Cosmetic bases and cosmetics comprising phosphorylcholine-like group-containing compounds

Abstract

The cosmetic base of the present invention comprises a phosphorylcholine-like group-containing compound represented by formula (1). [In formula (1): R1 and R2 independently represent a hydrocarbon group having 12-22 carbon atoms; and R3 represents CH3 or (CH2CH2O)n-H (wherein n is an integer of 1-30). However, one of R1 and R2 is an unsaturated hydrocarbon having 18 carbon atoms.] The present invention can provide a novel compound having a phosphorylcholine-like group in a molecule, said compound being highly soluble in an oily component, maintaining emulsion stability at a high temperature when used in a cosmetic, giving a feeling of crushed oil droplets upon application and being nice to touch with no hard film texture, and a cosmetic containing the compound.

Description

Technical Field

[0001] The present invention relates to a cosmetic base comprising a compound containing a phosphorylcholine-like group, and a cosmetic containing the cosmetic base.

Background Art

[0002] Gemini surfactants are multi-chain multi-hydrophilic group amphiphilic substances having a plurality of hydrophobic chains and hydrophilic groups in one molecule. Features of Gemini surfactants include: (i) high surfactant performance represented by a low critical micelle concentration and a low Kraft point; (ii) high molecular associativity that easily forms higher-order structures such as vesicles; (iii) good cleaning performance such as antibacterial properties, wetting properties, antifoaming properties, resistance to metal ions, and permeability. Since Gemini surfactants have these useful functions, their use has spread to various industrial fields including the cosmetic industry.

[0003] On the other hand, the phosphorylcholine group is an amphoteric polar group with high hydrophilicity, and phospholipids and lecithin are representative cosmetic raw materials having this group. So far, Gemini surfactants having a similar structure derived from these natural products have been developed. For example, Non-Patent Document 1 reports the synthesis of a Gemini surfactant having a phosphorylcholine-like group as a hydrophilic group and its solution physical properties, and discloses that the surfactant has excellent interfacial properties. Also, Patent Document 1 and Patent Document 2 report that Gemini-type compounds having a phosphorylcholine-like group have high detergency, high percutaneous absorption promoting properties, or a moisturizing effect showing an excellent barrier function and the like.

[0004] However, all of the gemini-type surfactants disclosed herein have hydrocarbon groups as hydrophobic chains, and when the chain length is long, they have poor solubility in water and oil components, making them difficult to incorporate into cosmetics. Furthermore, when cosmetics containing these surfactants are applied to the skin, they tend to leave a hard film-like feeling. On the other hand, when the hydrophobic chain length is short, the solubility in water and oil improves but remains insufficient, and cosmetics containing these compounds have the problem of poor stability at high temperatures. Patent documents 3 to 5 propose compounds that have good water solubility and surfactant properties, as well as excellent usability, while still possessing long-chain hydrocarbon groups, by introducing a highly hydrophilic amide bond into a portion of the hydrophobic chain of a compound having a phosphorylcholine-like structure. However, these compounds have the problem that, due to the high hydrophilicity of the amide group, they do not have sufficient emulsification stability at high temperatures when used as a cosmetic base, and when incorporated into cosmetics, they still leave a hard film feeling after application. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 2001-262184 [Patent Document 2] Japanese Patent Publication No. 2011-213602 [Patent Document 3] Japanese Patent Publication No. 2012-201617 [Patent Document 4] Japanese Patent Publication No. 2013-1644 [Patent Document 5] Japanese Patent Publication No. 2013-1645 [Non-patent literature]

[0006] [Non-Patent Document 1] Org. Lett., Vol. 1, No. 9, pp. 1347-1350 (1999) [Overview of the Initiative] [Problems that the invention aims to solve]

[0007] The object of the present invention is to provide a novel compound having a phosphorylcholine-like group in its molecule, which exhibits excellent solubility in oily components, maintains emulsification stability at high temperatures when incorporated into cosmetics, and provides a pleasant feel with a sensation of oil droplet collapse upon application and no hard film feeling, as well as a cosmetic composition containing the compound. [Means for solving the problem]

[0008] As a result of diligent research to solve the above problems, the present inventors have found that a cosmetic base consisting of a phosphorylcholine-like group-containing compound with a specific structure exhibits excellent solubility in oily components, that when this cosmetic base is incorporated into a cosmetic composition, the emulsification stability at high temperatures is dramatically improved, and that it provides a good feel when applied, with a sensation of oil droplets collapsing and no hard film feeling. Based on these findings, the present invention has been completed. In other words, the present invention is as follows.

[0009] [1] A cosmetic base comprising a phosphorylcholine analog compound represented by formula (1). [ka] (R in equation (1)) 1 and R 2 Each of these independently represents a hydrocarbon group with 12 to 22 carbon atoms, and R 3 is CH3 or (CH2CH2O) n We show that -H(n is an integer from 1 to 30). However, R 1 and R 2 (One of them is an unsaturated hydrocarbon group with 18 carbon atoms.) [2] A cosmetic composition comprising the cosmetic base described in [1] above. [Effects of the Invention]

[0010] The cosmetic base comprising a phosphorylcholine-like group-containing compound of the present invention is excellent in solubility in an oily component, retains emulsification stability at high temperatures when formulated in a cosmetic, and further has a good feel without a sense of crushing of oil droplets during application when formulated in a cosmetic, and thus is useful as a skin and hair cosmetic.

Mode for Carrying Out the Invention

[0011] The present invention will be described in more detail below. [Cosmetic Base] The cosmetic base of the present invention is composed of a phosphorylcholine-like group-containing compound represented by formula (1). Hereinafter, the phosphorylcholine-like group-containing compound represented by formula (1) may also be simply referred to as a "PC compound".

Chem.

[0012] In formula (1), R 1 and R 2 are each independently a hydrocarbon group having 12 to 22 carbon atoms. The hydrocarbon group having 12 to 22 carbon atoms is a saturated hydrocarbon group or an unsaturated hydrocarbon group, and may be linear, branched, or cyclic. However, one of R 1 and R 2 is an unsaturated hydrocarbon group having 18 carbon atoms. Also, the other of R 1 and R 2 is not an unsaturated hydrocarbon group. Preferably, R​​​One of them is an unsaturated hydrocarbon group having 18 carbon atoms, and the other is a saturated hydrocarbon group having 12 to 22 carbon atoms. More preferably R 1 R is a saturated hydrocarbon group having 12 to 22 carbon atoms. 2 is an unsaturated hydrocarbon group having 18 carbon atoms. Particularly preferred is R 1 R is a saturated hydrocarbon group with 18 to 22 carbon atoms. 2 This is an unsaturated hydrocarbon group with 18 carbon atoms. R 1 and R 2 If none of them are unsaturated hydrocarbon groups, a firm film-like feeling will develop when incorporated into cosmetics, and the feeling of oil droplets collapsing during application will not be felt. Furthermore, R 1 and R 2 If all of these are unsaturated hydrocarbon groups, the emulsification stability at high temperatures is poor. Also, R 1 and / or R 2 If the number of carbon atoms is less than 12, the emulsification stability at high temperatures deteriorates when the PC compound is used in cosmetics, etc. On the other hand, if the number of carbon atoms exceeds 22, a hard film-like texture may appear when it is incorporated into cosmetics.

[0013] Examples of the saturated hydrocarbon group having 12 to 22 carbon atoms include a lauryl group, a stearyl group, a behenyl group, and the like, with a stearyl group or a behenyl group being preferred, and a behenyl group being more preferred. The above-mentioned unsaturated hydrocarbon group with 18 carbon atoms is preferably an oleyl group.

[0014] In equation (1), R 3 n represents CH3 or (CH2CH2O)nH. n is an integer from 1 to 30. Particularly from the viewpoint of emulsification stability and long-term persistence of moisture retention after drying, n is preferably an integer from 1 to 5, more preferably an integer from 1 to 3, and n being 1, i.e., R 3 It is particularly preferable that the compound is CH2CH2OH.

[0015] [Method for producing PC compounds] The PC compound used in the present invention is obtained by reacting an alcohol represented by formula (2) with 2-chloro-2-oxo-1,3,2-dioxaphosphorane (hereinafter abbreviated as COP) in the presence of an organic base, and then opening the ring of the intermediate with a tertiary amine represented by formula (3). The resulting PC compound can be purified by general purification methods such as reprecipitation and recrystallization.

[0016] [ka] [ka] R in equations (2) and (3) 1 , R 2 , and R 3 This is equivalent to the one in equation (1).

[0017] [Cosmetics] The form of the cosmetic composition containing the cosmetic base of the present invention is not particularly limited and may be any of aqueous cosmetics, water-in-oil or oil-in-water emulsion cosmetics, or oily cosmetics. Examples include hair cosmetics such as shampoos, conditioners, hair mists, hair creams, and hair foams, as well as skincare cosmetics such as lotions, emulsions, creams, serums, and foundations, and makeup cosmetics, massage cosmetics, and pack cosmetics. Furthermore, it may also be in various forms such as bath additives, body shampoos, and hand soaps.

[0018] The cosmetic composition of the present invention comprises cosmetic materials and the above-mentioned PC compound. The proportion of the PC compound is not particularly limited, but is usually 0.001 to 20% by mass relative to the total cosmetic composition. If the proportion is less than 0.001% by mass, the amount of PC compound may be insufficient, making it difficult to obtain the desired effect. If the proportion exceeds 20% by mass, the handling properties during the preparation of the cosmetic composition may decrease, and the resulting cosmetic composition may not exhibit a desirable feel. Furthermore, the cosmetic composition of the present invention may also contain other components as long as they do not impair the performance of the present invention. Examples of other components include lower alcohols, hydrocarbon oils, natural oils and fats, synthetic triglycerides, ester oils, waxes, silicone derivatives, oily bases, anionic surfactants, amphoteric surfactants, nonionic surfactants, cationic surfactants, semipolar surfactants, water-soluble polymers, organic or inorganic salts, pH adjusters, bactericides, chelating agents, antioxidants, UV absorbers, vitamins, natural extracts derived from plants and animals, pigments, dyes, fragrances, and the like. [Examples]

[0019] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited thereto.

[0020] (NMR measurement) The PC compounds obtained according to the synthesis example were dissolved in deuterated chloroform containing tetramethylsilane (TMS) as an internal standard, and then the compounds were analyzed using JNM-AL600 (manufactured by JEOL Ltd.).

[0021] [Synthesis Example 1: (Synthesis of PC1)] In a 1 L round-bottom flask equipped with a thermometer, dropping funnel, and stirrer, 53.6 g (0.2 mol) of oleyl alcohol, 20.2 g (0.2 mol) of triethylamine, and 280 g of tetrahydrafuran were added as the starting alcohols, and the mixture was stirred and mixed after cooling to 4°C. Next, a mixed solution of 28.5 g (0.2 mol) of 2-chloro-2-oxo-1,3,2-dioxaphosphorane and 60 g of tetrahydrafuran was added dropwise to the cooled mixed solution using a dropping funnel. The dropwise addition was carried out gradually over 2 hours while stirring the cooled mixed solution, ensuring that the reaction temperature did not exceed 10°C. After the dropwise addition was complete, stirring was continued for another hour. Subsequently, the by-product, triethylamine hydrochloride, was filtered off. The entire volume of the obtained filtrate was placed in a 2 L round-bottom flask equipped with a stirrer, and 85.3 g (0.4 mol) of N,N-dimethyllaurylamine and 380 g of acetonitrile were added as tertiary amines. The mixture was stirred at 70°C for 12 hours. After that, the precipitate obtained by cooling the reaction mixture was filtered off and dried under reduced pressure at 70°C to obtain 19.1 g of crude crystals. The obtained crude crystals were recrystallized in a mixed solvent of tetrahydrafuran and acetonitrile to obtain 21.1 g of white crystals (yield 18%). The following describes the obtained PC1. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.25-1.4(m, 40H), 1.57-1.63(m, 2H), 1.68-1.72(m, 2H), 1. 95-2.02(m, 4H), 3.33(s, 6H), 3.36-3.46(m, 2H), 3.78-3.84(m, 4H), 4.28-4.32(m, 2H), 5.31-5.37(m, 2H) 31 P-NMR (δ(ppm)): 0.77(s)

[0022] [Synthesis Example 2: (Synthesis of PC2)] The procedure was the same as in Synthesis Example 1, except that 141.4 g (0.4 mol) of N,N-dimethylbehenylamine was used instead of N,N-dimethyllaurylamine as the starting amine, and 43.6 white crystals (yield 30%) were obtained. The obtained PC2 is described below.1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.3-1.5(m, 60H), 1.5-1.6(m, 2H), 1.65-1.7(m, 2H), 1.9 5-2.02(m, 4H), 3.3(s, 6H), 3.3-3.46(m, 2H), 3.78-3.84(m, 4H), 4.27-4.31(m, 2H), 5.31-5.38(m, 2H) 31 P-NMR (δ(ppm)): 0.56(s)

[0023] [Synthesis Example 3: (Synthesis of PC3)] The procedure was the same as in Synthesis Example 1, except that 54.1 g (0.2 mol) of stearyl alcohol was used instead of oleyl alcohol as the starting alcohol, and 118.2 g (0.4 mol) of N,N-dimethyloleylamine was used instead of N,N-dimethyllaurylamine as the starting amine, yielding 40.3 g of white crystals (30% yield). The obtained PC3 is described below. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.28-1.4(m, 52H), 1.56-1.62(m, 2H), 1.65-1.7(m, 2H), 1 .93-2.02(m, 4H), 3.34(s, 6H), 3.43-3.47(m, 2H), 3.76-3.84(m, 4H), 4.28-4.31(m, 2H), 5.3-5.4(m, 2H) 31 P-NMR (δ(ppm)): 0.48(s)

[0024] [Synthesis Example 4: (Synthesis of PC4)] The procedure was the same as in Synthesis Example 1, except that 65.3 g (0.2 mol) of behenyl alcohol was used as the starting alcohol instead of oleyl alcohol, and 118.2 g (0.4 mol) of N,N-dimethyloleylamine was used as the starting amine instead of N,N-dimethyllaurylamine. 72.8 g of white crystals (50% yield) were obtained. The following describes the obtained PC4. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.2-1.34(m, 48H), 1.54-1.61(m, 2H), 1.63-1.7(m, 2H), 1 .93-2.09(m, 4H), 3.36(s, 6H), 3.43-3.47(m, 2H), 3.78-3.87(m, 4H), 4.29-4.32(m, 2H), 5.3-5.4(m, 2H) 31 P-NMR (δ(ppm)): 0.39(s)

[0025] [Synthesis Example 5: (Synthesis of PC5)] The procedure was the same as in Synthesis Example 1, except that 65.3 g (0.2 mol) of behenyl alcohol was used as the starting alcohol instead of oleyl alcohol, and 142 g (0.4 mol) of N,N-diethanololeylamine was used as the starting amine instead of N,N-dimethyllaurylamine. 15.7 g of white crystals (10% yield) were obtained. The following describes the obtained PC5. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=6.6Hz, 6H, ), 1.21-1.39(m, 60H), 1.58-1.63(m, 2H), 1.65-1.73(m, 2H), 1.93-2.1 (m, 4H), 3.6-3.65(m, 4H), 3.7-3.75(m, 2H), 3.8-3.85(m, 4H), 3.95-4,05(m, 4H)4.51-4.55(m, 2H), 5.3-5.4(m, 2H) 31 P-NMR (δ(ppm)): -2.1(s)

[0026] [Synthesis Example 6: (Synthesis of PC6)] The procedure was the same as in Synthesis Example 1, except that 165.4 g (0.4 mol) of N,N-diethanolbehenylamine was used instead of N,N-dimethyllaurylamine as the starting amine, and 15.5 g of white crystals (yield 10%) were obtained. The obtained PC6 is described below. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=6.6Hz, 6H, ), 1.2-1.38(m, 64H), 1.58-1.64(m, 2H), 1.67-1.72(m, 2H), 1.93-2.09( m, 4H), 3.7-3.76(m, 4H), 3.83-3.86(m, 2H), 3.92-3.96(m, 4H), 4.0-4,05(m, 2H)4.17-4.25(m, 4H), 5.3-5.4(m, 2H) 31 P-NMR (δ(ppm)): -1.1(s)

[0027] [Comparative Synthesis Example 1: (PC7 Synthesis)] The procedure was the same as in Synthesis Example 1, except that 54.1 g (0.2 mol) of stearyl alcohol was used instead of oleyl alcohol as the starting alcohol, and 35.3 g of white crystals (yield 33%) were obtained. The obtained PC7 is described below. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR (δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.24-1.38(m, 48H), 1.58-1.64(m, 2H), 1.7-1.75 (m, 2H), 3.15(s, 6H), 3.4-3.47(m, 2H), 3.53-3.58(m, 2H), 3.82-3.88(m, 2H), 4.19-4.25(m, 2H) 31 P-NMR (δ(ppm)): 0.56(s)

[0028] [Comparative Synthesis Example 2: (PC8 Synthesis)] The procedure was the same as in Synthesis Example 1, except that 54.1 g (0.2 mol) of stearyl alcohol was used instead of oleyl alcohol as the starting alcohol, and N,N-diethanol-laurylamine g (0.4 mol) was used instead of N,N-dimethyllaurylamine as the starting amine. 72.6 g of white crystals (50% yield) were obtained. The following describes the obtained PC8. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=6.6Hz, 6H, ), 1.22-1.38(m, 52H), 1.58-1.7(m, 4H), 3.38 -3.5(m, 4H), 3.71-3.77(m, 2H), 3.81-3.86(m, 2H), 3.89-4.05(m, 4H), 4.12-4,19(m, 2H) 31 P-NMR (δ(ppm)): 1.6(s)

[0029] [Comparative Synthesis Example 3: (PC9 Synthesis)] The procedure was the same as in Synthesis Example 1, except that 54.1 g (0.2 mol) of isostearyl alcohol was used instead of oleyl alcohol as the starting alcohol, and 23.5 g of white crystals (yield 20%) were obtained. The obtained PC9 is described below. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR (δ(ppm)): 0.71-0.89(m, 9H, ), 1.21-1.35(m, 49H), 1.55-1.63(m, 2H), 1.65-1.71(m, 2H), 3.2(s, 6H), 3.35-3.37(m, 2H), 3.65-3.69(m, 2H), 3.78-3.82(m, 2H), 4.22-4.24(m, 2H) 31 P-NMR (δ(ppm)): 0.56(s)

[0030] [Comparative Synthesis Example 4: (Synthesis of PC10)] The procedure was the same as in Synthesis Example 1, except that stearyl alcohol was used as the starting alcohol instead of oleyl alcohol (54.1 g / 0.2 mol), and N,N-dimethylbehenylamine was used as the starting amine (141.4 g / 0.4 mol). 26.1 g of white crystals (17.9% yield) were obtained. The following describes the obtained PC10. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)):ppm)): 0.88(6H, m), 1.27(60H, m, ), 1.61(2H, m), 1.75(2H, m), 3.18(6H, s), 3.42(2H, m), 3.66(2H, m, ), 3.83(2H, t), 4.26(2H, t) 31 P-NMR (δ(ppm)): 2.76(s)

[0031] [Comparative Synthesis Example 5: (Synthesis of PC11)] The procedure was the same as in Synthesis Example 1, except that 118.2 g (0.4 mol) of N,N-dimethyloleylamine was used instead of N,N-dimethyllaurylamine as the starting amine, and 16.08 g (yield 12%) of white crystals was obtained. The following describes the obtained PC11. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.88(t, J(HH)=7.2Hz, 6H, ), 1.2-1.4(m, 48H), 1.56-1.62(m, 2H), 1.65-1.7(m, 2H), 1. 93-2.05(m, 4H), 3.34(s, 6H), 3.44-3.47(m, 2H), 3.76-3.84(m, 4H), 4.28-4.31(m, 2H), 5.3-5.4(m, 4H) 31 P-NMR (δ(ppm)): 0.56(s)

[0032] [Comparative Synthesis Example 6: (Synthesis of PC12)] The procedure was the same as in Synthesis Example 1, except that stearyl alcohol was used as the starting alcohol instead of oleyl alcohol (54.1 g / 0.2 mol), and dimethylaminopropyl stearate was used as the starting amine instead of N,N-dimethyllaurylamine (147.5 g / 0.4 mol). 20.5 g of white crystals (20% yield) were obtained. The following describes the obtained PC12. 1 H-NMR, 31 The results of the P-NMR analysis are shown. 1 H-NMR(δ(ppm)): 0.96(6H, m), 1.29(54H, m), 1.33(4H, m), 1.48(2H, m, ), 1.57( 2H, m), 1.99 (2H, m, ), 2.18 (2H, m), 3.20 (2H, m), 3.24 (2H, m), 3.30 (6H, m, ), 3.4 3(2H, t), 3.53(2H, m, ), 3.97(2H, t), 8.00(1H, s) 31 P-NMR (δ(ppm)): 3.76(s)

[0033] Table 1 shows the details of the cosmetic bases of the present invention synthesized in Synthesis Examples 1-6 and the 11 compounds synthesized in Comparative Synthesis Examples 1-5. The compound synthesized in Comparative Synthesis Example 6 is shown in formula (4). Note that R in Table 1 1 , R 2 , R 3 This corresponds to equation (1). [ka]

[0034] (Examples 1-6, Comparative Examples 1-7) According to the formulation in Table 2, the components of the oil phase and aqueous phase were dissolved at 70°C. The oil phase was added to the aqueous phase while stirring and stirred with a homomixer. The resulting emulsified cosmetic was evaluated for the uniformity of the oil phase during production and the emulsification stability at high temperatures based on the following criteria, and the results of the sensory test described below are shown in Table 3. Note that the values ​​in Table 2 represent parts by mass.

[0035] (Homogeneity of the oil phase) A: It is uniformly dissolved. B: Slight cloudiness is visible. C: Contains some insoluble material. D: Contains insoluble matter.

[0036] (Emulsification stability at high temperatures) The appearance of the resulting emulsified cosmetic was evaluated according to the following criteria after storage at 50°C for one month. A: It is uniform. B: Slight separation is observed. C: Some separation is observed. D: Separated into two layers

[0037] (Sensory testing) An appropriate amount of the resulting emulsified cosmetic was applied to the inner side of the forearm, and (1) the lack of a hard film feeling after application, (2) the ease with which oil droplets collapsed during application, and (3) the feeling of moisture 5 hours after application were evaluated on a 5-point scale according to the following criteria. The evaluation was performed by 10 people, and the results were then totaled. (Sensory evaluation test standards) Rating scale: 5 points: Excellent, 4 points: Good, 3 points: Average, 2 points: Fair, 1 point: Poor

[0038] [Table 1]

[0039] [Table 2]

[0040] [Table 3]

[0041] Table 3 shows that the compounds synthesized in Synthesis Examples 1-6 exhibit excellent solubility in oily components, and the emulsified cosmetics containing these compounds have high emulsification stability at high temperatures. Furthermore, when applied to the skin, they do not leave a hard film after application, the oil droplets feel like they are collapsing upon application, and the moisturizing effect is maintained for a long period after application, resulting in a pleasant feel. In Comparative Examples 1, 2, 3, and 4, when the gemini-type compound does not contain an unsaturated hydrocarbon group, a hard film is felt upon application, and the pleasant feel, such as the oil droplets collapsing, is not exhibited. Also, in Comparative Example 5, when both hydrocarbon groups of the gemini-type compound are unsaturated hydrocarbons, the emulsification stability is poor. In Comparative Example 6, a gemini-type compound having an amide group exhibits poor solubility in the oil phase and poor emulsification stability, resulting in a hard film after application. In Comparative Example 7, a surfactant having a phosphorylcholine group with a structure different from that of the present invention exhibits poor emulsification stability, and the pleasant feel, such as the oil droplets collapsing, is not exhibited upon application.

Claims

1. A cosmetic base comprising a phosphorylcholine analog compound represented by formula (1). 【Chemistry 1】 (R in equation (1)) １ and R ２ Each of these independently represents a hydrocarbon group having 12 to 22 carbon atoms, R ３ CH ３ Alternatively, it represents CH₂CH₂OH. However, R １ and R ２ One of them is an unsaturated hydrocarbon group with 18 carbon atoms, while the other is not an unsaturated hydrocarbon group.

2. A cosmetic composition comprising the cosmetic base described in claim 1.

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