JPH06330084A - Detergent composition - Google Patents

Abstract

(57) [Summary] [PROBLEMS] To provide a detergent composition having excellent hard water resistance, dispersibility, anti-redeposition effect and low skin irritation. [Structure] α-represented by the following general formula (1)
A detergent composition comprising a sulfo fatty acid derivative. [Chemical 1] {In the formula, R ₁ and R ₂ : an alkyl group or an alkenyl group having 6 to 18 carbon atoms: M ₁ and M ₂ : a hydrogen atom, an alkali metal, a monovalent alkaline earth metal, a substituted or unsubstituted ammonium group Z: a linear or branched alkylene group having 2 to 6 carbon _{atoms, - (C 2 H 4 NH} ) nC 2 H 4 - group (where n is 1 to 3)}

Description

Detailed Description of the Invention

[0001]

The present invention relates to clothes, hard surfaces, woody surfaces, leather surfaces, hair and skin, which have excellent hard water resistance, dispersibility, high anti-soil redeposition effect, and extremely low skin irritation. It relates to a detergent composition suitable for use.

[0002]

2. Description of the Related Art The presence of a surfactant is indispensable for cleaning various stains, and a great number of detergent compositions having good detergency based on its ability to reduce interfacial tension and wettability have been proposed. There is. However, in order to obtain an excellent cleaning performance in the true sense, not only can the stains be removed by the above-mentioned surface activity, but also the stains can be easily removed in hard water. It must also be considered that it does not adhere, that is, it prevents recontamination due to its excellent hard water resistance and dispersibility. The conventional detergent compositions are not necessarily those having sufficient hard water resistance, dispersibility and anti-soil redeposition property, and are not detergent compositions having really good cleaning performance. Further, the skin irritation of the cleaning agent is also a serious problem. Since there is a sufficient possibility that the detergent will come into contact with the skin in any washing, it is desired that the detergent has extremely low irritation to the skin.

[0003]

DISCLOSURE OF THE INVENTION The present invention relates to hard water resistance,
An object of the present invention is to provide a detergent composition which is excellent in dispersibility, has a high anti-soil redeposition effect, and has extremely low irritation to the skin, and is effective for washing clothes, hard surfaces, woody surfaces, leather surfaces, skin and hair. To do.

[0004]

According to the present invention, there is provided a detergent composition comprising an α-sulfofatty acid derivative represented by the following general formula (1) (formula 1),

[Chemical 1] {In the formula, R₁, R₂: An alkyl group having 6 to 18 carbon atoms or
Lucenyl group M₁, M₂: Hydrogen atom, alkali metal, monovalent
Lucari earth metal, substituted or unsubstituted ammonium group Z: a linear or branched chain alkyl group having 2 to 6 carbon atoms
Ruylene group,-(C₂H_FourNH) nC₂H_Four-Group (where n is
1 to 3)} Especially for washing clothes, or for hard surfaces,
Use for wood surface, leather surface, skin or hair
The cleaning composition is provided, which is characterized by

That is, the present inventors have conducted extensive studies to solve the above problems, and as a result, the detergent composition contains the specific α-sulfofatty acid derivative represented by the general formula (I). By doing so, it was found that the above object can be achieved, and the present invention has been completed.

The present invention will be described in more detail below. R ₁ and R ₂ in the general formula (I) are alkyl groups or alkenyl groups having 6 to 18 carbon atoms, and more preferably alkyl groups or alkenyl groups having 10 to 16 carbon atoms.
This alkyl group or alkenyl group is linear or branched. Specific examples of R ₁ and R ₂ include, but are not limited to, a decyl group, a dodecyl group, a tetradecyl group, and a hexadecyl group.

M ₁ and M ₂ in the general formula (I) are a hydrogen atom, an alkali metal, and a monovalent alkaline earth metal,
Alternatively, it is a substituted or unsubstituted ammonium group. Here, the alkaline earth metal corresponding to monovalent is, for example, M ₁
And M ₂ are one alkaline earth metal and form a salt. Specific examples include alkali metals such as sodium and potassium, examples of alkaline earth metals include magnesium and calcium, and further examples of substituted or unsubstituted ammonium groups include ammonia-derived ammonium groups. Examples include, but are not limited to, substituted amines formed from amines of lower amines (trimethylamine, triethylamine, etc.), lysine, mono-, di-, or tri-lower alkanolamines (monoethanolamine, diethanolamine, triethanolamine, etc.). Not a thing.

Z in the general formula (I) has 2 carbon atoms.
6 straight-chain or branched alkylene groups, or-
_{(C 2 H 4 NH) nC} 2 H 4 - ( where n is represented by 1 to 3) shows a polyamine residues. Specific examples of Z include, for example, ethylene, isoprene, butylene, and hexamethylene as the alkylene group, and examples of polyamine residues include polyamine residues derived from polyamines such as diethylenetriamine and tetraethylenepentamine. However, it is not limited to these.

The α-sulfofatty acid derivative represented by the general formula (I) can be produced by the following method. For example, fatty acids are sulfonated by a conventionally known method, and
In the following, as shown in the reaction formula (A), after acid chloride with thionyl chloride, amidated with a predetermined polyamine,
If necessary, a method of neutralizing or a method of sulfonating a fatty acid or a fatty acid alkyl ester by a conventionally known method, and then similarly performing amidation and neutralization as shown in reaction formula (B) in Table 1 below. Is. The amidation product obtained by the above method is obtained as a mixture containing a diamide and a monoamide, and the desired diamide can be separated by an appropriate means.

[0010]

[Table 1]

The α-sulfofatty acid derivative of the present invention is used as a detergent component. In this case, the concentration in the detergent may be any concentration as long as a cleaning effect can be obtained. Usually, it is preferably 1 to 50% by weight, more preferably 5 to 40% by weight.

Further, in the cleaning agent of the present invention, a component which is usually used as a cleaning agent component according to various cleaning purposes can be optionally used in combination within a range not impairing the effects of the present invention. For example, zeolite, sodium carbonate (potassium), sodium silicate, sodium citrate, builder such as polyacrylate, humectant such as propylene glycol, glycerin and sorbitol, viscosity of methyl cellulose, polyoxyethylene glycol distearate, ethanol and the like. Adjusting agents, antiseptics such as methylparaben, butylparaben, anti-inflammatory agents such as potassium glycyrrhizinate, tocopherol acetate, etc. It can be blended.

Further, the detergent of the present invention may be used in combination with other surfactants. Examples of such a surfactant include alkylbenzene sulfonate and α
-Olefin sulfonate, α-sulfo fatty acid alkyl ester salt, alkyl sulfate ester salt, polyoxyethylene alkyl sulfate ester salt, alkyl phosphate ester surfactant, amino acid surfactant, sulfosuccinic acid surfactant, taurate Anionic surfactants such as system surfactants and higher fatty acid salts, nonionic surfactants such as alkyl saccharide surfactants and polyoxyethylene alkyl ether surfactants are preferably used.

The detergent composition of the present invention is excellent in hard water resistance and dispersibility, and exhibits a high anti-soil redeposition effect during washing. The detergent composition is effective as a detergent composition for various products including clothes, and since the composition of the present invention has extremely low skin irritation, contact with at least a part of the human body is particularly important. The application is preferably applied as a cleaning composition for hard surfaces, wood surfaces, leather surfaces, skin and hair. In this case, examples of the hard surface include metal surfaces such as tableware and automobile bodies, plastic surfaces, and ceramic surfaces. Furniture and pillar surfaces are examples of wood surfaces. Examples of the leather surface include surfaces of handbags and boots. Therefore, the cleaning composition of the present invention is a cleaning agent for use in contact with the human body, for example, a liquid cleaning agent for skin hair such as body shampoo and shampoo, a liquid cleaning agent for tableware, and a wall or floor for residential use. It is suitable as a liquid cleaning agent. Further, the cleaning composition of the present invention can be used in the form of solid, powder, paste or liquid depending on the application.

[0015]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

Example 1 With respect to the detergent composition containing each of the surfactants A to G shown in Table 2 below, skin irritation, dispersibility and hard water resistance were evaluated by the following methods. (Skin irritation) An upper arm closed patch test was carried out on 20 samples for 5 days using a 5% by weight aqueous surfactant solution as a test solution. The evaluation method is as follows. <Evaluation method> ○: Cases of red discoloration, rash, etc. = 0 cases △: Cases of occurrence = 1 ×: Cases of occurrence = 2 or more (dispersion) 0.01% by weight of carbon black and 0.1
50 ml of a sample aqueous solution containing a surfactant by weight was prepared and shaken in a constant temperature bath at 25 ° C. for 5 hours. Then 24
After allowing to stand for a time, the dispersion state was evaluated according to the following method. <Evaluation method> Good: Carbon black is uniformly dispersed. X: There is a separation layer. (Hard water resistance) 40 ml of 0.5 wt% aqueous surfactant solution
Was placed in a 100 ml beaker, 8.5 ml of a 1 wt% calcium acetate aqueous solution was added dropwise, and the hard water resistance was evaluated according to the following method. <Evaluation method> ○: The type letters pasted on the bottom of the beaker are visible. X: The type letters pasted on the bottom of the beaker cannot be seen.

[0017]

[Table 2] A: Isoprene bis α-sulfomyristate amide Na
Salt B: Ethylene bis α-sulfopalmitic acid amide Na salt C: Butylene bis α-sulfolauric acid amide Na salt D: Diethylene monoaminobis α-sulfopalmitic acid amide Na salt E: Triethylene diaminobis α-sulfostearic acid amide Na salt F: Dodecyl sulfate Na salt G: Coconut oil fatty acid soap Na salt

[0018] Example 2 [clothing detergent (granular detergent)] (component) (wt%) Ethylene bis α- sulfo C ₁₄ ~ ₁₈ fatty acid amide Na salt 15.0% alkylbenzene sulfonic acid K salt 10.0% alcohol Ethoxylate 5.0% Zeolite 20.0% Potassium carbonate 5.0% Sodium carbonate 20.0% Sodium sulfate 18.5% Enzyme 0.5% Moisture 6.0% A granular detergent for clothes having the above composition was produced. . This granular cleaning agent for clothes had an excellent anti-redeposition ability, and a good cleaning effect was obtained.

[0019] Example 3 [clothing detergent (granular detergent)] (component) (wt%) isopropylene bis alpha-sulfo C ₁₄ ~ ₁₈ fatty acid amide Na salt 13.0% alpha-sulfo C ₁₄ ~ ₁₈ fatty acid methyl ester Na salt 7.0% C ₁₄ ~ ₁₈ α- olefin sulfonate 5.0% alcohol ethoxylate 3.0% zeolite 20.0% sodium 8.0% sodium carbonate potassium carbonate 6.0% silicate 9. 0% sodium sulfate 22.5% enzyme 0.5% moisture 6.0% A granular detergent for clothes having the above composition was produced. This granular cleaning agent for clothes had an excellent anti-redeposition ability, and a good cleaning effect was obtained.

Example 4 [Kitchen Detergent] (Components) (wt%) Ethylene bis α-sulfomyristate amide Na salt 15.0% Lauric acid diethanolamide 5.0% Dodecyldimethylamine oxide 3.0% Polyethylene Glycol 2.5% Ethanol 4.0% Yellow No. 203 Trace fragrance Trace ion-exchanged water balance A kitchen cleaner (pH 7.0) having the above composition was produced. This cleaning agent for kitchen was excellent in anti-soil redeposition ability, and there was no stain remaining on the dishes, and a good cleaning effect was obtained. In addition, this kitchen cleaning agent did not give a feeling of rough hands after use.

Example 5 [Cleaning Agent for Kitchen] (Component) (wt%) Diethylene monoaminobis α-sulfomyristate amide Na salt 13.0% Polyoxyethylene (EOP: 3) alkyl sulfate Na salt 5. 0% Lauric acid diethanolamide 4.0% Dodecyldimethylamine oxide 2.5% Polyethylene glycol 2.5% Ethanol 4.0% Yellow No. 203 Trace fragrance Trace ion-exchanged water balance Kitchen detergent of the above composition (pH 7.0) ) Was manufactured. This cleaning agent for kitchen was excellent in anti-soil redeposition ability, and there was no stain remaining on the dishes, and a good cleaning effect was obtained. In addition, this kitchen cleaning agent did not give a feeling of rough hands after use.

Example 6 [Shampoo] (Components) (% by weight) Ethylene bis α-sulfomyristate amide Na salt 12.0% Palm oil fatty acid amide propyl betaine 3.0% Palm oil fatty acid diethanolamide 3.0% β -Carosin trace amount fragrance amount trace amount ion-exchanged water balance A shampoo (pH 6.5) having the above composition was produced. This shampoo had an excellent anti-soil redeposition ability, a high cleaning effect, no squeaky feeling during use, and good wash-out. In addition, this shampoo did not make the hand feel rough after use.

Example 7 [Shampoo] (Component) (% by weight) Diethylene monoaminobis α-sulfomyristate amide Na salt 8.0% Polyoxyethylene (EOp: 3) alkyl sulfate ester Na salt 7.0% Palm Oil fatty acid diethanolamide 3.0% Dodecylamine oxide 2.0% Perfume Trace ion-exchanged water balance A shampoo (pH 6.5) having the above composition was produced. This shampoo had an excellent anti-soil redeposition ability, a high cleaning effect, no squeaky feeling during use, and good wash-out.

[0024] EXAMPLE 8 [residential detergents] (component) (wt%) Buchirenbisu α- sulfo C ₁₄ ~ ₁₈ fatty acid amide Na salt 5.0% Polyoxyethylene (EOP: 9) dodecyl ether 2.5% Yellow No. 203 Trace amount Perfume Trace amount Ion-exchanged water balance A household cleaning agent (pH 7.0) having the above composition was produced. This household cleaning agent has an excellent anti-redeposition ability and a good cleaning effect was obtained. In addition, this cleaning agent for homes did not make the hands feel rough even if it adhered to the hands.

[0025]

The detergent composition of the present invention has excellent hard water resistance and dispersibility, has an effect of preventing redeposition, and has extremely low skin irritation. Then, the detergent composition of the present invention is preferably used for clothing or for use in contact with at least a part of the human body, such as hard surface, wood surface, leather surface, skin, and hair. To be done.

Claims (3)

[Claims] 1. Represented by the following general formula (1)
Washing containing an α-sulfofatty acid derivative
Purifying composition. [Chemical 1] {In the formula, R₁, R₂: An alkyl group having 6 to 18 carbon atoms or
Lucenyl group M₁, M₂: Hydrogen atom, alkali metal, monovalent
Lucari earth metal, substituted or unsubstituted ammonium group Z: a linear or branched chain alkyl group having 2 to 6 carbon atoms
Ruylene group,-(C₂H_FourNH) nC₂H_Four-Group (where n is
1 to 3)} 2. The cleaning composition according to claim 1, which is used for cleaning clothes. 3. A hard surface, a wood surface, a leather surface,
The cleaning composition according to claim 1, which is used for skin or hair.