Hair washing composition

Abstract

To provide a hair washing composition that uses a specific internal olefin sulfonic acid or a salt thereof and, when applied to hair, exhibits excellent performance from washing to rinsing and also demonstrates sufficiently low temperature stability.SOLUTION: The present invention relates to a hair washing composition that contains (A) a C16 internal olefin sulfonic acid, which is prepared by sulfonating a C16 starting olefin with an average double bond position of 3.9 or more and 4.4 or less, or a salt thereof and (B) an organic acid, where 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.SELECTED DRAWING: None

Description

Technical Field

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

Background Art

[0002] Internal olefin sulfonates, known for having various carbon numbers, can provide excellent effects as anionic surfactants and have thus been conventionally used in various cleansing compositions. For example, Patent Document 1 discloses a liquid cleansing composition for textile products containing 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. Even when the composition is frozen and thawed many times, it melts and maintains a good appearance. And

[0003] On the other hand, Patent Document 2 discloses an aqueous hair cleansing agent containing an internal olefin sulfoxide, a specific organic solvent, and an organic carboxylic acid, etc., and showing a specific pH value, and attempts have been made to exhibit excellent performance in foaming, rinsability, and gloss of hair after drying.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0005] Incidentally, internal olefin sulfonates are components that can impart various excellent properties to a composition. However, Patent Document 1 focuses solely on the cleaning of textile products and does not consider how to achieve excellent performance during hair washing or rinsing. Furthermore, even the technology described in Patent Document 2 still has considerable room for improvement in order to impart good low-temperature stability.

[0006] In other words, the present invention relates to a hair cleansing composition that uses a specific internal olefin sulfonate or a salt thereof, exhibits excellent performance from washing to rinsing when applied to hair, and also exhibits good low-temperature stability. [Means for solving the problem]

[0007] Therefore, after various studies, the inventors have found that by sulfonating a raw material olefin with an average double bond position within a very limited range, and by including a specific internal olefin sulfonic acid or its salt, along with an organic acid, in a specific mass ratio, a hair cleansing composition can be obtained that exhibits excellent hair washing effects from washing to rinsing, and also possesses good low-temperature stability.

[0008] Therefore, the present invention relates to the following components (A) and (B): (A) A C16 internal olefin sulfonic acid or salt thereof obtained by sulfonating a C16 raw material olefin having an average double bond position between the 3.9th and 4.4th positions. (B)Organic acid The present invention provides a hair cleansing composition containing the following, wherein 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. [Effects of the Invention]

[0009] The hair cleansing composition of the present invention, when applied to hair, provides good lathering and a smooth foam quality during washing, while also allowing users to feel the softness of their hair during rinsing. Furthermore, it possesses excellent low-temperature stability, making it a highly useful composition. Furthermore, "good lathering" during hair washing with the hair cleansing composition of the present invention means that the foaming power is sufficient to quickly produce foam during washing and that the dirt removal effect is sufficient to be felt. In addition, "smooth foam quality" during hair washing with the hair cleansing composition of the present invention means that the foam is refreshing and soft, and that the protective effect is felt to reach from the roots to the tips of the hair. Moreover, "softness of hair" during rinsing after washing hair with the hair cleansing composition of the present invention means that not only is the hair as a whole soft and supple during rinsing, but each strand of hair is also felt to be gentle and healthy at the end of the washing process. Hereinafter, the effects of applying the hair cleansing composition of the present invention to hair, namely "good lathering," "smooth foam quality," and "imparting softness to the hair," will be collectively referred to as the "hair washing effect." [Modes for carrying out the invention]

[0010] The present invention will be described in detail below. The hair cleansing composition of the present invention contains, as component (A), a carbon-16 internal olefin sulfonic acid or a salt thereof, obtained by sulfonating a carbon-16 raw material olefin in which the average double bond position is between the 3.9th and 4.4th positions. That is, the carbon-16 internal olefin sulfonic acid or a salt thereof of component (A) is a compound obtained by sulfonating a raw material olefin in which the average double bond position is within a specific, very limited range, and more specifically, it is a compound obtained by sulfonating the raw material olefin, followed by neutralization and hydrolysis.

[0011] Salts of carbon-16 internal olefin sulfonic acids, obtained by sulfonating a carbon-16 raw material olefin with an average double bond position between the 3.9th and 4.4th positions, include one or more selected from alkali metal salts such as sodium salts and potassium salts; organic amine salts such as ammonium salts, monoethanolamine salts, diethanolamine salts, triethanolamine salts, 2-aminoethanol salts, and 2-aminomethylpropanediol salts; and basic amino acid salts such as lysine salts and arginine salts. These carbon-16 internal olefin sulfonates do not necessarily have to be in salt form from the beginning; salts produced by neutralization reactions during manufacturing may also be used. In particular, as a salt of the carbon-16 internal olefin sulfonate, from the viewpoint of improving low-temperature stability, one or more selected from sodium salt, potassium salt, ammonium salt, and 2-aminoethanol salt are preferred, one or more selected from sodium salt and potassium salt are more preferred, sodium salt is even more preferred, that is, carbon-16 internal olefin sulfonate sodium is even more preferred.

[0012] Furthermore, the product obtained from these C16 raw material olefins, component (A), which is an internal olefin sulfonate or salt thereof with C16, is mainly a mixture of C16 hydroxyalkanesulfonic acid or a salt thereof (hydroxy compound, abbreviated as "HAS") and C16 olefin sulfonate or a salt thereof (olefin compound, abbreviated as "IOS").

[0013] The starting material for component (A), a C16 raw material olefin, primarily has its double bond located inside the carbon chain, but may also contain trace amounts of so-called α-olefins, where the double bond is located at position 1 of the carbon chain. When such a raw material olefin is sulfonated, mainly β-sartone is produced, and some of the β-sartone is converted into γ-sartone and olefin sulfonic acid. Furthermore, these β-sartone, γ-sartone, and olefin sulfonic acid are converted into C16 hydroxyalkanesulfonic acid or its salt and C16 olefin sulfonic acid or its salt in the neutralization and hydrolysis process (e.g., J. Am. Oil Chem. Soc. 69, 39 (1992)). In addition, the hydroxyl group of the resulting 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, each of these products and mixtures thereof are collectively referred to as the carbon-16 internal olefin sulfonate of component (A) or its salt.

[0014] The C16 raw material olefin that forms the C16 internal olefin sulfonic acid of component (A) or its salt by sulfonation has an average double bond position between position 3.9 and position 4.4. The C16 raw material olefin with such an average double bond position has a broad distribution of double bond positions from position 2 to position 8, including position 1 which may be present in trace amounts. Furthermore, the double bond positions and their distribution in the raw material olefins can be confirmed by measurement using a gas chromatograph-mass spectrometer (abbreviated as "GC-MS"). Specifically, by accurately separating each component with different carbon chain lengths and double bond positions using a gas chromatograph (hereinafter abbreviated as GC), and then subjecting each to a mass spectrometer (abbreviated as "MS"), the double bond positions can be identified and determined from the GC peak area of ​​each component.

[0015] On the other hand, in the case of component (A), an internal olefin sulfonic acid with 16 carbon atoms, or a salt thereof, obtained by sulfonating such raw material olefins, separation becomes difficult the further the sulfonic acid group introduced by sulfonation is located inside the carbon chain, and currently there is no established analytical method. However, it is reasonably presumed that the position of the sulfonic acid group in component (A) roughly corresponds to the position of the double bond in the raw material olefin, and shows a broad distribution without excessive bias from position 2 to position 8, including position 1. Therefore, in the present invention, component (A) is defined based on the average double bond position value in the raw material olefin, which is the starting material.

[0016] Component (A) used in the present invention is an internal olefin sulfonate 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, wherein the sulfonic acid groups are located in broad positions in the carbon chain without excessive bias. In a carbon-16 internal olefin sulfonate or a salt thereof, if the sulfonic acid groups are biased towards the ends of the carbon chain, the melting point increases due to the increase in the length of the carbon chain, making it prone to precipitation, which may impair low-temperature stability. Also, if the sulfonic acid groups are biased towards the interior of the carbon chain, the foam quality during washing and the feel of the hair during rinsing may be impaired, which may reduce the shampooing effect. However, in the case of a carbon-16 internal olefin sulfonate or a salt thereof obtained from the above-mentioned raw material olefin, the sulfonic acid groups are located in broad positions in the carbon chain without excessive bias, and the carbon chain from the sulfonic acid group bonding position to the end has a moderate mixture of internal olefin sulfonates or salts thereof having various lengths. Therefore, in combination with component (B) described later, it can exhibit excellent hair washing effects from washing to rinsing. The same applies when component (A) is sodium internal olefin sulfonate with 16 carbon atoms. The average double bond position (unit: position, abbreviation "DBP") in the C16 raw material olefin, which is the starting material of component (A), means the average value of the double bond positions of each C16 raw material olefin present in the total amount of the C16 raw material olefin. Specifically, the average double bond position in the C16 raw material olefin is the value obtained by the following formula (1).

[0017] [Number]

[0018] (In formula (1), n represents an integer (unit: position) indicating the position of the double bond present in the C16 raw material olefin. Cn represents the content (unit: mass%) of the C16 raw material olefin in which the double bond is present at the n-position in 100 mass% of the total amount of the C16 raw material olefin.)

[0019] The average double bond position in the C16 raw material olefin forming component (A) is 3.9 positions or more, preferably 4.0 positions or more, 4.4 positions or less, preferably 4.3 positions or less, and more preferably 4.2 positions or less from the viewpoint of ensuring the exhibition of an excellent hair washing effect. And the average double bond position in the C16 raw material olefin is 3.9 positions or more and 4.4 positions or less, preferably 4.0 to 4.4 positions, more preferably 4.0 to 4.3 positions, and still more preferably 4.0 to 4.2 positions.

[0020] Furthermore, in the raw material olefin having 16 carbon atoms, the content of the raw material olefin with the 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, preferably 35% by mass or less, more preferably 32% by mass or less, and even more preferably 24% by mass or less.

[0021] In a C16 raw material olefin, the content of raw material olefin with 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, preferably 30% by mass or less, more preferably 24% by mass or less, and even more preferably 19% by mass or less.

[0022] In a C16 raw material olefin, the content of raw material olefin with 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, preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 19% by mass or less. Furthermore, in a C16 raw material olefin, the content of raw material olefin with a double bond at position 4 is preferably 10 to 30% by mass, more preferably 15 to 25% by mass, and even more preferably 17 to 19% by mass.

[0023] In a C16 raw material olefin, the content of raw material olefin with the 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, preferably 25% by mass or less, more preferably 19% by mass or less, and even more preferably 15% by mass or less. Furthermore, in a C16 raw material olefin, the content of raw material olefin with the 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.

[0024] In a C16 raw material olefin, the content of raw material olefin with 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, preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 13% by mass or less. Furthermore, in a C16 raw material olefin, the content of raw material olefin with 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.

[0025] In the raw material olefin having 16 carbon atoms, the total content of raw material olefins having a double bond at position 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, preferably 25% by mass or less, more preferably 22% by mass or less, and even more preferably 16% by mass or less. Furthermore, in the raw material olefin having 16 carbon atoms, the total content of raw material olefins having a double bond at position 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.

[0026] In a raw material olefin with 16 carbon atoms, the mass ratio of the raw material olefin content with double bonds at positions 3-5 to the raw material olefin content with double bonds at positions 6-8 (raw material olefin 3~5位 / raw material olefin 6~8位 ) is preferably 1.0 or more, more preferably 1.3 or more, even more preferably 1.7 or more, preferably 4.0 or less, more preferably 3.5 or less, and even more preferably 2.2 or less. And, in the raw material olefin having 16 carbon atoms, the mass ratio of the content of raw material olefin with double bond positions at positions 3 to 5 and the content of raw material olefin with double bond positions at positions 6 to 8 (raw material olefin 3~5位 / raw material olefin 6~8位 The value of ) is preferably 1.0 to 4.0, more preferably 1.3 to 3.5, and even more preferably 1.7 to 2.2.

[0027] In a raw material olefin having 16 carbon atoms, the content of a raw material olefin with a double bond at position 1 (α-olefin), which may inevitably be present, is preferably less than 5.0% by mass, more preferably less than 3.0% by mass, and even more preferably less than 2.5% by mass, or it is preferable that the raw material olefin having 16 carbon atoms does not contain α-olefin.

[0028] The above-mentioned C16 raw material olefin can be obtained by isomerizing (transitioning the double bond) a raw material olefin (α-olefin) with a double bond at position 1, which is produced by the dehydration reaction of a C16 alcohol. Specifically, to 100 parts by mass of 1-hexadecanol, a solid acid catalyst such as alumina is preferably added in an amount of 0.5 parts by mass or more, more preferably 2 parts by mass or more, preferably 15 parts by mass or less, and more preferably 10 parts by mass or less, and also preferably 0.5 to 15 parts by mass, more preferably 2 to 10 parts by mass. Next, the mixture is stirred at a temperature preferably 220°C or higher, more preferably 260°C or higher, and more preferably 350°C or lower, and more preferably 220-350°C, more preferably 260-350°C, to carry out the isomerization reaction for a period of preferably 1 hour or more, more preferably 3 hours or more, more preferably 30 hours or less, more preferably 10 hours or less, and more preferably 1-30 hours, more preferably 3-10 hours. The product after the reaction is appropriately distilled to obtain the above-mentioned carbon-16 raw material olefin.

[0029] In the C16 internal olefin sulfonic acid or salt thereof of component (A), obtained by sulfonating the above C16 raw material olefin, the content of internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at position 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, preferably 75% by mass or less, more preferably 70% by mass or less, and even more preferably 68% by mass or less. Furthermore, in the C16 internal olefin sulfonic acid or salt thereof of component (A), obtained by sulfonating the above C16 raw material olefin, the content of internal olefin sulfonic acid or salt thereof in which the sulfonic acid group is located at position 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. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the content of internal olefin sulfonate sodium with 16 carbon atoms where the sulfonic acid group is located between the 1st and 4th positions is the same as described above.

[0030] In component (A), the content of internal olefin sulfonic acid or a salt thereof with 16 carbon atoms, in which the sulfonic acid group is located 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, preferably 35% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the content of internal olefin sulfonate sodium with a sulfonic acid group located at the 2nd position in the internal olefin sulfonate sodium with 16 carbon atoms is the same as described above.

[0031] In component (A), the content of internal olefin sulfonic acid or a salt thereof with 16 carbon atoms, in which the sulfonic acid group is located at the 3rd position, is preferably 5% by mass or more, more preferably 11% by mass or more, even more preferably 15% by mass or more, preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the content of internal olefin sulfonate sodium with a sulfonic acid group located at the 3rd position in the internal olefin sulfonate sodium with 16 carbon atoms is the same as described above.

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

[0033] Furthermore, in the internal olefin sulfonic acid or salt thereof with 16 carbon atoms in component (A), the content of internal olefin sulfonic acid or salt thereof with the sulfonic acid group located at position 1 is preferably less than 5.0% by mass, more preferably less than 3.0% by mass, and even more preferably less than 2.5% by mass in component (A), or it is preferable that component (A) does not contain internal olefin sulfonic acid or salt thereof with the sulfonic acid group located at position 1. If component (A) is a C16 internal olefin sulfonate sodium, the content of the C16 internal olefin sulfonate sodium with the sulfonic acid group at position 1 is the same as above, or it is preferable that it does not contain internal olefin sulfonate sodium with the sulfonic acid group at position 1.

[0034] In the internal olefin sulfonic acid or salt thereof having 16 carbon atoms, component (A) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, even 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 (hydroxyl derivative / olefin derivative) is determined by separating the hydroxyl derivative and the olefin derivative from component (A) by HPLC, and then determining the HPLC-MS peak area obtained by applying MS to each derivative. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) in the internal olefin sulfonate sodium with 16 carbon atoms (hydroxyl form / olefin form) is the same as described above.

[0035] Since component (A), an internal olefin sulfonate with 16 carbon atoms, or a salt thereof, is obtained by sulfonating the raw material olefin, there is a possibility that unreacted raw material olefins and inorganic compounds remain in such component (A). It is preferable that the content of these components be low. The same applies when component (A) is sodium internal olefin sulfonate with 16 carbon atoms.

[0036] In component (A), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, the content of unreacted raw material olefin is preferably less than 5.0% by mass, more preferably less than 3.0% by mass, even more preferably less than 1.5% by mass, and still more preferably less than 1.0% by mass. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the content of unreacted raw material olefin in the internal olefin sulfonate sodium with 16 carbon atoms is the same as described above.

[0037] In the internal olefin sulfonic acid with 16 carbon atoms of component (A) or its salt, the content of the inorganic compound is preferably less than 7.5% by mass, more preferably less than 5.0% by mass, even more preferably less than 3.0% by mass, even more preferably less than 2.0% by mass, and even more preferably less than 1.6% by mass. If component (A) is an internal olefin sulfonate sodium with 16 carbon atoms, the content of inorganic compounds in the internal olefin sulfonate sodium with 16 carbon atoms is the same as described above.

[0038] From the viewpoint of effectively promoting the excellent hair washing effect from washing to rinsing, the content of component (A) in the hair cleansing 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. Furthermore, from the viewpoint of also possessing good low-temperature stability, the content of component (A) in the hair cleansing 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. And, the content of component (A) in the hair cleansing 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 0.7 to 10% by mass, and even more preferably 2 to 8% by mass.

[0039] The carbon-16 internal olefin sulfonic acid or salt thereof of component (A) can be obtained by reacting the above carbon-16 raw material olefin with sulfur trioxide to sulfonate it. Specifically, it can be obtained by sulfonating the raw material olefin, then neutralizing it, and then hydrolyzing it. More specifically, the amount of sulfur trioxide used when sulfonating the above raw material olefin is preferably 0.8 moles or more, more preferably 0.9 moles or more, and even more preferably 0.95 moles or more, per mole of raw material olefin, from the viewpoint of improving the yield of component (A) and improving reactivity. Furthermore, the amount of sulfur trioxide used when sulfonating the above raw material olefin is preferably 1.2 moles or less, more preferably 1.1 moles or less, and even more preferably 1.05 moles or less, from the viewpoint of economic efficiency and suppressing unwanted discoloration of component (A). And the amount of sulfur trioxide used when sulfonating the above raw material olefin is preferably 0.8 to 1.2 moles, more preferably 0.9 to 1.1 moles, and even more preferably 0.95 to 1.05 moles, per mole of raw material olefin. The reaction temperature when sulfonating the above raw material olefin is preferably 0°C or higher from the viewpoint of preventing coagulation of sulfur trioxide and component (A), and preferably 50°C or lower from the viewpoint of suppressing unwanted discoloration of component (A). The reaction temperature when sulfonating the raw material olefin is preferably 0 to 50°C.

[0040] In neutralization, alkali compounds such as sodium hydroxide, potassium hydroxide, ammonia, and 2-aminoethanol are reacted. From the viewpoint of suppressing the generation of impurities such as raw material olefins and inorganic salts, and from the viewpoint of improving reactivity, 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 group. Furthermore, from the viewpoint of economic efficiency and suppressing the generation of impurities such as raw material olefins and inorganic salts, 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 group. And, the amount of alkali compound added is preferably 1.0 to 2.5 molars, more preferably 1.03 to 2.0 molars, and even more preferably 1.03 to 1.5 molars, per mole of sulfonic acid group. In neutralization, the temperature when mixing the sulfonated raw material olefin with the alkali compound, and the reaction temperature, are preferably 40°C or lower, more preferably 35°C or lower, even more preferably 30°C or lower, and still 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. From the viewpoint of improving reactivity, they are preferably 0°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and still more preferably 20°C or higher. Furthermore, the temperature when mixing the sulfonated raw material olefin 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 still more preferably 20 to 25°C.

[0041] The reaction temperature for hydrolysis 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 the decomposition of the product. And, 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. And, 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 the reaction is complete, the product can be purified by extraction, washing, etc. The same applies when component (A) is an internal olefin sulfonate sodium having 16 carbon atoms, and when obtaining such internal olefin sulfonate sodium having 16 carbon atoms.

[0042] The hair cleansing composition of the present invention contains an organic acid as component (B). By including such component (B), in combination with component (A), it is possible to exhibit excellent hair washing effects from washing to rinsing, and to ensure good low-temperature stability.

[0043] Component (B) specifically includes one or more selected from monocarboxylic acids such as acetic acid and propionic acid; dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid; and hydroxycarboxylic acids such as glycolic acid, lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid, and citric acid. In particular, from the viewpoint of promoting the development of excellent hair washing effects while ensuring good low-temperature stability, one or more selected from dicarboxylic acids and hydroxycarboxylic acids are preferred, one or more selected from oxalic acid, glutaric acid, glycolic acid, glyceric acid, succinic acid, lactic acid, and malic acid are more preferred, and one or more selected from succinic acid, lactic acid, and malic acid are even more preferred.

[0044] From the viewpoint of exhibiting excellent hair washing effects from washing to rinsing, the content of component (B) in the hair cleansing composition of the present invention is preferably 0.05% by mass or more, more preferably 0.1% by mass or more. Furthermore, from the viewpoint of ensuring good low-temperature stability, the content of component (B) in the hair cleansing composition of the present invention is preferably 1.5% by mass or less, more preferably 1.0% by mass or less. And, the content of component (B) in the hair cleansing 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 0.1 to 1.0% by mass.

[0045] The mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.005 or more, preferably 0.01 or more, from the viewpoint of effectively exhibiting excellent hair washing effects from washing to rinsing. Furthermore, the mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.25 or less, preferably 0.2 or less, from the viewpoint of ensuring good low-temperature stability. And 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 0.2, and more preferably 0.01 to 0.2.

[0046] The hair cleansing composition of the present invention, in combination with the above components, may contain a cationic polymer (C) to ensure good low-temperature stability and to further guarantee excellent hair washing effects from washing to rinsing. Here, "cationic polymer" means a polymer having substituents that become cationic when dissolved in water.

[0047] Component (C) specifically includes one or more selected from cationized polygalactomannan, cationized hydroxyalkylcellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamidopropyltrimethylammonium chloride, and crosslinked cationic polymer. More specifically, cationized polygalactomannans include one or more selected from cationized guar gum, cationized tara gum, and cationized locust bean gum. More specifically, cationized hydroxyalkylcellulose can be one or two selected from cationized hydroxyethylcellulose and cationized hydroxypropylcellulose, etc. More specifically, examples of diallyl quaternary ammonium salt polymers include one or more selected from polydiallyldimethylammonium chloride, diallyldimethylammonium chloride / acrylic acid copolymer, diallyldimethylammonium chloride / acrylamide copolymer, and diallyldimethylammonium chloride / acrylic acid / acrylamide copolymer. Copolymers containing methacrylamidopropyltrimethylammonium chloride include one or more selected from acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymers and acrylic acid / acrylamide / methacrylamidopropyltrimethylammonium chloride copolymers. More specifically, examples of crosslinked cationic polymers include N,N-dimethylaminoethyl methacrylate diethyl sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer.

[0048] In particular, one or more selected from cationized hydroxyalkylcellulose and crosslinked cationic polymers are preferred, with cationized hydroxyethylcellulose being more preferred.

[0049] From the viewpoint of effectively promoting the excellent hair washing effect from washing to rinsing, the content of component (C) in the hair cleansing 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. Furthermore, from the viewpoint of ensuring good low-temperature stability and handling properties, the content of component (C) in the hair cleansing 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. And, the content of component (C) in the hair cleansing 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.

[0050] 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 handling properties 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 even more preferably 30 or less, from the viewpoint of effectively promoting the exhibiting of excellent hair washing effect from washing to rinsing. And 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.

[0051] The hair cleansing composition of the present invention may contain an anionic surfactant other than component (A) as component (D). By including such component (D), in combination with component (A), it is possible to ensure good low-temperature stability while exhibiting excellent hair washing effects from washing to rinsing and drying after washing.

[0052] Component (D) specifically includes one or more selected from sulfonates, acyl amino acid salts, sulfosuccinates, sulfate esters, and carboxylates. The sulfonate of component (D) is a sulfonate other than component (A), and more specifically, such sulfonates include one or more selected from aminoethyl sulfonates such as N-acylmethyl taurate salts, alkylbenzene sulfonates, alkenylbenzene sulfonates, alkane sulfonates, and α-olefin sulfonates having 14 carbon atoms. Among these, it is preferable to have an alkyl group, alkenyl group, or acyl group having 6 to 22 carbon atoms, and more preferably to have an alkyl group, alkenyl group, or acyl group having 8 to 18 carbon atoms.

[0053] More specifically, the acyl amino acid salt preferably has 6 to 22 carbon atoms in the acyl group, and more preferably 8 to 18 carbon atoms. Furthermore, the amino acid portion constituting the acyl amino 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. Examples of sulfosuccinates include one or more selected from alkyl sulfosuccinate salts and alkyl polyoxyalkylene sulfosuccinate salts. Examples of sulfate ester salts include one or more selected from alkyl sulfates, alkenyl sulfates, polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkenyl ether sulfates, and polyoxyalkylene alkylphenyl ether sulfates. 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. Examples of carboxylate salts include one or more selected from fatty acid salts and polyoxyalkylene alkyl ether acetates. Among these, those having an alkyl group, alkenyl group, or fatty acid group with 6 to 22 carbon atoms are preferred, and those having an alkyl group, alkenyl group, or fatty acid group with 8 to 18 carbon atoms are more preferred.

[0054] Among these components (D), from the viewpoint of ensuring good low-temperature stability and exhibiting excellent hair washing effects from washing to rinsing, one or more selected from aminoethylsulfonates, acyl amino acid salts, sulfosuccinates, polyoxyalkylene alkyl ether sulfates, and polyoxyalkylene alkyl ether acetates are preferred, one or more selected from aminoethylsulfonates, acyl amino acid salts, sulfosuccinates, and polyoxyalkylene alkyl ether sulfates are more preferred, and aminoethylsulfonates are even more preferred.

[0055] From the viewpoint of effectively promoting the excellent hair washing effect from washing to rinsing, the content of component (D) in the hair cleansing 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. Furthermore, from the viewpoint of ensuring good low-temperature stability, the content of component (D) in the hair cleansing 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, even more preferably 9.3% by mass or less, and even more preferably 8.0% by mass or less. Furthermore, the content of component (D) in the hair cleansing 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.

[0056] When component (D) contains an internal olefin sulfonate or a salt thereof other than a C16-containing olefin sulfonate, 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 sulfonate or a salt thereof in the hair cleansing composition of the present invention ((A) / (total amount of internal olefin sulfonate or a salt thereof)) is preferably 0.2 or more, more preferably 0.4 or more, even more preferably 0.6 or more, even more preferably 0.8 or more, even more preferably 0.85 or more, even more preferably 0.9 or more, and even more preferably 0.95 or more.

[0057] 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 still more preferably 0.3 or more, from the viewpoint of ensuring good low-temperature stability. 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 still more preferably 10 or less, even more preferably 8 or less, and still more preferably 5 or less, from the viewpoint of exhibiting excellent hair washing effect from washing to rinsing. Furthermore, the mass ratio ((A) / (D)) of the content of component (A) to the content of component (D) is preferably 0.01 to 100, 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.

[0058] The hair cleansing composition of the present invention may contain an amphoteric surfactant (E) in combination with the above-mentioned component (A) to further ensure the excellent hair washing effect. Component (E) specifically includes one or more selected from carbobetaine and sulfobetaine. More specifically, it includes 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. In particular, 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 more selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine are more preferred.

[0059] From the viewpoint of further enhancing the excellent hair washing effect from washing to rinsing, the content of component (E) in the hair cleansing 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. Furthermore, from the viewpoint of ensuring good low-temperature stability, the content of component (E) in the hair cleansing 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. And the content of component (E) in the hair cleansing 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.

[0060] 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 further enhancing the excellent hair washing effect from washing to rinsing. 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 ensuring good low-temperature stability. And 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.

[0061] The hair cleansing composition of the present invention may contain a nonionic surfactant (F) in order to further ensure the excellent hair washing effect in combination with the above components.

[0062] Component (F) specifically includes one or more selected from polyoxyalkylene alkyl ethers, fatty acid alkanolamides, alkyl glycosides, and alkyl glyceryl ethers. More specifically, polyoxyalkylene alkyl ethers include those with 6 to 22 carbon atoms in the alkyl group, preferably 8 to 18 carbon atoms. Among these, polyoxyethylene alkyl ethers are preferred, with an average number of added moles of oxyethylene groups of 3 to 50 being more preferred, and even more preferred to be 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 alkyl groups with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Examples of alkylglyceryl ethers include alkyl groups with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, fatty acid alkanolamides are more preferred.

[0063] The content of component (F), in combination with component (B), 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 still more preferably 0.5% by mass or more, in the hair cleansing composition of the present invention, from the viewpoint of ensuring good low-temperature stability. Furthermore, the content of component (F), in combination with component (B), is preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and still more preferably 6% by mass or less, in the hair cleansing composition of the present invention, from the viewpoint of even more effectively exhibiting an excellent hair washing effect from washing to rinsing. And the content of component (F), in combination with component (B), 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 still more preferably 0.5 to 6% by mass, in the hair cleansing composition of the present invention.

[0064] The mass ratio ((A) / (F)) of the content of component (A) to the content of component (F) is preferably 0.01 or higher, more preferably 0.05 or higher, even more preferably 0.1 or higher, and still more preferably 0.5 or higher, from the viewpoint of effectively suppressing the unwanted precipitation of component (A) and ensuring good low-temperature stability. 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 still more preferably 6 or less, from the viewpoint of exhibiting excellent hair washing effect from washing to rinsing. And 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 still more preferably 0.5 to 6.

[0065] In addition to the above-mentioned components, the hair cleansing composition of the present invention may contain, to the extent that it does not impair the effects of the present invention, water, a viscosity reducer, polyhydric alcohols, a preservative, a reducing agent, and other components commonly used as cosmetic raw materials, which can also serve as a medium when sulfonating the raw material olefin to obtain component (A). Examples of such components include texture enhancers, thickeners, fragrances, UV absorbers, visible light absorbers, chelating agents, antioxidants, colorants, preservatives, viscosity modifiers, pearlescent agents, and wetting agents.

[0066] When the hair cleansing composition of the present invention is diluted 20 times by mass with water, the pH at 25°C is preferably 4.5 or higher, more preferably 5.0 or higher, even more preferably 5.3 or higher, preferably 8.0 or lower, more preferably 7.5 or lower, even more preferably 7.0 or lower, and even more preferably 6.8 or lower, as the pH of a 5% aqueous dispersion of the hair cleansing composition of the present invention at 25°C is preferably 4.5 to 8.0, more preferably 5.0 to 7.5, even more preferably 5.3 to 7.0, and even more preferably 5.3 to 6.8.

[0067] The hair cleansing composition of the present invention typically contains an aqueous medium. Examples of aqueous media include water; lower alcohols such as ethanol and isopropyl alcohol; and low molecular weight diols and triols having 6 or fewer 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 dosage form of the hair cleansing composition, but is typically 5 to 99% by mass, preferably 30 to 98% by mass, in the hair cleansing composition.

[0068] To apply the hair cleansing composition of the present invention to hair, specifically, one can first wet the hair with water, apply the hair cleansing composition of the present invention to the hair, wash it, and then rinse it with water. With this method, during washing, one can experience good lathering and a smooth foam quality, and during rinsing, one can feel the softness of the hair, making it possible to comfortably cleanse the hair while leaving each strand supple and healthy.

[0069] With regard to the embodiments described above, the present invention further discloses the following hair cleansing compositions. [1] The following components (A) and (B): (A) A C16 internal olefin sulfonic acid or salt thereof obtained by sulfonating a C16 raw material olefin having an average double bond position between the 3.9th and 4.4th positions. (B)Organic acid A hair cleansing composition containing the following, wherein the mass ratio ((B) / (A)) of the amount of component (B) to the amount of component (A) is 0.005 or more and 0.25 or less. [2] The hair cleansing composition according to [1] above, wherein the content of internal olefin sulfonic acid or a salt thereof having 16 carbon atoms in component (A), in which the sulfonic acid group is located at position 1 to 4 or below, is preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, preferably 75% by mass or less, more preferably 70% by mass or less, and even more preferably 68% by mass or less in component (A). [3] The hair cleansing composition according to [1] or [2] above, wherein the content of internal olefin sulfonic acid or a salt thereof having 16 carbon atoms in component (A), in which the sulfonic acid group is located 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, preferably 35% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less in component (A). [4] In component (A), the content of internal olefin sulfonic acid or a salt thereof having 16 carbon atoms, wherein the content of internal olefin sulfonic acid or a salt thereof having a sulfonic acid group 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, preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less, in component (A) is any one of the above [1] to [3]. [5] In component (A), the content of internal olefin sulfonic acid or a salt thereof having 16 carbon atoms, wherein the content of internal olefin sulfonic acid or a salt thereof having a sulfonic acid group at the 4th position is preferably 15% by mass or more, more preferably 18% by mass or more, even more preferably 19% by mass or more, preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 23% by mass or less, in component (A) is any one of the above [1] to [4].

[0070] [6] A hair cleansing composition according to any one of [1] to [5] above, wherein the average double bond position in the carbon-16 raw material olefin forming component (A) is at position 3.9 or higher, preferably at position 4.0 or higher, at position 4.4 or lower, preferably at position 4.3 or lower, and more preferably at position 4.2 or lower. [7] A hair cleansing composition according to any one of [1] to [6] above, wherein the raw material olefin having 16 carbon atoms that forms component (A) contains, more preferably, 15% by mass or more, even more preferably, 20% by mass or more, more preferably, 35% by mass or less, more preferably, 32% by mass or less, and even more preferably, 24% by mass or less, in the total amount of raw material olefin having 16 carbon atoms.

[0071] [8] A hair cleansing composition according to any one of [1] to [7] above, wherein in component (A) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, the mass ratio (hydroxyl / olefin) of the content of the hydroxyl form (HAS) to the content of the olefin form (IOS) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, even more preferably 75 / 25 to 100 / 0, and even more preferably 75 / 25 to 95 / 5. [9] A hair cleansing composition according to any one of the above [1] to [8], wherein the content of component (A) in the hair cleansing 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, even 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, even more preferably 10% by mass or less, and even more preferably 8% by mass or less.

[0072]

[10] A hair cleansing composition according to any one of the above [1] to [9], wherein component (B) is preferably one or more selected from monocarboxylic acids, dicarboxylic acids, and hydroxycarboxylic acids, more preferably one or more selected from dicarboxylic acids and hydroxycarboxylic acids, even more preferably one or more selected from oxalic acid, glutaric acid, glycolic acid, glyceric acid, succinic acid, lactic acid, and malic acid, and even more preferably one or more selected from succinic acid, lactic acid, and malic acid.

[11] A hair cleansing composition according to any one of [1] to

[10] above, wherein the content of component (B) in the hair cleansing composition of the present invention is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, preferably 1.5% by mass or less, and more preferably 1.0% by mass or less.

[12] A hair cleansing composition according to any one of [1] to

[11] above, wherein the mass ratio ((B) / (A)) of the content of component (B) to the content of component (A) is preferably 0.01 or more, and preferably 0.2 or less.

[0073]

[13] A hair cleansing composition according to any one of the above [1] to

[12] , further containing a cationic polymer (C), wherein such component (C) is preferably one or more selected from cationized polygalactomannan, cationized hydroxyalkylcellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamidopropyltrimethylammonium chloride, and crosslinked cationic polymer, more preferably one or more selected from cationized hydroxyalkylcellulose and crosslinked cationic polymer, and even more preferably cationized hydroxyethylcellulose.

[14] The hair cleansing composition of the present invention of the present invention wherein the content of component (C) 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.

[15] The hair cleansing composition according to

[13] or

[14] above, wherein 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, 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 even more preferably 30 or less.

[0074]

[16] A hair cleansing composition according to any one of the above [1] to

[15] , further comprising an anionic surfactant (D) other than component (A), wherein component (D) is preferably one or more selected from sulfonates, acyl amino acid salts, sulfosuccinates, sulfate esters, and carboxylates.

[17] The hair cleansing composition of the present invention of the present invention wherein the content of component (D) 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, even more preferably 1.5% 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, even more preferably 10% by mass or less, even more preferably 9.3% by mass or less, and even more preferably 8.0% by mass or less.

[18] In the case where component (D) contains an internal olefin sulfonate or a salt thereof other than a carbon 16, the hair cleansing composition of the present invention has a hair cleansing composition according to the above

[16] or

[17] , wherein the mass ratio of the content of component (A) to the total amount of internal olefin sulfonate or a salt thereof in the hair cleansing composition of the present invention ((A) / (total amount of internal olefin sulfonate or a salt thereof)) is preferably 0.2 or more, more preferably 0.4 or more, even more preferably 0.6 or more, even more preferably 0.8 or more, even more preferably 0.85 or more, even more preferably 0.9 or more, and even more preferably 0.95 or more.

[19] A hair cleansing composition according to any one of the above

[16] to

[18] , wherein 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, even more preferably 0.3 or more, preferably 100 or less, more preferably 25 or less, even more preferably 15 or less, even more preferably 10 or less, even more preferably 8 or less, and even more preferably 5 or less.

[0075]

[20] A hair cleansing composition according to any one of the above [1] to

[19] , further containing an amphoteric surfactant (E), wherein such 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, and more preferably one or two selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine.

[21] The hair cleansing composition according to

[20] above, wherein 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, even more preferably 0.1 or more, preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and even more preferably 5 or less.

[0076]

[22] A hair cleansing composition according to any one of the above [1] to

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

[23] The hair cleansing composition according to

[22] above, wherein 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, even more preferably 0.5 or more, preferably 50 or less, more preferably 25 or less, even more preferably 9 or less, and even more preferably 6 or less.

[0077]

[24] A hair cleansing composition according to any one of the above [1] to

[23] , wherein the pH at 25°C when diluted 20 times by mass with water is preferably 4.5 or higher, more preferably 5.0 or higher, even more preferably 5.3 or higher, preferably 8.0 or lower, more preferably 7.5 or lower, even more preferably 7.0 or lower, and even more preferably 6.8 or lower.

[25] A method for washing hair, comprising the steps of first wetting the hair with water, applying one of the hair cleansing compositions from [1] to

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

[26] A method for improving the softness of the hair during rinsing, which involves first wetting the hair with water, applying one of the hair cleansing compositions from [1] to

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

[27] Use of any one of the hair cleansing compositions [1] to

[23] above to improve the softness of the hair during rinsing. [Examples]

[0078] The present invention will be described in detail below based on examples. Unless otherwise specified in the table, the content of each component is expressed in mass percent.

[0079] [Methods for measuring various physical properties] (i) Method for measuring the position of double bonds in raw material olefins The double bond positions of the raw material olefins were measured by gas chromatography (GC). Specifically, the raw material olefins were reacted with dimethyl disulfide to form dithiolated derivatives, and then each component was separated by GC. As a result, the double bond positions of the raw material olefins were determined from the peak areas of each component. The equipment and analytical conditions used for the measurement are as follows: GC instrument (product name: HP6890, manufactured by Hewlett Packard), column (product name: Ultra-Alloy-1HT capillary column 30m x 250μm x 0.15μm, manufactured by Frontier Labs), detector (flame ion detector (FID)), injection temperature 300℃, detector temperature 350℃, He flow rate 4.6mL / min

[0080] (ii) Method for measuring the content of internal sodium olefin sulfonate according to the position of the sulfonic acid group bond For internal olefin sulfonate sodium with attached sulfonic acid groups, the content of each internal olefin sulfonate sodium according to the sulfonic acid group attachment position was measured by high-performance liquid chromatography / mass spectrometry (HPLC-MS). Specifically, the hydroxy forms with attached 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 determined from the HPLC-MS peak area. The equipment and conditions used for the measurement were as follows: HPLC instrument "LD20ASXR" (Shimadzu Corporation), column "ODS Hypersil®" (4.6 × 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 instrument "LCMS-2020" (Shimadzu Corporation), ESI detection (anion detection m / z: 321.10 (component (A) with 16 or 18 carbon atoms)), column temperature (40°C), flow rate (0.5 mL / min), injection volume (5 μL)

[0081] (iii) Method for measuring the mass ratio of hydroxyl compound / olefin compound The mass ratio of the hydroxyl / olefinic form of internal olefin sulfonate sodium was measured by HPLC-MS. Specifically, the hydroxyl and olefinic forms were separated by HPLC and identified by MS. The proportion of each was then determined from the resulting HPLC-MS peak area. The equipment and conditions used for the measurement are as follows: HPLC instrument (product name: Agilent Technologies 1100, manufactured by Agilent Technologies), column (product name: L-columnODS 4.6×150mm, manufactured by the Chemicals Evaluation and Research Institute), sample preparation (1000-fold dilution with methanol), eluent A (water with 10mM ammonium acetate), eluent B (methanol with 10mM ammonium acetate), 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 instrument (product name: Agilent Technologies 1100MS SL (G1946D), manufactured by Agilent Technologies), MS detection (anion detection, m / z 60-1600, UV 240nm).

[0082] (iv) Method for measuring the content of raw material olefins The content of unreacted raw material olefins in internal olefin sulfonate sodium was measured by GC. Specifically, ethanol and petroleum ether were added to an aqueous solution of internal olefin sulfonate sodium, and then the mixture was extracted to obtain the olefins in the petroleum ether phase. The raw material olefins were then quantified from the GC peak area. The equipment and analytical conditions used for the measurement are as follows: GC instrument (product name: Agilent Technologies 6850, manufactured by Agilent Technologies), column (product name: Ultra-Alloy-1HT capillary column 15m x 250μm x 0.15μm, manufactured by Frontier Labs), detector (flame ion detector (FID)), injection temperature 300℃, detector temperature 350℃, He flow rate 3.8mL / min

[0083] (v) Method for measuring the inorganic compound content The inorganic compound content was measured by potentiometric titration and neutralization titration. Specifically, the Na2SO4 content was measured by sulfate (SO4 2- The concentration was determined by potentiometric titration. The NaOH content was determined by neutralization titration with dilute hydrochloric acid.

[0084] [Manufacturing example a1: Production of raw material olefin a1 with 16 carbon atoms] 7000g (28.9 mol) of 1-hexadecanol (product name: Calcol 6098, manufactured by Kao Corporation) and 350g (5% by mass relative to the starting alcohol) of γ-alumina (manufactured by STREM Chemicals, Inc.) as a solid acid catalyst were charged into a flask equipped with a stirring device. The reaction was carried out for 8 hours at 280°C with stirring and nitrogen (7000 mL / min) flowing through the system. 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 / 4.0 mmHg to obtain starting olefin a1 with 100% olefin purity and 16 carbon atoms. The double bond distribution of the obtained raw material olefin a1 was as follows: 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 a total of 13.6 mass% at C7 and C8, with an average double bond position of 4.17.

[0085] [Manufacturing example a2: Production of raw material olefin a2 with 16 carbon atoms] Except for changing the reaction time to 11 hours, the process was carried out in the same manner as in production example a1 to obtain olefin a2, a starting material with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained starting material olefin a5 was as follows: C1 position 0.4 mass%, C2 position 15.4 mass%, C3 position 13.8 mass%, C4 position 15.3 mass%, C5 position 18.5 mass%, C6 position 15.0 mass%, and the sum of C7 and C8 positions was 21.6 mass%, with an average double bond position of 4.78.

[0086] [Manufacturing example a3: Production of olefin a3, a raw material with 16 carbon atoms] Except for changing the reaction time to 7.5 hours, the process was carried out in the same manner as in production example a1 to obtain olefin a3, a starting material with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained starting material olefin a3 was as follows: C1 position 2.4 mass%, C2 position 23.2 mass%, C3 position 18.7 mass%, C4 position 18.2 mass%, C5 position 13.9 mass%, C6 position 11.2 mass%, and the sum of C7 and C8 positions was 12.4 mass%, with an average double bond position of 4.08.

[0087] [Manufacturing example a4: Production of olefin a4, a raw material with 16 carbon atoms] Except for changing the reaction time to 8.5 hours, the process was carried out in the same manner as in production example a1 to obtain olefin a4, a starting material with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained starting material olefin a4 was as follows: C1 position 2.3 mass%, C2 position 20.7 mass%, C3 position 16.8 mass%, C4 position 17.5 mass%, C5 position 14.7 mass%, C6 position 12.9 mass%, and the sum of C7 and C8 positions was 15.2 mass%, with an average double bond position of 4.28.

[0088] [Manufacturing example a5: Production of raw material olefin a5 with 16 carbon atoms] Except for changing the reaction time to 6.5 hours, the process was carried out in the same manner as in production example a1 to obtain olefin a5, a starting material with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained starting material olefin a5 was as follows: C1 position 2.3 mass%, C2 position 29.7 mass%, C3 position 22.7 mass%, C4 position 17.3 mass%, C5 position 11.1 mass%, C6 position 8.0 mass%, and the sum of C7 and C8 positions was 9.0 mass%, with an average double bond position of 3.70.

[0089] [Manufacturing example a6: Production of raw material olefin a6 with 16 carbon atoms] Except for changing the reaction time to 9.5 hours, the process was carried out in the same manner as in production example a1 to obtain olefin a6, a raw material with 100% olefin purity and 16 carbon atoms. The double bond distribution of the obtained raw material olefin a6 was as follows: C1 position 0.9 mass%, C2 position 19.2 mass%, C3 position 16.1 mass%, C4 position 15.7 mass%, C5 position 16.6 mass%, C6 position 813.2 mass%, and the sum of C7 and C8 positions was 18.4 mass%, with an average double bond position of 4.50.

[0090] Table 1 shows the physical properties of the obtained raw material olefins a1 to a6.

[0091] [Table 1]

[0092] [Manufacturing Example 1: Production of C16 internal olefin sulfonate sodium A1] The raw material olefin a1 obtained in production example a1 was placed in a thin-film sulfonation reactor with an external jacket, and a sulfonation reaction was carried out using sulfur trioxide gas under conditions of passing 10°C cooling water 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 (alkaline agent), and neutralized by a continuous process at 30°C for 1 hour. The resulting neutralized product was heated in an autoclave at 170°C for 1 hour to hydrolyze it and obtain carbon-16 internal olefin sulfonate sodium A1. The raw material olefin content in the obtained carbon-16 internal olefin sulfonate sodium A1 was 0.4% by mass, and the inorganic compound content was 0.39% by mass.

[0093] [Manufacturing Example 2: Production of C16 internal olefin sulfonate sodium A2] A C16 internal olefin sulfonate sodium A2 was obtained in the same manner as in Production Example 1, except that raw material olefin a2 obtained in Production Example a2 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium A5 was 0.2% by mass, and the inorganic compound content was 0.43% by mass.

[0094] [Manufacturing Example 3: Production of C16 internal olefin sulfonate sodium A3] C16 internal olefin sulfonate sodium A3 was obtained in the same manner as in Production Example 1, except that raw material olefin a3 obtained in Production Example a3 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium A3 was 0.7% by mass, and the inorganic compound content was 0.49% by mass.

[0095] [Manufacturing Example 4: Production of C16 internal olefin sulfonate sodium A4] A C16 internal olefin sulfonate sodium A4 was obtained in the same manner as in Production Example 1, except that the raw material olefin a4 obtained in Production Example a4 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium A4 was 0.5% by mass, and the inorganic compound content was 0.54% by mass.

[0096] [Manufacturing Example 5: Production of C16 internal olefin sulfonate sodium A5] C16 internal olefin sulfonate sodium A5 was obtained in the same manner as in Production Example 1, except that raw material olefin a5 obtained in Production Example a5 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium A5 was 0.4% by mass, and the inorganic compound content was 0.41% by mass.

[0097] [Manufacturing Example 6: Production of C16 internal olefin sulfonate sodium A6] C16 internal olefin sulfonate sodium A6 was obtained in the same manner as in Production Example 1, except that raw material olefin a6 obtained in Production Example a6 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium A6 was 0.3% by mass, and the inorganic compound content was 0.43% by mass.

[0098] The physical properties of the obtained internal olefin sulfonate sodium A1 to A6 are shown in Table 2.

[0099] [Table 2]

[0100] [Examples 1-12, Comparative Examples 1-8] Using the obtained internal olefin sulfonate sodium A1, hair cleansing compositions with the compositions shown in Tables 3 to 5 were prepared by conventional methods. 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 60-80°C and mixed, cooled to room temperature, and then water was added to obtain each hair cleansing composition. The obtained hair cleansing compositions were evaluated according to the following method. The pH value at 25°C when each obtained hair cleansing composition was diluted 20 times by mass with water was 6.0. The results are shown in Tables 3-5.

[0101] [Evaluation of "good lathering" and "smooth foam quality" during washing, and "hair softness" during rinsing] Each of the following ingredients was placed in a beaker, heated to 80°C, mixed, and after confirming that it was uniformly dissolved, it was cooled to obtain plain shampoo. (Composition of plain shampoo) (component) (mass%) Sodium polyoxyethylene lauryl ether sulfate 11.3 (Assuming Emal E-27C (manufactured by Kao Corporation, effective content 27% by mass), this is 42.0%) Coconut oil fatty acid N-methylethanolamide 3.0 (Aminone C-11S (manufactured by Kao Corporation)) Citric acid 0.2 Methylparaben 0.3 Purified water balance Total 100.0

[0102] A bundle of untreated Japanese hair, weighing 20g and measuring 20cm in length, was washed with the above-mentioned plain shampoo to obtain evaluation bundles. The obtained evaluation bundles were thoroughly moistened with warm water at 35-40°C, and then 1g of each hair cleansing composition was applied and washed for 1 minute. Expert panelists evaluated the following items according to the evaluation criteria: "good lathering" and "smooth foam quality" during washing, and "hair softness" during rinsing.

[0103] a: Very good b: good c: Not good

[0104] Evaluation of low-temperature stability Each of the obtained hair cleansing agent compositions was placed in a screw-top bottle and stored in a -5°C constant temperature bath. Then, according to the following criteria, the presence or absence of precipitate formation over time was visually inspected and evaluated. a: No precipitate formation was observed even after 6 hours. b: Precipitation was observed during a period of 5 hours or more but less than 6 hours. c: Precipitation was confirmed within 5 hours.

[0105] [Table 3]

[0106] [Table 4]

[0107] [Table 5]

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 3.9 or more and 4.4 or less. (B) Organic acid wherein 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.

2. The hair volume cleansing composition according to claim 1, which has a pH of 5 or more and 7 or less at 25°C when diluted 20 times by mass with water.

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 1st to 4th positions inclusive in component (A) is 40% by mass or more and 75% by mass or less.

4. 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.

5. 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 located at the 3-position in component (A) is from 5% by mass to 30% by mass.

6. The hair cleansing composition according to claim 1 or 2, wherein the content of component (B) is from 0.05% by mass to 1.5% by mass.

7. 3. The hair wash composition according to claim 1, 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.

8. The hair cleansing composition according to claim 1 or 2, wherein the content of component (A) is from 0.01% by mass to 30% by mass.

9. The hair cleansing composition according to claim 1 or 2, further comprising a cationic polymer (C).