Hair washing composition

Abstract

To provide a hair washing composition that uses an aromatic sulphonic acid or a salt thereof and, when applied to hair, exhibits excellent performance from washing to rinsing and after washing.SOLUTION: The present invention relates to a hair washing composition that contains the following components (A) and (B): (A) 1 mass% or more and 8 mass% or less of an aromatic sulphonic acid or a salt thereof and (B) 4 mass% or more and 25 mass% or less of 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. The composition exhibits a pH of 1 or more and less than 5 at 25°C in a 5 mass% solution in water.SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] Aromatic sulfonic acids or their salts, which have long been known to produce desired effects, are frequently used in compositions applied to hair. For example, Patent Document 1 discloses a foaming composition containing sodium xylene sulfonate as a viscosity modifier, and specific amounts of an anionic surfactant and a foaming agent such as propane or isobutane, in which the foam density is adjusted to a specific range in order to properly deliver an effective amount of active substance as a hair care composition. Patent Document 2 also discloses a composition containing an aromatic sulfonic acid compound such as sulfanilic acid having an amino group, or a salt thereof, in which the aim is to straighten or curl keratin fibers such as hair, and to impart manageability and smoothness to the keratin fibers.

[0003] Incidentally, hair distortion and curling caused by irritation from ultraviolet rays and heat from hair dryers, or by age-related deterioration of the scalp and changes in hair follicles, can be the cause of stubborn frizz and waves. In recent years, there has been an increasing desire to alleviate these frizz and waves and achieve straight, shiny, and manageable hair that looks youthful. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Special Publication No. 2019-505546 [Patent Document 2] Japanese Patent Publication No. 2019-73443 [Overview of the project] [Problems that the invention aims to solve]

[0005] However, Patent Document 1 does not address any attempts to alleviate frizz or waviness in hair, and there is ample room for improvement. Furthermore, even with the technology described in Patent Document 2, it is necessary to take a certain amount of time to obtain sufficient effects. Therefore, repeated daily use still places an excessive burden on the user. Thus, a hair cleansing agent that can sufficiently alleviate frizz and waviness in hair while reducing the burden on the user has yet to be realized.

[0006] Therefore, the present invention relates to a hair cleansing composition that uses aromatic sulfonic acid or a salt thereof and exhibits excellent performance from the time of washing through rinsing and after washing when applied to hair. [Means for solving the problem]

[0007] Therefore, after various studies, the inventors have found that by containing specific amounts of aromatic sulfonic acid or a salt thereof and a specific internal olefin sulfonic acid or a salt thereof, and by setting the pH within a specific range, a hair cleansing composition can be obtained that can effectively alleviate frizz and waviness in hair even with relatively short use per application.

[0008] In other words, the present invention comprises the following components (A) and (B): (A) Aromatic sulfonic acid or its salt: 1% by mass or more and 8% by mass or less (B) 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 3.9 and 4.4 positions, in an amount of 4% to 25% by mass. The present invention provides a hair cleansing composition that contains and has a pH of 1 or more and less than 5 at 25°C when prepared as a 5% by mass aqueous solution. [Effects of the Invention]

[0009] The hair cleansing composition of the present invention can effectively and quickly alleviate frizz and waviness in the hair while shortening the time required for each use. Furthermore, it can produce sufficient foam as a hair cleanser and reduce hair stiffness during rinsing after washing. Therefore, it can easily achieve straight, shiny, and manageable youthful hair while effectively reducing the burden on the user during daily use. [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 1% to 8% by mass of aromatic sulfonic acid or a salt thereof as component (A). This component (A) can effectively and quickly exert an effect of reducing frizz and waviness in the hair.

[0011] Component (A) specifically includes, for example, one or more selected from benzenesulfonic acid or its salts, naphthalenesulfonic acid or its salts, azulenesulfonic acid or its salts, and benzophenonesulfonic acid or its salts. Examples of salts of such component (A) include sodium salts, potassium salts, lithium salts, aluminum salts, and ammonium salts (NH₃). 4+ Examples include organic ammonium salts, etc.

[0012] More specifically, examples of benzenesulfonic acid or its salts include one or more selected from benzenesulfonic acid, o-toluenesulfonic acid, p-toluenesulfonic acid, xylenesulfonic acid, cumenesulfonic acid, ethylbenzenesulfonic acid, 2,4,6-trimethylbenzenesulfonic acid, and salts thereof.

[0013] More specifically, examples of naphthalene sulfonic acid or its salts include 1- or 2-naphthalene sulfonic acid (α- or β-naphthalene sulfonic acid), 2,7-naphthalenedisulfonic acid, 1,5-naphthalenedisulfonic acid, 2,6-naphthalenedisulfonic acid, 1-naphthol-2-sulfonic acid, 1-naphthol-4-sulfonic acid, 2-naphthol-6-sulfonic acid, 2-naphthol-7-sulfonic acid, 2,3-dihydroxynaphthalene-6-sulfonic acid, 1,7-dihydroxynaphthalene-3-sulfonic acid, J acid (2-amino-5-naphthol-7-sulfonic acid), 1-amino-2-naphthol-4-sulfonic acid, 1-naphthol Examples include thylamine-4-sulfonic acid, broenazic acid (2-naphthylamine-6-sulfonic acid), cravesic acid (1-naphthylamine-7-sulfonic acid), 2-naphthylamine-1-sulfonic acid, 1-naphthylamine-6-sulfonic acid, 1-naphthylamine-8-sulfonic acid, 2,7-diamino-1-naphthol-3-sulfonic acid, 7,8-diamino-1-naphthol-3-sulfonic acid, 6-methyl-2-naphthalenesulfonic acid, 4-ethyl-1-naphthalenesulfonic acid, 5-isopropyl-1-naphthalenesulfonic acid, 5-butyl-2-naphthalenesulfonic acid, and one or more selected from salts thereof.

[0014] More specifically, examples of azulene sulfonic acid or its salts include guaiazulene sulfonic acid, 1-azulene sulfonic acid, 3-acetyl-7-isopropyl-1-azulene sulfonic acid, 3-(2-hydroxyethyl)-7-isopropyl-1-azulene sulfonic acid, 3-methyl-7-isopropyl-1-azulene sulfonic acid, 7-isopropyl-1-azulene sulfonic acid, 1,4-dimethyl-7-isopropyl-2-azulene sulfonic acid, 1,3-azulenedisulfonic acid, 3-formyl-4,6,8-trimethyl-1-azulene sulfonic acid, and one or more selected from these salts.

[0015] Examples of the benzophenone sulfonic acid or its salt include, more specifically, for example, o-chlorobenzophenone sulfonic acid, p-chlorobenzophenone sulfonic acid, 2-hydroxybenzophenone sulfonic acid, 4-hydroxybenzophenone sulfonic acid, 2-aminobenzophenone sulfonic acid, 4-aminobenzophenone sulfonic acid, 2-methylbenzophenone sulfonic acid, 4-methoxybenzophenone sulfonic acid, 4,4'-dimethylbenzophenone sulfonic acid, and one or more selected from salts thereof, etc.

[0016] Among these components (A), from the viewpoint of synergistically exerting the effect of relaxing kinks and waves in hair together with component (B) described later, one or more selected from benzenesulfonic acid, naphthalenesulfonic acid, and salts thereof are preferable, and one or more selected from o-toluenesulfonic acid, p-toluenesulfonic acid, 2-naphthalenesulfonic acid, and salts thereof are more preferable.

[0017] From the viewpoint of effectively and rapidly exerting the effect of relaxing kinks and waves in hair, the content of component (A) is 1% by mass or more, preferably 1.5% by mass or more, more preferably 2% by mass or more, 8% by mass or less, preferably 6% by mass or less, and more preferably 4% by mass or less in the hair cleaning composition of the present invention. And the content of component (A) is 1% by mass or more and 8% by mass or less, preferably 1.5 to 6% by mass, and more preferably 2 to 4% by mass in the hair cleaning composition of the present invention.

[0018] The hair cleansing composition of the present invention contains, as component (B), 4% by mass or more and 25% by mass or less of a C16 internal olefin sulfonic acid or a salt thereof obtained by sulfonating a C16 raw material olefin having an average double bond position of 3.9 or more and 4.4 or less. That is, the C16 internal olefin sulfonic acid or a salt thereof as component (B) is a compound obtained by sulfonating a raw material olefin having an average double bond position within a specific and limited range as a starting material, and specifically, it is a compound obtained by sulfonating a raw material olefin and then subjecting it to neutralization and hydrolysis.

[0019] Examples of the salt of the C16 internal olefin sulfonic acid obtained by sulfonating a C16 raw material olefin having an average double bond position of 3.9 or more and 4.4 or less include 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. One or more selected from these are mentioned. These C16 internal olefin sulfonate salts do not necessarily have to be in the form of salts from the beginning, and salts generated by the neutralization reaction during production may also be used. Among them, as the salt of the C16 internal olefin sulfonic acid, from the viewpoint of effectively enhancing the relaxing effect on hair curls and waves together with component (A), one or more selected from sodium salts, potassium salts, ammonium salts, and 2-aminoethanol salts are preferable, one or two selected from sodium salts and potassium salts are more preferable, and a sodium salt is even more preferable. That is, sodium C16 internal olefin sulfonate is even more preferable.

[0020] Furthermore, the product obtained from these C16 raw material olefins, component (B), which is a C16 internal olefin sulfonate or its salt, is mainly a mixture of a C16 hydroxyalkane sulfonate or its salt (hydroxy compound, abbreviated as "HAS") and a C16 olefin sulfonate or its salt (olefin compound, abbreviated as "IOS").

[0021] Furthermore, the starting material for component (B), a C16 raw material olefin, mainly 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. In addition, 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)). Moreover, 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 (B) or its salt.

[0022] The C16 raw material olefin that forms the C16 internal olefin sulfonic acid of component (B) 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.

[0023] On the other hand, in the case of component (B), an internal olefin sulfonic acid with 16 carbon atoms or its salt 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 (B) 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 this invention, component (B) is defined based on the average double bond position value in the raw material olefin, which is the starting material.

[0024] Component (B) 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 may rise due to the increase in the length of the carbon chain, making it prone to precipitation. 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, potentially reducing 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 with varying lengths. Therefore, in combination with component (A), it can exhibit excellent hair washing effects from the time of washing to rinsing and after washing. The same applies when component (B) is sodium internal olefin sulfonate with 16 carbon atoms. Furthermore, the average double bond position (unit: position, abbreviated as "DBP") in the starting material olefin with 16 carbon atoms, which is component (B), refers to the average value of the double bond positions of each C16 raw material olefin present in the total amount of such 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).

[0025]

number

[0026] (In formula (1), n ​​represents an integer (unit: position) indicating the position of the double bond present in the carbon-16 raw material olefin. Cn represents the content (unit: mass%) of carbon-16 raw material olefin with the double bond at position n, out of 100% by mass of the total carbon-16 raw material olefin.)

[0027] The average double bond position in the carbon-16 raw material olefin forming component (B) is, from the viewpoint of ensuring excellent hair washing effect, 3.9 or higher, preferably 4.0 or higher, 4.4 or lower, preferably 4.3 or lower, and more preferably 4.2 or lower. Furthermore, the average double bond position in the carbon-16 raw material olefin is 3.9 or higher and 4.4 or lower, preferably 4.0 to 4.4, more preferably 4.0 to 4.3, and even more preferably 4.0 to 4.2.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] 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.

[0032] 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.

[0033] 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.

[0034] 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.

[0035] 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.

[0036] 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.

[0037] In the C16 internal olefin sulfonic acid or salt thereof of component (B), 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 (B), 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 (B) 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.

[0038] In component (B), the content of internal olefin sulfonic acid or its salt having 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 (B) 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 2 in the internal olefin sulfonate sodium with 16 carbon atoms is the same as described above.

[0039] In component (B), 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 (B) 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.

[0040] In component (B), the content of internal olefin sulfonic acid or its salt having 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 (B) 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.

[0041] Furthermore, in the internal olefin sulfonic acid or salt thereof with 16 carbon atoms in component (B), 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 (B), or it is preferable that component (B) does not contain internal olefin sulfonic acid or salt thereof with the sulfonic acid group located at position 1. If component (B) 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.

[0042] In component (B), an internal olefin sulfonic acid with 16 carbon atoms or a salt thereof, 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, 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 (B) by HPLC, and then determining the HPLC-MS peak area obtained by subjecting each to MS. If component (B) is a C16 internal olefin sulfonate sodium, the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) in the C16 internal olefin sulfonate sodium (hydroxyl form / olefin form) is the same as described above.

[0043] Since component (B), 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 (B). It is preferable that the content of these components be low. The same applies when component (B) is sodium internal olefin sulfonate with 16 carbon atoms.

[0044] In component (B), 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 (B) is a C16 internal olefin sulfonate sodium, the content of unreacted raw material olefin in the C16 internal olefin sulfonate sodium is the same as described above.

[0045] In component (B), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, 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 (B) 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.

[0046] The content of component (B) in the hair cleansing composition of the present invention is 4% by mass or more, and 25% by mass or less, preferably 20% by mass or less, more preferably 18% by mass or less, and even more preferably 16% by mass or less, from the viewpoint of effectively and quickly exhibiting an effect of reducing frizz and waviness in hair. Furthermore, the content of component (B) in the hair cleansing composition of the present invention is 4% by mass or more and 25% by mass or less, preferably 4 to 20% by mass, more preferably 4 to 18% by mass, and even more preferably 4 to 16% by mass.

[0047] The total content of component (A) and component (B) ((A)+(B)) in the hair cleansing composition of the present invention is preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% 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, from the viewpoint of exhibiting an even more effective and rapid effect in reducing frizz and waviness in hair. Furthermore, the total content of component (A) and component (B) ((A)+(B)) in the hair cleansing composition of the present invention is preferably 5 to 30% by mass, more preferably 8 to 25% by mass, and even more preferably 10 to 20% by mass.

[0048] The mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is preferably 0.05 or more, more preferably 0.08 or more, even more preferably 0.13 or more, even more preferably 0.15 or more, preferably 2 or less, more preferably 1.5 or less, even more preferably 1.0 or less, and even more preferably 0.8 or less, from the viewpoint of exhibiting a more effective and rapid effect in reducing frizz and waves in hair, from the viewpoint of generating a sufficient amount of foam as a hair cleanser, and also from the viewpoint of reducing the stiffness of hair during rinsing after washing.

[0049] Furthermore, the carbon-16 internal olefin sulfonic acid or its salt of component (B) can be obtained by reacting the above-mentioned carbon-16 raw material olefin 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 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 (B) 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 (B). 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 (B), and preferably 50°C or lower from the viewpoint of suppressing unwanted discoloration of component (B). The reaction temperature when sulfonating the raw material olefin is preferably 0 to 50°C.

[0050] 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.

[0051] 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. Incidentally, when component (B) is sodium internal olefin sulfonate having 16 carbon atoms, even in the case of obtaining such sodium internal olefin sulfonate having 16 carbon atoms, it is the same as above.

[0052] The hair cleaning composition of the present invention can further contain one or more selected from fatty acid polyoxyethylene sorbitan esters and polyoxyethylene alkyl ethers. Thereby, it is possible to exhibit an effective and rapid relaxing effect on the kinks and curls in the hair, increase the amount of foam when applying the hair cleaning composition, and reduce the squeaking of the hair during rinsing. The carbon number of the fatty acid residue of the fatty acid polyoxyethylene sorbitan ester is preferably 8 or more, more preferably 10 or more, preferably 18 or less, and more preferably 14 or less. Further, the average number of moles of ethyleneoxy groups added to the fatty acid polyoxyethylene sorbitan ester is preferably 5 or more, more preferably 10 or more, preferably 50 or less, and more preferably 30 or less.

[0053] As the polyoxyethylene alkyl ether, those represented by the following general formula (2) can be used. R 1 -O-(CH2CH2-O) m -H···(2) (In formula (2), R 1 represents a linear or branched saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms, and m represents a number having an average value of 5 to 50.) In general formula (2), the carbon number of R 1 is preferably 10 or more, more preferably 12 or more, preferably 16 or less, and more preferably 14 or less from the viewpoint of exerting an effective and rapid relaxing effect on the kinks and curls in the hair.

[0054] Examples of such fatty acid polyoxyethylene sorbitan esters include polyoxyethylene sorbitan monolaurate (e.g., polysorbate 20), polyoxyethylene sorbitan monopalmitate (e.g., polysorbate 40), polyoxyethylene sorbitan monostearate (e.g., polysorbate 60), and polyoxyethylene monooleate (e.g., polysorbate 80). In particular, from the viewpoint of rapidly enhancing the effect of reducing frizz and waviness in hair, polyoxyethylene sorbitan monolaurate and polyoxyethylene sorbitan monopalmitate are preferred, and polyoxyethylene sorbitan monolaurate is more preferred.

[0055] Examples of polyoxyethylene alkyl ethers include polyoxyethylene(5) lauryl ether, polyoxyethylene(23) lauryl ether, polyoxyethylene(7) cetyl ether, polyoxyethylene(13) cetyl ether, polyoxyethylene(12) stearyl ether, and polyoxyethylene(13) oleyl ether. In particular, from the viewpoint of rapidly enhancing the effect of reducing frizz and waves in hair, polyoxyethylene lauryl ether and polyoxyethylene cetyl ether are preferred, and polyoxyethylene lauryl ether is more preferred.

[0056] The content of one or more selected fatty acid polyoxyethylene sorbitan esters and polyoxyethylene alkyl ethers in the hair cleansing composition of the present invention is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.5% by mass or more, preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less, from the viewpoint of rapidly enhancing the effect of reducing frizz and waviness in hair. Furthermore, the content of one or more selected fatty acid polyoxyethylene sorbitan esters and polyoxyethylene alkyl ethers in the hair cleansing composition of the present invention is preferably 0.1 to 15% by mass, more preferably 0.2 to 12% by mass, and even more preferably 0.5 to 10% by mass.

[0057] The hair cleansing composition of the present invention may further contain basic amino acids. This allows for an effective and rapid reduction of frizz and waviness in the hair. Examples of such components include arginine, lysine, histidine, and guanidine. Among these, arginine is preferred from the viewpoint of effectively and rapidly enhancing the reduction of frizz and waviness in the hair.

[0058] From the viewpoint of effectively and rapidly enhancing the effect of reducing frizz and waviness in hair, the content of basic amino acids in the hair cleansing composition of the present invention is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less. Furthermore, the content of basic amino acids in the hair cleansing composition of the present invention is preferably 0.5 to 15% by mass, more preferably 1.0 to 12% by mass, and even more preferably 1.0 to 10% by mass.

[0059] The hair cleansing composition of the present invention preferably further contains water. This allows for good dispersion or dissolution of each component of the hair cleansing composition, thereby promoting penetration into the hair. Examples of water include ion-exchanged water and distilled water. The water content in the hair cleansing composition of the present invention is preferably 10% by mass or more, more preferably 30% by mass or more, even more preferably 50% by mass or more, and preferably 95% by mass or less. Furthermore, the water content in the hair cleansing composition of the present invention is preferably 10 to 95% by mass, more preferably 30 to 95% by mass, and even more preferably 50 to 95% by mass.

[0060] In the hair cleansing composition of the present invention, it is preferable to limit the content of fatty acids or salts thereof in order to maintain an excellent effect of reducing frizz and waviness in hair while avoiding impaired storage stability. Examples of such fatty acids or salts thereof include fatty acids or salts thereof having 8 to 22 carbon atoms. Specifically, these include decanoic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, and salts thereof. Examples of fatty acid salts include inorganic salts selected from sodium salts, potassium salts, magnesium salts, and ammonium salts, as well as organic amine salts such as monoethanolamine salts, diethanolamine salts, and triethanolamine salts.

[0061] The content of such fatty acids or salts thereof in the hair cleansing composition of the present invention is preferably 2.5% by mass or less, more preferably 1.5% by mass or less, and even more preferably 0.1% by mass or less. Furthermore, if the hair cleansing composition of the present invention contains a fatty acid or a salt thereof, from the viewpoint of storage stability, the content of a 14-carbon fatty acid or a salt thereof in the total amount of such fatty acid or salt thereof is preferably less than 80% by mass, more preferably less than 50% by mass, and even more preferably less than 20% by mass.

[0062] The hair cleansing composition of the present invention may contain, in addition to the above-mentioned components, components that are commonly used in hair cleansing agents, as long as they do not impair the effects of the present invention. Examples of such components include surfactants other than those mentioned above, antioxidants, oils, anti-dandruff agents, vitamins, bactericides, anti-inflammatory agents, preservatives, chelating agents, moisturizers, pearlescent agents, ceramides, fragrances, UV absorbers, pH adjusters, and the like.

[0063] The hair cleansing composition of the present invention has a pH of 1 or more and less than 5 at 25°C when it is a 5% by mass aqueous solution. This effectively and efficiently promotes the penetration of the components contained in the hair cleansing composition of the present invention into the hair.

[0064] The pH at 25°C of a 5% by mass aqueous solution of the hair cleansing composition of the present invention is 1 or higher, preferably 2 or higher, more preferably 3 or higher, less than 5, preferably 4.5 or lower, and more preferably 4 or lower, from the viewpoint of effectively and efficiently promoting the penetration of the components contained in the hair cleansing composition of the present invention into the hair. Furthermore, the pH at 25°C of a 5% by mass aqueous solution of the hair cleansing composition of the present invention is 1 or higher and less than 5, preferably 2 to 4.5, and more preferably 3 to 4. In addition, the pH at 25°C when the hair cleansing composition of the present invention is an aqueous solution of 5% by mass specifically refers to the value measured by the method described in the examples.

[0065] Furthermore, the hair cleansing composition of the present invention is also extremely useful as a composition for suppressing hair frizz and / or waviness. To suppress frizz and / or waviness in hair using the hair cleansing composition of the present invention, specifically, for example, one can apply the hair cleansing composition of the present invention to the hair and then rinse the hair. More specifically, the hair cleansing composition of the present invention may first be placed in the palm of the hand, and after rubbing both hands together to create a suitable lather, it may be applied to the hair. Furthermore, from the viewpoint of spreading the hair cleansing composition of the present invention well on the hair, it is preferable to detangle the hair beforehand using a tool such as a brush, and it is also preferable to wet the hair beforehand with water. The amount of the hair cleansing composition of the present invention to be applied to the hair is preferably 0.2g to 50g per 100g of hair per application. After applying the hair cleansing composition of the present invention to the hair, the hair may be washed using the palms of the hands, or it may be washed using tools such as a brush.

[0066] The time required to rinse the hair after applying the hair cleansing composition to the hair is preferably 1 minute or more, but may also be 10 minutes or less, and even more preferably 5 minutes or less, because the hair cleansing composition of the present invention can effectively and quickly sufficiently alleviate frizz and waves in the hair.

[0067] 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) Aromatic sulfonic acid or its salt: 1% by mass or more and 8% by mass or less (B) 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 3.9 and 4.4 positions, in an amount of 4% to 25% by mass. A hair cleansing composition containing and having a pH of 1 or more and less than 5 at 25°C when prepared as a 5% by mass aqueous solution. [2] The following components (A) and (B): (A) Aromatic sulfonic acid or its salt: 1% by mass or more and 6% by mass or less (B) 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 3.9 and 4.4 positions, in an amount of 4% to 25% by mass. A hair cleansing composition containing the following, wherein the mass ratio of the content of component (A) to the content of component (B) ((A) / (B)) is 0.08 or more and 1.5 or less, and the pH at 25°C when it is a 5% by mass aqueous solution is 2 or more and less than 4.5. [3] The following components (A) and (B): (A) Aromatic sulfonic acid or its salt: 2% by mass or more and 4% by mass or less (B) 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 3.9 and 4.4 positions, in an amount of 4% to 25% by mass. A hair cleansing composition containing the following, wherein the mass ratio of the content of component (A) to the content of component (B) ((A) / (B)) is 0.13 or more and 1.0 or less, and the pH at 25°C when it is a 5% by mass aqueous solution is 3 or more and less than 4.

[0068] [4] Component (A) is preferably one or more selected from benzenesulfonic acid or its salt, naphthalenesulfonic acid or its salt, azulenesulfonic acid or its salt, and benzophenonesulfonic acid or its salt, and the salt of component (A) is a sodium salt, potassium salt, lithium salt, aluminum salt, ammonium salt (NH 4+ A hair cleansing composition according to any one of the above [1] to [3], which is a ), or an organic ammonium salt. [5] A hair cleansing composition according to any one of the above [1] to [4], wherein component (B) is preferably one or more selected from alkali metal salts, organic amine salts, and basic amino acid salts, more preferably one or more selected from sodium salts, potassium salts, ammonium salts, and 2-aminoethanol salts, even more preferably one or two selected from sodium salts and potassium salts, and even more preferably a sodium salt. [6] A hair cleansing composition according to any one of [1] to [5] above, wherein the content of component (A) is preferably 1.5% by mass or more, more preferably 2% by mass or more, preferably 6% by mass or less, and more preferably 4% by mass or less in the hair cleansing composition of the present invention. [7] A hair cleansing composition according to any one of [1] to [6] above, wherein the content of component (B) is preferably 20% by mass or less, more preferably 18% by mass or less, and even more preferably 16% by mass or less. [8] A hair cleansing composition according to any one of [1] to [7] above, wherein the mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is preferably 0.05 or more, more preferably 0.08 or more, even more preferably 0.13 or more, even more preferably 0.15 or more, preferably 2 or less, more preferably 1.5 or less, even more preferably 1.0 or less, and even more preferably 0.8 or less.

[0069] [9] A hair cleansing composition according to any one of the above [1] to [8], wherein the pH at 25°C when it is a 5% by mass aqueous solution is preferably 2 or higher, more preferably 3 or higher, less than 5, preferably 4.5 or lower, and more preferably 4 or lower.

[10] A hair cleansing composition according to any one of the above [1] to [9], further comprising one or more selected from fatty acid polyoxyethylene sorbitan esters and polyoxyethylene alkyl ethers.

[11] The hair cleansing composition of the present invention, wherein the content of one or more selected from fatty acid polyoxyethylene sorbitan esters and polyoxyethylene alkyl ethers is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.5% by mass or more, preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

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

[11] , further containing a basic amino acid.

[13] The hair cleansing composition of the present invention of the present invention wherein the content of basic amino acids is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, preferably 15% by mass or less, more preferably 12% by mass or less, and even more preferably 10% by mass or less.

[0070]

[14] A method for suppressing hair frizz and / or waviness, comprising applying the hair cleansing compositions described in [1] to

[12] above to the hair and then rinsing the hair.

[15] After applying the hair cleansing compositions described in [1] to

[12] above to the hair, rinse the hair, and use to suppress frizz and / or waves in the hair. [Examples]

[0071] 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.

[0072] [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

[0073] (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)

[0074] (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).

[0075] (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

[0076] (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.

[0077] (vi) Method for measuring pH in hair cleansing compositions Each of the obtained hair cleansing compositions was prepared as a 5% by mass aqueous solution using water, thoroughly stirred, and then measured at 25°C using a pH meter (HM-30R, manufactured by Toa DKK Co., Ltd.).

[0078] [Manufacturing example b1: Production of raw material olefin b1 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.

[0079] [Manufacturing example b2: Production of raw material olefin b2 with 16 carbon atoms] Except for changing the reaction time to 7.5 hours, the same procedure as in production example b1 was used to obtain olefin b2, a C16 raw material with 100% olefin purity. The double bond distribution of the obtained raw material olefin b2 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.

[0080] [Manufacturing example b3: Production of raw material olefin b3 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 b1 to obtain olefin b3, a starting material with 16 carbon atoms and 100% olefin purity. The double bond distribution of the obtained starting material olefin b3 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.

[0081] [Manufacturing example b4: Production of raw material olefin b4 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 b1 to obtain olefin b4, a C16 raw material with 100% olefin purity. The double bond distribution of the obtained raw material olefin b4 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.

[0082] [Manufacturing example b5: Production of raw material olefin b5 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 b1 to obtain olefin b5, a C16 raw material with 100% olefin purity. The double bond distribution of the obtained raw material olefin b5 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 13.2 mass%, and the sum of C7 and C8 positions was 18.4 mass%, with an average double bond position of 4.50.

[0083] [Manufacturing example b6: Production of raw material olefin b6 with 18 carbon atoms] 7000g (25.9 mol) of 1-octadecanol (product name: Calcol 8098, manufactured by Kao Corporation) and 700g (10% 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 11 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 148-158°C / 0.5 mmHg to obtain the starting olefin b6 with 100% olefin purity and 18 carbon atoms. The double bond distribution of the obtained raw material olefin b6 was as follows: 1.8 mass% at C1, 26.4 mass% at C2, 21.1 mass% at C3, 17.5 mass% at C4, 11.7 mass% at C5, 8.3 mass% at C6, 5.9 mass% at C7, and a total of 7.4 mass% at C8 and C9, with an average double bond position of 4.00.

[0084] Table 1 shows the physical properties of the obtained raw material olefins b1 to b6.

[0085] [Table 1]

[0086] [Manufacturing Example 1: Production of C16 internal olefin sulfonate sodium B1] The raw material olefin b1 obtained in production example b1 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 B1. The raw material olefin content in the obtained carbon-16 internal olefin sulfonate sodium B1 was 0.4% by mass, and the inorganic compound content was 0.39% by mass.

[0087] [Manufacturing Example 2: Production of C16 internal olefin sulfonate sodium B2] C16 internal olefin sulfonate sodium B2 was obtained in the same manner as in Production Example 1, except that the raw material olefin b2 obtained in Production Example b2 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium B2 was 0.7% by mass, and the inorganic compound content was 0.49% by mass.

[0088] [Manufacturing Example 3: Production of C16 internal olefin sulfonate sodium B3] C16 internal olefin sulfonate sodium B3 was obtained in the same manner as in Production Example 1, except that the raw material olefin b3 obtained in Production Example b3 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium B3 was 0.5% by mass, and the inorganic compound content was 0.54% by mass.

[0089] [Manufacturing Example 4: Production of C16 internal olefin sulfonate sodium B4] C16 internal olefin sulfonate sodium B4 was obtained in the same manner as in Production Example 1, except that raw material olefin b4 obtained in Production Example b4 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium B4 was 0.4% by mass, and the inorganic compound content was 0.41% by mass.

[0090] [Manufacturing Example 5: Production of C16 internal olefin sulfonate sodium B5] C16 internal olefin sulfonate sodium B5 was obtained in the same manner as in Production Example 1, except that the raw material olefin b5 obtained in Production Example b5 was used as the raw material olefin. The raw material olefin content in the obtained C16 internal olefin sulfonate sodium B5 was 0.3% by mass, and the inorganic compound content was 0.43% by mass.

[0091] [Manufacturing Example 6: Production of C18 internal olefin sulfonate sodium B6] C18 internal olefin sulfonate sodium B6 was obtained in the same manner as in Production Example 1, except that the raw material olefin b6 obtained in Production Example b6 was used as the raw material olefin. The raw material olefin content in the obtained C18 internal olefin sulfonate sodium B6 was 0.5% by mass, and the inorganic compound content was 0.45% by mass.

[0092] The physical properties of the obtained internal olefin sulfonate sodium B1 to B6 are shown in Table 2.

[0093] [Table 2]

[0094] [Examples 1-12, Comparative Examples 1-9] Using internal olefin sulfonate sodium B1 to B6 obtained as needed, hair cleansing compositions with the compositions shown in Tables 3 and 4 were prepared by conventional methods. Specifically, component (A), component (B), and an appropriate amount of water, and other components as needed, 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. Using the obtained hair cleansing compositions, the following steps 1) to 7) were performed, simulating short-duration hair care that is repeated daily, and the effectiveness in reducing frizz and waviness in the hair, the amount of foam generated during application, and the degree to which the hair did not feel stiff during rinsing were evaluated. The results are shown in Tables 3 and 4.

[0095] 《Temperament Reduction Rate》 1) Curled Caucasian hair (manufactured by Kerling International Haarfabrik, European-natural hair remis curly, 30-35 cm) was placed on a flat board and cut at the point of inflection when viewed from above (hereinafter referred to as C-curl hair). This was then immersed in deionized water for 20 minutes and left to stand at 20°C and 50% RH for more than 24 hours. 2) A C-curl hair was placed on 1 mm graph paper and photographed from above. Using the resulting image, the diameter D0 of the circle inscribed in the arc of the C-curl hair was measured. 3) Next, the C-curl hair was immersed in a hair cleansing composition at 40°C for 5 minutes, and then immersed in deionized water for 1 minute. 4) Repeat the operation in step 3) above five times. 5) Next, the obtained C-curl hair was immersed in deionized water for 20 minutes, and then left to stand at 20°C and 50% RH for at least 24 hours. 6) Next, the diameter D of the circle inscribed in the arc of the obtained C-curl hair was measured, and the value of diameter D / diameter D0 was calculated. 7) The operations described in 1) to 6) above were performed on five C-curl hairs that were cut separately, and the average value was calculated as the curl reduction rate, which was used as an indicator to evaluate the effect of reducing curl and waviness in the hair. Furthermore, if the obtained curl reduction rate is 1.10 or higher, it can be judged that the product is highly effective in reducing frizz and waviness in the hair, even if the usage time per application is relatively short.

[0096] Amount of foam generated during application A bundle of 20g of Japanese woman's hair (approximately 15-20cm) was wet with water. Then, 1g of the resulting hair cleansing composition was taken into the hand, and the hair was shampooed by moving the hand to ensure the composition was thoroughly distributed. The amount of foam generated at this time was evaluated by three expert panelists according to the following evaluation criteria, and the average value was calculated. • Evaluation criteria 5: Many 4: Slightly too many 3: Neither 2: Slightly less 1: Few

[0097] (To the point where hair doesn't feel stiff or squeaky after rinsing) After thoroughly wetting a bundle of 20g of Japanese women's hair (approximately 15-20cm long) with water, 1g of the resulting hair cleansing composition was taken into the hand, and the hair was shampooed by moving the hand to ensure the composition was evenly distributed. After rinsing, the degree to which the hair did not feel stiff when combed with fingers was evaluated by three expert panelists according to the following evaluation criteria, and the average value was calculated. • Evaluation criteria 5. Hair doesn't feel stiff or squeaky until the end of rinsing. 4. After about 3 / 4 of the rinsing time has passed, the hair starts to feel stiff. 3. After about half the time has passed between the start and end of rinsing, the hair starts to feel stiff. 2. After about a quarter of the rinsing time has passed, the hair starts to feel stiff. 1: My hair feels squeaky clean from the start of rinsing.

[0098] [Table 3]

[0099] Table 4

Claims

1. The following components (A) and (B): (A) Aromatic sulfonic acid or its salt: 1% by mass or more and 8% by mass or less (B) 4% by mass or more and 25% by mass or less of an internal olefin sulfonic acid or a salt thereof 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.

4. and a pH of 1 or more and less than 5 at 25°C when made into a 5% by mass aqueous solution.

2. 2. The hair cleanser composition according to claim 1, wherein the mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is 0.05 or more and 2 or less.

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 (B) is from 40% by mass to 75% by mass.

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 (B) is from 10% by mass to 35% by mass.

5. The content of internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 3-position is 3. The hair according to claim 1, wherein the amount of (B) is 5% by mass or more and 30% by mass or less. Cleaning composition for use.

6. 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 (B) is 50 / 50 to 100 / 0.

7. The hair cleansing composition according to claim 1 or 2, for suppressing curl and / or wave of hair.