JP2003055127A - Polyol-in-oil preparation - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a polyol-in-oil preparation stably containing a polyhydric alcohol in a large amount and bring about high massage property and warm sensation effect when used and having good washing-away property. SOLUTION: This polyol-in-oil preparation comprises (A) 65-97 wt.% inner phase having the polyhydric alcohol, (B) 0.4-5 wt.% compound selected from (B-1) a compound having two or more hydroxy groups and an 16-40C saturated or unsaturated hydrocarbon group in the molecule and having 0.1-0.95 IOB and (B-2) a polyoxyethylene long-chain alkyl ether phosphoric acid and (C) 2-33 wt.% oil phase.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a polyol-in-oil preparation containing a large amount of polyhydric alcohol and stably, which is suitable for massage cosmetics, cleansing cosmetics, external skin preparations and the like.

[0002]

2. Description of the Related Art Water-in-oil emulsions having excellent resistance to microorganisms are difficult to stably hold a large amount of water as a disperse phase in an oil phase which is a continuous phase. There was a problem that it had a strong oily feeling and a sticky feeling. Various proposals have been made as a method for stably maintaining a large amount of an aqueous phase in a water-in-oil emulsion (for example, JP-A-57-9).
1733, JP-A-5-39208, JP-A-11-1
58032, JP 2000-5592A, JP 200A.
0-26233). In particular, a water-in-oil high emulsified cosmetic having a high water content has a shape-retaining property, is good for all fingers, and is characterized in that the internal phase exudes upon application. On the other hand, polyhydric alcohols have been conventionally used as massaging agents and the like as a base for cosmetics that give a warm feeling due to the heat of hydration (Japanese Patent Application Laid-Open No. Hei 5 (1993) -58).
229926, JP-A-5-320038). However, a preparation containing a large amount of polyhydric alcohol generally has a problem that it does not have shape retention and is difficult to use. It is expected that if the water phase in the conventional water-in-oil type emulsion can contain a large amount of polyhydric alcohol in a stable manner, good shape retention and good massage feeling can be realized. It was difficult to prepare a stable formulation.

[0003]

SUMMARY OF THE INVENTION An object of the present invention is to provide a polyol-in-oil (polyol-in-oil type) preparation which contains a large amount of a polyhydric alcohol in a stable manner and provides a high massage property and warming effect when used. To do.

[0004]

The inventors of the present invention have found that when a compound having a specific hydrophilic part or hydrophobic part in a molecule is used in combination with a polyol-in-oil preparation containing a polyhydric alcohol-containing phase as a dispersed phase, It has been found that a polyol-in-oil preparation which can contain a large amount of a polyhydric alcohol and is stable and which has good usability such as massage properties can be obtained.

The present invention comprises the following components (A), (B) and (C): (A) 65 to 97% by weight of the inner phase having a polyhydric alcohol, (B) two or more hydroxyl groups in the molecule, and From a compound (B-1) having a saturated or unsaturated hydrocarbon group having 16 to 40 carbon atoms and having an IOB of 0.1 to 0.95 and a polyoxyethylene long chain alkyl ether phosphate (B-2) It is intended to provide a polyol-in-oil preparation containing 0.4 to 10% by weight of a selected compound and (C) an oil phase of 2 to 33% by weight.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION The component (A) of the polyol-in-oil preparation of the present invention is an internal phase which accounts for 65 to 97% by weight of the preparation, contains polyhydric alcohol as a main component, and is contained in water and the phase. It may contain components that can be dissolved or dispersed.

The polyhydric alcohol in the component (A) is 2 to 95% by weight, preferably 70 to 93.2% by weight in the preparation.
In particular, it is preferable to contain 80 to 93.2% by weight. Water is contained in the formulation in an amount of 1 to 92% by weight, preferably 1.5 to
It is preferable to contain 25% by weight, particularly 1.5 to 15% by weight. The content weight ratio of polyhydric alcohol and water is polyhydric alcohol / water = 0.02-62, preferably 3-6.
2, especially 30-62, the warming effect is extremely excellent and preferred.

Examples of the polyhydric alcohol include propylene glycol, isoprene glycol, 1,3-butanediol, dipropylene glycol, glycerin, diglycerin, triglycerin, polyglycerin, trimethylolpropane, erythritol, pentaerythritol, sorbitan, sorbitol. , Glucose, maltitol, saccharose, trehalose, ethylene oxide or propylene oxide adduct of sugar or sugar derivative,
Examples include polyethylene glycol, glycerin,
1,3-butanediol, polyethylene glycol and the like are preferable, and glycerin is particularly preferable. When glycerin is used as the polyhydric alcohol, 70-9 in the formulation.
It is preferable to contain 3.2% by weight from the viewpoint of massage property and warmth.

The phase (A) of the present invention may contain a compound which can be dissolved or dispersed in the phase in addition to the polyhydric alcohol and water. Examples of such compounds include amino acids and their derivatives, inorganic salts, organic acid salts and the like, with amino acids and their derivatives being preferred.

Amino acids and their derivatives include trimethylglycine (Asahi Kasei, aminocoat), ε-aminocaproic acid, L-proline, L-arginine, glycine, L-alanine, L-valine, L-leucine, L-isoleucine. , L-serine, L-threonine, L-aspartic acid, L-glutamic acid, L-cysteine, L-cysteine hydrochloride, N-acetyl-L-cysteine, L-
Cystine, L-methionine, N-acetyl-L-methionine, L-phenylalanine, L-tyrosine, L-oxyproline, L-tryptophan, L-histidine, γ
-Aminobutyric acid, sodium glutamate, lysine hydrochloride and the like can be mentioned, with trimethylglycine being particularly preferred. When the amino acid and its derivative are contained, 0.01 to 10% by weight, especially 1 to 3% by weight is preferable in the polyol-in-oil preparation of the present invention from the viewpoint of stability.

The component (B) of the polyol-in oil formulation of the present invention accounts for 0.4 to 10% by weight, preferably 0.4 to 5% by weight, and particularly preferably 0.4 to 3% by weight in the formulation. . The component (B) has two or more hydroxyl groups and a saturated or unsaturated hydrocarbon group having 16 to 40 carbon atoms in the molecule, and has an IOB of 0.1 to 0.95, preferably 0.4 to
It is a compound selected from the compound (B-1) which is 0.9 and the polyoxyethylene long chain alkyl ether phosphoric acid (B-2). Here, IOB (inorganic-organic balance) is a value of a ratio of an inorganic value and an organic value of a surfactant, for example, an introduction to new surfactants (Takehiko Fujimoto, published by Sanyo Kasei Kogyo, 1996). It is a value calculated using the inorganic value and the organic value described on page 198.

The compounds included in the component (B) include
The following general formula (1)

[0013]

[Chemical 2]

(In the formula, R ¹ is a linear, branched or cyclic hydrocarbon group having 16 to 40 carbon atoms which may be substituted with a hydroxyl group; R ² , R ³ , R ⁴ , R ⁵ and R ⁶ May be the same or different, and may be a hydrogen atom or a hydroxyl group-substituted hydrocarbon group having 1 to 20 carbon atoms; X is -O- or -CO.
A compound represented by --O-- (wherein a carbonyl group is bonded to R ¹ ), polyoxyethylene alkyl or alkenyl ether phosphoric acid, alkyl or alkenyl pentaerythryl glyceryl ether, glyceryl ether modified silicone 5-39208), α-isostearyl glyceryl ether,
Examples thereof include sorbitan monoisostearate, sorbitan monooleate, diethanolamide isostearate, diethanolamide oleate, and isopropanol oleate.

In the above general formula (1), the linear, branched or cyclic hydrocarbon group having 16 to 40 carbon atoms represented by R ¹ is, for example, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, icosyl group. Group, henicosyl group, docosyl group, tricosyl group, tetracosyl group, pentacosyl group, hexacosyl group, heptacosyl group, octacosyl group, nonacosyl group, triacontyl group, hentriacontyl group, dotriacontyl group, tritriacontyl group, tetratriacontyl group , Pentatriacontyl group, hexatriacontyl group, heptatriacontyl group, octatriacontyl group, nonatriacontyl group, tetracontyl group, methyl-branched isostearyl group, 2-heptylundecyl group, 5,7, 7-trimethyl-2- (1,3,3 - trimethyl-butyl) alkyl groups such as octyl, 9-octadecenyl, 9, 12
An alkenyl group such as an octadecadienyl group; and a hydrocarbon group such as a cholesteryl group.

Examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ² , R ³ , R ⁴ , R ⁵ and R ⁶ include a methyl group,
Ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group,
Undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, icosyl group, methyl branched isostearyl group, 2-ethylhexyl group, 2-
Heptyl undecyl group, 5,7,7-trimethyl-2-
Alkyl groups such as (1,3,3-trimethylbutyl) -octyl group and isopropyl group; vinyl group, allyl group, butenyl group, pentenyl group, hexenyl group, 9-octadecenyl group, 9,12-octadecadienyl group Alicyclic hydrocarbon groups such as cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group; carbonization of aromatic hydrocarbon groups such as phenyl group, naphthyl group, tolyl group, xylyl group, benzyl group, etc. A hydrogen group is mentioned.

These hydrocarbon groups may be substituted with one or more hydroxyl groups, and examples thereof include hydroxymethyl group, 2-hydroxyethyl group and 2
-Hydroxypropyl group, 1,2-dihydroxyethyl group, 1,2,3-trihydroxypropyl group, 1,2,
Examples include 3-trihydroxybutyl group, 1,2,3,4-tetrahydroxybutyl group, 1,2,3,4-tetrahydroxypentyl group, 1,2,3,4,5-pentahydroxypentyl group, and the like. To be

Among the compounds represented by the general formula (1), 1- (2-hydroxyethylamino) -3-
Isostearyloxy-2-propanol, 1- (2-
Hydroxyethylamino) -3- (12-hydroxystearyloxy) -2-propanol is preferred.

As the compound of the component (B), especially 1-
(2-Hydroxyethylamino) -3-isostearyloxy-2-propanol (IOB = 0.64), isostearyl pentaerythryl glyceryl ether (IOB = 0.
7), polyoxyethylene oleyl ether phosphate (IOB
= 1.28) (Clodaphos N3A manufactured by Croda Japan) and the like are preferable from the viewpoint of stability of the preparation.

The component (C) of the polyol-in-oil preparation of the present invention is 2 to 33% by weight, preferably 2 to 2% by weight in the preparation.
The oil phase accounts for 0% by weight, particularly preferably 2.6 to 12.3% by weight. The content of the oil phase does not include the component (B). The oil phase may contain oils and fats, waxes, hydrocarbons, esters, silicone oils, higher fatty acids, higher alcohols and other oil agents, but hydrocarbons which are non-polar oils are preferred. Examples of the hydrocarbons include liquid paraffin, petrolatum, paraffin, ozokerite, ceresin, microcrystalline wax, squalane, squalene, pristane, and the like. Particularly preferred are those in which an alkyl group is branched, and liquid isoparaffin (for example, Nippon Oil & Fats PALREAM EX) manufactured by the company is preferred.

In the polyol-in-oil preparation of the present invention, the total content of the components (B) and (C) is 2.
It is preferable that it is 5 to 10% by weight, particularly 2.6 to 4% by weight, because the washability when applied to the skin is excellent.

In addition to these components, the polyol-in-oil preparation of the present invention can appropriately contain components such as polymer compounds, surfactants, powders, preservatives, plant extracts and vitamins.

The polymer compound is preferably water-soluble or water-dispersible, and examples thereof include acrylic acid polymers such as carboxyvinyl polymer and synthetic polymers such as polyvinyl alcohol; proteins such as gelatin and collagen; hyaluronic acid. , Xanthan gum, chondroitin sulfate, pectin, gellan gum, alginic acid, carrageenan, carboxymethyl chitin, chitosan, pullulan and other polysaccharides;
Poly (N-formylethyleneimine) modified silicone,
Poly (N-acetylethyleneimine) modified silicone,
Poly (N-propionylethyleneimine) modified silicone, poly (Nn-octanoylethyleneimine) modified silicone, poly (Nn-dodecanoylethyleneimine) modified silicone, poly (N-formylpropyleneimine) modified silicone, Poly (N-acetylpropyleneimine) modified silicone, poly (N-propionylpropyleneimine) modified silicone, poly (N-n-octanoylpropyleneimine) modified silicone, poly (N-
Examples thereof include poly (N-acylalkyleneimine) -modified silicones such as n-dodecanoylpropyleneimine) -modified silicones (JP-A-9-301826). Of these, poly (N-acylalkyleneimine) -modified silicone and the like are preferable. In the case of containing these polymer compounds, 0.01 to
It is preferable to contain 5% by weight, particularly 0.1 to 2% by weight, from the viewpoint of the stability of the preparation.

Among the surfactants, the hydrophilic surfactant is preferably contained in order to further improve the wash-out property. Examples of the surfactant include polyoxyethylene (hereinafter referred to as POE) hydrogenated castor oil, POE alkyl ether, POE branched alkyl ether, POE fatty acid ester, POE sorbitan fatty acid ester, POE sorbitol fatty acid ester, POE hydrogenated castor oil alkyl sulfate ester. , POE alkyl sulfate ester, polyglycerin fatty acid ester, glycerin fatty acid ester,
Alkyl phosphate ester (salt), POE alkyl phosphate ester (salt), fatty acid alkali metal salt, alkyl polyglucoside, polyethylene glycol fatty acid ester,
Stearoyl methyl taurine sodium, POE sodium lauryl ether phosphate, ether-modified silicone and the like can be mentioned, and POE alkyl ether and polyethylene glycol fatty acid ester are particularly preferable. When these surfactants are contained in addition to the component (B) of the present invention, the content in the preparation should be within a range that does not impair the stabilizing effect of the component (B), for example, 0.01 to 2% by weight. %.

In the polyol-in-oil preparation of the present invention, when the shear is applied, the polyol of the internal phase is exuded and a comfortable massage feeling is obtained, and the warming effect due to the heat generated by the hydration of the polyol is excellent, and the massage cosmetic, In addition to cleansing cosmetics, it is useful as a skin external preparation such as cream.

[0026]

Example 1 A polyol-in-oil preparation having the composition shown in Table 1 was produced. (Production method) 1- (2-hydroxyethylamino) -3-isostearyloxy-in iso-liquid paraffin at 75 ° C
2-Propanol was dissolved, and then an ethanol solution of a poly (N-propionylethyleneimine) / methylpolysiloxane copolymer (JP-A-10-95705, described in Synthesis Example 8) was mixed. On the other hand, after glycerin, trimethylglycine and water were uniformly dissolved at room temperature, they were gradually added to the previously prepared iso-liquid paraffin phase over 10 minutes, and stirring was continued at 25 ° C for 10 minutes to prepare a polyol-in-oil formulation. Obtained.

[0027]

[Table 1]

Evaluation method: 10 female panelists used 1 g of polyol-in oil formulation.
Was applied to the upper arm, and the results evaluated by the following evaluation criteria were comprehensively judged. Sense of warmness ◎: 7 or more panelists who felt warmness ○: 5 to 6 panelists who felt warmness ○ △: 3 to 4 panelists who felt warmness △: Warmness 1 to 2 panelists who felt that they felt it: 0 panelists who felt that they felt a warm sensation standard ◎: 7 or more panelists who felt that they had a good massage feeling ○: 5 to 6 panels who felt that they had a good massage feeling Name ○ △: 3 to 4 panelists who gave a good feeling of massage △: 1-2 panelists who gave a good feeling of massage ×: 0 panelists who gave a good feeling of massage

Stability Evaluation 100 g of the polyol-in-oil preparation was placed in a 120 mL sample container and the container was tightly sealed, and the temperature was −5 ° C., room temperature (25 ± 3 ° C.) and 5
The appearance after each standing at 0 ° C. for 1 month was visually observed and evaluated according to the following criteria. Stability criteria A: No change B: Some change C: Water separation D: Complete separation

The present inventions 1 to 5 are all massage properties,
The warmth was good and the stability was good.

Example 2 The polyol-in-oil formulations shown in Table 2 were produced in the same manner as in Example 1.

[0032]

[Table 2]

Evaluation of Wash-Out Property After evaluation of massage property, etc., when rinsed in running water,
The following criteria evaluated. Rinseability criteria ◎: 7 or more panelists with good flushability ○: 5 to 6 panelists with good flushability ○ △: 3 to 4 panelists with good flushability △: Rinseability 1-2 good panelists x: 0 panelists said good washability

All the products 6 and 7 of the present invention had good massage properties, warmth feeling and washability.

Example 3 The following massage cosmetics were produced. Fluid isoparaffin 2.6 wt% 1- (2-hydroxyethylamino) -3-isostearyl oxy-2-propanol 0.4 poly (N-propionylethyleneimine) / methylpolysiloxane copolymer (30 wt% ethanol solution ) 0.3 Polyoxyethylene (20) octyldodecyl ether 0.1 Silicone-coated talc 0.5 Concentrated glycerin 93.35 Trimethylglycine 2.0 Purified water 0.75 This massage cosmetic is stable for a long time and is in use. Was excellent in massage and warmth.

Example 4 The following massage cosmetics were produced. Squalane 2.34 wt% 1- (2-hydroxyethylamino) -3-isostearyl oxy-2-propanol 0.27 Isostearyl glyceryl ether 0.09 Zeolite 10.00 Concentrated glycerin 83.97 Trimethylglycine 1.8 Amber Acid 0.18 This massage cosmetic was stable and had excellent massage properties and warm feeling during use.

[0037]

The polyol-in oil formulation of the present invention is
A large amount of polyhydric alcohol can be stably contained, high massage property and warm feeling effect are obtained at the time of use, and washability is also good.

Continued front page    (72) Inventor Ichiro Sugai             Kao Stock Association 2-1-3 Bunka, Sumida-ku, Tokyo             Company research institute F-term (reference) 4C083 AB432 AB442 AC022 AC112                       AC122 AC172 AC182 AC302                       AC542 AC712 AC902 AD162                       CC02 CC22 DD31 EE01 EE06                       EE07

Claims (4)

[Claims] 1. The following components (A), (B) and (C): (A) 65-97% by weight of internal phase having polyhydric alcohol, (B) Saturated or unsaturated hydrocarbon having two or more hydroxyl groups and 16 to 40 carbon atoms in the molecule Compound (B-1) and polyoxy having a basic group and IOB of 0.1 to 0.95 Compounds selected from ethylene long-chain alkyl ether phosphoric acid (B-2)                                                     0.4-10% by weight, (C) Oil phase 2-33% by weight A polyol-in oil formulation containing. 2. The component (B-1) is represented by the following general formula (1): (In the formula, R ¹ has 1 carbon atom which may be substituted with a hydroxyl group.
6 to 40 straight chain, branched chain or cyclic hydrocarbon group; R ² ,
R ³ , R ⁴ , R ⁵ and R ⁶ may be the same or different,
1 to 1 carbon atoms which may be substituted with a hydrogen atom or a hydroxyl group
20. The polyol-in-oil preparation according to claim 1, which is a compound represented by 20 hydrocarbon groups; X is -O- or -CO-O- (wherein a carbonyl group is bonded to R ¹ ). 3. The component (B) is 1- (2-hydroxyethylamino) -3-isostearyloxy-2-propanol, isostearyl pentaerythryl glyceryl ether or polyoxyethylene oleyl ether phosphoric acid. 1. The polyol-in oil formulation according to 1. 4. As component (A), 70-93.
The polyol-in-oil formulation according to any one of claims 1 to 3, which contains 2% by weight of glycerin.