Method for treating keratinous materials

Abstract

To provide a method of treating a keratinous material, such as skin and hair, which can impart sufficient conditioning effects to the treated keratinous material, in particular to improve properties of hair after washing, i.e., the lubricity and flexibility during rinsing, the non-tangling during rinsing, the drying speed, and the manageability of dried hair, and also achieves excellent durability of the conditioning effects.SOLUTION: A method for treating a keratinous material comprises the following step (I) and step (II) in the stated order: the step (I) of applying a detergent composition (A) containing an internal olefin sulfonic acid, which is obtained by sulfonating a starting olefin having an average double bond position of 3.9 to 4.5 inclusive, or a salt thereof (a) to a keratinous material; and the step (II) of applying a conditioning agent composition (B) containing a cationic surfactant (b) to the keratinous material.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a method for treating keratinous materials. [Background technology]

[0002] Internal olefin sulfonic acids having various carbon numbers are known as anionic surfactants. Because internal olefin sulfonates can provide excellent effects as anionic surfactants, they are used in cleansing compositions for keratinous materials such as skin and hair.

[0003] For example, Patent Document 1 discloses that a skin or hair cleanser composition containing an internal olefin sulfonate having from 12 to 24 carbon atoms and a cationic polymer or an amphoteric polymer can impart good foam persistence and rinsing properties, finger-combability during hair rinsing, softness to hair after rinsing and towel drying, and a moist feeling to the skin. Patent Document 2 discloses a composition containing a sulfonate mixture containing an internal olefin sulfonate having 16 carbon atoms and an internal olefin sulfonate having 18 carbon atoms in a predetermined mass ratio, and at least one foam booster or foam enhancer, which has good foaming performance and a good skin feel after use, and is particularly useful as a cleansing product. Patent Document 3 discloses that a surfactant composition containing a predetermined amount of an internal olefin sulfonate having from 16 to 18 carbon atoms, a predetermined amount of an alpha-olefin sulfonic acid having from 12 to 14 carbon atoms, and water can ensure good storage stability and fluidity while containing a high concentration of an internal olefin sulfonate having from 16 to 18 carbon atoms, which can exhibit excellent foaming properties and detergency. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2015-27975 [Patent Document 2] Japanese Patent Application Laid-Open No. 2015-178467 [Patent Document 3] International Publication No. 2017 / 098637 Summary of the Invention [Problem to be solved by the invention]

[0005] Patent Document 1 discloses that blending a cationic polymer or an amphoteric polymer into a skin or hair cleanser composition can impart a pleasant feel to the skin or hair in addition to the basic cleansing performance. However, the use of this cleanser composition alone leaves room for improvement in terms of imparting a sufficient conditioning effect to keratinous materials such as skin and hair and further sustaining the conditioning effect. For example, in the case of hair, imparting a conditioning effect to washed hair can improve lubricity and softness during rinsing, reduce tangling during rinsing, and improve manageability of hair after drying. From the viewpoint of shortening the time required for hair care, an effect of improving the drying speed of hair after washing is also desired. However, even if conditioning treatment is performed to impart the above-mentioned effects to hair after washing with a conventional detergent composition, there has been a problem in that the conditioning effect is lost when the hair is subsequently washed.

[0006] The present invention aims to provide a method for treating keratinous materials such as skin and hair, which can impart a sufficient conditioning effect to the treated keratinous materials, and in particular, improves the lubricity and softness of washed hair during rinsing, the resistance to tangling during rinsing, the drying speed, and the manageability of the dried hair, and further provides an excellent long-lasting conditioning effect. [Means for solving the problem]

[0007] The present inventors have found that the above-mentioned problems can be solved by a method for treating keratinous materials, which comprises, in order, a step of applying a cleanser composition containing a specific internal olefin sulfonic acid or a salt thereof to keratinous materials, and a step of applying a conditioner composition containing a cationic surfactant to keratinous materials. That is, the present invention relates to the following. [1] A method for treating keratinous materials, comprising the following steps (I) and (II) in this order: Step (I): A step of applying a cleanser composition (A) containing an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less to a keratin material. Step (II): applying a conditioner composition (B) containing a cationic surfactant (b) to the keratin material. [2] A cosmetic kit for treating keratinous materials, comprising: a cleanser composition (A) containing an internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less; and a conditioner composition (B) containing a cationic surfactant (b). [3] A composition for treating keratinous substances to be applied to keratinous substances before a conditioner composition (B) containing a cationic surfactant (b) is applied, the composition containing an internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less. [Effects of the Invention]

[0008] According to the present invention, a method for treating keratinous materials can be provided which imparts a sufficient conditioning effect to treated keratinous materials, and in particular, improves the lubricity and softness of washed hair during rinsing, the resistance to tangling during rinsing, the drying speed, and the manageability of dried hair, and further provides an excellent long-lasting conditioning effect. DETAILED DESCRIPTION OF THE INVENTION

[0009] <Definition> In the present invention, "containing component X" is considered to be synonymous with "compound X is blended." In the present invention, the "keratinous material" is exemplified by skin, hair, and nails. The keratinous material to which the treatment method of the present invention is applied is preferably skin or hair, more preferably hair. In the present invention, "conditioning effect" refers to the conditioning effect on keratinous materials after washing with a cleanser composition. For example, when the keratinous material is hair, the hair conditioning effect refers to the effect of improving the lubricity and softness of the hair when rinsing after washing, the resistance to tangling when rinsing, the drying speed, and the manageability of the hair after drying. Furthermore, "persistence of conditioning effect" refers to the fact that the conditioning effect is maintained without being lost even when the keratinous material is further washed after applying the treatment method of the present invention. In the following description, the above effects of the present invention are also collectively referred to as "conditioning effect and its persistence (improvement effect)."

[0010] [Method for treating keratinous materials] The method for treating keratinous materials of the present invention comprises the following steps (I) and (II) in this order: Hereinafter, the method for treating keratinous materials of the present invention will also be simply referred to as the "treatment method of the present invention." Step (I): A step of applying a cleanser composition (A) containing an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less to a keratin material. Step (II): applying a conditioner composition (B) containing a cationic surfactant (b) to the keratin material. The treatment method of the present invention, having the above-described configuration, imparts a sufficient conditioning effect to the treated keratinous material, improves the lubricity and softness of the washed hair when rinsing, and also improves the resistance to tangling when rinsing, the drying speed, and the manageability of the hair after drying, and further provides an excellent durability of the conditioning effect.

[0011] The reason why the treatment method of the present invention provides the above-mentioned effects is not clear, but is presumed to be as follows. The internal olefin sulfonic acid or its salt (a) (hereinafter also referred to as "component (a)") used in the present invention is obtained by sulfonating a raw material olefin having an average double bond position between 3.9 and 4.5, and a cleanser composition (A) containing component (a) exhibits excellent cleansing properties. When the cleanser composition (A) is applied to keratinous materials and washed in step (I), a cleansing effect is obtained, and component (a) remains on the surface of the keratinous materials. Then, in step (II), a conditioner composition (B) containing a cationic surfactant (b) (hereinafter also referred to as "component (b)") is applied to the keratinous materials. Component (a) present on the surface of the keratinous materials and component (b) in the conditioner composition (B) ionic interact with each other to form a complex, which remains on the surface of the keratinous materials. Because this complex is a gel-like substance that easily absorbs water, it is believed that the formation of this complex contributes to the excellent conditioning effect of the present invention.

[0012] <Process (I)> In step (I), a cleanser composition (A) containing an internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position between 3.9 and 4.5 is applied to keratinous materials. The cleanser composition (A) exhibits excellent cleansing properties due to the inclusion of component (a). Furthermore, by applying the cleanser composition (A) to keratinous materials in step (I) and then subjecting the material to step (II), a complex formed by components (a) and (b) is adsorbed onto the surface of the keratinous materials, imparting sufficient and sustained conditioning effects to the treated keratinous materials.

[0013] (Detergent composition (A)) The cleanser composition (A) used in step (I) contains, as component (a), an internal olefin sulfonic acid or a salt thereof obtained by sulfonating a raw material olefin having an average double bond position between 3.9 and 4.5, from the viewpoints of exhibiting excellent cleansing properties and imparting a conditioning effect and its durability to the treated keratinous material.

[0014] [Internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less] The internal olefin sulfonic acid or a salt thereof, which is component (a), is obtained by sulfonating a raw material olefin having an average double bond position of from 3.9 to 4.5. That is, the internal olefin sulfonic acid or a salt thereof, which is component (a), is a compound obtained by sulfonating a raw material olefin having an average double bond position within a specific range, specifically, by sulfonating the raw material olefin, followed by neutralization and hydrolysis.

[0015] Examples of salts of internal olefin sulfonic acid 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. These internal olefin sulfonates do not necessarily have to be in the form of a salt from the beginning, and a salt formed by a neutralization reaction during production may also be used. Among these, from the viewpoints of exerting excellent cleansing properties, imparting a conditioning effect and its durability to keratinous materials after treatment, and ease of production, the salt of internal olefin sulfonic acid is preferably at least one selected from the group consisting of sodium salts, potassium salts, ammonium salts, and 2-aminoethanol salts, more preferably at least one selected from the group consisting of sodium salts and potassium salts, and even more preferably sodium salts, i.e., sodium internal olefin sulfonate is even more preferred.

[0016] Furthermore, the internal olefin sulfonic acid or its salt, component (a), which is a product obtained from such raw olefin, is mainly a mixture of hydroxyalkanesulfonic acid or its salt (hydroxy form, abbreviated as "HAS") and olefin sulfonic acid or its salt (olefin form, abbreviated as "IOS").

[0017] The starting olefins used for component (a) primarily contain double bonds located within the carbon chain, but may contain trace amounts of so-called α-olefins, in which the double bond is located at the first position of the carbon chain. Sulfonation of such starting olefins primarily produces β-sultone, with some of the β-sultone converting to γ-sultone and olefin sulfonic acid. These are then converted to hydroxyalkanesulfonic acid or its salt and olefin sulfonic acid or its salt in the neutralization and hydrolysis steps (e.g., J. Am. Oil Chem. Soc. 69, 39 (1992)). Furthermore, the hydroxy group of the resulting hydroxyalkanesulfonic acid or its salt is located within the alkane chain, and the double bond of the olefin sulfonic acid or its salt is located within the olefin chain. Therefore, in this specification, these products and mixtures thereof are collectively referred to as component (a), internal olefin sulfonic acid or a salt thereof.

[0018] From the viewpoints of exerting excellent cleansing properties and imparting a conditioning effect and its durability to keratinous materials after treatment, the number of carbon atoms in component (a) and the raw material olefin is preferably 12 or more, more preferably 14 or more, even more preferably 16 or more, and is preferably 24 or less, more preferably 22 or less, even more preferably 20 or less, and still more preferably 18 or less. The number of carbon atoms in component (a) and the raw material olefin is preferably 12 to 24, more preferably 14 to 22, even more preferably 14 to 20, and even more preferably 16 to 18.

[0019] The raw material olefin forming component (a) has an average double bond position of from 3.9 to 4.5. Raw material olefins having such an average double bond position have a broad double bond distribution, including a trace amount of 1-position. The double bond positions and their distribution in the raw olefins can be confirmed by measurement using a gas chromatograph mass spectrometer (abbreviated as "GC-MS"). Specifically, components with different carbon chain lengths and double bond positions are accurately separated using a gas chromatograph analyzer (hereinafter abbreviated as "GC"), and each is subjected to a mass spectrometer (abbreviated as "MS"), whereby the double bond positions can be identified and determined from the respective GC peak areas.

[0020] On the other hand, for component (a) obtained by sulfonating such raw olefins, the closer the sulfonic acid group introduced by sulfonation is to the carbon chain, the more difficult its separation becomes, and therefore, at present, no reliable analytical method exists. However, it is reasonably assumed that the positions of the sulfonic acid groups in component (a) roughly correspond to the double bond positions in the raw olefins and show a broad distribution without excessive uneven distribution, including the 1-position. Therefore, in the present invention, component (a) is defined based on the value of the average double bond position in the raw olefins that are the starting material.

[0021] Component (a) used in the present invention is an internal olefin sulfonic acid or a salt thereof obtained from a raw material olefin having the above-mentioned average double bond position value, i.e., a broad double bond distribution, in which the sulfonic acid groups are present at broad positions on the carbon chain without being excessively unevenly distributed. Component (a) obtained from the above-mentioned raw material olefin has sulfonic acid groups present at broad positions on the carbon chain without being excessively unevenly distributed, and contains an appropriate mixture of internal olefin sulfonic acids or salts thereof having carbon chains of various lengths from the sulfonic acid group bonding position to the terminal, allowing the product to exhibit good low-temperature storage stability while maintaining excellent cleaning effect. The average double bond position (unit: position) in the raw material olefin means the average value of the double bond positions of each raw material olefin present in the total amount of the raw material olefin, and is a value calculated by the following formula (1).

[0022]

number

[0023] The average double bond position in the raw material olefin forming component (a) is 3.9 or higher, preferably 4.0 or higher, more preferably 4.1 or higher, from the viewpoint of ensuring good low-temperature storage stability. Furthermore, the average double bond position in the raw material olefin is 4.5 or lower, preferably 4.4 or lower, more preferably 4.3 or lower, from the viewpoint of ensuring excellent cleaning effect. The average double bond position in the raw material olefin is 3.9 to 4.5, preferably 4.0 to 4.4, more preferably 4.1 to 4.3.

[0024] In the raw material olefins, the content of raw material olefins having a double bond at position 2 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, and preferably 35% by mass or less, more preferably 32% by mass or less, and even more preferably 24% by mass or less. In the raw material olefins, the content of raw material olefins having a double bond at position 2 is preferably 10 to 35% by mass, more preferably 15 to 32% by mass, and even more preferably 20 to 24% by mass.

[0025] In the raw material olefins, the content of raw material olefins having a double bond at position 3 is preferably 10% by mass or more, more preferably 14% by mass or more, even more preferably 16% by mass or more, and preferably 30% by mass or less, more preferably 24% by mass or less, and even more preferably 19% by mass or less. In the raw material olefins, the content of raw material olefins having a double bond at position 3 is preferably 10 to 30% by mass, more preferably 14 to 24% by mass, and even more preferably 16 to 19% by mass.

[0026] In the raw material olefins, the content of raw material olefins having a double bond at position 4 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 17% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 19% by mass or less. In the raw material olefins, the content of raw material olefins having 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.

[0027] In the raw material olefins, the content of raw material olefins having a double bond at position 5 is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 13% by mass or more, and preferably 25% by mass or less, more preferably 19% by mass or less, and even more preferably 15% by mass or less. In the raw material olefins, the content of raw material olefins having a double bond at position 5 is preferably 5 to 25% by mass, more preferably 10 to 19% by mass, and even more preferably 13 to 15% by mass.

[0028] In the raw material olefins, the content of raw material olefins having a double bond at the 6-position is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 11% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 13% by mass or less. In the raw material olefins, the content of raw material olefins having a double bond at the 6-position is preferably 5 to 20% by mass, more preferably 7 to 15% by mass, and even more preferably 11 to 13% by mass.

[0029] When the raw material olefins contain olefins having 16 or more carbon atoms, the total content of olefins having double bonds at positions 7 or higher in the raw material olefins is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 12% by mass or more, and preferably 25% by mass or less, more preferably 22% by mass or less, and even more preferably 16% by mass or less. When the raw material olefins contain olefins having 16 or more carbon atoms, the total content of olefins having double bonds at positions 7 or higher in the raw material olefins is preferably 5 to 25% by mass, more preferably 7 to 22% by mass, and even more preferably 12 to 16% by mass.

[0030] When the raw material olefin contains raw material olefins having 16 or more carbon atoms, the mass ratio of the content of raw material olefins having double bonds at positions 3 to 5 to the content of raw material olefins having double bonds at positions 6 to 8 in the raw material olefins (raw material olefin 3~5位 / Raw olefin 6~8位 ) is preferably 1.0 or more, more preferably 1.3 or more, even more preferably 1.7 or more, and preferably 4.0 or less, more preferably 3.5 or less, and even more preferably 2.2 or less. When the raw material olefin contains raw material olefins having 16 or more carbon atoms, the mass ratio of the content of raw material olefins having double bonds at positions 3 to 5 to the content of raw material olefins having double bonds at positions 6 to 8 in the raw material olefins (raw material olefin 3~5位 / Raw olefin 6~8位) is preferably 1.0 to 4.0, more preferably 1.3 to 3.5, and even more preferably 1.7 to 2.2.

[0031] The content of raw material olefins (α-olefins) having a double bond at position 1, which may be unavoidably present in the raw material olefins, is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, even more preferably less than 2.5 mass%, and even more preferably no α-olefins are contained.

[0032] The starting olefin can be obtained by isomerizing (double bond migration) a starting olefin (α-olefin) having a double bond at position 1, which is produced by a dehydration reaction of an alcohol. Specifically, a solid acid catalyst such as alumina is added in an amount of preferably 0.5 parts by mass or more, more preferably 2 parts by mass or more, preferably 15 parts by mass or less, more preferably 10 parts by mass or less, and preferably 0.5 to 15 parts by mass, more preferably 2 to 10 parts by mass, per 100 parts by mass of 1-alkanol. The mixture is then stirred at preferably 220° C. or higher, more preferably 260° C. or higher, and preferably 350° C. or lower, and preferably from 220 to 350° C., more preferably from 260 to 350° C., and isomerization is carried out for preferably 1 hour or more, more preferably 3 hours or more, preferably 30 hours or less, more preferably 10 hours or less, and preferably 1 to 30 hours, more preferably 3 to 10 hours. The product after completion of the reaction can be appropriately distilled to obtain the raw material olefin.

[0033] The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1st to 4th positions in component (a) is preferably 40% by mass or more, more preferably 50% by mass or more, even more preferably 55% by mass or more, and preferably 75% by mass or less, more preferably 70% by mass or less, and even more preferably 68% by mass or less. The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1st to 4th positions in component (a) is preferably 40 to 75% by mass, more preferably 50 to 70% by mass, and even more preferably 55 to 68% by mass.

[0034] The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 2-position in component (a) is preferably 10% by mass or more, more preferably 13% by mass or more, even more preferably 17% by mass or more, and preferably 35% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less. The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 2-position in component (a) is preferably 10 to 35% by mass, more preferably 13 to 30% by mass, and even more preferably 17 to 25% by mass.

[0035] The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is at the 3-position in component (a) is preferably 5% by mass or more, more preferably 11% by mass or more, even more preferably 15% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is at the 3-position in component (a) is preferably 5 to 30% by mass, more preferably 11 to 25% by mass, and even more preferably 15 to 20% by mass.

[0036] The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is at the 4-position in component (a) is preferably 15% by mass or more, more preferably 18% by mass or more, even more preferably 19% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 23% by mass or less. The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is at the 4-position in component (a) is preferably 15 to 30% by mass, more preferably 18 to 25% by mass, and even more preferably 19 to 23% by mass.

[0037] The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position in component (a) is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, and even more preferably less than 2.5 mass%, and it is even more preferable that component (a) does not contain internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position.

[0038] From the viewpoint of improving productivity and reducing impurities, the mass ratio of the hydroxyl (HAS) content to the olefin (IOS) content in component (a) (hydroxyl / olefin) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, still more preferably 75 / 25 to 100 / 0, and even more preferably 75 / 25 to 95 / 5. The mass ratio (hydroxy compound / olefin compound) can be determined based on the HPLC-MS peak area obtained by separating the hydroxy compound and the olefin compound from component (a) by HPLC and subjecting each compound to MS.

[0039] Since component (a) is obtained by sulfonating a raw material olefin, there is a possibility that unreacted raw material olefin and inorganic compounds remain in component (a), and it is preferable that the content of these components is small.

[0040] The content of unreacted raw material olefin in component (a) is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, even more preferably less than 1.5 mass%, and even more preferably less than 1.0 mass%.

[0041] The content of inorganic compounds in component (a) 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.

[0042] Component (a) can be obtained by sulfonating the raw olefin with sulfur trioxide, specifically by sulfonating the raw olefin, neutralizing it, and then hydrolyzing it. More specifically, the amount of sulfur trioxide used in sulfonating the raw material olefin is preferably 0.8 mol or more, more preferably 0.9 mol or more, and even more preferably 0.95 mol or more, per mol of the raw material olefin, from the viewpoints of improving the yield of component (a) and improving reactivity. Furthermore, from the viewpoints of economy and suppressing unnecessary coloration of component (a), the amount of sulfur trioxide used is preferably 1.2 mol or less, more preferably 1.1 mol or less, and even more preferably 1.05 mol or less. Furthermore, the amount of sulfur trioxide used is preferably 0.8 to 1.2 mol, more preferably 0.9 to 1.1 mol, and even more preferably 0.95 to 1.05 mol, per mol of the raw material olefin. The reaction temperature during sulfonation of the raw material olefin is preferably 0°C or higher from the viewpoint of preventing solidification of sulfur trioxide and component (a), and is preferably 50°C or lower from the viewpoint of suppressing unnecessary coloration of component (a). The reaction temperature during sulfonation of the raw material olefin is preferably 0 to 50°C.

[0043] Neutralization involves reacting with an alkali compound such as sodium hydroxide, potassium hydroxide, ammonia, or 2-aminoethanol. Among these, sodium hydroxide is preferred from the viewpoint of easily obtaining the sodium salt of component (a). The amount of the alkali compound added is preferably 1 molar or more, more preferably 1.03 molar or more, per mole of sulfonic acid group, from the viewpoint of suppressing the formation of impurities such as the raw olefin and inorganic salts, and from the viewpoint of improving reactivity. Furthermore, the amount of the alkali compound added is preferably 2.5 molar or less, more preferably 2.0 molar or less, and even more preferably 1.5 molar or less, from the viewpoint of economy and suppressing the formation of impurities such as the raw olefin and inorganic salts. The amount of the alkali compound added is preferably 1.00 to 2.5 molar amounts, more preferably 1.03 to 2.0 molar amounts, and even more preferably 1.03 to 1.5 molar amounts, per mole of sulfonic acid group. The temperature at which the sulfonated raw material olefin is mixed with the alkali compound and the reaction temperature during neutralization are preferably 40°C or lower, more preferably 35°C or lower, from the viewpoint of suppressing the production of impurities such as internal olefins and inorganic salts due to side reactions, and are preferably 0°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and still more preferably 20°C or higher, from the viewpoint of improving reactivity. The temperature at which the sulfonated raw material olefin is mixed with the alkali compound and the reaction temperature are preferably 0 to 40°C, more preferably 10 to 35°C, even more preferably 15 to 35°C, and still more preferably 20 to 35°C.

[0044] The reaction temperature for hydrolysis carried out after neutralization is preferably 120°C or higher, more preferably 140°C or higher, and even more preferably 160°C or higher, from the viewpoint of improving reactivity in the presence of water. Furthermore, the reaction temperature for hydrolysis is preferably 220°C or lower, more preferably 180°C or lower, from the viewpoint of suppressing decomposition of the product. The reaction temperature for hydrolysis is preferably 120 to 220°C, more preferably 140 to 180°C, and even more preferably 160 to 180°C. The reaction time for hydrolysis is preferably 30 minutes or more, more preferably 45 minutes or more, from the viewpoint of completing the reaction. Furthermore, from the viewpoint of improving productivity, the reaction time for hydrolysis is preferably 240 minutes or less, more preferably 180 minutes or less, even more preferably 120 minutes or less, and even more preferably 90 minutes or less. The reaction time for hydrolysis is preferably 30 to 240 minutes, more preferably 45 to 180 minutes, even more preferably 45 to 120 minutes, and even more preferably 45 to 90 minutes. These reactions can be carried out continuously. After completion of the reaction, the product can be purified by extraction, washing, etc.

[0045] From the viewpoint of exhibiting excellent cleansing performance and imparting a conditioning effect and its durability to keratin materials after treatment, the content of component (a) in the cleanser composition (A) is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.3% by mass or more, still more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, still more preferably 2.0% by mass or more, still more preferably 5.0% by mass or more, still more preferably 8.0% by mass or more, and is preferably 30% by mass or less, more preferably 25% by mass or less, still more preferably 20% by mass or less, still more preferably 18% by mass or less, and still more preferably 14% by mass or less. The content of component (a) in the detergent composition (A) is preferably 0.1 to 30 mass%, more preferably 0.2 to 30 mass%, even more preferably 0.3 to 25 mass%, still more preferably 0.5 to 25 mass%, even more preferably 1.0 to 20 mass%, even more preferably 2.0 to 20 mass%, even more preferably 5.0 to 18 mass%, and still more preferably 8.0 to 14 mass%.

[0046] [Cationic polymer] The cleanser composition (A) may contain a cationic polymer to improve the feel of treated hair. Here, the term "cationic polymer" refers to a polymer having a cationic group or a group that exhibits cationic properties when dissolved in water.

[0047] Examples of the cationic polymer include one or more selected from the group consisting of cationized polygalactomannan, cationized hydroxyalkyl cellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamide propyl trimethyl ammonium chloride, and crosslinked cationic polymer. Examples of the cationized polygalactomannan include one or more species selected from the group consisting of cationized guar gum, cationized tara gum, and cationized locust bean gum. Examples of the cationized hydroxyalkyl cellulose include one or more selected from the group consisting of cationized hydroxyethyl cellulose and cationized hydroxypropyl cellulose. Examples of the diallyl quaternary ammonium salt polymer include one or more selected from the group consisting of polydiallyldimethylammonium chloride, diallyldimethylammonium chloride / acrylic acid copolymer, diallyldimethylammonium chloride / acrylamide copolymer, and diallyldimethylammonium chloride / acrylic acid / acrylamide copolymer. Examples of copolymers containing methacrylamidepropyltrimethylammonium chloride include one or more selected from the group consisting of acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymers and acrylic acid / acrylamide / methacrylamidopropyltrimethylammonium chloride copolymers. Examples of crosslinked cationic polymers include N,N-dimethylaminoethyl methacrylate diethyl sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer. Among the above, from the viewpoint of further improving the feel of the hair after treatment, the cationic polymer is preferably one or more selected from the group consisting of cationized hydroxyalkyl cellulose and crosslinked cationic polymer, more preferably cationized hydroxyalkyl cellulose, and even more preferably cationized hydroxyethyl cellulose.

[0048] When the detergent composition (A) contains a cationic polymer, the content of the cationic polymer in the detergent composition (A) is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more, from the viewpoint of improving the feel of the hair after treatment. Furthermore, from the viewpoint of the handleability of the detergent composition (A), the content is preferably 10% by mass or less, more preferably 3% by mass or less, and even more preferably 1% by mass or less. The content of the cationic polymer in the detergent composition (A) is preferably 0.01 to 10% by mass, more preferably 0.05 to 3% by mass, and even more preferably 0.1 to 1% by mass.

[0049] [Electrolyte] It is preferable that the cleanser composition (A) further contains an electrolyte, from the viewpoint of more effectively adsorbing component (a) to the surface of keratinous materials and imparting a high and long-lasting conditioning effect to the treated keratinous materials. When the cleanser composition (A) containing an electrolyte is applied to keratinous materials and then rinsed with water, the electrolyte concentration in the system decreases, which is thought to facilitate adsorption of component (a) to the surface of keratinous materials. In the present invention, the term "electrolyte" refers to a salt compound that undergoes ion dissociation in water. Examples of the electrolyte include sodium chloride, potassium chloride, magnesium chloride, sodium citrate, potassium benzoate, ammonium chloride, sodium carbonate, dipotassium phosphate, monoethanolamine sulfate, etc., and one of these can be used alone or two or more can be used in combination. Among the above, from the viewpoint of water solubility, from the viewpoint of more effectively adsorbing the complex formed by component (a) and component (b) onto the surface of the keratinous material, thereby imparting a high and long-lasting conditioning effect to the keratinous material after treatment, and from the viewpoint of economy, inorganic salts are preferred as the electrolyte, more preferably one or more selected from the group consisting of sodium chloride, potassium chloride, and magnesium chloride, even more preferably one or more selected from the group consisting of sodium chloride and potassium chloride, and even more preferably sodium chloride.

[0050] When the cleanser composition (A) contains an electrolyte, the content of the electrolyte in the cleanser composition (A) is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.3% by mass or more, and is preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, and still more preferably 1% by mass or less, from the viewpoint of more effectively adsorbing component (a) to the surface of keratinous substances and imparting a high and long-lasting conditioning effect to the treated keratinous substances. The content of the electrolyte in the cleanser composition (A) is preferably 0.1 to 10% by mass, more preferably 0.1 to 5% by mass, even more preferably 0.2 to 3% by mass, and still more preferably 0.3 to 1% by mass.

[0051] [Aqueous medium] The detergent composition (A) preferably contains an aqueous medium from the viewpoint of dispersing the component (a) and adjusting the detergent composition (A) to a desired formulation to improve handleability. Examples of aqueous media include water; lower alcohols such as ethanol and isopropyl alcohol; and low-molecular-weight diols and triols having 6 or less carbon atoms, such as 1,3-butylene glycol, glycerin, ethylene glycol, propylene glycol, and dipropylene glycol. These may be used alone or in combination of two or more. Among these, water is preferred as the aqueous medium, as it can also serve as a medium for obtaining component (a) by sulfonating the raw olefin.

[0052] When the detergent composition (A) contains an aqueous medium, from the viewpoint of dispersing the component (a) and adjusting the detergent composition (A) to a desired formulation to improve handleability, the content of the aqueous medium in the detergent composition (A) is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, still more preferably 80% by mass or more, and preferably 99.4% by mass or less.

[0053] [Other ingredients] The cleanser composition (A) may further contain other components, such as a pH adjuster, a surfactant other than the component (a), an antioxidant, a higher alcohol, an oil, an aromatic alcohol, a vitamin, a disinfectant, an anti-inflammatory agent, an antidandruff agent, an antiseptic, a chelating agent, a moisturizer, a pearlizing agent, ceramides, a fragrance, and an ultraviolet absorber.

[0054] (Method for producing detergent composition (A)) The detergent composition (A) can be produced by a conventional method, for example, by blending component (a) and other components, if necessary, and mixing them using a known stirring device or the like.

[0055] (Method of applying the cleaning composition (A)) In step (I), the method of applying the detergent composition (A) to keratinous materials may be, for example, a method of applying, spraying, or casting the detergent composition (A) onto the keratinous materials; a method of immersing the keratinous materials in the detergent composition (A); etc. Among these, the method of applying the detergent composition (A) to the keratinous materials is preferred. The keratinous material to which the cleansing composition (A) is applied may be dry or wet.

[0056] The amount of the detergent composition (A) applied to a keratinous substance is not particularly limited. For example, when the keratinous substance is hair, from the viewpoint of hair cleansing performance, the bath ratio of the detergent composition (A) to the dry mass of the hair to which it is applied (mass of the detergent composition (A) / dry mass of the hair to which it is applied) is preferably 0.005 or more, more preferably 0.01 or more, even more preferably 0.05 or more, and preferably 20 or less, more preferably 15 or less, even more preferably 12 or less. The bath ratio of the detergent composition (A) to the dry mass of the hair to which it is applied (mass of the detergent composition (A) / dry mass of the hair to which it is applied) is preferably 0.005 to 20, more preferably 0.01 to 15, even more preferably 0.05 to 12. The detergent composition (A) may be applied to the entire head of hair or to a part of the hair.

[0057] After applying the detergent composition (A) to the keratinous material, it is preferable to carry out a cleaning operation appropriate for the type and location of the keratinous material, such as spreading the detergent composition (A) and blending it into the surface of the keratinous material, or lathering the detergent composition (A) on the surface of the keratinous material. After applying the detergent composition (A) to keratinous materials or after carrying out the above-mentioned washing operation, it is preferable to carry out a step of rinsing the detergent composition with water, warm water or the like. After rinsing off the cleanser composition (A), the keratinous material may be subjected to step (II) as is without drying, or may be subjected to step (II) after first being dried. In the case of hair, the keratinous material may be dried, for example, by towel drying, natural drying, or forced drying using a hair dryer or the like. These drying methods may also be combined.

[0058] <Process (II)> In step (II), a conditioning agent composition (B) containing a cationic surfactant (b) is applied to the keratinous material. In the treatment method of the present invention, by carrying out steps (I) and (II) in order, it is possible to impart a conditioning effect and its durability to the treated keratinous material.

[0059] (Conditioning agent composition (B)) The conditioner composition (B) used in step (II) contains a cationic surfactant as component (b) from the viewpoint of imparting a conditioning effect and its durability to the treated keratinous material.

[0060] [Cationic surfactant (b)] Examples of the cationic surfactant (b) (hereinafter also referred to as "component (b)") used in the conditioner composition (B) include (i) alkyltrimethylammonium salts, (ii) alkoxyalkyltrimethylammonium salts, (iii) dialkyldimethylammonium salts, (iv) alkylamidoalkyltrimethylammonium salts, (v) alkyldimethylamines and salts thereof, (vi) alkoxyalkyldimethylamines and salts thereof, and (vii) alkylamidoalkyldimethylamines and salts thereof, and one or more of these may be used.

[0061] (i) Examples of alkyltrimethylammonium salts include alkyltrimethylammonium salts having an alkyl group preferably having from 12 to 22 carbon atoms, more preferably from 16 to 20 carbon atoms. Specific examples include cetyltrimethylammonium chloride (cetrimonium chloride), stearyltrimethylammonium chloride (steartrimonium chloride), and behenyltrimethylammonium chloride. (ii) Examples of alkoxyalkyltrimethylammonium salts include alkoxyalkyltrimethylammonium salts having an alkoxy group preferably having from 12 to 22 carbon atoms, more preferably from 16 to 20 carbon atoms. Specific examples include stearoxypropyltrimethylammonium chloride, stearoxyethyltrimethylammonium chloride, and stearoxyhydroxypropyltrimethylammonium chloride. (iii) Examples of dialkyldimethylammonium salts include dialkyldimethylammonium salts having an alkyl group preferably having 12 to 22 carbon atoms, more preferably 16 to 20 carbon atoms, and specific examples thereof include distearyldimethylammonium chloride. (iv) Examples of alkylamidoalkyltrimethylammonium salts include alkylamidoalkyltrimethylammonium salts having preferably an alkyl group having 11 to 21 carbon atoms, more preferably 13 to 19 carbon atoms, and specific examples thereof include palmitamidopropyltrimethylammonium chloride (palmitamidopropyltrimonium chloride).

[0062] (v) Alkyldimethylamine, (vi) alkoxyalkyldimethylamine, and (vii) alkylamidoalkyldimethylamine react with an acid to form a tertiary amine salt, which becomes a cationic surfactant. The alkyl group in (v) alkyldimethylamines and salts thereof, and (vi) alkoxyalkyldimethylamines and salts thereof is preferably an alkyl group having 12 to 22 carbon atoms, more preferably 16 to 20 carbon atoms. (vii) The alkyl group in the alkylamidoalkyldimethylamine and salts thereof is preferably an alkyl group having 11 or more and 21 or less carbon atoms, more preferably 15 or more and 19 or less carbon atoms.

[0063] The amines (v) to (vii) may be reacted with an acid in advance to form a salt and then incorporated into the conditioner composition (B). Alternatively, the amines may be incorporated into the conditioner composition (B) as they are, and then an acid may be incorporated into the conditioner composition (B) to form a salt therein. Therefore, the above amines and their salts are defined herein as cationic surfactants. The content of the amines is calculated in terms of the mass of the amine.

[0064] Examples of the amine salts (v) to (vii) include salts with organic or inorganic acids. Examples of organic acids include monocarboxylic acids such as acetic acid and propionic acid; dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid; polycarboxylic acids such as polyglutamic acid; hydroxycarboxylic acids such as glycolic acid, lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid, and citric acid; and acidic amino acids such as glutamic acid and aspartic acid. Examples of inorganic acids include hydrochloric acid, sulfuric acid, and phosphoric acid. Among these, organic acids are preferred, and one or more selected from the group consisting of dicarboxylic acids, hydroxycarboxylic acids, and acidic amino acids are more preferred. The dicarboxylic acid is more preferably one or more selected from the group consisting of maleic acid and succinic acid. The hydroxycarboxylic acid is more preferably one or more selected from the group consisting of glycolic acid, lactic acid, and malic acid. The acidic amino acid is more preferably glutamic acid.

[0065] (v) Examples of alkyldimethylamines and salts thereof include N,N-dimethylbehenylamine, N,N-dimethylstearylamine, and organic acid salts thereof, with N,N-dimethylbehenylamine lactate and N,N-dimethylstearylamine glycolate being preferred.

[0066] (vi) Examples of alkoxyalkyldimethylamines and salts thereof include N,N-dimethyl-3-hexadecyloxypropylamine, N,N-dimethyl-3-octadecyloxypropylamine, and organic acid salts thereof, and N,N-dimethyl-3-hexadecyloxypropylamine or a salt thereof, and N,N-dimethyl-3-octadecyloxypropylamine (stearoxypropyldimethylamine) or a salt thereof are preferred.

[0067] (vii) Examples of alkylamidoalkyldimethylamines and salts thereof include N-[3-(dimethylamino)propyl]docosanamide, N-[3-(dimethylamino)propyl]stearamide, and organic acid salts thereof, and preferred are the lactate salt of N-[3-(dimethylamino)propyl]docosanamide and the glycolate salt of N-[3-(dimethylamino)propyl]stearamide.

[0068] Among the above, the cationic surfactant (b) is preferably at least one selected from the group consisting of (i) alkyltrimethylammonium salts and (vii) alkylamidoalkyldimethylamines and salts thereof, from the viewpoint of imparting a conditioning effect and its durability to the treated keratinous material, and more preferably at least one selected from the group consisting of cetyltrimethylammonium chloride (cetrimonium chloride), stearyltrimethylammonium chloride (steartrimonium chloride), behenyltrimethylammonium chloride, and N,N-dimethyl-3-octadecyloxypropylamine.

[0069] From the viewpoint of imparting a conditioning effect and its durability to the treated keratinous materials, the content of component (b) in conditioner composition (B) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, even more preferably 1.0% by mass or more, still more preferably 2.0% by mass or more, even more preferably 3.0% by mass or more, and is preferably 25% by mass or less, more preferably 20% by mass or less, even more preferably 15% by mass or less, and even more preferably 10% by mass or less. The content of component (b) in conditioner composition (B) is preferably 0.1 to 25% by mass, more preferably 0.5 to 20% by mass, even more preferably 1.0 to 20% by mass, still more preferably 2.0 to 15% by mass, still more preferably 2.0 to 10% by mass, and even more preferably 3.0 to 10% by mass.

[0070] [Higher alcohol] The conditioner composition (B) may contain a higher alcohol from the viewpoint of further improving the feel of the treated hair. The number of carbon atoms in the higher alcohol is preferably 12 or more and 22 or less. Examples of the higher alcohol include cetyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol, myristyl alcohol, behenyl alcohol, and cetostearyl alcohol, and any of these may be used alone or in combination of two or more.

[0071] When the conditioner composition (B) contains a higher alcohol, the content of the higher alcohol in the conditioner composition (B) is preferably 1.0% by mass or more, more preferably 2.0% by mass or more, even more preferably 3.0% by mass or more, and is preferably 15% by mass or less, more preferably 12% by mass or less, even more preferably 10% by mass or less, from the viewpoint of further improving the feel of the hair after treatment. The content of the higher alcohol in the conditioner composition (B) is preferably 1.0 to 15% by mass, more preferably 2.0 to 12% by mass, even more preferably 3.0 to 10% by mass.

[0072] [Aqueous medium] It is preferable that the conditioner composition (B) contains an aqueous medium from the viewpoint of dispersing the component (b) and adjusting the conditioner composition (B) to a desired dosage form to improve handleability. Examples of aqueous media include water; lower alcohols such as ethanol and isopropyl alcohol; and low-molecular-weight diols and triols having 6 or less carbon atoms, such as 1,3-butylene glycol, glycerin, ethylene glycol, propylene glycol, and dipropylene glycol. These may be used alone or in combination of two or more. Of these, water is preferred as the aqueous medium.

[0073] When the conditioner composition (B) contains an aqueous medium, from the viewpoint of dispersing the component (b) and adjusting the conditioner composition (B) to a desired dosage form to improve handleability, the content of the aqueous medium in the conditioner composition (B) is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, and still more preferably 80% by mass or more, and is preferably 99.9% by mass or less, more preferably 95% by mass or less.

[0074] [Other ingredients] The conditioner composition (B) may further contain other components such as the organic acids or inorganic acids, other pH adjusters, surfactants other than component (b), antioxidants, oils, aromatic alcohols, vitamins, disinfectants, anti-inflammatory agents, antidandruff agents, preservatives, chelating agents, moisturizers, pearlizing agents, ceramides, fragrances, and ultraviolet absorbers.

[0075] (Method for producing conditioner composition (B)) The conditioner composition (B) can be produced by a conventional method, for example, by blending component (b) and other components as needed and mixing them using a known stirring device or the like.

[0076] (Method of applying the conditioner composition (B)) In step (II), the method of applying the conditioner composition (B) to the keratinous material may be, for example, a method of applying, spraying, or casting the conditioner composition (B) onto the keratinous material; a method of immersing the keratinous material in the conditioner composition (B); etc. Among these, the method of applying the conditioner composition (B) to the keratinous material is preferred. The keratinous substance to which the conditioner composition (B) is applied may be dry or wet, but it is preferable to apply the composition to the keratinous substance in a wet state, from the viewpoint of subjecting the keratinous substance treated in step (I) to step (II) as is, and from the viewpoint of efficiently forming a complex and imparting a conditioning effect and its durability to the treated keratinous substance.

[0077] The amount of the conditioner composition (B) applied to a keratinous substance is not particularly limited. For example, when the keratinous substance is hair, from the viewpoint of improving the conditioning effect and its durability, the bath ratio of the conditioner composition (B) to the dry mass of the hair to which it is applied (mass of the conditioner composition (B) / dry mass of the hair to which it is applied) is preferably 0.005 or more, more preferably 0.01 or more, even more preferably 0.05 or more, and preferably 20 or less, more preferably 15 or less, even more preferably 12 or less. The bath ratio of the conditioner composition (B) to the dry mass of the hair to which it is applied (mass of the conditioner composition (B) / dry mass of the hair to which it is applied) is preferably 0.005 to 20, more preferably 0.01 to 15, even more preferably 0.05 to 12.

[0078] After applying the conditioner composition (B) to the keratinous material, it is preferable to carry out a step of blending the conditioner composition (B) onto the surface of the keratinous material, followed by rinsing with water, warm water, or the like. From the viewpoint of improving the conditioning effect and its durability, a step of leaving the applied conditioner composition (B) on the keratinous material after application and before rinsing may be carried out. The leaving time is preferably 3 minutes or more, more preferably 5 minutes or more. Furthermore, from the viewpoint of treatment efficiency, the leaving time is preferably 30 minutes or less.

[0079] In the treatment method of the present invention, steps (I) and (II) may be carried out in that order, and it is preferable to repeatedly carry out the series of treatments consisting of washing in step (I) and conditioning in step (II). By repeating the series of treatments in steps (I) and (II), a complex formed by components (a) and (b) is deposited on the surface of the keratin material, which makes it easier to improve the conditioning effect and its durability. The number of times the series of treatments in steps (I) and (II) are repeated is not particularly limited, and is usually two or more times. From the viewpoints of improving the conditioning effect and its durability and of ease of treatment, it is preferably three or more times, and more preferably five or more times.

[0080] [Keratin treatment cosmetic kit] The present invention provides a cosmetic kit for treating keratinous substances (hereinafter also simply referred to as "cosmetic kit") comprising a cleanser composition (A) containing an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less, and a conditioner composition (B) containing a cationic surfactant (b). The cosmetic kit of the present invention can impart a conditioning effect to the treated keratinous material and maintain the effect by applying the cleanser composition (A) and then the conditioner composition (B) to the keratinous material in this order.

[0081] The cleanser composition (A) and the conditioner composition (B) constituting the cosmetic kit of the present invention and their preferred embodiments are the same as those described above. Both the cleanser composition (A) and the conditioner composition (B) can be applied to keratinous materials in the same manner as in the treatment method of the present invention.

[0082] [Composition for treating keratinous materials] The present invention also provides a composition for treating keratinous substances, which is applied to keratinous substances before a conditioner composition (B) containing a cationic surfactant (b), and which contains an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less. The composition for treating keratinous materials of the present invention is applied to keratinous materials before the application of the conditioner composition (B), thereby forming a complex of component (a) and component (b) on the surface of the keratinous materials, thereby imparting a conditioning effect and its durability to the treated keratinous materials. Component (a), conditioner composition (B), and preferred embodiments thereof are the same as those described above.

[0083] The composition for treating keratinous materials containing component (a) may be a cleanser composition, as long as it is a composition that is applied to keratinous materials before the conditioner composition (B). Other compositions for treating keratinous materials include rinse compositions, conditioner compositions, and treatment compositions for keratinous materials. From the viewpoint of improving the conditioning effect and its durability, the composition for treating keratinous materials is preferably a cleanser composition, and more preferably the cleanser composition (A).

[0084] In relation to the above-described embodiments, the present invention further discloses the following. <1> A method for treating keratinous materials, comprising the following steps (I) and (II) in this order: Step (I): A step of applying a cleanser composition (A) containing an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less to a keratin material. Step (II): applying a conditioner composition (B) containing a cationic surfactant (b) to the keratin material. <2> The number of carbon atoms in the component (a) is preferably 12 to 24, more preferably 14 to 22, even more preferably 14 to 20, and still more preferably 16 to 18. <1> A method for treating keratinous materials according to claim 1. <3> the average double bond position in the raw material olefin is preferably 4.0 to 4.4, more preferably 4.1 to 4.3; <1> or <2> A method for treating keratinous materials according to claim 1. <4> In the raw material olefins, the content of raw material olefins having a double bond at the 2-position is preferably 10 to 35 mass%, more preferably 15 to 32 mass%, and even more preferably 20 to 24 mass%. <1> ~ <3> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <5> In the raw material olefins, the content of raw material olefins having a double bond at the 3-position is preferably 10 to 30 mass%, more preferably 14 to 24 mass%, and even more preferably 16 to 19 mass%. <1> ~ <4> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <6> In the raw material olefins, the content of the raw material olefins having a double bond at the 4-position is preferably 10 to 30% by mass, more preferably 15 to 25% by mass, and even more preferably 17 to 19% by mass. <1> ~ <5> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <7> In the raw material olefins, the content of raw material olefins having a double bond at the 5-position is preferably 5 to 25 mass%, more preferably 10 to 19 mass%, and even more preferably 13 to 15 mass%. <1> ~ <6> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <8> In the raw material olefins, the content of raw material olefins having a double bond at the 6-position is preferably 5 to 20 mass%, more preferably 7 to 15 mass%, and even more preferably 11 to 13 mass%. <1> ~ <7> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <9> When the raw material olefins contain raw material olefins having 16 or more carbon atoms, the total content of raw material olefins having double bonds at positions 7 or higher in the raw material olefins is preferably 5 to 25 mass%, more preferably 7 to 22 mass%, and even more preferably 12 to 16 mass%. <1> ~ <8> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <10> When the raw material olefin contains raw material olefins having 16 or more carbon atoms, the mass ratio of the content of raw material olefins having double bonds at positions 3 to 5 to the content of raw material olefins having double bonds at positions 6 to 8 in the raw material olefins (raw material olefin 3~5位 / Raw olefin 6~8位 ) is preferably 1.0 to 4.0, more preferably 1.3 to 3.5, and even more preferably 1.7 to 2.2. <1> ~ <9> 10. A method for treating keratinous materials according to any one of claims 1 to 9.

[0085] <11> In the raw material olefins, the content of raw material olefins (α-olefins) having a double bond at position 1 is preferably less than 5.0% by mass, more preferably less than 3.0% by mass, even more preferably less than 2.5% by mass, and even more preferably zero. <1> ~ <10> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <12> The content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 1st to 4th positions in the component (a) is preferably 40 to 75 mass%, more preferably 50 to 70 mass%, and even more preferably 55 to 68 mass%. <1> ~ <11> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <13> The content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 2-position in the component (a) is preferably 10 to 35 mass%, more preferably 13 to 30 mass%, and even more preferably 17 to 25 mass%. <1> ~ <12> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <14> The content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 3-position in the component (a) is preferably 5 to 30 mass%, more preferably 11 to 25 mass%, and even more preferably 15 to 20 mass%. <1> ~ <13> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <15> The content of the internal olefin sulfonic acid or its salt in which the sulfonic acid group is present at the 4-position in the component (a) is preferably 15 to 30 mass%, more preferably 18 to 25 mass%, and even more preferably 19 to 23 mass%. <1> ~ <14> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <16> The content of internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position in the component (a) is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, even more preferably less than 2.5 mass%, and still more preferably does not contain an internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 1-position. <1> ~ <15> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <17> The mass ratio of the hydroxyl form (HAS) content to the olefin form (IOS) content in the component (a) (hydroxyl form / olefin form) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, still more preferably 75 / 25 to 100 / 0, and still more preferably 75 / 25 to 95 / 5. <1> ~ <16> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <18> the content of the component (a) in the detergent composition (A) is preferably 0.1 to 30 mass%, more preferably 0.2 to 30 mass%, even more preferably 0.3 to 25 mass%, still more preferably 0.5 to 25 mass%, still more preferably 1.0 to 20 mass%, still more preferably 2.0 to 20 mass%, still more preferably 5.0 to 18 mass%, and still more preferably 8.0 to 14 mass%, <1> ~ <17> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <19> the detergent composition (A) contains a cationic polymer, preferably one or more selected from the group consisting of cationized polygalactomannan, cationized hydroxyalkyl cellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamide propyl trimethyl ammonium chloride, and crosslinked cationic polymer, more preferably one or more selected from the group consisting of cationized hydroxyalkyl cellulose and crosslinked cationic polymer, even more preferably cationized hydroxyalkyl cellulose, and still more preferably cationized hydroxyethyl cellulose; <1> ~ <18> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <20> The content of the cationic polymer in the detergent composition (A) is preferably 0.01 to 10% by mass, more preferably 0.05 to 3% by mass, and even more preferably 0.1 to 1% by mass. <19> A method for treating keratinous materials according to claim 1.

[0086] <21> the cleaning composition (A) further contains an electrolyte, preferably an inorganic salt, more preferably one or more selected from the group consisting of sodium chloride, potassium chloride, and magnesium chloride, even more preferably one or more selected from the group consisting of sodium chloride and potassium chloride, and still more preferably sodium chloride; <1> ~ <20> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <22> The content of the electrolyte in the cleaning composition (A) is preferably 0.1 to 10 mass%, more preferably 0.1 to 5 mass%, even more preferably 0.2 to 3 mass%, and still more preferably 0.3 to 1 mass%. <21> A method for treating keratinous materials according to claim 1. <23> The cleaning composition (A) contains an aqueous medium, preferably one or more selected from the group consisting of water, lower alcohols, and low-molecular-weight diols and triols having 6 or less carbon atoms, more preferably water. <1> ~ <22> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <24> The content of the aqueous medium in the cleaning composition (A) is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, still more preferably 80% by mass or more, and is preferably 99.4% by mass or less. <23> A method for treating keratinous materials according to claim 1. <25> In step (I), when the keratinous material is hair, the amount of the detergent composition (A) applied is expressed as a bath ratio of the detergent composition (A) to the dry mass of the hair to which it is applied (mass of the detergent composition (A) / dry mass of the hair to which it is applied) of preferably 0.005 to 20, more preferably 0.01 to 15, and even more preferably 0.05 to 12. <1> ~ <24> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <26> In step (I), after applying the detergent composition (A) to a keratin material, a step of rinsing the detergent composition (A) with water or warm water is carried out. <1> ~ <25> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <27> The cationic surfactant (b) is at least one selected from the group consisting of (i) alkyltrimethylammonium salts, (ii) alkoxyalkyltrimethylammonium salts, (iii) dialkyldimethylammonium salts, (iv) alkylamidoalkyltrimethylammonium salts, (v) alkyldimethylamines and salts thereof, (vi) alkoxyalkyldimethylamines and salts thereof, and (vii) alkylamidoalkyldimethylamines and salts thereof, preferably at least one selected from the group consisting of (i) alkyltrimethylammonium salts and (vii) alkylamidoalkyldimethylamines and salts thereof, more preferably at least one selected from the group consisting of cetyltrimethylammonium chloride (cetrimonium chloride), stearyltrimethylammonium chloride (steartrimonium chloride), behenyltrimethylammonium chloride, and N,N-dimethyl-3-octadecyloxypropylamine. <1> ~ <27> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <28> the content of the cationic surfactant (b) in the conditioner composition (B) is preferably 0.1 to 25 mass%, more preferably 0.5 to 20 mass%, even more preferably 1.0 to 20 mass%, still more preferably 2.0 to 15 mass%, even more preferably 2.0 to 10 mass%, and still more preferably 3.0 to 10 mass%; <1> ~ <27> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <29> The conditioner composition (B) contains one or more higher alcohols, preferably higher alcohols having from 12 to 22 carbon atoms, more preferably cetyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol, myristyl alcohol, behenyl alcohol, and cetostearyl alcohol. <1> ~ <28> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <30> The content of the higher alcohol in the conditioner composition (B) is preferably 1.0 to 15 mass%, more preferably 2.0 to 12 mass%, and even more preferably 3.0 to 10 mass%. <29> A method for treating keratinous materials according to claim 1.

[0087] <31> The conditioner composition (B) contains an aqueous medium, preferably one or more selected from the group consisting of water, lower alcohols, and low-molecular-weight diols and triols having 6 or less carbon atoms, more preferably water. <1> ~ <30> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <32> The content of the aqueous medium in the conditioner composition (B) is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, and still more preferably 80% by mass or more, and is preferably 99.9% by mass or less, more preferably 95% by mass or less. <31> A method for treating keratinous materials according to claim 1. <33> In step (II), the conditioner composition (B) is applied to a wet keratin material. <1> ~ <32> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <34> In step (II), when the keratinous material is hair, the amount of the conditioner composition (B) to be applied is preferably 0.005 to 20, more preferably 0.01 to 15, and even more preferably 0.05 to 12, in terms of a bath ratio of the conditioner composition (B) to the dry mass of the hair to which it is applied (mass of the conditioner composition (B) / dry mass of the hair to which it is applied). <1> ~ <33> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <35> In step (II), after applying the conditioner composition (B) to the keratin material, a step of rinsing the conditioner composition (B) with water or warm water is carried out. <1> ~ <34> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <36> In step (II), after applying the conditioner composition (B) to the keratinous material, a step of leaving the conditioner composition (B) applied in the applied state before rinsing is carried out. <35> A method for treating keratinous materials according to claim 1. <37> A series of treatments including washing in step (I) and conditioning in step (II) is repeated two or more times, preferably three or more times, more preferably five or more times. <1> ~ <36> 10. A method for treating keratinous materials according to any one of claims 1 to 9. <38> A cosmetic kit for treating keratinous materials, comprising: a cleanser composition (A) containing an internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less; and a conditioner composition (B) containing a cationic surfactant (b). <39> A composition for treating keratinous substances that is applied to keratinous substances before a conditioner composition (B) containing a cationic surfactant (b) is applied, and the composition for treating keratinous substances contains an internal olefin sulfonic acid or its salt (a) obtained by sulfonating a raw material olefin having an average double bond position of 3.9 or more and 4.5 or less. <40> The composition for treating keratinous materials containing the component (a) is a cleanser composition, rinse composition, conditioner composition, or treatment composition for keratinous materials. <39> A composition for treating keratinous substances according to claim 1. [Example]

[0088] The present invention will be described below with reference to examples, but the present invention is not limited to the scope of the examples. Various physical properties in the examples were measured by the following methods.

[0089] (i) Method for determining the double bond position of the raw olefin The double bond positions of the raw olefins were measured by gas chromatography (hereinafter abbreviated as GC). Specifically, the raw olefins were reacted with dimethyl disulfide to form dithiolated derivatives, and then each component was separated by GC. The double bond positions of the raw olefins were determined from the respective peak areas. The apparatus and analytical conditions used for the measurements are as follows: GC equipment: Hewlett Packard "HP6890" Column: Frontier Labs Ultra-Alloy-1HT capillary column, 30 m x 250 μm x 0.15 μm Detector: Hydrogen flame ionization detector (FID) Injection temperature: 300℃ Detector temperature: 350℃ He flow rate: 4.6mL / min

[0090] (ii) Method for measuring the content of sodium internal olefin sulfonate according to the sulfonic acid group bonding position For internal olefin sulfonate sodium salts with sulfonic acid groups bonded to them, the content of each internal olefin sulfonate sodium salt according to the position of the sulfonic acid group bonded to it was measured by high performance liquid chromatography / mass spectrometry (HPLC-MS). Specifically, the hydroxy forms bonded to the sulfonic acid groups were separated by high performance liquid chromatography (HPLC), and each was identified by mass spectrometry (MS). As a result, the content of each was calculated from the HPLC-MS peak area. The apparatus and conditions used for the measurement are as follows: HPLC equipment: Shimadzu Corporation "LD20ASXR" Column: Thermo Fisher Scientific "ODS Hypersil (registered trademark)", 4.6 x 250 mm, particle size: 3 μm Sample preparation: 1000x dilution with methanol Eluent A: 10 mM ammonium acetate added water Eluent B: 10 mM ammonium acetate added, methacrylonitrile / water = 95 / 5 (v / v) solution Gradient: 0 min (A / B = 60 / 40) → 15.1-20 min (30 / 70) → 20.1-30 min (60 / 40) MS device: Shimadzu Corporation "LCMS-2020" ESI detection: negative ion detection m / z = 321.10 (component (a) with 16 or 18 carbon atoms) Column temperature: 40℃ Flow rate: 0.5mL / min Injection volume: 5 μL

[0091] (iii) Method for measuring the mass ratio of hydroxy compound / olefin compound The mass ratio of hydroxyl / olefin in sodium internal olefin sulfonate was measured by HPLC-MS. Specifically, the hydroxyl and olefin were separated by HPLC and each was identified by MS. The ratio of each was calculated from the HPLC-MS peak area. The apparatus and conditions used for the measurement are as follows: HPLC equipment: Agilent Technologies "Agilent Technology 1100" Column: Chemicals Evaluation and Research Institute, Japan "L-column ODS 4.6 x 150 mm" Sample preparation: 1000x dilution with methanol Eluent A: 10 mM ammonium acetate added water Eluent B: Methanol with 10 mM 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 device: Agilent Technologies "Agilent Technologies 1100MS SL (G1946D)" MS detection: negative ion detection m / z=60-1600, UV240nm

[0092] (iv) Method for measuring the content of raw olefins The content of unreacted raw material olefins in sodium internal olefin sulfonate was measured by GC. Specifically, ethanol and petroleum ether were added to an aqueous solution of sodium internal olefin sulfonate, followed by extraction to obtain olefins in the petroleum ether phase. The amount of raw material olefins was then quantified from the GC peak area. The apparatus and analytical conditions used for the measurements are as follows: GC equipment: Agilent Technologies "Agilent Technologies 6850" Column: Frontier Labs Ultra-Alloy-1HT capillary column, 15 m x 250 μm x 0.15 μm Detector: Hydrogen flame ionization detector (FID) Injection temperature: 300℃ Detector temperature: 350℃ He flow rate: 3.8mL / min

[0093] (v) Method for measuring the content of inorganic compounds The content of inorganic compounds was measured by potentiometric titration and neutralization titration. Specifically, the content of Na2SO4 was measured by the sulfate ion (SO42- ) was determined by potentiometric titration. The NaOH content was determined by neutralization titration with dilute hydrochloric acid.

[0094] Production Example 1 (Production of Sodium Internal Olefin Sulfonate 1 having 16 Carbon Atoms) [Production of raw material olefin 1 having 16 carbon atoms] A flask equipped with a stirrer was charged with 7000 g (28.9 mol) of 1-hexadecanol (product name: Kalcol 6098, manufactured by Kao Corporation) and 350 g (5% by mass based on the raw material alcohol) of γ-alumina (manufactured by STREM Chemicals, Inc.) as a solid acid catalyst, and the reaction was carried out for 8 hours at 280°C while circulating nitrogen (7000 mL / min) through the system under stirring. The alcohol conversion rate after the reaction was 100%. The obtained crude alkene olefin was transferred to a distillation flask and distilled at 136 to 160°C / 4.0 mmHg to obtain raw material olefin 1 having an olefin purity of 100% and a carbon number of 16. The double bond distribution of the obtained raw material olefin 1 was 1.8 mass% at C1, 21.8 mass% at C2, 18.7 mass% at C3, 18.6 mass% at C4, 14.3 mass% at C5, 11.4 mass% at C6, 6.8 mass% at C7, and 6.8 mass% at C8 (the total of C7 and C8 positions was 13.6 mass%), and the average double bond position was 4.17.

[0095] [Sulfonation of raw material olefin 1] The raw material olefin 1 was placed in a thin-film sulfonation reactor equipped with an external jacket, and sulfonation reaction was carried out using sulfur trioxide gas under the condition that cooling water at 10°C was passed through the reactor's external jacket. The molar ratio of SO3 / internal olefin during the sulfonation reaction was set to 1.01. The obtained sulfonated product was mixed with an alkaline aqueous solution prepared with 1.04 molar equivalents of sodium hydroxide (alkali agent) relative to the theoretical acid value, and neutralized at 30°C for 1 hour using a continuous method. The obtained neutralized product was heated in an autoclave at 170°C for 1 hour to carry out hydrolysis, yielding sodium internal olefin sulfonate 1 with a carbon number of 16. The content of raw material olefin in the obtained sodium internal olefin sulfonate 1 with a carbon number of 16 was 0.4 mass%, and the content of inorganic compounds was 0.39 mass%.

[0096] The physical properties of the obtained sodium internal olefin sulfonate 1 are shown in Table 1.

[0097] [Table 1]

[0098] Examples 1 to 4 and Comparative Examples 1 to 4 (Hair Treatment Method and Evaluation (1)) (Preparation of Cleaning Composition and Conditioning Composition) A cleanser composition and a conditioner composition were prepared by blending the components according to the formulation shown in Table 2 and then mixing until uniform. Each cleanser composition was adjusted to have a pH of 4.3 at 25°C. The blending amounts shown in the tables of this example are the amount of active ingredient (% by mass) of each component. (Process (I)) 5 g of dry tresses were moistened with warm water at 35 to 40°C, and then 2 g of each detergent composition was applied and lathered for 30 seconds to wash the hair. The hair was then rinsed with running water at 35 to 40°C for 30 seconds to wash away the detergent composition. (Step (II)) 2 g of the conditioner composition of each example was applied to the tresses treated in step (I) and allowed to soak in. The tresses were then rinsed with running water at 35 to 40°C for 30 seconds to wash away the conditioner composition. The series of steps (I) to (II) was repeated a total of five times to treat hair. The treated hair strands were further washed with 2 g of each detergent composition used in step (I), and the lubricity during rinsing, softness during rinsing, tangle-freeness during rinsing, manageability after towel drying, manageability after drying, drying speed, and durability of conditioning effect were evaluated according to the following procedures. The results are shown in Table 2. Regarding lubricity during rinsing, flexibility during rinsing, reduction of tangles during rinsing, manageability after towel drying, and manageability after drying, the evaluation results of the following standard tresses were evaluated on a 4-point scale with a score of 3. After washing tresses once using 2g of the detergent composition of Comparative Example 2 in the same manner as above, 2g of plain conditioner with the following composition was applied and massaged into the hair, and then rinsed with running water at 40°C for 1 minute. This tress was used as a reference tress. The tresses were further washed using 2g of the detergent composition of Comparative Example 2, and evaluated for lubricity during rinsing, softness during rinsing, tangling reduction during rinsing, manageability after towel drying, and manageability after drying using the following procedures. [Composition of plain conditioner] (mass%) Cetyltrimethylammonium chloride (*1) 5.0 Cetyl alcohol (*2) 5.0 Lactic Acid 2.0 Water Balance Total 100.0 (*1) Kao Corporation's "Cortamin 60W" (*2) Kao Corporation's "Kalcol 6098"

[0099] (Lubricity during rinsing) After the treatment, the lubricity of the tress surface was evaluated by sensory evaluation while running water at 35 to 40°C over the tress, and was evaluated according to the following criteria. 4: More lubricious than the standard trace 3: Equivalent to the standard trace 2: Slightly less lubricious than the standard trace 1: No lubrication felt

[0100] (Softness after rinsing) After the treatment, the tresses were subjected to a sensory evaluation of their flexibility while running water at 35 to 40°C, and were evaluated according to the following criteria. 4: More flexible than standard trace 3: Equivalent to the standard trace 2: Slightly less flexible than the standard trace 1: I don't feel any flexibility

[0101] (Less hair tangles when rinsing) After the treatment, the tresses were subjected to a sensory evaluation to check the degree of tangling of the hair during rinsing while running water at 35 to 40°C, and the evaluation was based on the following criteria. 4: Less tangled than the standard trace 3: Equivalent to the standard trace 2: Slightly more prone to tangling than standard trace 1: Significant tangling occurs

[0102] (Stylish after towel drying) After the treatment, the tresses were towel-dried and subjected to a sensory evaluation of the manageability of the hair, and the evaluation was based on the following criteria. 4: Easier to put together than the standard trace 3: Equivalent to the standard trace 2: Slightly less cohesive than the standard trace 1: It doesn't come together

[0103] (Holds together after drying) The treated tresses were dried using a Panasonic Corporation dryer "EH-NA94" (TURBO mode) at a distance of 5 cm while combing with a hand comb and a comb for 4 minutes. After complete drying, a sensory evaluation was performed on the manageability of the hair, and it was evaluated according to the following criteria. 4: Easier to put together than the standard trace 3: Equivalent to the standard trace 2: Slightly less cohesive than the standard trace 1: It doesn't come together

[0104] (Drying speed) The treated tresses were dried using a Panasonic Corporation dryer "EH-NA94" (TURBO mode) at a distance of 5 cm, while being combed with a hand comb 20-40 times per 30 seconds. The moisture content of the hair was recorded every 30 seconds, and the time until the moisture content reached 0.5% or less was measured.

[0105] (Long-lasting conditioning effect) After the treatment, step (I) (application of the detergent composition, washing, and rinsing) was repeated using the detergent composition used in each example. The conditioning effect of the tresses was evaluated sensorily each time step (I) was performed, and the number of washes in step (I) that maintained the conditioning effect after the treatment was evaluated according to the following criteria. 5: 5 or more times 4:4 times 3:3 times 2:2 times 1:1 times 0: None

[0106] [Table 2]

[0107] *1 (a1) Sodium internal olefin sulfonate 1: Sodium internal olefin sulfonate obtained in Production Example 1 (carbon number: 16, average double bond positions: 4.17) *2 (a') Alkyl sulfate ester salt: Polyoxyethylene (1) alkyl (C10-16) ether ammonium sulfate, "EMAL 125A" manufactured by Kao Corporation *3 (b1) Cetyltrimethylammonium chloride: Kao Corporation's "Cortamin 60W" *4 (b2) Stearyltrimethylammonium chloride: Kao Corporation's "Cortamin 86W" *5 (b3) Behenyltrimethylammonium chloride: Kao Corporation's "Cortamin 2285E" *6 (b4) N,N-dimethyl-3-octadecyloxypropylamine: Kao Corporation's "Farmin DM E-80" *7 Cetyl alcohol: Kao Corporation's "Kalcol 6098"

[0108] The above evaluation (1) is a comparison between a case where sodium internal olefin sulfonate is used in the cleaning composition of step (I) and a case where an alkyl sulfate ester salt is used in place of the sodium internal olefin sulfonate. As shown in Table 2, the methods of Examples 1 to 4, in which sodium internal olefin sulfonate was used in the cleaning composition in step (I), exhibited superior effects of the invention to those of Comparative Examples 1 to 4, in which an alkyl sulfate ester salt was used in place of sodium internal olefin sulfonate in the cleaning composition in step (I).

[0109] Examples 5 to 12 (Hair Treatment Method and Evaluation (2)) (Preparation of Cleaning Composition and Conditioning Composition) A cleanser composition and a conditioner composition were prepared by blending the components according to the formulations shown in Table 3 and mixing until homogeneous. The pH of each cleanser composition was adjusted to 4.3 at 25°C. (Process (I)) 5 g of dry tresses were moistened with warm water at 35 to 40°C, and then 2 g of each detergent composition was applied and lathered for 30 seconds to wash the hair. The hair was then rinsed with running water at 35 to 40°C for 30 seconds to wash away the detergent composition. (Step (II)) 2 g of the conditioner composition of each example was applied to the tresses treated in step (I) and allowed to soak in. The tresses were then rinsed with running water at 35 to 40°C for 30 seconds to wash away the conditioner composition. The series of steps (I) to (II) above was repeated a total of five times to treat hair. The treated hair strands were further washed with 2 g of each detergent composition used in step (I), and the lubricity during rinsing, softness during rinsing, tangle-freeness during rinsing, manageability after towel drying, manageability after drying, drying speed, and durability of conditioning effect were evaluated in the same manner as above. The results are shown in Table 3. However, for lubricity during rinsing, softness during rinsing, reduction of tangling during rinsing, manageability after towel drying, and manageability after drying, the evaluation results for the reference tress were given a "score of 1," and the evaluation results for the tress used in Example 9 were given a "score of 5," and were rated on a 5-point scale. Results equivalent to the evaluation results for the reference tress were given a "score of 1," results equivalent to the evaluation results for Example 9 were given a "score of 5," results slightly better than the reference tress were given a "score of 2," results slightly worse than Example 9 were given a "score of 4," and results intermediate between scores 2 and 4 were given a "score of 3."

[0110] [Table 3]

[0111] *1 (a1) Sodium internal olefin sulfonate 1: Sodium internal olefin sulfonate obtained in Production Example 1 (carbon number: 16, average double bond positions: 4.17) *3 (b1) Cetyltrimethylammonium chloride: Kao Corporation's "Cortamin 60W" *7 Cetyl alcohol: Kao Corporation's "Kalcol 6098" *8 Polyquaternium-10: O-[2-hydroxy-3-(trimethylammonio)propyl]hydroxyethylcellulose chloride, Kao Corporation "Cacicero L-150"

[0112] The above evaluation (2) is based on stricter evaluation criteria than the above evaluation (1), and is intended to explore a more suitable range within the scope of the method of the present invention. In Examples 5 to 12, the content of sodium internal olefin sulfonate in the detergent composition used in step (I) and the content of cationic surfactant in the conditioner composition used in step (II) were changed. As shown in Table 3, it can be seen that the methods of Examples 9 to 12, preferably Examples 9 and 10, provide better effects of the present invention. [Industrial Applicability]

[0113] According to the present invention, a method for treating keratinous materials can be provided which imparts a sufficient conditioning effect to treated keratinous materials, improves the lubricity and softness of washed hair during rinsing, reduces tangling during rinsing, drastically reduces drying time, and improves manageability of dried hair, and further provides excellent durability of the conditioning effect.

Claims

1. A method for treating keratinous materials, comprising the following steps (I) and (II) in this order: Step (I): A step of applying to a keratinous substance a cleanser composition (A) containing 1.0 to 20 mass% of an internal olefin sulfonic acid or a salt thereof (a) having 16 carbon atoms obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of from 4.0 to 4.4, wherein the content of raw material olefins having 16 carbon atoms and double bonds at position 1 is less than 5.0 mass% and the content of raw material olefins having 16 carbon atoms and double bonds at position 7 or higher is 12 to 16 mass%. Step (II): applying a conditioner composition (B) containing a cationic surfactant (b) to the keratin material.

2. A method for treating keratinous materials, comprising the following steps (I) and (II) in order: Step (I): applying to a keratinous substance a cleanser composition (A) containing 1.0 to 20 mass% of an internal olefin sulfonic acid or a salt thereof (a) of C16 obtained by sulfonating a C16 starting olefin having an average double bond position of from 4.0 to 4.4, wherein the content of the C16 starting olefin having a double bond at position 2 is 20 to 24 mass%, the content of the C16 starting olefin having a double bond at position 3 is 16 to 19 mass%, the content of the C16 starting olefin having a double bond at position 4 is 17 to 19 mass%, the content of the C16 starting olefin having a double bond at position 5 is 13 to 15 mass%, and the content of the C16 starting olefin having a double bond at position 6 is 11 to 13 mass%. Step (II): applying a conditioner composition (B) containing a cationic surfactant (b) to the keratin material.

3. 3. The method for treating keratinous materials according to claim 1, wherein the content of the internal olefin sulfonic acid or its salt (a) in the cleansing composition (A) is 5.0% by mass or more and 18% by mass or less.

4. The method for treating a keratinous material according to claim 1 or 2, wherein the content of the cationic surfactant (b) in the conditioner composition (B) is 0.5% by mass or more and 20% by mass or less.

5. A cosmetic kit for treating keratinous substances comprising: a cleanser composition (A) containing 1.0 to 20 mass % of an internal olefin sulfonic acid or a salt thereof (a) obtained by sulfonating a carbon atom number 16 raw material olefin having an average double bond position of from 4.0 to 4.4, wherein the content of carbon atom number 1 raw material olefins having a double bond position of less than 5.0 mass % and the content of carbon atom number 16 raw material olefins having a double bond position of from 7 to 12 mass %; and a conditioner composition (B) containing a cationic surfactant (b).

6. A composition for treating keratinous substances is applied to keratinous substances before a conditioner composition (B) containing a cationic surfactant (b) is applied, the composition containing 1.0 to 20 mass % of an internal olefin sulfonic acid or a salt thereof (a) having 16 carbon atoms, which is obtained by sulfonating a raw material olefin having 16 carbon atoms and an average double bond position of from 4.0 to 4.4, inclusive, wherein the content of raw material olefins having 16 carbon atoms and having a double bond position at position 1 is less than 5.0 mass % and the content of raw material olefins having 16 carbon atoms and having a double bond position at position 7 or higher is 12 to 16 mass %.

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