JP2725409B2 - Nonionic surfactant - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a nonionic surfactant which is excellent in foaming, has a good foam feeling, and is mild to hands and skin.

[Problems to be solved by conventional technology and invention]

Nonionic surfactants are generally known to have excellent skin mildness and safety, and are widely used in foaming agents for toothpastes, kitchen detergents, cosmetics such as skin care and hair care.

Conventionally, these nonionic surfactants include higher alcohols such as ethylene oxide or propylene oxide adducts, glycerin esters such as glycerin fatty acid esters and polyglycerin fatty acid esters, sugar alcohol esters such as sorbitan fatty acid esters, and sucrose. Many are known, including oligosaccharide esters such as fatty acid esters and maltose fatty acid esters.

However, these activators are excellent in solubilizing oils such as ethylene oxide or propylene oxide adducts of higher alcohols, and excellent in emulsifying power such as sucrose fatty acid esters and glycerin esters.
Although each has various features, it generally has poor foaming properties.For use in products that require foaming, such as foaming agents for dentifrice, kitchen detergents, skin care and hair care cosmetics, sodium lauryl sulfate etc. Since foaming is significantly inferior to anionic surfactants, foaming is not used alone, and at present, foaming is improved by using various additives or in combination with other surfactants.

Recently, it has been proposed to use a glucose fatty acid ester as a nonionic surfactant (International Publication WO 88/10147). However, in the study of the present inventors, sucrose fatty acid esters and ethylene oxides of higher alcohols have been proposed. Foaming is better than the adduct, but still not at a satisfactory level.

The present invention has been made in view of the above circumstances, and has as its object to provide a nonionic surfactant excellent in foaming.

[Means and actions for solving the problem]

The present inventors have conducted intensive studies to achieve the above object, and found that it is effective to use glucose octanoate and glucose decanoate at a weight ratio of 95: 5 to 10:90 in combination. did.

That is, the above-mentioned International Publication WO 88/10147 proposes to use glucose octanoate or glucose decanoate as a nonionic surfactant, but when these glucose esters are used alone. Is still not enough in its super-bubble power. However, when glucose octanoate and glucose decanoate are used together in a weight ratio of 95: 5 to 10:90, particularly 95: 5 to 30:70, they act unexpectedly synergistically and are used alone. In this case, it was found that a remarkable foaming power which was not seen in the case was exhibited, and that a good foam feeling was obtained. In this case, in the process for producing a glucose fatty acid ester described in WO 88/10147, the monoester content is usually 40 to 50% (% by weight, the same applies hereinafter), the diester content is 40 to 45%, and The above polyester content is 5-20
%, But such mono-, di-, and tri-polyesters are not mixed. Monoester content is 75% or more, especially 85% or more, and the ratio of monoester to diester is 100: 0-70: 30, especially 100: 0-80: 20
The present inventors have found that an activator having a higher foaming power can be obtained by using a glucose octanoate-glucose decanoate combination system (weight ratio), and the present invention has been accomplished.

 Hereinafter, the present invention will be described in more detail.

The nonionic surfactant according to the present invention is obtained by mixing glucose octanoate and glucose decanoate at a weight ratio of 95: 5 to 10:90, more preferably 95: 5 to 30:70. Things.

In this case, the monoester content in the mixed system is
75% or more, especially 85% or more, and the content ratio of monoester and diester is preferably 100: 0 to 70:30, particularly preferably 100: 0 to 80:20 (weight ratio) from the viewpoint of foaming, and glucose A mixture containing the following as the ester in the above-described ratio is suitably used.

(However, R ₁ is an octanoic acid residue or a decanoic acid residue, R ₂
Is a hydrogen atom or an octanoic acid residue or a decanoic acid residue, and it is preferable that 75% or more, particularly 85% or more, of R ² is a hydrogen atom. The glucose ester can be synthesized by a known method using glucose and octanoic acid, decanoic acid, alkyl esters having 1 to 8 carbon atoms such as methyl, ethyl and propyl, and halides thereof. Any method such as a pure chemical synthesis method using an acid, alkali or metal catalyst, and a method using an enzyme such as lipase may be employed. However, in all of these known methods, a monoester content is low, and an ester having a high polyester content of tri or higher is produced.Therefore, when obtaining a glucose ester having a high monoester content, fractionation and isolation after synthesis are required. It may take time. Therefore, in this regard, in the production of the monoester, a method using a thermostable lipase proposed by the present applicant in Japanese Patent Application No. 1-210495 is preferably employed.

The active agent of the present invention can be used in various applications in which a nonionic surfactant has been conventionally used, for example, as a foaming agent for dentifrices and other oral compositions, and as a main agent for detergents such as kitchen detergents. It can be effectively used for skin care products such as shampoos, body shampoos, facial cleansers and hair care products.

〔The invention's effect〕

The nonionic surfactants of the present invention exhibit excellent lathering properties and have a refreshing and good lather feel.

Hereinafter, the present invention will be described in detail with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples.

[Examples and Comparative Examples] Glucose and linear decanoic acid chloride were reacted in a pyridine solvent at a reaction temperature of 60 ° C for about 30 minutes to obtain a crude product of glucose decanoate.

Next, this crude product was subjected to column chromatography (carrier: silica gel (trade name: Wakogel C-200, manufactured by Wako Pure Chemical Industries, Ltd.), solvent: methanol / ethyl ether / hexane).
To obtain glucose decanoic acid monoester and diester, respectively.

Also, glucose octanoic acid monoester and diester were obtained in the same manner.

The thus obtained glucose esters were mixed at the weight ratios shown in Table 1 and the foaming and the feel of the foams were evaluated.

For comparison, sucrose laurate (monoester content: diester content = 98: 2, manufactured by Dojin Chemical Co., Ltd.)
The foaming of 9 moles of ethylene oxide adduct of _C12-13 alcohol (trade name: Emarex, manufactured by Nippon Emulsion Co., Ltd.) and the feel of the foam were evaluated.

 The results are shown in Table 1.

 The feeling of foaming and foam was evaluated by the following methods.

Foaming 10 ml of a sample aqueous solution having a surfactant concentration of 0.5% was placed in a 100 ml Epton tube, and the foam volume when shaken 15 times at 40 ° C. was evaluated by the foam height.

Feeling of foam 50 ml of a sample aqueous solution having a surfactant concentration of 0.5% was placed in a 100 ml sample bottle with a lid, and this was shaken at 40 ° C. 10 times. Then, the face was washed with the foamed sample solution and evaluated.

○: Refreshing feeling △: Refreshing feeling slightly ×: Refreshing feeling weak From the results in Table 1, it is recognized that when glucose octanoate and glucose decanoate are used in combination, they act synergistically to give excellent foaming and foam feeling.

 Next, a formulation example of the activator of the present invention will be shown.

[Formulation Example 1] Shampoo Glucose ester No.1 10.5% Sodium lauryl sulfate 3.5 Cocoyl diethanolamide 2.0 Sodium sulfate 1.5 Perfume and dye Suitable amount of water Remaining total 100.0% Glucose ester No.1 Glucose octanoate monoester 90% Glucose decanoate monoester 10% [Formulation Example 2] Dentifrice composition Dicalcium phosphate dihydrate 45.0% Glycerin 5.0 Sorbitol 15.0 Carboxymethylcellulose sodium 1.0 Glucose ester No.2 1.5 Flavoring / sweetener Appropriate amount of water 100.0% Glucose ester No.2 glucose Octanoic acid monoester 80% Glucose decanoic acid monoester 20% [Formulation example 3] Liquid soap Glucose ester No.3 20.0% Lauryl sulfate sodium salt 10.0 Perfume, emulsifier Appropriate amount of water 100.0% Glucose ester No.3 Glucour Soctanoic acid monoester 74% 〃 Diester 6% Glucose decanoic acid monoester 18% 〃 Diester 2% [Formulation Example 4] Vegetable dishwashing detergent LES 20.0% Glucose ester No.4 10.0 Lauryl alkanolamide 5.0 Perfume Appropriate amount Water remaining 100.0% Glucose ester No.4 Glucose octanoic acid monoester 85% Glucose decanoic acid monoester 15%

Claims (2)

(57) [Claims] 1. A nonionic surfactant comprising glucose octanoate and glucose decanoate mixed in a weight ratio of 95: 5 to 10:90. 2. A monoester content of at least 75% by weight,
The content ratio of the monoester and the diester is 100 by weight.
2. The activator according to claim 1, wherein the time is from 0 to 70:30.