JP4887207B2 - Ultraviolet absorber and skin external preparation composition containing the same - Google Patents

Description

  The present invention relates to a pyridine compound, and more particularly to a pyridine compound as an ultraviolet absorber and a skin external preparation composition containing the pyridine compound.

Among ultraviolet rays contained in sunlight, ultraviolet rays having a wavelength of 290 nm or less are absorbed by the ozone layer and do not reach the ground surface, but ultraviolet rays of 290 to 400 nm reach the ground surface and have various effects. Dermatologically, it is known that medium wavelength ultraviolet rays of 290 to 320 nm cause formation of erythema and water bubbles, increased melanogenesis, pigmentation and the like. In addition, 320-400 nm long-wavelength ultraviolet rays have an immediate darkening effect that darkens the skin immediately after irradiation, and the energy reaches the dermis, affecting the vascular wall and elastic fibers in the connective tissue. It is said to affect. These effects of medium to long wavelength ultraviolet rays are considered to promote skin aging and contribute to the formation of spots, freckles, wrinkles and the like.
In order to protect the skin from such ultraviolet rays, ultraviolet absorbers such as benzotriazole derivatives, benzophenone derivatives, salicylic acid derivatives, paraaminobenzoic acid derivatives, cinnamic acid derivatives, and urocanic acid derivatives have been conventionally used.

However, these UV absorbers are generally oil soluble and could not be incorporated into aqueous based products. Recently, UV protection is considered important not only in summer bathing and winter skiing, but also in everyday life, and ordinary skin care cosmetics are also required to have UV protection effects. Therefore, it is desired to develop a water-soluble ultraviolet absorber that can be blended in a sufficient amount even in water-based skin care cosmetics such as lotion.
In addition, when blended in an external preparation for skin as an ultraviolet absorber, it is needless to say that the ultraviolet absorber is not decomposed by exposure to sunlight, as well as being non-irritating to the skin.

  Until now, there is almost no water-soluble ultraviolet absorber, and 2-hydroxy-4-methoxy-5-sulfoxonium benzophenone sodium is known as a currently used one. However, since the substance is a sulfonate, there is a problem that the pH of the blending system is affected, and the ultraviolet absorption region changes depending on the pH of the blending system. Further, although the substance is water-soluble, its solubility is only about 6% at 25 ° C., and there is a problem that it precipitates at a low temperature when blended in a high concentration in the product. Furthermore, since the substance has absorption in the visible light region, it is colored pale yellow, which has the disadvantage of affecting the color tone of the product.

JP-A-10-120698 discloses a p-aminobenzoic acid amide derivative having a 2-deoxyhexose residue, and JP-A-2002-363195 discloses a cinnamic acid amide having a 2-deoxyhexose residue. However, the solubility in water was low and insufficient, and it was not always satisfactory.
Furthermore, UV absorbers are used in fields other than pharmaceuticals and cosmetics. For example, UV absorbers can be added to various materials such as paints, dyes, pigments, various resins, synthetic rubbers, latexes, films, fibers, etc. It is used to protect the product itself, or the product coated with the coating film or film from ultraviolet rays, prevent deterioration and alteration due to ultraviolet rays, and maintain the quality. However, conventional ultraviolet absorbers also have the problem that they sublimate and volatilize by heating during baking of the coating film or resin molding, or gradually evaporate over time without heating. It was.
The present invention has been made in view of the above prior art, and its purpose is high water solubility, excellent absorption in the ultraviolet wavelength region, no absorption in the visible region, and stability and safety. It is providing the ultraviolet absorber of high and the skin external preparation composition which mix | blended it.

また、本発明は前記ピリジン化合物及び／またはその塩を含有する紫外線吸収性組成物を提供するものである。
また、本発明は前記ピリジン化合物及び／またはその塩を含有する皮膚外用剤組成物を提供するものである。
本発明の皮膚外用剤組成物においては、さらに無機粉末を含有することが好適である。 In order to achieve the above object, as a result of intensive studies by the present inventors, it has been found that a specific pyridine compound has the above properties and is extremely excellent as an ultraviolet absorber, and the present invention has been completed. It came to do.
That is, the present invention provides an ultraviolet absorber comprising a pyridine compound represented by the following formula (I) and / or a salt thereof.
(Chemical formula 1)

Moreover, this invention provides the ultraviolet-absorbing composition containing the said pyridine compound and / or its salt.
Moreover, this invention provides the skin external preparation composition containing the said pyridine compound and / or its salt.
The skin external preparation composition of the present invention preferably further contains an inorganic powder.

  According to the present invention, it is possible to obtain an ultraviolet absorber having high water solubility, excellent absorption in the ultraviolet wavelength region, no absorption in the visible region, and high stability and safety. Moreover, the skin external preparation composition excellent in the ultraviolet-ray absorption effect can be obtained by mix | blending the said ultraviolet absorber.

上記ピリジン化合物は公知物質であり、一般的な物性については例えば、Journal of chemical research, synopses. 1994, 12, 460-461等を参照することができる。その合成については公知の合成方法を適用することが可能であり、市販品として入手することもできる。本発明においては、本ピリジン化合物を安定性、安全性が高い紫外線吸収剤として見出し、優れた皮膚外用組成物が得られることをはじめて見出したものである。
また、本発明において、前記ピリジン化合物は公知の方法により無機塩または有機塩としてもよい。本発明に適用可能な塩に限定はないが、無機塩としては、例えば、塩酸塩、硫酸塩、リン酸塩、臭化水素酸塩、ナトリウム塩、カリウム塩、マグネシウム塩、カルシウム塩、アンモニウム塩等を挙げることができる。同様に有機塩としては、例えば、酢酸塩、乳酸塩、マレイン酸塩、フマル酸塩、酒石酸塩、クエン酸塩、メタンスルホン酸塩、ｐ−トルエンスルホン酸塩、トリエタノールアミン塩、ジエタノールアミン塩、アミノ酸塩等を挙げることができる。 Hereinafter, the present invention will be described in detail.
The ultraviolet absorber according to the present invention comprises a pyridine compound represented by the following formula (1), and the pyridine compound can be represented as “4-dimethylaminopyridine N-oxide”.
(Chemical formula 2)

The pyridine compound is a known substance, and for general physical properties, for example, Journal of chemical research, synopses. 1994, 12, 460-461 can be referred to. A known synthesis method can be applied for the synthesis, and it can also be obtained as a commercial product. In the present invention, the present pyridine compound has been found as an ultraviolet absorber having high stability and safety, and it has been found for the first time that an excellent skin external composition can be obtained.
In the present invention, the pyridine compound may be converted to an inorganic salt or an organic salt by a known method. The salt applicable to the present invention is not limited. Examples of the inorganic salt include hydrochloride, sulfate, phosphate, hydrobromide, sodium salt, potassium salt, magnesium salt, calcium salt, and ammonium salt. Etc. Similarly, as an organic salt, for example, acetate, lactate, maleate, fumarate, tartrate, citrate, methanesulfonate, p-toluenesulfonate, triethanolamine salt, diethanolamine salt, Examples include amino acid salts.

The pyridine compound and / or a salt thereof can be blended into various products to impart an excellent ultraviolet absorbing action to the target, thereby obtaining an ultraviolet absorbing composition. In particular, the pyridine compound and / or salt thereof of the present invention not only has excellent stability, but also enhances the light stability of other compounds having photodegradability, thereby preventing photolysis. This is considered to give high stability to the product itself.
Examples of products that can be blended with the pyridine compound and / or salt thereof according to the present invention include cosmetics, paints, dyes, pigments, various resins, synthetic rubbers, latexes, films, fibers, and the like. In particular, since the pyridine compound and / or salt thereof according to the present invention has extremely high safety for the human body, it can be suitably blended into a skin external preparation composition.
The pyridine compound and / or salt thereof of the present invention can be blended within a range in which the effect can be exerted, but usually 0.001 to 20% by mass is preferably blended in each product. A blending ratio of 10 to 10% by mass is more preferable.

Next, the skin external preparation composition which mix | blended the pyridine compound and / or its salt concerning this invention is demonstrated.
By appropriately blending the pyridine compound and / or salt thereof of the present invention described above into the skin external preparation composition, a skin external preparation composition exhibiting an excellent ultraviolet absorbing action can be obtained. Moreover, since the said compound has high light stability and is not decomposed | disassembled even if exposed to sunlight, the ultraviolet-ray prevention effect of the skin external preparation composition of this invention is exhibited stably over a long time.
Furthermore, the skin external preparation composition according to the present invention has high safety and does not cause skin troubles in its use. From the above, the skin external preparation composition according to the present invention can be suitably used for sunscreen.

  Usually, in a skin external preparation composition for sunscreen, in order to enhance the ultraviolet shielding effect, it is desirable to use an inorganic powder ultraviolet shielding agent together with an organic compound ultraviolet absorber. Also, in general makeup cosmetics, inorganic powder is often blended. Conventionally, however, discoloration sometimes occurs when an organic ultraviolet absorber and an inorganic powder are used in combination. On the other hand, the ultraviolet absorbent according to the present invention can be preferably used in combination with inorganic powder without causing such discoloration, and this combined use can further enhance the ultraviolet shielding effect of the external preparation for skin. .

  The inorganic powder that can be applied to the external preparation for skin according to the present invention is not particularly limited as long as it is usually blended in cosmetics and pharmaceuticals. Examples of such inorganic powder include talc, kaolin, boron nitride, mica, sericite (sericite), muscovite, biotite, phlogopite, synthetic mica, synthetic mica, permiculite, magnesium carbonate, calcium carbonate, Anhydrous silicic acid, aluminum silicate, aluminum oxide, barium silicate, calcium silicate, magnesium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate, calcined gypsum, calcium phosphate, fluorapatite, hydroxy In addition to inorganic powders such as apatite, ceramic powder, metal soap (such as zinc myristate, calcium palmitate, aluminum stearate), titanium dioxide, zinc oxide, iron oxide, iron titanate, carbon, low-order titanium oxide, mango violet , Inorganic, such as violet, chromium oxide, chromium hydroxide, cobalt titanate, ultramarine, bitumen, titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored titanium oxide coated mica, bismuth oxychloride, fish scale foil Pigments.

In addition to the above-mentioned components, the external preparation composition for skin according to the present invention is usually a component that can be blended in cosmetics and pharmaceuticals, such as liquid oils, solid oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, esters, silicones. , Anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, moisturizer, water-soluble polymer compound, thickener, coating agent, sequestering agent, lower alcohol, polyhydric alcohol , Sugars, amino acids, organic amines, pH adjusters, skin nutrients, vitamins, antioxidants, fragrances, powders, coloring materials, water, and the like can be appropriately blended as necessary.
Moreover, you may mix | blend ultraviolet absorbers other than the pyridine compound and / or its salt of this invention with the skin external preparation composition concerning this invention. The stability of the pyridine compound and / or salt thereof of the present invention is considered to stabilize other components blended in the skin external preparation composition, particularly an ultraviolet absorber that is easily photodegradable. Therefore, in terms of improving the stability of the external preparation for skin itself, it is preferable to use other than the pyridine compound and / or salt thereof of the present invention in combination with other ultraviolet absorbers.

  0.001-20 mass% is preferable, and, as for the compounding quantity of the pyridine compound and / or its salt in the skin external preparation composition concerning this invention, the compounding of 0.01-10 mass% is more suitable. If the blending amount is 0.001% by mass or less, a sufficient ultraviolet absorption effect may not be exhibited. In addition, the pyridine compound of the present invention dissolves well in the composition even if it exceeds 20% by mass, but even if the blending amount is increased from this, a certain level of ultraviolet absorption effect cannot be obtained.

The skin external preparation composition according to the present invention is not particularly limited as long as it can exert the effects of the present invention, and can be applied to cosmetics, pharmaceuticals, quasi drugs and the like according to the purpose of use. . Moreover, since the ultraviolet absorber of this invention has high water solubility, it is also possible to apply to the aqueous-based skin external preparation composition. Examples of the form of such a skin external preparation composition include skin care cosmetics such as skin lotions, emulsions, creams, cosmetics, self-tanning agents, foundation cosmetics, foundations, lipsticks, face colors, eyeliners, etc. Makeup cosmetics, hair sprays, hair tonics, hair liquids and the like, and scalp cosmetics.
Hereinafter, the present invention will be specifically described with reference to examples. The present invention is not limited to these. Unless otherwise specified, the amount is shown in mass%.

First, the following tests were performed on the ultraviolet absorbent according to the present invention.
<Measurement of absorbance>
(1) A spectrophotometer (V-560 manufactured by JASCO Corporation) is used to measure the ultraviolet absorption spectrum (solvent: water, concentration 10 ppm, optical path length 1 cm) of 4-dimethylaminopyridine N-oxide which is an ultraviolet absorber according to the present invention. Measured with The results are shown in Table 1 below.
(Table 1)
UV absorber Maximum absorption wavelength Absorbance
4-Dimethylaminopyridine N-oxide 293 1.7

(2) A spectrophotometer (V-560 manufactured by JASCO Corporation) is used to measure the visible light absorbance (solvent: water, optical path length 1 cm) of 4-dimethylaminopyridine N-oxide, which is an ultraviolet absorber according to the present invention, at 405 nm. Measured with As a comparative example, 2-hydroxy-methoxy-5-sulfoxonium benzophenone sodium, which is a conventional water-soluble ultraviolet absorber, was also measured in the same manner. The results are shown in Table 2 below.
(Table 2)
Ultraviolet absorber concentration (mass%) Absorbance
4-Dimethylaminopyridine N-oxide 10.0
Comparative Example 6.0 1.99
1.0 0.32
0.1 0.06

As is apparent from Tables 1 and 2, 4-dimethylaminopyridine N-oxide, which is the ultraviolet absorbent according to the present invention, exhibits excellent absorption in the ultraviolet wavelength region, and in the visible region longer than 400 nm. Showed no absorption. Therefore, the crystals of the compound were white and the aqueous solution was colorless and transparent. On the other hand, the comparative example showed absorption in the visible region, and the crystals were colored yellow and the aqueous solution was colored yellow. Therefore, it is considered that the ultraviolet absorber of the comparative example needs to be limited in amount in consideration of coloring the product at the time of blending, and it is considered that a sufficient ultraviolet absorbing effect cannot be imparted to the product.
From the above results, the ultraviolet absorbent according to the present invention has no absorption in the visible light region, and therefore, it is recognized that it exhibits excellent absorption ability only for ultraviolet rays without coloring even when blended in a product. It was. Therefore, it is thought that the ultraviolet absorber of this invention does not restrict | limit a mixing | blending product and a compounding quantity by coloring.

<Solubility in water>
The solubility of 4-dimethylaminopyridine N-oxide, which is an ultraviolet absorbent according to the present invention, in water at room temperature was measured. As a comparative example, 2-hydroxy-methoxy-5-sulfoxonium benzophenone sodium, which is a conventional water-soluble UV absorber, was also measured in the same manner. The results are shown in Table 3 below.
(Table 3)
UV absorber solubility (% by mass)
4-dimethylaminopyridine N-oxide 30 or more
Comparative Example 6

According to Table 3, the compound of the comparative example has low solubility in water, and when dissolved at a high concentration, it sometimes precipitated at a low temperature. Therefore, the use of the compound of the comparative example is considered to be limited from the viewpoint of the stability of the blended product. On the other hand, 4-dimethylaminopyridine N-oxide has extremely high solubility in water, and no such precipitation was observed.
Therefore, it was confirmed that the ultraviolet absorber according to the present invention can be blended in a high concentration in an aqueous preparation, and the blended product is excellent in product stability.

<Light stability test>
After exposing the aqueous solution of 4-dimethylaminopyridine N-oxide of the present invention to sunlight for 2 weeks (irradiation dose 80 MJ / m ² ), the residual rate and appearance change were examined, and an ultraviolet absorption spectrum (solvent: water, concentration 10 ppm, An optical path length of 1 cm) was measured with a spectrophotometer, and an area value was obtained by integrating the range of 290 nm to 400 nm of the ultraviolet absorption spectrum, and compared with that before exposure to sunlight. As a comparative example, the same test was conducted for 2-hydroxy-methoxy-5-sulfoxonium benzophenone sodium, which is a conventional water-soluble UV absorber. The results are shown in Table 4.

(Judgment)
Changes in the residual ratio and the area value of the ultraviolet absorption spectrum were determined according to the following criteria.
A: 95% or more before sun exposure.
○: 90% or more and less than 95% before sun exposure.
Δ: 70% or more and less than 90% before sun exposure.
X: Less than 70% before sun exposure.

(Table 4)
UV absorber remaining rate Appearance of UV absorption spectrum
Change in area value
4-dimethylaminopyridine ◎ colorless and transparent ◎
N-oxide
Comparative example ○ Transparent yellow ○

As shown in Table 4, 4-dimethylaminopyridine N-oxide was not decomposed by exposure to direct sunlight for a long time as compared with the comparative example, and showed a very high residual rate. Further, there was no change in the shape and area of the ultraviolet absorption spectrum, and no coloring or precipitation was observed in the appearance.
From the above results, it was confirmed that the ultraviolet absorbent according to the present invention has excellent light stability and can retain ultraviolet absorbing ability over a long period of time without deterioration.

Then, the following tests were done about the skin external preparation composition concerning this invention.
<UV prevention effect>
In order to examine the ultraviolet protection effect of the skin external preparation composition containing the ultraviolet absorbent of the present invention, a lotion was prepared according to the formulation shown in Table 5 below, and a cream was prepared according to the formulation shown in Table 6 as the skin external preparation composition. For each of the prepared samples, the ultraviolet ray prevention effect was evaluated by the following test method, and the appearance was visually observed. The results are shown in Tables 5 and 6.

(I) Test method An actual use test was conducted at the beach in summer. An equal amount of sample was applied to each of the left and right halves of the back of the panel. The degree of sunburn after exposure to direct sunlight was evaluated according to the following criteria. The panel was performed by 10 people per group.

(Criteria)
Remarkable: No or almost no sunburn symptoms were observed.
Effective: Mild sunburn was observed.
Invalid: Severe sunburn was observed.

(Judgment)
A: Remarkable or effective subjects are 80% or more.
○: Remarkable or effective subjects are 50% or more and less than 80%.
Δ: Remarkable or effective subjects are 30% or more and less than 50%.
X: Remarkable or effective subjects are less than 30%.

(Ii) Preparation of Sample (a) Lotion According to each formulation shown in Table 5 below, a water phase and an alcohol phase were prepared and mixed to obtain a lotion.

(B) Cream Ingredients and blending amounts were in accordance with the formulations shown in Table 6 below. The manufacturing method is as follows.
Propylene glycol and an ultraviolet absorber were added to ion-exchanged water and dissolved, and heated to 70 ° C. (water phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well to obtain a cream.

＊紫外線吸収剤が溶解しなかったため測定せず。
＊＊低温保存で結晶析出。 (Table 5)

* Not measured because the UV absorber did not dissolve.
** Crystals precipitate when stored at low temperature.

＊紫外線吸収剤が溶解しなかったため測定せず。
＊＊低温保存で結晶析出。 (Table 6)

* Not measured because the UV absorber did not dissolve.
** Crystals precipitate when stored at low temperature.

As shown in Tables 5 and 6, lotions (Test Examples 1 to 3) and creams (Test Examples 4 to 6) containing 4-dimethylaminopyridine N-oxide as an ultraviolet absorber are excellent in preventing UV rays in actual use. Showed the effect. Moreover, the coloring of the composition by the mixing | blending was not recognized, but the external appearance similar to the non-blending comparative examples 4 and 8 was exhibited. Furthermore, 4-dimethylaminopyridine N-oxide has very high water solubility, and even in highly blended test examples such as Test Examples 3 and 6, no crystallization was observed over time. In addition, there was no effect on the pH of the blended system.
On the other hand, in Comparative Examples 1-3 and 5-7 in which 2-hydroxy-4-methoxy-5-sulfoxonium benzophenone sodium, which is a conventional ultraviolet absorber, was blended, the composition was colored yellow and inferior in appearance. It was. Moreover, the said compound was low in water solubility, and the precipitation of the crystal | crystallization was recognized by low temperature with the mixture of 5.0 mass%.

  From the above results, it was confirmed that the skin external preparation composition according to the present invention exhibits a high ultraviolet ray preventing effect without being colored by the pyridine compound and / or salt thereof of the present invention. In addition, since the pyridine compound is extremely water-soluble, it can be blended in a high concentration in an aqueous-based external skin composition.

<Skin irritation test>
Using the lotions of Test Example 3 and Comparative Example 4 and the creams of Test Example 6 and Comparative Example 8, the skin irritation test of the skin external preparation composition of the present invention was conducted. The test method is based on the following patch test.
(Test method)
A 24-hour occlusion patch test was conducted with 20 people per group using a fin chamber in the forearm refracted part of healthy male and female volunteers, and judged according to the following criteria. The results are shown in Table 7 below.

(Criteria)
Degree of skin reaction Score
No reaction (negative) 0
Light red spot (negative false) 1
Red spot (weak positive) 2
Erythema + edema (moderately positive) 3
Erythema + edema + papules (strongly positive) 4
Large water bubbles (strongest positive) 5

(Judgment)
An average score was determined according to the above criteria and judged according to the following criteria.
A: The average score is 0.
○: The average score is greater than 0 and less than 1.
Δ: The average score is 1 or more and less than 2.
X: The average score is 2 or more.

(Table 7)
Test Example 3 Comparative Example 4 Test Example 6 Comparative Example 8
Patch test judgment ◎ ◎ ◎ ◎

  As shown in Table 7, skin irritation was not observed in the samples of Test Example 3 and Test Example 6 in which the ultraviolet absorbent according to the present invention was blended, as in the comparative example in which the ultraviolet absorbent was not blended. From these results, it was confirmed that the external preparation composition for skin according to the present invention has no skin irritation in any dosage form and is highly safe.

<Stability test when used in combination with inorganic powder>
In order to study the stability when the skin external preparation composition according to the present invention is used in combination with an inorganic powder-based ultraviolet shielding agent, sunscreen creams having the formulations shown in Table 8 below are produced, and these are prepared at 50 ° C. for 2 months. After storage, the discoloration was visually observed. The results are shown in Table 8.

（製法）
（１）に（２）を加え十分に膨潤させた後、（３）〜（１２）を加え加熱混合し、十分に分散及び溶解した。この分散液を７０℃に保ち、（１３）〜（１６）を混合した溶液を徐々に加えながらホモミキサーで均一に乳化した後、よくかき混ぜながら３０℃まで冷却し、サンスクリーンクリームを得た。 (Table 8)

(Manufacturing method)
After (2) was added to (1) and sufficiently swollen, (3) to (12) were added and mixed by heating to sufficiently disperse and dissolve. The dispersion was kept at 70 ° C., and after uniformly emulsifying with a homomixer while gradually adding the solution obtained by mixing (13) to (16), the mixture was cooled to 30 ° C. while stirring well to obtain a sunscreen cream.

As is clear from Table 8, the sunscreen cream of Comparative Example 9 in which 2-hydroxy-4-methoxy-5-sulfoxonium benzophenone sodium was blended as an ultraviolet absorber had a deep yellow color when inorganic powder was used in combination. did. On the other hand, in Test Example 7 in which 4-dimethylaminopyridine N-oxide was blended, no discoloration occurred due to the combined use of inorganic powder.
Therefore, it was recognized that the skin external preparation composition containing the pyridine compound and / or salt thereof according to the present invention can be used in combination with the inorganic powder.

  Based on the above test results, the UV absorber of the present invention comprising a specific pyridine compound has excellent UV absorbing ability, has no skin irritation and high light stability, and further discolors when used in combination with inorganic powder. Since it does not occur, it was found to be very useful. Furthermore, it became clear that the skin external preparation composition excellent in the sunscreen effect can be obtained by mix | blending the said pyridine compound and / or its salt with a skin external preparation composition.

Hereinafter, although the formulation example of the skin external preparation composition of this invention is given, this invention is not limited to these. In addition, all compounding quantities are shown by the mass%.
<Prescription example 1 lotion>
(Alcohol phase)
Ethanol 10.0
Oleyl alcohol 0.1
POE (20) sorbitan monolaurate 0.5
POE (15) lauryl ether 0.5
Preservative appropriate amount Fragrance appropriate amount (aqueous phase)
4-Dimethylaminopyridine N-oxide 10.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Sodium hydroxide 0.4
1,3-butylene glycol 6.0
Glycerin 4.0
4,5-Dimorpholino-3-hydroxypyridazine 0.3
Ion-exchanged water residue (production method)
An aqueous phase and an alcohol phase were prepared and mixed.

<Prescription example 2 lotion>
(Alcohol phase)
Ethanol 10.0
Oleyl alcohol 0.1
POE (20) sorbitan monolaurate 0.5
POE (15) lauryl ether 0.5
Preservative appropriate amount Fragrance appropriate amount (aqueous phase)
4-Dimethylaminopyridine N-oxide 5.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Sodium hydroxide 0.4
1,3-butylene glycol 6.0
Glycerin 4.0
Terephthalylidene dicamphulsulfonic acid 1.0
4,5-Dimorpholino-3-hydroxypyridazine 0.3
Ion-exchanged water residue (production method)
An aqueous phase and an alcohol phase were prepared and mixed.

<Prescription example 3 lotion>
(Alcohol phase)
Ethanol 10.0
Paramethoxycinnamic acid 2-ethylhexyl ester 0.5
2-Hydroxy-4-methoxybenzophenone 0.5
4-tert-butyl-4'-methoxydibenzoylmethane 0.5
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
0.5
POE (20) oleyl ether 0.5
Preservative appropriate amount Fragrance appropriate amount (aqueous phase)
Dipropylene glycol 6.0
Sorbit 4.0
PEG 1500 5.0
4-Dimethylaminopyridine N-oxide 20.0
Terephthalylidene dicamphulsulfonic acid 1.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Triethanolamine 1.8
Methylcellulose 0.2
Quince Seed 0.1
Ion-exchanged water residue (production method)
Methyl cellulose and quince seeds were mixed and stirred in a portion of ion-exchanged water to prepare a viscous liquid. The remainder of the ion exchange water and the other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

<Formulation example 4 lotion>
(Alcohol phase)
Ethanol 10.0
Paramethoxycinnamic acid 2-ethylhexyl ester 0.5
2-Hydroxy-4-methoxybenzophenone 0.5
4-tert-butyl-4'-methoxydibenzoylmethane 0.5
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
0.5
POE (20) oleyl ether 0.5
Preservative appropriate amount Fragrance appropriate amount (aqueous phase)
Dipropylene glycol 6.0
Sorbit 4.0
PEG 1500 5.0
4-Dimethylaminopyridine N-oxide 7.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Triethanolamine 1.8
Methylcellulose 0.2
Quince Seed 0.1
Ion-exchanged water residue (production method)
Methyl cellulose and quince seeds were mixed and stirred in a portion of ion-exchanged water to prepare a viscous liquid. The remainder of the ion exchange water and the other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

<Prescription Example 5 Cream>
Stearic acid 5.0
Stearyl alcohol 4.0
Isopropyl myristate 18.0
Glycerol monostearate 3.0
Paramethoxycinnamic acid 2-ethylhexyl ester 10.0
2-Hydroxy-4-methoxybenzophenone 5.0
4-tert-Butyl-4'-methoxydibenzoylmethane 3.0
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
Propylene glycol 10.0
4-Dimethylaminopyridine N-oxide 5.0
Terephthalylidene dicamphulsulfonic acid 0.5
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Triethanolamine 1.8
4,5-Dimorpholino-3-hydroxypyridazine 0.2
Potassium hydroxide 0.2
Sodium bisulfite 0.01
Preservative appropriate amount Fragrance appropriate amount Ion-exchange water Residue
An aqueous phase component was added to ion-exchanged water to dissolve it, and the mixture was heated and maintained at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase to pre-emulsify it, and the mixture was uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

<Prescription Example 6 Cream>
Stearic acid 6.0
Sorbitan monostearate ester 2.0
POE (20) sorbitan monostearate ester 1.5
Propylene glycol 10.0
4-Dimethylaminopyridine N-oxide 10.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Sodium hydroxide 0.4
Glycerin trioctanoate 10.0
Squalene 5.0
Sodium bisulfite 0.01
Ethylparaben 0.3
Perfume Appropriate amount Ion exchange water Residue (Production method)
Propylene glycol, 4-dimethylaminopyridine N-oxide, 2-phenylbenzimidazole-5-sulfonic acid and sodium hydroxide were added to ion-exchanged water and dissolved, and heated to 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

<Prescription Example 7 Cream>
Stearic acid 6.0
Sorbitan monostearate ester 2.0
POE (20) sorbitan monostearate ester 1.5
Propylene glycol 10.0
4-Dimethylaminopyridine N-oxide 5.0
Glycerin trioctanoate 10.0
Squalene 5.0
Sodium bisulfite 0.01
Ethylparaben 0.3
Perfume Appropriate amount Ion exchange water Residue (Production method)
Propylene glycol and 4-dimethylaminopyridine N-oxide were added to ion-exchanged water and dissolved, and heated to 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

<Prescription Example 8 Latex>
Stearic acid 2.5
Cetyl alcohol 1.5
Vaseline 5.0
Liquid paraffin 10.0
POE (10) monooleate 2.0
Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
2-Hydroxy-4-methoxybenzophenone 2.0
4-tert-butyl-4'-methoxydibenzoylmethane 2.0
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
PEG 1500 3.0
Triethanolamine 1.0
4-Dimethylaminopyridine N-oxide 5.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Sodium hydroxide 0.4
Terephthalylidene dicamphulsulfonic acid 0.5
4,5-Dimorpholino-3-hydroxypyridazine 0.1
Sodium bisulfite 0.01
Ethylparaben 0.3
Carboxyvinyl polymer 0.05
Perfume Appropriate amount Ion exchange water Residue (Production method)
Carboxyvinyl polymer was dissolved in a small amount of ion-exchanged water (A phase). The aqueous phase component was added to the remainder of the ion exchange water, dissolved by heating and maintained at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase for pre-emulsification, and the A phase was added and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

<Prescription Example 9 Gel>
95% ethanol 10.0
Dipropylene glycol 15.0
POE (50) oleyl ether 2.0
Carboxyvinyl polymer 1.0
Sodium hydroxide 0.55
4-Dimethylaminopyridine N-oxide 1.0
2-Phenylbenzimidazole-5-sulfonic acid 1.0
Methylparaben 0.1
Perfume Appropriate amount Ion exchange water Residue (Production method)
The carboxyvinyl polymer was uniformly dissolved in ion-exchanged water (A phase). POE (50) oleyl ether was dissolved in 95% ethanol and added to Phase A. After adding components other than sodium hydroxide, sodium hydroxide was added to increase the neutralization and viscosity.

<Prescription Example 10 Essence>
(Phase A)
95% ethanol 10.0
Paramethoxycinnamic acid 2-ethylhexyl ester 1.0
2-Hydroxy-4-methoxybenzophenone 0.5
4-tert-butyl-4'-methoxydibenzoylmethane 0.5
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
0.5
POE (20) Octyldodecanol 1.0
Methylparaben 0.15
Pantothenyl ethyl ether 0.1
(Phase B)
Potassium hydroxide 0.1
(Phase C)
4-Dimethylaminopyridine N-oxide 10.0
2-Phenylbenzimidazole-5-sulfonic acid 3.0
Sodium hydroxide 0.4
Glycerin 5.0
Dipropylene glycol 10.0
Terephthalylidene dican full sulfonic acid 2.0
Sodium bisulfite 0.03
Carboxyvinyl polymer 0.2
Ion-exchanged water residue (production method)
The A phase and the C phase were uniformly dissolved, and the A phase was added to the C phase and solubilized. Then phase B was added and mixed.

<Prescription Example 11 Self-tanning Emulsion>
(Parts I)
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
PEG-5 glyceryl stearate 1.0
PEG-60 glycerin stearate 2.0
Cyclomethicone 5.0
Diisopropyl sebacate 5.0
Behenyl alcohol 2.0
Stearyl alcohol 1.0
Hydrogenated palm oil 2.0
Perfume proper amount (Part II)
4-Dimethylaminopyridine N-oxide 5.0
Dihydroxyacetone 5.0
Dipotassium glycyrrhizinate 0.01
Ethanol 5.0
1,3 Butylene glycol 5.0
EDTA-3Na 0.1
Sodium pyrosulfite 0.1
Paraben appropriate amount Ion exchange water Residue
Part I uniformly dissolved at 70 ° C. is added to part II uniformly dissolved at 60 ° C., and emulsification is performed. Thereafter, it is cooled to obtain a self-tanning emulsion.

<Prescription Example 12 Pack>
(Phase A)
Dipropylene glycol 5.0
POE (60) hydrogenated castor oil 5.0
(Phase B)
Olive oil 5.0
Tocopherol acetate 0.2
Ethylparaben 0.2
Fragrance 0.2
(Phase C)
4-Dimethylaminopyridine N-oxide 0.1
Sodium bisulfite 0.03
Polyvinyl alcohol (saponification degree 90, polymerization degree 2000) 13.0
Ethanol 7.0
Ion-exchanged water residue (production method)
A phase, B phase, and C phase were uniformly dissolved, and B phase was added to A phase to solubilize. This was then added to Phase C and mixed.

<Prescription Example 13 Pack>
(Phase A)
Dipropylene glycol 5.0
POE (60) hydrogenated castor oil 5.0
(Phase B)
Olive oil 5.0
Tocopherol acetate 0.2
Ethylparaben 0.2
Fragrance 0.2
(Phase C)
4-Dimethylaminopyridine N-oxide 0.1
2-Phenylbenzimidazole-5-sulfonic acid 0.3
Triethanolamine 0.18
Sodium bisulfite 0.03
Polyvinyl alcohol (saponification degree 90, polymerization degree 2000) 13.0
Ethanol 7.0
Ion-exchanged water residue (production method)
A phase, B phase, and C phase were uniformly dissolved, and B phase was added to A phase to solubilize. This was then added to Phase C and mixed.

  Each of the above Formulation Examples 1 to 11 had an excellent ultraviolet ray preventing effect. Moreover, skin trouble was not recognized at all in Examples 1-13.

<Prescription Example 14 Latex>
(Oil phase)
Stearyl alcohol 1.5
Squalene 2.0
Vaseline 2.5
Deodorized liquid lanolin 1.5
Evening primrose oil 2.0
Isopropyl myristate 5.0
Glycerol monooleate 2.0
2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
POE (60) hydrogenated castor oil 2.0
Tocopherol acetate 0.05
Ethylparaben 0.2
Butylparaben 0.1
Perfume appropriate amount (water phase)
4-Dimethylaminopyridine N-oxide 5.0
4,5-Dimorpholino-3-hydroxypyridazine 0.05
Sodium bisulfite 0.01
Glycerin 5.0
Sodium hyaluronate 0.01
Carboxyvinyl polymer 0.2
Potassium hydroxide 0.2
Ion-exchanged water residue (production method)
The oil phase and the aqueous phase were each dissolved at 70 ° C., the oil phase was mixed with the aqueous phase, emulsified with an emulsifier, and then cooled to 30 ° C. with a heat exchanger.

  The emulsion of the above Formulation Example 14 also had an excellent UV protection effect, and no skin trouble was observed.

<Prescription Example 15 Solid Powdery Foundation>
(1) Talc 15.0
(2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Porous silicic acid powder 15.0
(5) Boron nitride 5.0
(6) Titanium dioxide 5.0
(7) Iron oxide 3.0
(8) Zinc stearate 5.0
(9) 4-Dimethylaminopyridine N-oxide 1.0
(10) Liquid paraffin residue (11) 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
1.0
(12) Triisooctanoic acid glycerin 15.0
(13) Sorbitan sesquioleate 1.5
(14) Preservative appropriate amount (15) Fragrance appropriate amount
(Manufacturing method)
The components (1) to (8) were mixed and pulverized, and the components (9) to (15) were mixed and mixed with stirring. The resulting mixture was molded into a container to obtain a solid foundation. .

<Formulation Example 16: Solid powder foundation>
(1) Talc 15.0
(2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Porous silicic acid powder 15.0
(5) Boron nitride 5.0
(6) Titanium dioxide 5.0
(7) Iron oxide 3.0
(8) Zinc stearate 5.0
(9) 4-Dimethylaminopyridine N-oxide 1.0
(10) Liquid paraffin residue (11) glycerin triisooctanoate 15.0
(12) Sorbitan sesquioleate 1.5
(13) Preservative appropriate amount (14) Fragrance appropriate amount (production method)
The components (1) to (8) were mixed and pulverized, and the components (9) to (15) were mixed and mixed with stirring. The resulting mixture was molded into a container to obtain a solid foundation. .

<Prescription Example 17 Water-in-oil emulsification foundation>
(1) Spherical nylon 10.0
(2) Porous silicic acid powder 8.0
(3) Mica titanium 2.0
(4) Silicone-treated sericite 2.0
(5) Silicone-treated mica 12.0
(6) Silicone-treated titanium dioxide 5.0
(7) Silicone-treated iron oxide 2.0
(8) Ion exchange water Residue (9) 4-Dimethylaminopyridine N-oxide 5.0
(10) Decamethylcyclopentanesiloxane 18.0
(11) Dimethylpolysiloxane 5.0
(12) Squalane 1.0
(13) Polyoxyethylene-modified dimethylpolysiloxane 2.0
(14) Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
(15) 2-Hydroxy-4-methoxybenzophenone 1.0
(16) 4-tert-butyl-4′-methoxydibenzoylmethane 0.5
(17) Terephthalylidene dicamphorsulfonic acid 0.5
(18) 2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate
0.5
(19) Preservative appropriate amount (20) Fragrance appropriate amount (Production method)
The components (10) to (20) were uniformly mixed and dissolved, and then mixed and ground (1) to (7) were added and dispersed. To this dispersion, (9) dissolved in (8) was added and emulsified, and filled into a container to obtain a water-in-oil emulsified foundation.

<Prescription Example 18 White powder>
(1) Remaining talc (2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Boron nitride 5.0
(5) Iron oxide 3.0
(6) Magnesium carbonate 5.0
(7) Squalane 3.0
(8) Glycerin triisooctanoate 2.0
(9) Sorbitan sesquioleate 2.0
(10) 2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate
0.5
(11) 4-Dimethylaminopyridine N-oxide 0.5
(12) Preservative appropriate amount (13) Fragrance appropriate amount (Manufacturing method)
What mixed each component of (7)-(13) was added to the place which mixed and grind | pulverized each component of (1)-(6), and was stirred and mixed, and white powder was obtained.

<Prescription Example 19 Eye Shadow>
(1) Remaining talc (2) Mica 15.0
(3) Spherical nylon powder 10.0
(4) Boron nitride 5.0
(5) Iron oxide 3.0
(6) Titanium oxide coated mica 5.0
(7) Squalane 3.0
(8) Glycerin triisooctanoate 2.0
(9) Sorbitan sesquioleate 2.0
(10) 2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate
1.0
(11) 4-Dimethylaminopyridine N-oxide 0.3
(12) Preservative appropriate amount (13) Fragrance appropriate amount (Manufacturing method)
To each of the components (1) to (6) mixed and pulverized, a mixture of the components (7) to (13) was added and stirred and mixed to obtain an eye shadow.

<Prescription Example 20 Lipstick>
(1) Carnauba 0.5
(2) Candelilla wax 5.0
(3) Ceresin 10.0
(4) Squalane residue (5) Glycerol triisostearate 10.0
(6) Glycerin diisostearate 20.0
(7) Terephthalylidene dicamphorsulfonic acid 0.5
(8) Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
(9) 2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
(10) 4-Dimethylaminopyridine N-oxide 3.0
(11) Macadamia nut oil fatty acid phytosteryl 4.0
(12) Synthetic sodium silicate-magnesium 0.5
(13) Hydrophobic silica 0.5
(14) Ion exchange water 2.0
(15) Colorant appropriate amount (16) Preservative appropriate amount (17) Fragrance appropriate amount (Manufacturing method)
(12) and (13) were dispersed in (11) heated to 60 ° C., and (10) and (14) were added thereto, followed by thorough stirring. Separately, this was added to (1) to (9), which had been heated and dissolved, and stirred well. Further, (15) to (17) were added, dispersed and stirred, and then molded to obtain a lipstick.

<Prescription Example 21 Lipstick>
(1) Carnauba 0.5
(2) Candelilla wax 5.0
(3) Ceresin 10.0
(4) Squalane residue (5) Glycerol triisostearate 10.0
(6) Glycerin diisostearate 20.0
(7) Terephthalylidene dicamphorsulfonic acid 0.5
(8) Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
(9) 2-Ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
(10) 4-Dimethylaminopyridine N-oxide 2.0
(11) 2-Phenylbenzimidazole-5-sulfonic acid 3.0
(12) Sodium hydroxide 0.4
(13) Macadamia nut oil fatty acid phytosteryl 4.0
(14) Synthetic sodium silicate-magnesium 0.5
(15) Hydrophobic silica 0.5
(16) Ion exchange water 2.0
(17) Coloring agent appropriate amount (18) Preservative appropriate amount (19) Fragrance appropriate amount (Manufacturing method)
(14) and (15) were dispersed in (13) heated to 60 ° C., and (10), (11), (12), and (16) were added thereto and stirred sufficiently. Separately, this was added to (1) to (9), which had been heated and dissolved, and stirred sufficiently. Further, (17) to (19) were added and dispersed and stirred, and then molded to obtain a lipstick.

  The makeup cosmetics of Formulation Examples 15 to 21 all had excellent UV protection effects, and skin troubles and discoloration over time were not observed.

<Prescription Example 22 Hair Foam>
(Stock solution formulation)
(1) Acrylic resin alkanolamine liquid (50%) 8.0
(2) Polyoxyethylene hydrogenated castor oil appropriate amount (3) Liquid paraffin 5.0
(4) Glycerin 3.0
(5) Perfume appropriate amount (6) Preservative appropriate amount (7) Ethanol 15.0
(8) 4-Dimethylaminopyridine N-oxide 7.0
(9) Ion exchange water residue (filling formula)
(1) Stock solution 90.0
(2) Liquefied petroleum gas 10.0
(Manufacturing method)
Liquid paraffin was added to a glycerin and polyoxyethylene hydrogenated castor oil solution and uniformly emulsified with a homomixer. This was added to the solution of the other ingredients. For filling, the stock solution was filled in the can, and after the valve was mounted, the gas was filled.

<Prescription Example 23 Hair Foam>
(Stock solution formulation)
(1) Acrylic resin alkanolamine liquid (50%) 8.0
(2) Polyoxyethylene hydrogenated castor oil appropriate amount (3) Liquid paraffin 5.0
(4) Glycerin 3.0
(5) Perfume appropriate amount (6) Preservative appropriate amount (7) Ethanol 15.0
(8) 4-Dimethylaminopyridine N-oxide 3.0
(9) Ion exchange water residue (filling formula)
(1) Stock solution 90.0
(2) Liquefied petroleum gas 10.0
(Manufacturing method)
Liquid paraffin was added to a glycerin and polyoxyethylene hydrogenated castor oil solution and uniformly emulsified with a homomixer. This was added to the solution of the other ingredients. For filling, the stock solution was filled in the can, and after the valve was mounted, the gas was filled.

<Prescription Example 24 Hair Liquid>
(1) Polyoxypropylene (40) butyl ether 20.0
(2) Polyoxyethylene hydrogenated castor oil 1.0
(3) Ethanol 50.0
(4) Perfume appropriate amount (5) Preservative appropriate amount (6) Paramethoxycinnamic acid 2-ethylhexyl ester 2.0
(7) 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
(8) Dye proper amount (9) 4-dimethylaminopyridine N-oxide 2.0
(10) Residual ion exchange water (Production method)
Polyoxypropylene (40) butyl ether, polyoxyethylene hydrogenated castor oil, fragrance, preservative, paramethoxycinnamic acid 2-ethylhexyl ester, 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate were dissolved in ethanol. 4-dimethylaminopyridine N-oxide and dye were dissolved in ion-exchanged water. The aqueous phase was added to the ethanol phase and filtered through filter paper.

<Prescription Example 25 Hair Spray>
(Stock solution formulation)
(1) Acrylic resin alkanolamine liquid (50%) 7.0
(2) Cetyl alcohol 0.1
(3) Silicone oil 0.3
(4) Ethanol residue (5) Fragrance appropriate amount (6) 4-Dimethylaminopyridine N-oxide 1.0
(7) Ion exchange water 3.0
(Filling prescription)
(1) Stock solution 50.0
(2) Liquefied petroleum gas 50.0
(Manufacturing method)
Other components were added to ethanol, dissolved, and filtered. For filling, the stock solution was filled in the can, and after the valve was mounted, the gas was filled.

<Prescription Example 26 Hair Tonic>
(1) 4-Dimethylaminopyridine N-oxide 3.0
(2) Hardened castor oil ethylene oxide (40 mol) adduct 2.0
(3) Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
(4) 2-hydroxy-4-methoxybenzophenone 3.0
(5) 4-tert-butyl-4′-methoxydibenzoylmethane 3.0
(6) Terephthalylidene dicamphorsulfonic acid 1.0
(7) 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
(8) 2-Phenylbenzimidazole-5-sulfonic acid 3.0
(9) Triethanolamine 1.8
(10) Ethanol 60.0
(11) Fragrance appropriate amount (12) Residue of ion-exchanged water (Production method)
Hardened castor oil ethylene oxide (40 mol) adduct in ethanol, paramethoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4-methoxybenzophenone, 4-tert-butyl-4'-methoxydibenzoylmethane, terephthalylidene dicanful sulfone The acid and 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate were dissolved. 4-dimethylaminopyridine N-oxide, 2-phenylbenzimidazole-5-sulfonic acid, and triethanolamine were dissolved in ion-exchanged water. The ethanol phase and the aqueous phase were mixed and the fragrance was added.

<Prescription Example 27 Hair Tonic>
(1) 4-Dimethylaminopyridine N-oxide 2.0
(2) 2-Phenylbenzimidazole-5-sulfonic acid 3.0
(3) Sodium hydroxide 0.4
(4) Hardened castor oil ethylene oxide (40 mol) adduct 2.0
(5) Paramethoxycinnamic acid 2-ethylhexyl ester 3.0
(6) 2-hydroxy-4-methoxybenzophenone 3.0
(7) 4-tert-butyl-4′-methoxydibenzoylmethane 3.0
(8) 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate
5.0
(9) Ethanol 60.0
(10) Perfume appropriate amount (11) Ion-exchanged water residue (Process)
Hydrogenated castor oil ethylene oxide (40 mol) adduct in ethanol, paramethoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4-methoxybenzophenone, 4-tert-butyl-4'-methoxydibenzoylmethane, and 2-ethylhexyl 2- Cyano-3,3-diphenyl acrylate was dissolved. 4-dimethylaminopyridine N-oxide was dissolved in ion-exchanged water. The ethanol phase and the aqueous phase were mixed and the fragrance was added.

  The cosmetics for hair and scalp of Formulation Examples 22 to 27 all had an excellent UV protection effect, and no scalp trouble or discoloration over time was observed.

Claims (4)

An ultraviolet absorber comprising a pyridine compound represented by the following formula (I) and / or a salt thereof.
(Chemical formula 1)

  A UV-absorbing composition comprising the pyridine compound according to claim 1 and / or a salt thereof.   A skin external preparation composition comprising the pyridine compound according to claim 1 and / or a salt thereof.   The skin external preparation composition according to claim 3, further comprising an inorganic powder.