Hair washing agent composition
The hair cleansing composition, which incorporates a glycolipid biosurfactant and a specific internal olefin sulfonic acid, addresses the challenges of foaming and rinsing feel while ensuring low-temperature stability, resulting in an effective and stable hair washing experience.
Patent Information
- Application Number
- PCT/JP2024/038869
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-11-14
- Filing Date
- 2024-10-31
- Publication Date
- 2025-05-22
AI Technical Summary
Existing hair cleansing compositions do not adequately address the issues of foaming performance when applied to hair and the feel of hair during rinsing, and they lack attention to the low-temperature stability concerns related to the formation of higher order structures in glycolipid biosurfactants.
A hair cleansing composition combining a glycolipid biosurfactant with a specific internal olefin sulfonic acid or its salt, obtained by sulfonating a raw material olefin with a narrow range of average double bond positions, to enhance foaming, smooth foam quality, and low-temperature stability.
The composition achieves excellent hair washing effects with good foaming, smooth foam quality, and softness during rinsing, while maintaining excellent low-temperature stability and reducing the squeaky feeling associated with excessive coacervation.
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Abstract
Description
Hair cleanser composition
[0001] The present invention relates to a hair cleansing composition.
[0002] Biosurfactants are surface-active substances that are mainly produced by microorganisms and have unique functions, and have recently been attracting attention in many fields. Biosurfactants are broadly classified into glycolipid-type, fatty acid-type, peptide-type, and polymer-type biosurfactants. Among these, various developments have been carried out mainly on glycolipid-type biosurfactants because of their high productivity and functionality.
[0003] For example, Patent Document 1 discloses a composition containing a biosurfactant such as a glycolipid or surfactin and a carboxybetaine polymer, which attempts to produce a stable deposit on keratinous materials such as the skin, scalp, and hair. Patent Document 2 also discloses the use of rhamnolipids to attach substances such as cationic polymers from a medium to the surface of hair, etc., and aims to improve hair detangling and combability when applied to hair as a shampoo formulation.
[0004] (Patent Document 1) JP 2021-6509 A (Patent Document 2) JP 2022-523244 A
[0005] The present invention provides a hair cleanser composition containing the following components (A) and (B): (A) a glycolipid biosurfactant; and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a raw material olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4.
[0006] None of the above patent documents have yet fully investigated how to improve the lathering when applied to hair or the feel of hair when rinsing. Furthermore, these patent documents do not address the fact that the formation of a higher-order structure or the elongation of the hydrophobic chain in a glycolipid biosurfactant increases the risk of impairing the low-temperature stability of the composition, and there is still room for improvement.
[0007] Therefore, the present invention relates to a hair cleansing composition that uses a glycolipid biosurfactant, exhibits high performance when applied to hair, and also has excellent low-temperature stability.
[0008] After extensive investigations, the present inventors have found that a hair cleanser composition that exhibits excellent hair washing effects and also exhibits good low-temperature stability can be obtained by using a glycolipid biosurfactant and a specific internal olefin sulfonic acid or a salt thereof, which is obtained by sulfonating a raw material olefin having an extremely limited range of average double bond positions.
[0009] The hair cleanser composition of the present invention, when applied to hair, not only produces good foaming and smooth foam during washing, and leaves hair feeling soft and smooth during rinsing, but also has excellent low-temperature stability, making it a highly useful composition.
[0010]
[0023] Note that "good foaming" when washing hair with the hair cleanser composition of the present invention means foaming power that quickly generates foam when washing hair and a foam volume sufficient to realize the dirt-removing effect. Furthermore, "smooth foam quality" when washing hair with the hair cleanser composition of the present invention means foaming that is refreshing and soft, and also smooth foam quality that allows the user to realize that the protective effect extends from the roots to the tips of the hair. Furthermore, "hair softness" when rinsing hair after washing with the hair cleanser composition of the present invention means not only that the user can realize that the hair as a whole is soft and supple when rinsing, but also that each strand of hair is supple and healthy when finished. Furthermore, "no creaky feeling on hair" during rinsing means that excessive adhesion and residue of the hair cleanser composition on the hair surface is suppressed, allowing the hair to have a smooth feel without any foreign body sensation or discomfort on the hair surface, and also means that unnecessary tangling of individual hair strands is prevented during rinsing, allowing the hair to have a smooth feel and smooth running of fingers through the hair from the roots to the tips and between strands of hair.
[0011] Here, the "absence of hair creaking" during rinsing can be evaluated by the amount of the hair cleanser composition attached to the hair surface after applying the hair cleanser composition to hair, washing, and rinsing. Specifically, this attachment amount refers to the "coacervation amount (g / 100 ml)" (the amount (g) attached to the hair surface per 100 ml of hair cleanser composition). As the measured coacervation amount increases, the amount of the hair cleanser composition attached to the hair surface becomes excessive, resulting in an unpleasant residual feeling and an increased creaky feeling on the hair. The hair cleanser composition of the present invention can control the coacervation amount to an appropriate amount within a range in which the hair protection effect can be perceived, thereby effectively reducing the creaky feeling during rinsing that occurs due to an excessive increase in the coacervation amount.
[0012] Hereinafter, the effects of "good foaming," "smooth foam quality," "imparting softness to hair during rinsing," and "imparting no squeaky feeling to hair during rinsing" when the hair cleanser composition of the present invention is applied to hair will be collectively referred to as the "hair washing effect."
[0013] The "hair cleanser composition" of the present invention not only refers to a composition for cleansing not only hair but also the scalp, and also encompasses a "cleaner composition for head accessories" that is a composition for cleansing head accessories. Here, "hair" primarily refers to human hair, but also encompasses hair cut from a human head. "Head accessories" refers to, for example, hair wigs, hairpieces, weaving, hair extensions, braided hair, hair accessories, doll hair, etc., and "fibers for head accessories" refers to fibers used in such head accessories. Therefore, the hair cleanser composition of the present invention is applicable to hair, scalp, and head accessories including fibers for head accessories. Detailed Description of the Invention
[0014] The present invention will be described in detail below. The hair cleanser composition of the present invention contains a glycolipid biosurfactant as component (A). Biosurfactants are broadly classified into glycolipid, fatty acid, peptide, and polymer types based on the structure of their hydrophilic group. The present invention uses a glycolipid biosurfactant composed of a sugar chain and a lipid. That is, the hair cleanser composition of the present invention contains a glycolipid biosurfactant as component (A) and a specific internal olefin sulfonic acid or a salt thereof as component (B), which will be described later, in addition to the glycolipid biosurfactant. This allows the characteristic structures and performances of the components to exert a synergistic effect, enabling good foaming and the generation of smooth foam quality during cleansing, while also appropriately controlling the amount of coacervation to effectively reduce the squeaky feeling during rinsing, thereby achieving excellent hair washing effects. Furthermore, unwanted precipitation and the like can be effectively suppressed, ensuring good low-temperature storage stability. Specifically, in the hair wash composition of the present invention, the incorporation of the glycolipid biosurfactant of component (A) improves the solubilizing ability of component (B), making it possible to suppress excessive precipitation of coacervate and ensure good low-temperature storage stability.
[0015] Specific examples of component (A) include one or more lipids selected from the group consisting of rhamnolipids, sophorolipids, trehalose lipids, and mannosylalditol lipids. These components (A) may be protonated or may form a salt.
[0016] Rhamnolipid has a structure in which a long-chain hydroxy fatty acid is bound to rhamnose, and is represented by the following formula (1).
[0017]
[0018] (In formula (1), m and n each independently represent an integer of 1 or 2, and a represents an integer of 4 or more and 10 or less. R 1 is H or CH3(CH2) b CH═CHCO—, and b is an integer of 4 or more and 10 or less. 2 represents H or a cation.
[0019] As such rhamnolipid, for example, commercially available products such as REHANCE (registered trademark) One (manufactured by Evonik) can be used.
[0020] Sophorolipids have a structure in which a long-chain hydroxy fatty acid is bound to sophorose, and can exist in two forms: a lactone type (LSL) in which the carboxyl group of the long-chain hydroxy fatty acid and the hydroxy group of sophorose form a cyclic ester bond, and an acid type (ASL) formed by hydrolysis of these. The lactone type sophorolipid is represented by the following formula (2), and the acid type sophorolipid is represented by the following formula (3).
[0021]
[0022]
[0023] (In formula (2) and formula (3), R 3 , R 4 , R 5 and R 6 are synonymous, and R 3 and R 4 R each independently represents H or an acetyl group. 5 represents a saturated or unsaturated hydrocarbon group having 1 to 9 carbon atoms; R 6 represents a saturated or unsaturated hydrocarbon group having 1 to 19 carbon atoms.) As such sophorolipids, for example, commercially available products such as BioToLife (registered trademark) (manufactured by BASF) can be used.
[0024] Trehalose lipid is composed of trehalose and a fatty acid or acid, and is represented by the following formula (4).
[0025]
[0026] (In formula (4), R 7 , R 8 and R 9 each independently represents a saturated or unsaturated hydrocarbon group having 5 to 13 carbon atoms.
[0027] Mannosylalditol lipids have a structure in which a sugar alcohol is bound to mannose, and examples thereof include mannosylerythritol lipid (MEL), mannosylmannitol lipid (MML), mannosylsorbitol lipid (MSL), mannosylarabitol lipid (MAraL), mannosylribitol lipid (MRL), etc. Among these, mannosylerythritol lipid represented by the following formula (5) is preferred.
[0028]
[0029] (In formula (5), R 10 and R 11 each independently represents H or an acetyl group, and p and q each independently represent an integer of 1 or 2.
[0030] As component (A), from the viewpoint of effectively reducing the squeaky feeling during rinsing and achieving excellent hair washing effects, one or more selected from rhamnolipids and sophorolipids are preferred, and rhamnolipids and sophorolipids can also be used in combination.
[0031] The content of component (A) in the hair cleanser composition of the present invention is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of effectively reducing the squeaky feeling during rinsing and effectively promoting the exertion of excellent hair washing effects. Furthermore, the content of component (A) in the hair cleanser composition of the present invention is preferably 4% by mass or less, more preferably 3% by mass or less, and even more preferably 2% by mass or less, from the viewpoint of ensuring good foaming and the generation of smooth foam quality during washing while also ensuring good low-temperature stability. The content of component (A) in the hair cleanser composition of the present invention is preferably 0.05% by mass or more and 4% by mass or less, more preferably 0.05 to 3% by mass, even more preferably 0.1 to 3% by mass, still more preferably 0.1 to 2% by mass, and even more preferably 0.5 to 2% by mass.
[0032] Furthermore, when rhamnolipid is used as component (A), the content of such rhamnolipid in component (A) is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 90% by mass or more, and may even be 100% by mass.
[0033] The hair wash composition of the present invention contains, as component (B), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a raw material olefin having 16 carbon atoms and whose average double bond position is from 3.9 to 4.4. That is, the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (B) is a compound obtained by sulfonating a starting material olefin having an average double bond position within a specific, extremely limited range, and specifically, is a compound obtained by sulfonating the starting material olefin, followed by neutralization and hydrolysis.
[0034] Examples of salts of C16 internal olefin sulfonic acid obtained by sulfonating a C16 starting olefin having an average double bond position of from 3.9 to 4.4 include one or more salts selected from alkali metal salts such as sodium salt and potassium salt; organic amine salts such as ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt, 2-aminoethanol salt, and 2-aminomethylpropanediol salt; and basic amino acid salts such as lysine salt and arginine salt. These C16 internal olefin sulfonate salts do not necessarily need to be in the form of a salt from the beginning, and a salt formed by a neutralization reaction during production may be used. Among these, from the viewpoint of improving low-temperature stability, the salt of C16 internal olefin sulfonic acid is preferably one or more salts selected from sodium salt, potassium salt, ammonium salt, and 2-aminoethanol salt, more preferably one or two salts selected from sodium salt and potassium salt, and even more preferably sodium salt, i.e., sodium C16 internal olefin sulfonate.
[0035] Furthermore, the component (B), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is a product obtained from such a raw material olefin having 16 carbon atoms, is mainly a mixture of a hydroxyalkanesulfonic acid having 16 carbon atoms or a salt thereof (hydroxy form, abbreviated as "HAS") and an olefin sulfonic acid having 16 carbon atoms or a salt thereof (olefin form, abbreviated as "IOS").
[0036] The carbon number 16 raw material olefin used as the starting material for component (B) primarily has double bonds located within the carbon chain, but may also contain trace amounts of so-called α-olefins, in which the double bond is located at position 1 of the carbon chain. When such raw material olefins are sulfonated, β-sultone is primarily produced, with some of the β-sultone converting to γ-sultone and olefin sulfonic acid. Furthermore, these β-sultone, γ-sultone, and olefin sulfonic acid are converted into a hydroxyalkanesulfonic acid having 16 carbon atoms or a salt thereof and a olefin sulfonic acid having 16 carbon atoms or a salt thereof in the neutralization and hydrolysis step (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 (B), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof.
[0037] The carbon number 16 feed olefin that forms the carbon number 16 internal olefin sulfonic acid or its salt of component (B) upon sulfonation has an average double bond position of from 3.9 to 4.4. A carbon number 16 feed olefin exhibiting such an average double bond position has a broad distribution of double bond positions from 2 to 8, including a trace amount of 1. The double bond positions and their distribution in the feed olefin can be confirmed by measurement using a gas chromatograph mass spectrometer (abbreviated as "GC-MS"). Specifically, components differing in carbon chain length and double bond position are accurately separated using a gas chromatograph analyzer (hereinafter abbreviated as "GC"), and each is subjected to a mass spectrometer (abbreviated as "MS") to identify the double bond positions, which are determined from the GC peak area.
[0038] On the other hand, for component (B), an internal olefin sulfonic acid or salt thereof having 16 carbon atoms obtained by sulfonating such a raw material olefin, the closer the sulfonic acid group introduced by sulfonation is to the carbon chain, the more difficult separation becomes, and therefore no reliable analytical method currently exists. However, it is reasonably assumed that the positions of the sulfonic acid groups in component (B) roughly correspond to the double bond positions in the raw material olefin, and show a broad distribution from the 2nd to 8th positions, including the 1st position, without excessive uneven distribution. Therefore, in the present invention, component (B) is defined based on the value of the average double bond position in the raw material olefin, which is the starting material.
[0039] Component (B) used in the present invention is an internal olefin sulfonic acid or a salt thereof obtained from a raw material olefin having the above-mentioned average double bond position, i.e., a broad double bond distribution, and the sulfonic acid groups are distributed over a wide range of positions along the carbon chain without being excessively unevenly distributed. In an internal olefin sulfonic acid or a salt thereof having 16 carbon atoms, if the sulfonic acid groups are distributed over a wide range of positions along the carbon chain, the melting point increases due to the increase in the length of the carbon chain, making precipitation more likely, which may impair low-temperature stability. Furthermore, if the sulfonic acid groups are distributed over a wide range of positions along the carbon chain, excessive coacervate formation may occur, which may impair the feel of hair during rinsing and reduce the hair washing effect. However, in the case of an internal olefin sulfonic acid or a salt thereof having 16 carbon atoms obtained from the above-mentioned raw material olefin, the sulfonic acid groups are distributed over a wide range of positions along the carbon chain without being excessively unevenly distributed, and 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 is present. Therefore, by appropriately controlling the amount of coacervation together with the above-mentioned component (A), it is possible to effectively reduce the squeaky feeling during rinsing, and to exhibit good low-temperature storage stability while maintaining excellent hair washing effects. The same applies when component (B) is sodium internal olefin sulfonate having 16 carbon atoms. The average double bond position (unit: positions) in the carbon atom-containing olefin that is the starting material for component (B) means the average value of the double bond positions of each carbon atom-containing olefin present in the total amount of the carbon atom-containing olefin. Specifically, the average double bond position in the carbon atom-containing olefin is a value calculated by the following formula (6):
[0040]
[0041] (In formula (6), n represents an integer (unit: position) representing the position of the double bond present in the carbon number 16 raw material olefin. Cn represents the content (unit: mass%) of the carbon number 16 raw material olefin in which the double bond is present at the n-th position, relative to 100 mass% of the total amount of carbon number 16 raw material olefin.)
[0042] The average double bond position in the C16 raw material olefin forming component (B) is position 3.9 or higher, preferably position 4.0 or higher, from the viewpoint of sufficiently enhancing the synergistic effect with component (A) and ensuring the expression of good low-temperature storage stability. Furthermore, the average double bond position in the C16 raw material olefin is position 4.4 or lower, preferably position 4.3 or lower, and more preferably position 4.2 or lower, from the viewpoint of appropriately controlling the amount of coacervation with component (A) and ensuring the expression of excellent hair washing effects. Furthermore, the average double bond position in the C16 raw material olefin is position 3.9 or higher and 4.4 or lower, preferably position 4.0 to 4.3, and more preferably position 4.0 to 4.2.
[0043] Furthermore, the content of the carbon number 16 raw material olefin having the double bond at position 2 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 20% by mass or more, and preferably 35% by mass or less, more preferably 32% by mass or less, and even more preferably 24% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having the double bond at position 2 is preferably 10 to 35% by mass, more preferably 15 to 32% by mass, and even more preferably 20 to 24% by mass, based on the carbon number 16 raw material olefin.
[0044] In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 3 is preferably 10% by mass or more, more preferably 14% by mass or more, even more preferably 16% by mass or more, and preferably 30% by mass or less, more preferably 24% by mass or less, and even more preferably 19% by mass or less, in the C16 raw material olefin. In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 3 is preferably 10 to 30% by mass, more preferably 14 to 24% by mass, and even more preferably 16 to 19% by mass.
[0045] The content of the carbon number 16 raw material olefin having a double bond at position 4 is preferably 10% by mass or more, more preferably 15% by mass or more, even more preferably 17% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 19% by mass or less, based on the carbon number 16 raw material olefin. The content of the carbon number 16 raw material olefin having a double bond at position 4 is preferably 10 to 30% by mass, more preferably 15 to 25% by mass, and even more preferably 17 to 19% by mass, based on the carbon number 16 raw material olefin.
[0046] In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 5 is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 13% by mass or more, and preferably 25% by mass or less, more preferably 19% by mass or less, and even more preferably 15% by mass or less, in the C16 raw material olefin. In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 5 is preferably 5 to 25% by mass, more preferably 10 to 19% by mass, and even more preferably 13 to 15% by mass.
[0047] In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 6 is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 11% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 13% by mass or less, in the C16 raw material olefin. In the C16 raw material olefin, the content of the raw material olefin having a double bond at position 6 is preferably 5 to 20% by mass, more preferably 7 to 15% by mass, and even more preferably 11 to 13% by mass.
[0048] In the C16 raw material olefin, the total content of raw material olefins having double bonds at positions 7 or 8 is preferably 5% by mass or more, more preferably 7% by mass or more, even more preferably 12% by mass or more, and preferably 25% by mass or less, more preferably 22% by mass or less, and even more preferably 16% by mass or less, in the C16 raw material olefin. In the C16 raw material olefin, the total content of raw material olefins having double bonds at positions 7 or 8 is preferably 5 to 25% by mass, more preferably 7 to 22% by mass, and even more preferably 12 to 16% by mass, in the C16 raw material olefin.
[0049] In the carbon number 16 feed olefin, the mass ratio of the content of the feed olefin having a double bond at positions 3 to 5 to the content of the feed olefin having a double bond at positions 6 to 8 (feeding olefin at positions 3 to 5 / feeding olefin at positions 6 to 8) is preferably 1.0 or more, more preferably 1.3 or more, even more preferably 1.7 or more, preferably 4.0 or less, more preferably 3.5 or less, and even more preferably 2.2 or less. In addition, in the carbon number 16 feed olefin, the mass ratio of the content of the feed olefin having a double bond at positions 3 to 5 to the content of the feed olefin having a double bond at positions 6 to 8 (feeding olefin at positions 3 to 5 / feeding olefin at positions 6 to 8) is preferably 1.0 to 4.0, more preferably 1.3 to 3.5, and even more preferably 1.7 to 2.2.
[0050] The content of a starting olefin having a double bond at position 1 (α-olefin), which may be unavoidably present in the starting olefin having 16 carbon atoms, is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, and even more preferably less than 2.5 mass%, in the starting olefin having 16 carbon atoms. Alternatively, it is preferable that the starting olefin having 16 carbon atoms does not contain any α-olefin.
[0051] The C16 starting olefin can be obtained by isomerizing (double bond migration) a starting olefin (α-olefin) having a double bond at position 1, which is produced by dehydration of a C16 alcohol. Specifically, a solid acid catalyst such as alumina is added in an amount of preferably 0.5 parts by mass or more, more preferably 2 parts by mass or more, preferably 15 parts by mass or less, more preferably 10 parts by mass or less, and preferably 0.5 to 15 parts by mass, more preferably 2 to 10 parts by mass, per 100 parts by mass of 1-hexadecanol. The isomerization reaction is then carried out with stirring at preferably 220°C or higher, more preferably 260°C or higher, and preferably 350°C or lower, or preferably 220 to 350°C, more preferably 260 to 350°C, for preferably 1 hour or more, more preferably 3 hours or more, preferably 30 hours or less, more preferably 10 hours or less, or preferably 1 to 30 hours, more preferably 3 to 10 hours. The product obtained after the reaction is appropriately distilled to obtain the C16 starting olefin.
[0052] In the C16 internal olefinsulfonic acid or salt thereof of component (B) obtained by sulfonating the above-mentioned C16 raw material olefin, the content of the internal olefinsulfonic acid or salt thereof in which the sulfonic acid groups are located at positions 1 to 4 is preferably 40 mass% or more, more preferably 50 mass% or more, even more preferably 55 mass% or more, and preferably 75 mass% or less, more preferably 70 mass% or less, and even more preferably 68 mass% or less. In the C16 internal olefinsulfonic acid or salt thereof of component (B) obtained by sulfonating the above-mentioned C16 raw material olefin, the content of the internal olefinsulfonic acid or salt thereof in which the sulfonic acid groups are located at positions 1 to 4 is preferably 40 mass% or more and 75 mass% or less, more preferably 50 to 70 mass%, and even more preferably 55 to 68 mass%. When component (B) is an internal sodium olefin sulfonate having 16 carbon atoms, the content of the internal sodium olefin sulfonate having sulfonic acid groups present at positions 1 to 4 in the internal sodium olefin sulfonate having 16 carbon atoms is the same as above.
[0053] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 2-position is preferably 10% by mass or more, more preferably 13% by mass or more, even more preferably 17% by mass or more, and preferably 35% by mass or less, more preferably 30% by mass or less, and even more preferably 25% by mass or less. In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 2-position is preferably 10% by mass or more and 35% by mass or less, more preferably 13 to 30% by mass, and even more preferably 17 to 25% by mass. When component (B) is C16 internal sodium olefin sulfonate, the content of the internal olefin sulfonate in which the sulfonic acid group is located at the 2-position in the C16 internal sodium olefin sulfonate is the same as above.
[0054] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 3-position is preferably 5% by mass or more, more preferably 11% by mass or more, even more preferably 15% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 3-position is preferably 5% by mass or more to 30% by mass, more preferably 11 to 25% by mass, and even more preferably 15 to 20% by mass. When component (B) is C16 internal sodium olefin sulfonate, the content of the internal olefin sulfonate in which the sulfonic acid group is located at the 3-position in the C16 internal sodium olefin sulfonate is the same as above.
[0055] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 4-position is preferably 15% by mass or more, more preferably 18% by mass or more, even more preferably 19% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 23% by mass or less. In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at the 4-position is preferably 15% by mass or more and 30% by mass or less, more preferably 18 to 25% by mass, and even more preferably 19 to 23% by mass. When component (B) is C16 internal sodium olefin sulfonate, the content of the internal olefin sulfonate in which the sulfonic acid group is located at the 4-position in the C16 internal sodium olefin sulfonate is the same as above.
[0056] In the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (B), the content of the internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at position 1 is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, and even more preferably less than 2.5 mass% in component (B), or it is preferable that the internal olefin sulfonic acid having 16 carbon atoms or a salt thereof of component (B) does not contain an internal olefin sulfonic acid or a salt thereof in which the sulfonic acid group is located at position 1. When component (B) is sodium olefin sulfonate having 16 carbon atoms, the content of sodium olefin sulfonate having a sulfonic acid group located at position 1 in the sodium olefin sulfonate having 16 carbon atoms is the same as above, or it is preferable that no sodium olefin sulfonate having a sulfonic acid group located at position 1 is contained.
[0057] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) (hydroxyl form / olefin form) is preferably 50 / 50 to 100 / 0, more preferably 60 / 40 to 100 / 0, even more preferably 70 / 30 to 100 / 0, still more preferably 75 / 25 to 100 / 0, and even more preferably 75 / 25 to 95 / 5, from the viewpoints of improving productivity and reducing impurities. This mass ratio (hydroxyl form / olefin form) is determined based on the HPLC-MS peak areas obtained by separating the hydroxyl form and the olefin form from component (A) by HPLC and subjecting each to MS. When component (B) is C16 internal sodium olefin sulfonate, the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) (hydroxyl form / olefin form) in the C16 internal sodium olefin sulfonate is the same as above.
[0058] Since the component (B), an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, is obtained by sulfonating a raw material olefin, there is a possibility that unreacted raw material olefin and inorganic compounds remain in the component (B). The content of these components is preferably small. The same applies when the component (B) is sodium internal olefin sulfonate having 16 carbon atoms.
[0059] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of unreacted raw material olefin in component (B) is preferably less than 5.0 mass%, more preferably less than 3.0 mass%, even more preferably less than 1.5 mass%, and still more preferably less than 1.0 mass%. When component (B) is C16 internal olefin sulfonate sodium, the content of unreacted raw material olefin in C16 internal olefin sulfonate sodium is the same as above.
[0060] In the C16 internal olefin sulfonic acid or a salt thereof of component (B), the content of inorganic compounds in component (B) is preferably less than 7.5 mass%, more preferably less than 5.0 mass%, even more preferably less than 3.0 mass%, further more preferably less than 2.0 mass%, and still more preferably less than 1.6 mass%. When component (B) is C16 internal sodium olefin sulfonate, the content of inorganic compounds in C16 internal sodium olefin sulfonate is the same as above.
[0061] The content of component (B) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.5% by mass or more, and still more preferably 2% by mass or more, from the viewpoints of effectively reducing the squeaky feeling during rinsing together with component (A) and effectively promoting the exertion of an excellent hair washing effect. Furthermore, the content of component (B) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, still more preferably 10% by mass or less, and still more preferably 8% by mass or less, from the viewpoints of ensuring good low-temperature stability. The content of component (B) in the hair wash composition of the present invention is preferably 0.01% by mass or more and 30% by mass or less, more preferably 0.05 to 15% by mass, even more preferably 0.1 to 12% by mass, still more preferably 0.5 to 12% by mass, still more preferably 2 to 12% by mass, still more preferably 2 to 10% by mass, and still more preferably 2 to 8% by mass.
[0062] The C16 internal olefin sulfonic acid or a salt thereof of component (B) can be obtained by sulfonating the above-mentioned C16 raw material olefin with sulfur trioxide. Specifically, it can be obtained by sulfonating the raw material olefin, followed by neutralization and hydrolysis. 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 mole of the raw material olefin, from the viewpoints of improving the yield of component (B) and improving reactivity. Furthermore, the amount of sulfur trioxide used in sulfonating the raw material olefin is preferably 1.2 mol or less, more preferably 1.1 mol or less, and even more preferably 1.05 mol or less, from the viewpoints of economy and suppressing unnecessary coloration of component (B). Furthermore, the amount of sulfur trioxide used in sulfonating the raw material olefin is preferably 0.8 to 1.2 mol, more preferably 0.9 to 1.1 mol, and even more preferably 0.95 to 1.05 mol, per mole 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 (B), and is preferably 50°C or lower from the viewpoint of suppressing unnecessary coloration of component (B). The reaction temperature during sulfonation of the raw material olefin is preferably 0 to 50°C.
[0063] In the neutralization, an alkali compound such as sodium hydroxide, potassium hydroxide, ammonia, or 2-aminoethanol is reacted. The amount of the alkali compound added is preferably 1.0 molar or more, more preferably 1.03 molar or more, relative to 1 mole of sulfonic acid groups, from the viewpoint of suppressing the formation of impurities such as the raw material 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, relative to 1 mole of sulfonic acid groups, from the viewpoint of economic efficiency and suppressing the formation of impurities such as the raw material olefin and inorganic salts. The amount of the alkali compound added is preferably 1.0 to 2.5 molar amounts, more preferably 1.03 to 2.0 molar amounts, and even more preferably 1.03 to 1.5 molar amounts, relative to 1 mole of sulfonic acid groups. The temperature at which the sulfonated starting olefin and the alkali compound are mixed and the reaction temperature during neutralization are preferably 40° C. or lower, more preferably 35° C. or lower, even more preferably 30° C. or lower, and still more preferably 25° C. or lower, from the viewpoint of suppressing the 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 starting olefin and the alkali compound are mixed and the reaction temperature are preferably 0 to 40° C., more preferably 10 to 35° C., even more preferably 15 to 30° C., and still more preferably 20 to 25° C.
[0064] The reaction temperature for the hydrolysis performed 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 the hydrolysis is preferably 220°C or lower, more preferably 180°C or lower, from the viewpoint of suppressing decomposition of the product. The reaction temperature for the hydrolysis is preferably 120 to 220°C, more preferably 140 to 180°C, and even more preferably 160 to 180°C. From the viewpoint of completing the reaction, the reaction time for the hydrolysis is preferably 30 minutes or longer, more preferably 45 minutes or longer. From the viewpoint of improving productivity, the reaction time for the hydrolysis is preferably 240 minutes or shorter, more preferably 180 minutes or shorter, even more preferably 120 minutes or shorter, and even more preferably 90 minutes or shorter. The reaction time for the 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 performed continuously. After the reaction is complete, the product can be purified by extraction, washing, etc. The same applies to the case where component (B) is sodium internal olefin sulfonate having 16 carbon atoms and such sodium internal olefin sulfonate having 16 carbon atoms is obtained.
[0065] The mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is preferably 0.005 or more, more preferably 0.01 or more, and even more preferably 0.05 or more, from the viewpoints of ensuring good foaming and the generation of smooth foam during washing, while appropriately controlling the amount of coacervation to effectively reduce the squeaky feeling during rinsing and effectively exhibiting excellent hair washing effects. Furthermore, the mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is preferably 0.60 or less, more preferably 0.50 or less, and even more preferably 0.30 or less, from the viewpoints of effectively suppressing unwanted precipitation of components (A) and (B) and exhibiting good low-temperature stability. The mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is preferably 0.005 or more and 0.60 or less, more preferably 0.005 to 0.50, even more preferably 0.01 to 0.50, still more preferably 0.01 to 0.30, and still more preferably 0.05 to 0.30.
[0066] The mass ratio ((A) / {(A)+(B)}) of the content of component (A) to the total content of component (A) and component (B) is preferably 0.001 or more, more preferably 0.01 or more, even more preferably 0.02 or more, still more preferably 0.05 or more, preferably 0.5 or less, more preferably 0.35 or less, and even more preferably 0.25 or less, from the viewpoints of ensuring good foaming and the generation of smooth foam during washing, effectively reducing the squeaky feeling during rinsing by appropriately controlling the amount of coacervation, and effectively exhibiting excellent hair washing effects. The mass ratio ((A) / {(A)+(B)}) of the content of component (A) to the total content of component (A) and component (B) is preferably 0.001 or more and 0.5 or less, more preferably 0.01 to 0.35, even more preferably 0.02 to 0.25, and still more preferably 0.05 to 0.25.
[0067] The hair cleanser composition of the present invention contains, as component (C), an anionic surfactant other than component (B). By containing component (C), it is possible to promote the excellent hair washing effect due to the synergistic effect of components (A) and (B) and also to ensure good low-temperature stability.
[0068] Specific examples of component (C) include one or more selected from sulfonates, amino acid salts, sulfosuccinates, sulfate salts, and carboxylate salts. The sulfonates of component (C) are sulfonates other than component (B), and more specific examples of such sulfonates include one or more selected from aminoethylsulfonates such as N-acylmethyltaurine salts, alkylbenzenesulfonates, alkenylbenzenesulfonates, alkanesulfonates, and C14 α-olefinsulfonates.
[0069] More specifically, the amino acid salts include one or more selected from acyl glutamate, sarcosine derivatives, alanine derivatives, glycine derivatives, and arginine derivatives. The sulfosuccinates include one or more selected from sulfosuccinic acid alkyl ester salts and polyoxyalkylene sulfosuccinic acid alkyl ester salts. The sulfates include one or more selected from alkyl sulfates, alkenyl sulfates, polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkenyl ether sulfates, and polyoxyalkylene alkylphenyl ether sulfates. The carboxylates include one or more selected from fatty acid salts and polyoxyalkylene alkyl ether acetates.
[0070] Among these, from the viewpoint of achieving both an excellent hair washing effect and good low-temperature stability, one or more selected from aminoethylsulfonates, amino acid salts, sulfosuccinates, polyoxyalkylene alkyl ether sulfates, and polyoxyalkylene alkyl ether acetates are preferred, one or more selected from aminoethylsulfonates, amino acid salts, sulfosuccinates, and polyoxyalkylene alkyl ether sulfates are more preferred, and aminoethylsulfonates are even more preferred.
[0071] The content of component (C) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, still more preferably 0.8% by mass or more, and still more preferably 1.5% by mass or more, from the viewpoint of effectively promoting the exertion of excellent hair washing effect due to the synergistic effect of components (A) and (B). Furthermore, the content of component (C) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 12% by mass or less, still more preferably 10% by mass or less, still more preferably 9.3% by mass or less, and still more preferably 8.0% by mass or less, from the viewpoint of ensuring good low-temperature stability. The content of component (C) in the hair wash composition of the present invention is preferably 0.01% by mass or more and 30% by mass or less, more preferably 0.05 to 15% by mass, even more preferably 0.1 to 12% by mass, still more preferably 0.8 to 10% by mass, still more preferably 0.8 to 9.3% by mass, still more preferably 0.8 to 8.0% by mass, and still more preferably 1.5 to 8.0% by mass.
[0072] The mass ratio ((B) / (C)) of the content of component (B) to the content of component (C) is preferably 0.01 or more, more preferably 0.05 or more, even more preferably 0.1 or more, and even more preferably 0.3 or more, from the viewpoint of effectively suppressing unwanted precipitation of component (A) and component (B) and exhibiting good low-temperature stability. Furthermore, the mass ratio ((B) / (C)) of the content of component (B) to the content of component (C) is preferably 100 or less, more preferably 25 or less, even more preferably 15 or less, even more preferably 10 or less, and even more preferably 8 or less, from the viewpoint of effectively achieving an excellent hair washing effect. The mass ratio ((B) / (C)) of the content of component (B) to the content of component (C) is preferably 0.01 or more and 100 or less, more preferably 0.05 to 25, even more preferably 0.1 to 15, still more preferably 0.1 to 10, still more preferably 0.3 to 10, and still more preferably 0.3 to 8.
[0073] When component (C) contains an internal olefin sulfonic acid or a salt thereof having a carbon number other than 16, from the viewpoint of improving foam smoothness and low-temperature stability, the mass ratio of the content of component (B) to the total amount of internal olefin sulfonic acid or a salt thereof in the hair wash composition of the present invention ((B) / (total amount of internal olefin sulfonic acid or a salt thereof)) is preferably 0.2 or more, more preferably 0.4 or more, even more preferably 0.6 or more, still more preferably 0.8 or more, still more preferably 0.85 or more, still more preferably 0.9 or more, and still more preferably 0.95 or more.
[0074] The hair cleanser composition of the present invention may contain an amphoteric surfactant (D) from the viewpoint of further ensuring the excellent hair washing effect and good low-temperature stability due to the synergistic effect of the above-mentioned components (A) and (B). Specific examples of component (D) include one or more types selected from carbobetaines and sulfobetaines. More specific examples include one or more types selected from carbobetaines and sulfobetaines having an alkyl group, alkenyl group, or acyl group having 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, one or more types selected from lauric acid amidopropyl betaine, coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl hydroxysulfobetaine, and lauryl sulfobetaine are preferred, and one or two types selected from lauric acid amidopropyl betaine and lauric acid amidopropyl hydroxysulfobetaine are more preferred.
[0075] From the viewpoint of further enhancing the excellent hair washing effect, the content of component (D) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more. From the viewpoint of further ensuring good low-temperature stability, the content of component (D) in the hair cleanser composition of the present invention is preferably 30% by mass or less, more preferably 15% by mass or less, and even more preferably 12% by mass or less. The content of component (D) in the hair cleanser composition of the present invention is preferably 0.01 to 30% by mass, more preferably 0.05 to 15% by mass, and even more preferably 0.1 to 12% by mass.
[0076] The mass ratio ((B) / (D)) of the content of component (B) to the content of component (D) is preferably 0.01 or more, more preferably 0.05 or more, and even more preferably 0.1 or more, from the viewpoint of effectively suppressing unwanted precipitation of component (A) and component (B) and exhibiting good low-temperature stability. Furthermore, the mass ratio ((A) / (C)) of the content of component (A) to the content of component (C) is preferably 50 or less, more preferably 25 or less, and even more preferably 9 or less, from the viewpoint of effectively enhancing excellent hair washing effect. The mass ratio ((A) / (C)) of the content of component (A) to the content of component (C) is preferably 0.01 to 50, more preferably 0.05 to 25, and even more preferably 0.1 to 9.
[0077] The hair cleanser composition of the present invention may contain a nonionic surfactant (E) from the viewpoint of further ensuring the excellent hair washing effect and good low-temperature stability in combination with the above-mentioned components.
[0078] Specific examples of component (E) include one or more selected from polyoxyalkylene alkyl ethers, fatty acid alkanolamides, chemically synthesized alkyl glycosides, and alkyl glyceryl ethers. More specific examples of polyoxyalkylene alkyl ethers include those having an alkyl group with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, polyoxyethylene alkyl ethers are preferred, with polyoxyethylene alkyl ethers having an average number of added moles of oxyethylene groups of 3 to 50 being more preferred, and polyoxyethylene alkyl ethers having an average number of added moles of oxyethylene groups of 4 to 16 being even more preferred. Examples of fatty acid alkanolamides include mono- or dialkanolamides having a fatty acid with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Examples of chemically synthesized alkyl glycosides include those having an alkyl group with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Examples of alkyl glyceryl ethers include those having an alkyl group with 6 to 22 carbon atoms, preferably 8 to 18 carbon atoms. Among these, fatty acid alkanolamides are more preferred.
[0079] The content of component (E) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of further enhancing the excellent hair washing effect due to the synergistic effect of components (A) and (B). Furthermore, the content of component (E) in the hair cleanser composition of the present invention is preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and even more preferably 6% by mass or less, from the viewpoint of effectively ensuring good low-temperature stability. The content of component (E) in the hair cleanser composition of the present invention is preferably 0.01 to 15% by mass, more preferably 0.05 to 10% by mass, even more preferably 0.1 to 8% by mass, and even more preferably 0.5 to 6% by mass.
[0080] The mass ratio ((B) / (E)) of the content of component (B) to the content of component (E) is preferably 0.01 or more, more preferably 0.05 or more, and even more preferably 0.1 or more, from the viewpoint of effectively suppressing unwanted precipitation of component (A) and component (B) and exhibiting good low-temperature stability. Furthermore, the mass ratio ((B) / (E)) of the content of component (B) to the content of component (E) is preferably 50 or less, more preferably 25 or less, and even more preferably 9 or less, from the viewpoint of effectively achieving an excellent hair washing effect. The mass ratio ((B) / (E)) of the content of component (B) to the content of component (E) is preferably 0.01 to 50, more preferably 0.05 to 25, and even more preferably 0.1 to 9.
[0081] The hair cleanser composition of the present invention may contain a cationic polymer (F) from the viewpoint of further ensuring the exertion of an excellent hair washing effect and the manifestation of good low-temperature stability in combination with the above-mentioned components. Here, the term "cationic polymer" refers to a polymer having a substituent that becomes a cation when dissolved in water.
[0082] Specific examples of component (F) include one or more selected from cationized polygalactomannan, cationized hydroxyalkyl cellulose, diallyl quaternary ammonium salt polymer, copolymer containing methacrylamide propyl trimethyl ammonium chloride, and crosslinked cationic polymer. More specific examples of cationized polygalactomannan include one or more selected from cationized guar gum, cationized tara gum, and cationized locust bean gum. More specific examples of cationized hydroxyalkyl cellulose include one or two selected from cationized hydroxyethyl cellulose and cationized hydroxypropyl cellulose. More specific examples of diallyl quaternary ammonium salt polymer include one or more selected from polydiallyldimethylammonium chloride, diallyldimethylammonium chloride / acrylic acid copolymer, diallyldimethylammonium chloride / acrylamide copolymer, and diallyldimethylammonium chloride / acrylic acid / acrylamide copolymer. Examples of copolymers containing methacrylamidepropyltrimethylammonium chloride include one or more selected from acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymers and acrylic acid / acrylamide / methacrylamidopropyltrimethylammonium chloride copolymers. More specific examples of crosslinked cationic polymers include N,N-dimethylaminoethyl diethyl methacrylate sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymers. Of these, one or more selected from cationized hydroxyalkyl cellulose and crosslinked cationic polymers are preferred, with cationized hydroxyethyl cellulose being even more preferred.
[0083] From the viewpoint of effectively promoting the exertion of an excellent hair washing effect, the content of component (F) in the hair cleanser composition of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more. From the viewpoint of ensuring good handleability, the content of component (F) in the hair cleanser composition of the present invention 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 component (F) in the hair cleanser composition of the present invention is preferably 0.01 to 10% by mass, more preferably 0.05 to 3% by mass, and even more preferably 0.1 to 1% by mass.
[0084] The mass ratio ((B) / (F)) of the content of component (B) to the content of component (F) is preferably 1 or more, more preferably 5 or more, and even more preferably 10 or more, from the viewpoint of exhibiting good handleability of component (B). Furthermore, the mass ratio ((B) / (F)) of the content of component (B) to the content of component (F) is preferably 1,000 or less, more preferably 500 or less, and even more preferably 100 or less, from the viewpoint of effectively suppressing unnecessary precipitation due to component (A) and component (B) and exhibiting good low-temperature stability. The mass ratio ((B) / (F)) of the content of component (B) to the content of component (F) is preferably 1 to 1,000, more preferably 5 to 500, and even more preferably 10 to 100.
[0085] In addition to the above-mentioned components, the hair cleanser composition of the present invention may contain other components commonly used as cosmetic raw materials, such as viscosity reducers, polyhydric alcohols, preservatives, and reducing agents, within limits that do not impair the effects of the present invention. Such components include texture improvers, thickeners, fragrances, ultraviolet absorbers, visible light absorbers, chelating agents, antioxidants, colorants, preservatives, pH adjusters, viscosity adjusters, pearlescent agents, and humectants.
[0086] The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 3.0 or higher, more preferably 3.2 or higher, and even more preferably 3.8 or higher, from the viewpoint of foaming during washing. Furthermore, the pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 7.0 or lower, more preferably 6.5 or lower, from the viewpoint of preventing entanglement of hair, etc. The pH of the hair cleanser composition of the present invention at 25°C, as a 5% aqueous dispersion, is preferably 3.0 to 7.0, more preferably 3.2 to 6.5, and even more preferably 3.8 to 6.5.
[0087] The hair cleanser composition of the present invention typically contains an aqueous medium. Examples of the aqueous medium include water; lower alcohols such as ethanol and isopropyl alcohol; and low-molecular-weight diols and triols having 6 or less carbon atoms, such as 1,3-butylene glycol, glycerin, ethylene glycol, and propylene glycol, with water being preferred. The aqueous medium refers to the entire aqueous medium contained in the hair cleanser composition, including media such as water that are inevitably contained when, for example, a raw material olefin is sulfonated to obtain component (B). The content of the aqueous medium can be appropriately selected depending on the formulation of the hair cleanser composition, but is typically 5 to 99% by mass, and preferably 30 to 98% by mass, of the hair cleanser composition.
[0088] As described above, when applied to hair, the hair cleanser composition of the present invention exhibits the following performance characteristics: when applied to hair, it produces good foaming and smooth foam quality during washing, and when applied to hair, it leaves the hair feeling soft and free from squeaky feeling during rinsing, and it also has excellent low-temperature stability.
[0089] The hair cleanser composition of the present invention is applicable to hair, scalp, and head accessories including fibers for head accessories. The fibers for head accessories may be either naturally-derived fibers or synthetic fibers, and naturally-derived fibers are preferred.
[0090] Naturally derived fibers refer to fibers collected from natural plants and animals (excluding human hair) or artificially produced fibers using proteins, polysaccharides, etc. as raw materials. Among such naturally derived fibers, preferred are fibers artificially produced using animal hair, keratin, collagen, casein, and proteins such as proteins derived from soybeans, peanuts, corn, silk, etc., or polysaccharides as raw materials. Regenerated protein fibers made from keratin, collagen, casein, soybean protein, peanut protein, corn protein, silk protein (e.g., silk fibroin), etc. are more preferred. Regenerated protein fibers such as regenerated collagen fibers made from collagen or regenerated silk fibers made from silk fibroin are even more preferred, and regenerated collagen fibers are even more preferred. Regenerated collagen fibers can be produced using known techniques. The composition of regenerated collagen fibers does not have to be 100% collagen, and they may contain natural polymers, synthetic polymers, additives, etc. for quality improvement. Furthermore, regenerated collagen fibers may be post-processed or post-treated. The preferred form of regenerated collagen fibers is generally filaments taken out from a bobbin or a box. In addition, filaments taken out from the drying process in the manufacturing process of regenerated collagen fibers can also be used directly.
[0091] Further, examples of synthetic fibers include fibers containing a synthetic resin as a main component. From the viewpoint of ease of production of the synthetic fiber and achieving a texture similar to that of human hair, such synthetic resins are preferably thermoplastic resins, more preferably one or more selected from polyester resins, polyamide resins, polyimide resins, polyamideimide resins, vinyl chloride resins, polycarbonate resins, polyphenylene sulfide resins, and modacrylic resins (copolymers of acrylonitrile and vinyl chloride). The term "main component" refers to a component whose content in the synthetic fiber is preferably 50% by mass or more, more preferably 60% by mass or more, even more preferably 70% by mass or more, even more preferably 80% by mass or more, and even more preferably 90% by mass or more and 100% by mass or less. In addition to the synthetic resin, the synthetic fiber may further contain various components such as a flame retardant, a flame retardant auxiliary, a light or heat stabilizer, a fluorescent agent, an antioxidant, an antistatic agent, and an ultraviolet absorber, provided that the effects of the present invention are not impaired.
[0092] Therefore, the hair cleanser composition of the present invention is highly useful as a method for cleaning a head accessory containing hair, scalp, and head accessory fibers. Specifically, such a cleaning method involves, for example, moistening the head accessory containing hair, scalp, and head accessory fibers with water, applying the hair cleanser composition of the present invention to the head accessory containing hair, scalp, and head accessory fibers, and then rinsing with water. The hair cleanser composition of the present invention is also highly useful as a method for stabilizing a hair cleanser composition at low temperatures.
[0093] In relation to the above-described embodiment, the present invention further discloses the following hair cleanser composition. [1] A hair cleanser composition containing the following components (A) and (B): (A) a glycolipid biosurfactant; and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, obtained by sulfonating a raw material olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4. [2] The hair cleanser composition of above [1], wherein component (A) contains one or more lipids selected from rhamnolipids, sophorolipids, trehalose lipids, and mannosylalditol lipids. [3] The hair cleanser composition of above [1], wherein component (A) contains one or more lipids selected from rhamnolipids and sophorolipids. [4] The hair cleanser composition of any one of above [1] to [3], wherein the content of rhamnolipid in component (A) is 50% by mass or more. [5] The hair cleanser composition of any one of [1] to [3] above, wherein the content of rhamnolipid in component (A) is 90% by mass or more. [6] The hair cleanser composition of any one of [1] to [5] above, wherein the content of component (A) is 0.05% by mass or more and 4.0% by mass or less. [7] The hair cleanser composition of any one of [1] to [5] above, wherein the content of component (A) is 0.5% by mass or more and 2.0% by mass or less.
[0094] [8] The hair cleanser composition of any one of the above [1] to [7], wherein the average position of the double bond in the C16 starting olefin from which component (B) is formed is from position 4.0 to position 4.3. [9] The hair cleanser composition of any one of the above [1] to [7], wherein the average position of the double bond in the C16 starting olefin from which component (B) is formed is from position 4.0 to position 4.2.
[10] The hair cleanser composition of any one of the above [1] to [9], wherein the content of the C16 starting olefin having the double bond at position 2 in the C16 starting olefin is from 10% to 35% by mass.
[11] The hair cleanser composition of any one of the above [1] to [9], wherein the content of the C16 starting olefin having the double bond at position 2 in the C16 starting olefin is from 20% to 24% by mass.
[12] The hair cleanser composition of any one of the above [1] to
[11] , wherein the content of the carbon atom-containing olefin having the double bond at position 3 in the carbon atom-containing olefin is from 10% by mass to 30% by mass in the carbon atom-containing olefin.
[13] The hair cleanser composition of any one of the above [1] to
[11] , wherein the content of the carbon atom-containing olefin having the double bond at position 3 in the carbon atom-containing olefin is from 16% by mass to 19% by mass in the carbon atom-containing olefin.
[14] The hair cleanser composition of any one of the above [1] to
[13] , wherein the content of the carbon atom-containing olefin having the double bond at position 4 in the carbon atom-containing olefin is from 10% by mass to 30% by mass in the carbon atom-containing olefin.
[15] The hair wash composition of any one of the above [1] to
[13] , wherein the content of the carbon atom-containing olefin having a double bond at position 4 in the carbon atom-containing olefin is from 17% by mass to 19% by mass in the carbon atom-containing olefin.
[16] The hair wash composition of any one of the above [1] to
[15] , wherein the content of the carbon atom-containing olefin having a double bond at position 5 in the carbon atom-containing olefin is from 5% by mass to 25% by mass in the carbon atom-containing olefin.
[17] The hair wash composition of any one of the above [1] to
[15] , wherein the content of the carbon atom-containing olefin having a double bond at position 5 in the carbon atom-containing olefin is from 13% by mass to 15% by mass in the carbon atom-containing olefin.
[18] The hair wash composition of any one of the above [1] to
[17] , wherein the content of the carbon atom-containing olefin having a double bond at position 6 in the carbon atom-containing olefin is from 5% by mass to 20% by mass in the carbon atom-containing olefin.
[19] The hair wash composition of any one of the above [1] to
[17] , wherein the content of the carbon atom-containing olefin having a double bond at position 6 in the carbon atom-containing olefin is from 11% by mass to 13% by mass in the carbon atom-containing olefin.
[20] The hair wash composition of any one of the above [1] to
[19] , wherein the total content of the carbon atom-containing olefins having a double bond at position 7 or 8 in the carbon atom-containing olefin is from 5% by mass to 25% by mass.
[21] The hair wash composition of any one of the above [1] to
[19] , wherein the total content of the carbon atom-containing olefins having a double bond at position 7 or 8 in the carbon atom-containing olefin is from 12% by mass to 16% by mass.
[0095]
[22] The hair cleanser composition of any one of the above [1] to
[21] , wherein the content of the internal olefin sulfonic acid or salt thereof having 16 carbon atoms in which the sulfonic acid groups are located at positions 1 to 4 inclusive in component (B) is 40% by mass or more and 75% by mass or less.
[23] The hair cleanser composition of any one of the above [1] to
[21] , wherein the content of the internal olefin sulfonic acid or salt thereof having 16 carbon atoms in which the sulfonic acid groups are located at positions 1 to 4 inclusive in component (B) is 55% by mass or more and 68% by mass or less.
[24] The hair cleanser composition of any one of the above [1] to
[23] , wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 as component (B), in which the sulfonic acid group is located at the second position, is 10% by mass or more and 35% by mass or less in component (B).
[25] The hair cleanser composition of any one of the above [1] to
[23] , wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 as component (B), in which the sulfonic acid group is located at the second position, is 17% by mass or more and 25% by mass or less in component (B).
[26] The hair cleanser composition of any one of the above [1] to
[25] , wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 as component (B), in which the sulfonic acid group is located at the third position, is 5% by mass or more and 30% by mass or less in component (B).
[27] The hair cleanser composition of any one of the above [1] to
[25] , wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 as component (B), in which the sulfonic acid group is located at the 3-position, is 15% by mass or more and 20% by mass or less.
[28] The hair cleanser composition of any one of the above [1] to
[27] , wherein the content of the internal olefin sulfonic acid or its salt having a carbon number of 16 as component (B), in which the sulfonic acid group is located at the 4-position, is 15% by mass or more and 30% by mass or less.
[29] The hair wash composition according to any one of the above [1] to
[27] , wherein the content of the internal olefin sulfonic acid or salt thereof having a carbon number of 16 and having a sulfonic acid group at the 4-position in component (B) is from 19% by mass to 23% by mass.
[0096]
[30] The hair cleanser composition of any one of the above [1] to
[29] , wherein, in the C16 internal olefin sulfonic acid or a salt thereof as component (B), the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) (hydroxyl form / olefin form) is 50 / 50 to 100 / 0.
[31] The hair cleanser composition of any one of the above [1] to
[29] , wherein, in the C16 internal olefin sulfonic acid or a salt thereof as component (B), the mass ratio of the hydroxyl form (HAS) to the olefin form (IOS) (hydroxyl form / olefin form) is 75 / 25 to 95 / 5.
[32] The hair cleanser composition of any one of the above [1] to
[31] , wherein the content of component (B) is 0.01% by mass or more and 30% by mass or less.
[33] The hair cleanser composition of any one of the above [1] to
[31] , wherein the content of component (B) is 2% by mass or more and 8% by mass or less.
[34] The hair cleanser composition of any one of the above [1] to
[33] , wherein the mass ratio of the content of component (A) to the content of component (B) ((A) / (B)) is 0.005 or more and 0.60 or less.
[35] The hair cleanser composition of any one of the above [1] to
[33] , wherein the mass ratio of the content of component (A) to the content of component (B) ((A) / (B)) is 0.05 or more and 0.30 or less.
[36] The hair cleanser composition of any one of the above [1] to
[35] , wherein the mass ratio of the content of component (A) to the total content of components (A) and (B) ((A) / {(A) + (B)}) is 0.001 or more and 0.5 or less.
[37] The hair cleanser composition according to any one of the above [1] to
[35] , wherein the mass ratio of the content of component (A) to the total content of component (A) and component (B), ((A) / {(A)+(B)}), is from 0.05 to 0.25.
[0097]
[38] The hair cleanser composition of any one of the above [1] to
[37] , which contains an anionic surfactant (C) other than component (B).
[39] The hair cleanser composition of any one of the above [1] to
[37] , which contains, as the anionic surfactant (C) other than component (B), one or more selected from sulfonate salts, amino acid salts, sulfosuccinate salts, sulfate ester salts, and carboxylate salts.
[40] The hair cleanser composition of the above
[38] or
[39] , in which the content of component (C) is 0.01% by mass or more and 30% by mass or less.
[41] The hair cleanser composition of the above
[38] or
[39] , in which the content of component (C) is 1.5% by mass or more and 8.0% by mass or less.
[42] The hair cleanser composition of any one of the above
[38] to
[41] , wherein the mass ratio ((B) / (C)) of the content of component (B) to the content of component (C) is 0.01 or more and 100 or less.
[43] The hair cleanser composition of any one of the above
[38] to
[41] , wherein the mass ratio ((B) / (C)) of the content of component (B) to the content of component (C) is 0.3 or more and 8 or less.
[44] The hair cleanser composition of any one of the above
[38] to
[43] , wherein, when component (C) contains an internal olefin sulfonic acid having a carbon number other than 16 or a salt thereof, the mass ratio of the content of component (B) to the total amount of internal olefin sulfonic acid or a salt thereof in the hair cleanser composition of the present invention ((B) / (total amount of internal olefin sulfonic acid or a salt thereof)) is 0.2 or more.
[45] The hair cleanser composition of any one of the above
[38] to
[43] , wherein, when component (C) contains an internal olefin sulfonic acid having a carbon number other than 16 or a salt thereof, the mass ratio of the content of component (B) to the total amount of internal olefin sulfonic acids or salts thereof in the hair cleanser composition of the present invention ((B) / (total amount of internal olefin sulfonic acids or salts thereof)) is 0.95 or more.
[0098]
[46] The hair cleanser composition of any one of the above [1] to
[45] , wherein the pH of the hair cleanser composition at 25°C is from 3.0 to 7.0, as calculated as the pH of a 5% aqueous dispersion.
[47] The hair cleanser composition of any one of the above [1] to
[45] , wherein the pH of the hair cleanser composition at 25°C is from 3.8 to 6.5, as calculated as the pH of a 5% aqueous dispersion.
[48] The hair cleanser composition of any one of the above [1] to
[47] , wherein the hair cleanser composition contains an aqueous medium, and the content of the aqueous medium is 5 to 99% by mass.
[49] The hair cleanser composition of any one of the above [1] to
[47] , wherein the hair cleanser composition contains an aqueous medium, and the content of the aqueous medium is 30 to 98% by mass.
[50] Use of a hair cleanser composition containing the following components (A) and (B): (A) a glycolipid-type biosurfactant, and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a starting olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4, on hair, scalp, and a head accessory including a fiber for a head accessory.
[51] A washing method comprising applying a hair cleanser composition containing the following components (A) and (B): (A) a glycolipid-type biosurfactant, and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a starting olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4, to the scalp and a head accessory including a fiber for a head accessory, and then rinsing with water.
[52] A method for stabilizing a hair cleanser composition at low temperatures using a hair cleanser composition containing the following components (A) and (B): (A) a glycolipid biosurfactant, and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a starting olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4.
[53] Use for stabilizing a hair cleanser composition at low temperatures, which contains the following components (A) and (B): (A) a glycolipid biosurfactant, and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a starting olefin having 16 carbon atoms and having an average double bond position of from 3.9 to 4.4.
[0099] The present invention will be described in more detail below with reference to examples. Unless otherwise specified in the tables, the content of each component is expressed in mass %. Furthermore, the methods for measuring various physical properties are as follows.
[0100] [Methods for measuring various physical properties] (i) Method for measuring the double bond position of the raw olefin The double bond position of the raw olefin was measured by gas chromatography (hereinafter abbreviated as GC). Specifically, the raw olefin was reacted with dimethyl disulfide to form a dithiolated derivative, and then each component was separated by GC. As a result, the double bond position of the raw olefin was determined from each peak area. The equipment and analytical conditions used for the measurement are as follows: GC equipment (trade name: HP6890, manufactured by Hewlett-Packard), column (trade name: Ultra-Alloy-1HT capillary column 30 m x 250 μm x 0.15 μm, manufactured by Frontier Labs), detector (hydrogen flame ionization detector (FID)), injection temperature 300°C, detector temperature 350°C, He flow rate 4.6 mL / min
[0101] (ii) Method for measuring the content of sodium internal olefin sulfonate according to the sulfonic acid group bonding position With respect to sodium internal olefin sulfonate having sulfonic acid groups bonded thereto, the content of each sodium internal olefin sulfonate according to the sulfonic acid group bonding position was measured by high performance liquid chromatography / mass spectrometry (HPLC-MS). Specifically, hydroxy forms having sulfonic acid groups bonded thereto were separated by high performance liquid chromatography (HPLC) and each was identified by subjecting them to mass spectrometry (MS). As a result, the content of each was calculated from the HPLC-MS peak area. The equipment and conditions used for the measurement were as follows: HPLC system "LD20ASXR" (Shimadzu Corporation), column "ODS Hypersil (registered trademark)" (4.6 x 250 mm, particle size: 3 μm, Thermo Fisher Scientific), sample preparation (diluted 1000-fold with methanol), eluent A (water with 10 mM ammonium acetate added), eluent B (water with 10 mM ammonium acetate added), methacrylonitrile / water = 95 / 5 (v / v) solution), gradient (0 min (A / B = 60 / 40) → 15.1 to 20 min (30 / 70) → 20.1 to 30 min (60 / 40), MS device "LCMS-2020" (Shimadzu Corporation), ESI detection (anion detection m / z: 321.10 ((A) component with 16 or 18 carbon atoms)), column temperature (40°C), flow rate (0.5 mL / min), injection volume (5 μL)
[0102] (iii) Method for measuring the mass ratio of hydroxy compound / olefin compound The mass ratio of hydroxy compound / olefin compound in sodium internal olefin sulfonate was measured by HPLC-MS. Specifically, the hydroxy compound and the olefin compound were separated by HPLC and each was identified by MS. As a result, the respective ratios were calculated from the HPLC-MS peak areas. The apparatus and conditions used for the measurement are as follows: HPLC apparatus (trade name: Agilent Technologies 1100, manufactured by Agilent Technologies), column (trade name: L-column ODS 4.6 x 150 mm, manufactured by Chemicals Evaluation and Research Institute, Japan), sample preparation (1000-fold dilution with methanol), eluent A (water containing 10 mM ammonium acetate), eluent B (methanol containing 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 apparatus (trade name: Agilent Technologies 1100MS SL (G1946D)), MS detection (anion detection m / z 60-1600, UV 240 nm).
[0103] (iv) Method for measuring the content of raw material 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 the olefins in the petroleum ether phase. As a result, the amount of raw material olefins was quantified from the GC peak area. The equipment and analytical conditions used for the measurement were as follows: GC equipment (trade name: Agilent Technologies 6850, manufactured by Agilent Technologies), column (trade name: Ultra-Alloy-1HT capillary column 15 m x 250 μm x 0.15 μm, manufactured by Frontier Labs), detector (hydrogen flame ionization detector (FID)), injection temperature 300°C, detector temperature 350°C, He flow rate 3.8 mL / min
[0104] (v) Method for measuring the content of inorganic compounds The content of inorganic compounds was measured by potentiometric titration or neutralization titration. Specifically, the content of Na2SO4 was measured by the concentration of sulfate radish (SO4 2-The NaOH content was determined by neutralization titration with dilute hydrochloric acid.
[0105] [Production Example A1: Production of Sophorolipid] Sophorolipid was produced according to the following procedures 1.) to 4.). 1.) Plate Culture: Using the Candida bombicola NBRC10243 strain, one platinum loop of seed culture was inoculated into a petri dish of agar medium containing 1% glucose, 1% yeast extract, 1% tryptone, and 1.5% agar, and cultured at 30°C for two days. 2.) Pre-culture: 100 mL of culture medium containing 1% glucose, 1% yeast extract, and 1% tryptone was placed in a Sakaguchi flask and sterilized at 121°C for 20 minutes. After cooling, one platinum loop was inoculated from the plate, and agitation culture was carried out for two days at 30°C and agitation speed of 120 r / min.
[0106] 3.) Main culture 10 kg of distilled water was added to 10 kg of rapeseed oil, and Lipase AY 30SD (Amano Enzyme Co., Ltd.) was added to a concentration of 0.1%. The rapeseed oil diluted and prepared using the method described above was stirred at 30 ° C for 24 hours, then allowed to stand for 1 hour, and the separated upper phase was collected. 10 kg of distilled water was added to the collected upper phase, stirred and dispersed, and then allowed to stand for 1 hour while heating again at 30 ° C. The separated and collected upper phase was used as rapeseed oil-derived fatty acids. A culture solution containing 5% rapeseed oil-derived fatty acids, 12.5% glucose, 2% yeast extract, and 0.1% urea was prepared and diluted to 15 L. The culture solution was sterilized in a jar fermenter with a total volume of 30 L, and then 300 mL of preculture solution was added and inoculated. Agitation culture was performed for 96 hours from the start of culture under conditions of a temperature of 30°C, an agitation speed of 300 r / min, and an aeration rate (aeration volume) of 7.5 L / min (0.5 vvm). The aeration oxygen concentration was maintained at 21% throughout the entire culture period. 4.) Collection of sophorolipids The resulting culture solution was allowed to stand, and the resulting precipitate was collected. Distilled water heated to 75°C was added to the collected precipitate, and after agitation and dispersion, the mixture was allowed to stand for 30 minutes, and the precipitate was again collected. The above washing procedure was repeated three times to obtain sophorolipids.
[0107] [Production Example b1: Production of C16 Raw Material Olefin b1] A flask equipped with a stirrer was charged with 7,000 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 flowing nitrogen (7,000 mL / min) through the system under stirring. The alcohol conversion rate after completion of the reaction was 100%. The obtained crude alkene internal olefin was transferred to a distillation flask and distilled at 136-160°C / 4.0 mmHg to obtain a C16 raw material olefin b1 with an olefin purity of 100%.
[0108] [Production Example b2: Production of C16 starting olefin b2] A carbon number 16 starting olefin b2 with an olefin purity of 100% was obtained in the same manner as in Production Example b1, except that the reaction time was changed to 7.5 hours.
[0109] [Production Example b3: Production of Carbon 16 Starting Material Olefin b3] A carbon 16 starting material olefin b3 with an olefin purity of 100% was obtained in the same manner as in Production Example b1, except that the reaction time was changed to 8.5 hours.
[0110] Production Example b4: Production of C16 starting olefin b4 A starting olefin b4 having 16 carbon atoms and an olefin purity of 100% was obtained in the same manner as in Production Example b1, except that the reaction time was changed to 6.5 hours.
[0111] Production Example b5: Production of C16 starting olefin b5 A starting olefin b5 having 16 carbon atoms and an olefin purity of 100% was obtained in the same manner as in Production Example b1, except that the reaction time was changed to 9.5 hours.
[0112] [Production Example B1: Production of Sodium Internal Olefin Sulfonate B1 Having 16 Carbon Dioxides] The raw material olefin a1 obtained in Production Example b1 was placed in a thin-film sulfonation reactor having an external jacket, and a 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 aqueous alkali solution prepared with 1.04 molar times the theoretical acid value of sodium hydroxide (alkali agent), and neutralized at 30°C for 1 hour by a continuous method. The obtained neutralized product was heated in an autoclave at 170°C for 1 hour to perform hydrolysis, thereby obtaining sodium internal olefin sulfonate B1 having 16 carbon atoms. The content of the raw material olefin contained in the obtained sodium internal olefin sulfonate B1 having 16 carbon atoms was 0.4 mass%, and the content of inorganic compounds was 0.39 mass%.
[0113] [Production Example B2: Production of sodium internal olefinsulfonate B2 having 16 carbon atoms] Sodium internal olefinsulfonate B2 having 16 carbon atoms was obtained in the same manner as in Production Example B1, except that the raw material olefin b2 obtained in Production Example b2 was used as the raw material olefin. The content of the raw material olefin contained in the obtained internal olefinsodium B2 having 16 carbon atoms was 0.7 mass%, and the content of inorganic compounds was 0.49 mass%.
[0114] [Production Example B3: Production of sodium internal olefin sulfonate B3 having 16 carbon atoms] Sodium internal olefin sulfonate B3 having 16 carbon atoms was obtained in the same manner as in Production Example B1, except that the raw material olefin b3 obtained in Production Example b3 was used as the raw material olefin. The content of the raw material olefin contained in the obtained sodium internal olefin sulfonate B3 having 16 carbon atoms was 0.5 mass%, and the content of inorganic compounds was 0.54 mass%.
[0115] [Production Example B4: Production of sodium internal olefin sulfonate B4 having 16 carbon atoms] Sodium internal olefin sulfonate B4 having 16 carbon atoms was obtained in the same manner as in Production Example B1, except that the raw material olefin b4 obtained in Production Example b4 was used as the raw material olefin. The content of the raw material olefin contained in the obtained sodium internal olefin sulfonate B4 having 16 carbon atoms was 0.4 mass%, and the content of inorganic compounds was 0.41 mass%.
[0116] [Production Example B5: Production of sodium internal olefin sulfonate B5 having 16 carbon atoms] Sodium internal olefin sulfonate B5 having 16 carbon atoms was obtained in the same manner as in Production Example B1, except that the raw material olefin b5 obtained in Production Example b5 was used as the raw material olefin. The content of the raw material olefin contained in the obtained internal olefin sodium B5 having 16 carbon atoms was 0.3 mass%, and the content of inorganic compounds was 0.43 mass%.
[0117] The physical properties of the obtained raw material olefins b1 to b5 and sodium internal olefin sulfonates B1 to B5 are shown in Tables 1 and 2.
[0118]
[0119]
[0120] Examples 1 to 10, Comparative Examples 1 to 5 Hair cleanser compositions having the compositions shown in Tables 3 and 4 were prepared by conventional methods. Specifically, component (A), component (B), and an appropriate amount of water, and optionally component (C), were placed in a beaker, heated to 60 to 80°C, and mixed. After cooling to room temperature, water was replenished and the pH was adjusted to 6.0 with a pH adjuster (succinic acid or aqueous disodium succinate solution). In the comparative examples, a peptide-type biosurfactant was used in place of component (A) as appropriate, and the obtained internal olefin sulfonate A4 or A5 was used in place of component (B) as appropriate, to prepare hair cleanser compositions by the above-mentioned method. The obtained hair cleanser compositions were used to perform various evaluations according to the following methods. The results are shown in Tables 3 and 4.
[0121] <Evaluation of Hair Washing Effect> The following ingredients were placed in a beaker, heated to 80°C, mixed, and after confirming that they were uniformly dissolved, the mixture was cooled to obtain a plain shampoo.
[0122] A 20 g mass, 20 cm long tress of untreated Japanese hair was washed with the above-mentioned plain shampoo to obtain a tress for lather evaluation. The obtained tress for evaluation was thoroughly moistened with warm water at 35 to 40°C, and then 1 g of each hair cleanser composition was applied thereto and washed for 1 minute. Five expert panelists scored the tresses according to the following evaluation criteria for "good lathering" and "smooth foam quality" during washing, and "hair softness" and "freedom from squeaky feeling" during rinsing, and the average scores were calculated. The average score of "3" was used as the standard and index for evaluation. An average score of 3 or higher by the five panelists was considered to be acceptable.
[0123] 5: Very good 4: Good 3: Fairly good 2: Not good 1: Very bad
[0124] <<Measurement of Coacervation Amount>> After measuring the weight of an empty centrifuge tube using a precision balance, 0.5 g of each hair cleanser composition was filled into the tube and diluted to 10 g with ion-exchanged water. After 90 minutes of centrifugation at 3,000 rpm, the tube was discarded and dried under reduced pressure overnight at 80°C with the lid open, and the weight after drying was measured. The weight of the centrifuge tube was subtracted from the measured value, and the weight per 100 mL of the centrifuge tube was determined, giving the amount of coacervation (g / 100 mL).
[0125] <Evaluation of Low-Temperature Stability> Each of the obtained hair cleanser compositions was placed in a screw bottle and stored in a thermostatic chamber at -5°C. Next, whether or not a precipitate formed over time was visually inspected and evaluated according to the following criteria: a: No precipitate was observed even after 6 months had passed; b: Precipitation was observed for 1 month or more but less than 6 months; c: Precipitation was observed within less than 1 month.
[0126]
[0127]
Claims
1. A hair cleansing composition containing the following components (A) and (B): (A) a glycolipid-type biosurfactant; and (B) an internal olefin sulfonic acid having 16 carbon atoms or a salt thereof, which is obtained by sulfonating a raw material olefin having 16 carbon atoms and having an average double bond position of 3.9 to 4.
4.
2. The hair cleansing composition according to claim 1, wherein the mass ratio ((A) / (B)) of the content of component (A) to the content of component (B) is 0.005 or more and 0.60 or less.
3. A hair cleansing composition according to claim 1 or 2, wherein the content of component (A) is 0.05% by mass or more and 4% by mass or less.
4. A hair cleansing composition according to any one of claims 1 to 3, wherein the content of internal olefin sulfonic acid or a salt thereof in which a sulfonic acid group is present at the 1st to 4th positions inclusive is 40% by mass or more and 75% by mass or less in component (B).
5. A hair cleansing composition according to any one of claims 1 to 4, wherein component (A) contains one or more lipids selected from the group consisting of rhamnolipids, sophorolipids, trehalose lipids, and mannosylalditol lipids.
6. A hair cleansing composition according to any one of claims 1 to 5, wherein the content of internal olefin sulfonic acid or its salt in which a sulfonic acid group is present at the 2-position in component (B) is 10% by mass or more and 35% by mass or less.
7. A hair cleansing composition according to any one of claims 1 to 6, wherein the content of component (B) is from 0.01% by mass to 30% by mass.
Citation Information
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