Cosmetic base

Abstract

The present application provides a novel cosmetic base which combines a feeling of use and a moisturizing effect. A cosmetic base agent which contains a polymer having a structure represented by formula (1) in which R1, R2 and R3 are each independently a hydrogen atom or an alkyl group having 1-4 carbon atoms, A is an alkylene group having 2-4 carbon atoms, m and n are each independently 1.0-50, the polymer has a number average molecular weight of 10,000 or less, and the polymer has a structure represented by formula (1) in which R1, R2 and R3 are each independently a hydrogen atom or an alkyl group having 1-4 carbon atoms, A is an alkylene group having 2-4 carbon atoms, and m and n are each independently 1.0-50. And the IOB value of the polymer is 0.4-1.8. # imgabs0 #

Description

Technical Field

[0001] The present invention relates to cosmetic bases. Background Art

[0002] In order to maintain healthy skin, moisture retention is essential, and many cosmetics have been developed for the purpose of moisturizing. In addition, the feeling of use of cosmetics is required to be moist and not sticky.

[0003] Various cosmetics or cosmetic bases have been developed for the purpose of moisturizing.

[0004] For example, Patent Document 1 discloses a moisturizing agent containing a polyether represented by the general formula (1).

[0005] -[X] m -[Y] n - (1)

[0006] [In the formula, m X represents a group (X 1 ) or (X 2 ), n Y represents a compound that can react with epoxide (x 1 ) or (x 2 ) is a group of copolymerizable monomers, wherein m and n represent numbers satisfying m / (m+n)=0.2 to 1 and m+n≥12.

[0007]

[0008] (R 1 ~R 3 is H, Me or Et, R 4 is H or a C1-C32 hydrocarbon group, a is 1 or 2, R 5 ~R 8 H, -COOH, -CH2COOH or their salts. However, R is not included. 5 =R 6 =R 7 =R 8 =H)

[0009] In addition, Patent Document 2 discloses a skin external preparation containing an oxyalkylene derivative represented by the following general formula (I).

[0010] R 1 O-[(AO) m (EO) n ]-R 2 (I)

[0011] (wherein, AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, m and n are the average addition molar numbers of the oxyalkylene group and the oxyethylene group, respectively, and 1≤m≤70, 1≤n≤70. The proportion of the oxyethylene group is 20 to 80% by weight relative to the total of the oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group. The oxyalkylene group having 3 to 4 carbon atoms and the oxyethylene group may be added in a block form or in a random form. R 1 , R 2 may be the same or different and are a hydrocarbon group having 1 to 4 carbon atoms or a hydrogen atom, R 1 and R 2 The ratio of the number of hydrogen atoms to the number of hydrocarbon groups is 0.15 or less.

[0012] Prior art literature

[0013] Patent Literature

[0014] Patent Document 1: Japanese Patent Application Publication No. 2001-048772

[0015] Patent Document 2: Japanese Patent Application Publication No. 2004-083541 Summary of the invention

[0016] Problems to be solved by the invention

[0017] However, for example, the moisturizing agent disclosed in the above Patent Document 1 has the following characteristics: m -[Y] n -) may not provide satisfactory feeling in use as a cosmetic.

[0018] The present invention is to improve the above situation, and an object of the present invention is to provide a new cosmetic base having both good feeling during use and moisturizing effect.

[0019] Means of solving problems

[0020] The present invention to achieve the above-mentioned object is the following invention.

[0021] <Method 1>

[0022] A cosmetic base, which contains a polymer having a structure represented by the following formula (1), or is composed of a polymer having a structure represented by the following formula (1),

[0023]

[0024] In the formula (1), R 1 , R 2 and R 3are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A is an alkylene group having 2 to 4 carbon atoms, and m and n are each independently 1.0 to 50,

[0025] The number average molecular weight of the polymer is 10,000 or less,

[0026] The IOB value of the polymer is 0.4 to 1.8.

[0027] <Method 2>

[0028] According to the cosmetic base of embodiment 1, in the formula (1), A is represented by the following formula (2):

[0029]

[0030] In the formula (2), R 4 It is an alkyl group having 1 or 2 carbon atoms.

[0031] <Method 3>

[0032] In the cosmetic base according to embodiment 1 or 2, the polymer is a random copolymer or a block copolymer.

[0033] <Method 4>

[0034] The cosmetic base according to any one of aspects 1 to 3, wherein in the formula (1), m is 2 or more, and R 1 At least a portion of them are methyl groups.

[0035] <Method 5>

[0036] The cosmetic base according to any one of aspects 1 to 4, wherein in the formula (1), R 2 and R 3 At least one of them is methyl.

[0037] <Method 6>

[0038] The cosmetic base according to any one of aspects 1 to 5, which is used for moisturizing.

[0039] <Method 7>

[0040] A cosmetic comprising the cosmetic base according to any one of aspects 1 to 6.

[0041] Effects of the Invention

[0042] According to the present invention, a new cosmetic base having both good feeling during use and moisturizing effect can be provided. DETAILED DESCRIPTION

[0043] The specific embodiments of the present invention are described in detail below. The present invention is not limited to the following embodiments, and can be implemented in various modifications within the scope of the gist of the invention.

[0044] 《Cosmetic bases》

[0045] The cosmetic base of the present invention contains a polymer having a structure represented by the following formula (1), or is composed of a polymer having a structure represented by the following formula (1):

[0046]

[0047] In formula (1), R 1 , R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A is an alkylene group having 2 to 4 carbon atoms, and m and n are each independently 1.0 to 50,

[0048] The number average molecular weight of the polymer is 10,000 or less,

[0049] The IOB value of the polymer is 0.4 to 1.8.

[0050] The present inventors have found through careful studies that the cosmetic base of the present invention can achieve both a good feeling during use and a moisturizing effect by containing a polymer having a structure represented by the above formula (1) (hereinafter also referred to as "the polymer of the present invention") or consisting of the polymer of the present invention.

[0051] Without being limited by theory, it is presumed that this is because the polymer of the present invention has a specific structure represented by the above formula (1), a specific range of number average molecular weight (10,000 or less), and a specific range of IOB (Inorganic Organic Balance) value (0.4 to 1.8).

[0052] The feeling of use of the cosmetic base of the present invention was comprehensively judged based on "moist feeling", "sticky feeling" (greasy feeling), "compatibility with the skin and ease of spreading" and "slippery feeling".

[0053] In addition, the cosmetic base of the present invention may contain water, antioxidants such as tocopherol, preservatives such as phenoxyethanol, and the like as ingredients other than the polymer of the present invention, and the cosmetic base of the present invention may also consist only of the polymer of the present invention. When the cosmetic base of the present invention contains ingredients other than the polymer of the present invention, the content thereof may be 50% by mass or less, 40% by mass or less, 30% by mass or less, 20% by mass or less, 10% by mass or less, 5% by mass or less, 1% by mass or less, 0.5% by mass or less, or 0.1% by mass or less.

[0054] In the following description, unless otherwise specified, the terms "Formula (1)" or "Formula (2)" do not refer to the formula in the prior art documents, but refer to the chemical formula of the present invention.

[0055] The polymer of the present invention has a structure represented by the following formula (1):

[0056]

[0057] In formula (1), R 1 , R 2 and R 3 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. In addition, in the present invention, examples of the alkyl group having 1 to 4 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl and tert-butyl. In addition, these alkyl groups may also have a substituent as long as the effect of the present invention is not impaired. As the substituent, there is no particular limitation, and examples thereof include a halogen group.

[0058] According to one embodiment of the present invention, in formula (1), R 1 , R 2 and R 3 They may each independently be a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group or a tert-butyl group.

[0059] According to one embodiment of the present invention, in formula (1), R 1 Preferably, it is a hydrogen atom, a methyl group or an ethyl group. In addition, when m is 2 or more, that is, when there are a plurality of R 1 In the case of each R 1 They may be the same or different, and R 1 At least a portion of R is methyl. 1 It is preferred that at least a part of the groups is a methyl group, particularly from the viewpoint of improving the feeling during use.

[0060] According to one embodiment of the present invention, in formula (1), R 1 It may be a state where hydrogen atoms and alkyl groups having 1 to 4 carbon atoms exist in a mixed state. 1 A part of the group is a hydrogen atom, and the other part is an alkyl group having 1 to 4 carbon atoms. 1 One part is hydrogen atoms and the other part is methyl groups.

[0061] According to one embodiment of the present invention, in formula (1), R 2 A hydrogen atom, a methyl group or an ethyl group is preferred, and a methyl group is particularly preferred.

[0062] According to one embodiment of the present invention, in formula (1), R 2 It may be a state where hydrogen atoms and alkyl groups having 1 to 4 carbon atoms exist in a mixed state. 2 A part of the group is a hydrogen atom, and the other part is an alkyl group having 1 to 4 carbon atoms. 2 In addition, when there are multiple R 1 and R 2 , and at least one of them is methyl, R 1 and R 2 The ratio of methyl to hydrogen (CH3 / H) is not particularly limited, and may be, for example, 0.05 or more, 0.10 or more, 0.15 or more, 0.20 or more, 0.25 or more, 0.30 or more, or 0.35 or less; and may be 0.99 or less, 0.90 or less, 0.80 or less, 0.70 or less, or 0.60 or less.

[0063] According to one embodiment of the present invention, in formula (1), R 3 Preferably, it is a hydrogen atom, a methyl group or an ethyl group, and more preferably, it is a methyl group. 3 When at least one of them is a methyl group, 1 and R 2 Same, R 1 , R 2 and R 3 The ratio of methyl to hydrogen (CH3 / H) is not particularly limited, and may be, for example, 0.05 or more, 0.10 or more, 0.15 or more, 0.20 or more, 0.25 or more, 0.30 or more, or 0.35 or less; and may be 0.99 or less, 0.90 or less, 0.80 or less, 0.70 or less, or 0.60 or less.

[0064] According to one embodiment of the present invention, in formula (1), preferably R 2 and R 3 At least one of them is methyl.

[0065] In formula (1), A is an alkylene group having 2 to 4 carbon atoms. More specifically, A may be, for example, ethylene, propylene, butylene, isobutylene, etc., but is not limited thereto. It is particularly preferred that A is represented by the following formula (2):

[0066]

[0067] In formula (2), R 4 is an alkyl group having 1 or 2 carbon atoms. More specifically, R 4 It may be methyl or ethyl.

[0068] In formula (1), m and n represent the average added molar number of each structural unit. m and n are each independently 1.0 to 50, more specifically, 1.0 or more, 1.5 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, 7.0 or more, 8.0 or more, 9.0 or more, 10 or more, 15 or more, or 20 or more, and 50 or less, 45 or less, 40 or less, 35 or less, 34 or less, 32 or less, 30 or less, 28 or less, 26 or less, 25 or less, 24 or less, 22 or less, 20 or less, 18 or less, 16 or less, 15 or less, 14 or less, 12 or less, 10 or less, or 5.0 or less.

[0069] In addition, in formula (1), m is preferably 1.0 to 25, 1.0 to 20, or 1.0 to 14, and more preferably 2.0 to 20, 2.0 to 15, or 2.0 to 5.0. In addition, in formula (1), n ​​is preferably 2.0 to 40, 2.0 to 35, or 2.0 to 34, and more preferably 6.0 to 35, or 6.0 to 12.

[0070] According to one embodiment of the present invention, in formula (1), m+n can be greater than 4.0, greater than 4.5, greater than 5.0, greater than 6.0, greater than 7.0, greater than 8.0, greater than 9.0, greater than 10, greater than 11, greater than 12, greater than 13, greater than 14, greater than 15 or greater than 17, and can also be less than 55, less than 53, less than 50, less than 45, less than 42, less than 40, less than 35, less than 30, less than 25, less than 20, less than 15 or less than 12.

[0071] According to one embodiment of the present invention, in formula (1), m:n may be 1:10 to 10:1, 1:6 to 6:1, or 1:5 to 5:1.

[0072] The number average molecular weight of the polymer of the present invention is 10000 or less. More specifically, the number average molecular weight of the polymer of the present invention may be, for example, 10000 or less, 5000 or less, 3500 or less, 3000 or less, 2800 or less, 2600 or less, 2500 or less, 2000 or less, 1500 or less, 1400 or less, 1300 or less, 1200 or less, 1100 or less, 1000 or less, 900 or less, 800 or less, 700 or less, or 600 or less, and may be 130 or more, 150 or more, 200 or more, 250 or more, 300 or more, 350 or more, 400 or more, 450 or more, or 500 or more. In addition, the number average molecular weight of the polymer of the present invention is preferably 300 or more and 3500 or less, more preferably 500 or more and 3500 or less, or 500 or more and 1200 or less.

[0073] The IOB value of the polymer of the present invention is 0.4 to 1.8. More specifically, the IOB value of the polymer of the present invention may be, for example, 0.4 or more, 0.5 or more, 0.6 or more, 0.7 or more, 0.8 or more, or 0.9 or more, and may be 1.8 or less, 1.6 or less, 1.4 or less, 1.2 or less, or 1.0 or less. In addition, the IOB value of the polymer of the present invention is preferably 0.7 or more and 1.2 or less.

[0074] Here, the IOB value is an abbreviation of inorganic / organic balance (inorganic / organic ratio), which is a value indicating the ratio of the inorganic value to the organic value, and is an indicator of the polarity of the organic compound. The IOB value is specifically expressed in the form of IOB value = inorganic value / organic value. Regarding the "inorganic value" and "organic value", for example, for 1 carbon atom in the molecule, the "organic value" is set to 20, and for 1 hydroxyl group, the "inorganic value" is set to 100. In this way, the "inorganic value" and "organic value" corresponding to various atoms or functional groups are set. By accumulating the "inorganic value" and "organic value" of all atoms and functional groups in the organic compound, the IOB value of the organic compound can be calculated (for example, refer to Yoshio Koda, "Organic Concept Map-Basics and Applications-", p.11-17, Sankyo Publishing, published in 1984). In addition, regarding the method for determining the IOB value, the method described in the embodiment can be referred to.

[0075] The polymer of the present invention may be a block copolymer or a random copolymer.

[0076] The method for producing the polymer of the present invention is not particularly limited, and for example, the polymer can be produced by addition polymerization of epoxy compounds corresponding to the respective structural units. The addition polymerization may be block polymerization or random polymerization.

[0077] In addition, the manufacturing method of the polymer of the present invention may include: the step of further reacting the polymer obtained by the above-mentioned addition polymerization with a haloalkyl group. Through the reaction with the haloalkyl group, the hydroxyl group in the obtained polymer molecule is blocked by the alkyl group, and as a result, the hydrophobicity of the entire polymer can be adjusted to a desired level. In the present invention, in the molecule of the polymer, the blocking rate of the hydroxyl group blocked by the alkyl group can be, for example, more than 20%, more than 30%, more than 35%, more than 40%, more than 45%, more than 50% or more than 55%, and can also be less than 60%, less than 59%, less than 58%, less than 57%, less than 56% or less than 55%. In addition, the blocking rate of the hydroxyl group blocked by the alkyl group can be obtained by the method described in the examples.

[0078] One of the characteristics of the polymer of the present invention is that it has both high water solubility and high fat solubility.

[0079] The solubility of the polymer of the present invention in water may be, for example, 5% by mass or more, 10% by mass or more, 20% by mass or more, 30% by mass or more, 40% by mass or more, or 50% by mass or more.

[0080] In addition, as an index of the fat solubility of the polymer of the present invention, for example, the solubility in olive oil can be used. The solubility of the polymer of the present invention in olive oil can be, for example, 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, 0.50% by mass or more, or 1.00% by mass or more. In addition, the upper limit of the solubility of the polymer of the present invention in olive oil is not particularly limited, and can be, for example, 10% by mass or less.

[0081] Due to the above-mentioned characteristics of the polymer of the present invention, it can be used as a substitute for the oxyalkylene derivative of Patent Document 2. Therefore, the cosmetic base containing the polymer of the present invention can be used for moisturizing.

[0082] "cosmetic"

[0083] The present invention also provides a cosmetic comprising the cosmetic base of the present invention.

[0084] The content of the cosmetic base of the present invention in the cosmetic of the present invention is not particularly limited. For example, the amount of the polymer of the present invention in the entire cosmetic may be 0.001 to 90 mass %, 0.1 to 50 mass %, 0.1 to 20 mass %, or 0.1 to 10 mass %. More specifically, for example, the polymer of the present invention may be present in an amount of 0.001 mass % or more, 0.005 mass % or more, 0.01 mass % or more, 0.05 mass % or more, 0.1 mass % or more, 0.5 mass % or more, 1.0 mass % or more, 1.5 mass % or more, or 2.0 mass % or more, and may be 90 mass % or less, 80 mass % or less, 70 mass % or less, 60 mass % or less, 50 mass % or less, 40 mass % or less, 30 mass % or less, 20 mass % or less, 10 mass % or less, 9.0 mass % or less, 8.0 mass % or less, 7.0 mass % or less, 6.0 mass % or less, 5.0 mass % or less, 4.0 mass % or less, 3.0 mass % or less, 2.0 mass % or less, or 1.0 mass % or less, relative to the entire cosmetic.

[0085] The cosmetic of the present invention may contain, in addition to the cosmetic base of the present invention, one or more components commonly used in external skin preparations such as cosmetics and pharmaceuticals as other components.

[0086] Specific examples of other ingredients include powder components, liquid oils, solid oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, esters, polysiloxanes, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, water-soluble polymers, thickeners, film-forming agents, ultraviolet absorbers, metal ion chelating agents, lower alcohols, polyols, sugars, amino acids, organic amines, polymer emulsions, pH adjusters, skin nutrients, vitamins, antioxidants, antioxidant aids, fragrances, water, etc., but are not limited thereto.

[0087] The dosage form of the cosmetic of the present invention is not particularly limited, and may be, for example, a solution system, a solubilized system, an emulsified system, a powder dispersion system, a water-oil two-layer system, a water-oil-powder three-layer system, a gel, a mist, a spray, a mousse, a roll-on or a stick, or a preparation impregnated or coated on a sheet such as a non-woven fabric, etc.

[0088] In addition, the product form of the cosmetics of the present invention is not particularly limited, and can be, for example, facial cosmetics such as lotion, emulsion, cream, and mask; color cosmetics such as foundation, lipstick, and eye shadow; sunscreen cosmetics (sunscreen); body cosmetics; aromatic cosmetics; skin cleansing materials such as makeup removers and shower gels; hair cosmetics such as hair lotions, hair tonics, hair conditioners, shampoos, rinses, and hair growth agents; or ointments, etc.

[0089] Example

[0090] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0091] "Synthesis Examples 1 to 11"

[0092] In the following Synthesis Examples 1 to 11, polymers having a structure represented by the following formula (3) were synthesized.

[0093]

[0094] In the formula (3), [ ] represents a random copolymer.

[0095] <Synthesis example 1>

[0096] Synthesis Example 1: R 1 =H, R 2 =H, R 3 =CH3, R 4 =CH3, m=2.0, and n=6.0 polymer 1

[0097] The polymer 1 was synthesized by the following method.

[0098] 128 g of methanol and 6.4 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. The catalyst was then completely dissolved at 80°C while stirring. Next, a mixture of 592 g of glycidol and 1392 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropper, and then stirred for 5 hours. The reaction composition was taken out of the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment to obtain 2000 g of polymer 1 of Synthesis Example 1.

[0099] Various physical property values ​​of the obtained polymer 1 were obtained as follows.

[0100] (Number average molecular weight)

[0101] The number average molecular weight of the obtained polymer 1 was calculated by gel permeation chromatography (GPC). As a system, SHODEX (registered trademark) GPC101 GPC dedicated system was used, as a differential refractometer, SHODEX RI-71s was used, as a protective column, SHODEX KF-G was used, as a chromatographic column, 3 HODEX KF804L were installed continuously, the chromatographic column temperature was 40 ° C, and as a developing solvent, tetrahydrofuran was made to flow at a flow rate of 1 ml / min, 0.1 ml of a 0.1 wt% tetrahydrofuran solution of the obtained reaction product was injected, and a chromatogram represented by refractive index intensity and dissolution time was obtained using the BORWIN GPC calculation program. From the chromatogram, the number average molecular weight obtained using polyethylene glycol as a standard sample was about 530.

[0102] (IOB value)

[0103] The IOB value of the obtained polymer 1 was found to be 1.09 in the following manner.

[0104] More specifically, in polymer 1, the organic value was calculated by assuming that carbon was 20 and the iso branch was -10. Also, the inorganic value was calculated by assuming that the hydroxyl group was 100 and the ether bond was 20.

[0105] ·Methanol site: (1 carbon atom, 1 hydroxyl group) x 1

[0106] Organic value: 20

[0107] Inorganicity value: 100

[0108] · Glycidol site: (3 carbon atoms, 1 iso branch, 1 hydroxyl group, 1 ether bond) × 2

[0109] Organic value: (60-10)×2=100

[0110] Inorganicity value: (100+20)×2=240

[0111] · Propylene oxide part: (3 carbon atoms, 1 iso branch, 1 ether bond) × 6

[0112] Organic value: (60-10)×6=300

[0113] Inorganic value: 20×6=120

[0114] In summary, the total organic value is 420, the total inorganic value is 460, and the IOB value is 1.09.

[0115] (Cloud Point)

[0116] A 5 wt % aqueous solution of the obtained polymer 1 was prepared, heated to 85° C., and then cooled. The temperature at which the transparent solution became was 74° C. Therefore, it was clear that the cloud point of the polymer 1 was 74° C.

[0117] (Hydroxy value)

[0118] The hydroxyl value of the obtained polymer 1 was 294 as measured by the measurement method in accordance with JIS K-1557-1.

[0119] (Solubility in water)

[0120] The solubility of the obtained polymer 1 in water was determined in the same manner as in the "Compatibility Evaluation" described later, and the result was 50% by mass or more.

[0121] (Solubility in olive oil)

[0122] The solubility of the obtained polymer 1 in olive oil was determined as follows. That is, the polymer 1 was mixed with olive oil to a concentration of 1.0 wt%, and the appearance was confirmed. If uniform, it was recorded as "0". In this case, the solubility of the polymer 1 in olive oil was 1.0 mass%.

[0123] The various physical property values ​​of the polymer 1 measured above are shown in the following Table 1-1.

[0124] 〈Synthesis example 2〉

[0125] Synthesis Example 2: R 1 =H and CH3, R 2 =H and CH3, R 3 =CH3, R 4 =CH3, m=2.0, and n=6.0 polymer 2

[0126] Polymer 2 was obtained by synthesis according to the following method.

[0127] 128 g of methanol and 6.4 g of potassium hydroxide as a catalyst were added to an autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 592 g of glycidol and 1392 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 2 hours. Next, 244 g of potassium hydroxide was added, and the system was replaced with dry nitrogen. Then, 200 g of methyl chloride was pressed into the system at a temperature of 80-130°C and reacted for 5 hours. The reaction composition was then taken out from the autoclave, neutralized to pH 6-7 with hydrochloric acid, and treated at 100°C for 1 hour under a reduced pressure of -0.095 MPa (50 mmHg) to remove the contained moisture. Further, filtration was performed to remove the salt generated after the treatment, and 1820 g of polymer 2 was obtained. Sampling was performed before the reaction with methyl chloride, and the hydroxyl value of the purified product was 125, which shows that R 1 and R 2 The ratio of methyl groups to hydrogen atoms (CH3 / H) was 0.57. That is, the hydroxyl blocking rate of polymer 2 was 57%.

[0128] Various physical property values ​​were determined for the obtained polymer 2 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0129] <Synthesis example 3>

[0130] Synthesis Example 3: R 1 =H, R 2 =H, R 3 =CH3, R 4 =CH3, m=1.5 and n=3.0 polymer 3

[0131] Polymer 3 was obtained by synthesis according to the following method.

[0132] 128 g of methanol and 4.8 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 444 g of glycidol and 687 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment to obtain 1196 g of polymer 3 of Synthesis Example 3.

[0133] Various physical property values ​​were determined for the obtained polymer 3 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0134] 〈Synthesis Example 4〉

[0135] Synthesis Example 4: R 1 =H, R 2 =H, R 3 =CH3, R 4 =CH3, m=14 and n=34 polymer 4

[0136] Polymer 4 was synthesized by the following method.

[0137] 32 g of methanol and 9.1 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 1037 g of glycidol and 1972 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment to obtain 2888 g of polymer 4 of Synthesis Example 4.

[0138] 〈Synthesis Example 5〉

[0139] Synthesis Example 5: R 1 =H and CH3, R 2 =H and CH3, R 3 =CH3, R 4 =CH3, m=5.0 and n=12 polymer 5

[0140] Polymer 5 was obtained by synthesis according to the following method.

[0141] 64 g of methanol and 6.6 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 741 g of glycidol and 1392 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 2 hours. Next, 150 g of potassium hydroxide was added, and the system was replaced with dry nitrogen. Then, the system was replaced with dry nitrogen, and then 123 g of monochloromethane was pressed into the system at a temperature of 80 to 130°C, and the reaction was performed for 5 hours. Then, the reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and 1820 g of polymer 5 of Synthesis Example 5 was obtained. The sample was taken before the reaction with chloroform, and the hydroxyl value of the purified product was 193, from which it can be known that R 1 and R2 The ratio of methyl groups to hydrogen atoms (CH3 / H) was 0.35. That is, the hydroxyl blocking rate of polymer 5 was 35%.

[0142] Various physical property values ​​were determined for the obtained polymer 5 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0143] 〈Synthesis Example 6〉

[0144] Synthesis Example 6: R 1 =H, R 2 =H, R 3 =C4H9, R 4 =CH3, m=5.0 and n=12 polymer 6

[0145] The polymer 6 was synthesized by the following method.

[0146] 74 g of butanol and 3.2 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Then, a mixture of 370 g of glycidol and 696 g of propylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment to obtain 1083 g of polymer 6.

[0147] Various physical property values ​​were determined for the obtained polymer 6 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0148] 〈Synthesis Example 7〉

[0149] Synthesis Example 7: R 1 =H, R 2 =H, R 3 =CH3, R 4 =C2H5, m=3.0 and n=4.0 polymer 7

[0150] Polymer 7 was synthesized by the following method.

[0151] 128 g of methanol and 4.5 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 592 g of glycidol and 864 g of butylene oxide was added dropwise at 95°C for 20 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further filtration was performed to remove the salt generated after the treatment to obtain 1500 g of polymer 7.

[0152] Various physical property values ​​were determined for the obtained polymer 7 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0153] 〈Synthesis example 8〉

[0154] Synthesis Example 8: R 1 =H, R 2 =H, R 3 =CH3, R 4 =CH3, m=2.0 and n=6.0 polymer 8

[0155] Polymer 8 was obtained by synthesis according to the following method.

[0156] 128 g of methanol and 6.4 g of potassium hydroxide as a catalyst were added to the autoclave, the air in the autoclave was replaced with dry nitrogen, and then the catalyst was completely dissolved at 80°C while stirring. Next, 1392 g of propylene oxide was added dropwise at 95°C for 10 hours using a dropping device, and then stirred for 5 hours. Then, 592 g of glycidol was added dropwise at 95°C for 5 hours, and then stirred for 3 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further filtration was performed to remove the salt generated after the treatment to obtain 2000 g of polymer 8 of Synthesis Example 8.

[0157] Various physical property values ​​were determined for the obtained polymer 8 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0158] 〈Synthesis Example 9〉

[0159] Synthesis Example 9: R 1 =H, R 2 =H, R 3 =CH3, R 4 =CH3, m=6.0 and n=36 polymer 9

[0160] Polymer 9 was obtained by synthesis according to the following method.

[0161] 50 g of methanol and 16.0 g of potassium hydroxide as a catalyst were added to the autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 694 g of glycidol and 3262 g of propylene oxide was added dropwise at 95°C for 60 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at -0.095 MPa (50 mmHg) and 100°C for 1 hour to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment to obtain 3800 g of the polymer of Synthesis Example 9.

[0162] Various physical property values ​​were determined for the obtained polymer 9 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-1.

[0163] <Synthesis example 10>

[0164] Synthesis Example 10: R 1 =H and CH3, R 2 =H and CH3, R 3 =CH3, R 4 =CH3, m=10 and n=35 polymer 10

[0165] The polymer 10 was synthesized by the following method.

[0166] 50 g of glycerol and 8.1 g of potassium hydroxide as a catalyst were added to an autoclave, the air in the autoclave was replaced with dry nitrogen, and then the catalyst was completely dissolved at 100°C while stirring. Then, 538 g of glycidol was added dropwise at 100°C for 15 hours using a dropping device, and then 1416 g of propylene oxide was added dropwise at 100°C for 20 hours, and then stirred for 5 hours. Then, 90.1 g of potassium hydroxide was added, and the system was replaced with dry nitrogen. Then, the system was replaced with dry nitrogen, and then 81 g of monochloromethane was pressed into the system at a temperature of 80 to 130°C, and the reaction was performed for 5 hours. Then, the reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at 100°C for 1 hour under a reduced pressure of -0.095 MPa (50 mmHg) to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and 1900 g of the polymer of Synthesis Example 10 was obtained. In addition, the sample was taken before the reaction with chloroform, and the hydroxyl value of the purified product was 226, which shows that R 1 , R 2 and R 3The ratio of methyl groups to hydrogen atoms (CH3 / H) was 0.23. That is, the hydroxyl group blocking rate of polymer 10 was 23%.

[0167] Various physical property values ​​were determined for the obtained polymer 10 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-2.

[0168] <Synthesis Example 11>

[0169] Synthesis Example 11: R 1 =H and CH3, R 2 =H and CH3, R 3 =CH3, R 4 =CH3, m=20 and n=33 polymer 11

[0170] The polymer 11 was obtained by synthesis according to the following method.

[0171] 67 g of glycerol and 9.0 g of potassium hydroxide as a catalyst were added to an autoclave, and the air in the autoclave was replaced with dry nitrogen. Then, the catalyst was completely dissolved at 100°C while stirring. Then, 1262 g of glycidol was added dropwise at 100°C for 20 hours using a dropping device, and then 1152 g of propylene oxide was added dropwise at 100°C for 25 hours, and then stirred for 5 hours. Next, 120 g of potassium hydroxide was added, and the system was replaced with dry nitrogen. Then, 109 g of methyl chloride was pressed into the system at a temperature of 80 to 130°C, and the reaction was carried out for 5 hours. Then, the reaction composition was taken out from the autoclave, neutralized to pH 6 to 7 with hydrochloric acid, and treated at 100°C for 1 hour under a reduced pressure of -0.095 MPa (50 mmHg) to remove the contained water. Further, filtration was carried out to remove the salt generated after the treatment, and 2350 g of the polymer of Synthesis Example 11 was obtained. In addition, the sample was taken before the reaction with chloroform, and the hydroxyl value of the purified product was 441, which shows that R 1 , R 2 and R 3 The ratio of methyl groups to hydrogen atoms (CH3 / H) was 0.30. That is, the hydroxyl blocking ratio of polymer 11 was 30%.

[0172] Various physical property values ​​were determined for the obtained polymer 11 in the same manner as in the case of the above-mentioned polymer 1. The respective results are shown in the following Table 1-2.

[0173]

[0174]

[0175] 〈Compatibility Evaluation〉

[0176] The synthesized polymers 1 and 2 were mixed with water and various oils at a certain concentration and stirred, and then left to stand for 1 day and the compatibility of each was investigated by visual observation. The results are shown in Table 2 below. In Table 2, "○" means "compatible" and "×" means "insoluble".

[0177] Table 2

[0178]

[0179] 《Examples 1 to 11 and Comparative Example 1》

[0180] In Examples 1 to 11, cosmetic bases 1 to 11 composed of the above-mentioned polymers 1 to 11 were used to prepare lotions based on the formulations shown in Table 4. The feeling of use and moisturizing effect of each lotion were investigated in the following manner. The respective results are shown in Table 4.

[0181] In Comparative Example 1, the feeling during use and the moisturizing effect were investigated in the same manner as in the above-mentioned Examples, except that the amount of glycerin was increased instead of the polymer.

[0182] 〈User experience review〉

[0183] The use feeling of each lotion prepared above was comprehensively evaluated based on "moisturizing feeling", "sticky feeling", "compatibility with the skin and ease of spreading" and "slippery feeling". In addition, each lotion was applied to the skin and evaluated by two professionals according to the criteria in Table 3 below.

[0184] Table 3 (Evaluation criteria for feeling of use)

[0185]

[0186] 〈Moisturizing effect evaluation〉

[0187] To evaluate the moisturizing effect of each lotion prepared above, the lotion was evenly applied on the skin, and then two professionals evaluated the moisturizing feeling on the skin. In addition, the evaluation level is as follows:

[0188] “A”: High moisturizing effect can be felt;

[0189] “B”: A certain degree of moisturizing effect can be felt;

[0190] “C”: The moisturizing effect is noticeable, but not sufficient.

[0191]

[0192] As can be clearly seen from the results in Table 4, the lotions of Examples 1 to 11 all have excellent feeling of use and moisturizing effect. In contrast, the lotion of Comparative Example 1 has poor feeling of use and moisturizing effect.

Claims

1. A cosmetic base, comprising or consisting of a polymer having a structure represented by the following formula (1), In the formula (1), R 1 , R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A is an alkylene group having 2 to 4 carbon atoms, and m and n are each independently 1.0 to 50, The number average molecular weight of the polymer is 10,000 or less, The IOB value of the polymer is 0.4 to 1.

8.

2. The cosmetic base according to claim 1, wherein in the formula (1), A is represented by the following formula (2): In the formula (2), R 4 It is an alkyl group having 1 or 2 carbon atoms.

3. The cosmetic base according to claim 1 or 2, wherein the polymer is a random copolymer or a block copolymer.

4. The cosmetic base according to claim 1 or 2, wherein in the formula (1), m is 2 or more, and R 1 At least a portion of them are methyl groups.

5. The cosmetic base according to claim 1 or 2, wherein in the formula (1), R 2 and R 3 At least one of them is methyl. The cosmetic base according to claim 1 or 2, which is used for moisturizing.

7. A cosmetic comprising the cosmetic base according to claim 1 or 2.

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