Hair cleanser composition

Abstract

To provide a hair cleansing composition with a specific internal olefin sulfonic acid or its salt that exerts excellent performance during washing, during rinsing, and after washing when applied to the hair.SOLUTION: Provided is a hair cleansing composition containing the following ingredients (A) and (B): (A) a 16-carbon internal olefin sulfonic acid or its salt obtained by sulfonating a 16-carbon raw material olefin with an average double bond position of 3.9 to 4.5; and (B) amino acid or its derivative, the mass ratio ((B) / (A)) between the content of component (B) and the content of component (A) being 0.005 or more and 0.25 or less.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a hair cleansing composition. [Background technology]

[0002] Internal olefin sulfonates, which are known to have various carbon numbers, have been used in various detergent compositions because they can provide excellent effects as anionic surfactants. For example, Patent Document 1 discloses a liquid detergent composition for textile products that contains a sulfonate of an internal olefin having 12 to 24 carbon atoms, a fatty acid or its salt, an organic solvent having a hydroxyl group, and water in a specific quantitative relationship, and the composition melts even if it is subjected to many freeze-recovery cycles (freezing and thawing), thereby maintaining a good appearance.

[0003] Patent Document 2 discloses a liquid detergent composition for textile products that contains an internal olefin sulfonate having 14 to 16 carbon atoms in a specific mass ratio of an internal olefin sulfonate in which a sulfonic acid group is present at the second to fourth positions and an internal olefin sulfonate in which a sulfonic acid group is present at the fifth position or higher, an organic solvent having a hydroxyl group, and water in specific amounts, and that suppresses the generation and separation of solids even when exposed to a low-temperature environment, thereby improving cleaning performance. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2020-109145 [Patent Document 2] Japanese Patent Application Publication No. 2017-214571 Summary of the Invention [Problem to be solved by the invention]

[0005] Although internal olefin sulfonate is a component that can impart these various excellent properties to a composition, none of the above patent documents considers providing a fine finish to hair not only during washing but also during rinsing and after washing, and there is ample room for improvement.

[0006] That is, the present invention relates to a hair cleanser composition which uses a specific internal olefin sulfonic acid or a salt thereof and which, when applied to hair, exhibits excellent performance from the time of washing to the time of rinsing and after washing. [Means for solving the problem]

[0007] The present inventors have conducted extensive research and have found that a hair cleanser composition that exhibits excellent hair washing effects from the time of washing through to rinsing and after washing can be obtained by containing a specific internal olefin sulfonic acid or a salt thereof, which is obtained by sulfonating a raw material olefin having an extremely limited range of average double bond positions, and an amino acid or a derivative thereof, in a specific mass ratio.

[0008] Accordingly, the present invention provides a composition comprising the following components (A) and (B): (A) an internal olefin sulfonic acid having 16 carbon atoms, or a salt thereof, obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of 3.9 or more and 4.5 or less; (B) Amino acid or its derivative The present invention provides a hair cleansing composition comprising the above components, wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is 0.005 or more and 0.25 or less. [Effects of the Invention]

[0009] The hair cleanser composition of the present invention, when applied to hair, not only produces good foam during washing and leaves hair feeling soft during rinsing, but also prevents tangling and unwanted clumping in wet hair after washing, allowing the hair to be easily combed, making it a highly useful composition.

[0010]

[0013] Note that "good foaming" during hair washing with the hair cleanser composition of the present invention means foaming power that quickly generates foam during hair washing and a sufficient amount of foam to realize the dirt-removing effect. Furthermore, "hair softness" during rinsing after hair washing with the hair cleanser composition of the present invention means not only that the hair as a whole feels soft and supple during rinsing, but also that each strand of hair feels supple and healthy in the finished state. Furthermore, "easy combing" of wet hair after washing means that the hair is prevented from becoming difficult to manage due to tangles or unwanted clumping, and the hair flow can be naturally aligned without applying excessive strain when using a hand comb or the like, making it easy to brush and dry afterwards. Hereinafter, the effects of "good foaming," "imparting hair softness," and "imparting easy combability to wet hair" when the hair cleanser composition of the present invention is applied to hair will be collectively referred to as the "hair washing effect." DETAILED DESCRIPTION OF THE INVENTION

[0011] The present invention will be described in detail below. The hair wash composition of the present invention contains, as component (A), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a raw material olefin having 16 carbon atoms and whose average double bond position is from 3.9 to 4.5. That is, the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A) is a compound obtained by sulfonating a starting material olefin having an average double bond position within a specific, extremely limited range, and more specifically, is a compound obtained by sulfonating the starting material olefin, followed by neutralization and hydrolysis.

[0012] Examples of salts of C16 internal olefin sulfonic acid obtained by sulfonating a C16 starting olefin having an average double bond position of 3.9 or more and 4.5 or less include one or more selected from alkali metal salts such as sodium salt and potassium salt; organic amine salts such as ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt, 2-aminoethanol salt and 2-aminomethylpropanediol salt; and basic amino acid salts such as lysine salt and arginine salt. These C16 internal olefin sulfonic acid salts do not necessarily need to be in the form of a salt from the beginning, and a salt formed by a neutralization reaction during production may be used. Among these, from the viewpoint of effectively enhancing the hair washing effect together with the component (B) described later, the salt of the internal olefin sulfonic acid having 16 carbon atoms is preferably one or more selected from the sodium salt, potassium salt, ammonium salt and 2-aminoethanol salt, more preferably one or two selected from the sodium salt and potassium salt, and even more preferably the sodium salt, i.e., sodium internal olefin sulfonate having 16 carbon atoms, is even more preferred.

[0013] Furthermore, the component (A), an internal olefin sulfonic acid having 16 carbon atoms or its salt, which is a product obtained from such a raw material olefin having 16 carbon atoms, is a mixture of a hydroxyalkanesulfonic acid having 16 carbon atoms or its salt (hydroxy form, abbreviated as "HAS") and an olefin sulfonic acid having 16 carbon atoms or its salt (olefin form, abbreviated as "IOS").

[0014] The carbon number 16 olefins used as the starting material for component (A) primarily contain double bonds located within the carbon chain, but may contain trace amounts of so-called α-olefins, in which the double bond is located at the first position of the carbon chain. Sulfonation of such olefins primarily produces β-sultone, with some of the β-sultone converting to γ-sultone and olefin sulfonic acid. Furthermore, these β-sultone, γ-sultone, and olefin sulfonic acid are converted to hydroxyalkanesulfonic acid or its salt having 16 carbon atoms and olefin sulfonic acid or its salt in the neutralization and hydrolysis steps (e.g., J. Am. Oil Chem. Soc. 69, 39 (1992)). Furthermore, the hydroxy group of the resulting hydroxyalkanesulfonic acid or its salt is located within the alkane chain, while the double bond of the olefin sulfonic acid or its salt is located within the olefin chain. Therefore, in this specification, these products and mixtures thereof are collectively referred to as component (A), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof.

[0015] The carbon number 16 raw material olefin that is sulfonated to form the carbon number 16 internal olefin sulfonic acid or its salt of component (A) has an average double bond position of from 3.9 to 4.5. The carbon number 16 raw material olefin having such an average double bond position has a broad distribution of double bond positions from 2 to 8, including 1 position, which may be present in a trace amount. The double bond positions and their distribution in the raw olefins can be confirmed by measurement using a gas chromatograph mass spectrometer (abbreviated as "GC-MS"). Specifically, components with different carbon chain lengths and double bond positions are accurately separated using a gas chromatograph analyzer (hereinafter abbreviated as "GC"), and each is subjected to a mass spectrometer (abbreviated as "MS"), whereby the double bond positions can be identified and determined from the respective GC peak areas.

[0016] On the other hand, for component (A), an internal olefin sulfonic acid or salt thereof having 16 carbon atoms, obtained by sulfonating such a raw material olefin, the position of the sulfonic acid group introduced by sulfonation is closer to the carbon chain, making separation more difficult, and therefore no reliable analytical method currently exists. However, it is reasonably assumed that the positions of the sulfonic acid groups in component (A) roughly correspond to the double bond positions in the raw material olefin, and show a broad distribution from the 2nd to 8th positions, including the 1st position, without excessive uneven distribution. Therefore, in the present invention, component (A) is defined based on the average double bond position in the raw material olefin, which is the starting material.

[0017] Component (A) used in the present invention is an internal olefin sulfonic acid or a salt thereof obtained from a raw material olefin having the above-mentioned average double bond position, i.e., a broad double bond distribution, and the sulfonic acid groups are distributed over a wide range of positions on the carbon chain without being unevenly distributed. In an internal olefin sulfonic acid or a salt thereof having 16 carbon atoms, if the sulfonic acid groups are distributed unevenly toward the ends of the carbon chain, the melting point may increase due to the increase in the length of the carbon chain, making precipitation more likely. Furthermore, if the sulfonic acid groups are distributed unevenly toward the center of the carbon chain, the foam quality during washing and the feel of hair during rinsing may be impaired, resulting in a reduced hair washing effect. However, in the case of an internal olefin sulfonic acid or a salt thereof having 16 carbon atoms obtained from the above-mentioned raw material olefin, the sulfonic acid groups are distributed over a wide range of positions on the carbon chain without being unevenly distributed, and an appropriate mixture of internal olefin sulfonic acids or salts thereof with carbon chains of various lengths from the sulfonic acid group bonding position to the end is present. Therefore, in combination with the component (B) described below, it is possible to achieve excellent hair washing effects from the time of washing to the time of rinsing and after washing. The same applies when the component (A) is sodium internal olefin sulfonate having 16 carbon atoms. The average double bond position (unit: positions) in the carbon atom number 16 raw material olefin that is the starting material for component (A) means the average value of the double bond positions of each carbon atom number 16 raw material olefin present in the total amount of the carbon atom number 16 raw material olefin. Specifically, the average double bond position in the carbon atom number 16 raw material olefin is a value calculated by the following formula (1):

[0018]

number

[0019] (In formula (1), n ​​represents an integer (unit: position) representing the position of the double bond present in the carbon number 16 raw material olefin. Cn represents the content (unit: mass%) of the carbon number 16 raw material olefin in which the double bond is present at the n-th position, relative to 100 mass% of the total amount of carbon number 16 raw material olefin.)

[0020] From the viewpoint of ensuring excellent hair washing effect, the average double bond position in the C16 raw material olefin forming component (A) is 3.9 or higher, preferably 4.0 or higher, and 4.5 or lower, preferably 4.4 or lower, more preferably 4.3 or lower, and even more preferably 4.2 or lower. The average double bond position in the C16 raw material olefin is 3.9 or higher and 4.5 or lower, preferably 4.0 to 4.4, more preferably 4.0 to 4.3, and even more preferably 4.0 to 4.2.

[0021] Furthermore, the content of the carbon number 16 raw material olefin having a double bond at position 2 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, and preferably 35% by mass or less, more preferably 32% by mass or less, and even more preferably 24% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 2 is preferably 10 to 35% by mass, more preferably 15 to 32% by mass, and even more preferably 20 to 24% by mass, based on the carbon number 16 raw material olefin.

[0022] The content of the carbon number 16 raw material olefin having a double bond at position 3 is preferably 10% by mass or more, more preferably 14% by mass or more, even more preferably 16% by mass or more, and preferably 30% by mass or less, more preferably 24% by mass or less, and even more preferably 19% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 3 is preferably 10 to 30% by mass, more preferably 14 to 24% by mass, and even more preferably 16 to 19% by mass.

[0023] The content of the carbon number 16 raw material olefin having a double bond at position 4 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 17% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 19% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 4 is preferably 10-30% by mass, more preferably 15-25% by mass, and even more preferably 17-19% by mass.

[0024] The content of the carbon number 16 raw material olefin having a double bond at position 5 is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 13% by mass or more, and preferably 25% by mass or less, more preferably 19% by mass or less, and even more preferably 15% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 5 is preferably 5 to 25% by mass, more preferably 10 to 19% by mass, and even more preferably 13 to 15% by mass.

[0025] The content of the carbon number 16 raw material olefin having a double bond at position 6 is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 11% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 13% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 6 is preferably 5 to 20% by mass, more preferably 7 to 15% by mass, and even more preferably 11 to 13% by mass, based on the carbon number 16 raw material olefin.

[0026] In the C16 raw material olefin, the total content of raw material olefins having double bonds at positions 7 or 8 is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 12% by mass or more, and preferably 25% by mass or less, more preferably 22% by mass or less, and even more preferably 16% by mass or less, in the C16 raw material olefin. In the C16 raw material olefin, the total content of raw material olefins having double bonds at positions 7 or 8 is preferably 5 to 25% by mass, more preferably 7 to 22% by mass, and even more preferably 12 to 16% by mass.

[0027] The mass ratio of the content of raw material olefins having double bonds at positions 3 to 5 to the content of raw material olefins having double bonds at positions 6 to 8 in the raw material olefins having 16 carbon atoms (raw material olefin 3~5位 / Raw olefin 6~8位 ) is preferably 1.0 or more, more preferably 1.3 or more, even more preferably 1.7 or more, and preferably 4.0 or less, more preferably 3.5 or less, and even more preferably 2.2 or less. In the raw material olefin having 16 carbon atoms, the mass ratio of the content of raw material olefin having double bonds at positions 3 to 5 to the content of raw material olefin having double bonds at positions 6 to 8 (raw material olefin 3~5位 / Raw olefin 6~8位 ) is preferably 1.0 to 4.0, more preferably 1.3 to 3.5, and even more preferably 1.7 to 2.2.

[0028] The content of the starting olefin having a double bond at position 1 (α-olefin), which may be unavoidably present in the starting olefin having 16 carbon atoms, is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, and even more preferably less than 2.5 mass%, or it is preferable that the starting olefin having 16 carbon atoms does not contain any α-olefin.

[0029] The carbon number 16 starting olefin can be obtained by isomerizing (double bond migration) a starting olefin (α-olefin) having a double bond at position 1, which is produced by dehydration of a carbon number 16 alcohol. Specifically, a solid acid catalyst such as alumina is added in an amount of preferably 0.5 parts by mass or more, more preferably 2 parts by mass or more, preferably 15 parts by mass or less, more preferably 10 parts by mass or less, and preferably 0.5 to 15 parts by mass, more preferably 2 to 10 parts by mass, per 100 parts by mass of 1-hexadecanol. The isomerization reaction is then carried out with stirring at preferably 220° C. or higher, more preferably 260° C. or higher, and preferably 350° C. or lower, and preferably from 220 to 350° C., more preferably from 260 to 350° C., for preferably 1 hour or more, more preferably 3 hours or more, preferably 30 hours or less, more preferably 10 hours or less, and preferably 1 to 30 hours, more preferably 3 to 10 hours. The product after completion of the reaction can be appropriately distilled to obtain the above-mentioned starting olefin having 16 carbon atoms.

[0030] In the C16 internal olefin sulfonic acid or salt thereof of component (A) obtained by sulfonating the above-mentioned C16 raw material olefin, the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid groups are located at positions 1 to 4 is preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and preferably 75% by mass or less, more preferably 70% by mass or less, and even more preferably 68% by mass or less. In the C16 internal olefin sulfonic acid or salt thereof of component (A) obtained by sulfonating the above-mentioned C16 raw material olefin, the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid groups are located at positions 1 to 4 is preferably 40% by mass or more and 75% by mass or less, more preferably 50 to 70% by mass, and even more preferably 55 to 68% by mass. When component (A) is an internal sodium olefin sulfonate having 16 carbon atoms, the content of the internal sodium olefin sulfonate having sulfonic acid groups present at positions 1 to 4 in the internal sodium olefin sulfonate having 16 carbon atoms is the same as above.

[0031] In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 2-position is preferably 10% by mass or more, more preferably 13% by mass or more, even more preferably 17% by mass or more, and preferably 35% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less.In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 2-position is preferably 10% by mass or more and 35% by mass or less, more preferably 13 to 30% by mass, and even more preferably 17 to 25% by mass. When component (A) is an internal olefin sulfonate sodium having 16 carbon atoms, the content of the internal olefin sulfonate sodium having a sulfonic acid group at the 2-position in the internal olefin sulfonate sodium having 16 carbon atoms is the same as above.

[0032] In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 3-position is preferably 5% by mass or more, more preferably 11% by mass or more, even more preferably 15% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 3-position is preferably 5% by mass or more to 30% by mass, more preferably 11 to 25% by mass, and even more preferably 15 to 20% by mass. When component (A) is sodium internal olefin sulfonate having 16 carbon atoms, the content of sodium internal olefin sulfonate having a sulfonic acid group at the 3-position in the sodium internal olefin sulfonate having 16 carbon atoms is the same as above.

[0033] In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 4-position is preferably 15% by mass or more, more preferably 18% by mass or more, even more preferably 19% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 23% by mass or less.In the C16 internal olefin sulfonic acid or salt thereof of component (A), the content of the internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at the 4-position is preferably 15% by mass or more and 30% by mass or less, more preferably 18 to 25% by mass, and even more preferably 19 to 23% by mass. When component (A) is an internal olefin sulfonate sodium having 16 carbon atoms, the content of the internal olefin sulfonate sodium having a sulfonic acid group at the 4-position in the internal olefin sulfonate sodium having 16 carbon atoms is the same as above.

[0034] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, and even more preferably less than 2.5 mass%, or it is preferable that the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A) does not contain an internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position. When component (A) is an internal sodium olefin sulfonate having 16 carbon atoms, the content of the internal sodium olefin sulfonate having a sulfonic acid group at the 1st position in the internal sodium olefin sulfonate having 16 carbon atoms is the same as above, or it is preferable that no internal sodium olefin sulfonate having a sulfonic acid group at the 1st position is contained.

[0035] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A), the mass ratio of the content of the hydroxyl form (HAS) to the content of the olefin form (IOS) (hydroxyl form / olefin form) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, still more preferably 75 / 25 to 100 / 0, and even more preferably 75 / 25 to 95 / 5, from the viewpoint of improving productivity and reducing impurities. The mass ratio (hydroxy compound / olefin compound) can be determined based on the HPLC-MS peak area obtained by separating the hydroxy compound and the olefin compound from component (A) by HPLC and subjecting each compound to MS. When component (A) is sodium internal olefin sulfonate having 16 carbon atoms, the mass ratio of the content of the hydroxy form (HAS) to the content of the olefin form (IOS) in the sodium internal olefin sulfonate having 16 carbon atoms (hydroxy form / olefin form) is the same as above.

[0036] Since the component (A), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, is obtained by sulfonating a raw material olefin, there is a possibility that unreacted raw material olefin and inorganic compounds remain in the component (A). The content of these components is preferably low. The same applies when the component (A) is sodium internal olefin sulfonate having 16 carbon atoms.

[0037] In the internal olefin sulfonic acid or its salt having 16 carbon atoms of component (A), the content of unreacted raw material olefin in component (A) is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, even more preferably less than 1.5 mass%, and even more preferably less than 1.0 mass%. When the component (A) is sodium internal olefin sulfonate having 16 carbon atoms, the content of the unreacted raw material olefin in the sodium internal olefin sulfonate having 16 carbon atoms is the same as above.

[0038] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A), the content of inorganic compounds in component (A) is preferably less than 7.5 mass%, more preferably less than 5.0 mass%, even more preferably less than 3.0 mass%, even more preferably less than 2.0 mass%, and more preferably less than 1.6 mass%. When the component (A) is sodium internal olefin sulfonate having 16 carbon atoms, the content of the inorganic compound in the sodium internal olefin sulfonate having 16 carbon atoms is the same as above.

[0039] The content of component (A) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.7% by mass or more, and still more preferably 2% by mass or more, from the viewpoint of effectively promoting the exertion of excellent hair washing effects from the time of washing through rinsing and after washing. Furthermore, the content of component (A) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, still more preferably 10% by mass or less, and still more preferably 8% by mass or less, from the viewpoint of more effectively achieving easy combing of wet hair after washing. The content of component (A) in the hair wash composition of the present invention is preferably 0.01% by mass or more and 30% by mass or less, more preferably 0.05 to 15% by mass, even more preferably 0.1 to 12% by mass, still more preferably 0.7 to 10% by mass, and even more preferably 2 to 8% by mass.

[0040] The component (A), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, can be obtained by reacting the above-mentioned raw material olefin having 16 carbon atoms with sulfur trioxide to sulfonate it. Specifically, it can be obtained by sulfonating the raw material olefin, neutralizing it, and then hydrolyzing it. More specifically, the amount of sulfur trioxide used in sulfonating the raw olefin is preferably 0.8 mol or more, more preferably 0.9 mol or more, and even more preferably 0.95 mol or more, per mol of the raw olefin, from the viewpoints of improving the yield of component (A) and improving reactivity. Furthermore, the amount of sulfur trioxide used in sulfonating the raw olefin is preferably 1.2 mol or less, more preferably 1.1 mol or less, and even more preferably 1.05 mol or less, from the viewpoints of economy and suppressing unnecessary coloration of component (A). Furthermore, the amount of sulfur trioxide used in sulfonating the raw olefin is preferably 0.8 to 1.2 mol, more preferably 0.9 to 1.1 mol, and even more preferably 0.95 to 1.05 mol, per mol of the raw olefin. The reaction temperature when sulfonating the raw material olefin is preferably 0°C or higher from the viewpoint of preventing solidification of sulfur trioxide and component (A), and is preferably 50°C or lower from the viewpoint of suppressing unnecessary coloration of component (A). The reaction temperature when sulfonating the raw material olefin is preferably 0 to 50°C.

[0041] Neutralization involves reacting with an alkali compound such as sodium hydroxide, potassium hydroxide, ammonia, or 2-aminoethanol. The amount of alkali compound added is preferably 1.0 molar or more, more preferably 1.03 molar or more, per mole of sulfonic acid groups, from the viewpoint of suppressing the formation of impurities such as raw olefins and inorganic salts, and from the viewpoint of improving reactivity. Furthermore, the amount of alkali compound added is preferably 2.5 molar or less, more preferably 2.0 molar or less, and even more preferably 1.5 molar or less, per mole of sulfonic acid groups, from the viewpoint of economic efficiency and suppressing the formation of impurities such as raw olefins and inorganic salts. The amount of alkali compound added is preferably 1.0 to 2.5 molar amounts, more preferably 1.03 to 2.0 molar amounts, and even more preferably 1.03 to 1.5 molar amounts, per mole of sulfonic acid groups. The temperature at which the sulfonated raw material olefin is mixed with the alkali compound during neutralization, and the reaction temperature, are preferably 40°C or lower, more preferably 35°C or lower, even more preferably 30°C or lower, and even more preferably 25°C or lower, from the viewpoint of suppressing the production of impurities such as internal olefins and inorganic salts due to side reactions, and are preferably 0°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and even more preferably 20°C or higher, from the viewpoint of improving reactivity. The temperature at which the sulfonated raw material olefin is mixed with the alkali compound, and the reaction temperature, are preferably 0 to 40°C, more preferably 10 to 35°C, even more preferably 15 to 30°C, and even more preferably 20 to 25°C.

[0042] The reaction temperature for hydrolysis carried out after neutralization is preferably 120°C or higher, more preferably 140°C or higher, and even more preferably 160°C or higher, from the viewpoint of improving reactivity in the presence of water. Furthermore, the reaction temperature for hydrolysis is preferably 220°C or lower, more preferably 180°C or lower, from the viewpoint of suppressing decomposition of the product. The reaction temperature for hydrolysis is preferably 120 to 220°C, more preferably 140 to 180°C, and even more preferably 160 to 180°C. The reaction time for hydrolysis is preferably 30 minutes or more, more preferably 45 minutes or more, from the viewpoint of completing the reaction. Furthermore, from the viewpoint of improving productivity, the reaction time for hydrolysis is preferably 240 minutes or less, more preferably 180 minutes or less, even more preferably 120 minutes or less, and even more preferably 90 minutes or less. The reaction time for hydrolysis is preferably 30 to 240 minutes, more preferably 45 to 180 minutes, even more preferably 45 to 120 minutes, and even more preferably 45 to 90 minutes. These reactions can be carried out continuously. After completion of the reaction, the product can be purified by extraction, washing, etc. The same applies to the case where component (A) is sodium internal olefin sulfonate having 16 carbon atoms and such sodium internal olefin sulfonate having 16 carbon atoms is obtained.

[0043] The hair cleanser composition of the present invention contains an amino acid or a derivative thereof as component (B). By including such component (B), in combination with the component (A), the composition can exhibit excellent hair washing effects from the time of washing to the time of rinsing and after washing. The term "amino acid" includes amino acids having an amino group and a carboxyl group in the molecule, and may be naturally occurring or biologically derived, or may be synthetic, and may be any of the isomers, such as L-, D-, or DL-. Furthermore, an amino acid derivative refers to a compound having amino acid residues in the molecule, and includes amino acids partially alkyl-modified, acetylated, thiolated, or succinylated using an amide bond or an ester bond, or amino acids dimerized or multimerized through a peptide bond.

[0044] Specific examples of the amino acid of component (B) include one or more selected from neutral amino acids such as glycine, alanine, asparagine, cysteine, proline, methionine, valine, leucine, and serine; acidic amino acids such as aspartic acid and glutamic acid; and basic amino acids such as arginine, lysine, and histidine. Specific examples of the amino acid derivative of component (B) include compounds having a glycine residue, more specifically, one or more selected from trimethylglycine and glycylglycine. The amino acid derivative does not include acylamino acid salts. Of these components (B), from the viewpoint of exhibiting excellent hair washing effects from the time of washing to the time of rinsing and after washing, one or more types selected from neutral amino acids, basic amino acids, and derivatives thereof are preferred, one or more types selected from neutral amino acids and derivatives thereof are more preferred, one or more types selected from glycine, alanine, and compounds having a glycine residue are even more preferred, one or more types selected from glycine, alanine, trimethylglycine, and glycylglycine are even more preferred, and one or two types selected from glycylglycine and trimethylglycine are even more preferred.

[0045] The content of component (B) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of achieving excellent hair washing effects from the time of washing through rinsing and after washing. Furthermore, the content of component (B) in the hair cleanser composition of the present invention is preferably 2.0% by mass or less, more preferably 1.8% by mass or less, and even more preferably 1.5% by mass or less, from the viewpoint of effectively achieving good combability of wet hair after washing. The content of component (B) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more and 2.0% by mass or less, more preferably 0.01 to 1.8% by mass, even more preferably 0.05 to 1.8% by mass, even more preferably 0.05 to 1.5% by mass, and even more preferably 0.1 to 1.5% by mass.

[0046] The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.005 or more, and preferably 0.01 or more, from the viewpoint of more effectively achieving good combability on wet hair after washing. The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.25 or less, preferably 0.23 or less, and more preferably 0.21 or less, from the viewpoint of effectively achieving excellent hair washing effects from the time of washing to the time of rinsing and after washing. The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.005 or more and 0.25 or less, preferably 0.005 to 0.23, more preferably 0.01 to 0.23, and even more preferably 0.01 to 0.21.

[0047] The hair cleanser composition of the present invention may contain a cationic polymer (C) in order to further ensure excellent hair washing effects from washing through rinsing and after washing, in combination with the above-mentioned components. Here, the term "cationic polymer" refers to a polymer having a substituent that becomes cationic when dissolved in water.

[0048] Specific examples of component (C) include one or more selected from cationized polygalactomannan, cationized hydroxyalkyl cellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamide propyl trimethyl ammonium chloride, and crosslinked cationic polymer. More specifically, the cationized polygalactomannan may be one or more selected from cationized guar gum, cationized tara gum, cationized locust bean gum, and the like. More specifically, the cationized hydroxyalkyl cellulose may be one or two selected from cationized hydroxyethyl cellulose, cationized hydroxypropyl cellulose, and the like. More specifically, the diallyl quaternary ammonium salt polymer may be one or more selected from polydiallyldimethylammonium chloride, diallyldimethylammonium chloride / acrylic acid copolymer, diallyldimethylammonium chloride / acrylamide copolymer, and diallyldimethylammonium chloride / acrylic acid / acrylamide copolymer. Examples of copolymers containing methacrylamide propyl trimethyl ammonium chloride include one or more selected from acrylic acid / methyl acrylate / methacrylamidopropyl trimethyl ammonium chloride copolymers and acrylic acid / acrylamide / methacrylamidopropyl trimethyl ammonium chloride copolymers. More specifically, examples of the crosslinked cationic polymer include N,N-dimethylaminoethyl methacrylate diethyl sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer.

[0049] Of these, one or more selected from cationized hydroxyalkyl cellulose and crosslinked cationic polymers are preferred, and cationized hydroxyethyl cellulose is more preferred.

[0050] The content of component (C) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of effectively promoting the exertion of excellent hair washing effects from the time of washing through the time of rinsing and after washing. Furthermore, the content of component (C) in the hair cleanser composition of the present invention is preferably 10% by mass or less, more preferably 3% by mass or less, even more preferably 1% by mass or less, and even more preferably 0.5% by mass or less, from the viewpoint of ensuring good handleability. The content of component (C) in the hair cleanser composition of the present invention is preferably 0.01 to 10% by mass, more preferably 0.05 to 3% by mass, even more preferably 0.1 to 1% by mass, and even more preferably 0.1 to 0.5% by mass.

[0051] The mass ratio ((A) / (C)) of the content of component (A) to the content of component (C) is preferably 1 or more, more preferably 5 or more, and even more preferably 10 or more, from the viewpoint of exhibiting good handleability of component (A). Furthermore, the mass ratio ((A) / (C)) of the content of component (A) to the content of component (C) is preferably 1000 or less, more preferably 500 or less, even more preferably 100 or less, even more preferably 50 or less, and more preferably 30 or less, from the viewpoint of effectively promoting the exhibiting of excellent hair washing effects from the time of washing to the time of rinsing and after washing. Furthermore, the mass ratio ((A) / (C)) of the content of component (A) to the content of component (C) is preferably 1 to 1000, more preferably 5 to 500, even more preferably 10 to 100, even more preferably 10 to 50, and even more preferably 10 to 30.

[0052] The hair cleanser composition of the present invention may contain, as component (D), an anionic surfactant other than the above-mentioned components (A) and (B). By containing such component (D), in combination with the above-mentioned component (A), the composition can exert an excellent hair washing effect from the time of washing to the time of rinsing and after washing.

[0053] Specific examples of component (D) include one or more selected from sulfonates, acylamino acid salts, sulfosuccinates, sulfate salts, and carboxylates. The sulfonate of component (D) is a sulfonate other than component (A), and more specifically, such sulfonate can be one or more selected from aminoethylsulfonates such as N-acylmethyltaurine salts, alkylbenzenesulfonates, alkenylbenzenesulfonates, alkanesulfonates, and α-olefinsulfonates having 14 carbon atoms. Of these, sulfonates having an alkyl group, alkenyl group, or acyl group having 6 to 22 carbon atoms are preferred, and sulfonates having an alkyl group, alkenyl group, or acyl group having 8 to 18 carbon atoms are more preferred.

[0054] More specifically, the acylamino acid salt preferably has 6 to 22 carbon atoms in the acyl group, and more preferably has 8 to 18 carbon atoms. The sulfosuccinate may be one or more selected from sulfosuccinate alkyl ester salts and polyoxyalkylene sulfosuccinate alkyl ester salts. The sulfate salt may be one or more selected from alkyl sulfate salts, alkenyl sulfate salts, polyoxyalkylene alkyl ether sulfate salts, polyoxyalkylene alkenyl ether sulfate salts, polyoxyalkylene alkylphenyl ether sulfate salts, etc. Among these, those having an alkyl or alkenyl group with 6 to 22 carbon atoms are preferred, and those having an alkyl or alkenyl group with 8 to 18 carbon atoms are more preferred. The carboxylate may be one or more selected from fatty acid salts, polyoxyalkylene alkyl ether acetates, etc. Among these, those having an alkyl group, alkenyl group, or fatty acid group having 6 to 22 carbon atoms are preferred, and those having an alkyl group, alkenyl group, or fatty acid group having 8 to 18 carbon atoms are more preferred.

[0055] Of these components (D), from the viewpoint of exhibiting an excellent hair washing effect from the time of washing through the time of rinsing and after washing, one or more selected from aminoethylsulfonate, acylamino acid salt, sulfosuccinate, polyoxyalkylene alkyl ether sulfate, and polyoxyalkylene alkyl ether acetate are preferred, one or more selected from aminoethylsulfonate, acylamino acid salt, sulfosuccinate, and polyoxyalkylene alkyl ether sulfate are more preferred, and aminoethylsulfonate is even more preferred.

[0056] The content of component (D) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.8% by mass or more, and more preferably 1.5% by mass or more, from the viewpoint of effectively promoting the exertion of excellent hair washing effects from the time of washing to the time of rinsing and after washing. Furthermore, the content of component (D) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, still more preferably 10% by mass or less, more preferably 9.3% by mass or less, and more preferably 8.0% by mass or less, from the viewpoint of more effectively achieving easy combing of wet hair after washing. The content of component (D) in the hair wash composition of the present invention is preferably 0.01% by mass or more and 30% by mass or less, more preferably 0.05 to 15% by mass, even more preferably 0.1 to 12% by mass, even more preferably 0.8 to 10% by mass, even more preferably 0.8 to 9.3% by mass, even more preferably 0.8 to 8.0% by mass, and even more preferably 1.5 to 8.0% by mass or less.

[0057] When component (D) contains an internal olefin sulfonic acid or a salt thereof having a carbon number other than 16, from the viewpoint of providing good foaming during washing, the mass ratio of the content of component (A) to the total amount of internal olefin sulfonic acid or a salt thereof in the hair wash composition of the present invention ((A) / (total amount of internal olefin sulfonic acid or a salt thereof)) is preferably 0.2 or more, more preferably 0.4 or more, even more preferably 0.6 or more, still more preferably 0.8 or more, still more preferably 0.85 or more, still more preferably 0.9 or more, and still more preferably 0.95 or more.

[0058] The mass ratio ((A) / (D)) of the content of component (A) to the content of component (D) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and even more preferably 0.3 or more, from the viewpoint of more effectively achieving good combability of wet hair after washing. Furthermore, the mass ratio ((A) / (D)) of the content of component (A) to the content of component (D) is preferably 100 or less, more preferably 25 or less, even more preferably 15 or less, even more preferably 10 or less, more preferably 8 or less, and even more preferably 5 or less, from the viewpoint of achieving excellent hair washing effects. The mass ratio ((A) / (D)) of the content of component (A) to the content of component (D) is preferably 0.01 or more and 100 or less, more preferably 0.05 to 25, even more preferably 0.1 to 15, even more preferably 0.1 to 10, even more preferably 0.1 to 8, even more preferably 0.3 to 8, and even more preferably 0.3 to 5.

[0059] The hair cleanser composition of the present invention may contain an amphoteric surfactant (E) from the viewpoint of further ensuring the excellent hair washing effect in combination with the above component (A). Component (E) may specifically include one or more selected from carbobetaine and sulfobetaine, more specifically, one or more selected from carbobetaine and sulfobetaine having an alkyl group, alkenyl group, or acyl group having 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, one or more selected from lauric acid amidopropyl betaine, coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl hydroxysulfobetaine, and lauryl sulfobetaine are preferred, and one or two selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine are more preferred.

[0060] From the viewpoint of further enhancing the excellent hair washing effect, the content of component (E) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.3% by mass or more. From the viewpoint of further ensuring easy combing of wet hair after washing, the content of component (E) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, even more preferably 8% by mass or less, and even more preferably 5% by mass or less. The content of component (E) in the hair cleanser composition of the present invention is preferably 0.01 to 30% by mass, more preferably 0.05 to 15% by mass, even more preferably 0.1 to 12% by mass, even more preferably 0.1 to 8% by mass, more preferably 0.1 to 5% by mass, and even more preferably 0.3 to 5% by mass.

[0061] The mass ratio ((A) / (E)) of the content of component (A) to the content of component (E) is preferably 0.01 or more, more preferably 0.05 or more, and even more preferably 0.1 or more, from the viewpoint of more effectively achieving good combability of wet hair after washing. Furthermore, the mass ratio ((A) / (E)) of the content of component (A) to the content of component (E) is preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and even more preferably 5 or less, from the viewpoint of effectively enhancing excellent hair washing efficacy. The mass ratio ((A) / (E)) of the content of component (A) to the content of component (E) is preferably 0.01 to 50, more preferably 0.05 to 25, even more preferably 0.1 to 9, and even more preferably 0.1 to 5.

[0062] The hair cleansing composition of the present invention may contain a nonionic surfactant (F) from the viewpoint of further ensuring the excellent hair washing effect in combination with the above components.

[0063] Specific examples of component (F) include one or more selected from polyoxyalkylene alkyl ethers, fatty acid alkanolamides, alkyl glycosides, and alkyl glyceryl ethers. More specifically, the polyoxyalkylene alkyl ether includes those in which the alkyl group has 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Of these, polyoxyethylene alkyl ether is preferred, and those in which the average number of moles of oxyethylene groups added is more preferably 3 to 50, and even more preferably 4 to 16. Examples of fatty acid alkanolamides include mono- or dialkanolamides in which the fatty acid has 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Examples of alkyl glycosides include those in which the alkyl group has 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Examples of alkyl glyceryl ethers include those in which the alkyl group has 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Of these, fatty acid alkanolamides are more preferred.

[0064] The content of component (F) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of further enhancing the excellent hair washing effect in combination with component (B). Furthermore, the content of component (F) in the hair cleanser composition of the present invention is preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and even more preferably 6% by mass or less, from the viewpoint of further ensuring the ease of combing wet hair after washing in combination with component (B). The content of component (F) in the hair cleanser composition of the present invention is preferably 0.01 to 15% by mass, more preferably 0.05 to 10% by mass, even more preferably 0.1 to 8% by mass, and even more preferably 0.5 to 6% by mass.

[0065] The mass ratio ((A) / (F)) of the content of component (A) to the content of component (F) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and even more preferably 0.5 or more, from the viewpoint of effectively suppressing unwanted precipitation of component (A) and further ensuring easy combing of wet hair after washing. Furthermore, the mass ratio ((A) / (F)) of the content of component (A) to the content of component (F) is preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and even more preferably 6 or less, from the viewpoint of exhibiting excellent hair washing effects. The mass ratio ((A) / (F)) of the content of component (A) to the content of component (F) is preferably 0.01 to 50, more preferably 0.05 to 25, even more preferably 0.1 to 9, even more preferably 0.5 to 9, and even more preferably 0.5 to 6.

[0066] In addition to the above-mentioned components, the hair wash composition of the present invention may contain, within the limits that do not impair the effects of the present invention, water, which can serve as a medium when the raw material olefin is sulfonated to obtain component (A), a viscosity reducer, a polyhydric alcohol, a preservative, a reducing agent, and other components commonly used as raw materials for cosmetics. Such components include a feel improver, a thickener, a fragrance, an ultraviolet absorber, a visible light absorber, a chelating agent, an antioxidant, a colorant, a preservative, a pH adjuster, a viscosity adjuster, a pearlescent agent, a humectant, etc.

[0067] The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 3.0 or higher, more preferably 3.2 or higher, and even more preferably 4.3 or higher, from the viewpoint of foaming during washing. Furthermore, the pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 7.0 or lower, more preferably 6.5 or lower, and even more preferably 6.0 or lower, from the viewpoint of preventing tangles in hair. The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 3.0 to 7.0, more preferably 3.2 to 6.5, and even more preferably 4.3 to 6.0.

[0068] The hair cleanser composition of the present invention typically contains an aqueous medium. Examples of the aqueous medium include water; lower alcohols such as ethanol and isopropyl alcohol; and low-molecular-weight diols and triols having 6 or less carbon atoms such as 1,3-butylene glycol, glycerin, ethylene glycol, and propylene glycol, with water being preferred. The content of the aqueous medium can be appropriately selected depending on the formulation of the hair cleanser composition, but is typically 5 to 99% by mass, and preferably 30 to 98% by mass, of the hair cleanser composition.

[0069] To apply the hair cleanser composition of the present invention to hair, specifically, for example, the hair may be moistened with water in advance, the hair cleanser composition of the present invention may be applied to the hair, the hair may be washed, and the hair may then be rinsed with water. Such a method is also highly useful as a method for improving the combability of wet hair after washing.

[0070] Thus, when applied to hair, the hair cleanser composition of the present invention produces good foam during washing and exhibits the ability to impart softness to hair during rinsing, while also making wet hair less prone to tangles after washing, allowing the user to experience ease in combing. Therefore, the hair cleanser composition of the present invention is particularly useful as a hair cleanser composition for improving the combability of wet hair after washing.

[0071] In relation to the above-described embodiment, the present invention further discloses the following hair cleansing composition. [1] The following components (A) and (B): (A) an internal olefin sulfonic acid having 16 carbon atoms, or a salt thereof, obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of 3.9 or more and 4.5 or less; (B) Amino acid or its derivative wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is 0.005 or more and 0.25 or less. [2] The hair wash composition of [1] above, wherein the content of the internal olefin sulfonic acid or its salt having 16 carbon atoms in component (A), in which the sulfonic acid group is present at positions 1 to 4, is preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and preferably 75% by mass or less, more preferably 70% by mass or less, even more preferably 68% by mass or less. [3] The hair wash composition of the above [1] or [2], wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 in component (A) and having a sulfonic acid group at the 2nd position is preferably 10% by mass or more, more preferably 13% by mass or more, even more preferably 17% by mass or more, and preferably 35% by mass or less, more preferably 30% by mass or less, even more preferably 25% by mass or less. [4] The hair wash composition of any one of the above [1] to [3], wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 in component (A) or the salt thereof, in which the sulfonic acid group is located at the 3-position, is preferably 5% by mass or more, more preferably 11% by mass or more, even more preferably 15% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, even more preferably 20% by mass or less. [5] The hair wash composition of any one of the above [1] to [4], wherein the content of the internal olefinsulfonic acid or its salt having a carbon number of 16 in component (A) or a salt thereof, in which the sulfonic acid group is located at the 4-position, is preferably 15% by mass or more, more preferably 18% by mass or more, even more preferably 19% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, even more preferably 23% by mass or less.

[0072] [6] The hair wash composition according to any one of the above [1] to [5], wherein the average double bond position in the starting olefin having 16 carbon atoms forming component (A) is 3.9 or higher, preferably 4.0 or higher, and 4.5 or lower, preferably 4.4 or lower, more preferably 4.3 or lower, and even more preferably 4.2 or lower. [7] The hair wash composition of any one of the above [1] to [6], wherein the content of the starting olefin having a double bond at position 2 in the starting olefin having 16 carbon atoms that forms component (A) is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, and preferably 35% by mass or less, more preferably 32% by mass or less, and even more preferably 24% by mass or less, based on the starting olefin having 16 carbon atoms.

[0073] [8] The hair wash composition according to any one of the above [1] to [7], wherein in the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the mass ratio of the content of the hydroxyl form (HAS) to the content of the olefin form (IOS) (hydroxyl form / olefin form) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, still more preferably 75 / 25 to 100 / 0, and even more preferably 75 / 25 to 95 / 5. [9] The hair cleanser composition of any one of the above [1] to [8], wherein the content of component (A) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.7% by mass or more, still more preferably 2% by mass or more, and preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, still more preferably 10% by mass or less, and more preferably 8% by mass or less.

[0074]

[10] The hair wash composition according to any one of the above [1] to [9], wherein the amino acid of component (B) is preferably one or more selected from glycine, alanine, asparagine, cysteine, proline, methionine, valine, leucine, serine, aspartic acid, glutamic acid, arginine, lysine, and histidine, and the amino acid derivative of component (B) is preferably a compound having a glycine residue, more preferably one or more selected from trimethylglycine and glycylglycine.

[11] The hair wash composition according to any one of the above [1] to

[10] , wherein component (B) is preferably one or more selected from neutral amino acids, basic amino acids, and derivatives thereof, more preferably one or more selected from neutral amino acids and derivatives thereof, even more preferably one or more selected from glycine, alanine, and compounds having a glycine residue, still more preferably one or more selected from glycine, alanine, trimethylglycine, and glycylglycine, and even more preferably one or two selected from glycylglycine and trimethylglycine.

[12] The hair cleanser composition of any one of the above [1] to

[11] , wherein the content of component (B) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 2.0% by mass or less, more preferably 1.8% by mass or less, even more preferably 1.5% by mass or less.

[13] The hair wash composition according to any one of the above [1] to

[12] , wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is preferably 0.01 or more, preferably 0.23 or less, and more preferably 0.21 or less.

[0075]

[14] The hair wash composition according to any one of the above [1] to

[13] , further comprising a cationic polymer (C), wherein the component (C) is preferably one or more selected from cationized polygalactomannan, cationized hydroxyalkyl cellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamide propyl trimethyl ammonium chloride, and crosslinked cationic polymer, more preferably one or more selected from cationized hydroxyalkyl cellulose and crosslinked cationic polymer, and even more preferably cationized hydroxyethyl cellulose.

[15] The hair wash composition according to the above

[14] , wherein the content of component (C) in the hair wash composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 10% by mass or less, more preferably 3% by mass or less, even more preferably 1% by mass or less, and even more preferably 0.5% by mass or less; and the mass ratio of the content of component (A) to the content of component (C) ((A) / (C)) is preferably 1 or more, more preferably 5 or more, even more preferably 10 or more, preferably 1000 or less, more preferably 500 or less, even more preferably 100 or less, even more preferably 50 or less, and more preferably 30 or less.

[0076]

[16] The hair cleanser composition according to any one of the above [1] to

[15] , further comprising an anionic surfactant (D) other than component (A) and component (B), wherein component (D) is preferably one or more selected from sulfonate salts, acylamino acid salts, sulfosuccinate salts, sulfate ester salts, and carboxylate salts.

[17] The hair cleanser composition of the above

[16] , wherein the content of component (D) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.8% by mass or more, still more preferably 1.5% by mass or more, and preferably 30% by mass or less, more preferably 15% by mass or less, still more preferably 12% by mass or less, still more preferably 10% by mass or less, still more preferably 9.3% by mass or less, and still more preferably 8.0% by mass or less.

[18] The hair wash composition of the above

[16] or

[17] , wherein when component (D) contains an internal olefin sulfonic acid or a salt thereof having a carbon number other than 16, the mass ratio of the content of component (A) to the total amount of internal olefin sulfonic acid or a salt thereof in the hair wash composition of the present invention ((A) / (total amount of internal olefin sulfonic acid or a salt thereof)) is preferably 0.2 or more, more preferably 0.4 or more, even more preferably 0.6 or more, still more preferably 0.8 or more, still more preferably 0.85 or more, still more preferably 0.9 or more, and still more preferably 0.95 or more.

[19] The hair wash composition according to any one of the above

[16] to

[18] , wherein the mass ratio of the content of component (A) to the content of component (D) ((A) / (D)) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, still more preferably 0.3 or more, and preferably 100 or less, more preferably 25 or less, even more preferably 15 or less, still more preferably 10 or less, more preferably 8 or less, and still more preferably 5 or less.

[0077]

[20] The hair cleanser composition according to any one of the above [1] to

[19] , further comprising an amphoteric surfactant (E), wherein the component (E) is preferably one or more selected from lauric acid amidopropyl betaine, coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl hydroxysulfobetaine, and lauryl sulfobetaine, more preferably one or two selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine.

[21] The hair wash composition according to the above

[20] , wherein the mass ratio of the content of component (A) to the content of component (E) ((A) / (E)) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and is preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and even more preferably 5 or less.

[22] The hair cleanser composition according to any one of the above [1] to

[21] , further comprising a nonionic surfactant (F), wherein the component (F) is one or more selected from the group consisting of polyoxyalkylene alkyl ethers, fatty acid alkanolamides, alkyl glycosides, and alkyl glyceryl ethers.

[23] The hair wash composition according to the above

[22] , wherein the mass ratio of the content of component (A) to the content of component (F) ((A) / (F)) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, still more preferably 0.5 or more, and preferably 50 or less, more preferably 25 or less, still more preferably 9 or less, and still more preferably 6 or less.

[0078]

[24] The hair wash composition according to any one of the above [1] to

[23] , which has a pH at 25°C of preferably 3.0 or more, more preferably 3.2 or more, even more preferably 4.3 or more, and preferably 7.0 or less, more preferably 6.5 or less, even more preferably 6.0 or less, as a 5% aqueous dispersion.

[25] The hair cleanser composition according to any one of the above [1] to

[24] , which is used to improve combability of wet hair after washing.

[26] A washing method for improving combability of wet hair after washing, comprising the steps of moistening the hair with water in advance, applying the hair cleanser composition according to any one of [1] to

[24] above to the hair, washing the hair, and then rinsing the hair with water.

[27] Use of the hair cleanser composition according to any one of the above [1] to

[24] for improving combability of wet hair after washing. [Example]

[0079] The present invention will be described in detail below with reference to the following examples. Unless otherwise specified in the tables, the content of each component is expressed in mass %.

[0080] [Methods for measuring various physical properties] (i) Method for determining the double bond position of the raw olefin The double bond positions of the raw olefins were measured by gas chromatography (hereinafter abbreviated as GC). Specifically, the raw olefins were reacted with dimethyl disulfide to form dithiolated derivatives, and then each component was separated by GC. The double bond positions of the raw olefins were determined from the respective peak areas. The equipment and analytical conditions used for the measurements were as follows: GC equipment (product name: HP6890, manufactured by Hewlett-Packard), column (product name: Ultra-Alloy-1HT capillary column 30 m x 250 μm x 0.15 μm, manufactured by Frontier Labs), detector (hydrogen flame ionization detector (FID)), injection temperature: 300°C, detector temperature: 350°C, He flow rate: 4.6 mL / min.

[0081] (ii) Method for measuring the content of sodium internal olefin sulfonate according to the sulfonic acid group bonding position For internal olefin sulfonate sodium salts with sulfonic acid groups bonded to them, the content of each internal olefin sulfonate sodium salt according to the position of the sulfonic acid group bonded to it was measured by high performance liquid chromatography / mass spectrometry (HPLC-MS). Specifically, the hydroxy forms bonded to the sulfonic acid groups were separated by high performance liquid chromatography (HPLC), and each was identified by mass spectrometry (MS). As a result, the content of each was calculated from the HPLC-MS peak area. The equipment and conditions used for the measurement were as follows: HPLC equipment "LD20ASXR" (Shimadzu Corporation), column "ODS Hypersil (registered trademark)" (4.6 x 250 mm, particle size: 3 μm, Thermo Fisher Scientific), sample preparation (1000-fold dilution with methanol), eluent A (10 mM ammonium acetate-added water), eluent B (10 mM ammonium acetate-added water), Methacrylonitrile / water = 95 / 5 (v / v) solution), gradient (0 min (A / B = 60 / 40) → 15.1 to 20 min (30 / 70) → 20.1 to 30 min (60 / 40), MS device "LCMS-2020" (Shimadzu Corporation), ESI detection (anion detection m / z: 321.10 ((A) component with 16 or 18 carbon atoms)), column temperature (40 °C), flow rate (0.5 mL / min), injection volume (5 μL)

[0082] (iii) Method for measuring the mass ratio of hydroxy compound / olefin compound The mass ratio of hydroxyl to olefin in sodium internal olefin sulfonate was measured by HPLC-MS. Specifically, the hydroxyl and olefin were separated by HPLC and then identified by MS. The respective ratios were calculated from the HPLC-MS peak areas. The equipment and conditions used for the measurement were as follows: HPLC system (trade name: Agilent Technologies 1100, manufactured by Agilent Technologies), column (trade name: L-column ODS 4.6 × 150 mm, manufactured by Chemicals Evaluation and Research Institute, Japan), sample preparation (1000-fold dilution with methanol), eluent A (10 mM ammonium acetate-added water), eluent B (10 mM ammonium acetate-added methanol), gradient (0 min (A / B = 30 / 70%) → 10 min (30 / 70%) → 55 min (0 / 100%) → 65 min (0 / 100%) → 66 min (30 / 70%) → 75 min (30 / 70%)), MS system (trade name: Agilent Technologies 1100MS SL (G1946D)), MS detection (anion detection m / z 60-1600, UV 240 nm).

[0083] (iv) Method for measuring the content of raw olefins The content of unreacted raw material olefins in sodium internal olefin sulfonate was measured by GC. Specifically, ethanol and petroleum ether were added to an aqueous solution of sodium internal olefin sulfonate, followed by extraction to obtain olefins in the petroleum ether phase. The amount of raw material olefins was then quantified from the GC peak area. The equipment and analytical conditions used for the measurements were as follows: GC equipment (trade name: Agilent Technologies 6850, manufactured by Agilent Technologies), column (trade name: Ultra-Alloy-1HT capillary column 15 m x 250 μm x 0.15 μm, manufactured by Frontier Labs), detector (hydrogen flame ionization detector (FID)), injection temperature 300°C, detector temperature 350°C, He flow rate 3.8 mL / min.

[0084] (v) Method for measuring the content of inorganic compounds The content of inorganic compounds was measured by potentiometric titration and neutralization titration. Specifically, the content of Na2SO4 was measured by the sulfate ion (SO4 2- ) was determined by potentiometric titration. The NaOH content was determined by neutralization titration with dilute hydrochloric acid.

[0085] [Production Example a1: Production of Raw Material Olefin a1 Having 16 Carbon Atoms] A flask equipped with a stirrer was charged with 7000 g (28.9 mol) of 1-hexadecanol (product name: Kalcol 6098, manufactured by Kao Corporation) and 350 g (5% by mass based on the raw material alcohol) of γ-alumina (manufactured by STREM Chemicals, Inc.) as a solid acid catalyst. The reaction was carried out for 8 hours at 280°C with stirring while circulating nitrogen (7000 mL / min) through the system. The alcohol conversion rate after completion of the reaction was 100%. The obtained crude alkene internal olefin was transferred to a distillation flask and distilled at 136-160°C / 4.0 mmHg to obtain raw material olefin a1 with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained raw material olefin a1 was 1.8 mass% at C1, 21.8 mass% at C2, 18.7 mass% at C3, 18.6 mass% at C4, 14.3 mass% at C5, 11.4 mass% at C6, and 13.6 mass% at C7 and C8, and the average double bond position was 4.17. Table 1 shows the physical properties of the obtained raw material olefin a1.

[0086] [Table 1]

[0087] [Production Example 1: Production of Sodium Internal Olefin Sulfonate A1 Having 16 Carbon Atoms] The raw material olefin a1 obtained in Production Example a1 was placed in a thin-film sulfonation reactor equipped with an external jacket, and sulfonation reaction was carried out using sulfur trioxide gas under the condition that cooling water at 10°C was passed through the reactor's external jacket. The molar ratio of SO3 / internal olefin during the sulfonation reaction was set to 1.01. The obtained sulfonated product was mixed with an alkaline aqueous solution prepared with 1.04 molar times the theoretical acid value of sodium hydroxide (alkali agent), and neutralized for 1 hour at 30°C using a continuous method. The obtained neutralized product was heated in an autoclave at 170°C for 1 hour for hydrolysis, yielding sodium internal olefin sulfonate A1 having 16 carbon atoms. The content of raw material olefin and inorganic compounds in the obtained sodium internal olefin sulfonate A1 having 16 carbon atoms was 0.4 mass% and 0.39 mass%, respectively. The physical properties of the obtained sodium internal olefin sulfonate A1 are shown in Table 2.

[0088] [Table 2]

[0089] [Examples 1 to 10, Comparative Examples 1 to 3] The obtained sodium internal olefin sulfonate A1 was used to prepare hair cleanser compositions according to a conventional method, each having the composition shown in Tables 3 and 4. Specifically, component (A), component (B), and an appropriate amount of water, as well as component (C) and other components as needed, were placed in a beaker, heated to 60 to 80°C, mixed, and cooled to room temperature. After that, water was replenished and the pH was adjusted to 6.0 with a pH adjuster (succinic acid or disodium succinate aqueous solution), to obtain each hair cleanser composition. The obtained hair cleansing compositions were evaluated according to the following methods. The results are shown in Tables 3 and 4.

[0090] <Evaluation of "good foaming" during washing and "hair softness" during rinsing> The following ingredients were placed in a beaker, heated to 80°C, mixed, and after confirming that they were uniformly dissolved, the mixture was cooled to obtain a plain shampoo. (Plain shampoo composition) (component) (mass%) Polyoxyethylene lauryl ether sulfate sodium 11.3 (42.0% as Emar E-27C (Kao Corporation, active ingredient 27% by mass) Coconut oil fatty acid N-methylethanolamide 3.0 (Aminone C-11S (Kao Corporation)) Citric acid 0.2 Methylparaben 0.3 Purified water balance Total 100.0

[0091] A 20 g, 20 cm long, untreated Japanese hair bundle was washed with the above-mentioned plain shampoo to obtain a hair bundle for evaluation. The obtained hair bundle for evaluation was thoroughly moistened with warm water at 35 to 40°C, and then 1 g of each hair cleanser composition was applied to it and washed for 1 minute. One expert panelist evaluated the results of the tests according to the following criteria for "good lathering" during washing and "hair softness" during rinsing.

[0092] A:Very good b:Good c: Not good

[0093] <Evaluation of "ease of combing" on wet hair after washing> The hair bundles for evaluation were prepared and thoroughly moistened with warm water at 35 to 40°C, after which 1 g of each hair cleanser composition was applied, and the hair bundle was gently held between the palms of both hands and washed for 1 minute by rubbing the hands together.Then, the hair bundles were rinsed with warm water for 30 seconds to obtain hair bundles for combability evaluation. The resulting hair bundle was placed in a combing force measuring device (Utsunomiya Seiki Co., Ltd., "KOT-0303") and a brush was used to move the hair bundle from the root to the tip. The maximum load (gf) applied to the brush as it passed from the root to the tip was measured 10 times, and the average value was evaluated as the maximum combing force (gf). The smaller the maximum load on the brush, the more effectively it prevents tangles in wet hair after washing, and the more naturally the hair flows, making brushing and subsequent drying easier.

[0094] [Table 3]

[0095] [Table 4]

[0096] [Example 11] (Hair shampoo) A hair shampoo having the following composition was produced in the same manner as in Example 1. (component) (mass%) C16 Sodium Internal Olefin Sulfonate A1 9.0 Sodium Methyl Cocoyl Taurate 2.0 (Diapon K-SF, manufactured by NOF Corporation) Lauryl Amidopropyl Betaine 2.0 (Softazoline LPB-R, manufactured by Kawaken Fine Chemicals Co., Ltd.) Cocoyl N-methylethanolamide 1.5 (Aminone C-11S (Kao Corporation)) Cationic hydroxyethyl cellulose 0.3 (Soft Cat Polymer SL-30 (Polyquaternium-67), manufactured by The Dow Chemical Company) Histidine 1.0 PEG-160 Sorbitan Triisostearate 0.3 (Leodor TW-IS399C, manufactured by Kao Corporation) DPG 1.0 (DPG-RF, manufactured by Adeka Corporation) EDTA-2Na 0.3 (Clewat N, manufactured by Nagase & Co., Ltd.) Citric acid 0.2 Purified water balance Total 100.0

[0097] [Example 12] (Hair shampoo) A hair shampoo having the following composition was produced in the same manner as in Example 1. (component) (mass%) C16 Sodium Internal Olefin Sulfonate A1 2.0 Sodium methyl cocoyl taurate 8.0 Lauryl amidopropyl betaine 8.0 PEG-7 Glyceryl Palmitate 4.0 (Unigri MK-207 (NOF Corporation)) Cationic hydroxyethyl cellulose 0.2 Phenylanine 1.5 PEG-120 Methylglucose Trioleate 1.0 (Glucamate VLT Thickener, manufactured by Lubrizol) PPG-7 2.0 (ADEKA Car Pole DL-30, manufactured by ADEKA Corporation) Etidronic acid 1.0 Citric acid 0.2 Purified water balance Total 100.0

[0098] [Example 13] (Hair shampoo) A hair shampoo having the following composition was produced in the same manner as in Example 1. (component) (mass%) C16 Internal Olefin Sulfonic Acid Sodium A1 5.0 Sodium methyl cocoyl taurate 5.0 Cocoyl N-methylethanolamide 4.0 Lauryl Amidopropyl Betaine 2.0 Cationic hydroxyethyl cellulose 0.5 Taurine 1.5 PEG-60 Hydrogenated Castor Oil 0.5 (Emanon CH-60(K), manufactured by Lubrizol) BG 0.2 Phytic acid 0.5 Citric acid 0.2 Purified water balance Total 100.0

Claims

1. The following components (A) and (B): (A) An internal olefin sulfonic acid having 16 carbon atoms, or a salt thereof, obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of 4.0 or more and 4.3 or less. (B) one or two selected from glycylglycine and arginine wherein the mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.01 or more and 0.23 or less.

2. 2. The hair cleanser composition according to claim 1, wherein the content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 1st to 4th positions in component (A) is from 40% by mass to 75% by mass.

3. 3. The hair cleanser composition according to claim 1, wherein the content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the second position in component (A) is from 10% by mass to 35% by mass.

4. The hair wash composition according to any one of claims 1 to 3, wherein the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is present at the 3-position in component (A) is 5% by mass or more and 30% by mass or less.

5. The hair cleanser composition according to any one of claims 1 to 4, wherein the content of component (B) is from 0.01% by mass to 2.0% by mass.

6. The hair wash composition according to any one of claims 1 to 5, wherein the mass ratio of the content of the hydroxy form of the internal olefin sulfonic acid or a salt thereof to the content of the olefin form of the internal olefin sulfonic acid or a salt thereof (hydroxy form / olefin form) in component (A) is 50 / 50 to 100 / 0.

7. The hair cleanser composition according to any one of claims 1 to 6, wherein the content of component (A) is from 0.01% by mass to 30% by mass.

8. The hair cleansing composition according to any one of claims 1 to 7, further comprising a cationic polymer (C).

9. The hair cleanser composition according to any one of claims 1 to 8, for improving combability of wet hair after washing.

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