and pyroglutamic acid; however, when an inorganic acid salt is used in view of solubility in water, hydrochloric acid is used. When a salt or an organic acid salt is used, a glycolic acid salt is desirable.
In order to form these salts, the compound having a guanidino group and having surface activity may be neutralized with the acid.

Compounds having a guanidino group and having a surfactant activity and salts thereof include alkylguanidines such as hexadecylguanidine, octadecylguanidine and 2-octyldodecylguanidine; alkyleneguanidines such as oleylguanidine; 2-guanidinoethyl lauroamide, 4-guanidinobutyl lauroamide, 3-guanidinopropyloctanoylamide,
Alkylamide guanidine such as 2-guanidinoethyl stearoylamide, 6-guanidinohexyl myristoylamide, alkyleneamide guanidine such as 4-guanidinobutyl olenoylamide guanidine, N-coco fatty acid acyl-L-arginine ethyl, N-coco oil fatty acid Acyl-L-arginine stearyl, N-lauroyl-
L-arginine propyl, N-2-ethylhexanoyl-
Arginine derivatives such as L-arginine methyl, 1,8-
Examples thereof include diguanidine derivatives such as diguanidinooctane and 1,18-diguanidinoolein, and salts thereof.

The guanidine derivative or a salt thereof of the component (A) may be used alone or in combination of two or more. The amount of the guanidine derivative is not particularly limited. It is preferably from 0.5 to 20% by weight, particularly preferably from 0.1 to 10% by weight. If the amount is too small, the effect of the present invention may not be sufficient. On the other hand, if it is too much, it is not only disadvantageous economically but also tends to be sticky and heavy.

Next, the pharmaceutically active ingredient of the component (B) used in the present invention is not particularly limited as long as it is used in ordinary hair cosmetics. For example, anti-dandruff agents, antibacterial agents, anti-inflammatory agents , Vitamins and the like, and the following can be suitably used. (1) Anti-dandruff agent: a known anti-dandruff agent can be used,
Specifically, 2-mercaptopyridine-N-oxide polyvalent metal salt, colloidal sulfur, sulfur-containing amino acid described in JP-A-58-183614 and salts thereof, 2,2 ′ represented by the following formula (2) -Dithiobispyridine-1,1'-dioxide and metal salt hydrates such as magnesium sulfate thereof, 1-hydroxy-2- represented by the following general formula (3)
1-hydroxy-2-pyridone derivatives represented by pyridone derivatives described in JP-B-58-39805, salicylic acid and derivatives thereof, triethyl citrate described in JP-A-58-180417, West German Patent DE
Indole derivatives as described in US Pat. No. 3,142,296, 2-oxo-tetrahydro-1,3,5-thiadiazine derivatives as described in West German Patent DE30222799, and ω- as described in Belgian patent BP2085728.
(Aminothiocarbonylmercapto) -alkanoic acid and its salts, quinone derivatives, selenium disulfide, phenol derivatives, coal tar and the like.

[0016]

Embedded image [Wherein, R ⁸ is an alkyl group having 1 to 17 carbon atoms, 2 carbon atoms.
To an alkenyl group having from 17 to 17 carbon atoms, a cycloalkyl group having from 5 to 8 carbon atoms, a bicycloalkyl group having from 7 to 9 carbon atoms, and a cycloalkyl-alkyl group having from 1 to 4 carbon atoms (the cycloalkyl residue has 1 carbon atom). Or an alkyl group having 1 to 4 carbon atoms, or an alkenyl group having 2 to 4 carbon atoms.
4 is an arylalkenyl group or an alkyl group having 1 carbon atom.
An aryloxyalkyl group or an arylmercaptoalkyl group, a benzhydryl group, a phenylsulfonylalkyl group having an alkyl group having 1 to 4 carbon atoms, or a furylalkenyl group having a furyl group or an alkenyl group having 2 to 4 carbon atoms. (The aryl residue in each of the above groups may be substituted with an alkyl or alkoxy group having 1 to 4 carbon atoms, a nitro group, a cyano group or a halogen atom), R ⁹ is a hydrogen atom, 4 represents an alkyl group, an alkenyl group or alkynyl group having 2 to 4 carbon atoms, a halogen atom, a phenyl group or a benzyl group, and X ′ represents an organic amine residue. ]

Among these anti-dandruff agents, 2-mercaptopyridine-N-oxide polyvalent metal salt, 2,2'-dithiobispyridine-1 represented by the above formula (2) in terms of safety and efficacy. , 1′-dioxide, and the 1-hydroxy-2-pyridone derivative represented by the above general formula (3) are preferable, and in particular, 2-mercaptopyridine-N-oxide zinc salt (zinc pyrithione), 1-hydroxy-4-methyl-
6- (2,4,4-trimethylpentyl) -2 (1H)
-Pyridone triethanolamine salts (pyroctone olamine) and 2,2'-dithiobispyridine-1,1'-dioxide are preferred. Also, 2-mercaptopyridine-
When an N-oxide zinc salt is used, particularly,
-16972, JP-A-60-16973,
A particle size of 0.2 μm described in JP-A-60-224676.
It is preferable to use a finely divided compound having a particle size of m or less and 50% by weight or more and an average particle size of 0.2 μm or less. (2) Bactericidal and antifungal agents: for example, nitrofurazone, nystatin, clotrimazole, naphthiomide, pyrrolnitrin, amphotericin B, exalamide, chlorhexidine hydrochloride and the like. (3) Anti-inflammatory agents: for example, azulene, ε-aminocaproic acid, hydrocortisone and the like. (4) vitamins: vitamin A, ergocalciferol, cholecalciferol, Vitamin B _12, tocopherol acetate, tocopherol. (5) Antibiotics: For example, β-lactam antibiotics (penicillins, cephalosporins, etc.), oxytetracycline, fradiomycin sulfate, urithromycin, chloramphenicol and the like. (6) Antihistamines: for example, diphenhydramine hydrochloride, chlorpheniramine maleate, crotamiton and the like. (7) Local anesthetic: dipcaine hydrochloride, lidocaine, benzocaine, ethyl aminobenzoate and the like. (8) Coronary vasodilators: for example, nitroglycerin, nifedipine, dipyridamole and the like. (9) Corticosteroid condyles: hydrocortisone, prednisolone, valamethasone, beclomethasone propionate, flumethasone, dexamethasone, dexamethasone acetate, betamethasone, betamethasone valerate, triamcinolone, triamcinolone acetonide, fluocinolone, fluocinolone acetonide And clobetasol propionate. (10) Non-steroids: For example, acetaminophen, acetylsalicylic acid, methyl salicylate, glycol salicylate, mefenamic acid, flufenamic acid, indomethacin, ibuprofen, diclofenac, alclofenac, pfenxamac, oxyfenbutazone, phenylbutazone, l -Menthol, camphor,
Glycyrrhetinic acid, tinolidine hydrochloride and the like. (11) Others: anti-neoplastic agents such as 5-fluorouracil, cyclophosphamide, psulfan, actinomycin, narcotic analgesics such as morphine, codeine, nalorphine, pentazocine, prostaglandins,
Hypnotics such as barbital and thiopental, psychotropic drugs such as chlorpromazine and reserpine, and hormonal drugs such as estradiol and methyltestosterone.

Of these, anti-dandruff agents, bactericides, anti-inflammatory agents, and vitamins are preferred, and antidandruff agents are particularly preferred. And antibacterial agents selected from salicylic acid and salts thereof, or anti-inflammatory agents selected from glycyrrhizic acid derivatives such as dipotassium glycyrrhizinate, allantoin and guaiazulene.

These medicinal agents can be used alone or in combination of two or more.
It is preferable to add 20% by weight, especially 0.1 to 2% by weight.

The fats and oils of the component (C) used in the present invention are not particularly limited as long as they are used in ordinary hair cosmetics, and include, for example, a linear or branched alkyl or alkenyl group. Hydrocarbons such as liquid paraffin, vaseline, and solid paraffin; lanolin derivatives such as liquid lanolin and lanolin fatty acids; higher fatty acid esters, higher fatty acids, and fats and oils such as long-chain amidoamines having an alkyl or alkenyl group. Animal and vegetable fats and oils such as mink oil and olive oil; dimethyl polysiloxane, methyl phenyl polysiloxane, amino-modified silicone, fatty acid-modified silicone, alcohol-modified silicone, aliphatic alcohol-modified silicone, polyether-modified silicone, epoxy-modified silicone, fluorine Modified silicone, Jo silicone, such as silicone derivatives, such as alkyl-modified silicone.

Of these, mono- or mono-glycerides derived from saturated or unsaturated, linear or branched fatty acids having 12 to 24 carbon atoms, higher alcohols having linear or branched alkyl or alkenyl groups having 12 to 26 carbon atoms. Preferred are, for example, higher alcohols such as oleic acid monoglyceride, palmitic acid monoalcohol, stearyl alcohol, arachin alcohol, behenyl alcohol, calanavir alcohol and cetyl alcohol. In particular, higher alcohols having a straight-chain alkyl group having 14 to 22 carbon atoms are preferred.

The fats and oils as the component (C) can be used alone or in combination of two or more.
It is preferable to mix 1 to 20% by weight, especially 0.5 to 1% by weight.
It is 5% by weight, more preferably 1 to 5% by weight.

The hair cosmetic composition of the present invention includes, in addition to the above essential components, components to be added to ordinary cosmetics, pharmaceuticals, foods and the like, for example, preservatives such as paraben; propylene glycol, glycerin, sorbitol, panthenol, Glycine betaine, a humectant such as an amide derivative represented by the following general formula (4); a thickener such as a water-soluble polymer; a coloring agent such as a dye or a pigment; a conditioning agent such as a perfluoropolyether or a cationic polymer. Pearling agents such as glycol esters; Chitosan derivatives such as hydroxypropyl chitosan; polymers for hair setting such as acrylic resin solutions; various compounding fragrances; and other encyclopedias of conditioning rinse indienants [ENC]
YCLOPEDIA OF CONDITIONING
RINSINGREDIENTS (MICELLE
PRESS, 1978)] can be appropriately compounded as long as the effects of the present invention are not impaired.

[0024]

Embedded image [In the formula, R ¹⁸ represents a linear or branched saturated or unsaturated hydrocarbon group having 10 to 26 carbon atoms, and R ¹⁹ represents 9 to 2 carbon atoms.
5 represents a linear or branched saturated or unsaturated hydrocarbon group, and X ′ represents — (CH ₂ ) _t — (where t is an integer of 2 to 6)
Is shown. ]

The pH of the hair cosmetic of the present invention is from 3.0 to 3.0.
The pH is preferably in the range of 7.0, and an organic acid or an inorganic acid and a salt thereof, an organic base or an inorganic base can be used for pH adjustment. As the organic acid, for example, citric acid,
Glycolic acid, succinic acid, tartaric acid, lactic acid, fumaric acid, malic acid, levulinic acid, butyric acid, valeric acid, oxalic acid, maleic acid, mandelic acid, and the like.Examples of inorganic acids include phosphoric acid, sulfuric acid, Nitric acid and the like can be mentioned. Examples of the salts of these acids include alkanolamine salts such as sodium salt, potassium salt, ammonium salt and triethanolamine salt. Examples of the organic base include triethanolamine and diethanolamine, and examples of the inorganic base include potassium hydroxide and sodium hydroxide.

The hair cosmetic of the present invention can be produced according to a conventional method, and includes a hair rinse, a hair conditioner,
It can be used as a hair treatment or the like, and it is particularly preferable to apply it to the hair and then wash it off to use it.

[0027]

EFFECT OF THE INVENTION The hair cosmetic composition of the present invention has no stickiness or oiliness, can be applied uniformly, and can impart an excellent conditioning effect such as a moist feeling to the hair. Moreover, the medicinal agent has a high persistence on the hair, and a sufficient medicinal effect can be continuously obtained.

[0028]

EXAMPLES Hereinafter, the present invention will be specifically described based on examples and comparative examples, but the present invention is not limited to the following examples. In the following examples,% is% by weight.

[Examples 1 to 4, Comparative Examples 1 to 6] Tables 1 and 2
A hair rinse agent having the composition shown in Table 1 was produced and its performance was evaluated. The results are shown in Tables 1 and 2. (Manufacturing method) Other components dissolved by heating to the same temperature in water heated to 70 ° C were added, mixed by stirring, and then cooled to room temperature with stirring to obtain a hair rinse agent. (Evaluation method) After washing hair with a commercially available shampoo (an anti-dandruff agent-free product) containing an anionic surfactant as a main component, hair rinse agent was applied to 20 adult panelists who generated a relatively large amount of dandruff 2 g was uniformly applied, and then rinsed with running water for 30 seconds, and then towel-dried to evaluate the smoothness of the wet hair. Thereafter, the hair was dried with a drier and evaluated for flexibility and moisture retention. Furthermore, the panelists themselves evaluated the effect of preventing dandruff and itching after performing this test for one month.
In addition, these sensory evaluations were performed according to the following criteria. (1) Smoothness during lubrication; ：: Very good. ：: Yes. Δ: Neither can be said. ×: Not available. (2) Flexibility; A: very soft. ：: Soft. Δ: Neither soft nor hard. X: Hard. (3) Moisturizing property: A: Very moist. ○: Moist. Δ: Neither can be said. ×: Not moist. (4) Dandruff preventing effect, itching preventing effect; A: There was a remarkable effect. ：: There was an effect. Δ: Neither can be said. X: No effect.

[0030]

[Table 1]

[0031]

[Table 2]

As is clear from the results shown in Tables 1 and 2, the hair rinsing agents of the present invention are all excellent in wet smoothness,
It was excellent in flexibility and moisturizing property, and could sufficiently obtain the effect of preventing dandruff and itching.

Examples 5 to 9, Comparative Examples 7 to 11
A rinse having the composition shown in No. 4 was produced by a conventional method and evaluated in the same manner as described above. The rinse of Example obtained was capable of imparting an excellent conditioning effect such as smoothness and moisturizing property to hair, and was able to continuously suppress dandruff and itch. On the other hand, the comparative example was inferior in the effect.

[0034]

[Table 3]

[0035]

[Table 4]

[Example 10] Hair rinse agent A hair rinse agent having the following composition was produced by a conventional method.
The obtained hair rinsing agent was able to impart excellent conditioning effects such as smoothness and moisturizing property to the hair, and was able to continuously suppress dandruff and itch. (Components) 4-guanidinobutyl lauroamidoacetic acid 1.0% cetyl alcohol 2.5 glycerin 3.0 pyroctone olamine 0.3 vitamin A 0.1 dimethylpolysiloxane (500 cst) 1.0 sorbitan monostearate 0. 5 Phosphoric acid 0.1 water Total balance 100.0% Viscosity 4000 mpa · s Average particle size 1-10 μm pH 4.8

[Example 11] Hair rinse agent A hair rinse agent having the following composition was produced by a conventional method.
The obtained hair rinsing agent was able to impart excellent conditioning effects such as smoothness and moisturizing property to the hair, and was able to continuously suppress dandruff and itch. (Components) 4-guanidinobutyl lauroamide acetic acid 1.0% cetostearyl alcohol 2.0 propylene glycol 3.0 pyrocton olamine 0.3 dimethylpolysiloxane (500 cst) 1.0 sorbitan monostearate 0.5 citric acid 0.1 Water Balance 100.0% Viscosity 4000 mpa · s Average particle size 0.1-0.9 μm pH 4.9

Example 12 Hair Treatment A hair treatment having the following composition was produced by a conventional method. The obtained hair treatment was less sticky to the hair, was able to impart excellent conditioning effects such as smoothness and moisturizing properties, and was able to continuously suppress dandruff and itch. (Components) N-coconut fatty acid acyl-L-arginine ethyl 2.5% DL pyrrolidone carboxylate dimethyl polysiloxane (500 cst) 1.0 setostearyl alcohol 5.0 zinc pyrithione 0.5 liquid paraffin 1.0 hydroxyethyl cellulose 0.3 Polyoxyethylene (5) oleyl ether 0.5 Methyl paraben 0.2 Phosphate 0.2 Perfume 0.4 Legal dye Trace water Total balance 100.0% pH 4.3

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Yoshifumi Yamagata 1-3-7 Honjo, Sumida-ku, Tokyo F-term in Lion Corporation (reference) 4C083 AB012 AC022 AC071 AC072 AC122 AC182 AC392 AC442 AC482 AC612 AC642 AC662 AC741 AC742 AC812 AC852 AC932 AD152 AD282 AD532 AD552 AD622 BB01 BB11 BB60 CC31 CC33 CC39 EE06 EE23 EE28

Claims (1)

[Claims] 1. A hair cosmetic comprising the following components (A), (B) and (C). (A) a guanidine derivative or a salt thereof having surface-active ability (B) a medicinal agent (C) an oil or fat