JPH03118311A - Cosmetic - Google Patents

Abstract

PURPOSE:To obtain a cosmetic containing an hydrogenated abietic acid ester derivative and polyol based moisture retaining ingredient, having high moisture retaining ability and having moistened body feeling and suppressed in sticky feeling and capable of exhibiting excellent use feeling. CONSTITUTION:A skin cosmetic and hair cosmetic containing a hydrogenated abietic acid expressed by formula I [Ab is formula II (dotted line may be bonded or not); a to c is each 0-130; d is 0-1] and polyol based moisture retaining ingredient (e.g. 1,3-butanediol, glycerin, sorbitol, polyoxyethylene methylglucoside, etc.), having high moisture retaining effects and having moist and strong feeling and free from stickiness and capable of exhibiting high effects and excellent use feeling in taking care of skin and hair.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to cosmetics, and more particularly to cosmetics that have a high moisturizing effect, have a moist and rich feel, and are less sticky.

[Conventional technology]

The stratum corneum of normal skin normally contains 10 to 20% by weight (hereinafter simply expressed as %) of water, which maintains its elasticity, flexibility, and protective function, but this depends on factors such as temperature and humidity. It is known that when the amount decreases to less than 10% due to changes in the external environment, a condition called dry skin occurs, and the skin loses its elasticity and protective function, causing various problems.

For this reason, hydrophilic moisturizers have been conventionally incorporated into cosmetics for the purpose of repairing or preventing such dry skin. Examples of such hydrophilic moisturizers include propylene glycol, 1,3-butanediol, dipropylene glycol, glycerin, diglycerin, polyglycerin, tritylolpropane, erythritol, pentaerythritol, sorbitan, glucose, sorbitol, and Toll, saccharose, trehalose, polyoxyethylene methyl glucoside, polyoxyethylene methyl glucoside, polyethylene glycol, etc. are used.

[Problem to be solved by the invention]

However, cosmetics containing these humectants have the disadvantage that they have a sticky feel when applied to the skin, making them uncomfortable to use.

[Failure to solve the problem]

Under these circumstances, the present inventors conducted extensive research to develop cosmetics with less stickiness and a high moisturizing effect, and as a result, the inventors developed a method that uses a polyol-based moisturizer in combination with a specific hydrogenated abietic acid ester derivative. The present invention has been completed based on the discovery that when blended together, the moisturizing effect, moist and rich feel is increased, and the sticky feeling is reduced, compared to when each is blended alone.

That is, the present invention provides the following components (A) and (B) (A) CH2 The following general formula (1) )] This means that the bond may or may not exist.
, a - C are numbers from 0 to 130, and d is 0
[indicating a number of ~1] Hydrogenated abietic acid ester derivative (B)
The present invention provides a cosmetic containing a polyol-based moisturizing ingredient.

The hydrogenated abietic acid ester derivative (I), component (A), used in the present invention can be prepared, for example, by any of the following methods.

Method Δ (I[) Base catalyst (wherein a-'d and broken lines have the meanings given above,
represents a halogen atom), that is, alcohol-modified dimethylpolysiloxane (I
In the nonpolar solvent solution of I), an equivalent amount of abietoyl chloride (■) was added at room temperature in the presence of a basic catalyst such as pyridine.
Alternatively, a hydrogenated abietic acid ester derivative (N) can be obtained by acting under heating conditions.

Abietoyl halide (I), which is one of the raw materials, is a compound that can be easily derived from hydrogenated abietic acid (IV) (in the formula, the broken line indicates the same meaning as above) by a conventional method. Examples include abietoyl chloride.

Hydrogenated abietic acid (IV) is the main component of pine resin, and is commercially available from Harima Kasei Kogyo Co., Ltd., for example, by contacting easily available abietic acid with a metal catalyst such as palladium, platinum, or nickel. It can be easily obtained by reduction. It is also commercially available as hydrogenated rosin and is easily available. The hydrogenated abietic acid is dihydroabietic acid or tetrahydroabietic acid, which can be used alone or in the form of a mixture.

On the other hand, alcohol-modified dimethylpolysiloxane (n) is commercially available from Shin-Etsu Chemical Co., Ltd. and is easily available, but the corresponding commercially available polysiloxane (V) having a 5iJI bond CII, CI3CH3[
:1-1n CI(3[:lI*-(Si-0)-
r-nsi-0) Ding S imo-31) HD-3ihr
(ii) It is also possible to synthesize by hydrosilylation of 3C113HHCL H (V) and allyl alcohol.

The molecular weight of the alcohol-modified dimethylpolysiloxane (II) is preferably 130 or more and 1,000 or less, and
These may be used singly or in combination of two or more.

Method B.

Zunawaji, without a solvent or in a non-polar solvent, hydrogenated abietic acid (rV) equivalent to alcohol-modified dimethylpolysiloxane (II) in the presence of an acidic catalyst such as tin chloride or toluenesulfonic acid, Abietic acid ester derivative (I) is obtained by heating the reaction.

Method C: (Vl) (wherein the dashed line has the same meaning as above), i.e. hydrogenated abietin in an amount equivalent to polysiloxane (V) having 5i-)1 bond in the absence of a solvent or in a non-polar solvent. The hydrogenated abietic acid ester derivative (I
) is obtained.

One of the raw materials, hydrogenated abietic acid allyl ester (
Vl) can be easily prepared from hydrogenated abietic acid (IV) and allyl alcohol by a known method.

The hydrogenated abietic acid ester derivative (1) thus obtained has the following characteristics: (1) it is liquid at room temperature, (2) it is chemically stable, and (3) it causes extremely little skin irritation. Therefore, it is particularly useful as a cosmetic oil that is used directly on the skin.

The hydrogenated abietic acid ester derivative as component (Δ) is preferably blended in the cosmetic composition of the present invention in an amount of 0.1 to 80%, particularly preferably 1 to 50%.

As the polyol moisturizing ingredient of component (B), for example,
Propylene glycol, 1,3-butanediol, dipropylene glycol, glycerin, diglycerin, polyglycerin, tritylolpropane, erythritol,
Examples include pentaerythritol, sorbitan, glucose, sorbitol, maltitol, sucrose, trehalose, polyoxyethylene methyl glucoside, polyoxypropylene methyl glucoside, polyethylene glycol, and the like. Among these, 1,3-butanediol, glycerin, sorbitol and polyoxyethylene methyl glucoside are particularly preferred.

Component (B), a polyol moisturizing ingredient, is preferably blended in cosmetics in an amount of 2 to 90%, particularly preferably 5 to 50%. If the blending amount is less than 2%, the effects of the present invention will not be exhibited,
Even if it is used in excess of 90%, no further increase in the lasting moisturizing effect is observed.

Moreover, the mixing ratio of the (A>component and the (B) component) is arbitrary.

In addition to the above-mentioned essential ingredients, the cosmetics of the present invention include oils, surfactants, humectants, ultraviolet absorbers, chelating agents, etc. that are commonly used as cosmetic ingredients, to the extent that the effects of the present invention are not impaired. Ingredients commonly used in cosmetics, such as p++ adjusters, preservatives, thickeners, pigments, and fragrances, can be appropriately blended.

The cosmetics of the present invention can be in any dosage form such as oil-based cosmetics, emulsified cosmetics, water-based cosmetics, etc., and can be used as skin cosmetics and hair cosmetics that require moisturizing effects for rough skin, hair care, etc. Particularly suitable.

〔Effect of the invention〕

The cosmetic of the present invention has a high moisturizing ability, has a moist and rich feel, and has a suppressed sticky feeling, and exhibits high effectiveness and an excellent feeling of use when caring for skin and hair. It is.

0 [Example] Next, the present invention will be explained in more detail with reference to Reference Examples and Examples, but the present invention is not limited thereto.

Reference Example 1 Silicone tetrahydroabietic acid ester derivative at both ends ((I), no broken line bond in the formula (I), a=b=0
．． 3-14, d=l): In a 30 m2 eggplant flask, add siloxane oligomer (Toshiba Silicone@JI!!!, (V) where a=b=01i-
14, d=1) 14.04g (12, Qmmol)
, tetrahydroabietic acid 7. OOg (2
0.2 mmol) and a catalytic amount of chloroplatinic acid hexahydrate were taken and mixed. After stirring at room temperature for 24 hours, 100 ml of hexane was added, and the hexane layer was washed three times with 50 mff of water. After drying the hexane layer with Glauber's salt, the solvent was distilled off, and the resulting dark brown oil was subjected to medium pressure liquid chromatography (350 g of silica gel 25-40 μm: hexane/ethyl acetate).
29/1) to obtain the desired product as a pale yellow oil 14.74
g (yield 77.7%).

Example 1 Emulsified cosmetics: Emulsified cosmetics having the composition shown in Table 1 below were prepared by the following method and evaluated by 10 expert panelists. The evaluation results are shown in Table 1.

Production method> Compositions 1) to 4) in Table 1 are heated and mixed, and then 5) and 6 are added.
) was added and stirred to form a nearly uniform solution. A comparative product was also prepared in the same manner.

Example 2 Moisturizing Cream: A moisturizing cream having the composition shown in Table 2 below was prepared by the following method and evaluated by 10 expert panelists. The evaluation results are shown in Table 2.

<Production method> Compositions 1) to 7) and 11) to 13) in Table 2 were melted by heating and maintained at 70°C. Composition 8), 9), 10), 15)
Similarly, heat and mix at 70℃, and add the above 1) to 7).
, 11) to 13) were added and emulsified using an emulsifying machine. 14) was added to the obtained emulsion and heated to a final temperature of 3 using a heat exchanger.
A moisturizing cream was prepared by cooling to 0°C.

Margin below Example 3 Moisturizing lotion: A moisturizing lotion having the following composition was prepared by the following method.

<Composition> % Glycerin 13-butanediol Polyethylene glycol 1500 Ethanol Methyl paraben Fragrance Citric acid Sodium citrate Purified water 5.0 5.0 1.5 00 1 Appropriate amount Appropriate amount Balance meter 10
0.0〈Manufacturing method〉 ``1 Compositions 1), 2), 6), and 8) are mixed uniformly, and a mixture of 3) to 5), 7), and 9) to 11) is added thereto. and stirred to obtain a nearly uniform solution.

This moisturizing lotion had a moist and rich feel, was less sticky, and had excellent moisturizing properties and ease of use.

Example 4 Emulsion: An emulsion having the following composition was prepared by the following method.

<Composition> % 2) Cetanol 3) Vaseline 0.5 1.0 5) Stearic acid 6) Glycerin 7) Dipropylene glycol 8) Triethanolamine 9) Ethylparaben 10) Methylparaben 0.211
) Fragrance Appropriate amount 12) Purified water Balance meter
100.0 Manufacturing method> The above compositions 1) to 5) were melted by heating and maintained at 70°C. 6
) to 10) and 12) were similarly heated and mixed at 70°C, and the above mixtures 1) to 5) were added thereto and emulsified using an emulsifier. The obtained emulsion was cooled to 40°C while stirring, and
1) was added and mixed uniformly. Final temperature 30℃ with heat exchanger
A milky lotion was prepared.

This emulsion had a moist, rich feel, less stickiness, and was excellent in moisturizing properties and usability.

Example 5 Moisturizing Cream A moisturizing cream having the following composition was prepared by the following method.

Composition　　　　　　　　　　　%8 3) Solid paraffin 4) Heptyl 2-ethylhexanoate 5) Lanolin 6) Beeswax 7) Stearyl alcohol 10) Glycerin 11) 70% sorbitol solution 12) Ethylparaben 13) Methylparaben 14) Fragrance 5.0 00 Appropriate amount Appropriate amount Appropriate amount <Production method> 1. Compositions 1) to 9) were melted by heating and maintained at 70°C.

10) to 13) and 1.5) were similarly heated and mixed at 70°C, and the above mixtures ]) to 9) were added thereto and emulsified using an emulsifying machine. The obtained emulsion was cooled to 40° C. while stirring, and 14) was added and mixed uniformly. Final temperature 3 with heat exchanger
A moisturizing cream was prepared by cooling to 0°C.

This moisturizing cream had a moist feel, was less sticky, and had excellent moisturizing properties and ease of use.

Example 6 Cold Cream A cold cream having the following composition was prepared by the following method.

Composition〉 % 3) Beeswax 4) spermaceti 5) Sedyl 2-ethylhexanoate 6) Setanol 9) Glycerin 10) Triethanolamine 11 Ethylparaben 12 Methylparaben 13 Fragrance 14 Purified water Manufacturing method〉 Above composition 1) - 8) was melted by heating and kept at 70t. 9
) to 12> and 14) were similarly heat-mixed at near 0'C, and the above mixtures 1) to 8) were gradually added thereto and emulsified using an emulsifying machine. While stirring the resulting emulsion,
The mixture was cooled to 0.degree. C., and 13) was added thereto and mixed uniformly. Cold cream was prepared by cooling to a final temperature of 30° C. using a heat exchanger.

This cold cream had a moist and rich feel, was less sticky, and had excellent moisturizing properties and ease of use.

Example 7 Creamy moisturizing foundation A creamy moisturizing foundation having the following composition was prepared by the following method.

<Composition> % 2) Liquid paraffin 3) Squalane 8.0 ft, (1 6) Aluminum distearate 7) Magnesium sulfate 8) Maltitol 2 0.7 0 9) Glycerin 3010) Methyl paraben 0.111) Titanium oxide 8・012) Talc
5.013) Sericite
2.014) Bengala
o415) Yellow iron oxide
0.716) Black iron oxide
0.117) Flavoring appropriate amount 1
B) Purified water balance meter
100 0 <Production method> Heat 1) to 6) to 70°C, mix uniformly, and
1) to 16) were dispersed. To this, 7) to 10) and 18), which had been homogeneously mixed at 70°C, were gradually added with stirring, and after emulsification, the mixture was cooled with stirring, 17) was added at 40°C, and the mixture was further cooled to room temperature while stirring.

This cream-like foundation gave a moist feel, was less sticky, had excellent moisturizing properties, and felt good on use.

Example 8 Moisturizing lipstick: A lipstick having the following composition was prepared in the following manner.

<Composition> %3) Carnauba wax 4) Ceresin 5) Candelilla wax 6) Microcrystalline wax 7) Beeswax 8) Lanolin 9) Castor oil 10) Hexadecyl alcohol 11) Glycerin 12) Criserol monostearate 13) Oxidation Titanium 14 Pigment (Red No. 202) 2.0 15 Pigment (Red No. 204) 1.0 16 Pigment (Yellow No. 4 P Lake) 30 17 Antioxidant Appropriate amount 18 Fragrance Appropriate amount Needle
100.0 Manufacturing method> 1) to 8), 10), and 12) were melted by heating, and 11) was added dropwise while stirring. Furthermore, a dispersion of 13) to 18) in 9) was added, stirred to make the mixture uniform, and poured into a mold and cooled.

This lipstick gave a moist feel, was less sticky, and had excellent moisturizing properties and ease of use.

Example 9 Nail enamel remover: A nail enamel remover having the following composition was prepared by the following method.

<Composition> %1) Acetone 60.02) Butyl acetate 30.03N, 3-
Butanediol 2.05) Dye
Appropriate amount 6) Fragrance
Appropriate amount 7) Purified water
balance meter
100.0 Manufacturing method> 1) to 7) were mixed uniformly to obtain a nail enamel remover.

This nail enamel remover had an excellent usability.

that's all

Claims (1)

[Claims] 1. The following components (A) and (B) (A) The following general formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) [In the formula, Ab is ▲Mathematical formula, There are chemical formulas, tables, etc.▼ (Here, the dashed line means that the bond may or may not exist.)
, a to c each represent a number from 0 to 130, and d represents a number from 0 to 130.
A cosmetic comprising a hydrogenated abietic acid ester derivative (B) polyol-based moisturizing ingredient represented by the following: