JPH1036221A - Oil-in-water type emulsion composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an oil-in-water type emulsion of high stability by using an oligomeric condensate from fatty acids, glycerol and dicarboxylic acid as well as a specific hydrophilic surfactant as an emulsifier. SOLUTION: Glycerol, a higher straight-chain fatty acid, an aliphatic dicarboxylic acid and a higher branched-chain fatty acid are mixed and esterified to form an oligomeric condensate from glycerol, fatty acids and a dicarboxylic acid. This oligomeric condensate is used together with a hydrophilic surfactant to give the objective oil-in-water emulsion. The hydrophilic surfactant is preferably one or more selected from nonionic surfactants with an HLB of >=10, N-acyl acidic amino acids or their salts. The formulation of a hydrophilic nonionic surfactant is preferably 0.1-20wt.%, particularly 1-10wt.% based on the whole composition and the formulation of the oligomeric condensate is preferably 1-50wt.% based on the whole composition. A cosmetic using this emulsion shows good spreadability on skin and gives freshened feeling after being flown off with water.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oil-in-water emulsified composition having a good feel to the skin and excellent stability. Furthermore, immediately after spreading on the skin, it has a rich elongation, it has good massage effect, and it has good compatibility with oily makeup cosmetics, and it can be washed off at the time of washing off, it is not sticky The present invention relates to a cleansing cosmetic having a feeling of use.

[0002]

2. Description of the Related Art An oligomer condensate obtained by esterifying a mixture of glycerin and a higher linear fatty acid, an aliphatic dicarboxylic acid and a higher branched aliphatic monocarboxylic acid is a semi-solid ester which is soluble at human body temperature. Application to cosmetics has already been disclosed (JP-A-51-7973).
1). However, this ester has a high lipophilic property, and it has been difficult to obtain a stable oil-in-water emulsion cosmetic.

[0003]

The feel and massage effect on the skin of an oligomer condensate obtained by esterifying a mixture of glycerin, a higher linear fatty acid, an aliphatic dicarboxylic acid and a higher branched aliphatic monocarboxylic acid is maintained. In addition, an object of the present invention is to obtain a stable oil-in-water emulsion containing the above compound.

[Means for Solving the Problems]

[0004] In order to achieve the above object, emulsifiers were studied. As a result, it was found that an oil-in-water emulsion having good stability could be obtained by using a specific hydrophilic surfactant as an emulsifier. Thus, the present invention has been completed.
That is, the present invention, glycerin, higher linear fatty acids,
A glycerin fatty acid ester dicarboxylic acid condensate, which is an oligomer condensate obtained by esterifying a mixture of an aliphatic dicarboxylic acid and a higher branched aliphatic monocarboxylic acid,
The present invention relates to an oil-in-water emulsified composition using a specific hydrophilic surfactant in combination.

Next, the glycerin fatty acid ester dicarboxylic acid condensate and the hydrophilic surfactant used in the present invention will be described.

As the higher linear fatty acid used in the glycerin fatty acid ester dicarboxylic acid condensate, a linear saturated fatty acid is preferable, and a fatty acid having 14 or more carbon atoms is suitable. Specifically, myristic acid, pentadecanoic acid,
Palmitic acid, margaric acid, stearic acid, nonadecanoic acid, arachiic acid, heneicosanoic acid, behenic acid, tricosanoic acid and lignoceric acid are preferred. Among the above examples, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid are preferable from the viewpoint of feel to the skin,
Furthermore, stearic acid gives the best feel.

The aliphatic dicarboxylic acids used in the glycerin fatty acid ester dicarboxylic acid condensate include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, and nonamethylene dicarboxylic acid. Acids, saturated aliphatic dicarboxylic acids such as decamethylene dicarboxylic acid, itaconic acid, maleic acid,
Examples thereof include unsaturated aliphatic dicarboxylic acids such as fumaric acid and muconic acid. Among these, adipic acid, azelaic acid,
Sebacic acid is preferred, and adipic acid is most preferred.

The higher branched aliphatic monocarboxylic acid used for the glycerin fatty acid ester dicarboxylic acid condensate is
Those having 6 or more carbon atoms and having one or more side chain groups include, for example, 2-ethylpentanoic acid, 2-ethylhexanoic acid, neotridecanoic acid, isostearic acid and the like.

The glycerin fatty acid ester dicarboxylic acid condensate is obtained by esterifying a mixed acid composed of a higher linear fatty acid, an aliphatic dicarboxylic acid, and a higher branched aliphatic monocarboxylic acid with glycerin. Obtained by

For the esterification, for example, an esterification reaction in the absence of a catalyst or in the presence of a catalyst under normal pressure or reduced pressure can be employed. After the completion of the esterification reaction, the reaction mixture can be subjected to alkali deacidification, decolorization with a decolorizing agent, and deodorization and purification by steam distillation according to a conventional method.

The degree of polymerization of the glycerin fatty acid ester dicarboxylic acid condensate is in the range of 1 to 8, preferably 2 to 6 from the viewpoint of feeling to the skin and safety, so that the average degree of polymerization is 4. It is preferable to adjust the esterification reaction.

The amount of the glycerin fatty acid ester dicarboxylic acid condensate to be added to the total amount of the oil-in-water emulsion composition is from 1 to 50.
% By weight is preferred. When the content is 1% by weight or less, the properties of the glycerin fatty acid ester dicarboxylic acid condensate cannot be exhibited. Further, when the content is 50% by weight or more, the stability of the oil-in-water emulsion composition is impaired.

Further, the hydrophilic surfactant according to the present invention includes a nonionic surfactant having an HLB of 10 or more and NLB.
-One or more selected from acyl acidic amino acids or salts thereof are preferred.

Examples of the nonionic surfactant having an HLB of 10 or more include, for example, polyoxyethylene alkyl ether,
Polyoxypropylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyethylene glycol fatty acid ester, ethylene oxide derivative of propylene glycol fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, polyoxyethylene sorbite fatty acid ester, mono or Polyoxyalkylene type nonionic surfactants such as ethylene oxide derivatives of polyglycerin fatty acid esters, ethylene oxide derivatives of trimethylolpropane fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene polyoxypropylene block copolymers, etc. Sugar fatty acid esters, alkyl glucosides, polyglycerin fatty acid esters, polyglycerin alkyl ester Ethers, and the like.

More specifically, polyoxyethylene (30
EO) hydrogenated castor oil, polyoxyethylene (40EO) hydrogenated castor oil, polyoxyethylene (50EO) hydrogenated castor oil, polyoxyethylene (60EO) hydrogenated castor oil, polyoxyethylene (15EO) glyceryl monoisostearate, polyoxy Ethylene (30EO) glyceryl monoisostearate, polyoxyethylene (40EO) glyceryl triisostearate, polyoxyethylene (10EO) nonylphenyl ether, polyoxyethylene sorbitan monolaurate (20EO), polyoxyethylene sorbitan monopalmitate ( 20EO), polyoxyethylene sorbitan monostearate (20EO), polyoxyethylene sorbitan tristearate (20EO), polyoxyethylene sorbitan monooleate (20EO), polyoxyethylene sorbitan trioleate (20EO), mono Polyoxyethylene sorbitan maleate (6EO), polyoxyethylene sorbitan monooleate (60EO), polyoxyethylene sorbitan monoisostearate (20EO), castor oil fatty acid polyoxyethylene sorbitan (20EO), hardened castor oil fatty acid polyoxyethylene Sorbitan (20EO),
Olive oil fatty acid polyoxyethylene sorbitan (20E
O), polyoxyethylene sorbitol monococo oil fatty acid (20EO), polyoxyethylene sorbitol monolaurate (20EO), polyoxyethylene sorbitol hexaoleate (20EO), polyoxyethylene sorbitol laurate oleate (20EO), polyoxyethylene Sorbitol lanolin derivative (20EO), polyoxyethylene sorbitol tetraoleate (60EO), polyoxyethylene sorbite monolaurate (6EO), polyoxyethylene sorbite tetrastearate (60EO), polyoxyethylene sorbite tetraoleate (30E)
O), polyoxyethylene sorbite tetraoleate (40EO), polyoxyethylene sorbite tetraoleate (60EO), polyoxyethylene (22EO) polyoxypropylene (16PO) glycol, polyoxyethylene (92EO) polyoxypropylene (16PO) ) Glycol, polyoxyethylene (14EO) polyoxypropylene (21P
O) glycol, polyoxyethylene (150EO) polyoxypropylene (30PO) glycol, and the like.

Among the above hydrophilic nonionic surfactants,
Polyoxyethylene sorbite fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene sorbit monolaurate (6EO), polyoxyethylene tetrastearate Sorbit (60EO), polyoxyethylene sorbit tetraoleate (30EO), polyoxyethylene sorbit tetraoleate (40EO), polyoxyethylene sorbit tetraoleate (60EO), polyoxyethylene sorbitan pomonolauate (20E)
O), polyoxyethylene sorbitan monopalmitate (20EO), polyoxyethylene sorbitan monostearate (20EO), and polyoxyethylene sorbitol monolaurate (20EO) are preferred. Among them, particularly preferred are polyoxyethylene sorbite fatty acid esters, and polyoxyethylene sorbite monolaurate (6EO)
Is most preferable in terms of emulsifying power and stability over time.

When the hydrophilic nonionic surfactant is blended, the amount of the hydrophilic nonionic surfactant is 0.1 to 0.1% based on the total amount of the oil-in-water emulsion composition.
The range is preferably 20% by weight, and more preferably 1 to 10% by weight in view of safety and emulsifying power.

As the N-acyl acidic amino acid or salt thereof used in the present invention, the acyl group is an acyl group derived from a saturated or unsaturated fatty acid having 8 to 22 carbon atoms, such as lauric acid, palmitic acid, stearic acid, In addition to an acyl group of a mono-composed fatty acid such as oleic acid, an acyl group of a naturally-occurring mixed fatty acid such as coconut oil fatty acid, tallow fatty acid, or hardened tallow fatty acid, or a synthetic fatty acid may be used. Glutamic acid, aspartic acid, cysteic acid and the like can be used as acidic amino acids. N-acyl acidic amino acids include sodium, potassium,
It is also possible to use as a salt such as triethanolamine. These may be used alone or in combination of two or more.

Specifically, coconut oil fatty acyl-L-glutamic acid, coconut fatty acid acyl-L-glutamate potassium, coconut oil fatty acid acyl-L-glutamate sodium,
Coconut fatty acid acyl-L-glutamate triethanolamine, Coconut fatty acid / hardened tallow fatty acid acyl-L-glutamic acid, Coconut fatty acid / hardened tallow fatty acid acyl-L-glutamate, N-stearoyl-L-glutamic acid, N-stearoyl -L-potassium glutamate, N-stearoyl-L-sodium glutamate, N-lauroyl-L-
Glutamic acid, N-lauroyl-L-sodium glutamate, N-lauroyl-L-glutamate triethanolamine, N-myristoyl-L-glutamic acid, N-myristoyl-
Examples include sodium L-glutamate, potassium N-myristoyl-L-glutamate, N-palmitoyl-L-glutamic acid, and the like.

When an N-acyl acidic amino acid or a salt thereof is compounded, the compounding amount relative to the total amount of the oil-in-water emulsified cosmetic is 0.05 to 5% by weight, preferably 0.1 to 5% by weight, more preferably 0.1 to 2% by weight.

These hydrophilic nonionic surfactants and N
The acyl acidic amino acid or a salt thereof may be used alone or in combination of two or more. Particularly, by using a nonionic surfactant in combination with an N-acyl acidic amino acid or a salt thereof, an oil-in-water emulsified composition excellent in emulsion stability and washing properties can be obtained.

[0022]

BEST MODE FOR CARRYING OUT THE INVENTION The oil-in-water emulsion composition according to the present invention can be used in the form of emulsions, cosmetics having a cream-like appearance, bases in pharmaceutical preparations, food emulsions, and the like. Especially as a milky lotion, creamy cosmetic, cream,
Emulsions can, of course, be used for applications such as cleansing lotions, cleansing creams, massage creams, packs, and cleaning agents.

In the present invention, if necessary, various components generally used in cosmetics, pharmaceuticals, etc., such as oils, humectants, vitamins, ultraviolet absorbers, as long as the effects of the present invention are not impaired, Water-soluble polymers, antioxidants, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, sequestering agents, soybean arbor extract, glutathione, kojic acid and its derivatives, hydroquinone glucopyranoside, etc. Whitening agents such as hydroquinone and its derivatives, astringents, refreshing agents, antihistamines, sebum depressants, exfoliants / dissolving agents,
An antimicrobial preservative, a warming agent and the like can be added.

[0024]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The features of the present invention will be described in detail with reference to embodiments.

Production Example 1 Synthesis of glycerin fatty acid ester adipic acid condensate 2 mol of glycerin, 2 mol of stearic acid, 1 adipic acid
Mol, 2.2 mol of isostearic acid at 150-260 ° C
After the reaction, decolorization was performed using a decolorizing agent based on activated clay and activated carbon, followed by deodorization under reduced pressure by blowing water vapor to obtain a colorless, odorless, semi-solid waxy glycerin fatty acid ester adipate condensate. .

Example 1 Cream (1) Condensate of Production Example 1 5.0 (% by weight) (2) Squalane 5.0 (3) Glycerin Monostearate 1.0 (4) N-Lauroyl-L-glutamic acid Potassium 0.3 (5) Polyoxyethylene sorbite monolaurate (6EO) 2.0 (6) Glycerin 3.0 (7) Purified water 83.2 (8) Methyl paraoxybenzoate 0.3 (9) Fragrance 0. 2. Production method: The oil phase components (1) to (3) and the aqueous phase components (4) to (8) are each heated to 75 ° C. to mix and homogenize, and then emulsified by a homomixer. After cooling, the component (9) is added at 40 ° C. to homogenize.

Example 2 Emulsion (1) Condensate of Production Example 1 3.0 (% by weight) (2) Triglyceride 2-ethylhexanoate 5.0 (3) Glycerin monostearate 1.0 (4) Tetraolein Acid polyoxyethylene sorbite (60EO) 2.0 (5) Glycerin 7.0 (6) Methyl parahydroxybenzoate 0.2 (7) Purified water 81.8 Production method: Oil phase of (1) to (3) and ( The aqueous phase components 4) to 7) are each heated to 75 ° C. to mix and homogenize, then emulsified by a homomixer and cooled.

Example 3 Emulsion Essence (1) Condensate of Production Example 1 5.0 (% by weight) (2) Squalane 4.0 (3) Monoglyceride stearate 2.0 (4) Coconut fatty acid acyl- L-glutamate triethanolamine 0.8 (5) 1,3-butylene glycol 10.0 (6) glycerin 5.0 (7) methyl paraoxybenzoate 0.2 (8) purified water 53.0 (9) carboxy Sodium methylcellulose (1% by weight aqueous solution) 20.0 Production method: The oil phase of (1) to (3) and the aqueous phase of (4) to (8) are each heated to 75 ° C. to mix and homogenize. The mixture is preliminarily emulsified while stirring, and after adding the component (9) heated to 70 ° C., the mixture is emulsified with a homomixer and then cooled.

Example 4 Cleansing (1) Condensate of Production Example 1 10.0 (% by weight) (2) Squalane 40.0 (3) Glycerin monostearate 2.0 (4) Coconut fatty acid acyl-L- Sodium glutamate 1.0 (5) Polyoxyethylene sorbite monolaurate (20EO) 3.0 (6) Glycerin 7.0 (7) Methyl paraoxybenzoate 0.2 (8) Purified water 36.8 Production method: (1) The oil phase components (3) and (4) to (8) are each heated to 75 ° C. to mix and homogenize, then emulsified by a homomixer and cooled.

Example 5 Massage Cream (1) Condensate of Production Example 1 10.0 (% by weight) (2) Cetyl alcohol 5.0 (3) Squalane 30.0 (4) Polyoxyethylene sorbite tetrastearate ( 60EO) 3.0 (5) Sodium stearic acid-L-glutamate 1.0 (6) Glycerin 10.0 (7) Methyl paraoxybenzoate 0.2 (8) Purified water 40.8 Production method: (1)-( The oil phase of 3) and the aqueous phase components of (4) to (8) are each heated to 75 ° C. to mix and homogenize, then emulsified by a homomixer and cooled.

Observation of stability over time The stability over time of Examples 1 to 5 was judged by observing the condition after storage for one month in a constant temperature bath at 40 ° C.

Evaluation of feeling of use The elongation on the skin of Examples 1 to 5 was measured using a panel 5 for sensory evaluation.
Was evaluated by name. The evaluation results were indicated by the number of respondents of the relevant items.

[0033]

[Table 1]

Table 1 shows the results of observation of stability over time and evaluation of feeling upon use.
It was shown to. Examples 1 to 5 all showed that the stability over time was good, and that the elongation on the skin was rich and had an appropriate elongation.

Table 2 shows the formulation of Example 6 as a cleansing cream according to the present invention. In addition, beeswax as a wax component was added in place of the glycerin fatty acid ester dicarboxylic acid condensate to prepare a cleansing cream in which the amount of liquid paraffin in the liquid oil was increased. In Comparative Example 2, sorbitan sesquioleate, which is a lipophilic surfactant, was used as an emulsifier instead of the hydrophilic nonionic surfactant and the amino acid-based surfactant.

[0036]

[Table 2]

Using Example 6 and Comparative Examples 1 and 2, the observation of stability over time and the evaluation of usability were performed. The aging stability was evaluated by storing Example 6 and Comparative Examples 1 and 2 at 40 ° C.
The state after two weeks, two weeks, three weeks, and four weeks was observed. The usability evaluation was performed by five panelists specializing in sensory evaluation.
The number of respondents to the relevant items was evaluated as the result for elongation on the skin, cleansing power, and stickiness at the time of rinsing. Table 3 shows the results of the observation of stability over time and the evaluation of feeling during use.

[0038]

[Table 3]

As shown in Table 3, in the observation of stability over time, Comparative Example 2 using a lipophilic surfactant showed 4% in Example 6 even though separation was already observed after one week. No change in state such as separation or creaming was observed even after a week, indicating that the emulsified state remained good and the stability with time was excellent.

From the evaluation results of feeling of use, it was found that Comparative Example 1 had a large elongation, had no richness in elongation, and was inferior in cleansing power. In Comparative Example 2, although the elongation and cleansing power were similar to those of the Example, the feeling of use was worried about stickiness at the time of rinsing. On the other hand, in Example 6, the elongation on the skin was good, and the feeling of use was refreshing at the time of washing off.

[0041]

As described in detail above, a stable oil-in-water emulsion composition containing a glycerin fatty acid ester dicarboxylic acid condensate can be obtained by using a hydrophilic surfactant in combination as an emulsifier. When this oil-in-water emulsified composition was applied to cosmetics, elongation on the skin was good, and a fresh feeling of use was obtained when the composition was washed out with water.

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Claims (9)

[Claims] An oil-in-water emulsion composition comprising a glycerin fatty acid ester dicarboxylic acid condensate and a hydrophilic surfactant in combination. 2. The oil-in-water emulsion composition according to claim 1, wherein the hydrophilic surfactant is one or more selected from N-acyl acidic amino acids and salts thereof. . 3. The oil-in-water emulsion composition according to claim 1, wherein the hydrophilic surfactant is one or more selected from nonionic surfactants having an HLB of 10 or more. . 4. The oil-in-water emulsion composition according to claim 1, wherein the hydrophilic surfactant is one or more kinds selected from polyoxyethylene sorbite fatty acid esters. 5. As the hydrophilic surfactant, one or more selected from N-acyl acidic amino acids or salts thereof and one or two selected from nonionic surfactants having an HLB of 10 or more. The oil-in-water emulsion composition according to claim 1, wherein the above-mentioned ingredients are used in combination. 6. A combination of one or more N-acyl acidic amino acids or salts thereof and one or more polyoxyethylene sorbite fatty acid esters as a hydrophilic surfactant. The oil-in-water emulsion composition according to claim 1, wherein 7. The oil-in-water emulsion composition according to claim 1, wherein the oil-in-water emulsion composition is an oil-in-water emulsion cosmetic. 8. The oil-in-water emulsion composition according to claim 1, wherein the oil-in-water emulsion composition is an oil-in-water emulsion massage cosmetic. 9. The oil-in-water emulsified composition is a washable cleansing cosmetic.
An oil-in-water emulsion composition according to claim 8.