JPH04117314A - Dermal external application composition - Google Patents

Abstract

PURPOSE:To obtain a dermal external application composition having excellent astringency, skin arranging and hemostasis, etc., containing polyphenol and cane sugar fatty ester. CONSTITUTION:The aimed composition contains 0.001-20wt.% polyphenol, having >=3 pieces of phenolic hydroxyl group in a molecule and 0.01-10wt.% cane sugar fatty ester and further water, ethanol, polyhydric alcohol, an oily substance, fragrance, dye, pigment, a pH adjuster, a viscosity adjuster, a rot-proof agent, an oxidation inhibitor, an ultraviolet ray-absorber and bactericide, etc., are suitably mixed and adjusted to afford the aimed material. Said material can be made to lotion, cream, pack, shampoo, a hair-treating agent, a make-up agent, a bathing agent, hair tonic, a rubbing agent, a dermal external application agent, aerosol or dentifrice, etc. Formulation can be performed without damaging properties of polyphenol nor inducing precipitation or turbidness by using cane sugar fatty ester as a surfactant.

Description

Detailed Description of the Invention (Industrial Field of Application) The present invention is a product comprising a polyphenol having three or more phenolic hydroxyl groups in the molecule (hereinafter referred to as polyphenol) and a fatty acid ester. The present invention relates to a composition for external use on the skin, and more specifically, to a composition for external use on the skin that has excellent astringent, skin conditioning, and hemostatic effects.

[Conventional technology]

The polyphenols mentioned above have various effects such as astringency, skin conditioning, protection, hemostasis, detoxification, antioxidant, and suppression of sebum secretion, but on the other hand, they are very reactive and are used in aqueous compositions, emulsified compositions, etc. When prepared, it easily reacts with surfactants such as sorbitan monooleate and polyoxoethylene monooleate to form a precipitate or become cloudy. Furthermore, there was also the problem that the effects of polyphenols were significantly impaired.

[Problems to be Solved by the Invention] As a result of intensive research to solve the above-mentioned problems, the present inventors have found that by using sucrose fatty acid ester as a surfactant, it impairs the properties of polyphenols and also causes precipitation.・We have discovered that it can be formulated into a formulation without causing cloudiness, and have completed the present invention.

Therefore, an object of the present invention is to provide a composition for external use on the skin containing polyphenols without impairing their excellent properties.

[Means to solve the problem]

The present invention is a skin external composition characterized by containing a polyphenol having three or more phenolic hydroxyl groups in the molecule and a sucrose fatty acid ester.

Examples of polyphenols in the present invention include gallic acid, gallic acid esters (propyl ester, isoamyl ester, octyl ester dodecyl ester, etc.),
Pyrogallol, phloroglunon. Catechin, epicatechin, and gallocatechin. Catechin gallate, shrimp catechin gallate 1 gallocatechin gallate, epigallocatechin gallate, glucogallin, proanthocyanidins and their polymers, flavones (e.g. rutin,
quercetin, quercetin, gossypetin, etc.), eracic acid, venter-0-galloylglucose, tannic acid, gallotannins (tannins from peony extract), ellagitannins (tannins extracted from peonies extract, peonies, pomegranate peels, cornelia, ako, etc.) , condensed tannins (tannins extracted from persimmon juice, cinnamon bark, Asenyaku, Jiyu, etc.), various tannins extracted from Japanese oak bark, Quercus bark, Quercus nut, and the like.

The content of the polyphenol in the present invention is within a wide range from the minimum necessary amount that can exhibit the properties and effects to the maximum amount dissolved in the composition (saturated solubility),
Although not particularly limited, in compositions such as cosmetics and pharmaceuticals, it is usually 0.00% based on the total amount of the composition. OO1~
It is within the range of 20% by weight.

In addition, the sucrose fatty acid ester in the present invention includes:
Examples include sucrose stearate, sucrose palmitate, sucrose oleate 2, sucrose laurate, cy=I11 hehenate, sucrose erucate, and mixtures thereof. Further, the ester composition of these sucrose fatty acid esters may be mono-, di-, tri-, or polyester.

The content of sucrose fatty acid ester varies depending on the composition within the range that maintains the dosage form of the composition, but in compositions such as cosmetics and pharmaceuticals, it is usually 0.01 to 0.01 to 100% based on the total amount of the composition.
It is within the range of 10% by weight.

If the amount is too small, it will not work as an activator, and even if it is too large, it will be difficult to obtain a commensurate effect. However, the above range is not limiting.

The composition of the present invention includes, for example, lotions (for example, transparent lotions, milky lotions, aftershave lotions, suntan lotions, multilayer lotions, shaking lotions, hair setting lotions, lotions for external use on the skin, etc.), creams (for example, skin creams) , face cream, hand cream, hair cream, foundation cream, etc.), face packs, shampoo It (hair shampoo, body shampoo, etc.)
.

Conditioners (hair rinse, etc.) 1. Hair treatment agents (eg. hair conditioner, hair treatment.

hair tonics, etc.), make-up products (e.g., liquid make-up products, make-up bases, eyeliners, mascara, etc.), bath salts, hair tonics, rubbing agents (elements), external skin preparations, aerosol compositions, toothpastes, etc. These include cosmetics, pharmaceuticals, etc., and are usually in the form of solutions, monodispersions, oil-in-water emulsions, multilayer liquids, gels, pastes, oil-in-polyhydric alcohol emulsions, and the like. However, it is not limited to the above.

Note that the composition includes other components such as water.

Ethanol, polyhydric alcohol (e.g. glycerin, etc.),
Oily substances, fragrances, dyes, 5 pigments, pH adjusters, viscosity adjusters,
Preservatives, sequestering agents, antioxidants, ultraviolet absorbers, skin nutrients, film-forming agents, anti-dandruff agents, humectants, ointment bases, disinfectants, and aerosol propellants within the range that achieves the purpose of the present invention. They can be mixed as appropriate.

〔Example〕

EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the Examples shown below.

Prior to the examples, a method for preparing polyphenols used in the examples will be shown as a reference example.

Reference Example 1 The fruit of Diospyros Kaki Thunb was cut into small pieces, the juice was collected by squeezing, and the solid content was removed by t-filtration to obtain persimmon astringency. Add an appropriate amount of ethanol to persimmon juice. Persimmon juice 1000 containing this ethanol
kg to 1000I of synthetic adsorbent Diaion HP20 (manufactured by Mitsubishi Chemical Corporation)! Contact adsorption is carried out on a column filled with purified water 20007! After washing with water, the eluate was eluted using aqueous ethanol 20001. Next, this eluate was evaporated under reduced pressure into iI! After condensation, the product was freeze-dried to obtain 30 kg of condensed persimmon tannin (proanthocyanidin-based polymer) belonging to the polyphenol group.

This condensed persimmon tannin was used in Examples 1 and 4 described later.

Reference Example 2 1 kg of commercially available dry root powder of elm was mixed with water to acetone (1:1
) Extract at room temperature with Mixed Solution 31, take a portion, and concentrate to dryness under reduced pressure.

50g of this extract and 200mA of ethanol! dissolved in
Contact adsorption was carried out on a column packed with Sephadex LH-20 (1,51), washed with ethanol 101, and 70%
Elution was carried out using acetone, and both portions were freeze-dried to obtain 10 g of Chiken tannin. This elm tannin is used in Example 2 below.
It was used in

Reference example 3 1 kg of dried leaves of Gennon Town Tsuko end was mixed with ethanol-water (1:
1) After extraction by immersion in the mixture 51, it is concentrated to dryness under reduced pressure to obtain 250 g of a crude extract. This extract is dissolved in water 11, ethyl ether 11 is added thereto, and the mixture is thoroughly shaken to remove the ethyl ether layer.

After repeating this operation three times, 0.31 g of ethyl acetate is added to the remaining aqueous layer, shaken well, and extracted. Perform this operation 3
After repeating this process several times, the extracts were combined, and then concentrated to dryness under reduced pressure at room temperature to obtain an extract of Helicoptera.

15 g of this extract was subjected to droplet countercurrent partition chromatography, and chloroform-methanol-water (45:50:21
) Using a mixed solution, develop by descending method. 0.31-0.
4 j! The fractions were collected and concentrated under reduced pressure at 40°C, and the precipitate precipitated from water was collected to obtain yellow powdery geraniin (
1.0 g of the above-mentioned polyphenol) was obtained. This geraniin was used in Example 3 below.

Example 1 (Astringent lotion) (1) Prescription (wt%) ■ Ethanol 10.0 ■ Condensed persimmon tannin (Reference example 1) 0.5 ■ Quen #
0.05 ■ Sodium citrate 0.05 ■ Disodium edetate 0.1 ■ Cy=IW monolaurate 0.3 ■ Fragrance
0.05 ■ Purified water 8
8.95 (2) Manufacturing method (1) Dissolve ■ in a part of ■.

(ii) Dissolve ■ and ■ in the remainder of ■.

(ii) Dissolve ■ to ■ in ■.

(tv) Add (if) and (i) to (tti) in sequence and mix uniformly to obtain the astringent lotion of the present invention.

Comparative Example 1 (Astringent lotion) Example 1 except that polyoxyethylene (20) hydrogenated castor oil was used instead of Sea 1m monolauric acid ester.
The astringent lotion of Comparative Example 1 was prepared in exactly the same manner as in Comparative Example 1.

Example 2 (cream) (1) Prescription
(Overlaid %) ■ Squalane
10.0■ Setanol
3.0 ■ Tri-2-ethylhexanoic acid glycerin 5.
0 ■ Stearin # 1.0 ■
Sucrose jerucate 2.0 ■ Sucrose monopalmitate 0.5 ■ Cy=+II monooleate 1.5 ■ Disodium edetate 0.10 Methyl paraoxybenzoate
0.1 [Phase] District Public Tannin (Reference Example 2)
I O,00 fragrance 0.
10 Purified water 66.7 (2)
Production method (i) Mix and dissolve uniformly ① to ① at about 80°C.

(■) Part of ■, ■, and @ are uniformly mixed and dissolved at about 80°C.

(ii) Dissolve 0 into the remainder of @.

(IV) After adding (ii) to (i) and emulsifying, 70°C
At 50°C, add (ij) and cool to room temperature to obtain the cream of the present invention.

Comparative Example 2 (Cream) Sorbitan monooleate was used instead of silica dierucate, polyoxyethylene (20) monooleate was used instead of silica monopalmitate, and cetyl sulfate was used instead of silica monooleate. A cream of Comparative Example 2 was prepared in exactly the same manner as in Example 2, except that sodium was used.

Example 3 (shampoo) (1) Prescription
(Weight%) ■ Tetrasaccharide monolauric acid esteno ν 30.00 Myristic acid
5.0■ Propylene glycol 10.0
■ Methyl paraoxybenzoate 0.2 ■ Diisopropaturamine 1.0 ■ Citric acid 2.0 ■ Geraniin (Reference Example 3) 0.8 ■ Purified water
51.0 (2) Manufacturing method (:) Mix and dissolve uniformly ① to ② at about 80°C.

(11) Mix and dissolve parts of ■ to ■ and part of ■ uniformly at about 80°C.

(ij) Dissolve ■ in the remainder of ■.

(iv) After adding (11) to (i) and mixing and dispersing, 50
Add (ii) at ℃ and cool to room temperature to obtain the shampoo of the present invention.

Fruit [M4 (aftershave lotion) (1)
Prescription (
Weight%) ■ Ethanol 30.
0 ■ Shi! II! Mixture of monolauric acid ester J, 0.5 dilauric ester, trilauric ester, and polylauric ester (Rituto Sugar Ester L-1695) ■Fragrance 0.1■ Condensed persimmon tannin (Reference example 1) 5.0■ citric acid
0.05■ Sodium citrate 0.05■ Edetate disodium 0.1■ Dipropylene glycol
3.0 ■ Purified water 61.
2 (2) Manufacturing method (i) Dissolve ■ and ■ in a part of ■.

(ii) Dissolve ■ into the remainder of ■.

(jti) Dissolve ■～■ in ■.

(iv) Add (ti) and (if) to (i) sequentially and mix and stir uniformly to obtain the aftershave lotion of the present invention.

Example 5 (hydrophilic ointment) (1) Prescription
(Weight%) ■ White petrolatum
25.0■ Stearyl alcohol 22.
0■ Propylene glycol 12.0■ Sucrose monopalmitate ester 2.00 Methyl roseoxybenzoate 0.1■ Tannic acid
1.0 ■ Purified water
31.9 (2) Manufacturing method (i) Dissolve ■ and ■ at approximately 75°C.

(ii) Add ■ to ■ to a portion of ■ and dissolve at about 75"C.

(ij) Dissolve ■ in the remainder of ■.

(iv) After adding (ii) to (i) and stirring,
Add (ij) at 0°C to obtain the hydrophilic ointment of the present invention.

Next, the skin external compositions of the above Examples and Comparative Examples were evaluated according to the following method, and the results are shown in Table 1.

(1) Astringency test method After a panel of 20 people used the skin external composition of the present invention for one continuous week, they completed a questionnaire and evaluated it according to the following criteria.

O: The number of people who answered that their skin (or scalp) has tightened is 18 Å or more. O: The number of people who answered that their skin (or scalp) has tightened by 5 is 14-17. Number of people: 8 to 13 people
The presence of precipitate was determined visually.

The results were evaluated as oil floating (min ml) and O when no sediment was observed.

Table 1 As can be seen from Table 1, in Comparative Example 1, the condensed persimmon tannin and polyoxyethylene (20) hydrogenated castor oil formed poorly soluble aggregates during production, and the fragrance could not be solubilized. Oil droplets were floating in the air.

Furthermore, in Comparative Example 2, when the district inspection tannin was added, it formed an aggregate with the activator and was separated.

In contrast, none of the external skin compositions of Examples 1 to 5 formed aggregates, and the effects of polyphenols were fully exhibited.

(Effects of the Invention) As described above, it is clear that the present invention provides a composition for external use on the skin containing polyphenols without impairing its excellent properties.

Claims (1)

[Claims] A composition for external use on the skin, comprising a polyphenol having three or more phenolic hydroxyl groups in the molecule and a sucrose fatty acid ester.