JPS6026088B2 - oily whitening cosmetics - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel oily skin whitening cosmetic in which an ascorbic acid higher fatty acid ester is dissolved, which is substantially transparent, has excellent stability, and can provide a good skin whitening effect and feel when used.

Conventionally, ascorbic acid and its esters have cellular respiration, enzyme activation, and Katsuhara-forming effects due to their strong oxidizing and ring-forming effects, and have been incorporated into whitening Q samples due to their melanin-reducing effects. However, ascorbic acid is easily decomposed by light, heat, oxygen, metal ions, spots, etc., and has poor stability, so it has drawbacks such as decreased whitening effect, decreased vitamin C action, and side effects. On the other hand, ascorbic acid higher fatty acid esters undergo reactions such as hydrolysis and transesterification and are denatured in systems containing ethyl alcohol, water, and basic substances (creams, lotions, etc.).
It may cause coloration or reduce the whitening effect.

In order to improve these drawbacks, many stabilizers such as 1-hydroxyethane-1,1-diphosphonic acid (salt) have been developed; The whitening effect tends to deteriorate, and almost no satisfactory products have been found. In order to stably dissolve the ascorbic acid higher fatty acid ester, it is possible to use an oil base that does not contain water or alcohol, a solubilizer, a solvent, etc. However, the ester is poorly soluble even in liquid oil substances. Even if it is heated and dissolved, it tends to become cloudy, precipitate, gel, etc. when it is cooled or left to stand, and there are no suitable solubilizers or solvents available.

Furthermore, powdered whitening cosmetics containing powdered ascorbic acid and its esters are relatively stable, but they require time and effort to disperse into lotions and creams.
Poor skin permeability and fast-acting properties.

In view of the current situation, the present inventors have conducted extensive research and found that
By mixing an ascorbic acid higher fatty acid ester with a liquid oily substance (base) in the presence of a trialkyl phosphate described below, the ascorbic acid higher fatty acid ester is uniformly and stably dissolved to form a substantially transparent liquid, The present invention has been completed based on the discovery that a novel oily whitening cosmetic can be obtained that has excellent stability, exhibits a fast-acting and good whitening effect upon use, and can provide a good feeling and water repellency.

An object of the present invention is to provide a novel oily whitening cosmetic that exhibits a substantially transparent liquid state, has excellent stability, and can provide good whitening effects, texture, and water repellency during use. That is, the present invention provides that ascorbic acid higher fatty acid ester is
This oily whitening cosmetic is characterized by being mixed with a liquid oily base along with a trialkyl phosphate represented by the general formula (in the formula, R is an alkyl group having 2 to 8 carbon atoms).

Hereinafter, embodiments of the present invention will be explained in detail. The trialkyl phosphate used in the present invention is an ester compound represented by the above general formula, which is liquid at room temperature, is a good solvent for ascorbic acid higher fatty acid ester, and is compatible with many liquid oily substances. It has high compatibility.

Examples of the alkyl phosphate represented by the above general formula include triethyl phosphate, tri-n-propyl phosphate, tri-isopropyl phosphate, tri-n-butyl phosphate, tri-isobutyl phosphate, tri-n-amyl phosphate, and tri-isoamyl phosphate. , trihexyl phosphate, triheptyl phosphate, trioctyl phosphate, tri-2-ethylhexyl phosphate, and the like.

Among these, trialkyl phosphates in which the alkyl group has 2 to 4 carbon atoms are particularly preferred since they provide a particularly good feel. Incidentally, the trialkyl phosphates may be used alone or in combination of two or more. The amount (content) of trialkyl phosphate to be used is preferably 0.5 to 100 times the weight (weight) of the ascorbic acid higher fatty acid ester contained in the composition (oil whitening cosmetic). is 1-5
It is within the range of 0 times the amount (weight).

If the amount is less than 0.5 times (weight), the compatibility of the ascorbic acid higher fatty acid ester, the transparency, feel, etc. of the cosmetic will tend to become brittle, and the effect of improving its stability will tend to decrease.

Moreover, if the amount is more than 100 times the amount (weight), it may be unfavorable in terms of economy and the like. By applying trialkyl phosphate, the ascorbic acid higher fatty acid ester, which is poorly soluble in the liquid oil substance (base), is uniformly and stably dissolved (compatible) in the mixed system, resulting in a substantially transparent and beautiful product. It has the appearance of
Another feature of the present invention is that it can improve stability during storage, whitening effect, feel, and water resistance during use. Next, as the liquid oil base, oily substances that are liquid at room temperature and are used in cosmetics (ester oil, higher alcohols, animal and vegetable oils, synthetic glycerides, hydrocarbon oils, etc.) can be used, such as almond oil. , olive oil, sesame oil, safflower oil,
Mink oil, avocado oil to jojoba oil, isopropyl myristate, isopropyl/r lumitate, octyl dodecyl myristate, isopropyl isostearate, decyl oleate, hexyl laurate, diisopropyl adibate, diisopropyl sebacate, oleyl alcohol, iso Stearyl alcohol, octyldodecanol, hexyldecanol, heptylundecanol, etc.
The compatibility in the ascorbic acid higher fatty acid ester-trialkyl phosphate system and the feel during use are particularly good and are therefore preferred. The amount of the liquid oily base used is usually 10 to 5% by weight of the scales, preferably 5% by weight, based on the weight of the composition.
It is 0 to 95% by weight.

The ascorbic acid higher fatty acid ester used in the present invention is a monoester consisting of ascorbic acid and higher fatty acid;
Diester, triester, etc., and the acid moiety of the ester includes, for example, lauric acid, myristic acid,
These include valmitic acid, stearic acid, arachidonic acid, behenic acid, cerotic acid, oleic acid, and linoleic acid.

Among them, ascorbic acid monostearate, ascorbic acid monobalmitate, ascorbic acid monooleate, ascorbic acid distearate, ascorbic acid dibalmitate, ascorbic acid tribalmitate, etc. are preferred because they are easily available. The amount of ascorbic acid higher fatty acid ester used is usually 0.5 to 10% by weight, preferably 1% by weight, based on the weight of the liquid oily substance.
-5% by weight.

If it is less than 0.5% by weight, the whitening effect and vitamin C action will be reduced, and if it is more than 100% by weight, the compatibility in the liquid oily substance - alkyl phosphate system will tend to decrease.

Commonly added ingredients used in the present invention include fragrances and colorants, but vitamins such as vitamins A and D, and known ultraviolet absorbers such as urocanic acid may also be added as necessary. .

The oily whitening cosmetic composition of the present invention is usually prepared by mixing each constituent component at a low temperature (if necessary, by heating to a temperature of 40 to 6,000 °C, dissolving the mixture, and allowing it to cool).

The obtained oily whitening cosmetic of the present invention exhibits a substantially transparent, beautiful and fluid oil-like form and forms a non-aqueous system, and the ascorbic acid ester is purified by trialkyl phosphate. It is dissolved (solubilized) and protected from oxygen, moisture, etc., so it is extremely stable without clouding, gelling, or deterioration of the whitening effect even after long-term storage.
In addition, when used, it acts quickly on the skin and penetrates into the skin, producing a good whitening effect and vitamin C effect, giving a good feeling to the skin, and also has water resistance due to its oily film.
The uniqueness of its effects, such as imparting rice bran properties and the ability to maintain cosmetic effects, is extremely high, and its commercial value is extremely high.

Examples will be described in detail below. In the examples, parts mean parts by weight, and % means weight %.

Example 1 1.5 parts of ascorbyl dipalmitate, 65 parts of isopropyl balmitate, and triethyl phosphate (invention 1),
Tri-n-butyl phosphate (Invention 2), trioctyl phosphate (Invention 3), tri-n-propyl phosphate (Invention 4)
, and triisopropyl phosphate (invention 5) were mixed together under a rope at 30°C to produce the liquid whitening agent of the present invention, and 1 hour after the production, the liquid whitening agent was placed in the Tsukuda skin bijin greenhouse. (2pi0) examined the appearance after 6 months of storage and the feel during use.

The results are shown in Table 1. Next, for comparison with the present invention, triolein phosphate (Comparative Example 1), tristaryl phosphate (Comparative Example 2), mono/oleic polyoxyethylene sorbitan (
Number of moles of ethylene oxide added = 20) (Comparative Example 3),
Solpitan monooleate (Comparative Example 4), polyoxyethylene oleyl ether (number of moles of ethylene oxide added = 7) (comparative example 5) polyoxyethylene hydrogenated castor oil (number of moles of ethylene oxide added = 60) ( Comparative example 6)
, polyoxyethylene cetyl ether phosphoric acid (number of moles of ethylene oxide added = 12) (comparative example 7) was used in the same manner, except that three bases were used to produce each whitening agent. did. In this case, those that were not soluble at 3 pi were heated to a temperature at which they were mixed (for example, 40 to 80°C), and then cooled to 20°C. Table 1 shows the results of the examination of the aircraft, including its appearance and feel. Outside Table 1 Symptoms Tactile solubilization After 6 months ・
Hours later 6 months later Main development fli 11 Transparent oily
Transparent oil.
Koko;5 Almost transparent
Slightly dull (Left Same good) Comparative example 1
Cloudy, with precipitate Same as left
Feels very heavy (Poor) (Poor)''
2 ″ ″ ″ ″It feels sticky 〃 3 ″
(defective) (defective) 4. Cloudy, solidified. 4. Cloudy, solidified. 5. Cloudy, solidified. 5. Cloudy, solidified.
6
White candles, solidification ``A good feeling that is not good)'' 7. White cloudiness, precipitation 〃 Thousand and many crabs are offered to the window; The phosphoric acid of the present invention is always enjoyed like an octopus. The specificity of the effects of trialkyls is remarkable.

In addition, as a result of testing the whitening effect of the liquid whitening cosmetics of the present invention (inventions 1 to 5) by three professional testers (female), the results showed that the whitening effect of the liquid whitening cosmetics of the present invention (inventions 1 to 5) was It has been confirmed that there is no substantial difference between them, and that all of them exhibit good whitening effects. Example 2 15 parts of triethyl phosphate, 8 parts of isopropyl myristate
The present invention was carried out in the same manner as in Example 1, except that 2 parts and 3 parts of ascorbyl divalmitate, ascorbic acid distearate, ascorbic acid tribalmitate, ascorbic acid monovalmitate, ascorbic acid monooleate, and ascorbic acid monostearate were used, respectively. The obtained oily skin whitening i-Q material retains a substantially transparent fluid oil-like appearance even after being stored for 6 months, and when used, it has a smooth feel and a good skin whitening effect. It has been recognized that it provides effectiveness and water repellency.

Example 3 3 parts of torel phosphate, 5 parts of ascorbyl divalmitate and almond oil, olive oil, goss oil, safflower oil, mink oil, avocado oil, jojoba oil, isopropyl myristate, isopropyl valmitate, isopropyl isotearate , decyl oleate, hexyl laurate, diisopropyl adibate, diisopropyl ce/dicate, oleyl alcohol, isonutearyl alcohol, octyl dodecanol, hexyl decanol, and heptyl undecanol were used. The same procedure as in Example 1 according to the invention was carried out.

Each of the obtained oily whitening cosmetics of the present invention remains in the form of a substantially transparent fluid oil even after being stored for 6 months, and when used, it has a smooth feel and a good whitening effect. , it was recognized that it gives twill water properties. Example 4 Each whitening i-Q material was produced in the same manner as in Example 1, except that the composition was as shown in Table 2 below, and the residual rate of ascorbyl dibalmitate when stored at 460 °C for 6 months,
We examined the appearance and feel.

Incidentally, ascorbyl dibalmitate was determined by diluting it with ethyl alcohol and measuring the absorption of dibalmitate.

As is clear from this result, the stability of the ascorbic acid ester in the present invention is extremely excellent.

Table 2 Ingredients Present invention Comparative example Ascorbic acid di/cilemitate 0.5 parts 0
．． 5 parts triethyl phosphate 10 parts stearyl alcohol 89.5 parts 89.5 parts ethyl alcohol 10 Don't block the customer's scent U/Poison? After Yute-) To985* 565 Maigai
Appearance: Transparent oily left Same texture
Smooth and smooth (good) but with some irritation Example 5 Examples except that 1 part of ascorbyl dibalmitate, 5 parts of isostearyl alcohol, and triethyl phosphate were used in the amounts shown in Table 3. Do the same as 4, 45qo
The appearance, feel, and ascorbyl dibalmitate residual rate (%) after 6 months of storage were examined.

Table 3: Addition amount of triethyl phosphate ascorbyl (ascorbyl divalurupate appearance, feel, and residual rate of mitate)
Phosphorus 0 Cloudy Sticky feeling 90.50.1 〃 〃
93.0.

5 Transparent oily Umi Katsutaka in winter 96o l. 0 ″〃 97.05
．． 0. ″ 〃 98.010
．． 0 ″〃 98.5
20.0″ 98
．． 530.0″″98
．． 650.0″ 99
．． 060.0 ″″
97.080.0″ 〃
96.5100.0″ 〃
96.5120.0″ 〃
As is clear from the results of 96.5 or higher, the amount of triethyl phosphate (trialkyl phosphate) used is 0.5 to 10 parts (weight), preferably 1 to 5 parts, of the weight of the ascorbic acid higher fatty acid ester. It is the volume (weight).

Example 6 3 parts of ascorbyl dibalmitate, 77 parts of octyldodecanol, 40 parts of triethyl phosphate
The mixture was heated in the afternoon and melted under a pestle, and then cooled to 200 ml to obtain an oil-like whitening I-Q sheathing material of the present invention which is transparent and gives a smooth and pleasant feel.

This whitening cosmetic was stored for 6 months, and no abnormality was observed in its transparency or texture. For comparison, 3 parts of ascorpic acid dibalmitate, 97 parts of octyldodecanol
and not using triethyl phosphate.
I did the same.

The obtained skin whitening preparation had a cloudy, non-uniform dispersion liquid and gave a dull and unpleasant feel.
When this was left for 6 months, the turbidity became higher and a small amount of precipitate was formed, giving a sticky and unpleasant feel.
The following results were obtained when the two whitening cosmetics stored for 6 months were applied to the face every day for 3 months in the morning and evening for 20 test subjects (female) suffering from dark skin, age spots, freckles, etc. The whitening effect is shown in Table 4.

Table 4 Whitening effect Present invention Comparative example People who answered good 15 people 9 people who answered somewhat good 4 people 8 people who answered almost nothing 1 person 3 people who answered no 0 people 0 people As such, the oily whitening agent of the present invention is extremely stable even after long-term storage, exhibits a transparent fluid oily state, and has an excellent feel and whitening effect during use.

Claims (1)

[Claims] 1. Ascorbic acid higher fatty acid ester or triphosphoric acid ester represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R is an alkyl group having 2 to 8 carbon atoms) An oily whitening cosmetic characterized by being mixed with an alkyl and a liquid oily base. 2. Claim 1, wherein the trialkyl phosphate is triethyl phosphate, n-propyl phosphate, isopropyl phosphate, tri-n-butyl phosphate, or a combination thereof.
The oily whitening cosmetic described in Section 1. 3. The oily whitening cosmetic according to claim 1, wherein the trialkyl phosphate is contained in an amount (weight) of 0.5 to 100 times the content of the ascorbic acid higher fatty acid ester. 4 The liquid oil base is almond oil, olive oil, sesame oil, safflower oil, mink oil, avocado oil, jojoba oil, isopropyl myristate, isopropyl valmitate,
Patents that are octyldodecyl myristate, isopropyl isosterate, decyl oleate, hexyl laurate, diisopropyl adipate, diisopropyl sebacate, oleyl alcohol, isostearyl alcohol, octyl dodecanol, hexyl decanol, heptyl undecanol, or combinations thereof. The oily whitening cosmetic according to claim 1. 5 Ascorbic acid higher fatty acid ester is ascorbic acid monostearate, ascorbic acid monooleate,
The oily whitening cosmetic according to claim 1, which is ascorbyl dibalmitate, ascorbic diolate, ascorbic distearate, ascorbic acid tribalmitate, or a combination thereof. 6. The oily whitening cosmetic according to claim 1, which contains 0.5 to 100% by weight of ascorbic acid higher fatty acid ester based on the liquid oily base.