Nicotinic acid monoalkylamide and cosmetics containing the same

Oil-soluble monoalkylamides of nicotinic acid address the incorporation challenges of nicotinamide in cosmetics, enhancing stability and feel, suitable for various cosmetic products.

JP2026056818APending Publication Date: 2026-04-02NIKKO CHEM
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Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-09-20
Publication Date
2026-04-02

AI Technical Summary

Technical Problem

Nicotinamide, due to its high polarity, is difficult to incorporate into oil-based cosmetics, leading to instability in emulsion formulations, a powdery skin feel, and stickiness, limiting its use in cosmetic compositions.

Method used

The development of oil-soluble monoalkylamides of nicotinic acid, such as stearyl, lauryl, ethylhexyl, coconut alkyl, and oleyl groups, which can be easily and stably formulated as oily components, improving solubility and reducing powdering and stickiness in cosmetics.

Benefits of technology

The monoalkylamides of nicotinic acid enhance the stability and usability of cosmetic formulations, providing a pleasant application feel without powdering, suitable for a wide range of cosmetic products including lotions, emulsions, creams, and sunscreens.

✦ Generated by Eureka AI based on patent content.

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Abstract

Nicotinamide is a water-soluble compound and is difficult to incorporate into oil-based formulations. Furthermore, formulations containing nicotinamide can sometimes become powdery when moisture evaporates. This invention relates to a cosmetic composition containing a monoalkylamide of nicotinic acid. The monoalkylamide of nicotinic acid can be easily and stably incorporated into formulations as an oil-based component, and it can also provide a cosmetic composition with a pleasant application feel without powdering. [Solution] This invention relates to a cosmetic composition containing a monoalkylamide of nicotinic acid. The monoalkylamide of nicotinic acid can be easily and stably incorporated into formulations as an oily component, and can also provide a cosmetic composition with a pleasant application feel without powderiness.
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Description

[Technical Field]

[0001] This invention relates to a monoalkylamide of nicotinic acid and a cosmetic composition containing the same. The monoalkylamide of nicotinic acid can be easily and stably incorporated into formulations as an oily component, and is therefore suitable for use in cosmetic compositions. [Background technology]

[0002] Conventionally, calcium, ceramides, cholesterol, and phospholipids have been known to induce keratinization of epidermal keratinocytes (Non-Patent Document 1). Among these, niacin (vitamin B3), a general term for nicotinic acid and nicotinamide, is particularly known to be highly safe, have effects on improving rough skin and keratinization, and improve skin firmness and elasticity (Patent Documents 1 and 2). Among the derivatives of niacin (vitamin B3), methylnicotinic acid, ethylnicotinic acid, benzylnicotinic acid, nicotinic acid tocopherol and L-serine, palmitic acid, and compositions of palmitic acid have been disclosed as being effective in promoting ceramide synthesis in the skin (Patent Document 3). Furthermore, nicotinic acid derivatives of hydroxyphenyl-2-one or hydroxyphenyl-butan-2-ol have been disclosed, which have the effect of improving skin function that declines with age and keeping the skin in a dermatologically and cosmetically healthy state (Patent Document 4).

[0003] Nicotinamide is highly hydrophilic and readily dissolves in water, but its dispersibility and solubility in oil are poor, making it difficult to incorporate into oil-based cosmetics, thus limiting the range of formulation design. Furthermore, in oil-in-water emulsion cosmetics, its high polarity causes instability of the emulsion formulation. Moreover, in oil-in-water emulsion cosmetics, once the water evaporates after application to the skin, nicotinamide causes a powdery phenomenon on the skin, significantly impairing the feel. In addition, when incorporated at high concentrations, it results in a very sticky feel, significantly impairing the quality of the cosmetic. To address these challenges, several methods have been disclosed, including a method for preparing an oily cosmetic by adsorbing nicotinamide onto a silica surface and dispersing it in oil to incorporate nicotinamide into the oil phase (Patent Document 6), a method for improving the stability and stickiness of an oil-in-water emulsion cosmetic by combining nicotinamide with polyglycerol fatty acid esters and dimethyl silicone (Patent Document 7), and a technique for improving powderiness and stickiness during application, as well as improving the stability of an oil-in-water emulsion cosmetic, by using phospholipids, a nonionic surfactant with an HLB of 7 or higher, an oil that is liquid at 25°C, and a polyhydric alcohol in combination (Patent Document 8). However, due to the high polarity of nicotinamide, these conventional techniques have not adequately addressed the problems.

[0004] Therefore, there is a strong demand for an ingredient that has good solubility in oil, can be easily incorporated into a wide range of cosmetic formulations, does not cause powdering, and can produce cosmetics with a pleasant application feel. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Japanese Patent Application Publication No. 10-130135 [Patent Document 2] Japanese Patent Publication No. 2012-041302 [Patent Document 3] Patent No. 3645082 [Patent Document 4] Patent No. 2005-041780 [Patent Document 5] Japanese Patent Publication No. 2022-77285 [Patent Document 6] Patent No. 7189757 [Patent Document 7] Japanese Patent Publication No. 2023-124019 [Patent Document 8] Japanese Patent Publication No. 2022-87249 [Non-patent literature]

[0006] [Non-Patent Document 1] Kitajima, Yasuo. Drug Delivery System, 22-4:424-432, 2007. [Overview of the Initiative] [Problems that the invention aims to solve]

[0007] The present invention aims to provide ingredients that can be easily and stably incorporated into formulations as oily components, and that produce cosmetics with excellent usability without causing powdering, as well as cosmetics containing such ingredients. [Means for solving the problem]

[0008] The inventors of the present invention diligently studied derivatives of nicotinic acid and discovered that by using oil-soluble monoalkylamides, a stable formulation could be easily obtained when preparing cosmetics, resulting in cosmetics with a good application feel that does not cause powdering. This led to the completion of the present invention.

[0009] In other words, the present invention relates to the following (1) to (3). (1) An oily monoalkylamide nicotinic acid represented by the following general formula (1). [ka] (R represents a linear and / or branched alkyl group, which may contain C3-C24 unsaturated bonds.) (2) The compound according to (1), wherein R is an alkyl group selected from a stearyl group, a lauryl group, an ethylhexyl group, a coconut alkyl group, a palmitoyl group, and an oleyl group. (3) A cosmetic containing the compound according to (1).

Advantages of the Invention

[0010] The present invention relates to a monoalkylamide of nicotinic acid and a cosmetic containing the same. Since the monoalkylamide of nicotinic acid can be easily and stably formulated as an oily component, it can be preferably used in cosmetics.

Embodiments for Carrying Out the Invention

[0011] Hereinafter, the constitution of the present invention will be described in more detail. The present invention contains an oily nicotinic acid monoalkylamide represented by the following general formula (1). TIFF2026056818000002.tif5069 (R each independently represents a linear and / or branched alkyl group which may contain an unsaturated bond of C3 to C24.)

[0012] The alkyl group R of the present invention represents a linear and / or branched alkyl group which may contain an unsaturated bond of C3 to C24. When the number of carbon atoms is less than C3, the epidermal keratinization-inducing action and oiliness decrease, and the desired performance cannot be obtained. On the other hand, when the number of carbon atoms exceeds C24, the molecular weight becomes too large, and the skin permeability of the component is impaired, resulting in a decrease in the epidermal keratinization-inducing action. The preferable range of the number of carbon atoms is C3 to C24, and more preferably C6 to C18. Specifically, linear saturated alkyls such as stearyl, lauryl, and palmitoyl, linear unsaturated alkyls such as oleyl and linoleyl, and branched saturated alkyls such as methylpentyl, ethylhexyl, and isostearyl can be mentioned. Among them, stearyl, lauryl, methylpentyl, ethylhexyl, coconut alkyl, palmitoyl, and oleyl groups are preferable.

[0013] The nicotinic acid monoalkylamide represented by general formula (1) of the present invention can be produced by known methods, such as the amidation reaction between nicotinic acid and an alkylamine, or the amide exchange reaction between nicotinic acid amide and an alkylamine. These can be chemical reactions, enzymatic reactions using lipase, or fermentation.

[0014] Any known primary amine can be used as the alkylamine for the production of the nicotinic acid monoalkylamide shown in general formula (1). Specifically, examples include, but are not limited to, linear primary alkylamines such as propylamine, butylamine, hexylamine, octylamine, laurylamine, cetylamine, oleylamine, stearylamine, and behenylamine, and branched primary alkylamines such as isopropylamine, isobutylamine, 2-ethylhexylamine, and isostearylamine.

[0015] Nicotinic acid and / or nicotinamide used in the production of nicotinic acid monoalkylamide shown in general formula (1) are generally collectively referred to as niacin (vitamin B3) and are widely used as ingredients in pharmaceuticals, health foods, cosmetics, etc.

[0016] The content of nicotinic acid monoalkylamide in the cosmetic composition of the present invention is not particularly limited, but is in the range of 0.1 to 30.0% by mass, preferably 0.3 to 30.0% by mass, and more preferably 0.5 to 20.0% by mass, based on the total amount of the cosmetic composition. If the content is less than 0.1% by mass, the epidermal keratinization-inducing effect is insufficient, and if it exceeds 30.0% by mass, the effect becomes constant and is not economical.

[0017] Cosmetics containing the oily monoalkylamide nicotinate of the present invention include lotions, emulsions, serums, creams, and sunscreens. In particular, since the oily monoalkylamide nicotinate of the present invention dissolves well in oil, it can be suitably used in oily cosmetics and emulsified cosmetics.

[0018] When manufacturing the cosmetic composition of the present invention, the oily nicotinic acid monoalkylamide may be added to the oil phase or the aqueous phase of the formulation. Furthermore, the dispersion and solubility in the aqueous phase may be improved by forming a salt with the nitrogen (N) of the pyridine skeleton. In this case, any known inorganic and / or organic acid can be used.

[0019] The cosmetic composition of the present invention may further contain other additives, to the extent that they do not impair the effects of the present invention. Examples include liquid paraffin, squalane, vegetable oils and fats, waxes, synthetic ester oils, silicone-based oil phase components, fluorine-based oil phase components, higher alcohols, fatty acids, thickeners, UV absorbers, powders, pigments, colorants, anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, polyhydric alcohols, sugars, polymer compounds, physiologically active ingredients, transdermal absorption enhancers, solvents, antioxidants, fragrances, preservatives, anti-inflammatory agents, skin roughness prevention and improvement agents, pigmentation prevention and improvement agents, etc.

[0020] The present invention will be described in more detail below with reference to examples, but the technical scope of the present invention is not limited to these. In the examples, the notation "%" may be used, but unless otherwise specified, it represents "mass%". Also, unless otherwise specified, each operation is carried out at room temperature (25°C). [Examples]

[0021] Example 1. Preparation of nicotinic acid monoalkylamide <Synthesis of nicotinic acid stearylamide (Invention 1)> Commercially available nicotinamide, stearylamine, heptane, and 0.5 mol% zirconocene dichloride as a catalyst were placed in a reactor and stirred. The reaction was carried out at 80°C for 20 hours with stirring. After cooling the reaction vessel and confirming that the internal temperature had fallen below 30°C, the mixture was filtered to obtain crude crystals of nicotinic acid stearylamide. The obtained crude crystals were added to ethanol and stirred at 50°C for 30 minutes. After cooling while stirring and confirming that the temperature had fallen below 30°C, the mixture was filtered to obtain a purified product of nicotinic acid stearylamide. This purification process was repeated three times and the mixture was dried. The obtained substance was a white powder. The chemical structure of the prepared product is as follows: 1 Confirmed by 1H-NMR. The white powder was dissolved in CDCl3, and TMS was used as a guide and measured at 60 MHz. 1 The 1H-NMR spectrum was measured. In this spectrum, the peak at 6.0–9.0 ppm was identified as the pyridine tube skeleton, the peak at 3.4–3.5 ppm was identified as the proton bonded to the carbon at position 1 relative to the amide bond, the peak at 0.88 ppm was identified as the proton derived from the terminal methyl group of the stearyl skeleton, and the peak at 1.0–2.0 ppm was identified as the proton derived from the methylene group. This identification confirmed that the material is nicotinic acid stearylamide.

[0022] <Synthesis of nicotinic acid laurylamide (Invention 2)> Commercially available nicotinamide, laurylamine, heptane, and 0.5 mol% zirconocene dichloride as a catalyst were placed in a reactor and stirred. The reaction was carried out at 80°C for 20 hours with stirring. After cooling the reaction vessel and confirming that the internal temperature was below 30°C, the reaction mixture was added dropwise to commercially available hexane, and the precipitated crystals were filtered to obtain crude crystals of nicotinic acid laurylamide. The obtained crude crystals were added to hexane and stirred at 50°C for 30 minutes. After cooling while stirring and confirming that the temperature was below 30°C, the mixture was filtered to obtain a purified product of nicotinic acid laurylamide. This purification process was repeated three times and the mixture was dried. The obtained substance was a white powder. The chemical structure of the prepared product is as follows: 1 Confirmed by 1H-NMR. The white powder was dissolved in CDCl3, and TMS was used as a guide and measured at 60 MHz. 1The 1H-NMR spectrum was measured. In this spectrum, the peak at 6.0–9.0 ppm was identified as the pyridine tube skeleton, the peak at 3.4–3.5 ppm was identified as the proton bonded to the carbon at position 1 relative to the amide bond, the peak at 0.88 ppm was identified as the proton derived from the terminal methyl group of the lauryl skeleton, and the peak at 1.0–2.0 ppm was identified as the proton derived from the methylene group. This identification confirmed that the material is nicotinic acid laurylamide.

[0023] <Synthesis of ethylhexylamide nicotinate (Invention 3)> Commercially available nicotinic acid and ethylhexylamine were placed in a reactor and stirred. The reaction was carried out under reflux at 180°C for 5 hours with stirring. After cooling the reaction vessel and confirming that the internal temperature was below 80°C, a 10% sodium hydroxide aqueous solution was added to the reaction mixture and stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was separated and removed. Next, replacement water was added to the reaction mixture and stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was separated and removed. The same procedure was repeated three times, and then the remaining amine and water were removed by vacuum concentration. The obtained substance was a clear yellow liquid. The chemical structure of the prepared product is as follows: 1 Confirmed by 1H-NMR. The clear yellow liquid was dissolved in CDCl3, and TMS was used as a guide and measured at 60 MHz. 1 The 1H-NMR spectrum was measured. In this spectrum, the peak at 6.0–9.0 ppm was identified as the pyridine tube skeleton, the peak at 3.4–3.5 ppm was identified as the proton bonded to the carbon at position 1 relative to the amide bond, the peak at 0.88 ppm was identified as the proton derived from the terminal methyl group of the ethylhexyl skeleton, and the peak at 1.0–2.0 ppm was identified as the proton derived from the methylene group. This identification confirmed that the material is ethylhexyl nicotinate.

[0024] <Synthesis of Nicotinic Acid Coconut Alkylamide (Invention 4)> Commercially available nicotinamide, coconut amine, heptane, and 0.5 mol% of zirconocene dichloride as a catalyst were placed in a reactor and stirred. The reaction was carried out with stirring at 97 °C for 11 hours. After cooling the reaction vessel and confirming that the internal temperature had dropped below 30 °C, activated carbon was added and the mixture was subjected to an adsorption treatment for 1 hour. The filtrate was collected, deionized water was added thereto, and the mixture was stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was removed by liquid separation. After repeating the same operation three times, the remaining amine and water were removed by concentration under reduced pressure. The resulting substance was a yellowish clear liquid or solid with a melting point. The chemical structure of the preparation was 1 confirmed by 1H-NMR. The yellowish clear liquid or solid was dissolved in CDCl3, and its 1 1H-NMR spectrum was measured at 60 MHz using TMS as a reference substance. In this spectrum, the peak at 6.0 - 9.0 ppm was identified as the pyridine ring skeleton, the peak at 3.4 - 3.5 ppm was identified as the proton bonded to the carbon at the 1-position as seen from the amide bond, the peak at 0.88 ppm was identified as the proton derived from the terminal methyl of the coconut alkyl skeleton, and the peak at 1.0 - 2.0 ppm was identified as the proton derived from methylene. By this identification, it was confirmed that it was coconut alkyl nicotinate.

[0025] < Synthesis of Palmitoyl Nicotinate (Inventive Product 5) > Commercially available nicotinamide, hexadecylamine, heptane, and 0.5 mol% of zirconocene dichloride as a catalyst were placed in a reactor and stirred. The reaction was carried out with stirring at 97 °C for 11 hours. After cooling the reaction vessel and confirming that the internal temperature had dropped below 30 °C, filtration was performed to obtain crude crystals of palmitoyl nicotinate. The obtained crude crystals were put into ethanol and stirred at 50 °C for 30 minutes. After cooling while stirring and confirming that the temperature had dropped below 30 °C, filtration was performed to obtain a purified product of palmitoyl nicotinate. This purification process was repeated three times and dried. The resulting substance was a white powder. The chemical structure of the preparation was 1 confirmed by 1H-NMR. The white powder was dissolved in CDCl3, and its 1The 1H-NMR spectrum was measured. In this spectrum, the peak at 6.0–9.0 ppm was identified as the pyridine tube skeleton, the peak at 3.4–3.5 ppm was identified as the proton bonded to the carbon at position 1 relative to the amide bond, the peak at 0.88 ppm was identified as the proton derived from the terminal methyl group of the palmityl skeleton, and the peak at 1.0–2.0 ppm was identified as the proton derived from the methylene group. This identification confirmed that the material is nicotinic acid palmitylamide.

[0026] <Synthesis of oleylamide nicotinate (Invention 6)> Commercially available nicotinamide, oleylamine, heptane, and 0.5 mol% zirconocene dichloride as a catalyst were placed in a reactor and stirred. The reaction was carried out at 97°C for 11 hours with stirring. After cooling the reaction vessel and confirming that the internal temperature was below 30°C, ethyl acetate and dehydrated water were added and stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was separated and removed. The same procedure was repeated three times, and then residual amines and water were removed by vacuum concentration. The obtained substance was a clear yellow liquid. The chemical structure of the preparation is, 1 Confirmed by 1H-NMR. The clear yellow liquid was dissolved in CDCl3, and TMS was used as a guide and measured at 60 MHz. 1 The 1H-NMR spectrum was measured. In this spectrum, the peak at 6.0–9.0 ppm was identified as the pyridine tube skeleton, the peak at 5.0–6.0 ppm was identified as a proton derived from the unsaturated oleyl skeleton, the peak at 3.4–3.5 ppm was identified as a proton bonded to the carbon at position 1 relative to the amide bond, the peak at 0.88 ppm was identified as a proton derived from the terminal methyl group of the oleyl skeleton, and the peak at 1.0–2.0 ppm was identified as a proton derived from the methylene group. This identification confirmed that the material is nicotinic acid oleylamide.

[0027] <Synthesis of methylpentylamide nicotinate (Invention 7)> Commercially available nicotinic acid and 4-methylpentylamine were placed in a reactor and stirred. The reaction was carried out under reflux at over 130°C for 5 hours with stirring. After cooling the reaction vessel and confirming that the internal temperature was below 80°C, a 10% sodium hydroxide aqueous solution was added to the reaction mixture and stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was separated and removed. Next, replacement water was added to the reaction mixture and stirred for 10 minutes. After stirring, the mixture was allowed to stand for 30 minutes and the lower layer was separated and removed. The same procedure was repeated three times, and then the remaining amine and water were removed by vacuum concentration. The obtained substance was a clear yellow liquid. The chemical structure of the prepared product is as follows: 1 Confirmed by 1H-NMR. The clear yellow liquid was dissolved in CDCl3, and TMS was used as a guide and measured at 60 MHz. 1 The 1H-NMR spectrum was measured. In this spectrum, the 7.0–9.0 ppm peak was identified as the pyridine tube skeleton, the 3.1–3.2 ppm peak was identified as the proton bonded to the carbon at position 1 relative to the amide bond, the 0.8 ppm peak was identified as the proton derived from the terminal methyl group of the 4-methylpentyl skeleton, and the 1.0–2.0 ppm peak was identified as the protons derived from methylene and methine. This identification confirmed that the material is methylpentyl nicotinate.

[0028] Example 2. Solubility Test (Preparation method) Various oils shown in Table 1 and nicotinamide derivatives (nicotinic acid monoalkylamides of inventions 1-6, and nicotinic acid and nicotinamide as comparative products) were mixed in 10 ml vials so that the ratio of each oil to the nicotinamide derivative was 1:9, and dissolved by hand stirring while being heated in a 50°C water bath. The criteria for solubility were as follows. The results are shown in Table 1. <Judgment criteria> ◎: Easily dissolves 〇:Dissolved ×: Insoluble

[0029] [Table 1]

[0030] Example 3. Evaluation of powdering in cosmetics containing nicotinic acid monoalkylamide. (1) Preparation of the formulation The formulations were prepared according to the formulations shown in Table 2. Phase A was mixed until homogeneous, and then Phase B was added. Once further homogeneous, Phases C, D, and E were added sequentially, and the preparation was completed when all phases were homogeneous. (2) Evaluation of powdering Twenty panelists were evaluated on the degree of powderiness that occurs when applying cosmetics. The evaluation was based on the following criteria. (Evaluation Criteria) ○: More than 5 people did not experience any powdery skin. ×: Fewer than 5 people did not experience powdery skin.

[0031] [Table 2]

[0032] The following are some examples of cosmetic compositions containing the present invention. The amount of the ingredient is given in mass%. The resulting formulations are free from powdering and have a good feel.

[0033] Example 4: Lotion A. Ethylhexylamide nicotinate (Invention 3) 0.10% NIKKOL PBC-33 1.00% BG 3.00% B Pentylene glycol 5.00% Glycerin 8.00% Phenoxyethanol 0.40% Purified water remainder CPCA-Na 0.50% Dipotassium glycyrrhizate 0.10% Purified water 10.00% *NIKKOL PBC-33: PPG-4 Ceteth-10 (manufactured by Nikko Chemicals Co., Ltd.) (Preparation method) Heat phases A and B to 80°C and homogenize them. Gradually add phase B to phase A while stirring. Then, cool while stirring, and add phase C at 50°C. Stir and cool to room temperature to complete the preparation. (result) The resulting cosmetic product exhibited good formulation stability and a pleasant application feel without any powdery residue.

[0034] Example 5: Emulsion A NIKKOL VC-IPVS 5.00% NIKKOL Resinol S-10 0.50% NIKKOL MGS-BV2 0.70% NIKKOL Behenyl Alcohol 65 2.00% NIKKOL TRIFAT PS-45H 1.00% NIKKOL Decaglyn 1-M 2.30% NIKKOL TRIFAT S-308 1.00% Ethylhexylamide nicotinate (Invention 3) 3.00% NIKKOL Synselan 4SP 0.50% Tocopherol 0.10% B EDTA-2Na 0.04% Glycerin 2.00% BG 10.00% Xanthan gum 0.10% HEC SE900 0.10% Citric acid 0.03% Phenoxyethanol 0.40% Purified water remainder C Ethanol 3.00% Purified water 3.00% *NIKKOL VC-IPVS: Ascorbyl tetrahexyldecanoate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Lesinol S-10: Hydrogenated lecithin (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL MGS-BV2: Glyceryl stearate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Behenyl Alcohol 65: Behenyl Alcohol (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL TRIFAT PS-45H: Hydrogenated palm oil, palm kernel oil, palm oil (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Decaglyn 1-M: Polyglyceryl-10 myristate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL TRIFAT S-308: Triethylhexanoin (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Synceran 4SP: Hydrogenated Poly(C6-14 Olefin) (Manufactured by Nikko Chemicals Co., Ltd.) *HEC SE900: Hydroxyethylcellulose (manufactured by Daicel Corporation) (Preparation method) Phases A and B are heated to 80°C and uniformly dissolved. Phase B is gradually added to Phase A and emulsified at approximately 80°C. The mixture is allowed to cool by stirring, and Phase C is added at 50°C. The mixture is stirred and cooled to room temperature, completing the preparation. (result) The resulting cosmetic product exhibited good formulation stability and a pleasant application feel without any powdery residue.

[0035] Example 6: Cream A NIKKOL Sugar Squalane 4.00% NIKKOL IOP 4.00% SILICONE HL-88 1.00% NIKKOL GS-WHO 3.00% NIKKOL NicoGuard 88 0.50% Ethylhexylamide nicotinate (Invention 3) 1.00% NIKKOL SS-10V 1.00% B NIKKOL Nicomulus LH 5.00% Propanediol 5.00% EDTA-2Na 0.05% Purified water remainder C NTC-CARBOMER 380 2% aqueous solution 10.00% Purified water 10.00% D Arginine 0.20% Purified water 15.00% Glycerin 8.00% E AQUASPEED 3.00% Purified water 5.00% *NIKKOL Sugar Squalane: Squalane (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL IOP: Ethylhexyl palmitate (manufactured by Nikko Chemicals Co., Ltd.) *SILICONE HL-88: Dimethicone (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL GS-WHO: (Dimer Dilinoleate / Stearic Acid / Hydroxystearic Acid) Polyglyceryl-10 (Manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL NicoGuard 88: Ethylhexylglycerin, Glyceryl Caprylate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL SS-10V: Sorbitan stearate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Nicomulus LH: Glycerin, Hydrogenated Lecithin, Hydroxypropyl Methylcellulose Stearoxy Ether, Squalane, Sodium Stearoyl Methyltaurate (Manufactured by Nikko Chemicals Co., Ltd.) *NTC-CARBOMER 380: Carbomer (manufactured by Nikko Chemicals Co., Ltd.) *AQUASPEED: Water, Glycerin, Watermelon Fruit Extract, Lentil Fruit Extract, Apple Extract, PCA-Na, Sodium Lactate (manufactured by Nikko Chemicals Co., Ltd.) (Preparation method) After stirring the NIKKOL Nicomulus LH of phase B with water until it swells sufficiently, add the other phase B components and mix. Heat phases A and B separately to 80°C and stir until homogenized. Gradually add phase A to the stirring phase B and emulsify for a certain period of time. Add phases C and D to the stirring A+B phase mixture. Cool while stirring, add phase E at 35°C and mix homogenously. (result) The resulting cosmetic product exhibited good formulation stability and a pleasant application feel without any powdery residue.

[0036] Example 7: Oil-based beauty serum A NIKKOL SG-TRIFAT S-308 48.80% Ethylhexylamide nicotinate (Invention 3) 30.00% NIKKOL SG-CIO 16.50% NIKKOL Macadamia Nut Oil 1.00% NIKKOL Synselan 4SP 3.00% Tocopherol 0.50% NIKKOL NicoGuard 88 0.20% *NIKKOL SG-TRIFAT S-308: Triethylhexanoin (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL SG-CIO: Cetyl ethylhexanoate (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Macadamia Nut Oil: Macadamia seed oil (manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL Synceran 4SP: Hydrogenated Poly(C6-14 Olefin) (Manufactured by Nikko Chemicals Co., Ltd.) *NIKKOL NicoGuard 88: Ethylhexylglycerin, Glyceryl Caprylate (manufactured by Nikko Chemicals Co., Ltd.) (Preparation method) Heat phase A to 80°C and stir until uniformly mixed. Stir and cool to room temperature. (result) The resulting cosmetic product exhibited good formulation stability and a pleasant application feel without any powdery residue. [Industrial applicability]

[0037] By containing the oily monoalkylamide of the present invention, it is possible to provide a cosmetic composition that has high solubility in oil and a pleasant application feel without powdering.

Claims

1. An oily monoalkylamide nicotinic acid represented by the following general formula (1). 【Chemistry 1】 (R represents a linear and / or branched alkyl group, which may contain C3-C24 unsaturated bonds.)

2. The compound according to claim 1, wherein R is an alkyl group selected from a stearyl group, a lauryl group, an ethylhexyl group, a coconut alkyl group, a palmityl group, and an oleyl group.

3. A cosmetic composition comprising the compound described in claim 1.

Citation Information

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