JPH02212598A - Liquid detergent composition - Google Patents

Abstract

PURPOSE:To obtain the title composition containing an N-acyl-N-methyltaurine and improved in solubility and foaming properties by incorporating an N-acyl neutral amino acid salt into an N-acyl-N-methyltaurine. CONSTITUTION:A liquid detergent composition prepared by mixing an N-acyl-N- methyltaurine of formula I (wherein R<1>CO is an 8-22C fatty acid residue; M<1> is an alkali metal, alkanolamine, ammonia or a cationic residue of a basic amino acid) with an N-acyl neutral amino acid salt comprising a compound of formula II (wherein n is 1 or 2; M<2> is the same as M<1>; the fatty acid constituting R<2>CO comprises at least one of lauric acid, myristic acid, and oleic acid and the R<2>CO content of the fatty acid composition is at least 60wt.%), wherein the weight ratio of the compound of formula I to the compound of formula II is (9:1) to (4:6). This composition has improved solubility and foaming properties.

Description

[Detailed description of the invention] [Industrial application field]

The present invention relates to liquid detergent compositions, and more particularly to liquid detergent compositions containing N-acyl-N-methyltaurine with improved solubility and foaming properties.

[Conventional technology]

Conventionally, liquid cleaning compositions such as hair shampoos, body shampoos, and kitchen liquid detergents contain sodium alkylbenzene sulfonates, higher alcohol sulfate salts,
Anionic surfactants such as polyoxyethylene alkyl ether sulfates have been used, but in recent years new surfactants have been proposed and put into practical use in response to consumer demands for less irritating products. has been done. One such surfactant is N-acyl-N-methyltaurine.

[Problem to be solved by the invention]

However, although N-acyl-N-methyltaurine is a surfactant that is hypoallergenic and gentle on the skin, it has the following drawbacks. ■N-acyl-N-methyltaurine contains inorganic salts that are produced as by-products during manufacturing, so it has poor solubility and it is difficult to make clear liquid detergents. It is also difficult to make a crowbar-shaped product. ■ Liquid detergents based on N-acyl-N-methyltaurine have poor foaming properties. As a method for improving the solubility of (2), N-acyl-N-
Attempts have been made to remove inorganic salts produced as by-products during the production of methyltaurine by methods such as ultrafiltration, and to produce liquid detergents using a solubilizer in combination. However, the removal method is difficult to separate and remove N-acyl-N-methyltaurine due to its physical properties, and removal of inorganic salts results in a significant increase in cost. In the case of methods that use solubilizers in combination, commonly used solubilizers such as alcohols, polyhydric alcohols, and glycols have little effect, while urea decomposes over time, resulting in an increase in pH and generation of ammonia odor. There are drawbacks. Furthermore, solubilizers such as toluenesulfonic acid and xylenesulfonic acid have the disadvantage of poor biodegradability.

[Means to solve the problem]

The present inventors conducted intensive research to resolve the drawbacks of conventional liquid cleaning agents containing N-acyl-N-methyltaurine, and found that by using N-acyl neutral amino acid salts in combination, N-acyl -The solubility of N-methyltaurine has been improved, making it possible to apply it to transparent liquid cleaning agents, making it easier to prepare lotion-like and crowbar-like liquid cleaning agents with excellent appearance, and also improving foaming properties. This discovery led to the completion of the present invention. That is, the present invention relates to the general formula (I) [where RI Co is a saturated or unsaturated fatty acid residue having 8 to 22 carbon atoms, and Ml is a cationic residue of an alkali metal, an alkanolamine, ammonia, or a basic amino acid. In a liquid cleaning composition comprising at least one N-acyl-N-methyltaurine and an N-acyl neutral amino acid salt represented by the following formula, the N-acyl neutral amino acid salt has the general formula (
ff) [In the formula, n represents an integer of 1 or 2, M2 represents a cationic residue of an alkali metal, an alkanolamine, ammonia or a basic amino acid, and the fatty acid constituting R2C0 is lauric acid, myristic acid, and oleic acid, and its content in the fatty acid composition is 60% by weight or more. ] At least one N-acyl neutral amino acid salt represented by the formula (1) and (II) in a weight ratio of 9:1 to 4.
:6. The N-acyl-N-methyltaurine used in the present invention is a compound represented by the general formula (I), in which RI
Co represents a saturated or unsaturated fatty acid residue having 8 to 22 carbon atoms, and examples of typical fatty acid residues include coconut oil fatty acid, palm kernel oil fatty acid, lauric acid, myristic acid, beef tallow fatty acid, and hydrogenated beef tallow. Fatty acids are fatty acid residues such as oleic acid, oleic acid, castor oil fatty acid and hydrogenated mustard oil fatty acid. Further, specific examples of maximum (I) Ml include cationic residues of alkali metals such as sodium and potassium, alkanolamines such as triethanolamine, and basic amino acids such as lysine and arginine. In the present invention, the N-acyl neutral amino acid salt of general formula (If) that is blended for the purpose of improving the compatibility of N-acyl-N-methyltaurine is specifically N-acyl-N-methyl-β -Alanine salt, N-acylsarcosine salt. In addition, in the present invention, it is necessary that the distribution of the acyl group of -maximum (II) R2C0 falls within a specific range. That is, it is an essential condition that the content of at least one fatty acid selected from the group consisting of lauric acid, myristic acid, and oleic acid in the fatty acid composition is 60% by weight or more. When these fatty acids are less than 60% by weight, for example, if there are many fatty acids with 12 carbon atoms, the solubility becomes weak, and when the proportion of valmitic acid or stearic acid increases, the solubility of the N-acyl neutral amino acid salt decreases. Examples of specific fatty acids that have poor effects because of their low levels are single fatty acids of lauric acid, myristic acid, and oleic acid, coconut oil fatty acids and palm kernel oil fatty acids that are natural fatty acids within the scope of the present invention, or single fatty acids. There are mixed fatty acids in which combinations of fatty acids are compatible with the scope of the present invention. Further, specific examples of the maximum (n) Ml are cationic residues of alkali metals such as sodium and potassium, alkanolamines such as triethanolamine, and basic amino acids such as lysine and arginine. The ratio of general formulas (I) and (II) in the present invention is 9:1 to 4:6 by weight. - When the maximum (■) N-acyl neutral amino acid salt is below this range, the solubilizing power is insufficient, and even if it is blended beyond this range, the characteristics of N-acyl-N-methyltaurine are It becomes less. When the composition of the present invention is applied to face cleansers or body shampoos, the fineness of the foam is somewhat insufficient when the composition of the present invention alone is used. To improve this point, fatty acid alkanolamide may be blended. Fatty acid alkanolamide blended for the purpose of improving the fineness of the foam is not particularly limited, but representative examples include, for example, Oil fatty acid jetanolamide, lauric acid jetanolamide, myristic acid jetanolamide, valmitic acid jetanolamide, oleic acid jetanolamide,
These include palm kernel oil fatty acid jetanolamide, coconut oil fatty acid monoethanolamide, and lauric acid monoethanolamide. The blending amount of these fatty acid alkanolamides is not particularly limited, but it is preferably 10% by weight or less for cleaning compositions. If it exceeds 10% by weight, it may become unevenly gel-like or have poor low-temperature stability. This is not desirable because it worsens the condition. The liquid cleaning composition of the present invention includes anionic surfactants, nonionic surfactants, amphoteric surfactants, antioxidants such as BHT and α-tocopherol, which are commonly used in shampoos and kitchen detergents, and antioxidants such as BHT and α-tocopherol. - Ultraviolet absorbers such as hydroxybenzophenone, organic chelating agents such as EDTA, citric acid, malic acid, preservatives such as sodium benzoate, methylparaben, phenoxyethanol, hyaluronic acid, water-soluble chitin, various plant extracts, pyrrolidone carboxylic acid, etc. Moisturizing agents such as Allantoin, anti-inflammatory agents such as glycyrrhizinate, fragrances, pigments, etc. may be added to the extent that they do not impede the effects of the present invention.

【Example】

Hereinafter, the present invention will be explained in more detail with reference to Examples and Comparative Examples. Examples 1-4, Comparative Examples 1-2 Liquid cleaning compositions shown in Table 1 were prepared and evaluated for solubility and foaming. Solubility and foaming were evaluated by measuring low temperature stability and foaming power, respectively. The measurement method was as follows. The results are shown in Table 1. [Low temperature stability] The liquid cleaning agent was left in a constant temperature bath at 0° C. for 3 days, and evaluated according to the following criteria. O: Transparent, uniform Δ: Slightly cloudy From the results shown in Table 1 using the Miles method (see the margin below), it is clear that the solubility and foaming of N-acyl-N-methyltaurine are improved by the present invention. Examples 5 to 13, Comparative Examples 3 to 8 A liquid detergent was prepared from N-acyl-N-methyl-β-alanine sodium having the acyl composition shown in Table 2 according to the following formulation. Performance evaluation was performed according to 4. In addition, Examples 8 and 9 in Table 2 are fatty acid residues of palm kernel oil fatty acid and coconut oil fatty acid, respectively. [Prescription] ・N-lauroyl-N-methyltaurate sodium
10% Acyl-N-methyl-β-alanine sodium 5% Citric acid Amount to adjust pH to 7.0 Water
From the results in Table 2, it can be seen that acyl-N-methyl-β-alanine salts having an acyl composition within the range of the present invention are effective in improving solubility and foaming. Examples 13 to 15, Comparative Examples 9 to 11 Liquid cleaning compositions shown in Table 3 were prepared, and solubility, foaming, and foam texture were measured. The texture of the foam was measured as follows. [Foam Texture] A panel of 20 people conducted a hand-washing test in comparison with toilet soap, and sensory evaluated the foam texture. Scoring was based on the following criteria.・Foam texture equivalent to toilet soap ・・・・・・＋1 ・Slightly inferior to toilet soap ・・・・・・・・・ 0
・Inferior to toilet soap ・・・・・・・・・・・・・・・
... - The scores of the 120 panelists were totaled, and the total score was evaluated in three stages according to the following range. O...... 〉+5 △ ...... -5≦～≧+5 × ...... <-5 From the results in Table 3, by using coconut oil fatty acid jetanolamide in combination It is clear that the texture of the foam is improved. Example 16 (Transparent liquid shampoo) %・N-
Sodium lauroyl-N-methyltaurate
5.N-coconut oil fatty acid acyl-
N-methyl-β-alanone triethanolamine
5. Polyoxyethylene (3 mol) lauryl ether
10,2-alkyl-N-
Carboxymethyl-N-hydroxyethylimidazolinium betaine 5/citric acid Amount to adjust pH to 6.5/ED
TA disodium salt 0.2・Methylparaben 0. Sodium tovirolidone carboxylate 0.2 Fragrance 0.1 Water Remaining This shampoo had a transparent appearance and had excellent lathering. Example 17 (Lotion-like shampoo) - Sodium N-lauroyl-N-methyltaurate
10.N-Lauroylsarcosine triethanolamine 2.N-
Lauroyl-N-methyltaurine potassium
8. Thorium lauryl sulfate
5. Amidoprobyl dimethylaminoacetate betaine laurate 5.
Ethylene glycol distearate 2.01.3-butylene glycol 3.citric acid
Amount to adjust pH to 6.5・EDTA disodium salt 0.2・Methylparaben
0.1・Fragrance
0.1・Water
The appearance of this shampoo remains good lotion-like;
It also had excellent lathering. Example 18 (Dish detergent) ・Polyoxyethylene (2 mol) Sodium lauryl ether sulfate 10・N-Lauroyl-N
-Methyl-β- Sodium alanine 3.N-myristoyl-N-methyl-β-sodium alanine
2.N-lauroyl-N-methyltaurine sodium 5
・Sodium α-olefin sulfonate 5・Tartaric acid Amount to adjust pH to 7・ED
T A 0.3・Methylparaben 0.2・Fragrance
0.2・Pigment
Appropriate amount/water
This kitchen detergent had excellent low temperature stability and foamed well. Example 19 (Burl-shaped body shampoo) - Sodium N-lauroyl-N-methyltaurate
5.N-Lauroyl-N
-Methyl-β- Sodium alanine 4・N-oleoyl-N-methyl-β- Sodium alanine 1・N-
Lauroyl-glutamic acid triethanolamine 2. Polyoxyethylene (2 mol) Sodium lauryl ether sulfate 5. Lauric acid jetanolamide 5. Lauric acid monoethanolamide Toethylene glycol distearate
Tomethylparaben 0.
Tocitric acid Amount to adjust pH to 6.5
Fragrance 0.1・Water
The appearance of this body shampoo was a good crowbar shape, and it had excellent low-temperature stability and foaming, and the foam had a fine texture.

【Effect of the invention】

The present invention improves the compatibility and foaming of liquid detergents containing N-acyl-N-methyltaurine.

Claims (1)

[Claims] (1) General formula (I) ▲Mathematical formulas, chemical formulas, tables, etc.▼(I) [In the formula, R^1CO is a saturated or unsaturated fatty acid residue with 8 to 22 carbon atoms, M^1 is an alkali metal, Represents a cationic residue of an alkanolamine, ammonia or a basic amino acid. ] At least one type of N-acyl-N represented by
- In a liquid detergent composition consisting of methyltaurine and N-acyl neutral amino acid salt, the N-acyl neutral amino acid salt has the general formula (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) [In the formula, n represents an integer of 1 or 2, M^2 represents a cationic residue of an alkali metal, an alkanolamine, ammonia, or a basic amino acid, and the fatty acids constituting R^2CO include lauric acid, myristic acid, and oleic acid. It is at least one kind selected from acids, and its content in the fatty acid composition is 60% by weight or more. ] At least one N-acyl neutral amino acid salt represented by the formula (I) and (II) in a weight ratio of 9:1 to 4.
:6.