JPH11310792A - Detergent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a polyglyceryl ether which has a long-chain aliph. group and is excellent in liquidness. SOLUTION: A polyglyceryl ether having a long-chain aliph. group and represented by the formula; R<1> (OR<2> )t -O-(C3 H6 O2 )n -H(wherein R<1> is a 6-24C aliph. group; R<2> is a 1-4C alkyl; t is the average degree of polymn. of an oxyalkylene group, being 0-10; and n is the average degree of polymn. of glycerin, being 2-20) is contained, provided the polyglyceryl ether contains a linear polyglyceryl ether component and a branched polyglycery ether component in a wt. ratio of (90/10)-(0/100).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a detergent composition containing a polyglyceryl ether having a long-chain aliphatic group.

[0002]

2. Description of the Related Art Alkyl polyglyceryl ethers having an alkyl group introduced through a hydroxyl group contained in polyglycerin are known (JP-A-57-197235, JP-A-6-293688, etc.). JP-A-57-197
In the method described in JP-A No. 23, alkyl glycidyl ether is reacted with an acetal or ketal of glycerin to give 4- (2′-hydroxy-3′-alkoxy) propoxymethyl-1,3-dioxolane. For the production of 2-hydroxy-3-alkoxypropyl glyceryl ether by hydrolysis of
This product is based on the chemical structure of diglycerin.
-A monoalkyl ether having a linear structure. On the other hand, JP-A-6-293688 discloses a method for producing a polyhydroxy monoalkyl ether by reacting an alkyl sulfate with a polyhydroxy compound having a linear structure. This method includes a method of producing a polyglycerin monoalkyl ether using a linear polyglycerin as a polyhydroxy compound, and the polyglycerin monoalkyl ether in this case also has a linear structure. According to the study of the present inventors, in the case of polyglycerol monoalkyl ether having a linear structure as described above, when the aqueous solution formed by ultrasonic treatment under heating is left at room temperature, a large amount of crystals are precipitated, The liquid properties were found to be very poor.

[0003]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a polyglyceryl ether having a long-chain aliphatic group which has excellent liquid properties.

[0004]

Means for Solving the Problems The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, have completed the present invention. That is, according to the present invention, the following general formula ^{(1) R 1 (OR 2} ) t-O- (C 3 H 6 O 2) n-H (1) ( In the formula, R ¹ having 6 to 24 carbon atoms indicates aliphatic group, R ² represents an alkyl group having 1 to 4 carbon atoms, t represents the number of 0 in average polymerization degree of the oxyalkylene group, n represents 2 to 20 with an average polymerization degree of glycerol The weight ratio [A] of the linear polyglyceryl ether component A and the branched polyglyceryl ether component B contained in the polyglyceryl ether having a polyglyceryl ether having a long-chain aliphatic group represented by / [B] is 90/10 to 0/1
A cleaning composition is provided, wherein the cleaning composition is in the range of 00.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION In the polyglyceryl ether represented by the general formula (1), R ¹ represents a long-chain aliphatic group having 6 to 24, preferably 8 to 20 carbon atoms. In this case, the aliphatic group includes a linear or branched alkyl group and alkenyl group. R ² represents an alkylene group having 1 to 4 carbon atoms. Illustrative examples of R ¹ include n-hexyl,
linear alkyl groups such as n-heptyl, n-octyl, n-nonyl, n-decyl, n-dodecyl, n-tridecyl, n-octadecyl, n-nonadecyl; 1-methylpentyl, 1-ethylbutyl, 1-methyl Hexyl, 1-
Branched alkyl groups such as methylheptyl and 1-butylhexyl; alkenyl groups such as 2-octenyl, 4-tetradecenyl and oleyl; Specific examples of R ² include methylene, ethylene, propylene, isopropylene, butylene and the like. T in the general formula (1)
Is an average degree of polymerization of oxyalkylene, and is a number of 0 to 10, preferably 0 to 6. N represents a number of 2 to 20, preferably 2 to 12, and more preferably 2 to 10, the average degree of polymerization of glycerin.

In the present invention, in the polyglyceryl ether having a long-chain aliphatic group represented by the general formula (1) (hereinafter also simply referred to as polyglyceryl ether), the linear polyglyceryl ether component A and the branched polyglyceryl ether are used. Weight ratio with component B [A] / [B]
Is 90/10 to 0/100, preferably 85/15 to 2
It is characterized by being in the range of 5/75. The polyglyceryl ether having a weight ratio of the linear component A to the branched component B within the above range shows excellent liquidity, excellent water solubility,
Even if the aqueous solution formed by the ultrasonic treatment is left at room temperature, the polyglyceryl ether crystals do not precipitate. When the weight ratio [A] / [B] is larger than the above range, the liquid properties of the polyglyceryl ether deteriorate.

The polyglyceryl ether represented by the general formula (1) is represented by the following general formula (2) HO- (C ₃ H ₆ O ₂ ) n -H (2) (wherein n has the same meaning as described above) The following general formula (3) R ¹ (OR ² ) t—O—SO ₂ —OY (3) (wherein R ¹ , R ² and t are Has the same meaning as Y, and Y represents a salt-forming cation).

The salt-forming cation Y includes a cation of an alkali metal such as sodium or potassium; a cation of an alkaline earth metal such as calcium or magnesium; a cation of another metal (such as an aluminum ion); Ions include alkanolamines such as monoethanolamine, diethanolamine, triethanolamine and monopropanolamine, and organic ammonium ions derived from organic amines such as triethylamine and pyridine.

In the reaction between the polyglycerin and the sulfate of the general formula (2), the polyglycerin is used in an excess amount relative to the sulfate, and is usually used in an amount of 1 mol per mole of the sulfate. .2 to 10 mol, preferably 1.5 to 8 mol.

The above reaction is carried out in the presence of a base. In this case, the base includes a metal, a metal hydroxide, a metal sulfide, a metal salt, a metal alkoxide and the like. As the metal in the metal or the metal compound, an alkali metal or an alkaline earth metal is preferably used. Examples of the alkali metal include lithium, sodium, and potassium, and examples of the alkaline earth metal include magnesium, calcium, strontium, and barium.
In addition, aluminum, titanium, lanthanide-based metals, and the like may be used. The amount of the base used may be at least equimolar to the sulfate ester salt, but is usually 1 to 2 mol, preferably 1.1 to 1.8 mol, per 1 mol of the sulfate ester salt.

The above reaction can be carried out without a solvent, but can be carried out in the presence of various organic solvents as required. Examples of such an organic solvent include hydrocarbons such as pentane, hexane, cyclohexane, decane, dodecane, benzene, toluene, and xylene, and ethers such as diisopropyl ether, dimethoxyethane, and dimethoxypropane.

When the polyglycerin of the general formula (2) is reacted with the sulfate of the general formula (3) to produce the glyceryl ether of the general formula (1), first, a base is added to the polyglycerin. In addition, heat under stirring.
The heating temperature in this case is 35 to 120 ° C, preferably 40
８０80 ° C. When water is generated in this step, the generated water is preferably removed from the system by a method such as decompression or nitrogen gas flow. Next, a sulfate ester salt is added to the polyglycerin. In this case, the sulfate ester salt can be added all at once, or can be added in multiple portions. The reaction temperature is 60-
The temperature is 250C, preferably 120-190C. The reaction time is about 3 to 20 hours. After completion of the reaction, the base in the reaction product is neutralized and, if necessary, salts are removed, and then subjected to purification treatment such as extraction, recrystallization, distillation, column chromatography, etc. to obtain a product. In some cases, the product can be obtained without such a purification treatment.

Specific examples of the polyglyceryl ether represented by the general formula (1) are as follows. Hexyl diglyceryl ether, dihexyl diglyceryl ether,
Trihexyl diglyceryl ether, hexyl triglyceryl ether, dihexyl triglyceryl ether,
Hexyl tetraglyceryl ether, heptyl diglyceryl ether, heptyl triglyceryl ether, heptyl tetraglyceryl ether, octyl diglyceryl ether, dioctyl digseryl ether, octyl triglyceryl ether, octyl tetraglyceryl ether, octyl pentaglyceryl ether, nonyl diglyceryl ether, Nonyl triglyceryl ether, nonyl tetraglyceryl ether, nonyl pentaglyceryl ether, decyl diglyceryl ether, decyl triglyceryl ether, decyl tetraglyceryl ether, decyl pentaglyceryl ether, decyl hexaglyceryl ether, undecyl diglyceryl ether,
Undecyl triglyceryl ether, undecyl tetraglyceryl ether, undecyl pentaglyceryl ether, undecyl hexaglyceryl ether, dodecyl diglyceryl ether, dodecyl triglyceryl ether, dodecyl tetraglyceryl ether, dodecyl pentaglyceryl ether, dodecyl hexaglyceryl ether, dodecyl Heptaglyceryl ether, dodecyl oxtaglyseryl ether, tridecyl diglyceryl ether, tridecyl triglyceryl ether, tridecyl tetraglyceryl ether, tridecyl pentaglyceryl ether, tridecyl hexaglyceryl ether, tetradecyl diglyceryl ether, tetradecyl triglycerin Ether, tetradecyl latraglyceryl ether, tetradecyl Penta glyceryl ether, tetradecyl hexa glyceryl ether, heptadecyl diglyceryl ether, heptadecyl tri glyceryl ether, hexadecyl diglyceryl ether, hexadecyltrimethylammonium glyceryl ether, hexadecyl tetra glyceryl ether, hexadecyl penta glyceryl ether,
Hexadecyl hexaglyceryl ether, hexadecyl heptaglyceryl ether, heptadecyl diglyceryl ether, heptadecyl tetraglyceryl ether, hexadecyl diglyceryl ether, hexadecyl triglyceryl ether, hexadecyl tetraglyceryl ether, hexadecyl pentaglyceryl ether, hexa Decyl hexaglyceryl ether, oleyl diglyceryl ether, oleyl triglyceryl ether, oleyl tetraglyceryl ether, oleyl pentaglyceryl ether, oleyl hexaglyceryl ether, oleyl heptaglyceryl ether, oleyl octaglyceryl ether, dioleyl tetraglyceryl ether, octyldi Glyceryl dioxyethylene ether,
Decyl triglyceryl, trioxyethylene ether,
Dodecyl diglyceryl trioxyethylene ether, tridecyl diglyceryl dioxyethylene ether, tetradecyl triglyceryl trioxyethylene ether,
Hexadecyl diglyceryl trioxyethylene ether, octadecyl triglyceryl dioxyethylene ether, oleyl triglyceryl trioxyethylene ether, oleyl triglyceryl hexaoxyethylene ether, oleyl triglyceryl dioxypropylene ether and the like. These polyglyceryl ethers can be used alone or in the form of a mixture.

The detergent composition of the present invention comprises a mixture of a linear polyglyceryl ether and a branched polyglyceryl ether, as described above. Weight ratio [A] / [B]
Is 90/10 to 0/100. As a method for obtaining such a polyglyceryl ether, there are a method of synthesizing a polyglyceryl ether using a polyglycerin in which the weight ratio of the linear component A and the branched chain component B is adjusted in advance, and a linear polyglyceryl ether prepared in advance. And a method of adjusting the weight ratio of the linear component A and the branched component B in the reactive product by adjusting the reaction conditions when producing the polyglyceryl ether. .

The polyglyceryl ether of the above-mentioned general formula (1) in which the weight ratio of the linear component A to the branched component B is adjusted exhibits excellent interfacial tension lowering ability and high detergency as a detergent. It is excellent in mildness and has the effect of preventing protein denaturation caused by other surfactants. Therefore, it is a cleaning agent for skin and hair, shampoo, body shampoo, soap, etc., toothpaste, washing Ideal as a nonionic surfactant applicable to applications such as mouthwashes such as mouthwashes, vegetables, fruits, dishwashing detergents, automatic washing detergents, solid, liquid, and paste-like detergents for clothing It is something.

In the detergent composition of the present invention, the polyglyceryl ether is advantageously used by mixing it with another surfactant, if necessary. Specific examples of the surfactant used in this case are as follows.

(Anionic surfactant) Alkyl sulfate, polyoxyethylene alkyl sulfate, α-
Sulfo fatty acid ester salt, α-olefin sulfonate, alkyl or hydroxyalkyl ether carboxylate, N-acylated taurine, N-acylated methyl taurine, N-acylated glycine, N-acylated aspartic acid, N-acyl Sarcosine, N-acylated glutamic acid, monoalkyl phosphate, alkyl amide ether sulfate, fatty acid monoglyceride sulfate, alkyl glyceryl ether sulfate, alkyl polyglyceryl ether sulfate,
Alkyl iminodicarboxylates, secondary amide type N-acyl amino acid salts, alkyl tartaric acid, alkyl malic acid, alkyl citrate and the like can be mentioned.

(Nonionic surfactant) Alkyl polyhydric alcohol ether, hydroxyalkyl polyhydric alcohol ether, higher alcohol ethoxylate, higher alcohol ethoxypropoxylate, nonylphenol ethoxylate, fatty acid alkanolamide, sucrose fatty acid ester, alkyl (poly) Glycoside, polyglycerin fatty acid ester, fatty acid 2,3-dihydroxypropylamide, fatty acid polyoxyethylene amide, alkylamine oxide, alkylamidoamine oxide, polyoxyethylene fatty acid ester, methyl or ethyl glycoside, fatty acid ester, acyl glucamide and the like.

(Amphoteric surfactant) Amido-amino acid type amphoteric surfactant, long-chain alkyldimethylcarboxymethylbetaine, sulfobetaine, amidopropylbetaine, imidazolium betaine, glycine type, alanine type amide acid type amphoteric surfactant, Carboxybetaine, sulfobetaine, phosphobetaine, amide amino acid, imidazolinium betaine surfactant and the like.

(Cationic surfactant) Mono- or di-alkyl quaternary ammonium salts, mono- or di-alkyl quaternary ammonium salts having an ether group or ester group, or their hydrochlorides, sulfates, organic acid salts and the like.

In the detergent composition of the present invention, when a nonionic surfactant (X) composed of polyglyceryl ether and another surfactant (Y) are used as a mixture, the mixing ratio (X) / ( Y) is 98/2 to 10 / by weight ratio.
90, preferably 80/20 to 30/70. At a lower mixing ratio, the characteristics of the nonionic surfactant (X) cannot be sufficiently exhibited. The amount of the nonionic surfactant (X) in the detergent composition varies depending on the dosage form of the detergent, but in the case of a liquid, 0.5 to 50% by weight of the composition,
1 to 70% by weight for paste, 1 to 70% for solid
80% by weight is preferred. P when the detergent is dissolved in water
H varies depending on the type and use of the active agent to be blended, but the preferred range is pH 5 to 8 for shampoo, body shampoo and kitchen detergent, and 7 to 11 for clothing detergent. Beyond the pH range, irritation to the skin,
It is not preferable in terms of damage to the washing object. Further, when used as a hard surface cleaner for business use, industrial use, for automatic dishwashers, and the like, use under alkaline conditions containing an alkali agent is preferred.

The cleaning composition of the present invention may contain, if necessary, known auxiliary components to be added to the cleaning agent. Such auxiliary ingredients include builders, humectants,
Viscosity regulators, preservatives, anti-inflammatory agents, antioxidants, ultraviolet absorbers, sequestering agents, anti-migration agents, antibacterial agents, water-soluble polymer compounds, water-soluble inorganic salts, organic and Inorganic compounds, pearlescent agents, pigments, fragrances, enzymes,
Bleaching agents and the like.

[0023]

Next, the present invention will be described in more detail with reference to examples.

Reference Example 1 [Synthesis of dodecyl diglyceryl ether (surfactant A)] Diglycerin (manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., diglycerin 801; weight ratio of linear component / branched component: 76.)
4 / 23.6, diglycerin purity: 90.2%). 6.80 kg of diglycerin
(36.9 mol) was placed in a 10-liter four-necked reactor, and heated and stirred at 130 ° C. with 230 g of NaOH (5.8).
mol) and dissolved in 5 hours. Next, after raising the temperature of the reaction solution to 170 ° C., nitrogen gas was flown for 40 minutes, and then sodium dodecyl sulfate 1.07
kg (3.7 mol) were added in portions over 8 hours. After further heating and stirring at 180 ° C. for 7 hours, the reaction mixture was cooled to room temperature, extracted with ethyl acetate, and the organic layer was stirred with saturated saline and dried over anhydrous sodium sulfate. The sodium sulfate was removed by filtration, and the organic solvent was distilled off from the resulting residue to obtain 754 g of a crude product. After the crude product was silylated, analysis by gas chromatography revealed that monododecyl diglyceryl ether was 6%.
It was found that the content was 5.4%. (Yield 40
%). In the monododecyl diglyceryl ether obtained in the above experiment, the weight ratio [A] / [B] of the linear component A and the branched component B was 76.4 / 23.6.

Reference Example 2 [Synthesis of glycidyl decyl ether] In a three-liter four-necked flask, n-hexane (900
g), and then an aqueous solution of caustic soda prepared by adding water (430 g) to NaOH (400 g, 10.0 mol) was added. Further, tetrabutylammonium chloride (25 g, 0.089 mol) was added, and the mixture was heated to 60 ° C. Warm,
Stirring was performed. Then epichlorohydrin (370 g,
4.0 mol) was added under stirring, and lauryl alcohol (373 g, 2.0 mol) was added dropwise over 1 hour while stirring at 60 ° C. After stirring at 60 ° C. for 6 hours, the reaction solution was cooled to room temperature. Next, a saturated saline solution was added thereto, and the organic layer was separated. Thereafter, the organic layer was washed with a saturated saline solution, and then dried over anhydrous sodium sulfate. After the sodium sulfate was removed by filtration from the organic layer and the solvent was distilled off from the obtained solution, the residue was distilled under reduced pressure to obtain 121-126 ° C / 0.3 mm.
331 g (68% yield) of a fraction of Torr were obtained. The purity was analyzed by gas chromatography to be 95%.
This fraction was further purified by silica gel column chromatography to a purity of 99% to obtain glycidyl decyl ether of the following formula.

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Reference Example 3 [Synthesis of Linear Dodecylglyceryl Ether (Surfactant B)] To 218.9 g (900 mmol) of 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane was added 21.g of metal sodium. 5 mg (0.9 mmol) were added and 100
The mixture was heated and stirred at 30 ° C. for 30 minutes to dissolve the metallic sodium. Next, 36.3 g (150 mmol) of glycidyl decyl ether obtained in Reference Example 2 was heated to 175 ° C. for 80 minutes and added dropwise with stirring. After completion of the reaction, the reaction solution was cooled to room temperature, extracted with ethyl ether, and the ether layer was washed with saturated saline, and the solution was distilled off to obtain an oily reaction mixture. Further, 100 ml of 6N hydrochloric acid was added to the reaction mixture.
, And the mixture was heated and stirred at 80 ° C. for 40 minutes to hydrolyze the ketal. After cooling the reaction solution to room temperature, saturated saline was added, extraction was performed with chloroform and a small amount of methanol, and the organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, filtered off magnesium sulfate, and then washed with an organic solvent. Was distilled off to obtain 26.3 g of a crude product. Further, this crude product is subjected to silica gel column chromatography (Wakogel C).
-200, 700 g, eluent chloroform / methanol = 9/1), followed by recrystallization from hexane to give 5.82 g of linear dodecyl diglyceryl ether.
was gotten.

Example 1 The surfactants shown in Table 1 were evaluated for their ability to lower interfacial tension (vs. soybean oil), cleaning performance, ability to prevent protein denaturation, and water solubility according to the following methods. <Interfacial tension lowering ability> The liquid-liquid interfacial tension with respect to soybean oil was measured using an automatic surface tension measuring device (K12 / MK4) manufactured by KRUSS. 1 ml of the surfactant aqueous solution was injected with a syringe into a cylindrical glass tube of the measuring device while removing bubbles. Next, 4 μL of soybean oil was injected and the cylindrical glass tube was rotated. The minor axis of the soybean oil droplets formed at this time was measured, and the interfacial tension value γ was determined from the following equation. γ (mN / m) = 3.427 × 10 ⁻⁷ × {0.32 (minor axis)} ³ × (rotation speed) ² × (difference between density of water and oil) ○: γ <0.5 mN / m Δ: 0.5 ≦ γ <0.5 mN / m ×: γ ≧ 1.5 mN / m <Washing performance> A surfactant aqueous solution 18 was added to a polypropylene cup to which artificial oil stain containing oil red was adhered.
After adding 0 ml (activator concentration: 0.026 wt%) and stirring and washing with a rotary blade for 5 minutes, the solution was discarded, and the cup was air-dried. Cups with uniform stains: ○,
Some have dropped: △, those that have not dropped at all: ×,
The cleaning performance was evaluated as follows. <Protein denaturation prevention ability> Egg albumin aqueous solution (concentration 0.0
2 wt%, phosphate buffer [pH 7], 810 μl) and a surfactant aqueous solution (concentration: 0.1 wt%, phosphate buffer [pH 7], 90 μl) are placed in a vial,
It was left for 20 hours. Then, the mixture was filtered through a 0.5 μm filter and analyzed by liquid chromatography. Only the ovalbumin aqueous solution was treated under the same conditions and analyzed by liquid chromatography. Using these results, the protein denaturation rate was determined by the following equation.

(Equation 1) The degree of protein denaturation was indicated by the following notation. ：: Protein denaturation rate of 1% or less △: Protein denaturation rate of 1 to 10% ×: Protein denaturation rate of 10% or more <Water soluble> Add a sample to ion-exchanged water, and sonicate at about 60 ° C to obtain a 1 wt% concentration. After preparing a sample aqueous solution, it was left at room temperature for 24 hours and observed. ○: No precipitation was observed at all △: Some precipitation was observed ×: A large amount of precipitation was observed

[0028]

[Table 1] * 1: Monododecyl diglyceryl ether 97.5% by weight and lauryl ethoxy sulfate 2. 5% by weight * 2: Cannot be measured due to insolubility

The specific contents of the samples A to D in the table are as follows. A: Surfactant A of Reference Example 1 B: Surfactant B of Reference Example 3 C: Alcohol ethoxylate (C ₁₂ , p = 7) D: Lauryl ethoxy sulfate (C ₁₂ , p = 3)

Next, an example of how the detergent composition containing dodecyl diglyceryl ether (surfactant A) of Reference Example 1 is shown below.

Formulation Example 1 (Dishwashing agent for kitchen) (Component) Surfactant A 20.0% Diethanolamide laurate 3.0% n-Dodecyldimethylamine oxide 1.0% Ethanol 1.0% Yellow No. 203 Fine Amount Fragrance Micro amount Ion-exchanged water balance A kitchen detergent (pH 7.0) having the above composition was produced. This kitchen cleaning agent was excellent in the ability to prevent re-contamination, and there was no stain left on the dishes, and a good cleaning effect was obtained. Further, this kitchen cleaner did not make the user feel rough after use.

Formulation Example 2 (Liquid soap) (Component) Surfactant A 20.0 (% by weight) Lauryl sulfate sodium salt 10.0 Appropriate amount of perfume / emulsifier Water residue合計 Total 100.0 Liquid soap (pH 7.0) having the above composition was produced. This liquid soap had an excellent feeling in use and exhibited a good cleaning effect. Also, this liquid soap has no irritation to the skin,
It gave a good feeling to the skin after use.

Formulation Example 3 (Shampoo) (Component) Surfactant A 10.5 (% by weight) Lauryl ethoxy sulfate sodium salt 3.5 Cocoyl diethanolamide 2.0 Sodium sulfate 1.5 Perfume / emulsion Water remaining ─────────────────────────────────── Total 100.0 Shampoo with the above composition (pH 6.5) Was manufactured. This shampoo was excellent in the ability to prevent re-contamination, had a high cleaning effect, had no squeaky feeling during use, and was well washed.

Formulation Example 4 (Toothpaste) (Ingredients) Dicalcium phosphate dihydrate 45.5% Glycerin 5.0% Sorbitol 15.0% Sodium carboxymethylcellulose 1.0% Surfactant A 0.5% Lauryl Sodium sulfate ester 1.0% Flavor / sweetener Appropriate amount Ion exchange water balance A dentifrice having the above composition was produced. This toothpaste had little irritation to the oral mucosa at the time of use, had a high cleaning effect, and had a good refreshing feeling after use.

Formulation Example 5 (Cleaning agent for hard surface) (Component) Surfactant A 7.5% Higher alcohol polyoxyethylene (3) sulfate ester Na salt 3.5% Yellow No. 203 Fine amount Fragrance Fine amount Ion exchange Water Balance A hard surface cleaner (pH 7.0) having the above composition was produced.
When this hard surface cleaner is used to clean hard surfaces such as automobiles, it does not cause discomfort even when it adheres to the skin at the time of use and after use. It gave the sex.

Formulation Example 6 (Residential detergent) (Ingredient) Surfactant A 5.0% Polyoxyethylene (5) dodecyl ether 2.5% Yellow No. 203 Fine amount Fragrance Fine amount Ion-exchanged water Balance The above composition A house cleaner (pH 7.0) was produced. This cleaning agent for home use was excellent in the ability to prevent re-contamination, and a good cleaning effect was obtained. In addition, even when the cleaning agent for a house adheres to the hand, it does not make the user feel rough.

Formulation Example 7 (Clothing detergent (granular detergent)) (Component) Surfactant A 22.5% Alkylbenzenesulfonic acid K salt 10.0% Alcohol ethoxylate 5.0% Zeolite 22.5% Potassium carbonate 5.0% Sodium silicate 10.0% Sodium carbonate 23.5% Oxygen 0.5% Moisture 6.0% A granular detergent for clothes having the above composition was produced. This granular detergent for clothes was excellent in the ability to prevent re-contamination, and a good cleaning effect was obtained.

Formulation Example 8 (Alkaline cleaning agent for hard surface) (Component) Surfactant A 5.0% NaOH 22.0% EDTA-4Na 3.0% Water content 70.0% Alkaline cleaning agent for hard surface having the above composition An agent was manufactured. This alkaline cleaning agent for hard surfaces showed a good cleaning effect on oil stains.

[0039]

The detergent composition of the present invention is excellent in water solubility, mildness and high detergency.

Claims (1)

[Claims] 1. The following general formula (1): R ¹ (OR ² ) t—O— (C ₃ H ₆ O ₂ ) n—H (1) (wherein, R ¹ is an aliphatic having 6 to 24 carbon atoms. R ² represents an alkyl group having 1 to 4 carbon atoms, t represents a number of 0 to 10 in average degree of polymerization of the oxyalkylene group, and n represents a number of 2 to 10 in average degree of polymerization of glycerin. And a weight ratio [A] / [B] of the linear polyglyceryl ether component A and the branched polyglyceryl ether component B contained in the polyglyceryl ether having a long chain aliphatic group represented by ] Is 90/10 to 0/1
A cleaning composition characterized by being in the range of 00.