JP2020164815A - Surfactant composition and detergent composition - Google Patents

Abstract

To provide a detergent composition that has excellent foamability and foam stability, and can give moderate viscosity to a detergent when blended in the detergent.SOLUTION: A surfactant composition contains an ether carboxylic acid (salt) represented by general formula (1) (A), an alkylene oxide adduct of an alcohol represented by general formula (2) (B), and an alcohol represented by general formula (3) (C). R1O-(A1O)m-R2-COOM(1), R3O-(A2O)n-H(2), R4O-H(3). [In the formulas (1), (2), (3), R1, R3, R4: a C8-22 linear or branched aliphatic hydrocarbon group, R2: a C1-3 alkylene group, A1, A2: a C2-4 alkylene group, m, n: 1-20, M: hydrogen ion, alkali metal ion, ammonium ion or organic ammonium ion].SELECTED DRAWING: None

Description

The present invention relates to surfactant compositions and cleaning agent compositions.

Conventionally, ether carboxylic acid type anionic surfactants have been blended as cleaning agents for hair and body, and in particular, ether carboxylic acid type anionic surfactants having a narrow addition molar distribution of alkylene oxides are hypoallergenic and stable at low temperature. It is known to have excellent properties (Patent Documents 1 to 3).
Further, it is known that an ether carboxylic acid type anionic surfactant having a specific distribution has good rinsing property and high sebum detergency (Patent Document 4).

Japanese Unexamined Patent Publication No. 61-021199 Japanese Patent Application Laid-Open No. 02-175799 Japanese Unexamined Patent Publication No. 2001-207189 Japanese Unexamined Patent Publication No. 2012-072399

However, although these cleansing compositions are excellent in foaming property, rinsing property, and sebum cleansing property, they have insufficient foam stability and low viscosity when used as a cleansing agent for hair and body. It is necessary to add a large amount of thickener in order to obtain a viscosity that does not easily flow when taken into the air. By adding a large amount of thickener, the amount of foam is reduced and the foam quality and appearance stability are deteriorated. There was a problem such as.

The present inventor has arrived at the present invention as a result of diligent studies to solve the above problems. That is, in the present invention, the ether carboxylic acid (salt) (A) represented by the general formula (1), the alkylene oxide adduct (B) of the alcohol represented by the general formula (2), and the general formula (3). A surfactant composition containing an alcohol (C) represented by (C) and a cleaning agent composition containing the surfactant composition.
R ¹ O- (A ¹ O) _m- R ^2- COM (1)
[In the general formula (1), R ¹ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms, R ² is an alkylene group having 1 to 3 carbon atoms, and A ¹ is an independently carbon number. It is an alkylene group of 2 to 4, m represents a number of 1 to 20, and M represents a hydrogen ion, an alkali metal ion, an ammonium ion or an organic ammonium ion. ]
R ³ O- (A ² O) _n- H (2)
[In the general formula (2), R ³ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms.
A ² is an alkylene group having 2 to 4 carbon atoms independently, and n represents a number of 1 to 20 carbon atoms. ]
R ⁴ OH (3)
[In the general formula (3), R ⁴ is a straight-chain or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms. ]

The surfactant composition of the present invention and the cleaning agent composition containing the same are excellent in foaming property and foam stability, and have an effect that an appropriate viscosity can be given to the cleaning agent when blended in the cleaning agent. ..

The surfactant composition of the present invention generally includes an ethercarboxylic acid (salt) (A) represented by the general formula (1) and an alkylene oxide adduct (B) of an alcohol represented by the general formula (2). It contains an alcohol (C) represented by the formula (3).

R ¹ O- (A ¹ O) _m- R ^2- COM (1)

In the above general formula (1), R ¹ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms. The linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms includes, for example, an octyl group, a nonyl group, a decyl group, an undecyl group, a lauryl group, a tridecyl group, a myristyl group, a pentadecyl group, a cetyl group and a heptadecyl group. Octadesyl group, nonadesyl group, icosyl group, henicosyl group, docosyl group, octenyl group, nonenyl group, decenyl group, undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group , Icosenyl group, Henicosenyl group, Docosenyl group, Octadienyl group, Nonadienyl group, Decadienyl group, Undecadienyl group, Dodecadienyl group, Tridecadienyl group, Tetradecadienyl group, Pentadecadienyl group, Hexadecadienyl group, Heptadecadienyl group. Group, octadecadienyl group, nonadecadienyl group, icosazienyl group, henicosazienyl group, docosazienyl group, octadecatrienyl group, icosatorienyl group, icosatetetraenyl group, icosapentaenyl group, docosahexaenyl group, iso Examples thereof include a stearyl group and a tetramethylhexadecenyl group (phytyl group).

From the viewpoint of the foamability of R ^1, preferably an aliphatic hydrocarbon group having 10 to 16 carbon atoms containing a saturated or unsaturated bond, more preferably aliphatic carbon atoms 12 to 14 comprising only saturated bonds It is a hydrocarbon group.

In the above general formula (1), R ² is an alkylene group having 1 to 3 carbon atoms, and examples of the alkylene group having 1 to 3 carbon atoms include a methylene group, an ethylene group and a propylene group.
Of R ² , it is preferably a methylene group from the viewpoint of viscosity at the time of compounding.

In the above general formula (1), A ¹ O independently represents an oxyalkylene group having 2 to 4 carbon atoms. Specific examples thereof include an oxyethylene group (hereinafter abbreviated as EO), an oxypropylene group (hereinafter abbreviated as PO) and an oxybutylene group (hereinafter abbreviated as BO). Of these, from the viewpoint of foaming property, EO and PO are preferable, and EO is more preferable.

In the general formula (1), m represents a number of 1 to 20, and is preferably a number of 1 to 5 from the viewpoint of foaming property.

M in the general formula (1) represents a hydrogen ion, an alkali metal ion, an ammonium ion and an organic ammonium ion.
Examples of the alkali metal ion include sodium ion and potassium ion.
Examples of the organic ammonium ion include tetramethylammonium ion, tetraethylammonium ion, tetrapropylammonium ion and tetrabutylammonium ion.
Of these, from the viewpoint of foaming property, alkali metal ions and ammonium ions are preferable, and alkali metal ions are more preferable.

Examples of the ether carboxylic acid (salt) (A) represented by the general formula (1) of the present invention include polyoxyethylene (EO3) lauryl ether acetate, polyoxyethylene (EO3) lauryl ether potassium acetate, and polyoxyethylene (polyoxyethylene). EO3) Sodium Lauryl Ether Acetate, Polyoxyethylene (EO5) Sodium Lauryl Ether Acetate, Polyoxyethylene (EO4) Tridecyl Ether Acetate, Polyoxyethylene (EO3) Tridecyl Ether Sodium Acetate, Polyoxyethylene (EO7) Tridecyl Ether Examples thereof include sodium acetate, polyoxyethylene (EO11) lauryl ether sodium acetate and polyoxyethylene (EO3) myristyl ether sodium acetate.
Of these, from the viewpoint of foaming property, polyoxyethylene (EO3) sodium lauryl ether acetate, polyoxyethylene (EO3) sodium lauryl ether acetate, polyoxyethylene (EO3) tridecyl ether sodium acetate and polyoxyethylene are preferable. (EO3) Myristyl ether sodium acetate.

R ³ O- (A ² O) _n- H (2)

The above general formula (2) represents an alkylene oxide adduct of alcohol.
In the general formula (2), R ³ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms, and the group exemplified by R ¹ described above can be used.
Of these, from the viewpoint of foaming property, it is preferably an aliphatic hydrocarbon group having 10 to 16 carbon atoms containing a saturated or unsaturated bond, and more preferably an aliphatic hydrocarbon group having 12 to 14 carbon atoms containing an unsaturated bond. It is a hydrocarbon group.

In the above general formula (2), A ² O independently represents an oxyalkylene group having 2 to 4 carbon atoms. Specific examples thereof include an oxyethylene group (hereinafter abbreviated as EO), an oxypropylene group (hereinafter abbreviated as PO) and an oxybutylene group (hereinafter abbreviated as BO). Of these, EO and PO are preferable, and EO is more preferable, from the viewpoint of viscosity at the time of blending.

In the above general formula (2), n represents a number of 1 to 20, and is preferably a number of 1 to 5 from the viewpoint of viscosity at the time of blending.

Examples of the alcohol alkylene oxide adduct (B) represented by the general formula (2) include polyoxyethylene octyl ether, polyoxyethylene decyl ether, polyoxyethylene lauryl ether, polyoxyethylene tridecyl ether, and polyoxy. Examples thereof include ethylene myristyl ether, polyoxyethylene pentadecyl ether, polyoxyethylene cetyl ether, polyoxyethylene heptadecyl ether, polyoxyethylene octadecyl ether and polyoxyethylene isostearyl ether.
Of these, from the viewpoint of foaming property, polyoxyethylene decyl ether, polyoxyethylene lauryl ether, polyoxyethylene myristyl ether and polyoxyethylene cetyl ether are preferable.

The ether carboxylic acid (salt) (A) represented by the general formula (1) in the present invention can be produced by a known method, for example, through the following steps (1) to (4), (A) Can be manufactured.
Step (1): An alkylene oxide having 2 to 4 carbon atoms is added to the alcohol (a1) represented by the general formula R ¹ OH [R ¹ is the same as the group in the general formula (1)] to obtain the alcohol (a1). A step of obtaining the alkylene oxide adduct (a2).
Step (2): A step of carboxyalkylating the above (a2) with a halogenated carboxylic acid alkali metal salt or the like in the presence of caustic alkali.
Step (3): A step of acidifying the inside of the reaction system, washing and separating with water, removing by-produced alkali metal halide, and purifying to obtain an acid-type ethercarboxylic acid-type surfactant.
Step (4): A step of neutralizing with an alkaline substance to obtain an ether carboxylic acid type surfactant containing at least a salt type ether carboxylic acid type surfactant.

As the reaction conditions of the step (1), a catalyst and a solvent if necessary were charged in (a1), nitrogen substitution was performed, and then an alkylene oxide having 2 to 4 carbon atoms at −0.8 to 5 MPa and 80 to 200 ° C. Is introduced, a predetermined amount of alkylene oxide is press-fitted, and then aging is carried out at 80 to 200 ° C. until the pressure in the reaction system becomes equilibrium.
Examples of the above-mentioned catalyst include an alkali catalyst, a Lewis acid catalyst, perhalogen acid or a salt thereof, sulfuric acid or a salt thereof, phosphoric acid or a salt thereof, and nitric acid or a salt thereof.
Examples of the alkaline catalyst include hydroxides of alkali metals and alkaline earth metals, and specifically, lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, magnesium hydroxide, calcium hydroxide and hydroxide. Examples include barium. Of these, potassium hydroxide and cesium hydroxide are preferred.
Examples of the Lewis acid catalyst include tin tetrachloride, antimony trichloride, iron trichloride, boron trifluoride and the like.

The amount of the catalyst used is preferably 0.001 to 1 per 100 parts by weight in total of the above-mentioned (a1) and the alkylene oxide having 2 to 4 carbon atoms to be added to (a1) from the viewpoint of reaction rate and economy. It is by weight, more preferably 0.003 to 0.8 parts by weight, and most preferably 0.005 to 0.5 parts by weight.
Further, as for the catalyst, the solvent, the amount of the catalyst used, and the like, those described in JP-A-2001-011489 can be applied.

Examples of the caustic alkali in the step (2) include sodium hydroxide and potassium hydroxide. Examples of the properties of caustic alkali include aqueous solutions, powders, granules and flakes. From the viewpoint of good reaction efficiency and safety, granules are preferable.

Examples of the halogenated carboxylic acid alkali metal salt in the step (2) include sodium monochloroacetate, potassium monochloroacetate, sodium monobromacetate, potassium monobromacetate and the like.

A solvent may be used in the step (2). Examples of the solvent include benzene, toluene, xylene, hexane and cyclohexane, but toluene is preferable from the viewpoint of good reaction efficiency and ease of removal after the reaction. When a solvent is used, the preferable solvent concentration is 5 to 130% by weight based on the total weight of all the raw materials other than the solvent used in the step (2).

The acid that can be used in the step (3) is preferably a mineral acid such as hydrochloric acid or sulfuric acid.
By adding an acid to form an acid-type ethercarboxylic acid, it becomes easier to separate the salt produced as a by-product during the reaction from the aqueous solution. The acid charge equivalent is preferably 1.0 to 1.5 equivalents of the caustic alkali equivalent in the step (2). In addition, water may be added as appropriate so that it can be easily washed and separated.

Examples of the alkaline substance that can be used in the step (4) include lithium hydroxide, sodium hydroxide, potassium hydroxide, ammonia, organic amines, basic amino acids, and quaternary ammonium hydroxide.

The alcohol alkylene oxide adduct (B) represented by the general formula (2) in the present invention can be produced by a known method.
For example, the alcohol (a3) represented by the general formula R ³ OH [R ³ is the same as the group in the general formula (2)] is charged into a pressurized reaction vessel, and the number of carbon atoms is 2 to 4 in the absence of a catalyst or in the presence of a catalyst. A method of dropping the alkylene oxide of No. 1 and carrying out the reaction in one step or multiple steps can be mentioned. Examples of the alkylene oxide having 2 to 4 carbon atoms include EO, PO and BO, and one or more of these can be used in combination.
The reaction temperature is preferably 60 to 200 ° C, more preferably 70 to 140 ° C. The reaction pressure is preferably 0.001 to 0.5 MPa. The reaction time is preferably 2 to 24 hours, more preferably 3 to 10 hours.
Examples of the catalyst include alkaline catalysts (sodium hydroxide, potassium hydroxide, etc.) and the like. The amount of the catalyst used is preferably 0.01 to 5% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the above-mentioned (a3) and the alkylene oxide having 2 to 4 carbon atoms added to (a3). It is 0.5% by weight.
After completion of the reaction, the catalyst may be left as it is in (B), treated by a method of adsorbing / filtering and removing using an adsorbent, a method of neutralizing with an acid to inactivate the catalyst, or the like. You may.

R ⁴ OH (3)

The above general formula (3) is a monohydric alcohol.
R ⁴ in the general formula (3) is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms, and the group exemplified by R ¹ described above can be used.
Of these, from the viewpoint of foaming property, it is preferably an aliphatic hydrocarbon group having 10 to 16 carbon atoms containing a saturated or unsaturated bond, and more preferably an aliphatic hydrocarbon group having 12 to 14 carbon atoms containing an unsaturated bond. It is a hydrocarbon group.

Examples of the alcohol (C) represented by the general formula (3) include octinol, decanol, undecanol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, heptadecyl alcohol, octadecyl alcohol, nonadecil alcohol and Isostearyl alcohol and the like can be mentioned.
Of these, decanol, lauryl alcohol, myristyl alcohol and cetyl alcohol are preferable from the viewpoint of foaming property.

The content of (A) is preferably 78 to 98% by weight from the viewpoint of foaming property with respect to the total weight of (A), (B) and (C).

The weight ratio (B) / (C) between the (B) and the (C) is preferably 30/70 to 99/1, and more preferably 40/60 to 40/60 from the viewpoint of viscosity at the time of blending. It is 90/10.

The surfactant composition of the present invention may further contain water.

When the surfactant composition of the present invention contains water, the content of (A) is from the viewpoint of foamability with respect to the total weight of (A), (B), (C) and water. Therefore, it is preferably 20 to 35% by weight, and more preferably 23 to 30% by weight.

The total content of (B) and (C) is the cleaning agent composition containing the surfactant composition of the present invention with respect to the total weight of (A), (B), (C) and water. From the viewpoint of viscosity and foam stability, it is preferably 0.4 to 8% by weight, more preferably 0.6 to 4% by weight.

The water content is preferably 57 to 79.6 from the viewpoint of the viscosity and foam stability of the cleaning agent composition of the present invention with respect to the total weight of (A), (B), (C) and water. It is by weight%, more preferably 66 to 74.4% by weight.

The properties of the cleaning agent composition of the present invention are not particularly limited, and examples thereof include a liquid form and a paste form. Of these, it is preferably in a liquid state from the viewpoint of ease of handling.

The cleaning composition of the present invention includes not only the above-mentioned surfactant composition, but also alcohols having 1 to 6 carbon atoms, amphoteric surfactants, cationic surfactants, and anionic surfactants other than (A). Nonionic surfactants other than B), thickeners, gelling agents, medicinal agents, anti-inflammatory agents, antibacterial agents, preservatives, UV absorbers, antioxidants, conditioning agents, emollients, silicones, pearlizing agents, It preferably contains one or more selected from the group consisting of chelating agents, pH adjusting agents, pigments and fragrances.

Examples of the amphoteric surfactant include an amino acid type amphoteric surfactant, a carbobetaine type amphoteric surfactant and a sulfobetaine type amphoteric surfactant.

Examples of the amino acid-type amphoteric surfactant include alkylaminopropionate (sodium laurylaminopropionate and the like).
Carbobetaine-type amphoteric surfactants include alkyldimethylacetyl betaine (stearyl dimethylamino acetate betaine and lauryl dimethyl amino acetate betaine, etc.), alkylamide acetate betaine {palm oil fatty acid amide propyl betaine, lauric acid amide propyl betaine, etc.} and alkyl. Examples thereof include dihydroxyalkyl betaine (lauryl dihydroxyethyl betaine and the like).
Examples of the sulfobetaine type amphoteric surfactant include alkyldimethylhydroxysulfobetaine (lauryldimethylhydroxysulfobetaine and the like), alkylamide hydroxysulfobetaine (laurylamide propylhydroxysulfobetaine and the like) and the like.

Examples of the cationic surfactant include a quaternary ammonium salt type and an amine salt type.

Examples of anionic surfactants other than (A) include carboxylates other than (A), sulfate esters, higher alkyl ether sulfates, sulfated oils, sulfated fatty acid esters, sulfated olefins, sulfonates, and the like. Examples include phosphoric acid ester salts.

Examples of the nonionic surfactant other than (B) include an alkylene oxide-added nonionic surfactant [higher alcohol (fatty alcohol having 23 or more carbon atoms), alkylphenol (10 to 24 carbon atoms) or higher amine (8 carbon atoms). ~ 18) with an alkylene oxide added, or a hydroxyl group further alkyl etherified with an alkylating agent, a polyoxyalkylene glycol reacted with a higher fatty acid (12 to 24 carbon atoms), or; a diol or A higher fatty acid (8 to 24 carbon atoms) obtained by adding an alkylene oxide to an esterified product obtained by reacting a hydroxyl group-containing compound such as a 3- to 8-valent polyhydric alcohol with a higher fatty acid (12 to 24 carbon atoms). Amid with alkylene oxide added, polyhydric alcohol (above) alkyl (8 to 60 carbon atoms) ether with alkylene oxide added], and polyhydric alcohol (3 to 20 carbon atoms) type Nonionic surfactant [Polyhydric alcohol fatty acid (8-60 carbon atoms) ester, polyhydric alcohol alkyl (8-60 carbon atoms) ether, fatty acid (8-60 carbon atoms) alkanolamide (eg, coconut oil fatty acid monoethanol) Amid)] and the like.

Thickeners, gelling agents, medicinal agents, anti-inflammatory agents, antibacterial agents, preservatives, UV absorbers, antioxidants, and fragrances are "Cosmetic Science" by Takeo Tamura, Japan Hair Science Association, 1976. Polymer compounds as gelling agents according to p204 to 211 of the issue, bactericides and preservatives according to p185 to 196, ultraviolet absorbers according to p177 to 183, antioxidants according to p199 to 203, p145. The colorants described in ~ 148 and the fragrances described in pages 150 to 176 can be mentioned.
Emollients include, for example, carnauba wax, beeswax, mineral oil, tongue oil, castor oil, sesame oil, hydropolyisobutene, and butylene glycol dicaprylate dicaprate (commercially available from Sasol as Myglyol®). Examples include mixtures.
Conditioning agents include cationized cellulose having a weight average molecular weight of 5 to 5 million, cationized guar gum, silicones, polyethylene glycol, sodium polyacrylate, hydroxyethyl cellulose, protein derivatives, ceramides, pseudoceramides, and 16 to 40 carbon atoms. Fatty acid and pantenol and the like.
Examples of the chelating agent include ethylenediaminetetraacetic acid, polyphosphoric acid, pyrophosphoric acid, gluconic acid, ascorbic acid and salts thereof.
Examples of the pH adjuster include potassium carbonate, sodium hydrogen carbonate, ammonium hydrogen carbonate, lactic acid, succinic acid, citric acid and the like.
Examples of the dye include Blue No. 1, Blue No. 2, Green No. 3 and Red No. 1.

Hereinafter, the present invention will be further described with reference to Examples and Comparative Examples, but the present invention is not limited thereto. Hereinafter, unless otherwise specified,% indicates a weight% and a part indicates a weight part.

<Example 1>
In a stainless steel autoclave with stirring and temperature control functions, 158 parts (1 mol) of decanol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. and 0.5 parts of sodium methylate 28% methanol solution were charged, mixed, and then the system was used. The gas phase inside was replaced with nitrogen. Then, under reduced pressure (2.6 KPa), demethanolization was performed at 120 ° C. for 2 hours. Next, 132 parts (3 mol) of EO was introduced at 150 ° C. so that the gauge pressure was 0.1 to 0.3 MPa. The time required for the addition polymerization of EO was 3 hours. Then, 217.5 parts (0.75 mol) of the above product and 116.5 parts (1.0 mol) of monochloroacetate were charged into a glass reaction vessel equipped with stirring and temperature control functions, and the temperature was raised to 50 ° C. While maintaining this, the degree of decompression was gradually increased to 10 KPa. Then, 45.2 parts (1.13 mol) of granular sodium hydroxide was charged over 2 hours while dehydrating under reduced pressure, and further aging was carried out for 6 hours. 350 parts of water was added, acidified with 133 parts of 35% hydrochloric acid, stirred for 30 minutes, allowed to stand for 3 hours, separated, and the effluent containing by-product salt was discarded. A surfactant composition (X1) was obtained by adding 337 parts of water at 70 ° C. and gradually adding 62 parts (0.75 mol) of a 48.5% sodium hydroxide aqueous solution to neutralize the mixture. The composition of (X1) is such that polyoxyethylene (average number of moles of EO added = 3 mol) tridecyl ether sodium acetate (A1) is 29% by weight based on the total weight of (X1), and polyoxyethylene decyl ether (B1). ) Was 0.5% by weight, and decanol (C1) was adjusted to 0.4% by weight by adding water.

<Example 2>
In Production Example 1, the surfactant composition (X2) was prepared under the same conditions except that decanol was changed to 186 parts (1 mol) of lauryl alcohol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. and 337 parts of water was changed to 384 parts. Obtained. The composition of (X2) is such that polyoxyethylene (EO3) sodium lauryl ether acetate (A2) is 29% by weight based on the total weight of (X2), polyoxyethylene lauryl ether (B2) is 0.5% by weight, and lauryl. Alcohol (C1) was 0.4% by weight.

<Example 3>
In Production Example 1, the surfactant composition (X3) was prepared under the same conditions except that decanol was changed to 214 parts (1 mol) of myristyl alcohol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. and 337 parts of water was changed to 431 parts. Obtained. The composition of (X3) is as follows: polyoxyethylene (EO3) myristyl ether sodium acetate (A3) is 29% by weight based on the total weight of (X3), polyoxyethylene myristyl ether (B3) is 0.5% by weight, and myristyl. Alcohol (C3) was 0.4% by weight.

<Manufacturing example 1>
186 parts (1 mol) of lauryl alcohol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. and 0.1 part of potassium hydroxide were added to a stainless steel autoclave with stirring and temperature control functions, mixed, and then the air in the system. The phase was replaced with nitrogen. Next, 220 parts (5 mol) of EO was introduced at 170 ° C. so that the gauge pressure was 0.1 to 0.3 MPa. The time required for the addition polymerization of EO was 5 hours. Then, the mixture was cooled to 50 ° C., 0.1 part of citric acid was added and mixed, the pH was adjusted to about 7.0, and 93% by weight of polyoxyethylene lauryl ether (B2) and 7% by weight of lauryl alcohol (C2) were added. (D1) was obtained.

<Manufacturing example 2>
93 parts by weight of polyoxyethylene myristyl ether (B3) under the same conditions except that 186 parts (1 mol) of lauryl alcohol was changed to 214 parts (1 mol) of myristyl alcohol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. in Production Example 4. A mixture (D2) of% and 7% by weight of myristyl alcohol (C3) was obtained.

<Manufacturing example 3>
Polyoxyethylene cetyl ether (B4) 93 under the same conditions except that 186 parts (1 mol) of lauryl alcohol was changed to 242 parts (1 mol) of cetyl alcohol manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. in Production Example 4. A mixture (D3) of% by weight and 7% by weight of cetyl alcohol (C4) was obtained.

<Examples 4 to 12 and Comparative Examples 1 to 4>
(X1) to (X3) obtained in Examples 1 to 3 above, (D1) to (D3) obtained in Production Examples 1 to 3, the following various alcohols (C2) to (C4), and water. Was blended so as to have the number of copies shown in Table 1 or Table 2 to prepare surfactant compositions (X4) to (X12) and (X'1) to (X'4).
(C2) Lauryl alcohol (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.)
(C3) Myristyl alcohol (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.)
Table 1 shows that (C4) cetyl alcohol (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.) (X4) has 2.2% by weight (D3) with respect to the total weight of (X1) and (X1). It is a surfactant composition obtained by blending in a weight ratio.
(X5) is a surfactant obtained by blending 2.2% by weight (D1) with respect to the total weight of (X2) and (X2) so as to have a weight ratio shown in Table 1. It is a composition.
(X6) is a surfactant obtained by blending (X3) and (D2) in an amount of 2.2% by weight based on the total weight of (X3) so as to have a weight ratio shown in Table 1. It is a composition.
(X7) is a surfactant composition obtained by blending (X2) and 16% by weight of water with respect to the total weight of (X2) so as to have the weight ratio shown in Table 1. ..
(X8) is a surfactant composition obtained by blending (X3) and 16% by weight of water with respect to the total weight of (X3) so as to have the weight ratio shown in Table 1. ..
(X9) is (X7), 1.1% by weight (D1) based on the total weight of (X7), and 1.1% by weight (D2) based on the total weight of (X7). It is a surfactant composition obtained by blending 2.2% by weight (D3) with respect to the total weight of (X7) so as to have the weight ratio shown in Table 1.
Table 1 shows (X8), (D1) which is 3.3% by weight based on the total weight of (X8), and (C4) which is 3% by weight based on the total weight of (X8). It is a surfactant composition obtained by blending so as to have the weight ratio described in 1.
(X11) is a surfactant composition obtained by blending (X2) and 38% by weight of water with respect to the total weight of (X2) so as to have the weight ratio shown in Table 1. is there.
(X12) is a surfactant composition obtained by adding (X2), (D1), (C2) and water so as to have a weight ratio shown in Table 1.
(X'1) is a surfactant composition obtained by distilling (B2) and (C2) from X2 under reduced pressure and then adding water.
(X'2) is a surfactant composition obtained by blending X1 and water in a weight ratio shown in Table 2.
(X'3) is a surfactant composition obtained by adding (X2), (D1), (C2) and water so as to have a weight ratio shown in Table 2.
(X'4) is a surfactant composition obtained by adding (X3), (D1), (C4) and water so as to have a weight ratio shown in Table 2.

<Examples 13 to 24 and Comparative Examples 5 to 8>
Regarding the various surfactant compositions (X1) to (X12) and (X'1) to (X'4), the coconut oil fatty acid amide propylbetaine (manufactured by Sanyo Kasei Kogyo Co., Ltd., Lebon HC-30W), palm Oil fatty acid monoethanolamide (manufactured by Sanyo Kasei Kogyo Co., Ltd., Propyl AB-20), polyoxyethylene (60) cetostearyl hydroxymillistyrene ether (manufactured by Lion Specialty Chemicals Co., Ltd., Elfacos GT 282S), citrate Acid, benzoic acid, salicylic acid and water were blended at 60 ° C. according to the number of copies shown in Table 3 or Table 4. After stirring uniformly, the above composition is cooled to 40 ° C. or lower, and sodium hydroxide is added to adjust the pH so that the pH becomes 6.0. The cleaning agent compositions (Y1) to (Y12) and the comparative cleaning agent composition are adjusted. (Y'1) to (Y'4) were prepared and evaluated in various ways.

<Evaluation of foaming property>
The various surfactant compositions (X1) to (X12) and (X'1) to (X'4) were diluted 100-fold with tap water, and the pH was adjusted to 7.0 with citric acid. Also, (Y1) to (Y1)
2) and the cleaning agent compositions (Y'1) to (Y'4) are diluted 50-fold with tap water, and 200 mL of each aqueous solution is made by Toshiba Corporation using a juice mixer (MX-390GM). , The bubble height immediately after stirring at 25 ° C. for 30 seconds was read, judged according to the following criteria, and is shown in Tables 1 to 4.

[Criteria]
⊚; 135 mm or more ○; 120 mm or more and less than 135 mm Δ; 105 mm or more and less than 120 mm ×; less than 105 mm

<Foam stability evaluation>
Various aqueous solutions prepared by the same method as the above foaming property evaluation are stirred at 25 ° C. for 30 seconds, the foam height immediately after and the foam height after standing for 5 minutes are read, and the difference between the foam heights is determined by the following criteria. And are shown in Tables 1 to 4.

[Criteria]
⊚; Difference in bubble height is less than 5 mm ○; Difference in bubble height is 5 mm or more and less than 10 mm Δ; Difference in bubble height is 10 mm or more and less than 20 mm ×; Difference in bubble height is 20 mm or more

<Viscosity at the time of compounding>
The cleaning agent compositions (Y1) to (Y12) and the comparative cleaning agent compositions (Y'1) to (Y'4) one day after the compounding were measured for the viscosity at 25 ° C. using a B-type viscometer. However, it was judged according to the following criteria.

[Criteria]
⊚; 4000 mPa · s or more and less than 8000 mPa · s ○; 1000 mPa · s or more and less than 4000 mPa · s Δ; 500 mPa · s or more and less than 1000 mPa · s or 4000 mPa · s or more and less than 8000 mPa · s ×; 500 mPa · s or less or 8000 mPa · s or more

The present invention relates to a surfactant composition and a cleaning agent composition. The cleaning agent composition containing the surfactant composition has suitable appearance stability, air bubble property and foam stability, and can give an appropriate viscosity to the preparation when blended in the cleaning agent, and thus hair. Suitable as a cleanser for the skin or a cleanser for the skin. It can also be used as a household cleaning agent (clothing detergent, dishwashing detergent, etc.) and an industrial cleaning agent (cleaning agent for metals, precision parts, etc.).

Claims (6)

The ethercarboxylic acid (salt) (A) represented by the general formula (1), the alkylene oxide adduct (B) of the alcohol represented by the general formula (2), and the alcohol represented by the general formula (3). A surfactant composition containing (C).
R ¹ O- (A ¹ O) _m- R ^2- COM (1)
[In the general formula (1), R ¹ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms, R ² is an alkylene group having 1 to 3 carbon atoms, and A ¹ is an independently carbon number. It is an alkylene group of 2 to 4, m represents a number of 1 to 20, and M represents a hydrogen ion, an alkali metal ion, an ammonium ion or an organic ammonium ion. ]
R ³ O- (A ² O) _n- H (2)
[In the general formula (2), R ³ is a linear or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms, A ² is an alkylene group having 2 to 4 carbon atoms independently, and n is 1. Represents a number of ~ 20. ]
R ⁴ OH (3)
[In the general formula (3), R ⁴ is a straight-chain or branched aliphatic hydrocarbon group having 8 to 22 carbon atoms. ] The surfactant composition further contains water, and the content of (A) is 20 to 35% by weight, (B) and (B) with respect to the total weight of (A), (B), (C) and water. The surfactant composition according to claim 1, wherein the total content of (C) is 0.4 to 8% by weight, and the water content is 57 to 79.6% by weight. The surfactant composition according to claim 1 or 2, wherein A ¹ in the general formula (1) is an ethylene group and R ² is a methylene group. The surfactant composition according to any one of claims 1 to 3, wherein the content of (A) with respect to the total weight of (A), (B) and (C) is 78 to 98% by weight. .. The surfactant composition according to any one of claims 1 to 4, wherein the weight ratio (B) / (C) of the (B) to the (C) is 30/70 to 99/1. Alcohol with 1 to 6 carbon atoms, amphoteric surfactant, cationic surfactant, anionic surfactant other than (A), nonionic surfactant other than (B), thickener, gelling agent, medicinal agent , Anti-inflammatory agents, antibacterial agents, preservatives, UV absorbers, antioxidants, conditioning agents, emollients, silicones, pearlizing agents, chelating agents, pH regulators, pigments and fragrances. A cleaning agent composition comprising the surfactant composition according to any one of claims 1 to 5.