JP5123499B2 - Surfactant mixture and cleaning composition - Google Patents

Description

  The present invention relates to a novel surfactant mixture comprising a monoalkyl phosphate ester salt and a cleaning composition comprising this as a main component.

  As surfactants for detergents, anionic surfactants such as alkyl sulfates, polyoxyethylene alkyl sulfates, alkylbenzene sulfonates, and alpha olefin sulfonates have been widely used. The agent is said to cause rough skin to the skin. On the other hand, the mild irritation | stimulation detergent composition containing the mixture of the monoalkyl phosphate ester salt which has a C10-C16 alkyl group, and the dialkyl phosphate ester salt was proposed (refer patent document 1). .

  In addition, a high foaming alkyl phosphate salt such as lauryl phosphate ester salt and a low foaming alkyl phosphate salt such as palmityl phosphate ester salt or stearyl phosphate ester salt should be blended at a specific ratio. Has proposed a foam aerosol-type skin cleanser having excellent foamability and stability (see Patent Document 2).

JP-A-53-26806 JP-A-1-221482

  The present invention is a cleansing composition containing a conventionally proposed alkyl phosphate ester salt, as well as low skin irritation like these, and is excellent in the amount of foam in a high dilution region, An object of the present invention is to provide a detergent composition having fine foam.

The inventors of the present invention have a high ability as a surfactant of a mixture of a novel monoalkyl phosphate ester salt in which the distribution of alkyl or alkenyl chain length is controlled within a certain range, and a detergent containing this surfactant mixture. It has been found that the above object can be achieved by using the composition, and the present invention has been completed.
That is, the present invention is a mixture of a monoalkyl phosphate ester salt represented by the following general formula (I), and the content of the ester salt in which R in the general formula (I) has 8 to 10 carbon atoms. 0 to 10% by mass, the content of an ester salt having 12 carbon atoms of R is 50 to 80% by mass, the content of an ester salt having 14 carbon atoms of R is 5 to 20% by mass, and the carbon number of R A surfactant mixture having an ester salt content of 5 to 15% by mass and an ester salt content of R having 18 carbon atoms of 0 to 8% by mass, and the surfactant mixture. Provided is a cleaning composition containing the same.

(In the formula, R represents a linear alkyl group or alkenyl group having 8 to 18 carbon atoms, X and Y represent a hydrogen atom, an alkali metal, ammonium or alkanol ammonium, respectively, and X and Y are hydrogen atoms at the same time. Nothing.)

  According to the present invention, it is possible to provide a detergent composition that does not roughen the skin, has a good detergency, has good foaming, is excellent in the amount of foam in a highly diluted region, and has fine foam. .

  The mixture of monoalkyl phosphate esters according to the present invention is a monoalkyl phosphate ester represented by the above general formula (I), wherein R is a linear alkyl group having 8 to 18 carbon atoms or a linear alkenyl group. It is a mixture of salts (hereinafter sometimes simply referred to as “ester salts”). And in this invention, content of the ester salt whose carbon number of R is 8-10 is contained in this mixture in 0-10 mass%. Similarly, the content of an ester salt having 12 carbon atoms in R is 50 to 80% by mass, the content of an ester salt having 14 carbon atoms in R is 5 to 20% by mass, and the carbon number of R is 16. Content of ester salt is 5-15 mass%, and content of ester salt whose carbon number of R is 18 is 0-8 mass%.

When this ester salt mixture (surfactant mixture) is used as a detergent composition, from the viewpoint of obtaining a detergent composition having excellent foam volume in a high dilution region and fine foam, The ester salt having 5 to 10% by mass of ester salt having 8 to 10 carbon atoms, 60 to 80% by mass of ester salt having 12 carbon atoms in R, and 14 carbon atoms in R. The content of 10-20% by mass of the ester salt, the content of the ester salt R having 16 carbon atoms is 5-10% by mass, and the content of the ester salt having an R carbon number of 18 is 5-8% by mass. It is preferable that
By using a mixture of ester salts in which the distribution of the alkyl or alkenyl chain length of the monoalkyl phosphate ester salt is controlled as a surfactant as a cleaning base, the skin is less irritating, and A detergent composition having an excellent foam amount in a high dilution region and a fine foam can be obtained.

  R is preferably a linear alkyl group from the viewpoint of fineness of bubbles.

In the monoalkyl phosphate ester salt represented by the above general formula (I), X and Y each represent a hydrogen atom, an alkali metal, ammonium or alkanol ammonium, and X and Y are not simultaneously a hydrogen atom.
Examples of the alkali metal include sodium and potassium, and potassium is preferable from the viewpoint of solubility in water. Examples of the alkanol ammonium include ammonium ions of alkanol amines having 2 or 3 carbon atoms. Of these, ammonium ions of alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, mono-n-propanolamine and 2-amino-2-methyl-1-propanol are preferable.

Regarding the method for producing a monoalkyl phosphate ester salt of the present invention, a mixture of aliphatic alcohol having the same carbon number distribution as the mixture of the monoalkyl phosphate ester salt is subjected to phosphorylation such as anhydrous phosphoric acid or phosphorus oxychloride. It can be obtained by a method of acting an agent and neutralizing with a neutralizing agent.
Alternatively, a phosphorylating agent such as phosphoric anhydride or phosphorus oxychloride is allowed to act on each individual aliphatic alcohol having a high purity of 8 to 18 carbon atoms, and then neutralized with a neutralizing agent. It is obtained by preparing an alkyl phosphate ester salt and mixing them so as to be in the above range.

  When preparing monoalkyl phosphate ester salt by the above method, if too much dialkyl phosphate ester salt is formed as a by-product, performance may be impaired in terms of water solubility, foaming property, etc. The mixing ratio (mass ratio) of the salt and the dialkyl phosphate salt is preferably in the range of 100: 0 to 90:10, more preferably in the range of 100: 0 to 97: 3, and particularly substantially. It is preferable to be composed only of a monoalkyl phosphate ester salt.

  Next, the cleaning composition of the present invention contains a mixture of the above monoalkyl phosphate salts. In the cleaning composition of the present invention, the content of the mixture of the monoalkyl phosphate ester salt is preferably 5 to 35% by mass in order to exhibit the characteristics of the surfactant mixture most effectively.

The detergent composition of the present invention is preferably weakly acidic with a pH at 25 ° C. of 5.0 to 6.5 when diluted to 5% by mass with ion-exchanged water. By controlling the pH within this range, the irritation to the skin can be further reduced.
The pH of the cleaning composition can be adjusted to the above range with an acid or a base. Examples of the acid include organic acids such as citric acid, succinic acid, lactic acid, malic acid, glutamic acid, aspartic acid, pyrrolidone carboxylic acid, tartaric acid, glycolic acid and ascorbic acid; and inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid. In particular, phosphoric acid and malic acid are preferable in terms of versatility and economy. Moreover, as a base, sodium hydroxide and potassium hydroxide are preferable.
Furthermore, in the process of obtaining the monoalkyl phosphate ester salt represented by the above general formula (I), the reaction product acid type mixture is used as a blending raw material without neutralization, In doing so, neutralization can be performed to adjust the pH of the composition to the above range.

  If necessary, the detergent composition of the present invention can be blended with other surfactants used in ordinary detergents. Specifically, alkyl sulfate, alkyl ether sulfate, alkyl benzene sulfonate, α-olefin sulfonate, alkane sulfonate, α-sulfo fatty acid ester salt, polyoxyalkylene alkyl ether carboxylate, acylated amino acid Anionic surfactants such as salts and fatty acid soaps; nonionic surfactants such as polyoxyalkylene alkyl ethers, alkyl glucosides, fatty acid mono- or dialkanolamides, polyoxyalkylene-type block polymers, glycerin fatty acid esters, alkyl glyceryl ethers; A cationic surfactant such as a quaternary ammonium salt can be blended. Moreover, an amphoteric surfactant can also be mix | blended and a carbobetaine type | system | group, a sulfobetaine type | system | group, an imidazolinium betaine type | system | group, a hydroxybetaine type | system | group, a fatty acid amide betaine type | system | group, etc. are mentioned.

The cleaning composition of the present invention may further contain various components that are usually added to the cleaning agent, if necessary.
Specifically, for the purpose of improving touch, a carboxyvinyl polymer, an acrylic acid / alkyl methacrylate (C10-C30) copolymer having polyacrylic acid as a main chain and an allyl sucrose structure or a pentaerythritol structure as a crosslinking group. A thickening polymer having a carboxyl group such as can be used.

Furthermore, humectants such as propylene glycol, glycerin and sorbitol; viscosity modifiers such as methyl cellulose and polyoxyethylene glycol distearate; bactericides such as triclosan and trichlorocarban; anti-inflammatory agents such as potassium glycyrrhizinate and tocopherol acetate; zinc pyrithione Anti-dandruff agents such as Octopirox; antiseptics such as methyl paraben and butyl paraben; other pearlizing agents, fragrances, dyes, ultraviolet absorbers, antioxidants, and the like can be appropriately blended.
The blending amount of these various components in the cleaning composition is usually about 0.1 to 5% by mass.

  The form of the detergent composition of the present invention is not particularly limited; liquid detergents such as shampoos, body shampoos, and facial cleansers; liquid detergents for dishwashing; solid detergents such as cosmetic soap; facial cleansers and toothpastes Can be suitably used as a paste-like cleaning agent. These can be produced according to conventional methods. In the case of a liquid detergent, it is preferable to use water as the liquid medium, and the content of water is preferably 50 to 90% by mass in the entire composition.

Hereinafter, the present invention will be described specifically by way of examples. Evaluation was performed by the following method.
(Evaluation method)
(1) Foaming performance: A 50 mL graduated glass cylindrical tube with a stopcock was added with 15 mL of an aqueous sample solution, stoppered, shaken with a shaker for 30 seconds, and the amount of foam immediately after shaking was read. The sample aqueous solution was measured immediately after dilution after diluting the cleaning composition prepared in each Example and Comparative Example 10 times, 40 times and 100 times with purified water.

(2) Sustainability of foam: The amount of foam after standing for 24 hours was measured for the sample foamed by the above method (diluted 40 times).

(3) Foam quality: Ten panelists conducted a hand washing test in which 1.0 g of each sample aqueous solution was taken in one hand, diluted with tap water, and both hands were washed with water. The table shows the number of panelists judged as “creamy bubbles”.

Example 1
Raw material alcohol was prepared so that R had the carbon number distribution shown in Table 1, phosphoric anhydride was allowed to act on the mixture, and phosphorylation was performed. Next, neutralization was performed using potassium hydroxide as a neutralizing agent to prepare a monoalkyl phosphate ester salt (hereinafter referred to as “MAP mixture”). The pH at this time was 5.8 to 6.2. The MAP mixture thus prepared was mixed with water to obtain a cleaning composition having a MAP mixture concentration of 15% by mass. The results evaluated by the above method are shown in Table 1.

Examples 2 and 3, Comparative Examples 1-8
In the MAP represented by the formula (I), the concentration of the MAP mixture is 15 masses in the same manner as in Example 1 except that R is a mixture of MAP having an alkyl group having the number of carbon atoms shown in Table 1. % Detergent composition was obtained. In Comparative Example 8, the carbon number distribution of R corresponds to the chain length distribution of fatty alcohol derived from natural coconut oil. The results evaluated in the same manner as in Example 1 are shown in Table 1.

  The cleaning composition of the present invention does not roughen the skin, has a good detergency, has good foaming, is excellent in the amount of foam in a highly diluted region, and has fine foam texture. Therefore, it is useful as a solid soap for body washing, body soap, shampoo, face wash, dishwashing detergent, toothpaste, etc., but it is particularly useful for a detergent that directly contacts the skin with the detergent for a long time. is there.

Claims (5)

It is a mixture of monoalkyl phosphate ester salts represented by the following general formula (I), the content of the ester salt having 8 to 10 carbon atoms of R in the general formula (I) is 0 to 10% by mass, The content of the ester salt with R 12 carbon atoms is 50 to 80% by mass, the content of the ester salt with R 14 carbon atoms is 5 to 20% by mass, and the ester salt with R 16 carbon atoms A surfactant mixture in which the content of an ester salt having a content of 5 to 15% by mass and an R of 18 carbon atoms is 0 to 8% by mass.

(In the formula, R represents a linear alkyl group or alkenyl group having 8 to 18 carbon atoms, X and Y represent a hydrogen atom, an alkali metal, ammonium or alkanol ammonium, respectively, and X and Y are hydrogen atoms at the same time. Nothing.)   2. The surfactant mixture according to claim 1, wherein the R content of the monoalkyl phosphate salt having 12 carbon atoms is 60 to 80% by mass. It is a mixture of monoalkyl phosphate ester salts represented by the following general formula (I), the content of the ester salt having 8 to 10 carbon atoms of R in the general formula (I) is 0 to 10% by mass, The content of the ester salt with R 12 carbon atoms is 50 to 80% by mass, the content of the ester salt with R 14 carbon atoms is 5 to 20% by mass, and the ester salt with R 16 carbon atoms A detergent composition containing a mixture of monoalkyl phosphate ester salt having a content of 5 to 15% by mass and an ester salt having R of 18 carbon atoms and having a content of 0 to 8% by mass.

(In the formula, R represents a linear alkyl group or alkenyl group having 8 to 18 carbon atoms, X and Y represent a hydrogen atom, an alkali metal, ammonium or alkanol ammonium, respectively, and X and Y are hydrogen atoms at the same time. Nothing.)   The cleaning composition according to claim 3, wherein the content of the monoalkyl phosphate salt having 12 carbon atoms of R is 60 to 80% by mass.   The cleaning composition according to claim 3 or 4, wherein a content of the mixture of the monoalkyl phosphate ester salt is 5 to 35% by mass.