JP2010138108A - Hair-treating agent - Google Patents

Abstract

［一般式（Ｉ）において、Ｒ¹は炭素数１４〜２０のアルキル基を表し、Ｒ²はメチル基または炭素数１４〜２０のアルキル基を表し、Ｘはハロゲン原子を表す。］
【選択図】なし[Problem] Even hair that has been damaged by hair coloring treatment has excellent moist feeling, can be well-tied to the hair tip, and can have a uniform feel to the hair tip when touched. The purpose is to provide a treatment agent.
The present invention provides a hair treatment agent comprising a quaternary ammonium salt (I) represented by the following general formula (I), cetanol, and stearyl alcohol, wherein the amount of stearyl alcohol is greater than that of cetanol. is there. The hair treatment agent preferably contains hyaluronate, amino-modified silicone, and / or vegetable oil.

[In General Formula (I), R ¹ represents an alkyl group having 14 to 20 carbon atoms, R ² represents a methyl group or an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ]
[Selection figure] None

Description

  The present invention relates to a hair treatment agent having a treatment effect that imparts a moist feeling to hair.

  Hair treatment is damaged by daily treatments such as brushing and dryer drying, and hair damage is also caused by treatments such as hair coloring and permanent waves. Is. The appearance and feel of damaged hair is naturally inferior to undamaged hair. Against this background, a hair treatment agent containing a cationic surfactant such as a quaternary ammonium salt known to exert a conditioning action is used, and many proposals for improvement of this treatment agent have been made. . For example, Patent Document 1 discloses a hair treatment containing 1.0% lauryltrimethylammonium chloride, 1.5% cetanol and 2.0% stearyl alcohol, and Patent Document 2 discloses behenyl chloride. A rinse containing 0.6% trimethylammonium, 0.5% distearyldimethylammonium chloride, 1% cetanol, 1% stearyl alcohol, and 1% behenyl alcohol is disclosed.

  As described above, improvements to hair treatment agents have been proposed, but there is always a need to enhance the treatment effect on damaged hair, and there is a treatment effect that has a treatment effect that improves the moist feeling of the hair. Is also desired.

JP-A-2005-232113 JP 2001-10931 A

  In view of the above circumstances, the present invention is excellent in the moist feeling of the hair, even when the hair is damaged by the hair color treatment, well gathered up to the tip of the hair, and good in the sense of uniformity up to the tip of the hair when touching the hair It aims at providing the hair treatment agent which can be made.

［一般式（Ｉ）において、Ｒ¹は炭素数１４〜２０のアルキル基を表し、Ｒ²はメチル基または炭素数１４〜２０のアルキル基を表し、Ｘはハロゲン原子を表す。］ The present inventor proceeds with a study by adding a higher alcohol and a predetermined quaternary ammonium salt to the hair treatment agent, and selects cetanol and stearyl alcohol as the higher alcohol and increases the amount of stearyl alcohol more than cetanol. The present inventors have found that the moist feeling, the feeling of unity, and the touch feeling to the ends of the hair are improved, and the present invention has been completed. That is, quaternary ammonium salt (I) represented by the following general formula (I), cetanol, and stearyl alcohol are blended, and the blending amount of stearyl alcohol is larger than cetanol.

[In General Formula (I), R ¹ represents an alkyl group having 14 to 20 carbon atoms, R ² represents a methyl group or an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ]

［一般式（Ｉａ）において、Ｒ³は炭素数１４〜２０のアルキル基を表し、Ｘはハロゲン原子を表す。］ In the hair treatment agent according to the present invention, 1.5 to 6.0% by mass of the quaternary ammonium salt (Ia) represented by the following general formula (Ia) is blended as the quaternary ammonium salt (I). The total amount of cetanol and stearyl alcohol is preferably 3.0% by mass or more.

[In General Formula (Ia), R ³ represents an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ]

［一般式（Ｉｂ）において、Ｒ⁴は炭素数１４〜２０のアルキル基を表わし、Ｒ⁵は炭素数１４〜２０のアルキル基を表し、Ｘはハロゲン原子を表す。］ The hair treatment agent according to the present invention preferably contains 1.0% by mass or less of quaternary ammonium salt (Ib) represented by the following general formula (Ib) as quaternary ammonium salt (I). . This formulation improves the moist and coherent feeling of the hair, and also improves the softness of the hair.

[In General Formula (Ib), R ⁴ represents an alkyl group having 14 to 20 carbon atoms, R ⁵ represents an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ]

  In addition, the hair treatment agent according to the present invention preferably contains hyaluronate and amino-modified silicone, and preferably contains vegetable oil.

  The hair treatment agent according to the present invention can also be suitably used for hair treatment after shampooing.

  The hair treatment agent according to the present invention is a mixture of a predetermined quaternary ammonium salt and a mixture of cetanol and a larger amount of stearyl alcohol. A uniform feeling up to the hair tips when touching the hair is improved.

The present invention will be described below based on the embodiment.
The hair treatment agent according to the present embodiment is a mixture of a predetermined quaternary ammonium salt (I) and a higher alcohol together with water. Moreover, what mix | blended hyaluronic acid salt and amino modified silicone is preferable, and what mix | blended vegetable oil is also preferable. Known raw materials for hair treatment agents may be blended.

上記一般式（Ｉ）において、Ｒ¹は炭素数１４〜２０（好ましくは１６〜１８）のアルキル基を表し、Ｒ²はメチル基または炭素数１４〜２０（好ましくは１６〜１８）のアルキル基を表し、Ｘは塩素、臭素、ヨウ素などのハロゲン原子（好ましくは臭素）を表す。 The quaternary ammonium salt (I) blended in the hair treatment agent according to this embodiment is a salt represented by the following general formula (I).

In the general formula (I), R ¹ represents an alkyl group having 14 to 20 carbon atoms (preferably 16 to 18), and R ² represents a methyl group or an alkyl group having 14 to 20 carbon atoms (preferably 16 to 18). X represents a halogen atom (preferably bromine) such as chlorine, bromine and iodine.

  Examples of the quaternary ammonium constituting the quaternary ammonium salt (I) include trimethyl quaternary ammonium such as myristyltrimethylammonium, cetyltrimethylammonium and stearyltrimethylammonium; dimyristyldimethylammonium, dicetyldimethylammonium and distearyldimethyl. And dimethyl quaternary ammonium such as ammonium.

  Quaternary ammonium salt (I) is good to contain the 1 type, or 2 or more types. Moreover, the compounding quantity of quaternary ammonium salt (I) is 10 mass% or less normally, and it is good in it being 6.0 mass% or less.

上記一般式（Ｉａ）において、Ｒ³は炭素数１４〜２０（好ましくは１６〜１８）のアルキル基を表し、Ｘは塩素、臭素、ヨウ素などのハロゲン原子（好ましくは臭素）を表す。毛先の柔らかさの観点からは、ステアリルトリメチルアンモニウム塩が好ましい。 In the hair treatment agent according to this embodiment, one or more quaternary ammonium salts (Ia) represented by the following general formula (Ia) are blended at least as the quaternary ammonium salt (I). It is preferable that

In formula (Ia), R ³ is an alkyl group having 14 to 20 carbon atoms (preferably 16-18), X represents chlorine, bromine, a halogen atom such as iodine (preferably bromine). From the viewpoint of softness of the hair end, stearyltrimethylammonium salt is preferable.

  The blending amount of the quaternary ammonium salt (Ia) is preferably 1.5% by mass or more, preferably 2.0% by mass or more, more preferably 2.5% by mass or more in order to improve the softness of the hair. More preferred. Although the upper limit of one compounding quantity is not specifically limited, It is good in it being 6.0 mass%.

上記一般式（Ｉｂ）において、Ｒ⁴は炭素数１４〜２０（好ましくは１６〜１８）のアルキル基を表わし、Ｒ⁵は炭素数１４〜２０（好ましくは１６〜１８）のアルキル基を表し、Ｘは塩素、臭素、ヨウ素などのハロゲン原子（好ましくは臭素）を表す。 In the hair treatment agent according to this embodiment, in order to improve the moist feeling and unity of the hair, one or more quaternary ammonium salts (Ib) represented by the following general formula (Ib) are used. However, it is good to mix | blend as quaternary ammonium salt (I).

In the general formula (Ib), R ⁴ represents an alkyl group having 14 to 20 (preferably 16 to 18) carbon atoms, R ⁵ represents an alkyl group having 14 to 20 (preferably 16 to 18) carbon atoms, X represents a halogen atom such as chlorine, bromine or iodine (preferably bromine).

  The amount of the quaternary ammonium salt (Ib) is preferably 1.0% by mass or less, preferably 0.75% by mass or less, and more preferably 0.50% by mass or less. The lower limit amount is usually 0.10% by mass.

  In the hair treatment agent according to this embodiment, a higher alcohol is blended as described above. Examples of the alcohol include linear saturated alcohols such as myristyl alcohol, cetanol, stearyl alcohol, and behenyl alcohol; linear alcohols such as oleyl alcohol. Branched unsaturated alcohols such as octyldodecanol, isostearyl alcohol and hexyldecanol.

  The lower limit of the amount of the higher alcohol is not particularly limited, but is preferably 1.0% by mass, preferably 2.0% by mass, and preferably 3.0% by mass in order to increase the viscosity of the hair treatment agent and increase the emulsion stability. Is more preferable. On the other hand, the upper limit amount is not particularly limited, but is preferably 15% by mass and preferably 10% by mass in order to obtain a viscous hair treatment agent that can be easily discharged from a pump-type container.

  Cetanol and stearyl alcohol are blended at least as the above higher alcohol, and the blending amount of stearyl alcohol is larger than that of cetanol. The total amount of cetanol and stearyl alcohol is preferably 3.0 to 10% by mass, and the amount of stearyl alcohol relative to cetanol is not particularly limited. It is good to use 5-2.5 mass parts.

  Use of hyaluronic acid salts such as sodium hyaluronate and amino-modified silicones such as aminoethylaminopropylsiloxane / dimethylsiloxane copolymer and aminoethylaminopropylmethylsiloxane / dimethylsiloxane copolymer together to improve moist feeling and consistency It is suitable for making it. These blending amounts are usually 0.040% by mass or less (preferably 0.0030 to 0.020% by mass) for hyaluronate and 10% by mass or less (preferably 2.0 to 7.0 for amino-modified silicone). Mass%).

  Blending vegetable oil into the hair treatment agent according to this embodiment is suitable from the viewpoint of improving moist feeling and unity. The blending amount is usually 0.50 to 5.0% by mass, and preferably 1.0 to 4.0% by mass.

  Examples of vegetable oils include almond oil, Asa seed oil, oilseed rape seed oil, avocado oil, Amazana seed oil, flaxseed oil, Argania spinosa kernel oil, apricot kernel oil, Umekuromodoki oil, egoma oil, ethilium plantacineum seed oil , Olive oil, canola oil, kaya seed oil, kyounin oil, kukui nut oil, cran bear vicinica seed oil, cranberry seed oil, walnut seed oil, black currant seed oil, corn oil, bilberry seed oil, sesame oil, wheat germ oil, rice bran oil , Rice germ oil, pine seed oil, sasanqua oil, safflower oil, salamander seed oil, shea butter oil, perilla seed oil, white vanilla lupine seed oil, hydrogenated avocado oil, hydrogenated olive oil, hydrogenated soybean oil, hydrogenated rapeseed seed Oil, hydrogenated palm kernel oil, hydrogenated palm oil, hydrogenated castor oil, hydrogenated jojoba oil, hydrogenated palm oil, Lelocaria virea oil, soybean oil, chabotodia seed oil, tea seed oil, evening primrose oil, camellia oil, camellia seed oil, camellia seed oil, persic oil, palm oil, pearl oil, babas oil, peanut oil, pistachio seed oil, hippophae Rhamnoides oil, castor oil, sunflower seed oil, bilberry seed oil, grape seed oil, prune seed oil, broccoli seed oil, hazelnut oil, loofah seed oil, peppo pumpkin seed oil, jojoba oil, holomui strawberry seed oil, macadamia nut oil, pine Seed oil, mango seed oil, meadow foam oil, cottonseed oil, peach kernel oil, coconut oil, yucha oil, European raspberry seed oil, apple seed oil, borage seed oil, rosehip oil, wasabi seed oil. Avocado oil, rosehip oil, and camellia seed oil are preferred, and camellia seed oil and rosehip oil are more preferred.

  As long as the effects of the present invention are not impaired, as described above, a known hair treatment material may be blended with the hair treatment agent according to the present embodiment. Examples of the raw material include esters such as cholesterol ester and pentaerythritol ester; fatty acid amide amine salt, ester-containing tertiary amine salt, archebel type tertiary amine salt, monomethyl quaternary ammonium salt, benzalkonium type quaternary ammonium salt, Cationic surfactants such as monoalkyl ether type quaternary ammonium salts; ethylene glycol mono fatty acid ester, glycerin mono fatty acid ester, polyglycerin fatty acid ester, sorbitan fatty acid ester, sucrose fatty acid ester, methyl glucoside fatty acid ester, alkyl polyglucoside, polyethylene Glycol di fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fat Nonionic surfactants such as ester, polyoxyethylene methyl glucoside fatty acid ester, polyoxyethylene polyoxypropylene glycol, polyoxyethylene alkylamine, polyoxyethylene fatty acid amide, alkyldiethanolamide; imidazoline betaine, alkyl betaine, alkylamide betaine, Amphoteric surfactants such as alkylsulfobetaines; Conditioning agents such as amino acids and protein hydrolysates; Silicone derivatives such as silicone; Preservatives such as benzoate and methylisothiazolinone; Antioxidants such as dibutylhydroxytoluene and tocopherol A pH adjuster; a chelating agent such as edetate; and a fragrance.

  The pH of the hair treatment agent according to this embodiment is, for example, 5.8 to 6.8 (measured value at a temperature of 25 ° C.). The viscosity should be set as appropriate. For example, using a B-type viscometer, the viscosity of the rotor No. The value after 60 seconds measured at 4 and 12 rpm is 15000 to 45000 mPa · s.

  The hair treatment agent of this embodiment is suitable for use in hair treatment after shampooing and before drying. Also applied to conditioning shampoo, rinse-in shampoo, permanent wave agent, straight perm agent, oxidative hair dye, hair bleach, hair color pre-treatment, hair color after treatment, perm pre-treatment, perm after treatment, hair manicure, etc. May be.

  Hereinafter, the present invention will be described more specifically with reference to hair treatment agents according to examples of the present invention.

(Hair treatment agent)
Raw materials were blended in water to prepare emulsions of hair treatment agents having concentrations (units: mass%) shown in Tables 1 to 7 below. In addition, "Katinal HTB-70ET" manufactured by Toho Chemical Industry Co., Ltd. is used for blending cetyltrimethylammonium bromide, and "Katinal STB-70" manufactured by Toho Chemical Industry Co., Ltd. is used for blending stearyltrimethylammonium bromide, “NIKKOL CA3475V” manufactured by Nikko Chemicals was used for blending distearyldimethylammonium chloride, and “DK ester S-L18A” manufactured by Daiichi Kogyo Seiyaku was used for blending coconut oil fatty acid sucrose ester.

(Evaluation methods)
About 3 g of the hair treatment agent prepared above was applied to the hair washed with shampoo and swallowed. At this time, the hair treatment agent applied to the left half of the hair was different from the hair treatment agent applied to the right half. Thereafter, the hair was washed with water and dried with a dryer. After drying, the left half and right half of the moist feeling of the hair, unity to the tip of the hair (moist feeling, unity), uniform feeling to the tip of the hair, softness of the tip of the hair, softness of the whole hair (softness) Two to three professional evaluators performed direct hair contrast evaluation.

In the evaluation of the hair treatment agent, any of the following shampoos A to E was used.
Shampoo A: 0.3% by mass of O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose, 11.0% by mass of sodium polyoxyethylene lauryl ether sulfate, and sodium polyoxyethylene lauryl ether acetate 3 A shampoo containing amino-modified silicone, conditioning ingredients, fragrance, etc. in water with 0.0 mass%.

  Shampoo B: 0.5% by mass of O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose, 11.0% by mass of sodium polyoxyethylene lauryl ether sulfate, 0.4% by mass of sodium lauroylsilk amino acid A shampoo containing amino-modified silicone, conditioning ingredients, fragrances and the like in water together with 2.0% by mass of acyl apple amino acid sodium.

  Shampoo C: 0.6% by mass of O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose chloride, diethyl sulfate with N, N-dimethylaminoethyl methacrylate / N, N-dimethylacrylamide / dimethacryl Polyethylene glycol 0.02% by weight, sodium polyoxyethylene lauryl ether sulfate 7.0% by weight, sodium polyoxyethylene lauryl ether acetate 4.0% by weight, sodium lauroyl silk amino acid 0.4% by weight, and acyl apple amino acid sodium A shampoo containing 2.0% by mass of amino-modified silicone, conditioning ingredients, and fragrances in water.

  Shampoo D: 0.5% by mass of O- [2-hydroxy-3- (trimethylammonio) propyl] hydroxyethylcellulose, 11.0% by mass of sodium polyoxyethylene lauryl ether sulfate, 0.4% by mass of sodium lauroylsilk amino acid A shampoo containing amino-modified silicone, conditioning ingredients, perfumes, etc. in water together with 3.0% by weight of acyl apple amino acid sodium.

  Shampoo E: Milbon's “Deces Auf Base Aqua A”

  The evaluation results of the hair treatment agent are shown in Tables 1 to 7 below together with the blended raw material concentration (unit: mass%). In the table, the evaluation results such as “moist feeling / concentration” indicate that the higher the numerical value, the better the evaluation result.

  In Table 1, the hair treatment agents 1a to 1d are comparison targets, and 2a to 2c are comparison targets. In Table 1, the hair treatment agent 1a containing only cetanol (not combined with stearyl alcohol) is superior to the hair treatment agent 1a in combination with cetanol and stearyl alcohol. In addition, it can be confirmed that 1d, in which stearyl alcohol is blended in a larger amount than cetanol, is superior in moist feeling, cohesion, and the like than 1b-1c, in which cetanol is blended in a large amount. Moreover, it can be confirmed that the moist feeling and cohesion of 2a to 2b in which cetanol and stearyl alcohol are used are superior to the hair treatment agent 2c in which only stearyl alcohol is blended (not in combination with cetanol).

  When the hair treatment agents 3a and 3b in Table 2 are compared, it can be seen that if stearyltrimethylammonium salt is selected as the quaternary ammonium salt (Ia), the softness of the hair ends is significant.

  When the hair treatment agents 4a to 4c in Table 3 are compared, the softness improves as the amount of the quaternary ammonium salt (Ia) increases, and the blending amount of the quaternary ammonium salt (Ia) is 1.5 mass. % Or more is good, and it is understood that 2.0% by mass or more is preferable.

  When the hair treatment agents 5a and 5b in Table 3 are compared, it can be confirmed that as the total amount of cetanol and stearyl alcohol is increased, a moist feeling / cohesion and a uniform feeling up to the hair tips are improved.

  In Table 5, the hair treatment agents 6a and 6b are comparison targets, 7a and 7b are comparison targets, and 8a to 8c are comparison targets. In Table 5, the moist feeling and cohesion are improved by mixing the quaternary ammonium salt (Ib) from the comparison between 6a and 6b, and the mixing amount of the quaternary ammonium salt (Ib) from the comparison between 7a and 7b. When the amount is increased, the moist feeling, unity, etc. may be lowered. Therefore, it can be confirmed that the upper limit of the blending amount is about 1.0% by mass from the viewpoint of moist feeling, unity, and softness.

  From the evaluation results of 10a, 10b, and 11a to 11c in Table 7, avocado oil, rosehip oil, and camellia seed oil are more moist than grape seed oil in the hair treatment agent containing a cationic surfactant, cetanol, and stearyl alcohol. It can be confirmed that the vegetable oil is suitable in terms of feeling and unity.

Claims (6)

A quaternary ammonium salt (I) represented by the following general formula (I), cetanol, and stearyl alcohol are blended,
A hair treatment agent characterized by having a higher amount of stearyl alcohol than cetanol.

[In General Formula (I), R ¹ represents an alkyl group having 14 to 20 carbon atoms, R ² represents a methyl group or an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ] As the quaternary ammonium salt (I), at least quaternary ammonium salt (Ia) represented by the following general formula (Ia) is blended in an amount of 1.5 to 6.0% by mass,
The hair treatment agent according to claim 1, wherein the total amount of cetanol and stearyl alcohol is 3.0% by mass or more.

[In General Formula (Ia), R ³ represents an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ] The hair treatment agent according to claim 1 or 2, wherein 1.0% by mass or less of a quaternary ammonium salt (Ib) represented by the following general formula (Ib) is mixed as the quaternary ammonium salt (I).

[In General Formula (Ib), R ⁴ represents an alkyl group having 14 to 20 carbon atoms, R ⁵ represents an alkyl group having 14 to 20 carbon atoms, and X represents a halogen atom. ]   The hair treatment agent according to any one of claims 1 to 3, wherein hyaluronate and amino-modified silicone are blended.   The hair treatment agent according to any one of claims 1 to 4, wherein vegetable oil is blended.   The hair treatment agent according to any one of claims 1 to 5, which is used for hair treatment after shampooing.