JP2018052864A - Sunscreen cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a sunscreen cosmetic that contains an inorganic pigment with excellent dispersion (stability), and when particularly used as a sunscreen cosmetic, shows good feelings of use and application with good spread.SOLUTION: A sunscreen cosmetic contains an inorganic pigment and a fatty acid alkanolamide derivative represented by the structure of formula (1). [Ris a C7-21 hydrocarbon chain; Ris H or a substituent of formula (2); at least one Rin the molecule is not H; A is H, a methyl group or a -CHCHO-Rgroup]. [Ris a C7-21 hydrocarbon chain; Ris a methyl group; p is 0 or 1].SELECTED DRAWING: None

Description

  The present invention relates to a sunscreen cosmetic that exhibits excellent dispersibility (stability) of inorganic pigments, and particularly exhibits a good feeling of use and a good feeling of application when used in a sunscreen cosmetic.

As is well known, inorganic pigments are commonly used in cosmetics, paints, resins, inks, rubbers, pencils and the like. For example, in cosmetics, inorganic pigments are blended for the purpose of imparting properties such as malleability, adhesion, and film strength to the product, maintaining the dosage form of the product, or coloring. When an inorganic pigment is used for the above purpose, it is required to uniformly disperse the inorganic pigment in the composition so that the composition has no unevenness in color and has high dispersion stability. However, since inorganic pigments have a property that is not easily adapted to oil, it is difficult to obtain a good dispersion state due to the influence of oily raw materials in the composition. For example, in cosmetics, it is difficult to obtain satisfactory dispersibility even when relatively oily raw materials such as lanolin, isopropyl myristate, and fatty acid higher alcohol esters are used.
Thus, in a composition comprising an oily raw material and an inorganic pigment, it is necessary to add a relatively large amount of the oily raw material in order to disperse the inorganic pigment. For example, when used in cosmetics, the oily raw material has an unpleasant oily feeling. There is a problem that the feeling of use is remarkably lowered due to the sticky feeling.

On the other hand, in recent years, more effective sunscreen cosmetics have been demanded, and the amount of inorganic pigments is increasing. Ultraviolet rays are classified into long wavelength ultraviolet rays (UVA) having a wavelength of 320 to 400 nm, medium wavelength ultraviolet rays (UVB) of 290 to 320 nm, and short wavelength ultraviolet rays (UVC) of 290 nm or less. Among these, UVA and UVB reach the ground without being absorbed and scattered by the ozone layer, and have various adverse effects. UVB is known to cause erythema, blisters and the like, and UVA is known to cause immediate blackening, which is skin darkening that occurs within minutes after exposure (Patent Document 1).
Sunscreen cosmetics are blended with an ultraviolet scattering agent and an ultraviolet absorber (Patent Document 2). As the UV scattering agent, metal oxides such as titanium oxide and zinc oxide are used, and since they have a property of shielding wavelengths shorter than the wavelength of the UVA region corresponding to the band gap of these metal oxides, not only UVA but also UVB is used. It is known to have a shielding effect (Patent Document 3). However, when the compounding amount is increased, the metal oxide has a problem that the elongation becomes heavy and the white floating on which the white color remains on the skin becomes a problem. The white float is considered to be caused by the fact that the metal oxide, which is an ultraviolet light scattering agent, forms an agglomerate, and a method of performing surface treatment to suppress white float and making titanium oxide fine particles (Patent Document 4). ) And a method of containing an iron component in a metal oxide (Patent Document 5), and a method of forming a colored layer with an organic dye on the surface of an inorganic powder (Patent Document 6). On the other hand, it is excellent in the dispersibility (stability) of an inorganic pigment by using a specific acylamino acid ester, regardless of the method of surface treatment of such an inorganic pigment, and shows a good feeling when used especially in cosmetics. Sunscreen cosmetics are disclosed (Patent Document 7). However, no oily raw material has been found that has both sufficient dispersion stability and good feeling without stickiness and a feeling of application.

JP2007-77050 JP2016-098178A JP-A-10-120543 Japanese Patent No. 3567335 JP-A-7-69636 Japanese Patent No. 3654748 Japanese Patent No. 4214611

  Under the background of the prior art described in the preceding paragraph, the object of the present invention is excellent in the dispersibility (stability) of inorganic pigments, particularly when used in sunscreen cosmetics, showing a good feeling of use and a good feeling of elongation. It is to provide sunscreen cosmetics.

  As a result of intensive studies to achieve the object described in the preceding paragraph, the present inventor must use a fatty acid alkanolamide derivative having a specific organic value and inorganic value in combination with an inorganic pigment in cosmetics, etc. The inventors have found that the above problems can be solved, and have completed the present invention based on such knowledge.

That is, the present invention
The present invention relates to a sunscreen cosmetic characterized by containing an inorganic pigment and a fatty acid alkanolamide derivative represented by the structure of the general formula (1).
[In the formula (1), R ¹ represents a hydrocarbon chain having 7 to 21 carbon atoms;
R ² represents a hydrogen atom or a substituent of the general formula (2), but at least one R ^{2 in the} molecule is not a hydrogen atom.
A represents a hydrogen atom, a methyl group, or a —CH ₂ CH ₂ O—R ² group. ]

However, in the formula (2), R ³ represents a hydrocarbon chain having 7 to 21 carbon atoms,
R ⁴ represents a methyl group,
p represents an integer of 0 to 1. ]

The substance of the general formula (1) can be easily obtained by heating and dehydrating a fatty acid alkanolamide and an acylamino acid. As a combination of fatty acid alkanolamide and acylamino acid to be used,
Fatty acid diethanolamide and acylmethyl β-alanine,
Fatty acid monoethanolamide and acylmethyl β-alanine,
Fatty acid methylethanolamide and acylmethyl β-alanine,
Fatty acid diethanolamide and acylhydroxyethyl β-alanine,
Fatty acid monoethanolamide and acylhydroxyethyl β-alanine,
Fatty acid methylethanolamide and acylhydroxyethyl beta-alanine,
Fatty acid diethanolamide and acylmethylglycine,
Fatty acid monoethanolamide and acylmethylglycine,
A combination of fatty acid methylethanolamide and acylmethylglycine is exemplified, and a fatty acid alkanolamide derivative represented by the general formula (1) can be obtained by heating and dehydrating an N-acylamino acid equivalent to or more than the fatty acid alkanolamide.
As fatty acid alkanolamide, lauric acid diethanolamide, lauric acid myristic acid diethanolamide, stearic acid diethanolamide, oleic acid diethanolamide, coconut oil fatty acid diethanolamide, coconut oil fatty acid N-methylethanolamide, palm kernel oil fatty acid diethanolamide, Modified coconut oil fatty diethanolamide, coconut oil fatty acid monoethanolamide, stearic acid monoethanolamide, lauric acid monoisopropanolamide, lauric acid N-methylethanolamide, more preferred compounds are diethanolamine derivatives and lauric acid diethanolamide, Lauric acid myristic acid diethanolamide, stearic acid diethanolamide, coconut oil fatty acid diethanolamide, palm Oil fatty acid diethanol amide and the like, in particular lauric acid diethanolamide, coconut oil fatty acid diethanolamide preferred.
The molar ratio of fatty acid diethanolamine to acylamino acid can be selected from 1 to 2 moles of acylamino acid per mole of fatty acid diethanolamine, but 1.25 to 1.80 moles of acylamino acid is used. It is preferable in terms of the dispersion performance of the inorganic pigment.

  It is possible to provide a sunscreen cosmetic that is excellent in dispersibility of an inorganic pigment in an oily component such as mineral oil, and that gives a good feeling of use and a good feeling of elongation when applied as a cosmetic.

Hereinafter, embodiments of the present invention will be described.
First, the powder inorganic pigment which is one of the components of the sunscreen cosmetic of the present invention will be described. Examples of inorganic pigments used in cosmetics include titanium dioxide, zinc oxide, iron oxide (Bengara), iron titanate, γ-iron oxide, yellow iron oxide, ocher, black iron oxide, carbon black, and low-order titanium oxide. , Mango violet, part 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, aluminum powder, copper powder, gold powder, mica, talc, kaolin, sericite (sericite), muscovite, phlogopite, synthetic mica, saucite, mica, lithia mica, permiculite, calcium carbonate, magnesium carbonate, silica Aluminum silicate, barium silicate, calcium silicate, magnesium silicate, silicate strike Ntium, metal tungstate, silica, zeolite, barium sulfate, calcined calcium sulfate (baked gypsum), calcium phosphate, fluorapatite, hydroxyapatite, ceramic powder, metal soap (such as zinc myristate, calcium palmitate, aluminum stearate), Examples thereof include boron nitride and photochromic pigments.
Moreover, the inorganic pigment surface-treated with the surface modifier etc. may be sufficient. Examples include Nε-lauroyl lysine, perfluoroalkyl phosphate diethanolamine, sodium metaphosphate, amino acids, acylated collagen, lecithin, metal soaps, acyl amino acid salts, methylhydrogenpolysiloxane and other silicon, polyacrylic acid, chitosan, Inorganic pigments coated with nylon powder, coloring pigments and the like can be mentioned. Even if the inorganic pigment has improved dispersibility by the surface treatment, the dispersibility can be further improved in the cosmetic using the fatty acid alkanolamide derivative in the present invention. These inorganic pigments may be used alone or in combination of two or more depending on the purpose of use.

When blending inorganic pigments in cosmetics, these pigments are combined, and cosmetic oily raw materials, water-soluble raw materials, surfactants, perfumes, chemicals, and the like are added and dispersed therein. The role of inorganic pigments in cosmetics is large: color pigments adjust the color tone of products, and white pigments control hiding power in addition to color tone. The extender adjusts the color tone as a diluent and adjusts the usability (extensibility, adhesion) and gloss of the product. Extender pigments are also used to maintain product dosage forms. Pearlescent pigments give the product a glitter. Special functional pigments are pigments that have been developed relatively recently to improve usability, make-up effect, and UV scattering effect by blending into products.
There is no particular limitation on the size (particle size) of the powdered inorganic pigment contained in the sunscreen cosmetic of the present invention, and the size is suitable for each composition. There is no particular limitation to the appropriate size, and the target composition can be used even if the size is adjusted (in advance) before blending as a composition, or as seen in the preparation of the above-mentioned color pigment. The size can be adjusted when kneading after adding the raw materials. Of course, some adjustments can be made in advance, and further adjustments can be made as necessary even when the raw materials are kneaded.

Next, the fatty acid alkanolamide derivative which is an essential component of the sunscreen cosmetic of the present invention will be described.
The fatty acid alkanolamide derivative which is an essential component of the present invention is a compound having a structure represented by the general formula (1).
[In the formula (1), R ¹ represents a hydrocarbon chain having 7 to 21 carbon atoms;
R ² represents a hydrogen atom or a substituent of the general formula (2), but at least one R ^{2 in the} molecule is not a hydrogen atom.
A represents a hydrogen atom, a methyl group, or a —CH ₂ CH ₂ O—R ² group. ]

[However, in the formula (2), R ³ represents a hydrocarbon chain having 7 to 21 carbon atoms,
R ⁴ represents a methyl group,
p represents an integer of 0 to 1. ]
The hydrophobic group of the fatty acid alkanolamide derivative of the present invention is represented by R ¹ to R ³ , and the hydrophobic group length may be a single composition, branched chain, unsaturated, as long as the hydrophobic group length is between 7 and 21 carbon atoms. It may be composed of a plurality of hydrophobic groups that may contain a bond.

The fatty acid alkanolamide derivative of the present invention has a multi-chain type by introducing two or more hydrophobic groups and two or more amide linking groups and one or more ester linking groups connecting them into the structure. It has a high polarity. In order to satisfy these conditions, it is preferable that when A has an amide linking group in the structure represented by the general formula (1), it is an acylamino acid residue.
The substance of the general formula (1) can be easily obtained by heating and dehydrating a fatty acid alkanolamide and an acylamino acid. As a combination of fatty acid alkanolamide and acylamino acid to be used,
Fatty acid diethanolamide and acylmethyl β-alanine,
Fatty acid monoethanolamide and acylmethyl β-alanine,
Fatty acid methylethanolamide and acylmethyl β-alanine,
Fatty acid diethanolamide and acylhydroxyethyl β-alanine,
Fatty acid monoethanolamide and acylhydroxyethyl β-alanine,
Fatty acid methylethanolamide and acylhydroxyethyl beta-alanine,
Fatty acid diethanolamide and acylmethylglycine,
Fatty acid monoethanolamide and acylmethylglycine,
A combination of fatty acid methylethanolamide and acylmethylglycine is exemplified, and a fatty acid alkanolamide derivative represented by the general formula (1) can be obtained by heating and dehydrating an N-acylamino acid equivalent to or more than the fatty acid alkanolamide.
As fatty acid alkanolamide, lauric acid diethanolamide, lauric acid myristic acid diethanolamide, stearic acid diethanolamide, oleic acid diethanolamide, coconut oil fatty acid diethanolamide, coconut oil fatty acid N-methylethanolamide, palm kernel oil fatty acid diethanolamide, Modified coconut oil fatty diethanolamide, coconut oil fatty acid monoethanolamide, stearic acid monoethanolamide, lauric acid monoisopropanolamide, lauric acid N-methylethanolamide, more preferred compounds are diethanolamine derivatives and lauric acid diethanolamide, Lauric acid myristic acid diethanolamide, stearic acid diethanolamide, coconut oil fatty acid diethanolamide, palm Oil fatty acid diethanol amide and the like, in particular lauric acid diethanolamide, coconut oil fatty acid diethanolamide preferred.

  The molar ratio of fatty acid diethanolamine to acylamino acid can be selected from 1 to 2 moles of acylamino acid per mole of fatty acid diethanolamine, but 1.25 to 1.80 moles of acylamino acid is used. It is preferable in terms of the dispersion performance of the inorganic pigment. When 1 mol or less of acylamino acid is used, the raw material fatty acid diethanolamine remains and the pigment-free dispersibility is lowered. When the acylamino acid is 2 mol or more, carboxylic acid type acylamino acid remains and is insoluble. In addition to causing precipitation and causing problems in appearance, pigment dispersibility is lowered.

  The combination of fatty acid alkanolamide and acylamino acid of this fatty acid alkanolamide derivative was analyzed using an organic conceptual diagram (Table 1). For the condensate of fatty acid alkanolamide and acylamino acid, the organic value, inorganic value, IOB, angle, distance in the organic conceptual diagram, and the HLB value calculated from the organic value and inorganic value are shown in the table. The table shows triethylhexanoin, cetyl ethylhexanoate, isononyl isononanoate, and neopentyl glycol dicaprate as ester oils that are used in sunscreen cosmetics and are said to have good dispersibility. Moreover, among the known emollients, the values of acylamino acid derivatives lauroyl sarcosine isopropyl, lauroyl glutamate di (phytosteryl / octyldodecyl), and myristoylmethylaminopropionate hexyldecyl were shown.

A compound obtained by condensing a fatty acid alkanolamide and an acylamino acid used in the present invention has a high inorganic value of 465 or more as compared with existing ester oils and acylamino acid derivatives. On the other hand, the value of the organic value is 580 to 960, which is not particularly high compared to the ester oil and emollient shown in the table, but the angle calculated from the organic value and the inorganic value is high around 40 °. The value is shown. Moreover, the value of an angle is a value close | similar to 36.6 degrees and 40 degrees of the lauroyl sarcosine isopropyl which is the existing emollient agent in a table | surface. It is also characterized by a large distance value of 740 to 1200. Among the parameters in these organic conceptual diagrams, the inorganic value is said to mainly indicate the degree of electrical affinity, and since it exhibits a high inorganic value, it is an inorganic compound such as titanium oxide, zinc oxide, and iron oxide. It is inferred that it has a high affinity with inorganic pigments and contributes greatly to dispersibility.
Features as a fatty acid alkanolamide derivative capable of obtaining cosmetics with high dispersibility of inorganic pigments used in the present invention and excellent usability such as slipperiness and skin familiarity when blended in cosmetics It can be characterized by parameters in the organic conceptual diagram, the inorganic value is preferably 460 to 730, more preferably 560 to 730, and the organic value is preferably 580 to 960, more preferably 640-960. Moreover, it is preferable that the value of the distance in an organic conceptual diagram is 740-1210, More preferably, it is a value of 850-1210.

^{* Note 1:} Reactant of 1.0 mol of coconut oil fatty acid diethanolamide and 1.0 mol of N-coconut oil fatty acid-N-methyl-glycine
^{* Note 2:} A reaction product of 1.0 mol of coconut oil fatty acid diethanolamide and 2.0 mol of N-coconut oil fatty acid-N-methyl-glycine
^{* Note 3} Reaction product of 1.0 mol of lauric acid monoethanolamide and 1.0 mol of N-coconut oil fatty acid-N-methyl-glycine

  These fatty acid alkanolamide derivatives are less irritating to the skin and mucous membranes, and are excellent in the feeling of spreading to the skin, familiarity, and smoothness, so that they are especially used as oily raw materials for cosmetics. It is excellent. In particular, fatty acid alkanolamide derivatives are preferred for use in cosmetics because they have no unpleasant oiliness and stickiness that are characteristic of oily raw materials that have been used so far in cosmetics, and are excellent in a refreshing or light and light feel. .

The simplest embodiment of the sunscreen cosmetic of the present invention is a mixture comprising the inorganic pigment and the fatty acid alkanolamide derivative.
There are no particular limitations or difficulties in preparing such a mixture, and any known method can be applied accordingly. The blending amount of the powdered inorganic pigment in the mixture in this embodiment is appropriately determined depending on the intended use.

  Instead of such a simple mixture, the (particle) surface of the inorganic pigment may be coated (coated) with a fatty acid alkanolamide derivative to provide the sunscreen cosmetic of the present invention. When coating, the method is not particularly limited. For example, the fatty acid alkanolamide derivative according to the present invention is dissolved in a solvent such as ethanol, and the pigment is dispersed therein, followed by filtration. When the composition of the present invention is coated, the amount of the fatty acid alkanolamide derivative is not particularly limited, but is usually 1 to 30% by mass, preferably 1 to 25% by mass, more preferably 1 to 25% by mass with respect to the inorganic pigment. What is necessary is just to adjust so that it may become 20 mass%. When the addition amount is 1% by mass or less, the elongation at the time of applying the cosmetic containing the coated inorganic pigment is deteriorated, and the effect of improving the dispersibility of the inorganic pigment is not sufficiently obtained as well as the feeling of use is not impaired. When the addition amount exceeds 30% by mass, the familiarity with the skin when applying a cosmetic containing a coated inorganic pigment is poor and the feeling of use is impaired.

The sunscreen cosmetic of the present invention contains the components (A) to (D).
(A) The content of the fatty acid alkanolamide derivative according to claim 1 is 1 to 30% by mass.
(B) Content of UV protection agent is 5 to 45% by mass
(C) Content of oil agent such as ester, hydrocarbon compound and silicon oil is 1 to 40% by mass
(D) Content of nonionic surfactant is 0.1 to 10%
The ultraviolet protective agent (B) is an ultraviolet scattering agent and / or an ultraviolet absorbing agent, and the ultraviolet scattering agent is zinc oxide or titanium oxide.

(A) Fatty acid alkanolamide derivative In the present invention, the dispersibility of inorganic pigments such as titanium oxide, zinc oxide and iron oxide is improved by using the fatty acid alkanolamide derivative described above as part or all of the oily base. In addition, it exhibits an excellent effect on the performance of the cosmetics containing the cosmetics in terms of the elongation of the cosmetics and the skin familiarity.
The added fatty acid alkanolamide derivative not only has an effect of improving pigment dispersibility, but also has an emollient effect, such as a water evaporation inhibitory effect, as well as an improved feeling of use and a pigment spreading property on the skin. Has the ability to raise.
The amount added to the cosmetic can be appropriately selected depending on the intended use, but for example, sunscreen may be used in an amount of 1 to 30% by mass, preferably 1 to 25% by mass, and more preferably 1%, based on the total cosmetic. In a makeup cosmetic such as a foundation, 1 to 30% by mass may be used, preferably 1 to 25% by mass, more preferably 1 to 20% by mass. Is done. If the addition amount is 1% by mass or less, not only the elongation at the time of coating is deteriorated but the feeling of use is impaired, and the dispersibility of the inorganic pigment is lowered. If the addition amount exceeds 30% by mass, the familiarity with the skin is poor and the usability is impaired.

(B) Ultraviolet protective agent In the prescription of the sunscreen cosmetic of the present invention, an ultraviolet protective agent can be blended as long as the effects of the present invention are not impaired. The ultraviolet protective agent is preferably an ultraviolet scattering agent and / or an ultraviolet absorbing agent, and more preferably the ultraviolet scattering agent is zinc oxide or titanium oxide.
The content of the UV protection agent in the sunscreen cosmetic is 5 to 45% by mass, preferably 5 to 40% by mass, and more preferably 5 to 35% by mass.

(C) Oil agent In prescription of the sunscreen cosmetics of this invention, another oil agent can be arbitrarily mix | blended in the range which does not impair the effect of this invention. These include, for example, saturated or unsaturated fatty acids and higher alcohols derived therefrom, squalane, castor oil and derivatives thereof, beeswax, lanolins and derivatives thereof including liquid and purified lanolin, cholesterol and derivatives thereof, macadamia nuts Oil, jojoba oil, carnauba wax, sesame oil, cacao oil, palm oil, mink oil, wood wax, candelilla wax, whale wax and other oil phase raw materials, paraffin, microcrystalline wax, liquid paraffin, petroleum jelly, ceresin and other petroleum oils In addition to oil phase raw materials derived from minerals, methylpolysiloxane, polyoxyethylene / methylpolysiloxane, polyoxypropylene / methylpolyoxysiloxane, poly (oxyethylene, oxypropylene) / methylpolysiloxane, methyl Phenyl polysiloxane, fatty acid-modified polysiloxanes, silicones such as silicone polymers, such as aliphatic alcohol-modified polysiloxane, amino-modified polysiloxane, resin acids, fatty esters, ketones, and the like.
Content of the oil agent in sunscreen cosmetics is 1-40 mass%, Preferably it is 1-35 mass%, More preferably, it is 1-30 mass%.

(D) Nonionic surfactant In the sunscreen cosmetics of the present invention, N-long chain acyl acidic amino acid salts and N-long chain acyls are used as surfactants as long as the effects of the present invention are not impaired. N-long chain acyl amino acid salts such as acidic amino acid salts, N-long chain fatty acid acyl-N-methyl taurine salts, alkyl sulfates and their alkylene oxide adducts, fatty acid amide ether sulfates, fatty acid metal salts and weak base salts, sulfosucci Anionic surfactants such as acid surfactants, alkyl phosphates and their alkylene oxide adducts, alkyl ether carboxylic acids, etc .;
As component (D), ether type surfactants such as glycerin ether and its alkylene oxide adduct, ester type surfactants such as glycerin ester and its alkylene oxide adduct, ether esters such as sorbitan ester and its alkylene oxide adduct Type surfactant, polyoxyalkylene fatty acid ester, glycerin ester, fatty acid polyglycerin ester, sorbitan ester, sucrose fatty acid ester and other ester type surfactants, alkyl glucosides, hydrogenated castor oil pyroglutamic acid diester and its ethylene oxide adduct, And non-ionic surfactants such as nitrogen-containing nonionic surfactants such as fatty acid alkanolamides;
Cationic surfactants such as aliphatic amine salts such as alkylammonium chlorides and dialkylammonium chlorides, aromatic quaternary ammonium salts such as quaternary ammonium salts and benzalkonium salts, fatty acid acyl arginine esters; and carboxybetaines Various surfactants such as amphoteric surfactants such as betaine type surfactants, aminocarboxylic acid type surfactants, imidazoline type surfactants, and the like can also be added.
The content of the nonionic surfactant in the sunscreen cosmetic is 0.1 to 10% by mass, preferably 0.2 to 10% by mass, and more preferably 0.5 to 10% by mass.

Furthermore, in addition to the above-mentioned components, various additives usually used in cosmetics can be added to the sunscreen cosmetic of the present invention within a range that does not impair the effects of the present invention. For example, amino acids such as glycine, alanine, serine, threonine, arginine, glutamic acid, aspartic acid, leucine and valine; polyhydric alcohols such as glycerin, ethylene glycol, 1,3-butylene glycol, propylene glycol and isoprene glycol; polyglutamic acid , Polyaspartic acid-containing polyamino acids and salts thereof, polyethylene glycol, gum arabic, alginate, xanthan gum, hyaluronic acid, hyaluronate, chitin, chitosan, water-soluble chitin, carboxyvinylcellulose, carboxymethylcellulose, hydroxyethylcellulose, hydroxy Propyltrimethylammonium chloride, polydimethylmethylenepiperidinium chloride, polyvinylpyrrolidone derivative quaternary ammonium, potassium Water-soluble polymers such as activated protein, collagen degradation products and derivatives thereof, acylated protein, polyglycerol, amino acid polyglycerol ester, sugar alcohols such as mannitol and alkylene oxide adducts thereof, and lower alcohols such as ethanol and propanol Animal and plant extracts, nucleic acids, vitamins, enzymes, anti-inflammatory agents, bactericides, antiseptics, antioxidants, UV absorbers, chelating agents, antiperspirants, pigments, dyes, oxidation dyes, organic and inorganic powders Body, pH adjusting agent, pearling agent, wetting agent and the like can be blended.
There are no particular restrictions on the dosage form of the sunscreen cosmetics of the present invention, such as emulsification system, solution system, solubilization system, powder dispersion system, water-oil two-layer system, water-oil-powder three-layer system, etc. Such a dosage form may be used.

The effects of the present invention will be described in further detail with reference to the following examples.
According to Synthesis Examples 1 to 13, various fatty acid alkanolamide derivatives according to the present invention and fatty acid alkanolamide derivatives not corresponding to the present invention according to Comparative Synthesis Examples 1 and 2 were produced, and the evaluations described in Tables 2 and 3 were made as samples. The test was conducted.

Synthesis Example 1 (CDE-1.5ACA)
N-coconut oil fatty acid-N-methyl obtained by acid precipitation of 28.65 g (95.3 mmol) of coconut oil fatty acid diethanolamide (Kawaken Fine Chemical Co., Ltd. Amizole CDE-G) and Kawaken Fine Chemical Co., Ltd. Alanon ACE in a flask -Β-Alanine 42.69 g (143 mmol, 1.5equiv.) Was heated to 130 ° C. and subjected to dehydration reaction under reduced pressure for 7 hours to carry out an esterification reaction. The theoretical amount of water is distilled, and O, O'-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester and O- (N-coconut oil) of coconut oil fatty acid diethanolamide which is the esterified product. 61.64 g of a mixture of (fatty acid-N-methyl-β-alanine) ester was obtained. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (7.5H m), 1.3ppm (42H m), 1.6ppm (5H m), 2.28-2.30ppm (5H t), 2.7ppm (2.5H t), 3.05ppm (4.5H t), 3.6ppm (7.5H m), 3.8ppm (1H m), 4.2ppm (4H t).

Synthesis Example 2 (CDE-1.0ACA)
In a flask, 90.00 g (300 mmol) of coconut oil fatty acid diethanolamide and 93.90 g (315 mmol, 1.05 equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. and dehydrated under reduced pressure for 7 hours. Esterification reaction was carried out. The theoretical amount of water was distilled off to obtain 165.65 g of an O- (N-coconut oil fatty acid-N-methyl-β-alanine) ester body of coconut oil fatty acid diethanolamide as a monoesterified product. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (6H m), 1.3ppm (33H m), 1.6ppm (4H m), 2.28-2.30ppm (4H t), 2.6−2.7ppm (2H t), 3.05ppm (2H t ), 3.6ppm (6H m), 3.8ppm (2H m), 4.2ppm (2H t).

Synthesis Example 3 (CDE-2.0ACA)
In a flask, 90.00 g (300 mmol) of coconut oil fatty acid diethanolamide and 183.36 g (615 mmol, 2.05 equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. and dehydrated for 12 hours under reduced pressure. Esterification reaction was carried out. A theoretical amount of water was distilled off to obtain 256.70 g of an O, O′-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester body of coconut oil fatty acid diethanolamide, which is a diesterified product. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (9H m), 1.3ppm (55H m), 1.6ppm (6H m), 2.25 to 2.35ppm (6H t), 2.6−2.7ppm (4H t), 3.05ppm (8H t ), 3.6ppm (8H m), 4.2ppm (4H t).

Synthesis Example 4 (LDE-1.5ALA)
In a flask, 30.05 g (100 mmol) of lauric acid diethanolamide (Kawaken Fine Chemical Co., Ltd. Amizole LDE-G) and 42.81 g (150 mmol, 1.50) of N-lauroyl-N-methyl-β-alanine (Kawaken Fine Chemical Co., Ltd. Alanon ALA) equiv.) was reduced to 2 kPa and heated at 125-130 ° C. for 9 hours. The theoretical amount of water was distilled, and this condensate, lauric acid diethanolamide, O, O'-bis (N-lauroyl-N-methyl-β-alanine) ester and O- (N-lauroyl-N-methyl). 63.41 g of a mixture of (β-alanine) ester was taken up. After standing to cool, the structure of the product was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (7.5H, m), 1.3ppm (41H, m), 1.6ppm (5H, m), 2.3−2.4ppm (5H, m), 2.6−2.7ppm (2.5H, m ), 2.9-3.1ppm (3H, m), 3.6ppm (7.5H, m), 4.2ppm (2H m).

Synthesis Example 5 (LME-1.0ALA)
In a flask, 24.35 g (100 mmol) of lauric acid monoethanolamide (Kawaken Fine Chemical Co., Ltd. Amizole LME) and 29.97 g (105 mmol, 1.05equiv.) Of N-lauroyl-N-methyl-β-alanine were reduced to 2 kPa, Heated at 130 ° C. for 6 hours. A theoretical amount of water was distilled, and 51.5 g of an O- (N-lauroyl-N-methyl-β-alanine) ester of lauric acid monoethanolamide, which was the condensate, was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (6H, m), 1.3ppm (32H, m), 1.5ppm (4H. M), 2.1ppm (2H, t), 2.3ppm (2H, t), 2.7ppm (2H , t), 3.3ppm (2H, t), 3.5ppm (3H, s), 3.6ppm (2H, t), 4.1ppm (2H, t).

Synthesis Example 6 (Lauric acid-N-methylethanolamide-1.0ALA)
In a flask, 25.74 g (100 mmol) of lauric acid methylethanolamide derived from lauric acid chloride and N-methylethanolamine and 28.55 g (100 mmol, 1.0 equiv.) Of N-lauroyl-N-methyl-β-alanine to 2 kPa The pressure was reduced and the mixture was heated at 130 ° C. for 7 hours. A theoretical amount of water was distilled off, and 48.31 g of O- (N-lauroyl-N-methyl-β-alanine) ester of lauric acid methylethanolamide as the condensate was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (6H, m), 1.3ppm (32H, m), 1.5ppm (4H, m), 2.3ppm (4H, m), 2.7ppm (2H, t), 3.5ppm (8H m), 3.6ppm (2H, t), 4.5ppm (2H, t).

Synthesis Example 7 (LDE-2.0SLA)
In a flask, 28.74 g (100 mmol) of lauric acid diethanolamide and 54.22 g (200 mmol, 2.0equiv.) Of N-lauroyl-N-methyl-glycine (Seipon SLA, Kawaken Fine Chemical Co., Ltd.) were reduced to 2 kPa at 130 ° C. Heated for 10 hours. A theoretical amount of water was distilled off, and 68.54 g of an O, O′-bis (N-lauroyl-N-methyl-glycine) ester of lauric acid diethanolamide as the condensate was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (9H, m), 1.3ppm (48H, m), 1.5ppm (6H, m), 2.3ppm (6H, m), 3.5ppm (8H, m), 4.5ppm (4H , m), 4.9ppm (4H, s).

Synthesis Example 8 (LME-1.0SLA)
In the flask, 24.34 g (100 mmol) of lauric acid monoethanolamide and 27.15 g (100 mmol, 1.0 equiv.) Of N-lauroyl-N-methyl-glycine were reduced to 2 kPa and heated at 120 ° C. for 5 hours. A theoretical amount of water was distilled off, and 46.68 g of the O- (N-lauroyl-N-methyl-glycine) ester of lauric acid monoethanolamide, which was the condensate, was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (6H, m), 1.3ppm (32H, m), 1.5ppm (4H, m), 2.1ppm (2H, t), 2.3ppm (2H, t), 3.3ppm (2H , t), 3.5ppm (3H, s), 4.1ppm (2H, t), 4.9ppm (2H, s).

Synthesis Example 9 (CDE-1.5ALA)
In the flask, 30.05 g (100 mmol) of coconut oil fatty acid diethanolamide and 42.80 g (150 mmol, 1.5 equiv.) Of N-lauroyl-N-methyl-β-alanine were reduced to 2 kPa and heated at 135 ° C. for 7 hours. The theoretical amount of water is distilled, and O, O'-bis (N-lauroyl-N-methyl-β-alanine) ester and O- (N-lauroyl-N-methyl) of coconut oil fatty acid diethanolamide which is an esterified product. The mixture of -β-alanine) ester was taken up by 64.53 g. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (7.5H, m), 1.3ppm (42H, m), 1.6ppm (5H, m), 2.3ppm (5H, m), 3.5ppm (10H, m), 4.5ppm ( 5H, m), 4.9ppm (5H, s).

Synthesis Example 10 (CDE-1.5SLA)
In the flask, 30.05 g (100 mmol) of coconut oil fatty acid diethanolamide and 40.70 g (150 mmol, 1.5 equiv.) Of N-lauroyl-N-methyl-glycine were reduced to 2 kPa and heated at 130 ° C. for 9 hours. A theoretical amount of water is distilled, and the O, O'-bis (N-lauroyl-N-methyl-glycine) ester and O- (N-lauroyl-N-methyl-) of this condensate, coconut oil fatty acid diethanolamide. A mixture of 65.15 g of glycine) ester was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (7.5H, m), 1.3ppm (41H, m), 1.6ppm (5H, m), 2.3ppm (5H, m), 3.5ppm (10H, m), 4.5ppm ( 5H, m), 4.9ppm (5H, s).

Synthesis Example 11 (CDE-1.5SCA)
30.05 g (100 mmol) of coconut oil fatty acid diethanolamide in a flask, 42.62 g (150 mmol, 1.5 equiv.) Of N-coconut oil fatty acid-N-methyl-glycine obtained by acid precipitation of Soken SCE from Kawaken Fine Chemical Co., Ltd. The pressure was reduced to 2 kPa and heated at 130 ° C. for 9 hours. The theoretical amount of water is distilled, and this condensate, coconut oil fatty acid diethanolamide, O, O′-bis (N-coconut oil fatty acid-N-methyl-glycine) ester and O— (N-coconut oil fatty acid) A mixture of 63.70 g of N-methyl-glycine) ester was taken up. ^The structure was determined by ¹ H-NMR. ¹ H NMR chemical shift: 0.9ppm (7.5H, m), 1.3ppm (43H, m), 1.6ppm (5H, m), 2.3ppm (5H, m), 3.5ppm (10H, m), 4.5ppm ( 5H, m), 4.9ppm (5H, s).

Synthesis Example 12 (CDE-1.25ACE)
30.50 g (100 mmol) of coconut oil fatty acid diethanolamide and 37.29 g (125 mmol, 1.25 equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. in a flask and dehydrated under reduced pressure for 5 hours. Esterification reaction was performed by making it react. The theoretical amount of water is distilled, and O, O'-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester and O- (N-coconut oil) of coconut oil fatty acid diethanolamide which is the esterified product. 60.25 g of a mixture of fatty acid-N-methyl-β-alanine) ester was obtained. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (6.7H m), 1.3ppm (40H m), 1.6ppm (4.5H m), 2.28-2.30ppm (4.5H t), 2.7ppm (2H t), 3.05ppm (3.7 H t), 3.6 ppm (6.5 H m), 3.8 ppm (6.5 H m), 4.2 ppm (4 H t).

Synthesis Example 13 (CDE-1.8ACA)
In a flask, 45.81 g (152 mmol) of coconut oil fatty acid diethanolamide and 81.68 g (274 mmol, 1.8equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. and dehydrated under reduced pressure for 10 hours. Esterification reaction was carried out. The theoretical amount of water is distilled, and O, O'-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester and O- (N-coconut oil) of coconut oil fatty acid diethanolamide which is the esterified product. A mixture of 115.13 g of (fatty acid-N-methyl-β-alanine) ester was obtained. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (8.1H m), 1.3ppm (50H m), 1.6ppm (5.5H m), 2.28-2.30ppm (5.5H t), 2.6−2.7ppm (3.5H t), 3.05 ppm (5H t), 3.6ppm (7.5H m), 3.8ppm (6.5H m), 4.2ppm (4H t).

Comparative Synthesis Example 1 (CDE-0.9ACA)
30.50 g (100 mmol) of coconut oil fatty acid diethanolamide and 26.82 g (90 mmol, 0.9equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. in a flask and dehydrated under reduced pressure for 5 hours. Esterification reaction was performed by making it react. The theoretical amount of water was distilled to obtain 52.98 g of a mixture of the monoesterified O- (N-coconut oil fatty acid-N-methyl-β-alanine) ester and coconut oil fatty acid diethanolamide. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (5.8H m), 1.3ppm (33H m), 1.6ppm (3.5H m), 2.28-2.30ppm (3.8H t), 2.7ppm (1.8H t), 3.05ppm ( 2.7H t), 3.6ppm (5.5H m), 3.8ppm (5.8H m), 4.2ppm (4H t).

Comparative Synthesis Example 2 (CDE-2.1ACA)
In a flask, 30.51 g (100 mmol) of coconut oil fatty acid diethanolamide and 62.63 g (210 mmol, 2.1 equiv.) Of N-coconut oil fatty acid-N-methyl-β-alanine were heated to 130 ° C. and dehydrated under reduced pressure for 10 hours. Esterification reaction was carried out. The theoretical amount of water is distilled, and this esterified product of palm oil fatty acid diethanolamide, O, O′-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester and N-coconut oil fatty acid methyl β 91 g of a mixture of alanine was obtained. In this product, a white insoluble matter was precipitated. ^The structure was determined by ¹ H NMR. ¹ H NMR chemical shift: 0.9ppm (9H m), 1.3ppm (56H m), 1.6ppm (6H m), 2.25 to 2.35ppm (6H t), 2.6−2.7ppm (4H t), 3.05ppm (8H t ), 3.6ppm (8H m), 4.2ppm (4H t).

<Visual evaluation of dispersion performance of titanium oxide>
Dispersions of titanium oxide were prepared according to the formulations of Examples 1 to 13 and Comparative Examples 1 to 4 described in Table 2. The numerical value in a table | surface shows the mass%. That is, the formulation components were mixed well with a magnetic stirrer at room temperature to obtain a dispersion. After these dispersions were allowed to stand for 1 hour, the degree of sedimentation of titanium oxide was visually confirmed.
Visual confirmation was carried out by 12 specialist panels. For each sample, the degree of white turbidity in the upper layer that did not contain the precipitate of the prepared dispersion was compared with Comparative Example 1 using <Dispersibility Evaluation Criteria> as a reference. Thinner: -1; comparable to Comparative Example 1: 0; darker white than Comparative Example 1: 1; The average value of was calculated. The case where the average value was 1.0 to 2.0 was rated as ◎, the case where it was less than 0.0 to 1.0 as ○, and the case where it was less than 0.0 as Δ.
As a result, Examples 1 to 13 showed dispersibility exceeding Comparative Examples 1 to 4, and Examples 1, 4, and 9 to 13 were particularly excellent. It was confirmed that the pigment dispersibility of the fatty acid alkanolamide derivatives of Examples 1 to 13 was excellent.

<Dispersion performance of titanium oxide>
Dispersions of titanium oxide were prepared according to the formulations of Examples 14 and 15 and Comparative Examples 5 to 7 shown in Table 3. The numerical value in a table | surface shows the mass%. That is, the formulation components were mixed well using a magnetic stirrer at room temperature to obtain a dispersion. These dispersions were taken on a slide glass and covered with a cover glass, and then observed using an optical microscope (Olympus CX31, upright microscope, 400 times). A photograph of an optical microscope is shown in FIG. The scale bar in the photograph is measured using a scale line of a Burker-Turk hemocytometer and indicates a length of 50 μm. The average size of the aggregate described in Table 3 is an average value obtained by measuring the maximum length of 50 aggregates in each micrograph.
In Comparative Example 5, titanium oxide is dispersed using only liquid paraffin as a medium, and aggregates of titanium oxide are observed. On the other hand, in Example 14, 2 parts by weight of the compound of Synthesis Example 1 was added, and it was confirmed that the size of the aggregate was refined to 10 μm or less. Furthermore, in Example 15, 5 parts by weight of the compound of Synthesis Example 1 was blended, and it was confirmed that the aggregate was refined to 3 μm. On the other hand, Comparative Example 6 contains 2 parts by weight of lauroyl sarcosine isopropyl, and the size of the aggregate is 20 μm, which is smaller than that of Comparative Example 6. In Comparative Example 7, 5 parts by weight of lauroyl sarcosine isopropyl was blended. Although the aggregate size was 9.5 μm and the dispersibility was improved, it was blended in Examples 14 and 15. It does not reach the effect of refining the aggregate by the compound of Synthesis Example 1. From these results, it was confirmed that the compound of Synthesis Example 1 was excellent in titanium oxide dispersion performance.

(Figure 1)
Scale bar: 50 μm

<Dispersion performance of zinc oxide>
A dispersion of zinc oxide was prepared according to the formulations of Examples 16 and 17 and Comparative Examples 8 to 10 described in Table 4. The numerical value in a table | surface shows the mass%. That is, the formulation components were mixed well using a magnetic stirrer at room temperature to obtain a dispersion. These dispersions were observed using an optical microscope (Olympus CX31, upright microscope, 400 times) covered on a slide glass and covered with a cover glass. A photograph of an optical microscope is shown in FIG. The scale bar in the photograph is measured using a scale line of a Burker-Turk hemocytometer and indicates a length of 50 μm. The average size of the aggregate described in Table 4 is an average value obtained by measuring the maximum length of 50 aggregates in each micrograph. In Comparative Example 8, zinc oxide was dispersed using only liquid paraffin as a medium, but agglomerates of zinc oxide were observed. On the other hand, in Example 16, 2 parts by weight of the compound of Synthesis Example 1 was added, but even with this addition amount, the size of the aggregate was reduced. In Example 17, 5 parts by weight of the compound of Synthesis Example 1 was blended, but no agglomerates could be confirmed. From this, the size of the aggregate of Example 17 is estimated to be 1 μm or less that can be confirmed with an optical microscope. On the other hand, Comparative Example 9 contains 2 parts by weight of lauroyl sarcosine isopropyl, and Comparative Example 10 contains 5 parts by weight of lauroyl sarcosine isopropyl. In Comparative Example 9 containing 2 parts by weight, there was almost no change in the size of the agglomerates. In Comparative Example 10 containing 5 parts by weight, although the agglomerates were smaller than in Comparative Example 8 containing only liquid paraffin, Example 17 The effect is small compared with. It was confirmed that the compound of Synthesis Example 1 was effective for dispersing zinc oxide.

(Figure 2)
Scale bar: 50 μm

<Coating properties of inorganic pigments>
The coating performance on the surface of an inorganic pigment using the compound of Synthesis Example 1 or an ester of acyl fatty acid was tested. In the method, an inorganic pigment and the compound of Synthesis Example 1 or lauroyl sarcosine isopropyl were weighed in an ethanol solvent, and then stirred overnight with a magnetic stirrer. After stirring, the inorganic pigment was filtered and dried in a vacuum bath at 50 ° C. for 2 hours, and then the weight was measured. The coating amount was calculated by the formula of (coating amount) = (weight after filtration) − (weight of inorganic pigment before treatment).
Table 5 shows the charged amount of the inorganic powder, ethanol, the compound of Synthesis Example 1 or lauroyl sarcosine isopropyl, the weight of the inorganic pigment after filtration, and the coating amount on the inorganic pigment.
Both titanium oxide and zinc oxide have increased in weight after filtration, and it is considered that both the compound of Synthesis Example 1 and the ester of acylamino acid of Comparative Example coated the surface of the inorganic pigment. However, the coating amount was larger when treated with the compound of Synthetic Example 1 shown in Experimental Examples 1 and 2, and it was a result showing that it had excellent affinity for inorganic pigments.
When comparing the coating amount of Experimental Example 1 in which titanium oxide was treated with the compound of Synthesis Example 1 and Comparative Experimental Example 1 in which it was treated with lauroyl sarcosine isopropyl, Experimental Example 1 was 9 times the amount of Comparative Experimental Example 1, and zinc oxide was Comparing experimental example 2 and comparative experimental example 2 with the coating treatment, the coating amount of experimental example 2 was 6 times that of comparative experimental example 2.
Thus, the compound of Synthesis Example 1 has a higher affinity for the surface of the inorganic pigment than the compound that is said to contribute to the existing dispersibility, and the coating imparts the property that the surface of the inorganic pigment is hydrophobized and easily adapted to oily formation. It can be expected that the dispersibility of these inorganic pigments in an oil agent is improved.

<Evaluation of the feeling of use of the foundation>
In Examples 20 and later and Comparative Example 13 and later, examples of blending into cosmetics are shown. Cosmetics are prepared and the feeling of use is evaluated according to each prescription. Prior to this, a cosmetic evaluation method will be described.
[Good elongation]
Using 12 specialist panels, each sample was subjected to a use test for good elongation when applied to the skin, and judged according to the following criteria from the results of the questionnaire.
(Evaluation criteria)
◎: Among 12 people, 10 or more responded as good. ○: Among 12 people, 7-9 answered as good. △: Among 12 people, 4-6 answered as good. Less than 3 responded that they were good [Skin familiarity]
For each sample, a use test was conducted on skin familiarity after application to the skin by 12 specialist panels, and the results of the questionnaire were used to make a determination according to the following criteria.
(Evaluation criteria)
◎: Among 12 people, 10 or more responded as good. ○: Among 12 people, 7-9 answered as good. △: Among 12 people, 4-6 answered as good. Less than 3 responded good

  A foundation was prepared according to the formulation shown in Table 6. The numerical value in a table | surface shows the mass%. That is, the component (3) shown in Table 6 was mixed with a high-speed mixer, and then the components (1) and (2) were added and further mixed. The mixture was sieved to obtain a uniform particle size and then molded. The feeling of use was evaluated about the slipperiness at the time of application | coating by the evaluation method mentioned above about the cosmetics of each prescription, and the skin familiarity after application | coating.

  The powder foundation of Example 18 was a light-feel product with excellent dispersibility of the pigment, moderate adhesion, and smoothness. Comparative Example 11 and Comparative Example 12 were particularly unfamiliar with the skin when applied.

<Usage evaluation of UV cream>
A UV cream was prepared according to the formulation shown in Table 7. The numerical value in a table | surface shows the mass%. In the preparation method, the oil phase component is dissolved by heating and uniformed with a disper. The other aqueous phase components are added after the methylparaben is dissolved in ethanol. The aqueous phase was added to the oil phase and cooled to room temperature to obtain a UV cream. The feeling of use was evaluated about the slipperiness at the time of application | coating and the skin familiarity after application | coating by the evaluation method mentioned above for the cosmetics of each prescription.

  The UV cream of Example 19 was a product having good pigment dispersibility and good elongation at the time of application. In Comparative Example 13, the elongation at the time of application was not good, and Comparative Example 14 was a product with poor skin familiarity, and both comparative examples had poor usability.

<Usage evaluation of sunscreen cosmetics>
Sunscreen cosmetics were prepared according to the formulation shown in Table 8. The numerical value in a table | surface shows the mass%. In the preparation method, the oil phase was mixed well while heating, and the aqueous phase was added while stirring with a disper. After thoroughly mixing, it was cooled to obtain a sunscreen cosmetic. The feeling of use was evaluated about the slipperiness at the time of application | coating and the skin familiarity after application | coating by the evaluation method mentioned above for the cosmetics of each prescription.

  The UV cream of Example 20 was a product having good dispersibility of the pigment and good elongation at the time of application. In Comparative Example 15, the elongation at the time of application was not good, and in Comparative Example 16, the skin familiarity was particularly bad.

Example 21 Sunscreen Cosmetic 1
Sunscreen cosmetics were prepared according to the formulation shown in Table 9. The numerical value in a table | surface shows the mass%. In the preparation method, the water phase was added while mixing well while heating the oil phase. After thoroughly mixing, it was cooled to obtain a sunscreen cosmetic. The obtained sunscreen cosmetic was a product having good dispersibility of the pigment and good elongation at the time of application.

Example 22 Sunscreen Cosmetics 2
Sunscreen cosmetics were prepared according to the formulation shown in Table 10. The numerical value in a table | surface shows the mass%. In the preparation method, the oil phase was mixed well while heating, and the aqueous phase was added while stirring with a disper. After thoroughly mixing, it was cooled to obtain a sunscreen cosmetic. The obtained sunscreen cosmetic was a product having good dispersibility of the pigment and good elongation at the time of application.

  Provided is a sunscreen cosmetic that exhibits excellent dispersibility (stability) of inorganic pigments, and particularly exhibits a good feeling of use and a good feeling of application when used in a sunscreen cosmetic.

Claims (6)

A sunscreen cosmetic comprising an inorganic pigment and a fatty acid alkanolamide derivative represented by the structure of the general formula (1).
[In the formula (1), R ¹ represents a hydrocarbon chain having 7 to 21 carbon atoms;
R ² represents a hydrogen atom or a substituent of the general formula (2), but at least one R ^{2 in the} molecule is not a hydrogen atom.
A represents a hydrogen atom, a methyl group, or a —CH ₂ CH ₂ O—R ² group. ]
[However, in the formula (2), R ³ represents a hydrocarbon chain having 7 to 21 carbon atoms,
R ⁴ represents a methyl group,
p represents an integer of 0 to 1. ] The sunscreen cosmetic according to claim 1, wherein the fatty acid alkanolamide derivative mixture is a fatty acid alkanolamide derivative mixture represented by the general formula (3).
[However, R ⁵ represents a hydrocarbon chain having 7 to 21 carbon atoms, and may be a mixture thereof. R ⁶ represents a hydrogen atom or a substituent of the general formula (2);
R ⁷ group represents a hydrogen atom or a substituent of the general formula (2),
Except when R ⁶ and R ⁷ are hydrogen atoms at the same time, the introduction of the substituent of formula (2) introduced into R ⁶ and R ⁷ with respect to 1 equivalent of formula (3) is from 1.25 equivalents to 1. Between 80 equivalents. ]   Fatty acid alkanolamide derivatives are O, O′-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester of coconut oil fatty acid diethanolamide and O- (N-coconut oil fatty acid-N-methyl-β-). The sunscreen cosmetic according to claim 1, which is a mixture of alanine) ester.   The fatty acid alkanolamide derivative is an O, O′-bis (N-coconut oil fatty acid-N-methyl-β-alanine) ester of coconut oil fatty acid diethanolamide or O- (N-coconut oil fatty acid-N-methyl-β-). The sunscreen cosmetic according to claim 1, which is an alanine ester. (A) The content of the fatty acid alkanolamide derivative according to claim 1 is 1 to 30% by mass,
(B) The content of the ultraviolet protective agent is 5 to 45% by mass,
(C) The content of the oil agent such as ester, hydrocarbon compound, silicon oil is 1 to 40% by mass,
(D) The content of the nonionic surfactant is 0.1 to 10%,
The sunscreen cosmetic according to claim 1, wherein the ultraviolet protective agent (B) is an ultraviolet scattering agent and / or an ultraviolet absorber, and the ultraviolet scattering agent is zinc oxide or titanium oxide.   The sunscreen cosmetic according to claim 1, wherein the fatty acid alkanolamide derivative according to claim 1 is coated on the surface of the inorganic pigment.