Surfactant compositions and detergents

A surfactant composition with controlled alkyl hydroxyether acetic acid (salt) ratios addresses the limitations of sodium dodecyl hydroxyether acetate, providing enhanced foaming and foam quality for cleansing agents.

JP7841647B1Active Publication Date: 2026-04-07SANYO CHEM IND LTD
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2025-10-30
Publication Date
2026-04-07

AI Technical Summary

Technical Problem

The surfactant composition containing sodium dodecyl hydroxyether acetate has limitations in foaming ability and foam fineness.

Method used

A surfactant composition comprising alkyl hydroxyether acetic acid (salt) represented by specific general formulas, with a controlled ratio of peak areas measured by LC-TOF-MS, is developed to enhance foaming properties and foam fineness.

Benefits of technology

The composition achieves excellent foaming ability and fine foam texture, suitable for use in cleansing agents.

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Abstract

To provide a surfactant composition excellent in foaming property and fineness of foam. 【Solution means】A surfactant composition containing an alkyl hydroxy ether acetic acid (salt) (A) represented by the following general formula (1) and an alkyl hydroxy ether acetic acid (salt) (B) represented by the following general formula (2), and the ratio of the peak area of the alkyl hydroxy ether acetic acid (salt) (B) to the peak area of the alkyl hydroxy ether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) is 0.01 to 10%. R 1 -CH(OH)-CH2-OCH2COOM 1 (1) [In general formula (1), R 1 represents an alkyl group having 8 to 12 carbon atoms, and M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium.] R 2 -CH(OH)-CH2-OCH2COOM 2 (2) [In general formula (2), R 2 represents an alkyl group having 4 to 7 carbon atoms, and M 2 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium.]
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Description

[Technical Field]

[0001] The present invention relates to surfactant compositions and detergents. [Background technology]

[0002] Cleansing agents for human skin and hair use surfactants such as anionic surfactants. Patent Document 1 discloses a cleansing agent that contains a surfactant composition including sodium dodecyl hydroxyether acetate, etc., which has excellent cleansing power against sebum and moisturizing properties after cleansing. [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] International Publication No. 2024 / 009754 [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] However, the surfactant composition containing sodium dodecyl hydroxyether acetate, etc., described in Patent Document 1, had room for further improvement in foaming ability and foam fineness.

[0005] The present invention aims to provide a surfactant composition that is excellent in foaming ability and the fineness of the foam. [Means for solving the problem]

[0006] The inventors of this invention arrived at this present invention as a result of diligent research to achieve the above objective. That is, the present invention relates to a surfactant composition containing alkyl hydroxyether acetic acid (salt) (A) represented by the following general formula (1) and alkyl hydroxyether acetic acid (salt) (B) represented by the following general formula (2), and the ratio of the peak area of alkyl hydroxyether acetic acid (salt) (B) to the peak area of alkyl hydroxyether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) is 0.01 to 10%, and a cleaning agent containing the above surfactant composition. R

[0008] -CH(OH)-CH2-OCH2COOM 1 (1) [In general formula (1), R 1 represents an alkyl group having 8 to 12 carbon atoms, and M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium.] R 2 -CH(OH)-CH2-OCH2COOM 2 (2) [In general formula (2), R 2 represents an alkyl group having 4 to 7 carbon atoms, and M 2 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium.]

Effects of the Invention

[0007] The surfactant composition of the present invention is excellent in foaming property and fineness of foam.

Modes for Carrying Out the Invention

[0008] [[ID=三十八]]The present invention will be described in detail below.

[0009] <Alkyl hydroxyether acetic acid (salt) (A)> The surfactant composition of the present invention contains alkyl hydroxyether acetic acid (salt) (A) represented by the general formula (1) as alkyl hydroxyether acetic acid (salt) (A). R 1 -CH(OH)-CH2-OCH2COOM 1 (1) [In the formula, R1 represents an alkyl group having 8 to 12 carbon atoms, and M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium.

[0010] In the present specification, the alkyl hydroxy ether acetic acid (salt) (A) means alkyl hydroxy ether acetic acid (A) and / or alkyl hydroxy ether acetate (A). In the present specification, the alkyl hydroxy ether acetic acid (salt) (A) can also be referred to as alkyl hydroxy ether acetic acid or its salt (A).

[0011] In the general formula (1), R 1 represents an alkyl group having 8 to 12 carbon atoms. Examples of the alkyl group having 8 to 12 carbon atoms include n-octyl group, isooctyl group, 2-ethylhexyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, undecyl group, n-dodecyl group and isododecyl group. R 1 is preferably an alkyl group having 8 to 10 carbon atoms, more preferably an alkyl group having 10 carbon atoms, and particularly preferably an n-decyl group, from the viewpoints of foaming property and detergency against sebum. R 1 is preferably a linear alkyl group having 8 to 12 carbon atoms.

[0012] In the general formula (1), M 1 is a hydrogen atom, a sodium atom, a potassium atom or triethanolammonium. M 1 Among them, from the viewpoints of foaming property and detergency against sebum, it is preferably a sodium atom or triethanolammonium, and more preferably a sodium atom.

[0013] Specific examples of alkyl hydroxyether acetate (A) represented by general formula (1) include decyl hydroxyether acetate (2-hydroxydecyl acetate), isodecyl hydroxyether acetate (2-hydroxyisodecyl acetate), ethyl octyl hydroxyether acetate (2-hydroxyethyloctyl acetate), undecyl hydroxyether acetate (2-hydroxyundecyl acetate), isoundecyl hydroxyether acetate (2-hydroxyisoundecyl acetate), dodecyl hydroxyether acetate (2-hydroxydodecyl acetate), isododecyl hydroxyether acetate (2-hydroxyisododecyl acetate), tridecyl hydroxyether acetate (2-hydroxytridecyl acetate), tetradecyl hydroxyether acetate (2-hydroxytetradecyl acetate), and isotetradecyl hydroxyether acetate (2-hydroxyisotetradecyl acetate).

[0014] Specific examples of alkyl hydroxy ether acetates (A) represented by general formula (1) include sodium decyl hydroxy ether acetate, sodium isodecyl hydroxy ether acetate, sodium ethyl octyl hydroxy ether acetate, sodium undecyl hydroxy ether acetate, sodium isoundecyl hydroxy ether acetate, sodium dodecyl hydroxy ether acetate, sodium isododecyl hydroxy ether acetate, sodium tridecyl hydroxy ether acetate, sodium tetradecyl hydroxy ether acetate, sodium isotetradecyl hydroxy ether acetate, potassium decyl hydroxy ether acetate, potassium isodecyl hydroxy ether acetate, potassium ethyl octyl hydroxy ether acetate, potassium undecyl hydroxy ether acetate, potassium isoundecyl hydroxy ether acetate, potassium dodecyl hydroxy ether acetate, potassium isododecyl Examples include potassium hydroxyether acetate, potassium tridecyl hydroxyether acetate, potassium tetradecyl hydroxyether acetate, potassium isotetradecyl hydroxyether acetate, decyl hydroxyether triethanolammonium acetate, isodecyl hydroxyether triethanolammonium acetate, ethyl octyl hydroxyether triethanolammonium acetate, undecyl hydroxyether triethanolammonium acetate, isoundecyl hydroxyether triethanolammonium acetate, dodecyl hydroxyether triethanolammonium acetate, isododecyl hydroxyether triethanolammonium acetate, tridecyl hydroxyether triethanolammonium acetate, tetradecyl hydroxyether triethanolammonium acetate, and isotetradecyl hydroxyether triethanolammonium acetate. In the surfactant composition of the present invention, one type of alkyl hydroxy ether acetate (salt) (A) may be used alone, or two or more types may be used in combination.

[0015] As for the alkyl hydroxyether acetate (salt) (A) represented by general formula (1), from the viewpoint of cleansing power against sebum, alkyl hydroxyether acetate salts represented by general formula (1) are preferred, more preferably decyl hydroxyether acetate sodium, dodecyl hydroxyether acetate sodium, tetradecyl hydroxyether acetate sodium, decyl hydroxyether acetate triethanolammonium, dodecyl hydroxyether acetate triethanolammonium and tetradecyl hydroxyether acetate triethanolammonium, particularly preferably decyl hydroxyether acetate sodium and dodecyl hydroxyether acetate sodium, and most preferably dodecyl hydroxyether acetate sodium.

[0016] Alkyl hydroxy ether acetate (salt) (A), represented by general formula (1), can be obtained by known methods described in Japanese Patent Publication No. 2017-197732, etc. Specifically, by adding 1.04 moles of sodium monochloroacetate to 1 mole of a 1,2-diol having 10 to 14 carbon atoms, and performing an SN2 reaction at preferably 30 to 80°C, more preferably 50 to 70°C, to obtain an aqueous solution containing crude alkylhydroxyether acetate sodium, and then adding hydrochloric acid, an aqueous surfactant aqueous solution containing alkylhydroxyether acetate (A) can be obtained.

[0017] Furthermore, an aqueous surfactant solution containing alkylhydroxyether acetate (A) can be obtained by neutralizing the obtained aqueous surfactant solution containing alkylhydroxyether acetate (A) with an alkaline compound such as sodium hydroxide, potassium hydroxide, and triethanolamine.

[0018] The aqueous surfactant solution containing an alkyl hydroxy ether acetic acid (salt) (A) may be directly used in the production of the surfactant composition of the present invention. Alternatively, a powder containing an alkyl hydroxy ether acetic acid (salt) (A), obtained by removing the solvent from the aqueous surfactant solution by a known method such as an evaporator, may be used in the production of the surfactant composition of the present invention. Further, a mixture of the aqueous surfactant solution containing an alkyl hydroxy ether acetic acid (salt) (A) and the powder containing an alkyl hydroxy ether acetic acid (salt) (A) may be used in the production of the surfactant composition of the present invention.

[0019] The molecular structure of the alkyl hydroxy ether acetic acid (salt) (A) (including the type of cation constituting the alkyl hydroxy ether acetate (A)) can be specified by analyzing it using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) according to the <Measurement conditions of LC-TOF-MS> described below.

[0020] <Measurement conditions of LC-TOF-MS> · Equipment: Xevo G2-XS (manufactured by Waters) · Analytical column: Scherzo SM-C18 (3μm, 2mm×100mm) (manufactured by Intakt) · Column temperature: 40°C · Mobile phase A: Methanol · Mobile phase B: 10 mM ammonium acetate aqueous solution / methanol (80 / 20) · Flow rate: 0.3 mL / min · Sample injection volume: 0.8 μL · Gradient conditions: 0 - 1 minute: A 60% → 4 - 5 minutes: A 80% → 9 - 16 minutes: A 98% → 16.1 - 21 minutes: A 60% · Detector: MS · Ion source: ESI(±) · Source temperature: 140°C · Desolvation temperature: 600°C · Desolvation gas flow rate: 1000 L / h · Sample preparation conditions: Dilute 1000-fold with methanol

[0021] In this specification, the content of alkylhydroxyether acetate (salt) (A) is a value measured using high-performance liquid chromatography (hereinafter sometimes abbreviated as HPLC) according to the <HPLC measurement conditions for alkylhydroxyether acetate (salt) (A)> described later.

[0022] <HPLC measurement conditions for alkylhydroxyether acetate (salt) (A)> Equipment: Liquid chromatography (manufactured by Shimadzu Corporation) Detector: Differential refractometer Column: Capsule pack C18 SG 120S5 (inner diameter 4.6 nm, length 25 cm, manufactured by Osaka Soda Co., Ltd.) Column temperature: 40℃ Eluent: Mixture of 0.02 mol / L phosphoric acid, 0.01 mol / L sodium dihydrogen phosphate solution, and acetonitrile [53:47 (volume ratio)] Flow rate: 0.8mL / min Sample concentration: 8 mg / mL Sample injection volume: 25 μL Retention time of alkyl hydroxy ether acetate (salt) (A): 19.0-22.5 minutes

[0023] <Alkyl hydroxyether acetate (salt) (B)> The surfactant composition of the present invention contains alkyl hydroxy ether acetate (salt) (B) represented by general formula (2). R 2 -CH(OH)-CH2-OCH2COOM 2 (2) [In general formula (2), R 2 represents an alkyl group with 4 to 7 carbon atoms, M 2 [This represents a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium.]

[0024] In this specification, alkylhydroxyether acetate (salt) (B) means alkylhydroxyether acetate (B) and / or alkylhydroxyether acetate salt (B). In this specification, alkylhydroxyether acetate (salt) (B) may also mean alkylhydroxyether acetate or its salt (B).

[0025] In general formula (2), R 2 This represents an alkyl group with 4 to 7 carbon atoms. Examples of alkyl groups having 4 to 7 carbon atoms include n-butyl group, isobutyl group, n-pentyl group, isopentyl group, neopentyl group, n-hexyl group, isohexyl group, n-heptyl group, and isoheptyl group. R 2 From the viewpoint of the fineness of the foam, it is preferably an alkyl group having 4 to 6 carbon atoms, more preferably an alkyl group having 6 carbon atoms, and particularly preferably an n-hexyl group. R 2 Preferably, it is a linear alkyl group having 4 to 7 carbon atoms.

[0026] In general formula (2), M 2 This is a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium. M 2 Of these, from the viewpoint of skin moisturizing properties after washing, sodium atoms or triethanolammonium are preferred, and sodium atoms are more preferred.

[0027] Specific examples of alkyl hydroxyether acetate (B) represented by general formula (2) include hexyl hydroxyether acetate (2-hydroxyhexyl acetate), isohexyl hydroxyether acetate (2-hydroxyisohexyl acetate), heptyl hydroxyether acetate (2-hydroxyheptyl acetate), isoheptyl hydroxyether acetate (2-hydroxyisoheptyl acetate), octyl hydroxyether acetate (2-hydroxyoctyl acetate), isooctyl hydroxyether acetate (2-hydroxyisooctyl acetate), nonyl hydroxyether acetate (2-hydroxynonyl acetate), and isononyl hydroxyether acetate (2-hydroxyisononyl acetate).

[0028] Specific examples of alkyl hydroxy ether acetates (B) represented by general formula (2), which are sodium salts, include sodium hexyl hydroxy ether acetate, sodium isohexyl hydroxy ether acetate, sodium heptyl hydroxy ether acetate, sodium isoheptyl hydroxy ether acetate, sodium octyl hydroxy ether acetate, sodium isooctyl hydroxy ether acetate, sodium nonyl hydroxy ether acetate, and sodium isononyl hydroxy ether acetate.

[0029] Specific examples of alkyl hydroxy ether acetates (B) represented by general formula (2), which are potassium salts, include potassium hexyl hydroxy ether acetate, potassium isohexyl hydroxy ether acetate, potassium heptyl hydroxy ether acetate, potassium isoheptyl hydroxy ether acetate, potassium octyl hydroxy ether acetate, potassium isooctyl hydroxy ether acetate, potassium nonyl hydroxy ether acetate, and potassium isononyl hydroxy ether acetate.

[0030] Specific examples of alkyl hydroxyether acetate salts (B) represented by general formula (2), which are triethanolammonium salts, include hexyl hydroxyether acetate triethanolammonium, isohexyl hydroxyether acetate triethanolammonium, heptyl hydroxyether acetate triethanolammonium, isoheptyl hydroxyether acetate triethanolammonium, octyl hydroxyether acetate triethanolammonium, isooctyl hydroxyether acetate triethanolammonium, nonyl hydroxyether acetate triethanolammonium, and isononyl hydroxyether acetate triethanolammonium. In the surfactant composition of the present invention, one type of alkyl hydroxy ether acetate (salt) (B) may be used alone, or two or more types may be used in combination.

[0031] As for the alkyl hydroxy ether acetate (salt) (B) represented by general formula (2), from the viewpoint of moisturizing the skin after washing, an alkyl hydroxy ether acetate salt represented by general formula (2) is preferred, more preferably a sodium salt of alkyl hydroxy ether acetate (B), particularly preferably sodium hexyl hydroxy ether acetate, sodium octyl hydroxy ether acetate, sodium isooctyl hydroxy ether acetate, and most preferably sodium octyl hydroxy ether acetate.

[0032] The method for producing alkylhydroxyether acetate (salt) (B) represented by general formula (2) is as follows: First, 1.04 moles of sodium monochloroacetate are added to 1 mole of a 1,2-diol having 6 to 9 carbon atoms, and an aqueous solution containing crude alkylhydroxyether acetate is obtained by an SN2 reaction, preferably at 30 to 80°C, more preferably at 50 to 70°C. Then, by adding hydrochloric acid, an aqueous surfactant aqueous solution containing alkylhydroxyether acetate (B) can be obtained.

[0033] Furthermore, an aqueous surfactant solution containing the obtained alkyl hydroxy ether acetic acid (B) can be neutralized with an alkaline compound such as sodium hydroxide, potassium hydroxide, and triethanolamine to obtain an aqueous surfactant solution containing an alkyl hydroxy ether acetate (B).

[0034] The aqueous surfactant solution containing an alkyl hydroxy ether acetic acid (salt) (B) may be used as it is in the production of the surfactant composition of the present invention, or a powder containing an alkyl hydroxy ether acetic acid (salt) (B) obtained by removing the solvent from the aqueous surfactant solution by a known method such as an evaporator may be used in the production of the surfactant composition of the present invention, or an aqueous surfactant solution containing an alkyl hydroxy ether acetic acid (salt) (B) and a powder containing an alkyl hydroxy ether acetic acid (salt) (B) may be mixed and used in the production of the surfactant composition of the present invention.

[0035] The molecular structure of the alkyl hydroxy ether acetic acid (salt) (B) (including the type of cation constituting the alkyl hydroxy ether acetate (B)) can be specified by performing analysis according to the above-described <measurement conditions of LC-TOF-MS> using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS).

[0036] <Surfactant composition> The surfactant composition of the present invention contains an alkyl hydroxy ether acetic acid (salt) (A) and an alkyl hydroxy ether acetic acid (salt) (B), and the ratio of the peak area of the alkyl hydroxy ether acetic acid (salt) (B) to the peak area of the alkyl hydroxy ether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) is 0.01 to 10%.

[0037] <The In the surfactant composition of the present invention, the ratio of the peak area of alkyl hydroxy ether acetic acid (salt) (B) to the peak area of alkyl hydroxy ether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) (hereinafter, may be referred to as the peak area ratio of (B) / (A) in this specification) is not particularly limited as long as it is 0.01 to 10%, preferably 0.01 to 5.0%, and more preferably 0.01 to 1.0%. When the peak area ratio of (B) / (A) exceeds 10%, the foaming property and the fineness of the foam may become insufficient. In the surfactant composition of the present invention, the ratio of the peak area of alkyl hydroxy ether acetic acid (salt) (B) to the peak area of alkyl hydroxy ether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) can be calculated by the following formula based on the measured values of the peak area of alkyl hydroxy ether acetic acid (salt) (A) and the peak area of alkyl hydroxy ether acetic acid (salt) (B) obtained by performing analysis according to the above <Measurement conditions of LC-TOF-MS>. (B) / (A) peak area ratio = ((peak area of alkyl hydroxy ether acetic acid (salt) (B)) × 100) / (peak area of alkyl hydroxy ether acetic acid (salt) (A))

[0038] If the surfactant composition of the present invention contains only one compound as alkylhydroxyether acetate (salt) (A), then "peak area of ​​alkylhydroxyether acetate (salt) (A)" means the peak area of ​​that compound measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS). Furthermore, if the surfactant composition of the present invention contains multiple compounds (two or more) as alkylhydroxyether acetate (salt) (A), then "peak area of ​​alkylhydroxyether acetate (salt) (A)" means the sum of the individual peak areas of the multiple compounds measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS). Similarly, if the surfactant composition of the present invention contains only one compound as alkylhydroxyether acetate (salt) (B), then "peak area of ​​alkylhydroxyether acetate (salt) (B)" means the peak area of ​​that compound measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS). When the surfactant composition of the present invention contains multiple compounds (two or more) as alkylhydroxyether acetate (salt) (B), the "peak area of ​​alkylhydroxyether acetate (salt) (B)" means the sum of the peak areas of each of the multiple compounds measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS).

[0039] In the surfactant composition of the present invention, the content of alkyl hydroxyether acetate (salt) (A) is not particularly limited, but from the viewpoint of foam fineness and storage stability, it is preferably 5 to 95% by weight, and more preferably 10 to 90% by weight, relative to the total weight of the active ingredients of the surfactant composition. In this specification, the term "active ingredient" refers to the component obtained by removing water from the raw materials of each component. In this specification, the term "active ingredient" may also be referred to as "solid content."

[0040] In the surfactant composition of the present invention, the peak area of alkyl hydroxy ether acetic acid (salt) (A) is not particularly limited, but is preferably 500,000 to 7,000,000, and more preferably 1,000,000 to 5,000,000. In this specification, the peak area of alkyl hydroxy ether acetic acid (salt) (A) is a value measured by performing analysis according to the <Measurement conditions of LC-TOF-MS> described above using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS).

[0041] In the surfactant composition of the present invention, the peak area of alkyl hydroxy ether acetic acid (salt) (B) is not particularly limited, but is preferably 300 to 700,000, and more preferably 500 to 500,000. In this specification, the peak area of alkyl hydroxy ether acetic acid (salt) (B) is a value measured by performing analysis according to the <Measurement conditions of LC-TOF-MS> described above using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS).

[0042] The surfactant composition of the present invention can be obtained by mixing an aqueous surfactant solution or powder containing alkyl hydroxy ether acetic acid (salt) (A) and an aqueous surfactant solution or powder containing alkyl hydroxy ether acetic acid (salt) (B) so that the ratio of the peak area of alkyl hydroxy ether acetic acid (salt) (B) to the peak area of alkyl hydroxy ether acetic acid (salt) (A) measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) falls within the above range.

[0043] The surfactant composition of the present invention may further contain any other components, and preferably contains water.

[0044] When the surfactant composition of the present invention contains water, from the viewpoints of the fineness of the foam and storage stability, the content ratio of water is preferably 50 to 90% by weight, and more preferably 60 to 85% by weight based on the total weight of the surfactant composition. If the surfactant composition of the present invention contains water, the water may be the water used as the reaction solvent in the production of alkyl hydroxy ether acetate (salt) (A) and alkyl hydroxy ether acetate (salt) (B), or it may be tap water, purified water, hard water, soft water, natural water, deep-sea water, hot spring water, electrolyzed alkaline ionized water, electrolyzed acidic ionized water, ion-exchanged water, cluster water, etc., mixed with alkyl hydroxy ether acetate (salt) (A) and alkyl hydroxy ether acetate (salt) (B) so that the water content in the surfactant composition of the present invention is in a predetermined proportion.

[0045] Furthermore, the surfactant composition of the present invention may also contain some of the amphoteric surfactants, anionic surfactants other than alkyl hydroxyether acetate (salt) (A) and alkyl hydroxyether acetate (salt) (B) (hereinafter referred to as "other anionic surfactants"), cationic surfactants, nonionic surfactants, water, oily components, solvents, humectants, chelating agents, conditioning agents, thickeners, whitening agents, pH adjusters, cooling agents, colorants, UV scattering agents, UV absorbing agents, preservatives, and antioxidants that are included in the detergents described later. Furthermore, the surfactant composition of the present invention may also contain unreacted materials and reaction catalyst residues from the synthesis of alkyl hydroxy ether acetate (salt) (A) and alkyl hydroxy ether acetate (salt) (B).

[0046] The surfactant composition of the present invention can be obtained by mixing alkyl hydroxy ether acetate (salt) (A), alkyl hydroxy ether acetate (salt) (B), and water, etc., as needed, in a predetermined proportion using a known mixing device equipped with a stirring device such as a paddle-type stirring blade or a spiral stirring blade.

[0047] The surfactant composition of the present invention is preferable as a raw material for detergents because it has excellent foaming properties and fine foam texture.

[0048] <Cleaning agent> The detergent of the present invention is a detergent comprising the surfactant composition of the present invention. The detergent of the present invention contains alkyl hydroxy ether acetate (salt) (A) and alkyl hydroxy ether acetate (salt) (B), which are essential components of the surfactant composition of the present invention. In this specification, "cleansing agent" refers to a cleansing agent for hair or skin (such as shampoo, facial cleanser, body soap, bar soap, makeup remover, and liquid soap).

[0049] In the detergent of the present invention, the content of the surfactant composition of the present invention is not particularly limited, but from the viewpoint of the viscosity of the detergent and the foam viscosity, it is preferably 0.1 to 10.0% by weight, and more preferably 0.5 to 3.0% by weight, relative to the total weight of the detergent.

[0050] In the detergent of the present invention, the content of alkylhydroxyether acetate (salt) (A) is not particularly limited, but from the viewpoint of cleaning power, it is preferably 0.01 to 9.0% by weight, and more preferably 0.01 to 2.5% by weight, relative to the total weight of the detergent.

[0051] The detergent of the present invention may contain any other components in addition to the surfactant composition of the present invention. Examples of any other components include known cosmetic components such as amphoteric surfactants, other anionic surfactants, cationic surfactants, nonionic surfactants, water, oily components, solvents, humectants, chelating agents, conditioning agents, thickeners, whitening agents, pH adjusters, cooling agents, colorants, UV scattering agents, UV absorbing agents, preservatives, and antioxidants.

[0052] Examples of amphoteric surfactants include alkyldimethyl acetate betaine, fatty acid amidopropyl betaine, alkylimidazolinium betaine, sulfobetaine-type amphoteric surfactants, and amphoteric amino acid-based surfactants.

[0053] Examples of alkyldimethyl acetate betaines include lauryldimethylaminoacetate betaine [also known as lauryl betaine], myristyldimethylaminoacetate betaine [also known as myristyl betaine], and stearyldimethylaminoacetate betaine [also known as stearyl betaine].

[0054] Examples of fatty acid amidopropyl betaines include lauric acid amidopropyl betaine [also known as lauramidopropyl betaine], myristate acid amidopropyl betaine [also known as myristamidopropyl betaine], isostearic acid amidopropyl betaine, and coconut oil fatty acid amidopropyl betaine [also known as cocamidopropyl betaine].

[0055] Examples of alkylimidazolinium betaines include 2-coconut oil fatty acid-N-hydroxyethyl-N-hydroxyethylimidazolinium betaine, N-lauroyl-N'-carboxymethyl-N'-hydroxyethylethylenediamine sodium [also known as sodium lauroamphoacetate], and N-coconut oil fatty acid acyl-N'-carboxymethyl-N'-hydroxyethylethylenediamine sodium [also known as sodium cocoamphoacetate].

[0056] Examples of sulfobetaine-type amphoteric surfactants include lauramidopropyl hydroxysultaine and cocamidopropyl hydroxysultaine.

[0057] Examples of amphoteric amino acid-based surfactants include sodium lauryl aspartate, sodium myristyl aspartate, sodium lauryl-β-aminopropionate, and sodium lauroyl methyl-β-alanine [also known as sodium lauroyl methylalanine].

[0058] Other anionic surfactants include ether carboxylic acids or their salts other than alkyl hydroxyether acetate (salt) (A) and alkyl hydroxyether acetate (salt) (B) (hereinafter referred to as ether carboxylic acids or their salts), sulfate ester salts, sulfonates, phosphate ester salts, fatty acid salts, and acylated amino acid salts.

[0059] Examples of ether carboxylic acids or their salts include sodium polyoxyethylene (average degree of polymerization 4) lauryl ether carboxylate [also known as sodium polyoxyethylene (average degree of polymerization 4) lauryl ether acetate, sodium laureth-4 carboxylate], sodium polyoxyethylene (average degree of polymerization 6) lauryl ether carboxylate [also known as sodium laureth-6 carboxylate], sodium polyoxyethylene (average degree of polymerization 4) tridecyl ether carboxylate [also known as sodium trideceth-4 carboxylate], and sodium polyoxyethylene (average degree of polymerization 7) tridecyl ether carboxylate [also known as sodium trideceth-7 carboxylate].

[0060] Examples of sulfate ester salts include sodium lauryl sulfate [also known as sodium lauryl sulfate], sodium polyoxyethylene (average degree of polymerization 2) lauryl ether sulfate [also known as sodium laureth-2 sulfate], sodium polyoxyethylene (average degree of polymerization 3) lauryl ether sulfate [also known as sodium laureth-3 sulfate], polyoxyethylene (average degree of polymerization 3) lauryl ether sulfate triethanolamine [also known as TEA laureth-3 sulfate], sodium polyoxyethylene (average degree of polymerization 3) coconut oil fatty acid monoethanolamide sulfate [also known as PEG-3 coconut fatty acid amide MEA sulfate], and sodium polyoxyethylene (average degree of polymerization 3) alkyl (12-13 carbon atoms) ether sulfate [also known as (C12,C13) pareth-3 sulfate].

[0061] Examples of sulfonates include sodium olefin (C14-16) sulfonate [also known as sodium olefin (C14-16) sulfonate], sodium dodecylbenzenesulfonate [also known as sodium dodecylbenzenesulfonate], disodium lauryl sulfosuccinate (average degree of polymerization 2) [also known as laureth-2Na sulfosuccinate], disodium lauryl sulfosuccinate [also known as lauryl-2Na sulfosuccinate], and disodium lauroylethanolamide (average degree of polymerization 5) sulfosuccinate.

[0062] Examples of phosphate ester salts include sodium lauryl phosphate [also known as sodium lauryl phosphate] and sodium polyoxyethylene lauryl ether phosphate [also known as trilaureth-4 phosphate].

[0063] Examples of fatty acid salts include salts of myristic acid (sodium myristate [also known as myristate Na], potassium myristate [also known as myristate K], myristate triethanolamine [also known as myristate TEA], etc.), salts of lauric acid (sodium laurate [also known as laurate Na], potassium laurate [also known as laurate K], laurate triethanolamine [also known as laurate TEA], etc.), salts of stearic acid (sodium stearate [also known as stearate Na], stearate triethanolamine [also known as stearate TEA], etc.), and salts of palmitic acid (sodium palmitate [also known as palmitate Na] and palmitate triethanolamine [also known as palmitate TEA]).

[0064] Examples of acylated amino acid salts include potassium acylglycine (also known as cocoyl glycine K), sodium methyltaurate (also known as cocoyl methyltaurate Na), sodium sarcosinate (also known as cocoyl sarcosin Na), sodium lauroyl sarcosinate (also known as lauroyl sarcosin Na), triethanolamine sarcosinate (also known as acyl glutamate TEA), triethanolamine acyl-L-glutamate (also known as cocoyl glutamate TEA), sodium acyl-L-glutamate (also known as cocoyl glutamate Na), and triethanolamine lauroyl-L-glutamate (also known as lauroyl glutamate TEA).

[0065] Examples of cationic surfactants include quaternary ammonium salts and amine salts.

[0066] Examples of quaternary ammonium salts include stearyltrimethylammonium chloride [also known as steartrimonium chloride], behenyltrimethylammonium chloride [also known as behentrimonium chloride], distearyldimethylammonium chloride [also known as distearyldimonium chloride], and aminopropylethyldimethylammonium ethyl sulfate [also known as quaternium-33].

[0067] Examples of amine salts include diethylaminoethylamide lactate stearate [also known as stearamidoethyldiethylamine lactate] and dimethylaminoethylamide lactate behenate [also known as behenamidopropyldimethylamine lactate].

[0068] Examples of nonionic surfactants include alkylene oxide (C2-C8) adducts of C4-C24 alcohols, esters or ethers of C8-C24 fatty acids with alcohols or alkylene oxide (C2-C8) polymers, alkylene oxide adducts of higher fatty acid esters of polyhydric (dihydric-dechydric) alcohols, glycerin fatty acid esters, polyglycerin fatty acid esters, and fatty acid alkanolamides.

[0069] Alkylene oxide (C2-C8) adducts of C4-C24 alcohols include polyoxyethylene (average degree of polymerization 10) polyoxypropylene (average degree of polymerization 7) butyl ether [also known as PPG-7 Buteth-10], polyoxyethylene (average degree of polymerization 20) lauryl ether [also known as Laureth-20], polyoxyethylene (average degree of polymerization 20) oleyl ether [also known as Oleth-20], polyoxyethylene (average degree of polymerization 12) polyoxypropylene (average degree of polymerization 2) cetyl ether [also known as PPG-2 Ceteth-12], and mixtures of polyoxyethylene cetearyl ether and polyoxyethylene oleyl ether [also known as Ceteth-5].

[0070] Esters or ethers of fatty acids with 8 to 24 carbon atoms and alcohols or alkylene oxide (2 to 8 carbon atoms) polymers include: glyceryl monostearate [also known as glyceryl stearate], glyceryl monocaprylate [also known as glyceryl caprylate], glyceryl monomyristate [also known as glyceryl myristate], glyceryl monooleate [also known as glyceryl oleate], ethylene glycol monostearate [also known as glycol stearate], sorbitan monolaurate [also known as sorbitan laurate], sorbitan monopalmitate [also known as sorbitan palmitate], sorbitan monostearate [also known as sorbitan stearate], sorbitan monooleate [also known as sorbitan oleate], sorbitan coconut oil fatty acid, mono Examples include polyoxyethylene sorbitan oleate (average degree of polymerization 6) [also known as PEG-6 sorbitan oleate], polyoxyethylene stearyl ether (average degree of polymerization 20) [also known as steareth-20], polyoxyethylene glycol monostearate (average degree of polymerization 23) [also known as PEG-23 stearate], polyoxyethylene glycol distearate (average degree of polymerization 3) [also known as PEG-3 distearate], polyoxyethylene glycol distearate (average degree of polymerization 150) [also known as PEG-150 distearate], polyoxyethylene glycol distearate (average degree of polymerization 190) [also known as PEG-190 distearate], and hydrogenated castor oil (average degree of polymerization 60) [also known as PEG-60 hydrogenated castor oil].

[0071] Alkylene oxide adducts of higher fatty acid esters of polyhydric (dihydric to decadal) alcohols include those obtained by addition polymerization of polyethylene oxide (average degree of polymerization 6) to glycerol esters of caprylic acid and capric acid [also known as (caprylic / capric acid) PEG-6 glycerides], polyoxyethylene monolaurate (average degree of polymerization 10) sorbitan [also known as PEG-10 sorbitan laurate], polyoxyethylene monolaurate (average degree of polymerization 80) sorbitan [also known as PEG-80 sorbitan laurate], polyoxyethylene monooleate (average degree of polymerization 6) sorbitan [also known as PEG-6 sorbitan oleate], polyoxyethylene monooleate (average degree of polymerization 3) sorbitan [ Examples include: PEG-3 sorbitan oleate (also known as PEG-3 sorbitan oleate), polyoxyethylene monooleate (average degree of polymerization 40) sorbitan (also known as PEG-40 sorbitan oleate), polyoxyethylene monostearate (average degree of polymerization 6) sorbitan (also known as PEG-6 sorbitan stearate), polyoxyethylene monostearate (average degree of polymerization 40) sorbitan (also known as PEG-40 sorbitan stearate), polyoxyethylene triisostearate (average degree of polymerization 160) sorbitan (also known as PEG-160 sorbitan triisostearate), and polyoxyethylene (degree of polymerization 120) dioleate methyl glucoside (also known as PEG-120 methyl glucose dioleate).

[0072] Examples of polyglycerin fatty acid esters include decaglyceryl monooleate [also known as polyglyceryl-10 oleate], decaglyceryl monolaurate [also known as polyglyceryl-10 laurate], decaglyceryl isostearate [also known as polyglyceryl-10 isostearate], polyglyceryl distearate [also known as polyglyceryl-10 distearate], polyglyceryl stearate [also known as polyglyceryl-10 stearate], hexaglyceryl polyricinoleate [also known as polyglyceryl-6 polyricinoleate], and diglyceryl monoisostearate [also known as polyglyceryl-2 isostearate].

[0073] Examples of fatty acid alkanolamides include coconut oil fatty acid monoethanolamide [also known as cocamide MEA], coconut oil fatty acid N-methylethanolamide [also known as cocamide methyl MEA], and coconut oil fatty acid diethanolamide [also known as cocamide DEA].

[0074] Examples of water include tap water, purified water, hard water, soft water, natural water, deep-sea water, hot spring water, electrolyzed alkaline ionized water, electrolyzed acidic ionized water, ion-exchanged water, and cluster water.

[0075] Examples of oily components include liquid oils and fats, solid oils and fats, hydrocarbon oils, synthetic ester oils, silicone oils, and essential oils.

[0076] Examples of liquid oils include avocado oil, camellia oil, turtle oil, macadamia seed oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, peach kernel oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cotton seed oil, soybean oil, peanut oil, tea seed oil, citronella oil, rice bran oil, jojoba oil, rice germ oil, glyceryl tri-2-ethylhexanoate [also known as triethylhexanoin], and glyceryl triisopalmitate [also known as triisopalmitin].

[0077] Examples of solid fats and oils include cocoa butter, coconut oil, candelilla wax, beeswax, shea butter, horse oil, hydrogenated coconut oil, palm oil, beef tallow, lanolin, hydrogenated beef tallow, palm kernel oil, hydrogenated palm oil, lard, Japanese wax, and hydrogenated castor oil.

[0078] Examples of hydrocarbon oils include 2,2,4,6,6-pentamethylheptane (also known as isododecane), 2,2,4,4,6,8,8-heptamethylnonane (also known as isohexadecane), hexamethyltetracosan (also known as squalane), 2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene (also known as squalene), petrolatum, paraffin, hydrogenated polyisobutene, ozokerite, 2,6,10,14-tetramethylpentadecane, ceresin, and microcrystalline wax.

[0079] Examples of synthetic ester oils include isopropyl myristate, cetyl ethylhexanoate, octyldodecyl myristate, cetyl palmitate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl ethylhexanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl hydroxystearate, glycol diethylhexanoate, and neopentyl dicaprate. Glycol, tryster of caprylic acid, capric acid, and glycerin [also known as: tri(caprylic / capric acid)glyceryl], hydroxystearic acid, hydroxystearic acid, stearic acid, and rosin acid hexaester of dipentaerythritol [also known as: hexa(hydroxystearic acid / stearic acid / rosin acid)dipentaerythrityl], diisostearyl malate, glyceryl diisostearate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triethylhexanoate Rollpropane, Pentaerythrityl Tetraethylhexanoate, Trimethylolpropane Triisostearate, Ethylhexyl Palmitate, Glyceryl Trimyristate [also known as Trimyristate], Methyl Ricinoleate, Oleyl Oleate, Diisobutyl Adipate, Ester of Lauroyl Glutamate, Phytosterol, and Octyldodecanol [also known as Di(Phytosteryl / Octyldodecyl Lauroyl Glutamate)], Diheptyl Undecyl Adipate, Ethyl Laurate, Seba Examples include diethylhexyl cinnamate, isocetyl myristate, hexyldecyl palmitate, dihexyldecyl adipate, diisopropyl sebacate, diethylhexyl succinate, triethyl citrate, polyoxyethylene (average degree of polymerization 3) trimethylolpropane triisostearate [also known as PEG-3 trimethylolpropane triisostearate], diglyceryl triisostearate [also known as polyglyceryl-2 triisostearate], and sucrose tetraisostearate.

[0080] Examples of silicone oils include linear polysiloxanes, cyclic polysiloxanes, and modified polysiloxanes (such as amino-modified polysiloxanes, polyether-modified siloxanes, alkyl-modified polysiloxanes, and fluorine-modified polysiloxanes).

[0081] Examples of linear polysiloxanes include methylphenylpolysiloxane [also known as diphenyldimethicone], caprylyl methicone, dimethicone, dimethylpolysiloxane crosslinked with divinyldimethylpolysiloxane [also known as (dimethicone / vinyldimethicone) crosspolymer], and dimethylpolysiloxane copolymer crosslinked with phenylvinyldimethylpolysiloxane [also known as (dimethicone / phenylvinyldimethicone) crosspolymer].

[0082] Examples of cyclic polysiloxanes include decamethylcyclopentasiloxane (also known as cyclopentasiloxane) and dodecamethylcyclohexasiloxane (also known as cyclohexasiloxane).

[0083] Examples of modified polysiloxanes include aminopropyl dimethicone, alkyl (C26-28) dimethicone, alkyl (C30-45) dimethicone, polyoxyethylene (average degree of polymerization 10) methylpolysiloxane copolymer [also known as PEG-10 dimethicone], polyoxyethylene (average degree of polymerization 12) methylpolysiloxane copolymer [also known as PEG-12 dimethicone], and polyoxyethylene (average degree of polymerization 9) dimethylsiloxyethyl dimethicone [also known as PEG-9 polydimethylsiloxyethyl dimethicone].

[0084] Examples of solvents include ethanol, isoprenediol (also known as isopentyldiol), denatured alcohol, dipropylene glycol (also known as DPG), 1,2-hexanediol (also known as 1,2-hexanediol), isododecane, isopropanol, butyl acetate, diethylene glycol monoethyl ether (also known as ethoxydiglycol), and propylene glycol (also known as PG).

[0085] Examples of humectants include glycerin, 1,3-butylene glycol (also known as BG), hydrogenated rapeseed alcohol (also known as hydrogenated rapeseed alcohol), sorbitol, sodium acetate (also known as sodium lactate), sodium pyrrolidone carboxylate (also known as PCN-Na), sodium hyaluronate (also known as sodium hyaluronate), and sodium chondroitin sulfate (also known as sodium chondroitin sulfate).

[0086] Examples of chelating agents include ethylenediaminetetraacetic acid (also known as EDTA), disodium ethylenediaminetetraacetic acid (also known as EDTA-2Na), sodium polyphosphate (also known as sodium polyphosphate), disodium pyrophosphate (also known as disodium pyrophosphate), gluconic acid, sodium gluconate (also known as sodium gluconate), and ascorbic acid.

[0087] Examples of conditioning agents include polymers of quaternary ammonium salts obtained by adding glycidyltrimethylammonium chloride to hydroxyethylcellulose [also known as polyquaternium-10], polymers of quaternary ammonium salts obtained from acrylamide and dimethyldiallylammonium chloride [also known as polyquaternium-7], copolymers of dimethyldiallylammonium chloride and acrylic acid [also known as polyquaternium-22], copolymers of vinyl acetate and vinylpyrrolidone [also known as (VP / VA) copolymer], quaternary ammonium salts obtained by adding glycidyltrimethylammonium chloride to guar gum [also known as guar hydroxypropyltrimonium chloride], polyethylene glycol 20000 [also known as PEG-400], sodium polyacrylate [also known as sodium polyacrylate], hydroxyethylcellulose and D-pantothenyl alcohol [also known as panthenol], etc.

[0088] Examples of thickening agents include guar gum, xanthan gum, starch, behenyl alcohol, stearyl alcohol, cetearyl alcohol, cetanol, myristyl alcohol, carboxyvinyl polymer (also known as carbomer), hydroxypropyl methylcellulose, polyvinyl alcohol, sodium polyacrylate (also known as sodium polyacrylate), sodium salt of starch grafted with acrylic acid (also known as sodium acrylate grafted starch), dimethyldistearylammonium hectorite (also known as disteardimonium hectorite), talc, and glycol distearate and acrylic acid / alkyl methacrylate (C10-30) copolymer (also known as (acrylates / alkyl acrylate (C10-30)) crosspolymer).

[0089] Examples of skin whitening agents include tranexamic acid, arbutin, and hydroquinone.

[0090] Examples of pH adjusters include lactic acid, citric acid, phosphoric acid, malic acid, tartaric acid, hydrochloric acid, acetic acid, sodium hydroxide, potassium hydroxide, and triethanolamine.

[0091] Examples of cooling agents include menthol, peppermint oil, thymol, methyl salicylate, and camphor.

[0092] Examples of colorants include Blue No. 1, Blue No. 2, Green No. 3, and Red No. 1.

[0093] Examples of ultraviolet scattering agents include titanium dioxide and zinc oxide.

[0094] Examples of UV absorbers include ethylhexyl methoxycinnamate, esters of dimethyl para-aminobenzoic acid and 2-ethylhexyl alcohol [also known as dimethyl PABA ethylhexyl], and t-butyl methoxydibenzoylmethane.

[0095] Examples of preservatives include phenoxyethanol, o-cymene-5-ol, methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben, and isobutylparaben.

[0096] Antioxidants include vitamin E (also known as tocopherol), dibutylhydroxytoluene (also known as BHT), butylhydroxyanisole (also known as BHA), dipotassium glycyrrhizate (also known as glycyrrhizic acid 2K), ascorbyl palmitate, and rosemary leaf extract.

[0097] The types of known cosmetic components that can be used in the present invention as needed, and their respective contents, are as follows: Amphoteric surfactants, other anionic surfactants, cationic surfactants, nonionic surfactants, water, oily components, solvents, and humectants are each preferably 50% by weight or less, and more preferably 10% by weight or less, based on the total weight of the detergent. The chelating agent, conditioning agent, thickener, and whitening agent are each preferably 30% by weight or less, and more preferably 10% by weight or less, based on the total weight of the cleansing agent. pH adjusters, cooling agents, colorants, UV scattering agents, UV absorbing agents, preservatives, and antioxidants are each preferably present in amounts of 10% by weight or less, and more preferably 5% by weight or less, based on the total weight of the cleaning agent.

[0098] The detergent of the present invention can be produced by mixing the surfactant composition of the present invention and any other components in a known stirrer. Examples of agitators used in manufacturing the cleaning agent of the present invention include Henschel mixers, ball mills, jet mills, kneaders, planetary mixers, sand mills, attritors, ribbon blenders, disperser mixers, and homomixers, with disperser mixers being preferred.

[0099] The cleaning agent of the present invention is preferably solid, liquid, or paste-like at 25°C, and more preferably liquid from the viewpoint of ease of handling.

[0100] When the detergent of the present invention is a shampoo, the shampoo preferably contains, for example, the following components.

[0101] Other preferred anionic surfactants include at least one selected from the group consisting of sodium polyoxyethylene (average degree of polymerization 2) lauryl ether sulfate, sodium polyoxyethylene (average degree of polymerization 4) lauryl ether acetate, sodium N-coconut oil fatty acid acyl-L-glutamate, sodium N-lauroyl sarcosinate, and sodium olefin (C14-16) sulfonate. The shampoo may contain 3.0 to 10.0% by weight of polyoxyethylene (average degree of polymerization 2) lauryl ether sulfate sodium as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 1.0 to 5.0% by weight of polyoxyethylene (average degree of polymerization 4) lauryl ether acetate sodium as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 3.0 to 10.0% by weight of N-coconut oil fatty acid acyl-L-glutamate sodium as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 1.0 to 5.0% by weight of N-lauroyl sarcosinate sodium as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 1.0 to 10.0% by weight of olefin (C14-16) sulfonate sodium as an active ingredient, based on the total weight of the shampoo.

[0102] As the amphoteric surfactant, at least one selected from the group consisting of cocamidopropyl betaine and 2-coconut oil fatty acid-N-hydroxyethyl-N-hydroxyethylimidazolinium betaine is preferred. The shampoo may contain 1.0 to 5.0% by weight of cocamidopropyl betaine, calculated as an active ingredient, based on the total weight of the shampoo. The shampoo may also contain 1.0 to 5.0% by weight of 2-coconut oil fatty acid-N-hydroxyethyl-N-hydroxyethylimidazolinium betaine, calculated as an active ingredient, based on the total weight of the shampoo.

[0103] As a humectant, at least one selected from the group consisting of 1,3-butylene glycol and glycerin is preferred. The shampoo may contain 1.0 to 5.0% by weight of 1,3-butylene glycol, calculated as an active ingredient, based on the total weight of the shampoo. The shampoo may also contain 1.0 to 5.0% by weight of glycerin, calculated as an active ingredient, based on the total weight of the shampoo.

[0104] As a conditioning agent, at least one selected from the group consisting of polyquaternium-22, polyquaternium-7, and polyquaternium-10 is preferred. The shampoo may contain 0.1 to 1.0% by weight of polyquaternium-22, calculated as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 0.005 to 0.5% by weight of polyquaternium-7, calculated as an active ingredient, based on the total weight of the shampoo. The shampoo may contain 0.1 to 1.0% by weight of polyquaternium-10, calculated as an active ingredient, based on the total weight of the shampoo.

[0105] Dimethicone is preferred as the oily component. The shampoo may contain 0.1 to 1.0% by weight of dimethicone, calculated as an active ingredient based on the total weight of the shampoo.

[0106] EDTA-2Na is preferred as the chelating agent. The shampoo may contain 0.05 to 0.5% by weight of EDTA-2Na, calculated as an active ingredient based on the total weight of the shampoo.

[0107] As the nonionic surfactant, at least one selected from the group consisting of PEG-160 sorbitan triisostearate and coconut oil fatty acid N-methylethanolamide is preferred. The shampoo may contain PEG-160 sorbitan triisostearate in an amount of 1.0 to 5.0% by weight, calculated as an active ingredient, based on the total weight of the shampoo. The shampoo may also contain coconut oil fatty acid N-methylethanolamide in an amount of 1.0 to 5.0% by weight, calculated as an active ingredient, based on the total weight of the shampoo.

[0108] Menthol is preferred as a cooling agent. The shampoo may contain 0.5 to 3.0% by weight of menthol, calculated as an active ingredient, based on the total weight of the shampoo.

[0109] Citric acid is preferred as the pH adjuster. The shampoo may contain 0.05 to 0.5% by weight of citric acid, calculated as an active ingredient based on the total weight of the shampoo.

[0110] When the detergent of the present invention is a shampoo, preferred compositions of each component, when converted to active ingredients, include the following compositions. Alkyl hydroxyether acetate (salt) (A): 0.05-6.00% by weight Other anionic surfactants: 3.0-20.0% by weight Amphoteric surfactants: 1.0-5.0% by weight Moisturizer: 1.0-5.0% by weight Conditioning agent: 0.005-1.0% by weight Oily component: 0.1~1.0% by weight Chelating agent: 0.05-0.5% by weight Nonionic surfactant: 1.0-10.0% by weight Cooling agent: 0.5-3.0% by weight pH adjuster: 0.05-0.5% by weight

[0111] When the cleansing agent of the present invention is a facial cleanser for pump dispensers, it is preferable that the facial cleanser for pump dispensers contains, for example, the following components.

[0112] Other preferred anionic surfactants include at least one selected from the group consisting of lauroyl-L-glutamic acid triethanolamine and olefin (C14-16) sulfonate sodium. The facial cleanser for pump dispensers may contain 1.0 to 10.0% by weight of lauroyl-L-glutamic acid triethanolamine, calculated as an active ingredient, based on the total weight of the facial cleanser for pump dispensers. The facial cleanser for pump dispensers may also contain 0.5 to 3.0% by weight of olefin (C14-16) sulfonate sodium, calculated as an active ingredient, based on the total weight of the facial cleanser for pump dispensers.

[0113] As the amphoteric surfactant, cocamidopropyl betaine is preferred. The facial cleanser for pump dispensers may contain 0.5 to 3.0% by weight of cocamidopropyl betaine as an active ingredient, based on the total weight of the facial cleanser for pump dispensers.

[0114] Polyquaternium-7 is preferred as a conditioning agent. The facial cleanser for pump dispensers may contain 0.05 to 0.5% by weight of polyquaternium-7 as an active ingredient, based on the total weight of the facial cleanser for pump dispensers.

[0115] When the cleansing agent of the present invention is a facial cleanser for pump foamers, preferred compositions of each component, when converted to active ingredients, include the following compositions. Alkyl hydroxyether acetate (salt) (A): 0.01~4.00% by weight Other anionic surfactants: 0.5-10.0% by weight Amphoteric surfactants: 0.5-3.0% by weight Conditioning agent: 0.05-0.5% by weight

[0116] When the cleansing agent of the present invention is a cream facial cleanser, the cream facial cleanser preferably contains, for example, the following components.

[0117] As for other anionic surfactants, at least one selected from the group consisting of sodium acyl-L-glutamate, potassium acylglycine, salts of lauric acid, salts of stearic acid, and salts of palmitic acid is preferred. The cream cleanser may contain 1.0 to 3.0% by weight of N-coconut oil fatty acid acyl-L-glutamate sodium as an active ingredient, based on the total weight of the cream cleanser. The cream cleanser may contain 5.0 to 20.0% by weight of N-coconut oil fatty acid acylglycine potassium as an active ingredient, based on the total weight of the cream cleanser. The cream cleanser may contain 0.5 to 5.0% by weight of lauric acid salt as an active ingredient, based on the total weight of the cream cleanser. The cream cleanser may contain 0.5 to 20.0% by weight of stearic acid salt as an active ingredient, based on the total weight of the cream cleanser. The cream cleanser may contain 5.0 to 20.0% by weight of palmitic acid salt as an active ingredient, based on the total weight of the cream cleanser. In this specification, if other anionic surfactants contain fatty acid salts, it is assumed that all fatty acids are potassium salts, and the weight of the potassium salt of the fatty acid is considered to be the weight of the fatty acid salt.

[0118] As the amphoteric surfactant, cocamidopropyl betaine is preferred. The cream cleanser may contain 0.5 to 3.0% by weight of cocamidopropyl betaine as an active ingredient, based on the total weight of the cream cleanser.

[0119] Glycerin is preferred as a humectant. The cream cleanser may contain 5.0 to 20.0% by weight of glycerin, calculated as an active ingredient, based on the total weight of the cream cleanser.

[0120] Polyquaternium-7 is preferred as a conditioning agent. The cream cleanser may contain 0.01 to 0.10% by weight of polyquaternium-7 as an active ingredient, based on the total weight of the cream cleanser.

[0121] Vitamin E is preferred as an antioxidant. The cream facial cleanser may contain 0.05 to 0.30% by weight of vitamin E, calculated as an active ingredient, based on the total weight of the cream facial cleanser.

[0122] Glycol distearate is preferred as a thickening agent. The cream facial cleanser may contain 1.0 to 3.0% by weight of glycol distearate as an active ingredient, based on the total weight of the cream facial cleanser.

[0123] As the nonionic surfactant, at least one selected from the group consisting of PEG-190 distearate and coconut oil fatty acid N-methylethanolamide is preferred. The cream cleanser may contain PEG-190 distearate in an amount of 3.0 to 10.0% by weight, calculated as an active ingredient, based on the total weight of the cream cleanser. The cream cleanser may also contain coconut oil fatty acid N-methylethanolamide in an amount of 1.0 to 3.0% by weight, calculated as an active ingredient, based on the total weight of the cream cleanser.

[0124] Potassium hydroxide is preferred as the pH adjusting agent. The cream facial cleanser may contain 3.0 to 10.0% by weight of potassium hydroxide, calculated as an active ingredient, based on the total weight of the cream facial cleanser.

[0125] When the cleansing agent of the present invention is a cream facial cleanser, preferred compositions of each component, when converted to active ingredients, include the following compositions. Alkyl hydroxyether acetate (salt) (A): 0.015~6.0% by weight Other anionic surfactants: 10.0-40.0% by weight Amphoteric surfactants: 0.5-3.0% by weight Moisturizer: 5.0-20.0% by weight Conditioning agent: 0.01-0.10% by weight Antioxidant: 0.05-0.30% by weight Thickener: 1.0-10.0% by weight Nonionic surfactant: 1.0-13.0% by weight pH adjuster: 3.0-10.0% by weight

[0126] This specification discloses the following:

[0127] This disclosure (1) includes an alkyl hydroxy ether acetate (salt) (A) represented by the following general formula (1), This surfactant composition contains alkyl hydroxy ether acetate (salt) (B) represented by the following general formula (2), and the ratio of the peak area of ​​alkyl hydroxy ether acetate (salt) (B) to the peak area of ​​alkyl hydroxy ether acetate (salt) (A), as measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS), is 0.01 to 10%. R 1 -CH(OH)-CH2-OCH2COOM 1 (1) [In general formula (1), R 1 represents an alkyl group with 8 to 12 carbon atoms, M 1 [This represents a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium.] R 2 -CH(OH)-CH2-OCH2COOM 2 (2) [In general formula (2), R 2 represents an alkyl group with 4 to 7 carbon atoms, M 2 [This represents a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium.]

[0128] Disclosure (2) is a detergent comprising the surfactant composition described in Disclosure (1).

Example

[0129] Hereinafter, the present invention will be further described with reference to Examples and Comparative Examples, but the present invention is not limited thereto.

[0130] <Production Example 1> 100 g of 1,2-dodecanediol [manufactured by Merck KGaA] was added to a four-necked flask equipped with a distillation apparatus using a stirrer, a thermometer, an air inlet tube, and a Vigreux column, and simple distillation was carried out under the conditions of a temperature of 200 °C and a reduced pressure of 1.5 kPa to collect the fraction. 50 g of the collected fraction was placed in a 1 L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel, and a thermometer. Further, 10 g of toluene [manufactured by Fujifilm Wako Pure Chemical Corporation] and 30 g of sodium monochloroacetate [manufactured by Denka Co., Ltd.] were added. After nitrogen substitution, the temperature was raised to 50 °C, and while stirring, 10 g of granular sodium hydroxide [manufactured by Tosoh Corporation] was gradually added over 5 hours, and then aged for 3 hours to cause a reaction. The solution after the reaction was adjusted to 50 °C, 25 g of ion-exchanged water was added, the temperature was raised to 70 °C, 32 g of a 38% hydrochloric acid aqueous solution [manufactured by Toagosei Co., Ltd.] was added, and then stirred for 30 minutes to obtain a solution. The obtained solution was transferred to a separatory funnel, allowed to stand for 30 minutes, and then separated to remove the lower layer solution. 10 g of sodium hydroxide was added to the remaining supernatant solution, and the pressure was reduced to 2.7 kPa at 75 °C using a rotary evaporator. By maintaining the temperature and pressure for 7 hours, volatile components were removed to obtain Powder 1 containing a surfactant. A 1 g sample was taken from Powder 1 containing a surfactant, and using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS), according to the <Measurement conditions of LC-TOF-MS> described later, the molecular structure of the surfactant contained in Powder 1 containing a surfactant (including the types of cations constituting the surfactant) was specified. Further, the content of alkyl hydroxy ether acetic acid (salt) (A) in Powder containing a surfactant was measured according to the <HPLC measurement conditions of alkyl hydroxy ether acetic acid (salt) (A)> described later. Powder 1 containing a surfactant contained 60% by weight of sodium dodecyl hydroxy ether acetate as alkyl hydroxy ether acetic acid (salt) (A), and contained sodium octyl hydroxy ether acetate as alkyl hydroxy ether acetic acid (salt) (B). For Powder 1 containing a surfactant, alkyl hydroxy ether acetic acid (salt) (A) other than sodium dodecyl hydroxy ether acetate and alkyl hydroxy ether acetic acid (salt) (B) other than sodium octyl hydroxy ether acetate were not detected. The peak area ratio of (B) / (A) in Powder 1 containing a surfactant was 0.05%. The peak area ratio of (B) / (A) in Powder 1 containing a surfactant was calculated by the method described in <Peak Area Ratio by LC-TOF-MS> described later.

[0131] <Production Example 2> 50 g of 1,2-dodecanediol [manufactured by Merck KGaA], 10 g of toluene [manufactured by Fujifilm Wako Pure Chemical Corporation], and 30 g of sodium monochloroacetate [manufactured by Denka Co., Ltd.] were added to a 1 L four-neck flask equipped with a stirrer, a reflux condenser, a dropping funnel, and a thermometer, and after nitrogen substitution, the temperature was raised to 50°C. While stirring, 10 g of granular sodium hydroxide [manufactured by Tosoh Corporation] was gradually added over 5 hours, and then aged for 3 hours to cause a reaction. The solution after the reaction was adjusted to 50°C, 25 g of ion-exchanged water was added, the temperature was raised to 70°C, 32 g of a 38% hydrochloric acid aqueous solution [manufactured by Toagosei Co., Ltd.] was added, and then stirred for 30 minutes to obtain a solution. The obtained solution was transferred to a separatory funnel, allowed to stand for 30 minutes, and then separated to remove the lower-layer solution. 10 g of sodium hydroxide was added to the remaining supernatant solution, and the pressure was reduced to 2.7 kPa at 75°C using a rotary evaporator. The volatile components were removed by maintaining the temperature and pressure for 7 hours to obtain Powder 2 containing a surfactant. A 1 g sample was taken from the powder 2 containing a surfactant, and the molecular structure of the surfactant contained in the powder 2 containing a surfactant (including the types of cations constituting the surfactant) was identified by using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS) according to the <LC-TOF-MS measurement conditions> described below. Furthermore, the content of alkyl hydroxy ether acetic acid (salt) (A) in the powder 2 containing a surfactant was measured according to the <HPLC measurement conditions of alkyl hydroxy ether acetic acid (salt) (A)> described below. The powder 2 containing a surfactant contained 60% by weight of sodium dodecyl hydroxy ether acetate as alkyl hydroxy ether acetic acid (salt) (A), and contained sodium octyl hydroxy ether acetate as alkyl hydroxy ether acetic acid (salt) (B). For the powder 2 containing a surfactant, alkyl hydroxy ether acetic acid (salt) (A) other than sodium dodecyl hydroxy ether acetate and alkyl hydroxy ether acetic acid (salt) (B) other than sodium octyl hydroxy ether acetate were not detected. The peak area ratio of (B) / (A) in the powder 2 containing a surfactant was 25%. The peak area ratio of (B) / (A) in the powder 2 containing a surfactant was calculated by the method described in the <peak area ratio by LC-TOF-MS> described below.

[0132] <HPLC measurement conditions of alkyl hydroxy ether acetic acid (salt) (A)> Apparatus: Liquid chromatography (manufactured by Shimadzu Corporation) Detector: Differential refractometer Column: Capsule pack C18 SG 120A120S5 (inner diameter 4.6 nm, length 25 cm, manufactured by Osaka Soda Co., Ltd.) Column temperature: 40 °C Eluent: A mixed solution of 0.02 mol / L phosphoric acid, 0.01 mol / L sodium dihydrogen phosphate solution and acetonitrile [53:47 (volume ratio)] Flow rate: 0.8 mL / min Sample concentration: 8 mg / mL Sample injection volume: 25 μL Retention time of alkyl hydroxy ether acetic acid (salt) (A): 19.0 to 22.5 minutes

[0133] <Examples 1 to 8 and Comparative Example 1> Powder 1 containing the surfactant obtained in Production Example 1, Powder 2 containing the surfactant obtained in Production Example 2, and ion-exchanged water were mixed at the ratios (weight ratios) shown in Table 1 to prepare Surfactant Compositions 1 to 8 of the present invention and Comparative Surfactant Composition 1'. More specifically, a 50 mL screw tube was filled with Powder 1 containing the surfactant obtained in Production Example 1 and Powder 2 containing the surfactant obtained in Production Example 2, ion-exchanged water was added thereto, and the mixture was stirred with a stirrer until each component became uniform, thereby preparing Surfactant Compositions 1 to 8 of the present invention and Comparative Surfactant Composition 1'. The effective component concentrations of Surfactant Compositions 1 to 8 of the present invention and Comparative Surfactant Composition 1' were all 29% by weight.

[0134] <Peak area ratio by LC-TOF-MS> For Surfactant Compositions 1 to 8 of the present invention and Comparative Surfactant Composition 1', using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS), the peak area of alkyl hydroxy ether acetic acid (salt) (A) and the peak area of alkyl hydroxy ether acetic acid (salt) (B) were measured according to the <Measurement conditions of LC-TOF-MS> described below. Here, the range of molecular weights (m / z) for detecting alkyl hydroxy ether acetate (A) which is a sodium salt is 1 corresponding to the molecular weights when R in the general formula (1) is an alkyl group having 8 to 12 carbon atoms, respectively, in the ranges of 254 to 256, 268 to 270, 282 to 28, 296 to 298, and 310 to 312. Further, the range of molecular weights (m / z) for detecting alkyl hydroxy ether acetate (B) which is a sodium salt is R in the general formula (2) 2When it is an alkyl group having 4 to 7 carbon atoms, the ranges are 198 to 200, 212 to 214, 226 to 228, and 240 to 242, respectively, corresponding to the molecular weights. In this example, the peak area of alkyl hydroxy ether acetic acid (salt) (A) and the peak area of alkyl hydroxy ether acetic acid (salt) (B) were each taken as the sum of the peak areas in the above molecular weight ranges (m / z). Subsequently, the peak area ratio of (B) / (A) (unit: %) was calculated by the following formula. Peak area ratio of (B) / (A) = ((Peak area of alkyl hydroxy ether acetic acid (salt) (B)) × 100) / (Peak area of alkyl hydroxy ether acetic acid (salt) (A)) The peak area of alkyl hydroxy ether acetic acid (salt) (A) measured by the above method, the peak area of alkyl hydroxy ether acetic acid (salt) (B), and the peak area ratio of (B) / (A) calculated by the above method were respectively shown in the columns of "Peak area of (A)", "Peak area of (B)", and "Peak area ratio of (B) / (A)" in Table 1.

[0135] <Measurement conditions of LC-TOF-MS> · Apparatus: Xevo G2-XS (manufactured by Waters) · Analytical column: Scherzo SM-C18 (3μm, 2mm × 100mm) (manufactured by Intakt) · Column temperature: 40 °C · Mobile phase A: Methanol · Mobile phase B: 10 mM ammonium acetate aqueous solution / methanol (80 / 20) · Flow rate: 0.3 mL / min · Sample injection volume: 0.8 μL · Gradient conditions: 0 to 1 minute: A 60% → 4 to 5 minutes: A 80% → 9 to 16 minutes: A 98% → 从16.1至21分钟: A 60% · Detector: MS · Ion source: ESI(±) · Source temperature: 140 °C · Desolvation temperature: 600 °C · Desolvation gas flow rate: 1000 L / h • Sample preparation conditions: 1000-fold dilution with methanol

[0136] <Foaming property> The surfactant compositions 1 to 8 of the present invention and the comparative surfactant composition 1' were diluted with hard water having a calcium oxide hardness of 300 ppm to prepare 200 mL of a 1% by weight (active ingredient concentration) aqueous solution of the surfactant composition. These solutions were stirred for 30 seconds at 25°C using a fiber mixer (National MX-V200), and the foam height was measured to evaluate the foaming ability. The measured foam heights (unit: mm) are shown in the "Foaming Ability" column of Table 1.

[0137] <Fineness of foam> The surfactant compositions 1 to 8 of the present invention and the comparative surfactant composition 1' were diluted with hard water having a hardness of 300 ppm (calcium oxide equivalent) to obtain diluted solutions, with an active ingredient concentration of 1% by weight. The obtained diluted solutions were foamed at 8000 rpm for 1 minute using a dynamic foam analyzer DFA100 (KRUSS), and then allowed to stand for 1 minute. The size of the bubbles after standing was measured using a dynamic foam analyzer DFA100 (KRUSS). Measured bubble size (unit: μm) 2 The values ​​shown are in the "Fineness of Foam" column of Table 1. Smaller bubbles indicate finer bubbles.

[0138] [Table 1]

[0139] From the results in Table 1, it can be seen that surfactant compositions 1 to 8 of the present invention are superior to comparative surfactant composition 1' in terms of foaming ability and foam fineness.

[0140] <Examples 9-17 and Comparative Examples 2-6> The surfactant compositions 1 to 8 of the present invention and comparative surfactant composition 1' were mixed with any other component described later in the proportions (by weight) shown in Tables 2 to 3 to prepare the detergents of the present invention (shampoo, facial cleanser for pump dispensers, and cream cleanser) according to Examples 9 to 17 and comparative detergents (shampoo, facial cleanser for pump dispensers, and cream cleanser) according to Comparative Examples 2 to 6. In Tables 2 and 3, the amount of water is indicated as "remainder," which means that water was added so that the total weight of the surfactant composition and any other component including water (total weight of the detergent) was 100% by weight.

[0141] <Viscosity> The viscosity of the cleaning agents of the present invention described in Examples 9 to 17 and the comparative cleaning agents described in Comparative Examples 2 to 6 was measured at 25°C using a B-type viscometer (TVB-10M, manufactured by Toki Sangyo Co., Ltd.). The measured viscosity (unit: mPa·s) is shown in the "Viscosity of Cleaning Agent" column of Tables 2 and 3. Furthermore, from the perspective of usability, the viscosity of the shampoo is preferably 1800 to 10000 mPa·s, the viscosity of the facial cleanser for pump foamers is preferably 150 to 500 mPa·s, and the viscosity of the cream facial cleanser is preferably 7000 to 30000 mPa·s. When the viscosity of the cleansing agent is within the above range, it has excellent handling properties and a rich feel, resulting in a superior usability. In addition, problems such as difficulty in dispensing from the container or difficulty in lathering due to excessively high viscosity are less likely to occur.

[0142] <Foam viscosity> The cleaning agents of the present invention described in Examples 9 to 17 and the comparative cleaning agents described in Comparative Examples 2 to 6 were diluted with deionized water to obtain dilutions with an active ingredient concentration of 1% by weight. After adjusting the obtained dilutions to 25°C, they were filled into a 50 mL pump foamer (manufactured by Takeuchiki Co., Ltd.), the pump foamer was pushed 15 times, and the discharged foam was placed in a 50 mL tall beaker. The foam viscosity was measured using a B-type viscometer (manufactured by Toki Sangyo Co., Ltd., TVB-10M). The measured foam viscosity (unit: mPa·s) is shown in the "Foam Viscosity" column of Tables 2 and 3. Furthermore, from the perspective of user experience, the foam viscosity is preferably 300 to 500 mPa·s. When the foam viscosity of the detergent is within this range, the foam is less likely to collapse, resulting in a richer feel and thus a superior user experience.

[0143] [Table 2]

[0144] [Table 3]

[0145] In addition, the following were used as optional other components listed in Tables 2-3.

[0146] <Any other component> • 26% by weight aqueous solution of polyoxyethylene (average degree of polymerization 2) lauryl ether sodium sulfate [Product name: Viewlight NA-25S {Manufactured by Sanyo Chemical Industries, Ltd. (Viewlight is a registered trademark of Sanyo Chemical Industries, Ltd.)}] • 28% by weight aqueous solution of sodium lauryl ether acetate (average degree of polymerization 4) of polyoxyethylene [Product name: Viewlight LCA-25N {Manufactured by Sanyo Chemical Industries, Ltd.}] • 29% by weight aqueous solution of sodium acyl-L-glutamate (N-coconut oil fatty acid) [Product name: Plantapon Amino SCG-L {Manufactured by BASF (Plantapon is a registered trademark of Cognis IP Management Gesellschaft mit beschränkter Haftung)}] • 30% by weight aqueous solution of lauroyl-L-glutamic acid triethanolamine [Product name: Amisoft LT-12 {Manufactured by Ajinomoto Healthy Supply Co., Ltd. (Amisoft is a registered trademark of Ajinomoto Co., Inc.)}] • 30% by weight aqueous solution of sodium N-lauroyl sarcosinate [Product name: Soypon SLE {Manufactured by Kawaken Fine Chemical Co., Ltd. (Soypon is a registered trademark of Kawaken Fine Chemical Co., Ltd.)}] • Potassium N-coconut oil fatty acid acylglycine [Product name: Amilite GCK-11 {Manufactured by Ajinomoto Healthy Supply Co., Ltd. (Amilite is a registered trademark of Ajinomoto Co., Inc.)}] • 37% by weight aqueous solution of sodium olefin (C14-16) sulfonate [Product name: Lipolan LJ-441 {Manufactured by Lion Corporation (Lipolan is a registered trademark of Lion Specialty Chemicals Co., Ltd.)}] • 30% by weight aqueous solution of cocamidopropyl betaine [Product name: Lebon HC-30W {Manufactured by Sanyo Chemical Industries, Ltd.}] • 43% by weight aqueous solution of 2-coconut oil fatty acid-N-hydroxyethyl-N-hydroxyethylimidazolinium betaine [Product name: Levon CIB {Manufactured by Sanyo Chemical Industries, Ltd.}] • Lauric acid [Product name: NAA-122 {Manufactured by NOF Corporation (NAA is a registered trademark of NOF Corporation)}] • Stearic acid [Product name: NAA-172 {Manufactured by NOF Corporation}] • Palmitic acid [Product name: NAA-160 {Manufactured by NOF Corporation}] • 1,3-Butylene glycol [manufactured by Nacalai Tesque Co., Ltd.] • Glycerin [Product name: Concentrated glycerin for cosmetics {Manufactured by Kao Corporation}] • Polyquaternium-22 (40% by weight aqueous solution) [Product name: MERQUAT280 {Manufactured by Lubrizol Corporation (MERQUAT is a registered trademark of Lubrizol Advanced Materials, Inc.)}] • Polyquaternium-7 (9% by weight aqueous solution) [Product name: MERQUAT550 (manufactured by Lubrizol)] • Polyquaternium-10 [Product name: Sensore 10M Polymer (manufactured by Lubrizol)] • Dimethicone [Product name: KF-96A-2CS {Manufactured by Shin-Etsu Chemical Co., Ltd.}] • Vitamin E [Product name: D-α-tocopherol {Manufactured by Tokyo Chemical Industry Co., Ltd.}] ·EDTA-2Na [Product name: 2NA (EDTA 2Na) {manufactured by Dojindo Kagaku Kenkyusho Co., Ltd.}] • Coconut oil fatty acid N-methylethanolamide [Product name: Aminone C-11S {Manufactured by Kao Corporation (Aminone is a registered trademark of Kao Corporation)}] • PEG-160 sorbitan triisostearate [Product name: Leodor TW-IS399C {Manufactured by Kao Corporation (Leodor is a registered trademark of Kao Corporation)}] • PEG-190 distearate [Product name: Emulmin 862 {Manufactured by Sanyo Chemical Industries, Ltd. (Emulmin is a registered trademark of Sanyo Chemical Industries, Ltd.)}] • Glycol distearate [Product name: EMALEX EG-di-S {Manufactured by Nippon Emulsion Co., Ltd. (EMALEX is a registered trademark of Nippon Emulsion Co., Ltd.)}] • Menthol [Product name: l-menthol {Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.}] • Citric acid [manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] • Potassium hydroxide [manufactured by Nacalai Tesque Co., Ltd.]

[0147] Table 2 shows that the shampoos in Examples 9-14 have higher viscosity and foam viscosity compared to the shampoos in Comparative Examples 2 and 3. Furthermore, Table 3 shows that the facial cleanser for pump foamers in Example 15 has higher viscosity and foam viscosity than the facial cleanser for pump foamers in Comparative Example 4, and the cream facial cleansers in Examples 16 and 17 have higher viscosity and foam viscosity than the cream facial cleansers in Comparative Examples 5 and 6, respectively. The cleaning agent of the present invention has a relatively high viscosity even when it does not contain a thickening agent. [Industrial applicability]

[0148] The surfactant composition of the present invention exhibits excellent foaming properties and fine foam texture. Furthermore, because the detergent of the present invention contains the surfactant composition of the present invention, it has high viscosity and foam viscosity, resulting in a superior feel and making it suitable for use in shampoos, facial cleansers, and the like. In addition, the detergent of the present invention may be used as a household detergent (laundry detergent, dishwashing detergent, etc.) and an industrial detergent (cleaning agent for metals, precision parts, etc.).

Claims

1. Alkyl hydroxy ether acetate (salt) (A) represented by the following general formula (1), It contains alkyl hydroxy ether acetate (salt) (B) represented by the following general formula (2), A surfactant composition in which the ratio of the peak area of ​​alkyl hydroxy ether acetate (salt) (B) to the peak area of ​​alkyl hydroxy ether acetate (salt) (A), as measured using a liquid chromatograph / time-of-flight mass spectrometer (LC-TOF-MS), is 0.01 to 10%. R 1 -CH(OH)-CH 2 -OCH 2 COOM 1 (1) [In general formula (1), R 1 represents an alkyl group with 8 to 12 carbon atoms, M 1 [This represents a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium.] R 2 -CH(OH)-CH 2 -OCH 2 COOM 2 (2) [In general formula (2), R 2 represents an alkyl group with 4 to 7 carbon atoms, M 2 [This represents a hydrogen atom, a sodium atom, a potassium atom, or triethanolammonium.]

2. A detergent comprising the surfactant composition described in claim 1.

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