Hair cleansing composition

Abstract

To provide a hair cleansing composition with a specific internal olefin sulfonic acid or its salt that exerts good low-temperature stability while exerting excellent performance during washing, rinsing, and drying 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) one or more oily compounds selected from higher fatty acids (b1), long-chain alkyl glyceryl ethers (b2), and amide compounds (b3) represented by the following formula (1), the mass ratio ((B) / (A)) between the content of component (B) and the content of component (A) being 0.005 or more and 0.20 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 cleaning compositions since 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 such as a mixed fatty acid of linoleic acid and linolenic acid or a salt thereof, an organic solvent having a hydroxyl group, and water in a specific quantitative relationship, and the composition melts and maintains a good appearance even if the composition is frozen and thawed many times to recover the freeze-thaw cycle.

[0003] Patent Document 2 discloses a liquid detergent composition for textile products that contains an internal olefin sulfonate having 10 to 20 carbon atoms, a polyoxyalkylene alkyl ether sulfate, and a fatty acid or a salt thereof, such as a mixed fatty acid of linoleic acid and linolenic acid, in a specific mass ratio, and further improves the cleaning properties by using the fatty acid. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP 2020-109145 A [Patent Document 2] JP 2020-105420 A Summary of the Invention [Problem to be solved by the invention]

[0005] Incidentally, internal olefin sulfonate is a component that can impart such various excellent properties to a composition, but all of the above patent documents only focus on washing textile products, and do not consider at all how to impart a fine finish to hair not only during washing, but also during rinsing and drying 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 washing to rinsing and drying after washing, and also exhibits good low-temperature stability. [Means for solving the problem]

[0007] Therefore, the present inventors conducted various studies and found that by containing a specific internal olefin sulfonic acid or a salt thereof, which is obtained by sulfonating a raw material olefin having an average double bond position within an extremely limited range, and a specific oily compound in a specific mass ratio, it is possible to obtain a hair cleanser composition which exerts excellent hair washing effects from washing to rinsing and drying after washing, and which also has good low-temperature stability.

[0008] Accordingly, the present invention relates to 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 olefin having 16 carbon atoms and an average double bond position of 3.9 to 4.5. (B) One or more oily compounds selected from higher fatty acids (b1), long-chain alkyl glyceryl ethers (b2), and amide compounds (b3) represented by the following formula (1): TIFF0007649273000001.tif30170 (in formula (1), R 1 represents an alkyl group having 1 to 24 carbon atoms, and R 2 and R 3 represents an alkyl group having 1 to 5 carbon atoms, and R 4 and R 5indicates a methyl group or hydrogen.) The present invention provides a hair cleansing composition comprising the above-mentioned component (B) and the component (A), and the mass ratio ((B) / (A)) of the content of the component (B) to the content of the component (A) is 0.005 or more and 0.20 or less. Effect of the Invention

[0009] The hair cleansing composition of the present invention, when applied to hair, not only produces good foam during washing and makes hair feel soft during rinsing, but also makes hair less tangled and easier to comb after drying after washing. In addition, the composition has excellent low-temperature stability despite using an internal olefin sulfonate that is prone to precipitation, making it a highly useful composition. In addition, "good foaming" during washing of hair with the hair cleanser composition of the present invention means foaming power that quickly generates foam during washing and a sufficient amount of foam to realize the dirt removal effect. In addition, "softness of hair" during rinsing after washing hair 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 hair strand feels supple and healthy at the end. Furthermore, "easy combing" of dried hair after washing means that the hair is prevented from tangling and the hair flow can be naturally aligned without the need for operations such as hand combing, and brushing, subsequent finish drying, and styling are also easy. Hereinafter, the effects of "good foaming," "imparting softness to hair," and "imparting ease of combing" to washed and dried hair when the hair cleanser composition of the present invention is applied to hair are collectively referred to as the "hair washing effect."

[0010] The present invention will be described in detail below. The hair cleansing composition of the present invention contains, as component (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 having an average double bond position ranging 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.

[0011] Examples of the salt of the internal olefin sulfonic acid having 16 carbon atoms, obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of 3.9 to 4.5, include one or more selected from alkali metal salts such as sodium salt, potassium salt, etc.; organic amine salts such as ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt, 2-aminoethanol salt, 2-aminomethylpropanediol salt, etc.; and basic amino acid salts such as lysine salt, arginine salt, etc. These internal olefin sulfonic acid salts having 16 carbon atoms 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 improving low-temperature stability, 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 preferable.

[0012] Furthermore, the product obtained from such a raw material olefin having 16 carbon atoms, component (A), which is an internal olefin sulfonic acid having 16 carbon atoms or its salt, is mainly a mixture of a hydroxyalkanesulfonic acid having 16 carbon atoms or its salt (hydroxy form, abbreviated as "HAS") and an olefinsulfonic acid having 16 carbon atoms or its salt (olefin form, abbreviated as "IOS").

[0013] Incidentally, the starting olefin having 16 carbon atoms, which is the starting material for component (A), mainly has a double bond located inside the carbon chain, but may contain a small amount of so-called α-olefin, in which the double bond is located at the first position of the carbon chain. When such a starting olefin is sulfonated, β-sultone is mainly produced, and a part of the β-sultone is converted to γ-sultone and olefin sulfonic acid. Furthermore, these β-sultone, γ-sultone and olefin sulfonic acid are converted to hydroxyalkanesulfonic acid having 16 carbon atoms or its salt and olefin sulfonic acid having 16 carbon atoms or its salt in the neutralization and hydrolysis process (for example, J. Am. Oil Chem. Soc. 69, 39 (1992)). In addition, the hydroxy group of the obtained hydroxyalkanesulfonic acid or its salt is located inside the alkane chain, and the double bond of the olefin sulfonic acid or its salt is located inside 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.

[0014] 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 3.9 or more and 4.5 or less. The carbon number 16 raw material olefin showing such an average double bond position has a broad distribution of double bond positions from 2-position to 8-position, including 1-position that 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.

[0015] On the other hand, in the case of component (A) of an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof obtained by sulfonating such a raw material olefin, the position of the sulfonic acid group introduced by sulfonation is more difficult to separate as it is located closer to the carbon chain, and therefore there is currently no reliable analytical method. However, it is fully assumed that the positions of the sulfonic acid groups in component (A) almost correspond to the double bond positions in the raw material olefin, and show a broad distribution without excessive uneven distribution over the 2nd to 8th positions, including the 1st position. Therefore, in the present invention, component (A) is specified based on the value of the average double bond position in the raw material olefin, which is the starting material.

[0016] The 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 value, i.e., a broad double bond distribution, and the sulfonic acid group is present at broad positions on the carbon chain without being excessively unevenly distributed. In an internal olefin sulfonic acid or a salt thereof having 16 carbon atoms, if the sulfonic acid group is unevenly distributed toward the end of the carbon chain, the melting point increases due to the increase in the lengthened carbon chain, making it easier to precipitate, and low-temperature stability may be impaired. In addition, if the sulfonic acid group is unevenly distributed toward the inside of the carbon chain, the foam quality during washing and the feel of the hair during rinsing may be impaired, and the hair washing effect may be reduced. However, in the case of the internal olefin sulfonic acid or a salt thereof having 16 carbon atoms obtained from the above-mentioned raw material olefin, the sulfonic acid group is present at broad positions on the carbon chain without being excessively unevenly distributed, and internal olefin sulfonic acids or salts thereof having carbon chains of various lengths from the bond position of the sulfonic acid group to the end are appropriately mixed. Therefore, in combination with the component (B) described later, it is possible to achieve excellent hair washing effects from washing to rinsing and drying 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 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 number 16 raw material olefin present in the total amount of the carbon number 16 raw material olefin. Specifically, the average double bond position in the carbon number 16 raw material olefin is a value calculated by the following formula (1).

[0017]

number

[0018] (In formula (1), n ​​is 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.)

[0019] From the viewpoint of ensuring excellent hair washing effect, the average double bond position in the carbon number 16 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 carbon number 16 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.

[0020] In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 2 is preferably 10 mass% or more, more preferably 15 mass% or more, even more preferably 20 mass% or more, preferably 35 mass% or less, more preferably 32 mass% or less, and even more preferably 24 mass% or less in the carbon number 16 raw material olefin. In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 2 is preferably 10 to 35 mass%, more preferably 15 to 32 mass%, and even more preferably 20 to 24 mass% in the carbon number 16 raw material olefin.

[0021] In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 3 is preferably 10 mass% or more, more preferably 14 mass% or more, even more preferably 16 mass% or more, preferably 30 mass% or less, more preferably 24 mass% or less, and even more preferably 19 mass% or less, in the carbon number 16 raw material olefin. In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 3 is preferably 10 to 30 mass%, more preferably 14 to 24 mass%, and even more preferably 16 to 19 mass%.

[0022] The content of the raw material olefin having a double bond at position 4 in the carbon number 16 raw material olefin is preferably 10 mass% or more, more preferably 15 mass% or more, even more preferably 17 mass% or more, preferably 30 mass% or less, more preferably 25 mass% or less, and even more preferably 19 mass% or less in the carbon number 16 raw material olefin. The content of the raw material olefin having a double bond at position 4 in the carbon number 16 raw material olefin is preferably 10-30 mass%, more preferably 15-25 mass%, and even more preferably 17-19 mass%.

[0023] In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 5 is preferably 5 mass% or more, more preferably 10 mass% or more, even more preferably 13 mass% or more, preferably 25 mass% or less, more preferably 19 mass% or less, and even more preferably 15 mass% or less, in the carbon number 16 raw material olefin. In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 5 is preferably 5 to 25 mass%, more preferably 10 to 19 mass%, and even more preferably 13 to 15 mass%.

[0024] In the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 6 is preferably 5 mass% or more, more preferably 7 mass% or more, even more preferably 11 mass% or more, preferably 20 mass% or less, more preferably 15 mass% or less, and even more preferably 13 mass% or less, in the carbon number 16 raw material olefin. And, in the carbon number 16 raw material olefin, the content of the raw material olefin having a double bond at position 6 is preferably 5 to 20 mass%, more preferably 7 to 15 mass%, and even more preferably 11 to 13 mass%.

[0025] In the carbon number 16 raw material olefin, the total content of raw material olefins having a double bond at position 7 or 8 is preferably 5 mass% or more, more preferably 7 mass% or more, even more preferably 12 mass% or more, preferably 25 mass% or less, more preferably 22 mass% or less, and even more preferably 16 mass% or less in the carbon number 16 raw material olefin. In the carbon number 16 raw material olefin, the total content of raw material olefins having a double bond at position 7 or 8 is preferably 5 to 25 mass%, more preferably 7 to 22 mass%, and even more preferably 12 to 16 mass% in the carbon number 16 raw material olefin.

[0026] The mass ratio of the content of the raw material olefin having a double bond at positions 3 to 5 to the content of the raw material olefin having a double bond at positions 6 to 8 in the raw material olefin having 16 carbon atoms (the 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 the raw material olefin having double bonds at positions 3 to 5 to the content of the 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 further preferably 1.7 to 2.2.

[0027] The content of a raw material olefin (α-olefin) having a double bond at position 1, which may be inevitably present in the carbon number 16 raw material olefin, 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 carbon number 16 raw material olefin does not contain any α-olefin.

[0028] The raw material olefin having 16 carbon atoms can be obtained by isomerizing (transferring the double bond) a raw material olefin (α-olefin) having a double bond at position 1, which is produced by a dehydration reaction of an alcohol having 16 carbon atoms. 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 mixture is then stirred 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 raw material olefin having 16 carbon atoms.

[0029] In the internal olefin sulfonic acid or its salt having 16 carbon atoms as component (A) obtained by sulfonating the raw material olefin having 16 carbon atoms, the content of the internal olefin sulfonic acid or its salt having sulfonic acid groups present at positions 1 to 4 in component (A) is preferably 40 mass% or more, more preferably 50 mass% or more, even more preferably 55 mass% or more, preferably 75 mass% or less, more preferably 70 mass% or less, and even more preferably 68 mass% or less. In the internal olefin sulfonic acid or its salt having 16 carbon atoms as component (A) obtained by sulfonating the raw material olefin having 16 carbon atoms, the content of the internal olefin sulfonic acid or its salt having sulfonic acid groups present at positions 1 to 4 in component (A) is preferably 40 mass% or more and 75 mass% or less, more preferably 50 to 70 mass%, and even more preferably 55 to 68 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.

[0030] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 2-position is preferably 10 mass% or more, more preferably 13 mass% or more, even more preferably 17 mass% or more, and preferably 35 mass% or less, more preferably 30 mass% or less, and even more preferably 25 mass% or less. In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 2-position is preferably 10 mass% or more and 35 mass% or less, more preferably 13 to 30 mass%, and even more preferably 17 to 25 mass%. When component (A) is an internal olefin sulfonate having 16 carbon atoms, the content of the internal olefin sulfonate having a sulfonic acid group at the 2-position in the internal olefin sulfonate having 16 carbon atoms is the same as above.

[0031] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 3-position in component (A) 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 internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 3-position in component (A) 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 an internal olefin sulfonate having 16 carbon atoms, the content of the internal olefin sulfonate having a sulfonic acid group at the 3-position in the internal olefin sulfonate having 16 carbon atoms is the same as above.

[0032] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 4-position is preferably 15 mass% or more, more preferably 18 mass% or more, even more preferably 19 mass% or more, and preferably 30 mass% or less, more preferably 25 mass% or less, and even more preferably 23 mass% or less. In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as component (A), the content of the internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 4-position is preferably 15 mass% or more and 30 mass% or less, more preferably 18 to 25 mass%, and even more preferably 19 to 23 mass%. When component (A) is an internal olefin sulfonate having 16 carbon atoms, the content of the internal olefin sulfonate having a sulfonic acid group at the 4-position in the internal olefin sulfonate having 16 carbon atoms is the same as above.

[0033] In addition, the content of the internal olefin sulfonic acid or its salt having a sulfonic acid group at the 1st position in the internal olefin sulfonic acid or its salt having a carbon number of 16 in component (A) 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 or its salt having a carbon number of 16 in component (A) does not contain an internal olefin sulfonic acid or its salt having a sulfonic acid group at the 1st 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.

[0034] 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, from the viewpoint of improving productivity and reducing impurities, 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 still more preferably 75 / 25 to 95 / 5. 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 to MS. When component (A) is sodium internal olefin sulfonate having 16 carbon atoms, the mass ratio of the hydroxyl form (HAS) content to the olefin form (IOS) content (hydroxyl form / olefin form) in the sodium internal olefin sulfonate having 16 carbon atoms is the same as above.

[0035] Since the component (A) internal olefin sulfonic acid having 16 carbon atoms or its salt 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 small. The same applies when the component (A) is sodium internal olefin sulfonate having 16 carbon atoms.

[0036] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as 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.

[0037] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof as 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.

[0038] 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, even more preferably 0.7% by mass or more, and even more preferably 2% by mass or more, from the viewpoint of effectively promoting the exertion of an excellent hair washing effect from the time of washing to the time of rinsing and drying after washing. Also, 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, even more preferably 10% by mass or less, and even more preferably 8% by mass or less, from the viewpoint of more effectively exhibiting the ease of combing in washed and dried hair. The content of component (A) in the hair wash composition of the present invention is preferably 0.01 mass% or more and 30 mass% or less, more preferably 0.05 to 15 mass%, even more preferably 0.1 to 12 mass%, still more preferably 0.7 to 10 mass%, and still more preferably 2 to 8 mass%.

[0039] The internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (A) 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 when 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 raw olefin, from the viewpoint of improving the yield of component (A) and the reactivity. Also, the amount of sulfur trioxide used when 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 viewpoint of economic efficiency and suppressing unnecessary coloration of component (A). And, the amount of sulfur trioxide used when 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 raw olefin. The reaction temperature when the raw material olefin is sulfonated 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 the raw material olefin is sulfonated is preferably 0 to 50° C.

[0040] In the neutralization, an alkali compound such as sodium hydroxide, potassium hydroxide, ammonia, or 2-aminoethanol is reacted. The amount of the alkali compound added is preferably 1.0 molar or more, more preferably 1.03 molar or more, per mole of sulfonic acid group, from the viewpoint of suppressing the generation of impurities such as raw olefins and inorganic salts, and from the viewpoint of improving reactivity. The amount of the 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 group, from the viewpoint of economic efficiency and suppressing the generation of impurities such as raw olefins and inorganic salts. The amount of the 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 group. The temperature at which the sulfonated raw olefin is mixed with the alkali compound and the reaction temperature in the neutralization 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 generation 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 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.

[0041] The reaction temperature in the 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 the reactivity in the presence of water. Moreover, the reaction temperature in the 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 in the hydrolysis is preferably 120 to 220° C., more preferably 140 to 180° C., and even more preferably 160 to 180° C. The reaction time in hydrolysis is preferably 30 minutes or more, more preferably 45 minutes or more, from the viewpoint of completing the reaction. Moreover, the reaction time in hydrolysis is preferably 240 minutes or less, more preferably 180 minutes or less, further preferably 120 minutes or less, and further preferably 90 minutes or less, from the viewpoint of improving productivity. The reaction time in hydrolysis is preferably 30 to 240 minutes, more preferably 45 to 180 minutes, further preferably 45 to 120 minutes, and further preferably 45 to 90 minutes. These reactions can be carried out continuously. After the reaction is completed, the product can be purified by extraction, washing, etc. The above is also true in the case where the component (A) is sodium internal olefin sulfonate having 16 carbon atoms and such sodium internal olefin sulfonate having 16 carbon atoms is obtained.

[0042] The hair cleansing composition of the present invention contains, as component (B), one or more oily compounds selected from a higher fatty acid (b1), a long-chain alkyl glyceryl ether (b2), and an amide compound (b3) represented by the following formula (1): TIFF0007649273000003.tif29170(In formula (1), R 1 represents an alkyl group having 1 to 24 carbon atoms, and R 2 and R 3 represents an alkyl group having 1 to 5 carbon atoms, and R 4 and R 5 indicates a methyl group or hydrogen.) The inclusion of such component (B), in combination with the above-mentioned component (A), makes it possible to exhibit an excellent hair washing effect from the time of washing to the time of rinsing and drying after washing, and also ensures good low-temperature stability.

[0043] Specific examples of the higher fatty acid of component (b1) include higher fatty acids having a straight or branched chain with a carbon number of 12 to 24. More specifically, from the viewpoint of promoting the development of an excellent hair washing effect, component (b1) is preferably one or more selected from myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, lanolin fatty acid, isofatty acid, anteiso fatty acid, coconut oil fatty acid, 18-methyleicosanoic acid, and 16-methyloctadecanoic acid, and more preferably one or two selected from lanolin acid fatty acid and 18-methyleicosanoic acid.

[0044] The long-chain alkyl glyceryl ether of component (b2) is an alcohol having a long-chain alkyl group and two hydroxyl groups, and is a component obtained by etherification of an alcohol having a long-chain alkyl group with glycerin. The carbon number of the long-chain alkyl group of component (b2) is preferably 12 to 24, more preferably 16 to 20. Among them, from the viewpoint of promoting the development of an excellent hair washing effect, a long-chain alkyl glyceryl ether having a long-chain alkyl group containing a branched chain is preferable, and isostearyl glyceryl ether is more preferable.

[0045] The amide compound of component (b3) is represented by the following formula (1) and is a component obtained by a dehydration condensation reaction between an amine and a dicarboxylic acid. TIFF0007649273000004.tif29170 In formula (1), R 1 R represents an alkyl group having 1 to 24 carbon atoms. 1 The number of carbon atoms is preferably 8 or more and 24 or less, more preferably 12 or more and 24 or less, and further preferably 16 or more and 24 or less. In formula (1), R 2 and R 3 R represents an alkyl group having 1 to 5 carbon atoms. 2 and R 3 The number of carbon atoms is preferably 1 or more and 3 or less. In formula (1), R 4 and R 5 represents a methyl group or hydrogen, and is preferably a methyl group. Specifically, the component (b3) is preferably bismethoxypropylamidoisodocosane, from the viewpoint of promoting the development of an excellent hair washing effect.

[0046] Among these components (b1), (b2) and (b3), component (b1) is preferred from the viewpoints of being able to exhibit an excellent hair washing effect from washing through rinsing and drying after washing, and of ensuring good low-temperature stability.

[0047] The content of component (B) in the hair cleanser composition of the present invention is preferably 0.05% by mass or more, more preferably 0.10% by mass or more, from the viewpoint of ensuring good low-temperature stability while exhibiting an excellent hair washing effect from the time of washing to the time of rinsing and drying after washing. Also, the content of component (B) in the hair cleanser composition of the present invention is preferably 1.5% by mass or less, more preferably 1.0% by mass or less, from the viewpoint of effectively exhibiting good combing ease in washed and dried hair. And, the content of component (B) in the hair cleanser composition of the present invention is preferably 0.05% by mass or more and 1.5% by mass or less, more preferably 0.05 to 1.0% by mass, and even more preferably 0.10 to 1.0% by mass.

[0048] 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 effectively achieving good combability in washed and dried hair. The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.20 or less, preferably 0.15 or less, and more preferably 0.10 or less, from the viewpoint of achieving excellent hair washing effect from washing to rinsing and drying after washing while ensuring good low-temperature stability. The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.005 or more and 0.20 or less, preferably 0.005 to 0.15, more preferably 0.005 to 0.15, and even more preferably 0.01 to 0.10.

[0049] The hair cleansing composition of the present invention may contain a cationic polymer (C) from the viewpoint of ensuring good low-temperature stability in combination with the above-mentioned components and further ensuring excellent hair washing effects from washing to rinsing and drying after washing. Here, the term "cationic polymer" refers to a polymer having a substituent that becomes a cation when dissolved in water.

[0050] Specific examples of component (C) include one or more selected from cationic polygalactomannan, cationic 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, and cationized locust bean gum. More specifically, the cationic hydroxyalkyl cellulose may be one or two selected from cationic hydroxyethyl cellulose, cationic hydroxypropyl cellulose, and the like. More specifically, the diallyl quaternary ammonium salt polymer may be one or more selected from polydiallyl dimethyl ammonium chloride, diallyl dimethyl ammonium chloride / acrylic acid copolymer, diallyl dimethyl ammonium chloride / acrylamide copolymer, and diallyl dimethyl ammonium chloride / acrylic acid / acrylamide copolymer. Examples of the copolymer containing methacrylamide propyl trimethyl ammonium chloride include one or more selected from an acrylic acid / methyl acrylate / methacrylamide propyl trimethyl ammonium chloride copolymer and an acrylic acid / acrylamide / methacrylamide propyl trimethyl ammonium chloride copolymer. More specifically, examples of the crosslinked cationic polymer include N,N-dimethylaminoethyl diethyl methacrylate sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer.

[0051] Of these, one or more selected from cationic hydroxyalkyl cellulose and crosslinked cationic polymers are preferred, and cationic hydroxyethyl cellulose is more preferred.

[0052] 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 an excellent hair washing effect from the time of washing to the time of rinsing and drying after washing. Also, 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 low-temperature stability and handleability. And, 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.

[0053] 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 low-temperature stability and handleability of component (A). In addition, 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 even more preferably 30 or less, from the viewpoint of effectively promoting the exhibiting of excellent hair washing effect from the time of washing to the time of rinsing and drying after washing. In addition, 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.

[0054] The hair cleansing composition of the present invention may contain, as component (D), an anionic surfactant other than the above-mentioned component (A). By containing such component (D), in combination with the above-mentioned component (A), it is possible to ensure good low-temperature stability and to exert an excellent hair washing effect from the time of washing to the time of rinsing and drying after washing.

[0055] Specific examples of the component (D) include one or more selected from sulfonate salts, acylamino acid salts, sulfosuccinate salts, sulfate salts, and carboxylate salts. The sulfonate of component (D) is a sulfonate other than component (A), and more specifically, such sulfonate may be one or more selected from aminoethylsulfonates such as N-acylmethyltaurine salts, alkylbenzenesulfonates, alkenylbenzenesulfonates, alkanesulfonates, and α-olefinsulfonates having 14 carbon atoms. Among them, those having an alkyl group, alkenyl group, or acyl group having 6 to 22 carbon atoms are preferred, and those having an alkyl group, alkenyl group, or acyl group having 8 to 18 carbon atoms are more preferred.

[0056] More specifically, the number of carbon atoms in the acyl group of the acylamino acid salt is preferably 6 to 22, and more preferably 8 to 18. The amino acid moiety constituting the acylamino acid salt is preferably one or more selected from glutamic acid, aspartic acid, glycine, alanine, threonine, methylalanine, sarcosine, lysine, and arginine, and more preferably one or more selected from glutamic acid, alanine, glycine, and arginine. The sulfosuccinate may be one or more selected from the group consisting of sulfosuccinic acid alkyl ester salts and polyoxyalkylene sulfosuccinic acid 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 alkyl phenyl ether sulfate salts, etc. Among them, 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 them, it is preferable to have an alkyl group, an alkenyl group, or a fatty acid group having 6 to 22 carbon atoms, and it is more preferable to have an alkyl group, an alkenyl group, or a fatty acid group having 8 to 18 carbon atoms.

[0057] Among these components (D), from the viewpoint of ensuring good low-temperature stability while exerting an excellent hair washing effect from the time of washing to the time of rinsing and drying 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.

[0058] 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, even more preferably 0.8% by mass or more, and even more preferably 1.5% by mass or more, from the viewpoint of effectively promoting the exertion of excellent hair washing effect from washing to rinsing and drying after washing while ensuring good low-temperature stability. Also, 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, even more preferably 10% by mass or less, more preferably 9.3% by mass or less, and even more preferably 8.0% by mass or less, from the viewpoint of more effectively exerting the combability of washed and dried hair. The content of component (D) in the hair wash composition of the present invention is preferably 0.01 mass% or more and 30 mass% or less, more preferably 0.05 to 15 mass%, even more preferably 0.1 to 12 mass%, even more preferably 0.8 to 10 mass%, still more preferably 0.8 to 9.3 mass%, still more preferably 0.8 to 8.0 mass%, and more preferably 1.5 to 8.0 mass% or less.

[0059] 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.

[0060] 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 in washed and dried hair. Also, 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 effect while ensuring good low-temperature stability. The mass ratio of the content of component (A) to the content of component (D) ((A) / (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.

[0061] The hair cleansing 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-mentioned component (A). Specific examples of component (E) include one or more selected from carbobetaine and sulfobetaine, and more specific examples include 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.

[0062] 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 enhancing the exertion of excellent hair washing effect while ensuring good low-temperature stability. Also, 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, from the viewpoint of further reliably ensuring the combability of the washed and dried hair. And, 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, even more preferably 0.1 to 5% by mass, and even more preferably 0.3 to 5% by mass.

[0063] 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, and even more preferably 0.1 or more, from the viewpoint of more effectively achieving good combability in washed and dried hair. Moreover, the mass ratio of the content of component (A) to the content of component (E) ((A) / (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 effect while ensuring good low-temperature stability. Moreover, the mass ratio of the content of component (A) to the content of component (E) ((A) / (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.

[0064] 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-mentioned components.

[0065] Specific examples of the 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 may be one 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 the average number of moles of oxyethylene groups added is more preferably 3 to 50, and even more preferably 4 to 16. The fatty acid alkanolamides include mono- or dialkanolamides having a fatty acid with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. The alkyl glycoside may have an alkyl group having 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. The alkyl glyceryl ether may be one in which the alkyl group has 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, fatty acid alkanolamides are more preferred.

[0066] 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 exertion of excellent hair washing effect while ensuring good low-temperature stability in combination with the above-mentioned component (B). Also, 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 effectively exhibiting combability in the washed and dried hair in combination with the component (B). And, 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.

[0067] 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 unnecessary precipitation of component (A) and ensuring good low-temperature stability while further ensuring good combability of washed and dried hair. Moreover, 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 exerting an excellent hair washing effect from washing to rinsing and drying after washing. 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, still more preferably 0.5 to 9, and still more preferably 0.5 to 6.

[0068] In addition to the above-mentioned components, the hair cleanser composition of the present invention may contain 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 used as ordinary cosmetic raw materials, so long as the effects of the present invention are not impaired. Examples of 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 luster agent, a wetting agent, etc.

[0069] The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 3.0 or more, more preferably 3.2 or more, and even more preferably 4.3 or more, from the viewpoint of foaming during cleaning. The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 7.0 or less, more preferably 6.5 or less, and even more preferably 6.0 or less, from the viewpoint of suppressing entanglement of hair, etc. 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.

[0070] The hair cleanser composition of the present invention usually 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 usually 5 to 99% by mass, and preferably 30 to 98% by mass in the hair cleanser composition.

[0071] 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 be rinsed with water. Such a method is also highly useful as a method for improving the combability of washed and dried hair.

[0072] In this way, the hair cleanser composition of the present invention, when applied to hair, produces good foam during washing and exhibits the performance of imparting softness to hair during rinsing, and also makes it possible to realize that hair that has been washed and dried is less likely to tangle and is easy to comb. Therefore, the hair cleanser composition of the present invention is particularly useful as a hair cleanser composition for improving the combability of washed and dried hair.

[0073] In relation to the above-mentioned 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 olefin having 16 carbon atoms and an average double bond position of 3.9 to 4.5. (B) One or more oily compounds selected from higher fatty acids (b1), long-chain alkyl glyceryl ethers (b2), and amide compounds (b3) represented by the following formula (1): TIFF0007649273000005.tif29170(In formula (1), R 1 represents an alkyl group having 1 to 24 carbon atoms, and R 2 and R 3 represents an alkyl group having 1 to 5 carbon atoms, and R 4 and R 5 indicates a methyl group or hydrogen.) wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is 0.005 or more and 0.20 or less. [2] The hair cleanser composition of the above [1], wherein the content of the internal olefinsulfonic acid or its salt having 16 carbon atoms in component (A) and in which the sulfonic acid group is present at positions 1 to 4 is preferably 40 mass% or more, more preferably 50 mass% or more, even more preferably 55 mass% or more, and preferably 75 mass% or less, more preferably 70 mass% or less, and even more preferably 68 mass% or less. [3] The hair cleanser composition of the above [1] or [2], wherein the content of the internal olefinsulfonic acid or its salt having a carbon number of 16 in component (A) and in which a sulfonic acid group is present at the 2nd position is preferably 10 mass% or more, more preferably 13 mass% or more, even more preferably 17 mass% or more, and preferably 35 mass% or less, more preferably 30 mass% or less, even more preferably 25 mass% or less. [4] The hair cleanser composition according to any one of the above [1] to [3], wherein the content of the internal olefinsulfonic acid or its salt having a carbon number of 16 in component (A) and in which a sulfonic acid group is present at position 3 is preferably 5 mass% or more, more preferably 11 mass% or more, even more preferably 15 mass% or more, and preferably 30 mass% or less, more preferably 25 mass% or less, and even more preferably 20 mass% or less. [5] The hair wash composition according to 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) and having a sulfonic acid group at the 4-position is preferably 15 mass% or more, more preferably 18 mass% or more, even more preferably 19 mass% or more, and preferably 30 mass% or less, more preferably 25 mass% or less, and even more preferably 23 mass% or less.

[0074] [6] The hair wash composition according to any one of the above [1] to [5], wherein the average position of the double bond in the starting olefin having 16 carbon atoms forming component (A) is 3.9 or more, preferably 4.0 or more and 4.5 or less, preferably 4.4 or less, more preferably 4.3 or less, and even more preferably 4.2 or less. [7] The hair wash composition according to any one of the above [1] to [6], wherein, in the carbon atom number 16 starting material olefin forming component (A), the content of starting material olefin having a double bond at position 2 is preferably 10 mass% or more, more preferably 15 mass% or more, even more preferably 20 mass% or more, and preferably 35 mass% or less, more preferably 32 mass% or less, and even more preferably 24 mass% or less, in the carbon atom number 16 starting material olefin.

[0075] [8] The hair cleansing 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 hydroxyl form (HAS) to 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 still more preferably 75 / 25 to 95 / 5. [9] The hair cleanser composition according to 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, 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.

[0076]

[10] The hair cleansing composition according to any one of the above [1] to [9], wherein the higher fatty acid of component (b1) is preferably a higher fatty acid having a straight or branched chain and having from 12 to 24 carbon atoms, more preferably one or more selected from myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, lanolin fatty acid, isofatty acid, anteiso fatty acid, coconut oil fatty acid, 18-methyleicosanoic acid, and 16-methyloctadecanoic acid, and even more preferably one or two selected from lanolin fatty acid and 18-methyleicosanoic acid.

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

[10] , wherein the carbon number of the long-chain alkyl group of the long-chain alkyl ether of component (b2) is preferably 12 or more and 24 or less, and more preferably 16 or more and 20 or less, or the long-chain alkyl glyceryl ether of component (b2) is preferably a long-chain alkyl ether having a long-chain alkyl group containing a branched chain, and more preferably isostearyl glyceryl ether.

[12] The amide compound of component (b3) is preferably represented by the formula (1) R 1 has 8 or more and 24 or less carbon atoms, more preferably 12 or more and 24 or less carbon atoms, and further preferably 16 or more and 24 or less carbon atoms, and preferably R 2 and R 3 The number of carbon atoms in R is 1 or more and 3 or less, and preferably R 4 and R 5 The hair cleansing composition according to any one of the above [1] to

[11] , wherein is a methyl group, or preferably is bismethoxypropylamidoisodocosane.

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

[12] , wherein the content of component (B) in the hair cleanser composition of the present invention is preferably 0.05% by mass or more, more preferably 0.10% by mass or more, and preferably 1.5% by mass or less, more preferably 1.0% by mass or less.

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

[13] , wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is preferably not less than 0.01, preferably not more than 0.15, and more preferably not more than 0.10.

[0077]

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

[14] , further comprising a cationic polymer (C), said component (C) being 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.

[16] The hair cleanser composition according to the above

[15] , wherein 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, even more preferably 0.1% by mass or more, 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 1,000 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.

[0078]

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

[16] , further comprising an anionic surfactant (D) other than component (A), said component (D) being one or more selected from the group consisting of sulfonate salts, acylamino acid salts, sulfosuccinate salts, sulfate salts, and carboxylate salts.

[18] The hair cleanser composition according to the above

[17] , 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, 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.

[19] The hair cleanser composition of the above

[17] or

[18] , wherein when component (D) contains an internal olefinsulfonic 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 olefinsulfonic acid or a salt thereof in the hair cleanser composition of the present invention ((A) / (total amount of internal olefinsulfonic 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, more preferably 0.85 or more, more preferably 0.9 or more, and more preferably 0.95 or more.

[0079]

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

[17] to

[19] , 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 more preferably 5 or less.

[0080]

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

[20] , further comprising an amphoteric surfactant (E), said component (E) being preferably one or more surfactants selected from lauric acid amidopropyl betaine, coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl hydroxysulfobetaine, and lauryl sulfobetaine, more preferably one or two surfactants selected from lauric acid amidopropyl betaine, and lauric acid amidopropyl hydroxysulfobetaine.

[22] The hair cleanser composition according to the above

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

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

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

[24] The hair cleanser composition according to the above

[23] , 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 is preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and still more preferably 6 or less.

[0081]

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

[24] , which has a pH at 25°C, as a 5% aqueous dispersion, 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.

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

[25] , which is used for improving the combability of washed and dried hair.

[27] A washing method for improving combability of washed and dried hair, comprising the steps of moistening the hair with water in advance, applying the hair cleanser composition according to any one of the above [1] to

[25] to the hair to wash the hair, and then rinsing the hair with water.

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

[25] for improving combability of washed and dried hair. EXAMPLES

[0082] The present invention will now be described in detail with reference to the following examples. In the tables, the content of each component is expressed as mass % unless otherwise specified.

[0083] [Measurement methods for 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 produce dithiolated derivatives, and each component was then separated by GC. As a result, 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.

[0084] (ii) Method for measuring the content of sodium internal olefin sulfonate according to the position of sulfonic acid group bond Regarding internal olefin sulfonate sodium to which sulfonic acid groups are bonded, the content of each internal olefin sulfonate sodium according to the position of the sulfonic acid group bond was measured by high performance liquid chromatography / mass spectrometry (HPLC-MS). Specifically, the hydroxy forms to which the sulfonic acid groups are bonded were separated by high performance liquid chromatography (HPLC) and each was identified by subjecting each to a mass spectrometer (MS). As a result, the content of each was calculated from the HPLC-MS peak area. The apparatus and conditions used for the measurement were as follows: HPLC apparatus "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 (water with 10 mM ammonium acetate added), eluent B (water with 10 mM ammonium acetate added), Methacrylonitrile / water = 95 / 5 (v / v) solution), gradient (0 min (A / B = 60 / 40) → 15.1-20 min (30 / 70) → 20.1-30 min (60 / 40), MS device "LCMS-2020" (Shimadzu Corporation), ESI detection (anion detection m / z: 321.10 ((A) component with carbon number 16 or 18)), column temperature (40°C), flow rate (0.5 mL / min), injection volume (5 μL)

[0085] (iii) Method for measuring the mass ratio of hydroxy compound / olefin compound The mass ratio of hydroxyl / olefin in sodium internal olefin sulfonate was measured by HPLC-MS. Specifically, the hydroxyl and olefin were separated by HPLC and each was identified by MS. As a result, the ratio of each was calculated from the HPLC-MS peak area. The equipment and conditions used for the measurement are as follows: HPLC equipment (trade name: Agilent Technology 1100, manufactured by Agilent Technologies), column (trade name: L-column ODS 4.6 x 150 mm, manufactured by Chemicals Evaluation and Research Institute, Japan), sample preparation (1000-fold dilution with methanol), eluent A (water with 10 mM ammonium acetate added), eluent B (methanol with 10 mM ammonium acetate added), 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 equipment (trade name: Agilent Technology 1100MS SL (G1946D)), MS detection (anion detection m / z 60-1600, UV 240 nm).

[0086] (iv) Method for measuring the content of olefins in the feedstock The content of unreacted raw olefin 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, and then the mixture was extracted to obtain the olefin in the petroleum ether phase. The raw olefin was then quantified from its GC peak area. The equipment and analytical conditions used for the measurements were as follows: GC equipment (product name: Agilent Technology 6850, manufactured by Agilent Technologies), column (product name: Ultra-Alloy-1HT capillary column 15 m × 250 μm × 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.

[0087] (v) Method for measuring inorganic compound content The content of inorganic compounds was measured by potentiometric titration and neutralization titration. Specifically, the content of Na2SO4 was measured by the sulfate radical (SO4 2- The NaOH content was determined by neutralization titration with dilute hydrochloric acid.

[0088] [Production Example a1: Production of Raw Material Olefin a1 Having 16 Carbon Atoms] A flask equipped with a stirrer was charged with 7000g (28.9 mol) of 1-hexadecanol (product name: Kalcol 6098, manufactured by Kao Corporation) and 350g (5% by mass based on the raw material alcohol) of γ-alumina (manufactured by STREM Chemicals, Inc.) as a solid acid catalyst, and the reaction was carried out for 8 hours at 280°C while circulating nitrogen (7000mL / min) through the system under stirring. The alcohol conversion rate after the reaction was 100%. The obtained crude alkene internal olefin was transferred to a distillation flask and distilled at 136-160°C / 4.0mmHg 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% in total at C7 and C8, and the average double bond position was 4.17. The physical properties of the obtained raw material olefin a1 are shown in Table 1.

[0089] [Table 1]

[0090] [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 having 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 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 at 30°C for 1 hour by a continuous method. The obtained neutralized product was heated in an autoclave at 170°C for 1 hour to perform hydrolysis, and sodium internal olefin sulfonate A1 having a carbon number of 16 was obtained. The content of raw material olefin contained in the obtained sodium internal olefin sulfonate A1 having a carbon number of 16 was 0.4 mass%, and the content of inorganic compounds was 0.39 mass%. The physical properties of the obtained sodium internal olefin sulfonate A1 are shown in Table 2.

[0091] [Table 2]

[0092] [Examples 1 to 6, Comparative Examples 1 to 3] Using the obtained sodium internal olefin sulfonate A1, hair cleansing compositions having the compositions shown in Tables 3 and 4 were prepared by a conventional method. Specifically, component (A), component (B), and an appropriate amount of water, and optionally component (C) and other components were placed in a beaker, heated to 60 to 80°C, mixed, cooled to room temperature, and then water was replenished and the pH was adjusted to 6.0 with a pH adjuster (succinic acid or an aqueous solution of disodium succinate), to obtain each hair cleansing composition. The obtained hair cleansing compositions were used to carry out various evaluations according to the following methods. The results are shown in Tables 3 and 4.

[0093] <Evaluation of "good foaming" during washing and "hair softness" during rinsing> The following ingredients were placed in a beaker and heated to 80° C., then mixed and confirmed to be uniformly dissolved, after which the mixture was cooled to obtain a plain shampoo. (Plain Shampoo Composition) (component) (mass%) Polyoxyethylene lauryl ether sulfate sodium 11.3 (42.0% as Emeral 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

[0094] A hair bundle of untreated Japanese hair with a mass of 20 g and a length of 20 cm was washed with the above-mentioned plain shampoo to obtain a hair bundle for evaluation. The obtained hair bundle for evaluation was sufficiently moistened with warm water at 35 to 40°C, and then 1 g of each hair cleanser composition was applied thereto and washed for 1 minute. One expert panelist evaluated the items of "good foaming" during washing and "softness of hair" during rinsing according to the following evaluation criteria.

[0095] A:Very good B: Good C: Not good

[0096] <Evaluation of "ease of combing" of washed and dried hair> The hair bundle for evaluation was prepared, and after thoroughly moistening it with warm water at 35 to 40°C, 1 g of each hair cleanser composition was applied, and the hair bundle was lightly held between the palms of both hands and washed for 1 minute by rubbing the hands together. After that, the hair bundle was rinsed with warm water for 30 seconds and placed on a towel, and towel-dried by covering the entire surface of the hair bundle and rubbing the towel together. Next, the hair bundle was dried with a hair dryer for 2 minutes to obtain a hair bundle for combability evaluation. The obtained hair bundle was set 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 when passing from the root to the tip was measured 10 times, and the average value was evaluated as the maximum combing force (gf). In addition, the smaller the maximum load on the brush, the more effectively it prevents tangling of washed and dried hair, and the more naturally the hair flows, making it easier to brush and then finish-dry and style.

[0097] Evaluation of low temperature stability Each of the obtained hair cleansing compositions was placed in a screw bottle and stored in a thermostatic bath at −5° C. Next, whether or not a precipitate was formed over time was visually observed and evaluated according to the following criteria. a: No precipitate was observed even after 6 hours. b: Formation of precipitates was confirmed within 5 hours or more but less than 6 hours. c: The formation of precipitates was confirmed within 5 hours.

[0098] [Table 3]

[0099] [Table 4]

Claims

1. The following components (A) to (E): (A) 0.05% by mass or more and 15% by mass or less of 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 to 4.

2. (B) one or two oily compounds selected from lanolin fatty acid and isostearyl glyceryl ether (C) Cationic hydroxyethyl cellulose (D) Aminoethylsulfonate having an acyl group having 8 to 18 carbon atoms (E) one or two amphoteric surfactants selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine wherein the mass ratio of the content of component (B) to the content of component (A) ((B) / (A)) is 0.005 or more and 0.20 or less.

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

4. The hair cleansing 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 a 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 cleansing composition according to any one of claims 1 to 4, wherein the content of component (B) is from 0.05% by mass to 1.0% 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 cleansing composition according to any one of claims 1 to 6, further comprising a nonionic surfactant (F).

8. The hair cleansing composition according to any one of claims 1 to 7, for improving combability of washed and dried hair.

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