Cosmetic base and cosmetic

A cosmetic base with a specific polyether polyol formula addresses compatibility and shine-suppressing issues, offering improved moisturizing and non-sticky performance in a wide range of cosmetic products.

JP2026031704APending Publication Date: 2026-02-24NOF CORP
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Patent Information

Application Number
JP2025231915
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-05-23
Filing Date
2025-12-04
Publication Date
2026-02-24

AI Technical Summary

Technical Problem

Existing cosmetics struggle with poor compatibility with both water and oils, stickiness, and inadequate long-lasting shine-suppressing effects, particularly in products containing polyhydric alcohols and water-soluble polymers.

Method used

A cosmetic base comprising a specific polyether polyol with a formula HO-{(GL) a /(CH2CH2O) b /(CH2CH2CH2O) c}-H, where a, b, and c are defined within specific ranges, providing excellent compatibility with water and oils, and a cosmetic containing this base with a concentration of 0.1 to 30% by mass.

Benefits of technology

The cosmetic base achieves excellent moisturizing effects, non-stickiness, and long-lasting oil-reducing properties, enhancing the overall feel and performance of various cosmetic products.

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Abstract

To provide a cosmetic base excellent in compatibility with oil and fat, and to provide a cosmetic excellent in moisturizing effect, non-sticky feeling and sustainability of shininess suppressing effect.SOLUTION: Disclosed are: a base for a cosmetic preparation, which is composed of a polyether polyol represented by formula (1): HO - {(GL) a / (CH2CH2O) b / (CH2CH2CH2O) c} - H (wherein the symbols are as defined in the description); and a cosmetic preparation comprising the base for a cosmetic preparation.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a cosmetic base comprising a polyether polyol, and to a cosmetic containing the cosmetic base. [Background technology]

[0002] Skin care cosmetics, such as lotions, emulsions, and creams, used for moisturizing and skin care often contain polyhydric alcohols such as glycerin and water-soluble polymers such as hyaluronic acid to enhance moisturizing effects. However, when polyhydric alcohols and water-soluble polymers are incorporated into cosmetics in large amounts, they can lead to a poor feel when used, such as stickiness and poor skin compatibility. In this regard, it has been disclosed that the use of specific polyether polyols in topical skin preparations or aqueous skin cosmetics can improve moisturizing power and feel when used (Patent Documents 1 and 2).

[0003] On the other hand, in cosmetics (for example, cleansing oils, oily creams, etc.) whose main ingredient is an oil such as fats and oils, there is a growing demand for the incorporation of an amphiphilic polyether polyol that has high compatibility with both water and fats and oils, in order to improve moisturizing power and provide an excellent feeling when used. However, no amphiphilic polyether polyol has been disclosed that has high compatibility with water and hydrocarbon oils in addition to excellent moisturizing power and feeling when used.

[0004] In recent years, there has been a growing need for skin care cosmetics that not only offer a good feel and moisturizing effect, but also have the effect of suppressing shine. By incorporating powders with sebum adsorption ability, such as silica, into cosmetics, it is expected that shine can be suppressed. However, the use of such powders can sometimes result in insufficient moisturizing power of the cosmetics, or the unique feel of the powder can worsen the feel of the cosmetics when used. Patent Document 2 also discloses a skin cosmetic that has a shine-suppressing effect by using a specific polyether polyol and proteoglycan. However, although such skin cosmetic products have an excellent shine-suppressing effect immediately after application, the durability of the shine-suppressing effect is insufficient. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2004-83541 [Patent Document 2] Japanese Patent Publication No. 2020-105123 Summary of the Invention [Problem to be solved by the invention]

[0006] The present invention has been made in view of the above-mentioned circumstances, and an object of the present invention is to provide a cosmetic base that has excellent compatibility with water and with oils and fats, and a cosmetic that has excellent moisturizing effect, is non-sticky, and has an excellent, long-lasting shine-suppressing effect. [Means for solving the problem]

[0007] As a result of extensive research, the present inventors have found that a cosmetic base comprising a specific polyether polyol and a cosmetic containing the cosmetic base can achieve the above-mentioned object. Based on these findings, the present invention is as follows.

[0008] [1] Formula (1): HO-{(GL) a / (CH2CH2O) b / (CH2CH2CH2O)c}-H (1) [In the formula, GL is a glycerin residue, a, b, and c are the average degrees of polymerization of GL, CH2CH2O, and CH2CH2CH2O, respectively; a is a number between 0 and 30, b is a number between 0 and 80, c is a number between 1 and 70, a+b are numbers between 1 and 90, (a+b) / c is a number between 0.2 and 8, and If a is 0, b / c is a number from 1 to 8. A cosmetic base comprising a polyether polyol represented by the formula: [2] A cosmetic comprising the cosmetic base according to [1] above in an amount of 0.1 to 30% by mass based on the total amount of the cosmetic. [Effects of the Invention]

[0009] According to the present invention, a cosmetic base having excellent compatibility with water and oils can be obtained. The cosmetic of the present invention containing the cosmetic base has excellent moisturizing effect, no stickiness, and long-lasting oil-reducing effect. DETAILED DESCRIPTION OF THE INVENTION

[0010] In this specification, any numerical range defined using "to" is intended to include both the upper and lower limits of the range. For example, "2 to 5" means 2 or more and 5 or less.

[0011] <Cosmetic base> The cosmetic base of the present invention has the formula (1): HO-{(GL) a / (CH2CH2O) b / (CH2CH2CH2O) c}-H (1) The polyether polyol of the present invention is composed of a polyether polyol represented by the formula (1) (hereinafter, sometimes referred to as "the polyether polyol of the present invention"). The polyether polyol of the present invention may be used alone or in combination of two or more. The definitions of the symbols in formula (1) will be explained below in order.

[0012] In formula (1), GL is a glycerin residue. Here, the "glycerin residue" refers to a group represented by formula (2), formula (3a), or formula (3b):

[0013] [ka]

[0014] It means a group represented by the formula (2). The glycerin residue may be a group formed from a compound other than glycerin, as long as it is a group having a structure represented by formula (2), formula (3a), or formula (3b). Hereinafter, "a group represented by formula (2)," "a group represented by formula (3a)," and "a group represented by formula (3b)" may be abbreviated as "group (2)," "group (3a)," and "group (3b)," respectively.

[0015] When GL (glycerin residue) is present in the polyether polyol of the present invention, all of the groups (2), (3a), and (3b) may be present. When GL (glycerin residue) is present in the polyether polyol of the present invention, all of the groups (2), (3a), and (3b) are preferably present.

[0016] When GL (glycerin residue) is present in the polyether polyol of the present invention, the molar ratio of group (2) / (groups (3a) and (3b)) (hereinafter referred to as "molar ratio of group (2) / group (3)") is preferably 40 / 60 to 99 / 1, more preferably 40 / 60 to 90 / 10, and even more preferably 50 / 50 to 80 / 20, from the viewpoint of suppressing stickiness and prolonging the effect of suppressing shine in cosmetics. The molar ratio of group (2) / group (3) is 13It can be calculated by C-NMR measurement. Specifically, the molar ratio of group (2) / group (3) can be calculated by comparing the integral value of the signal of the methine carbon of group (2) (near 71 ppm) with the integral values ​​of the signals of the methine carbons of groups (3a) and (3b) (near 79 ppm).

[0017] In formula (1), CH2CHO is an ethylene glycol residue. Here, "ethylene glycol residue" refers to a group having a structure in which one hydroxy group (HO-) and a hydrogen atom (H) are removed from ethylene glycol (HO-CH2CH2-OH).

[0018] In formula (1), CH2CH2CH2O is a 1,3-propanediol residue. Here, "1,3-propanediol residue" means a group having a structure obtained by removing one hydroxy group (HO-) from 1,3-propanediol (HO-CH2CH2CH2-OH) and removing a hydrogen atom (H) from the other hydroxy group (-OH).

[0019] The slash " / " in formula (1) indicates that there is no limitation on the order of GL, CH2CHO, and CH2CH2CHO, i.e., they may be present in any order. Therefore, (i) GL, CH2CHO, and CH2CH2CHO may be randomly bonded to each other, (ii) any one or more of GL, CH2CHO, and CH2CH2CHO may form a block with the same ones, or (iii) GL, CH2CHO, and CH2CH2CHO may be bonded to each other in a manner that includes both of the above (i) and (ii). For example, multiple CH2CHO may form a block, and this block, GL, and CH2CH2CHO may be randomly bonded. When three or more CH2CHOs exist in one molecule, it is preferable that a (CH2CHO)3 block is formed.

[0020] In formula (1), a, b, and c are the average degrees of polymerization of GL, CH2CH2O, and CH2CH2CH2O, respectively. Therefore, they may all be decimals.

[0021] From the viewpoints of compatibility with fats and oils, suppression of stickiness, and durability of the anti-gloss effect, a is a number from 0 to 30, preferably a number from 0 to 15, and more preferably a number from 0 to 10. Here, "a is 0" means that GL is not present. When b is 0, from the viewpoints of compatibility with fats and oils and suppression of stickiness, a is preferably a number from 2 to 10, and more preferably a number from 3 to 10.

[0022] From the viewpoints of compatibility with oils and fats, moisturizing effect, and durability of the oil-reducing effect, b is a number from 0 to 80, preferably a number from 0 to 50, and more preferably a number from 0 to 30. Here, "b is 0" means that CH2CHO is not present. When a is 0, b is preferably a number from 4 to 30, and more preferably a number from 5 to 20, from the viewpoint of durability of the oil-reducing effect.

[0023] From the viewpoint of anti-stickiness and durability of the anti-gloss effect, a+b is a number from 1 to 90, preferably a number from 2 to 70, more preferably a number from 3 to 60, even more preferably a number from 3 to 30, and particularly preferably a number from 3 to 15.

[0024] c is a number from 1 to 70, preferably a number from 2 to 40, more preferably a number from 4 to 30, even more preferably a number from 4 to 20, and particularly preferably a number from 4 to 15, from the viewpoint of compatibility with water and moisturizing effect.

[0025] (a+b) / c is a number from 0.2 to 8, preferably a number from 0.25 to 5, and more preferably a number from 0.3 to 4, from the viewpoints of compatibility with water, compatibility with oils and fats, anti-stickiness, and durability of the anti-gloss effect.

[0026] When a is 0, b / c is a number from 1 to 8, preferably a number from 1.2 to 5, and more preferably a number from 1.25 to 4, from the viewpoints of compatibility with water, anti-stickiness, and durability of the anti-gloss effect.

[0027] The weight average molecular weight (Mw) of the polyether polyol of the present invention, calculated from a chromatogram obtained by gel permeation chromatography measurement, is preferably 300 to 10,000, more preferably 500 to 8,000, even more preferably 500 to 5,000, and particularly preferably 500 to 2,500, from the viewpoint of suppressing stickiness.

[0028] The polyether polyol of the present invention can be produced by a known method. For example, the polyether polyol of the present invention can be produced by dehydration condensation of a polyhydric alcohol in the presence of an acid catalyst such as sulfuric acid at 80°C to 130°C under normal pressure. After the dehydration condensation, it is preferable to neutralize the remaining acid catalyst with a base such as potassium hydroxide and remove the resulting salt.

[0029] <Cosmetics> The present invention provides a cosmetic comprising the cosmetic base of the present invention in an amount of 0.1 to 30% by mass based on the total amount of the cosmetic. The cosmetic base of the present invention may be used alone or in combination of two or more types.

[0030] The cosmetic base of the present invention functions in cosmetics as a feel improver, moisturizer, emulsifier, etc. By using the cosmetic base of the present invention, cosmetics having excellent moisturizing effect, no sticky feeling, and long-lasting oil-suppressing effect can be obtained.

[0031] The cosmetic of the present invention is not particularly limited and may be any of aqueous cosmetics, water-in-oil or oil-in-water emulsion cosmetics, and oil-based cosmetics. Examples of the cosmetic include skin care cosmetics such as lotions, serums, emulsions, creams, packs, and sunscreen creams; body cosmetics; makeup removers such as cleansing oils and cleansing waters; skin cosmetics such as body soaps, hand soaps, and facial cleansing pastes; hair cosmetics such as shampoos, treatments, hair liquids, hair oils, hair tonics, and hair growth agents; and makeup cosmetics such as makeup bases, liquid foundations, and BB creams.

[0032] The content of the cosmetic base of the present invention is 0.1 to 30% by mass, preferably 0.5 to 15% by mass, based on the total mass of the cosmetic of the present invention, from the viewpoint of suppressing stickiness.

[0033] The cosmetic of the present invention preferably contains water (more preferably purified water). Furthermore, the cosmetic of the present invention may contain other components different from the cosmetic base and water of the present invention, as needed, as long as the effects of the present invention are not impaired. There are no particular limitations on the other components, as long as they are components commonly used in cosmetics. Examples of other components include humectants, hydrocarbons, higher alcohols, higher fatty acids and their triglycerides, ester oils, animal and vegetable oils and fats, silicones, vitamins, UV absorbers, water-soluble polymers, antioxidants, cationic surfactants, anionic surfactants, amphoteric surfactants, nonionic surfactants, sequestering agents, ethanol, thickeners, preservatives, colorings, pigments, and fragrances. Only one type of other component may be used, or two or more types may be used in combination.

[0034] When the cosmetic of the present invention is a lotion and other ingredients are used, the total amount of the other ingredients is preferably 0.1 to 80% by mass, more preferably 0.5 to 40% by mass, of the entire lotion of the present invention, from the viewpoints of moisturizing effect, freshness, and feeling in use (e.g., refreshing feeling). Water constitutes the remainder of the lotion of the present invention (i.e., the remainder of the lotion other than the cosmetic base of the present invention and other ingredients).

[0035] When the cosmetic of the present invention is a cream, liquid foundation, or sunscreen cream and other ingredients are used, the total amount of the other ingredients is preferably 5 to 99% by mass, more preferably 10 to 85% by mass, based on the total amount of the cream, liquid foundation, or sunscreen cream of the present invention, from the viewpoints of emollient effect and moisture evaporation inhibitory effect. Water is the remainder of the cream, liquid foundation, or sunscreen cream of the present invention (i.e., the remainder of the cream, liquid foundation, or sunscreen cream other than the cosmetic base of the present invention and other ingredients).

[0036] When the cosmetic of the present invention is a shampoo or body soap and other ingredients are used, the total amount of the other ingredients is preferably 5 to 80% by mass, more preferably 10 to 60% by mass, based on the total amount of the shampoo or body soap of the present invention, from the viewpoint of cleansing performance. Water is the remainder of the shampoo or body soap of the present invention (i.e., the remainder of the shampoo or body soap other than the cosmetic base of the present invention and other ingredients).

[0037] When the cosmetic of the present invention is a treatment and other ingredients are used, the total amount of the other ingredients is preferably 10 to 90% by mass, more preferably 15 to 80% by mass, of the entire treatment of the present invention, from the viewpoint of emollient effect and moisture evaporation inhibitory effect. Water is the remainder of the treatment of the present invention (i.e., the remainder of the treatment other than the cosmetic base of the present invention and other ingredients).

[0038] When the cosmetic of the present invention is a cream and other ingredients are used, the total amount of the other ingredients is preferably 5 to 99% by mass, and more preferably 10 to 85% by mass, based on the total amount of the cream of the present invention, from the viewpoint of the emollient effect and the moisture evaporation inhibitory effect.

[0039] When the cosmetic of the present invention is a cleansing oil and other ingredients are used, the total amount of the other ingredients is preferably 40 to 99.5% by mass, and more preferably 60% to 99.0% by mass, based on the total mass of the cleansing oil of the present invention, from the viewpoint of cleansing performance.

[0040] When the cosmetic of the present invention is a cleansing water and other ingredients are used, the total amount of the other ingredients is preferably 2 to 80% by mass, more preferably 5 to 60% by mass, based on the total amount of the cleansing water of the present invention, from the viewpoint of cleansing performance. Note that water is the remainder of the cleansing water of the present invention (i.e., the remainder of the cleansing water other than the cosmetic base of the present invention and other ingredients).

[0041] When the cosmetic of the present invention is a facial cleansing paste and other ingredients are used, the total amount of the other ingredients is preferably 15 to 95% by mass, more preferably 30 to 85% by mass, based on the entire facial cleansing paste of the present invention, from the viewpoint of cleansing performance. Water is the remainder of the facial cleansing paste of the present invention (i.e., the remainder of the facial cleansing paste other than the cosmetic base of the present invention and other ingredients). [Example]

[0042] The present invention will be described in detail below with reference to examples and comparative examples. Note that "%" in the amounts of components below means "% by mass" unless otherwise specified.

[0043] (Production Example 1: Synthesis of Example Polyether Polyol 1) A four-neck flask equipped with a stirrer, nitrogen inlet, thermocouple, and condenser was charged with 700 g of triethylene glycol (Kanto Chemical Co., Ltd.) and 456 g of 1,3-propanediol (Kanto Chemical Co., Ltd.) as polyhydric alcohols, and 14.5 g of sulfuric acid (Kanto Chemical Co., Ltd.) as a catalyst. After nitrogen substitution, the temperature was raised to 130 ° C., and a dehydration condensation reaction was carried out under nitrogen bubbling conditions. An adsorbent (Kyowa Chemical Industry Co., Ltd.) was then added, and the mixture was subjected to adsorption treatment for 1 hour under nitrogen bubbling at a temperature of 90 ° C. and a pressure of -0.097 MPa (gauge pressure) or less, followed by filtration to obtain Example Polyether Polyol 1.

[0044] (Production Example 2: Synthesis of Example Polyether Polyol 6) A four-neck flask equipped with a stirrer, nitrogen inlet, thermocouple, and condenser was charged with 460 g of glycerin (Kanto Chemical Co., Ltd.) and 913 g of 1,3-propanediol (Kanto Chemical Co., Ltd.) as polyhydric alcohols, and 17.2 g of sulfuric acid (Kanto Chemical Co., Ltd.) as a catalyst. After nitrogen substitution, the mixture was heated to 130°C and subjected to a dehydration condensation reaction under nitrogen bubbling conditions. An adsorbent (Kyowa Chemical Industry Co., Ltd.) was then added, and the mixture was subjected to adsorption treatment for 1 hour under nitrogen bubbling at a temperature of 90°C and a pressure of -0.097 MPa (gauge pressure) or less, followed by filtration to obtain Example Polyether Polyol 6. The molar ratio of group (2) / group (3) of Example Polyether Polyol 6 was calculated using the following method and found to be 63 / 37.

[0045] (Calculation of the molar ratio of group (2) / group (3)) Example Polyether Polyol 6 13 C-NMR measurement was performed with inverse gate decoupling, and the molar ratio of group (2) / group (3) was calculated by comparing the integral value of the signal of the methine carbon of group (2) (around 71 ppm) with the integral value of the signal of the methine carbon of group (3a) and group (3b) (around 79 ppm). 13 The conditions for C-NMR measurement are as follows: · 13 C-NMR device: JNM-ECA600 (JEOL-NMR) Solvent: D2O Sample concentration: 100mg / 0.6mL ·Temperature: 25℃ Accumulation count: 256 times

[0046] (Production Example 3: Synthesis of Example Polyether Polyols 2 to 5 and 7 to 9 and Comparative Example Polyether Polyols 1 to 7) Polyether polyols 2 to 5 and 7 to 9 of the examples and polyether polyols 1 to 7 of the comparative examples were synthesized in the same manner as in Production Examples 1 or 2, except that the type and degree of polymerization of the polyhydric alcohol used were different. Glycerol was used as the polyhydric alcohol forming GL in formula (1), those listed in Table 1 or Table 2 below were used as the polyhydric alcohol forming CH2CHO (hereinafter referred to as "CH2CHO raw material"), and 1,3-propanediol was used as the polyhydric alcohol forming CH2CH2CHO.

[0047] (Production Example 4: Synthesis of Comparative Polyether Polyol 8) An autoclave equipped with a thermometer, pressure gauge, safety valve, nitrogen gas inlet tube, stirrer, vacuum exhaust tube, cooling coil, and steam jacket was charged with 152 g of 1,2-propanediol and 6.0 g of potassium hydroxide. After nitrogen substitution, the temperature was raised to 115°C, and a mixture of 697 g of propylene oxide and 1,233 g of ethylene oxide was added over 8 hours at 0.5 MPa or less. After completion of the addition, the mixture was reacted at 115°C for 1 hour, then subjected to reduced pressure at 75 to 85°C for 1 hour and filtered to obtain Comparative Polyether Polyol 8. The weight-average molecular weight (hereinafter sometimes abbreviated as "Mw") of Comparative Polyether Polyol 8 measured under the conditions described below was 1030. Note that Comparative Polyether Polyol 8 differs in structure from the polyether polyols of the present invention in that it contains repeating units derived from propylene oxide (i.e., branched propyleneoxy groups different from linear 1,3-propanediol residues).

[0048] (Production Example 5: Synthesis of Comparative Polyether 9) An autoclave equipped with a thermometer, pressure gauge, safety valve, nitrogen gas inlet tube, stirrer, vacuum exhaust tube, cooling coil, and steam jacket was charged with comparative polyether polyol 8 (1000 g) obtained in Production Example 3 and potassium hydroxide (110 g). After nitrogen substitution, methyl chloride (120 g) was added as an alkyl etherification agent under pressure at a temperature of 80°C to 130°C, and the reaction was carried out for 5 hours. The reaction mixture was then removed from the autoclave, subjected to adsorption treatment for 1 hour, and filtered to obtain comparative polyether 9. The Mw of comparative polyether 9, measured under the conditions described below, was 1050. Note that comparative polyether 9 is a polyether in which the terminal OH of comparative polyether polyol 8 has been changed to OCH3, and has a repeating unit derived from propylene oxide (i.e., a branched propyleneoxy group), and thus differs in structure from the polyether polyols of the present invention.

[0049] (Production Example 6: Synthesis of Comparative Polyether Polyol 10) An autoclave equipped with a thermometer, pressure gauge, safety valve, nitrogen gas inlet, stirrer, vacuum exhaust, cooling coil, and steam jacket was charged with 152 g of glycerin and 7.0 g of potassium hydroxide. After purging with nitrogen, the mixture was heated to 120 °C and a mixture of 734.5 g of glycidol and 1,439.4 g of propylene oxide was added over 20 hours at 0.5 MPa or less. After the addition was completed, the reaction was allowed to proceed for 2 hours at 120 °C. The reaction mixture was then removed from the autoclave, subjected to adsorption treatment for 1 hour, and filtered to obtain comparative polyether polyol 10, a random copolymer in which 6 moles of glycidol and 15 moles of propylene oxide were added per mole of glycerin. The Mw of comparative polyether polyol 10, measured under the conditions described below, was 1,430. Comparative Polyether Polyol 10 differs in structure from the polyether polyol of the present invention in that it has repeating units derived from glycidol and repeating units derived from propylene oxide (ie, branched propyleneoxy groups).

[0050] Tables 1 and 2 show a, b, a+b, c, b / c (when a is 0), (a+b) / c, the raw materials CH2CH2O, and Mw of the obtained Example Polyether Polyols 1 to 9 and Comparative Example Polyether Polyols 1 to 7.

[0051] The Mw of each of Example Polyether Polyols 1 to 9, Comparative Polyether Polyols 1 to 8 and 10, and Comparative Polyether 9 (hereinafter sometimes abbreviated as "Example or Comparative Polymers") was calculated by gel permeation chromatography (GPC) under the following conditions: GPC was performed using a SHODEX (registered trademark) GPC101 GPC-dedicated system equipped with a SHODEX RI-71s differential refractometer, a SHODEX KF-G guard column, and three SHODEX KF804L columns in series. The column temperature was 40°C, and tetrahydrofuran was used as the developing solvent at a flow rate of 1 mL / min. 0.1 mL of a 0.1% tetrahydrofuran solution of the resulting Example or Comparative Polymer and 0.1 mL of a 0.1% tetrahydrofuran solution of PEG were injected. The Mw was calculated from a chromatogram expressed as refractive index intensity and elution time using a BORWIN GPC calculation program.

[0052] (Evaluation of compatibility with oils and fats) A mixture of olive oil and the polymer of the Example or Comparative Example was prepared by adding 0.1 parts by weight of the polymer of the Example or Comparative Example to 100 parts by weight of olive oil and stirring at room temperature for 30 minutes. The appearance of each mixture was observed, and the compatibility with fats and oils was evaluated according to the following criteria. The results are shown in Table 3. <Evaluation criteria> ◎: The mixture is uniform and transparent 〇: The mixture is uniform and translucent ×: The mixture is inhomogeneous, cloudy, or separated.

[0053] (Evaluation of compatibility with water) A mixture of purified water and the polymer of the Example or Comparative Example was prepared by adding 5 parts by weight of the polymer of the Example or Comparative Example to 100 parts by weight of purified water and stirring at room temperature for 30 minutes. The appearance of each mixture was observed, and the compatibility with water was evaluated according to the following criteria. The results are shown in Table 3. <Evaluation criteria> ◎: The mixture is uniform and transparent 〇: The mixture is uniform and translucent ×: The mixture is inhomogeneous, cloudy, or separated.

[0054] [Table 1]

[0055] [Table 2]

[0056] [Table 3]

[0057] <Production Example 7: Production of Example Cosmetics 1 to 12 and Comparative Cosmetics 1 to 10> Example cosmetics 1 to 12 and Comparative cosmetics 1 to 10 were produced by mixing and stirring the polymers of the Examples or Comparative Examples, the common components, and purified water in the amounts shown in Tables 4 or 5. The compositions of the common components are shown in Table 6.

[0058] (Evaluation of moisturizing effect) Ten men and women (aged 25 to 50) participated as panelists. In a constant temperature and humidity room set at a temperature of 20°C and a relative humidity of 50%, 0.3 g of each cosmetic product obtained in Production Example 7 was applied to the inside of the right forearm of each panelist, and the moisture content of the stratum corneum before and one hour after application was measured using a skin surface stratum corneum moisture content measuring device (SKICON-200EX, manufactured by IBS). The value before application was set at 1, and a relative value was calculated and scored according to the following criteria. The total score of the 10 panelists was calculated, and the moisturizing effect was evaluated according to the following criteria. The results are shown in Tables 4 and 5. <Grading criteria> 3 points: Relative value is 3 or more 2 points: Relative value is 2 or more and less than 3 1 point: Relative value is less than 2 <Evaluation criteria> ◎: Total score is 25 or more ○: The total score is between 20 and 24 points. ×: Total score is 19 points or less

[0059] (Evaluation of non-stickiness) Ten men and women (aged 25 to 50) participated as panelists. 0.3 g of each cosmetic product obtained in Production Example 7 was applied to the inside of the right forearm of each panelist, and the panelists were rated for stickiness according to the following criteria. The total scores of the 10 panelists were calculated, and the lack of stickiness was evaluated according to the following criteria. The results are shown in Tables 4 and 5. <Grading criteria> 3 points: No stickiness 2 points: Slight stickiness 1 point: Sticky feeling <Evaluation criteria> ◎: Total score is 25 or more ○: The total score is between 20 and 24 points. ×: Total score is 19 points or less

[0060] (Evaluation of the durability of the oil-reducing effect) The panel consisted of 10 men and women (aged 25 to 50). 0.1 g of oleic acid was applied to the inside of the right forearm of each panelist as a pseudo-sebum component, and after allowing it to absorb into the skin, 0.5 g of each cosmetic product obtained in Production Example 7 was applied to the same area. Five hours after application, the level of shine was evaluated according to the following criteria. The total score of the 10 panelists was calculated, and the durability of the shine-suppressing effect was evaluated according to the following criteria. The results are shown in Tables 4 and 5. <Evaluation criteria> 3 points: Shine is suppressed 2 points: Shine is slightly suppressed 1 point: Shine is not suppressed <Evaluation criteria> ◎: Total score is 25 or more ○: The total score is between 20 and 24 points. ×: Total score is 19 points or less

[0061] [Table 4]

[0062] [Table 5]

[0063] [Table 6]

[0064] As is clear from Table 3, Example Polyether Polyols 1 to 9 had excellent compatibility with oils and fats. Furthermore, as is clear from Table 4, Example Cosmetics 1 to 12 had excellent moisturizing effect, non-stickiness, and durability of the shine-suppressing effect.

[0065] In contrast, Comparative Example Polyether Polyols 1 to 8 and 10, Comparative Example Polyether 9, and Comparative Example Cosmetics 1 to 10 were inferior in any of the above evaluation items.

[0066] Comparative Example Polyether Polyol 1, in which b / c exceeds 8, has poor compatibility with oils and fats, and Comparative Example Cosmetic Preparation 1 containing this had poor non-sticky feeling and poor durability of the shine-suppressing effect.

[0067] Comparative Example Polyether Polyol 2, in which a was 0 and b / c was less than 1, had poor compatibility with water, and Comparative Example Cosmetic Preparation 2 containing this had poor non-sticky feeling and poor durability of the shine-suppressing effect.

[0068] Comparative Example Polyether Polyol 3, in which a exceeded 30 and (a+b) / c exceeded 8, had poor compatibility with oils and fats, and Comparative Example Cosmetic Preparation 3 containing this had poor non-sticky feeling and poor durability of the shine-suppressing effect.

[0069] Comparative Example Polyether Polyol 4, in which (a+b) / c is less than 0.2, has poor compatibility with water, and Comparative Example Cosmetic Preparation 4 containing this was unable to be evaluated due to separation.

[0070] Comparative Example Polyether Polyol 5, in which (a+b) / c is less than 0.2, has poor compatibility with water, and Comparative Example Cosmetic Preparation 5 containing it was poor in moisturizing effect, lack of stickiness, and durability of the shine-suppressing effect.

[0071] Comparative Example Polyether Polyol 6, in which b was greater than 80, had poor compatibility with oils and fats, and Comparative Example Cosmetic Preparation 6 containing it had poor durability of the moisturizing effect and the shine-suppressing effect.

[0072] Comparative Example Polyether Polyol 7, which had a value of c greater than 70, had poor compatibility with water, and Comparative Example Cosmetic Preparation 7 containing this had poor moisturizing effect.

[0073] Comparative Example Polyether Polyol 8, which is a copolymer of ethylene oxide and propylene oxide and has a structure different from that of the polyether polyol of the present invention, has poor compatibility with oils and fats, and Comparative Example Cosmetic Preparation 8 containing this was inferior in terms of the lack of stickiness and the durability of the shine-suppressing effect.

[0074] Comparative Example Polyether 9, which is a copolymer of ethylene oxide and propylene oxide and has a structure different from that of the polyether polyol of the present invention, has poor compatibility with oils and fats, and Comparative Example Cosmetic 9 containing this had poor durability of its shine-reducing effect.

[0075] Comparative Polyether Polyol 10, a copolymer of glycidol and propylene oxide, which has a different structure from the polyether polyols of the present invention, exhibited poor compatibility with oils and fats. Furthermore, Comparative Cosmetic Preparation 10, which contained Comparative Polyether Polyol 10, was inferior in terms of the lack of stickiness and the durability of the shine-reducing effect.

[0076] (Prescription example) Formulation examples of cosmetics (shampoo, treatment, cleansing oil, cleansing water, body soap (foamer type, liquid type), facial cleansing paste) containing the polyether polyol of the present invention are shown in Tables 7 to 13 below. The amounts of ingredients shown in Tables 7 to 13 are values ​​based on the entire cosmetic. Furthermore, the names of the ingredients listed in Tables 7 to 13 below have been appropriately determined by the cosmetic labeling names provided by the Japan Cosmetic Industry Association. It should be noted that the present invention is not limited to the following formulation examples.

[0077] [Table 7]

[0078] [Table 8]

[0079] [Table 9]

[0080] [Table 10]

[0081] [Table 11]

[0082] [Table 12]

[0083] [Table 13] [Industrial Applicability]

[0084] The polyether polyol of the present invention has excellent compatibility with oils and fats and is useful as a cosmetic base.

Claims

1. Formula (1): HO-{(GL) a / (CH 2 CH 2 O) b / (CH 2 CH 2 CH 2 O) c }-H (1) [In the formula, GL is represented by formula (2), formula (3a), or formula (3b): 【Chemistry 1】 is a group represented by a, b, and c are GL, CH, 2 CH 2 O, and CH 2 CH 2 CH 2 is the average degree of polymerization of O, a is a number from 0 to 30, b is a number from 0 to 80, c is a number from 1 to 70; a+b are numbers from 1 to 90, (a+b) / c is a number from 0.2 to 8, and When a is 0, b / c is a number from 1 to 8. A cosmetic base comprising a polyether polyol represented by the formula: When GL is present in the polyether polyol, the cosmetic base contains all of the group represented by formula (2), the group represented by formula (3a), and the group represented by formula (3b).

2. A cosmetic comprising the cosmetic base according to claim 1 in an amount of 0.1 to 30% by mass based on the total amount of the cosmetic.

Citation Information

Patent Citations

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