JP3443490B2 - Detergent composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a detergent composition comprising a fatty acid taurine alkali metal salt or a taurine organic alkali salt as an essential component.

[0002]

2. Description of the Related Art Conventionally, soaps have been widely used in cleansing foams, body shampoos, shampoos and other cleaning agents for the purpose of improving foaming and foam quality. Of these, the most frequently used are alkali metal salt soaps such as sodium and potassium fatty acids, which have the advantages of low cost, good lather, and creamy foam. On the other hand, however, there were drawbacks such as poor foaming in neutral, having a squeaky feeling and a tight feeling after use.

[0003] In addition, soaps based on fatty acids such as triethanolamine and lysine, which are weak bases, have been used in consideration of foaming and squeakiness near neutrality. There were problems that it was difficult to obtain a refreshing feeling, that the melting point (craft point) was low, and that it could not be blended into a solid product.

[0004]

SUMMARY OF THE INVENTION The present inventors have conducted intensive studies in view of the above circumstances, and as a result, found that a detergent composition containing a taurine alkali metal salt of a fatty acid or an organic alkali salt of taurine as an essential component foamed, Good foam quality,
The pH dependency of foaming is small, and it does not have a squeaky feeling or a tight feeling, and it is found that it is superior to conventional products in that it does not produce a bad smell, and has completed the present invention. .

It is an object of the present invention to provide a detergent composition which is good in foaming and foaming quality, has little pH dependency of foaming, has no squeaky feeling and no tight feeling, and does not produce a bad odor. .

[0006]

That is, the present invention provides a detergent composition comprising an essential component of a taurine alkali metal salt of a fatty acid represented by the following general formula (5). Things.

Embedded image _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 ^over X ⁺ (wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, X is an alkali metal .). )

Another object of the present invention is to provide a detergent composition comprising, as an essential component, an organic alkali salt of taurine of a fatty acid represented by the following general formula (Formula 6).

Embedded image _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 ^over Y ⁺ (wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, Y is an organic alkali Represents.)

Furthermore, the present invention is taurine alkali metal salts of fatty acids represented by the following general formula "Formula 7" (however, stearyl
(Excluding taurine sodium salt of aric acid) .

Embedded image _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - X + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, X is an alkali metal Represents.)

Further, the present invention is taurine organic alkali salts of fatty acids represented by the following general formula "Formula 8" (however, steer
(Excluding organic alkali salts of taurine of phosphoric acid) .

Embedded image _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - Y + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, Y is an organic alkali Represents.)

Hereinafter, the present invention will be described in detail. In the above general formula, R in the formula is a saturated or unsaturated hydrocarbon group having 7 to 23 carbon atoms, and specific examples thereof include, for example,
Heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group,
Linear saturated hydrocarbon groups such as pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and tetraeicosyl group; branched saturated hydrocarbon groups such as 2-methylheptadecyl group and 2-ethylpentyl group; 8-heptadecenyl And unsaturated linear hydrocarbon groups such as a 2-methyloctadec-6-enyl group, linear unsaturated hydrocarbon groups such as an oleyl group and a 4,6-octadecadienyl group.

In the above general formulas (5) and (7), X is an alkali metal such as sodium, potassium and lithium, and in the general formulas (6) and (8), Y is Organic alkali such as ethanolamine, diethanolamine and lysine.

The method for producing the taurine alkali metal salt of a fatty acid and the organic alkali taurine salt of a fatty acid represented by the above general formula comprises dissolving the fatty acid at about 80 ° C. and dissolving the taurine alkali metal salt or the organic alkali salt of taurine therein. There is a method of adding the aqueous solution while stirring, or adding the aqueous solution of taurine and the aqueous solution of another alkali while separately stirring them.

The amount of the alkali metal salt of taurine or organic alkali salt of fatty acid used as an essential component in the detergent composition of the present invention is suitably 0.5 to 90% by weight. When the amount is less than 0.5% by weight, the effect of the present invention is hardly obtained, and when the amount exceeds 90% by weight, solubility in water is deteriorated, which is not preferable.

The detergent composition of the present invention refers to a composition capable of exerting a detergency on a certain substance, and the substance to be cleaned is not limited, but is preferably a body such as cosmetics and quasi-drugs. A detergent applied to a detergent composition, if necessary, in addition to the above essential components, soaps, alkyl sulfates (salts), polyoxyethylene alkyl ether sulfates (salts), hydroxyalkyl ether carboxylic acids which are usually contained in detergent compositions (Salts) such as anionic surfactants, imidazoline-based amphoteric surfactants, amphoteric surfactants such as betaine-based amphoteric surfactants, polyoxyethylene alkyl ethers, polyoxyethylene fatty acid esters, sucrose fatty acid esters, alkyl glycosides, Non-ionic surfactants such as maltitol hydroxy aliphatic ether, Cationic surfactants such as Mo chloride, glycerin, 1,3-butylene glycol, humectants such as dipropylene glycol, assembly,
Other components such as plant extract components such as peonies, iris and horsetail, drugs such as tranexamic acid and arbutin, flavors and preservatives can be appropriately blended.

[0015]

The present invention will be described in more detail with reference to the following examples. Note that the present invention is not limited to these examples.

Production Example 1 Production of Taurine Sodium Laurate 200 g of lauric acid was stirred and dissolved at 80 ° C.
250 ml of 0% aqueous taurine solution, 80 ml of 50% aqueous sodium hydroxide solution and 200 ml of ion-exchanged water were added,
Stirred. After cooling, it was taken out of the container and used as a dough of 50% sodium taurine laurate soap.

Production Example 2 Production of taurine triethanolamine laurate 200 g of lauric acid was stirred and dissolved at 80 ° C.
250 ml of a 0% aqueous solution of taurine, 250 ml of a 50% aqueous solution of triethanolamine and 200 ml of ion-exchanged water were added and stirred. After cooling, it was taken out of the container and used as 50% taurine laurate triethanolamine soap.

The following test was carried out to demonstrate the effects of the above-prepared taurine alkali metal salts of lauric acid and organic alkali salts of taurine as test samples.

"Bubbling test by shaking method" 70 ppm
0.5% by weight of each sample in Table 1 was dissolved in ion-exchanged water in which calcium chloride was dissolved.
It was adjusted to 7.0. This solution was kept at 30 ° C., and 20 ml of the solution was put into a Nesler tube having a 3 cm inner diameter and a height of 20 cm with a stopper, and 90 times per second by a pendulum shaker.
° tilted. One minute later, it was removed from the apparatus, and the height of the foam, the thickness of the foam film, and the foam density were measured. The time required for the height of the foam to be reduced to half was also measured. The thickness of the foam film is 100
The photograph was taken with a microscope at × 2, the average value of the photographic screen was calculated, and the foam density was determined by taking 10 ml of foam and measuring its weight. Table 2 shows the measurement results.

[0020]

[Table 1]

[0021]

[Table 2]

In the foaming test by the shaking method described above, the height of the foam is determined as the good foaming, the foam film thickness and the foam density are determined as follows:
The creaminess and the duration of the foam correspond to the sustainability of the foam during use, respectively, and the larger the value, the better.
As described above, sodium laurate, potassium laurate, and magnesium laurate are salts of a weak acid and a strong base, so that it is difficult to foam at pH 7. On the other hand, the alkali metal salts of taurine and organic alkali salts of fatty acids, and the triethanolamine and lysine salts of fatty acids, which are the surfactants used in the present invention, are salts of weak acids and weak bases, and therefore foam well on the more acidic side. However, triethanolamine laurate and lysine laurate are
Since it has a low Kraft point and is liquid at room temperature, it cannot be used particularly for solid-state cleaning agents. Further, it can be seen that the cleaning composition of the present invention is excellent in terms of foam creaminess and foam persistence. As described above, the taurine alkali metal salt and the organic alkali salt of the fatty acid of the test sample are compounds having an excellent surfactant effect.

"Sensory odor test" A sensory odor test was conducted on the test sample and the comparative sample.
The results are shown in Table 3.

[Table 3]

As described above, although the taurine alkali metal salt and the organic alkali salt of the fatty acid used as the surfactant in the present invention are salts of the fatty acid and the weak base, the alkali metal salt and the alkaline earth metal salt of the fatty acid are used. No odor is produced as well. This is thought to be due to the fact that unlike triethanolamine and lysine, the compound has a strong acid sulfonic acid salt in the same molecule, so that it is difficult to vaporize.

"Actual use test by sensory test" An actual use test was carried out for each of Test Samples 1 and 2 and Comparative Samples 1 to 5 shown in Table 1 using 50 panelists. In the test, 5 ml of 10% aqueous solution of each sample was picked up by hand and left for 30 seconds.
Hand washing was performed, and the feeling of use and the feeling after use after washing were evaluated on a 5-point scale based on the evaluation criteria shown in Table 4. The average score was used as a comprehensive evaluation for 50 persons, and the results are shown in Table 5.

[0026]

[Table 4] ：: Average of evaluation points 4 to 5 ○: Average of evaluation points 3 to 3.9 Δ: Average of evaluation points 2 to 2.9 ×: Average of evaluation points 1 to 1.9

[0027]

[Table 5]

Table 5 shows that comparing the samples having the same alkali portion with each other shows that the use feeling is improved by inserting taurine between the structures. The above-described effect of an amphoteric compound having both a strong acid and a weak base (—NH ₂ ) functional groups, such as taurine, has the above-mentioned effect. When a large amount of water is used for washing, the —COO ⁻ group of the fatty acid dissociates, Although it has a feeling of use similar to that of sodium soap, but has little water when dried after use, the -COO ^- group of the fatty acid forms an ion pair with the N ⁺ portion of taurine , and the melting point of the hydrated crystal depends on the concentration. It is considered that the sulfonic acid-based surfactant is used and becomes insoluble in water and at the same time expresses a feeling of use of the sulfonic acid-based surfactant. Therefore, it is considered that the feeling of use of the cleaning composition of the present invention is moist when dry.

Hereinafter, examples of the cleaning composition of the present invention containing taurine alkali metal salts or taurine organic alkali salts of various fatty acids will be described. The taurine alkali metal salt and taurine organic alkali salt of the various fatty acids were produced according to Production Examples 1 and 2. In addition, the compounding amount is weight%.

Example 1 Shampoo wt% (1) Ethylene glycol fatty acid ester 2.0 (2) Taurine triethanolamine laurate 10.0 (3) Dodecyl maltoside 5.0 (4) Lauryl sulfobetaine 10.0 (5) Lauric acid diethanolamide 5.0 (6) Propylene glycol 2.0 (7) Coloring agent, perfume appropriate amount (8) Purified water residue (Production method) Follow ordinary methods. The shampoo of the present invention comprises hair,
The irritation to the scalp was low, the foaming property was excellent, and the stickiness was excellent and the usability was excellent.

Example 2 Shampoo weight% (1) sodium cocoyl methyl taurate 8.0 (2) coconut oil fatty acid taurine triethanolamine salt 20.0 (3) taurine myristate sodium salt 2.0 (4) coconut oil Fatty acid diethanolamide 4.0 (5) Flavor appropriate amount (6) EDTA.2Na appropriate amount (7) Purified water residue (production method) Follow the usual method. The shampoo of the present invention comprises hair,
The irritation to the scalp was low, the foaming property was excellent, and the stickiness was excellent and the usability was excellent.

Example 3 Body Shampoo Weight% (1) Glycerin 5.0 (2) Taurine myristic acid potassium salt 5.0 (3) Sucrose myristic acid ester 1.0 (4) Triethanolamine laurate 10.0 (5) Sodium lauryl sulfone succinate 5.0 (6) Coconut oil diethanolamide 3.0 (7) Chelating agent 0.1 (8) Coloring agent, perfume appropriate amount (9) Purified water residue (production method) According to. The body shampoo of the present invention has a low irritancy to the skin and a good feeling of foaming,
It was a moist wash.

Example 4 Body Shampoo Weight% (1) Sorbitol 2.0 (2) Erythritol 5.0 (3) Octylglucoside 15.0 (4) Taurine palmitate sodium salt 5.0 (5) Coconut oil fatty acid diethanol Amide 3.0 (6) Chelating agent 0.1 (7) Cationized cellulose 0.2 (8) Coloring agent, perfume Appropriate amount (9) Purified water Residue (Production method) Same as usual. The body shampoo of the present invention has a low irritancy to the skin and a good feeling of foaming,
It was a moist wash.

Example 5 Liquid detergent for clothing (% by weight) (1) POE (3 mol) sodium lauryl ether sulfate 10.0 (2) maltotriitol dodecyl ether 30.0 (3) coconut oil fatty acid taurine lysine 15.0 (4) Distearyldimethylammonium chloride 2.0 (5) Avrotinine 0.5 (6) Bleach agent appropriate amount (7) Purified water residue (Production method) According to a usual method. The clothing detergent of the present invention was highly safe and excellent in detergency.

Example 6 Powder detergent for clothing (% by weight) (1) LAS-Na 15.0 (2) Coconut fatty acid taurine sodium salt 1.0 (3) Octyl glucoside 3.0 (4) Na ₂ SO ₄ 30. 0 (5) 2-phenylacetamide 2.0 (6) CMC (66%) 1.5 (7) Sodium metasilicate (anhydrous) 20.0 (8) Optical brightener 0.2 (9) Na ₂ CO ₃ residue (manufacturing method) Same as usual. The powder detergent for clothing of the present invention was high in safety and excellent in detergency.

Example 7 Solid soap weight% (1) Tallow 20.0 (2) Coconut oil 12.0 (3) Castor oil 5.0 (4) Olive oil 3.0 (5) Sodium hydroxide 6.0 (6) ethanol 20.0 (7) maltitol hexadecyl ether 4.0 (8) 2-ethylhexanoic acid taurine sodium salt 1.0 (9) glycerin 5.0 (10) sucrose 10.0 (11) Cyclohexylguanidine 3.0 (12) EDTA 0.1 (13) Perfume appropriate amount (14) Dye appropriate amount (15) Purified water Residue (production method) Same as usual. The solid soap of the present invention was low in irritation to the skin, good in feeling of foaming, and was refreshingly washed.

Example 8 Liquid soap weight% (1) Lauric acid 3.0 (2) Myristic acid 7.0 (3) Palmitic acid 3.0 (4) Oleic acid 2.5 (5) Lauroyl diethanolamide 6. 0 (6) propylene glycol 11.0 (7) erythritol 4.0 (8) coconut oil fatty acid taurine sodium salt 10.0 (9) lauric acid taurine triethanolamine salt 3.0 (10) sucrose 5.0 ( 11) Sodium hydroxide 3.0 (12) EDTA 0.1 (13) p-aminobenzamidine 1.0 (14) Perfume appropriate amount (15) Purified water residue (Preparation method) Follow standard methods. The liquid soap of the present invention had low irritation to the skin, had a good feeling of foaming, and was refreshingly washed.

Example 9 Kitchen Detergent Weight% (1) Sodium α-oleate sulfonate 20.0 (2) POE (15 mol) alkyl ether 8.0 (3) Laurylamidopropyl betaine 5.0 (4) Ethanol 1.5 (5) Dye appropriate amount (6) Fragrance appropriate amount (7) Coconut oil fatty acid taurine sodium salt 10.0 (8) Glyceryl sulfate sodium laurate 3.0 (9) Purified water residue (Preparation method) According to. The kitchen detergent of the present invention was less irritating to the skin and excellent in detergency.

[0039]

EFFECT OF THE INVENTION The cleaning composition of the present invention is excellent in foaming and foaming quality, has a low pH dependency of foaming, has no squeaky feeling and firmness, and has no bad odor. Things.

──────────────────────────────────────────────────の Continued on the front page (72) Inventor Soichi Uehara 1050 Nippacho, Kohoku-ku, Yokohama, Kanagawa Prefecture Inside Shiseido Daiichi Research Center (72) Inventor Toshio Fukuda 1050 Nippacho, Kohoku-ku, Yokohama, Kanagawa Shiseido Daiichi Research Center Co., Ltd. (72) Inventor Takahiro Akutsu 1050 Nippa-cho, Kohoku-ku, Yokohama, Kanagawa Prefecture Shiseido Daiichi Research Center Co., Ltd. (56) References JP-A-9-95414 (JP, A) Anion A new counterion that alters the properties of surfactants, Fragr. J. , 2001, Vol. 28, No. 12, pp. 11-16. Properties of Fatty Acid Soap that Counter-ion is Sodium N-Methyltaurine, J. Amer. Oleo Sci. , 2001, Vol. 50, No. 10, pp. 823-830. Properties of Fatty Acid Soap with Sodium N-Methyltauline as Counter-ion. II. , J. et al. Oleo Sci. , 2002, Vol. 51, No. 3, pp. 165-173 (58) Fields investigated (Int. Cl. ⁷ , DB name) C11D 1/28 A61K 7/075 A61K 7/50 CAPLUS (STN) Patent File (PATOLIS)

Claims (4)

(57) [Claims] 1. A detergent composition comprising, as an essential component, a taurine alkali metal salt of a fatty acid represented by the following general formula (1). ## STR1 ## _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - X + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, X is an alkali metal Represents.) 2. A detergent composition comprising, as an essential component, an organic taurine salt of a fatty acid represented by the following general formula (2). ## STR2 ## _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - Y + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, Y is an organic alkali Represents.) 3. A taurine alkali metal salt of a fatty acid represented by the following general formula (Formula 3) (provided that stearic acid is a taurine salt ).
Surfactants ( excluding sodium salts) . ## STR3 ## _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - X + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, X is an alkali metal Represents.) 4. An organic alkali salt of taurine of a fatty acid represented by the following general formula (Chemical Formula 4) (however, tauric acid of stearic acid)
Surfactants ( excluding organic alkali salts) . Embedded image _{^{R-COO - H 3 N +}} -CH 2 -CH 2 -SO 3 - Y + ( wherein R is a saturated or unsaturated hydrocarbon group of 7 to 23 carbon atoms, Y is an organic alkali Represents.)