JP5079317B2 - Hair cosmetic composition - Google Patents

Description

  The present invention relates to a hair cosmetic composition, and more particularly, to a hair cosmetic composition that imparts a light slip feeling and a feeling of unity feeling that is not heavy to the hair.

  Conventionally, oils such as silicone oils (polyorganosiloxane), ester oils, hydrocarbon oils, and cationic surfactants have been added to impart smoothness (slipperiness), softness, and moisturization to the hair. Various hair cosmetic compositions have been proposed. In particular, since silicone oil has a low surface tension, it can easily spread uniformly on the hair and can give excellent gloss. In addition, a wide range of viscous silicone oils can be used, and various tactile sensations can be given. Therefore, hair cosmetics using silicone oil are extensively disclosed in patent documents and the like.

  Patent Document 1 shows the formulation of amino-modified silicone, which can give an excellent slip feeling, but the slip is relatively heavy and deviates from recent consumer needs for a light slip feeling.

  In addition, various silicone waxes have been proposed for the purpose of imparting hair setting properties and light slipping feeling (for example, Patent Document 2), but the effect is sufficient because it is poor in adsorptivity to hair and hardly remains in hair. It cannot be said that the actual situation is that it is not used.

Furthermore, a specific modified silicone in which an amino group and an alkyl group are combined has also been proposed (Patent Document 3). However, although the effect of imparting smoothness and moist feeling to the hair is high, as in the case of Patent Document 1, recently, It cannot be said that it meets the consumer needs.
JP-A-8-217643 JP-A-3-264510 JP 2005-132664 A

  The present invention has been made to solve these problems, and an object of the present invention is to provide a hair cosmetic composition capable of imparting a light slip feeling and a feeling of unity feeling to a hair. .

  As a result of intensive studies to achieve the above object, the present inventors have found that it is extremely effective to use a specific long-chain alkylamino-modified polyorganosiloxane at both ends, and have completed the present invention.

That is, the hair cosmetic composition of the present invention is
General formula: MD _x D ' _y M
(In the formula, M is a siloxy unit represented by the general formula: R ¹ R ² ₂ SiO _0.5 , D is a siloxy unit represented by the general formula: R ² ₂ SiO, and D ′ is a general formula: R ² R. ³ represents a siloxy unit represented by SiO, wherein R ¹ is an alkyl group having 16 to 50 carbon atoms, R ² is a substituted or unsubstituted hydrocarbon group having 1 to 6 carbon atoms, and R ³ is 3- An aminopropyl group and / or an N- (2-aminoethyl) -3-aminopropyl group, wherein x is a value of 1 to 2,000 and y is a value of 1 to 100). It contains an alkyl / amino-modified polyorganosiloxane.

  In the hair cosmetic composition of the present invention, it is preferable that the properties of the both-end long-chain alkyl / amino-modified polyorganosiloxane are wax-like or petrolatum having a melting point of 30 to 100 ° C. Moreover, it is preferable that nitrogen atom content of both terminal long chain alkyl amino modified polyorganosiloxane is 0.05 to 1.5 weight%. Moreover, it is preferable that both terminal long chain alkyl amino modified polyorganosiloxane is mix | blended with hair cosmetic composition in the form of an emulsion.

  According to the hair cosmetic composition of the present invention, by using it in a hair care product, it is possible to impart a light slip feeling that meets recent consumer needs and a sense of unity that is not heavy to the hair. Moreover, when used as a hair styling agent, set retention, softness of hair, and light slipping feeling can be simultaneously imparted.

Hereinafter, embodiments of the hair cosmetic composition of the present invention will be described. The hair cosmetic composition of the embodiment of the present invention contains a polyorganosiloxane represented by the general formula: MD _x D ' _y M.

In the formula, M is a siloxy unit represented by the general formula: R ¹ R ² ₂ SiO _0.5 , D is a siloxy unit represented by the general formula: R ² ₂ SiO, and D ′ is a general formula: R ² R ^3. Each represents a siloxy unit represented by SiO.

Here, R ¹ is an alkyl group having 16 to 50 carbon atoms, and may be linear or branched. As a hair cosmetic composition, set retention, softness of hair, and light slipperiness can be simultaneously imparted. Therefore, among these, R ¹ is preferably an alkyl group having 18 to 50 carbon atoms, more preferably having 20 to 50 carbon atoms. preferable.

R ² is a substituted or unsubstituted hydrocarbon group having 1 to 6 carbon atoms, and examples of the unsubstituted hydrocarbon group include linear or branched alkyl groups such as a methyl group, an ethyl group, a butyl group, and a hexyl group. Cycloalkyl group such as cyclohexyl group, alkoxy group such as methoxy group, ethoxy group, propoxy group, butoxy group, aryl group such as phenyl group, tolyl group, naphthyl group, benzyl group, β-phenylethyl group, methylbenzyl An aralkyl group such as a group, an alkenyl group such as a vinyl group and an allyl group. Examples of the substituted hydrocarbon group include a fluoroalkyl group such as a 3,3,3-trifluoropropyl group. Among these, an alkyl group and an aryl group are preferable, and a methyl group and a phenyl group are particularly preferable.

R ³ is a 3-aminopropyl group and / or an N- (2-aminoethyl) -3-aminopropyl group.

In the general formula MD _x D ' _y M representing a long-chain alkyl amino-modified polyorganosiloxane used in the present invention, the value of x is in the range of 1 to 2000, preferably in the range of 10 to 1,500. It is. If the value of x is less than 1, the resulting cosmetic composition is inferior in terms of smoothness (slidability). When the value of x exceeds 2000, it is inferior in terms of set retainability, and sufficient effects cannot be obtained in any case. The value of y is in the range of 1-100, particularly preferably in the range of 2-50. If the value of y is less than 1, the adsorptivity to hair is poor, and if it exceeds 100, the slipperiness becomes relatively heavy for dry hair.

  The properties of the both-end long-chain alkyl / amino-modified polyorganosiloxane of the present invention are waxy or petrolatum having a melting point of 30 to 100 ° C. Here, the melting point can be measured by the method described in the general test method of cosmetic raw material standards. For example, a sample dissolved in a capillary is sucked up and cooled to 10 ° C. or lower, and then heated in a water bath. The temperature at which the sample floats in the capillary can be the melting point. In addition, the properties of the long-chain alkyl-amino-modified polyorganosiloxane at both ends have a melting point of 30 to 100 ° C., more preferably 30 to 80 ° C., unlike silicone oil which is usually liquid at room temperature. Have. When the melting point is less than 30 ° C, the effect of set retention is poor, and when it exceeds 100 ° C, the long-chain alkyl-amino-modified polyorganosiloxane at both ends hardly spreads on the hair surface. A sufficient effect cannot be obtained.

  The nitrogen atom content of the long-chain alkyl-amino-modified polyorganosiloxane at both ends is preferably 0.05 to 1.5% by weight, particularly preferably 0.1 to 0.1% because it can impart a light slip feeling. 1.3% by weight. When the nitrogen atom content is less than 0.05%, the adsorptivity to hair is poor, and when it exceeds 1.5%, the slipperiness becomes relatively heavy for dry hair.

  In the hair cosmetic composition of the present invention, it is possible to meet the demand for finer tactile sensations by using other silicone compounds in combination. In addition, when using together with another silicone, it is desirable to blend silicones beforehand and to emulsify and use the blended material.

  Examples of the silicone used in combination include polydimethylsiloxane (dimethicone) and cyclic polydimethylsiloxane (cyclomethicone). As polydimethylsiloxane, those having a wide range of viscosities of 0.05 to 20,000 Pa · s at 25 ° C. can be used, and smoothness for dry hair can be adjusted by blending. On the other hand, the cyclic polydimethylsiloxane can adjust the smoothness especially for wet hair.

  When the hair cosmetic is water-based, such as shampoo or rinse, the both-end long chain alkyl / amino-modified polyorganosiloxane used in the present invention, or both-end long-chain alkyl / amino-modified polyorganosiloxane and the above-mentioned other It is desirable that the blend with silicone be pre-emulsified and then emulsified before blending.

  By comprising in this way, the particle diameter of the silicone particle disperse | distributed in hair cosmetics can be controlled easily, and adjustment of the tactile sensation provided becomes easy. That is, an emulsion containing silicone particles having a large particle size is suitable for a rinse, a conditioner, etc., which is a type of cosmetic that is washed off after being applied, since the silicone content tends to remain on the hair, but the silicone particle size is too large. And there is a problem that stability in hair cosmetics is lowered. Therefore, the optimum particle size of the silicone particles varies depending on the hair cosmetics, and the particle size needs to be controlled.

  In the present invention, a known method can be used for producing an emulsion containing the long-chain alkylamino-modified polyorganosiloxane at both ends. Examples include emulsification using colloid mills, line mills, homomixers, homogenizers, etc., or emulsifying machines using an anchor mixer and homomixer, or an emulsifier in which an anchor mixer and a disper mixer are integrated. It is not limited to this method.

  In addition, a surfactant and water are used for producing the emulsion. As the surfactant, any of an anionic surfactant, a cationic surfactant, a nonionic surfactant, and an amphoteric surfactant may be used, and these may be used alone or in admixture of two or more. it can.

  Anionic surfactants include dodecyl benzene sulfonic acid, octyl benzene sulfonic acid, polyoxyethylene lauryl sulfate, lauryl sulfate, tetradesense sulfonic acid, hydroxytetradesense sulfonic acid, and their sodium, potassium, triethanolamine Examples include salt.

  Cationic surfactants include lauryl trimethyl ammonium hydroxide, stearyl trimethyl ammonium hydroxide, dioctyl dimethyl ammonium hydroxide, distearyl dimethyl ammonium hydroxide, lauryl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, dichloride chloride. Examples thereof include cocoyl dimethyl ammonium, distearyl dimethyl ammonium chloride, benzalkonium chloride, and stearyl dimethyl benzyl ammonium chloride.

  Nonionic surfactants include polyoxyethylene lauryl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitol fatty acid ester, etc. Can be mentioned.

  Examples of amphoteric surfactants include laurylamine oxide, lauryl betaine, cocoamidopropyl betaine and the like.

  The type of the surfactant is selected depending on the compatibility with other components in the hair cosmetic. For example, when the target hair cosmetic composition is an anionic composition such as shampoo, use of at least one surfactant selected from anionic surfactants, amphoteric surfactants and nonionic surfactants In the case of cationic compositions such as rinses and conditioners, it is preferable to use at least one surfactant selected from cationic surfactants, amphoteric surfactants and nonionic surfactants. The use of a nonionic surfactant is particularly preferred because the particle size of the emulsion is relatively easy to control and can be stably incorporated into both anionic and cationic compositions.

  Here, specific examples of the nonionic surfactant include polyoxyethylene (6) lauryl ether, polyoxyethylene (7) cetyl ether, polyoxyethylene (20) stearyl ether, polyoxyethylene (3) octylphenyl ether. , Polyoxyethylene (18) nonylphenyl ether, polyethylene glycol monostearate (EO14), polyethylene glycol distearate (EO80), polyoxyethylene (20) sorbitan, polyoxyethylene (20) hydrogenated castor oil, polyoxymonolaurate Ethylene (20) sorbitan, polyoxyethylene (20) sorbitan monopalmitate, polyoxyethylene (6) sorbitan monostearate, polyoxyethylene (20) sorbitan trioleate, polyoxyethylene (40) sorbitol tetraoleate, Monoleonic acid polio Siethylene (15) glyceryl, polyoxyethylene (15) glyceryl monostearate, sorbitan monopalmitate, polyoxyethylene (10) behenyl ether, polyoxyethylene (10) phytosterol, polyoxyethylene (10) polyoxypropylene (4 ) Cetyl ether, polyoxyethylene (5) stearylamine, polyoxyethylene (8) stearylpropylenediamine, polyoxyethylene (5) sodium cetyl ether phosphate and the like. Among these nonionic surfactants, those having an HLB value of 6 to 20 are preferably used in combination because the resulting emulsion has good stability.

  The blending amount of these surfactants is preferably in the range of 1 to 40% by weight, more preferably 2 to 20% by weight of the whole emulsion. If it is less than 1% by weight, it becomes difficult to disperse each component well, and if it exceeds 40% by weight, the stability of the emulsion decreases. Moreover, the blending amount of water as a dispersion medium of the emulsion is preferably in the range of 20 to 90% by weight, more preferably 30 to 80% by weight of the whole emulsion.

  In emulsification, the stability of the emulsion can be improved by neutralizing the amino group with an acid. Examples of the acid used at this time include organic acids such as acetic acid and lactic acid, and inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid.

  Specific examples of the hair cosmetic composition according to the present invention include shampoos, rinses, conditioners, treatments, hair styling agents, hair mousses, hair creams and gels. The purpose of each cosmetic is not the same, but is consistent in giving a smooth touch to the hair.

  When the emulsion containing the long-chain alkyl-amino-modified polyorganosiloxane of the present invention is used as a rinsing effect agent or conditioner, one or more quaternary ammonium salts are added to the entire hair cosmetic composition. It is desirable to blend at a ratio of 0.1 to 5% by weight. When the quaternary ammonium salt is less than 0.1% by weight, the rinsing effect is insufficient, and when it exceeds 5% by weight, the viscosity of the hair cosmetic becomes high and difficult to use.

  Examples of the quaternary ammonium salt include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, behenyldimethylhydroxetylammonium chloride, stearyldimethylammonium chloride, cetyltriethylammonium methylsulfate, and the like. Among these, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, and stearyl dimethyl benzyl ammonium chloride are particularly preferable.

  In addition, when the emulsion containing the both-end long-chain alkyl / amino-modified polyorganosiloxane of the present invention is used as a cleaning agent such as shampoo, fatty acid soap, α-acyl sulfonate, alkyl sulfonate, alkyl naphthalene sulfonate Anionic surfactants such as salts, alkyl sulfates, polyoxyethylene alkyl ether sulfates, alkyl amide sulfates, alkyl phosphates, alkyl amide phosphates, alkyloyl alkyl taurine salts, N-acyl amino acid salts, mono Glycerin fatty acid esters such as glyceryl stearate and glyceryl monoleate, sorbitan fatty acid esters such as sorbitan stearate and sorbitan oleate, polyoxyethylene coconut oil fatty acid sorbitan, polyoxyethylene sorbita monopalmitate , Polyoxyethylene sorbitan fatty acid esters such as polyoxyethylene sorbitan monostearate, polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether and polyoxyethylene stearyl ether, polyethylene glycol monolaurate, polyethylene glycol distearate, glycol distearate, etc. Nonionic surfactants such as alkyl alkanolamides such as polyethylene glycol fatty acid esters, lauric acid diethanolamide, coconut oil fatty acid diethanolamide, lauryldimethylaminoacetic acid betaine, stearyldimethylaminoacetic acid betaine, 2-alkyl-N-carboxymethyl -N-hydroxetylimidazolinium betaine, coconut oil fatty acid amidopropyl betaine, Desirably, one or more amphoteric surfactants such as betaines such as amidopropylbetaine laurate, aminocarboxylates, and imidazoline derivatives are blended in the hair cosmetic at a ratio of 5 to 40% by weight. . When the amount is less than 5% by weight, the washability and foaming property at the time of washing are inferior, and when it exceeds 40% by weight, the viscosity of the resulting hair cosmetic becomes high and difficult to use.

  In addition to the above components, the hair cosmetic composition of the present invention includes liquid components such as liquid paraffin, squalane, lanolin derivatives, higher alcohols, various ester oils, ethylene glycol, propylene glycol, glycerin, sorbitol polyethylene, depending on the purpose. Water-soluble oil such as glycol, moisturizer such as hyaluronic acid, chondroitinic acid, pyrrolidone carboxylic acid, thickener such as carboxyvinyl polymer, cation-modified cellulose ether derivative, polyvinylpyrrolidone derivative quaternary ammonium salt, diallyldimethylammonium chloride, polyamide A cationic polymer such as a derivative quaternary ammonium salt, polyoxyethylene polyalkylene, or polyamine, an ultraviolet absorber, a fragrance, or the like may be blended.

Next, examples and comparative examples of the present invention will be described. In these examples, “parts” and “%” represent “parts by weight” and “% by weight”, respectively.
Example 1
248 parts of alkyl-modified polyorganosiloxane represented by the general formula: M ^A D ₂₅ M ^A , 470 parts of octamethylcyclotetrasiloxane, and 32 parts of N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane are stirred. While performing, the temperature was raised to 90 ° C. Next, a 90% aqueous solution of 27% tetramethylammonium hydroxide was added as an active ingredient, and an equilibration reaction was performed at 90 ° C. for 3 hours. In this way, a wax-like long-chain alkyl / amino-modified polyorganosiloxane A having a nitrogen atom content of 0.58%, a melting point of 61 ° C., and a wax-like structure at both ends was obtained. Incidentally, ^{M A} has the formula: ^Formula: siloxy units represented by _{R A (CH 3) 2 SiO} 0.5, ^{R A} is an alkyl group having a distribution of 30 to 45 carbon atoms.

  Subsequently, 10 parts of polyoxyethylene (4) lauryl ether, 24 parts of polyoxyethylene (6) lauryl ether and polyoxyethylene (23) lauryl ether were added to 100 parts of the resulting long-chain alkyl-amino-modified polyorganosiloxane A at both ends. 14 parts were added and it stirred at 70 degreeC, and then it stirred at 70 degreeC, adding 40 parts of ion-exchange water here gradually. Further, 0.6 part of acetic acid was added and stirred, and then stirred while gradually adding 211 parts of ion exchange water to obtain a silicone emulsion (E-1).

A shampoo composition having the composition shown in Table 1 was prepared using the thus obtained silicone emulsion (E-1).
Example 2
125 parts of alkyl-modified polyorganosiloxane represented by the general formula: M ^A D ₂₅ M ^A used in Example 1, 574 parts of octamethylcyclotetrasiloxane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane Except for using 51 parts, a waxy both-ends long-chain alkyl / amino-modified polyorganosiloxane B was obtained in the same manner as in Example 1 except that the nitrogen atom content was 0.93%, the melting point was 64 ° C.

  Next, a silicone emulsion (E-2) was obtained in the same manner as in Example 1 by using the obtained both-end long-chain alkyl / amino-modified polyorganosiloxane B.

Using the silicone emulsion (E-2) thus obtained, a shampoo composition was prepared with the composition shown in Table 1.
Example 3
42 parts of alkyl-modified polyorganosiloxane represented by the general formula: M ^A D ₂₅ M ^A used in Example 1, 696 parts of octamethylcyclotetrasiloxane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane Except having used 12 parts, it carried out similarly to Example 1, and obtained nitrogen atom content 0.22%, melting | fusing point 51 degreeC, and petrolatum long terminal chain alkyl amino modified polyorganosiloxane C.

  Next, a silicone emulsion (E-3) was obtained in the same manner as in Example 1 by using the obtained long-chain alkyl-amino-modified polyorganosiloxane C at both terminals.

A shampoo composition having the composition shown in Table 1 was prepared using the thus obtained silicone emulsion (E-3).
Example 4
General formula: alkyl-modified polyorganosiloxane 376 parts represented by M B D 20 M B, 306 parts of octamethylcyclotetrasiloxane, except for using N-(2-aminoethyl) -3 68 parts aminopropyl methyl dimethoxy silane In the same manner as in Example 1, a long chain alkyl / amino-modified polyorganosiloxane D having a nitrogen atom content of 1.25%, a melting point of 32 ° C., and petrolatum at both ends was obtained. Incidentally, M B has the formula: Formula: siloxy units represented by R B (CH 3) 2 SiO 0.5, R B is an alkyl group having a distribution of 20 to 28 carbon atoms.

  Next, a silicone emulsion (E-4) was obtained in the same manner as in Example 1 by using the obtained long-chain alkyl-amino-modified polyorganosiloxane D at both terminals.

Using the silicone emulsion (E-4) thus obtained, shampoo compositions were prepared with the compositions shown in Table 1.
Comparative Example 1
100 parts of alkyl-modified polyorganosiloxane (wax-like, melting point 70 ° C.) represented by the above general formula: M ^A D ₂₅ M ^A , 10 parts of polyoxyethylene (4) lauryl ether and polyoxyethylene (6) lauryl ether 24 parts and 14 parts of polyoxyethylene (23) lauryl ether were added and stirred at 80 ° C., and then 40 parts of ion exchange water was gradually added thereto and stirred at 80 ° C. Further, 211 parts of ion-exchanged water was gradually added and stirred with an Ajihomo mixer to obtain a silicone emulsion (E-5).

A shampoo composition having the composition shown in Table 1 was prepared using the thus obtained silicone emulsion (E-5).
Comparative Example 2
50 parts of alkyl-modified polyorganosiloxane represented by general formula: MD ^C ₅₀ M and 50 parts of amino-modified polyorganosiloxane represented by general formula: MD ₃₂₀ D ′ ₈ M were heated to 140 ° C. while stirring. Next, 20 ppm of potassium hydroxide was added, and an equilibration reaction was performed at 140 ° C. for 5 hours. In this way, an alkyl / amino-modified polyorganosiloxane E having a nitrogen atom content of 0.44% and a viscosity of 1,500 mPa · s was obtained. Incidentally, M has the _{formula: (CH} 3) siloxy unit represented by _{3 SiO 0.5,} ^{D C} has the ^formula: R _{C (CH} 3) siloxy units represented by SiO, D 'is, (CH ₃ ) [H ₂ N (CH ₂ ) ₂ NH (CH ₂ ) ₃ ] Each represents a siloxy unit represented by SiO. R ^C is an alkyl group having 14 carbon atoms.

  Next, using the resulting alkyl / amino-modified polyorganosiloxane E, a silicone emulsion (E-6) was obtained in the same manner as in Example 1.

A shampoo composition having the composition shown in Table 1 was prepared using the thus obtained silicone emulsion (E-6).
Comparative Example 3
Using an amino-modified polyorganosiloxane represented by the general formula: MD ₁₅₀₀ D ′ ₄ M (nitrogen atom content 0.10%, viscosity 100,000 mPa · s) in the same manner as in Example 1, a silicone emulsion (E- 7) was obtained.

  A shampoo composition having the composition shown in Table 1 was prepared using the thus obtained silicone emulsion (E-7).

Next, the shampoo compositions prepared in Examples 1 to 4 and Comparative Examples 1 to 3, respectively, were evaluated according to the following methods and criteria.
[Evaluation method]
Each of the 12 panelists dipped 10 g of 25 cm long hair in 40 ° C. water, washed with 2 g of shampoo composition for 1 minute, rinsed with 40 ° C. water for 30 seconds, and dried with a dryer to prepare a hair sample. did. At the hair sample preparation stage, each panelist was given a “Finger fingering during rinsing”, “Fingering finger during rinsing”, “Smoothness after drying” and “Smoothness after drying” according to the following criteria. The stage was scored and the average value was calculated.
[Evaluation criteria]
5 ... Excellent 4 ... Excellent 3 ... Good 2 ... Slightly inferior 1 ... Inferior Separately, 1 g of hair having a length of 15 cm is treated with 0.3 g of shampoo composition in the same manner as above, and set after drying Retention was evaluated. That is, the hair after drying was wound around a curler having a diameter of 2 cm and further dried with warm air at 70 ° C. for 20 minutes. Next, the hair removed from the curlers is suspended vertically in an atmosphere at a temperature of 30 ° C. and a relative humidity of 80%, and the length L1 immediately after that and the length L2 after standing for 1 hour are measured, and the curl retention is obtained from the following formula. Was calculated and scored according to the following criteria to evaluate “set holding power”.
Curl retention (%) = (15−L2) / (15−L1) × 100
5: Curl retention 70% or more 4: Curl retention 50% or more, less than 70% 3: Curl retention 30% or more, less than 50% 2: Curl retention 10% or more, less than 30% 1: Curl retention 10% or less The results are shown in Table 1.
Examples 5 to 8, Comparative Examples 4 to 6 (hair conditioner compositions)
Using the silicone emulsions (E-1) to (E-7) used in Examples 1 to 4 and Comparative Examples 1 to 3, conditioner compositions having the compositions shown in Table 2 were prepared.

Next, the properties of these conditioner compositions were evaluated according to the following methods and standards.
[Evaluation method]
Each of the 12 panelists dipped 10 g of 25 cm long hair in 40 ° C. water, spread 2 g of conditioner composition on the wet hair, and after 1 minute rinsed with 40 ° C. water for 30 seconds,
A hair sample was prepared by drying with a dryer. At the hair sample preparation stage, each panelist was given a “Finger fingering during rinsing”, “Fingering finger during rinsing”, “Smoothness after drying” and “Smoothness after drying” according to the following criteria. The stage was scored and the average value was calculated.
[Evaluation criteria]
5 ... Excellent 4 ... Excellent 3 ... Good 2 ... Slightly inferior 1 ... Inferior Separately, 1 g of hair having a length of 15 cm is treated with 0.3 g of the conditioner composition in the same manner as described above, and set after drying. Retention was evaluated. That is, the hair after drying was wound around a curler having a diameter of 2 cm and further dried with warm air at 70 ° C. for 20 minutes. Next, the hair removed from the curlers is suspended vertically in an atmosphere at a temperature of 30 ° C. and a relative humidity of 80%, and the length L1 immediately after that and the length L2 after standing for 1 hour are measured, and the curl retention is obtained from the following formula. Was calculated and scored according to the following criteria to evaluate “set holding power”.
Curl retention (%) = (15−L2) / (15−L1) × 100
5: Curl retention 70% or more 4: Curl retention 50% or more, less than 70% 3: Curl retention 30% or more, less than 50% 2: Curl retention 10% or more, less than 30% 1: Curl retention 10% or less The results are shown in Table 2.
Examples 9-12, Comparative Examples 7-9 (hair styling composition)
Using the silicone emulsions (E-1) to (E-7) used in Examples 1 to 4 and Comparative Examples 1 to 3, hair styling agent compositions having the compositions shown in Table 3 were prepared.

Next, the properties of these hair styling agent compositions were evaluated according to the following methods and standards.
[Evaluation method]
Each of the 12 panelists spread 10 g of hair having a length of 25 cm with 2 g of the hair styling composition, and after 1 minute, it was dried with a drier to prepare a hair sample. With this hair sample, panelists were asked to give “smoothness after drying” and “feeling of unity after drying” on the basis of the following criteria, and the average value was calculated.
[Evaluation criteria]
5 ... Excellent 4 ... Excellent 3 ... Good 2 ... Slightly inferior 1 ... Inferior Separately, 1 g of hair having a length of 15 cm is treated with 0.3 g of a hair styling agent composition in the same manner as described above, and then dried. The set retention was evaluated. That is, the hair after drying was wound around a curler having a diameter of 2 cm and further dried with warm air at 70 ° C. for 20 minutes. Next, the hair removed from the curlers is suspended vertically in an atmosphere at a temperature of 30 ° C. and a relative humidity of 80%, and the length L1 immediately after that and the length L2 after standing for 1 hour are measured, and the curl retention is obtained from the following formula. Was calculated and scored according to the following criteria to evaluate “set holding power”.
Curl retention (%) = (15−L2) / (15−L1) × 100
5: Curl retention 70% or more 4: Curl retention 50% or more, less than 70% 3: Curl retention 30% or more, less than 50% 2: Curl retention 10% or more, less than 30% 1: Curl retention 10% or less The results are shown in Table 3.

Claims (2)

General formula: MD _x D ' _y M
(Where
M is a siloxy unit represented by the general formula: R ¹ R ² ₂ SiO _0.5 ;
D is a siloxy unit represented by the general formula: R ² ₂ SiO,
D ′ represents a siloxy unit represented by the general formula: R ² R ³ SiO.
here,
R ¹ is an alkyl group having 16 to 50 carbon atoms,
R ² is a methyl group,
R ³ is a 3-aminopropyl group and / or N- (2-aminoethyl) -3-aminopropyl group, x has a value of 1 to 2,000, and y has a value of 1 to 100. )
In expressed, characterized in that all SANYO having a melting point of 30 to 100 ° C., the nitrogen content containing both end long chain alkyl-amino-modified polyorganosiloxane is from 0.05 to 1.5 wt% A hair cosmetic composition. Both end long chain alkyl-amino-modified polyorganosiloxane, hair cosmetic composition according to claim 1, characterized by being formulated in the form of an emulsion.