TWI330088B - - Google Patents

Description

1330088 (1) Technical Field of the Invention The present invention relates to a cosmetic material which is not sticky, is excellent in moisturizing feeling after use, and has good stability over time. [Prior Art] As a traditional cosmetic ingredient, it is used as a sand oil that is refreshing and non-greasy and enhances the durability of makeup. However, the skin of the oyster sauce is accused of poor permeability or poor moisture retention and cognac. Here, in order to solve such problems, a perfluoroalkyl-denatured organopolysiloxane or a polyoxyalkylene-based organic polyoxyalkylene or the like is marketed and applied (for example, a patent) No. 2754108, JP-A-7-277923 and JP-A-7-326622, etc.). However, 'perfluoroalkyl-denatured organopolysiloxanes, the effect of which is not sufficient' and 'introduction of polyoxyalkylene organic polyoxyalkylenes, in the presence of water, 'reduced p Η by hydrolysis, and there are In the case of stability, etc., even if these polyoxyalkylene compounds are inferior to the skin permeability or moisture retention and stability over time, further development is required. Recently, it has been reported that the polyol-denatured polyoxyalkylene is excellent in adhesion to the skin, and it is an oil agent which is not sticky and has a feeling of use (JP-A-2002-17979798). However, even when this oil is used, the function and properties of the cosmetic are still insufficient, and it is required to provide a more excellent cosmetic. (2) 1330088 [Disclosure] As a result of the disclosure of the present invention, it is excellent in the texture of phospholipids, and the inventors of the present invention have tried to review the use of specific polyol-denatured polyoxane compounds and water in combination with the above-mentioned actual conditions. The present invention can be obtained by obtaining a cosmetic which is not sticky, moisturized after use, and has good stability over time. That is, the present invention contains the following components (a) to (c (a) the following general formula (1) R aR bR cSiΟ(4 - abc)/2 ( 1 ), a aryl group and selected from the following formulas The R1 is an alkyl group having 1 to 30 carbon atoms, an aryl or fluoro-substituted alkyl group, an amino-substituted alkyl group, or a carboxy-substituted alkyl group. The general formula (2) -CmH2m-0-(C2H40)d(C3H60)e -R4 (2) group or R5 -3 烃 one of the hydrocarbons shows 0 ^ d ^ (here, R4 is a hydrocarbon having 4 to 30 carbon atoms (CO) - (here, R5 means that the number of carbon atoms is丨 to base) 'm is an integer of 0$m$15, d, e are respectively | 50, an integer of OSes 50) The organic group of the organic group represented by R2 is the following general formula (3) (4) (4 1330088 Makeup. The best form for carrying out the invention The polyol denatured polyxic furnace of the component (a) used in the present invention is represented by the following composition formula (1): R 1 a R 2 b R 3 csi Ο ( 4 - a · b - c ) / 2 ( 1) (wherein ' R1 ' R2 ' R3, a, b and c have the above meanings) This polyol denatured polyoxane (1) Specific examples of R1 include, for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl 'fluorenyl group'. Alkyl, cyclopentyl, cyclohexyl, etc. of sulfhydryl, fluorene-hospital bases such as 'tauhydryl', thirteenth phenyl, tetradecyl, hexadecyl, octadecyl and eicosyl An aryl group such as a cycloalkyl group, a phenyl group or a tolyl group, an aryloxy group of a benzyl group or a phenethyl group, a tri-gas, a fluoro-substituted fluorenyl group such as a propyl group or a heptadecafluoroindenyl group, and a 3-aminopropyl group. And an amino-substituted alkyl group such as 3-[(2-aminoethyl)amino]propyl or the like, a carboxy-substituted alkyl group such as 3-carboxypropyl or the like. One part of this R1 is as in the following general formula (2) - CmH2m-0-(C2H40)d(C3H60)e-R4 (2) (here, R4, m, d and e have the above meanings) The organic group alcohol residue or alkenyl group of the above formula (2) Addition of a residue, when m = 0, becomes the following (2') group. • 8 - (6) (6) 1330088 (wherein Q and X have the above meanings) Q, for example, -((:112)2-, -((:1^2)3-, -CH2CH(CH)3CH2-, -(ch2)4-'-(ch2)6-, -(CH2) 7-, -(CH2)8-, -(CH2)2-CH(CH2CH2CH2)-, -CH2.CH(CH2CH3)-, -(CH 2 ) 3 · 0 - ( CH 2 ) 2 -, - ( CH 2 ) 3 - 0 - ( c H 2 ) 2 - 〇- ( CH 2 ) 2 -, - (ch2)3-o-ch2 Ch(ch)3- and -ch2-ch(ch3)-coo(ch2)2-etc. Further, a hydrocarbon group having at least 2 trans-group-substituted polyols of x is selected from a glycerin derivative or a sugar derivative. Examples of the glycerin used for guiding the above-mentioned polyol-substituted hydrocarbon group include compounds represented by the following general formulas (A) to (D). Ch2oh

I -Q-O (CH2CHO) , H (A)

OH CH2OH

I I -Q-0-CH2CHCH20 (CH2CHO) PH (B)

OH

I -Q-O-CH (CH2〇CH2CHCH2〇H) 2 (C)

OH

I -QO-(CH2CHCH2O) , H (D) (wherein 1, 1 and P and q represent 1 to 20 integers, 'Q has the above meanings). A part of the hydroxyl group in the above compound may also be an aralkyl group. Or ester group -10 - (7) (7) 1330088 substituted. On the other hand, as the sugar derivative used for guiding the above-mentioned polyol-substituted hydrocarbon group, for example, a sugar residue derived from a monosaccharide, an oligosaccharide or a polysaccharide, a glucosyl group, a mannose group, a galactosyl group, a ribose group, A polysaccharide group such as an oligosaccharide group such as a monosaccharide group, a maltose group, a cellobiose group, a lactose group or a maltotriose group such as an arabinose group, a xylose group or a fructose group, or a cellulose or starch. Among them, as a suitable group, a monosaccharide group and an oligosaccharide group are mentioned, for example. In addition, the above R3 group is the following general formula (4) R1

I _CnH2n— (S i O) h — S i R13 (4)

I R1 (wherein R1 is the same as above, n is an integer of lSn$5, and h is a base represented by 0ShS500, which is preferably an integer of lgh$50). Further, in the polyol-denatured polyoxane (1) of the present invention, a of the average composition formula is 1.0 to 2.5, preferably 1.2 to 2.3. a is less than 1.0 hour, and is less compatible with oil. When it is larger than 2.5, it lacks hydrophilicity. b is preferably from 0.001 to 1.5' at 0.05 to 1.0. b If it is 〇.〇〇1 hour, it lacks hydrophilicity. When it is larger than 1.5, the hydrophilicity becomes high. The c system 〇〇 1 to 1.5' is preferably 0.05 to 1.0. c is 1 hour longer than 〇·〇〇, and it is poorly compatible with chopping oil. When it is larger than 1.5, it lacks hydrophilicity. Further, the polyol-denatured polyoxane (1) -11 - 1330088 (9) R*1 used in the present invention is preferably an alkyl group having 4 to 30 carbon atoms. R*2 is the one shown in the above general formula (D), and R*3 is the one shown in the above general formula (4). In the group of the formula (4), h is preferably an integer of 1 to 1 Å, and n is preferably an integer of 1 to 5. On the other hand, as the phospholipid of the cosmetic component (b) of the present invention, various phospholipids can be used, specifically, for example, phosphoester choline, phospholipid oxime ethanolamine, phospholipid lysine, phospholipid glycerin, Phosphate ester inositol and sphingomyelin. Further, it is also possible to use a composition containing such a composition, i.e., soy lecithin, egg yolk lecithin or a hydride of the above. These phospholipids may be appropriately selected as needed or in combination of two or more. The main purpose of containing such phospholipids is to impart emulsification, dispersion and moisturizing feeling after use of oils and powders. In the phospholipid used in the present invention, the content of phospholipid choline (hereinafter abbreviated as "PC") in the phospholipid is 70% by mass or less (hereinafter referred to as "%") or more in view of stability over time. Preferably, in addition, it is especially preferred to contain acidic phospholipids. Specific examples of the acidic phospholipid include phosphoester choline, phospholipid glycerin, phospholipid osmolar, and phosphatidic acid. These may be used alone or in combination with a phospholipid comprising an acidic phospholipid such as soybean phospholipid. The mass ratio of PC to acidic phospholipid in phospholipid is not particularly limited, but the ratio of PC to acidic phospholipid is preferably 99.9 : 〇·1 to 95:5. Further, in the cosmetic of the present invention, by using the phospholipid to form a lipid dimolecular film or forming a closed small cell body (lipid body) from the lipid dimolecular film, the stability over time and after use can be further improved. Moisturizing. -13- (10) (10) 1330088 The method for forming the lipid dimolecular film is not particularly limited as long as it is a method generally known, and for example, a method using ultrasonic or a homogenizer under pressure may be used. Method etc. Further, the particle diameter of the cell body of the lipid dimolecular film is not particularly limited, but it is preferably 100 to 300 nm from the viewpoint of stability over time. The cosmetic of the present invention is prepared by mixing the polyol-denatured polyoxane of component (a) with the phospholipid of component (b) and water as component (c). The content of the component (a) used in the present invention is not particularly limited, but is preferably from 0.01 to 20%, particularly preferably from 0.1 to 10%. When the amount of the component (a) is too small as compared with the above range, the effect of the component cannot be obtained, and when it is too large, stickiness may occur, or the usability may become dextrose. In addition, the content of the component (b) is not particularly limited, but it is preferably from 0 to 05% to 10% in terms of stability over time and a non-sticky feeling during use, and a good moisturizing feeling after use. 5% is especially good. Further, the content of the component (c) water varies depending on the type of the cosmetic, and is not particularly limited, but is preferably from 10 to 99%, particularly preferably from 15 to 90%. When the cosmetic of the present invention is prepared, when the component (b) is used to form a lipid dimolecular film, cholesterol (and/or phytosterol) is further used as the component (d) to form a complex lipid dimolecular film with the component (b). When used in combination with component (b) and component (d), the stability of the two-molecular film can be further improved, and the stability after use and the good moisturizing feeling after use will be more remarkable. The content of the component (d) when used in combination with the component (b) is not limited to the specific -14-(11) (11)1330088, but in terms of stability over time, the phospholipid: cholesterol and/or The mass ratio of plant sterols is preferably 1: 〇. 1 to 1:1. The method for producing the cosmetic of the present invention is not particularly limited. For example, the components (a) to (C) (additional component (d) may be added as needed) may be simply used as a cosmetic, and may also contain (b) And (c) emulsification or mixing of the lipid dimolecular film or the composite lipid dimolecular film prepared by the need to add the component (d) to the component containing the component (a) and the oil agent. Dispersed into cosmetics. In the cosmetic of the present invention, in addition to the above-mentioned respective components, the components used in the usual cosmetic materials can be blended in the range which does not impair the effects of the present invention. Examples of such components include an oil agent, a surfactant, an aqueous component, a water-soluble polymer, a powder, an antioxidant, a UV absorber, a fragrance, a preservative, a colorant, and a cosmetic agent. As described above, although the cosmetic of the present invention containing an aqueous component and an oily component can be prepared as a suitable form, for example, a water-based soluble cosmetic, an oil-in-water emulsion cosmetic, and an oil-in-water emulsion cosmetic can be used. ^ In addition, as a dosage form of the cosmetic of the present invention obtained as described above, for example, a base lotion such as a beauty lotion, a lotion, an emulsion, a cream, a mask 'washing fabric' hair styling agent, and a shaving lotion, or a foundation or a white powder may be mentioned. Make-up cosmetics such as blush, concealer, eye shadow, eyeliner, eyebrow pencil, lipstick and sunscreen. [Embodiment] Embodiment -15-(12) 1330088 Hereinafter, the present invention is not limited to these examples. In the following composition formula, "Me3SiO group or Me3Si group (here, Me means that the methyl group means a Me2SiO group, and "H" means a HMeSiO group, and the unit of any one of the substituents is denatured, and is represented by MR. And Synthesis Example 1 In a polyol-denatured polyoxane 1 (1) reactor, 120 g of a methylhydrogenpolysiloxane having a flat IVbDP SoDui^C RM=-C12H25) was added thereto, and dropped therein. A mixture of 22 g of the organic polyoxane shown in the following 2 (6) and 0.2 g of uranyl uronic acid in % toluene was stirred at room temperature to obtain 3 alkane. CHs CHs

I I CH2=CH-S i O (S i O) eS i (CHa) 3 (6)

II CHs CH3 (2) In another reactor, add I5g of triether and 200g of IPA (isopropanol) and 3.3g of platinum chloride amount of IPA solution, and drop it into the previous solution under the reflux of the solvent. Oxane. The reactant was heated under reduced pressure to distill off the solvent, and the composition of the formula M2Drm1()D4()Dr'32 Dr, but the present invention is shown), and the "D" is derived from Μ and D DR. The composition of the formula: the laurel of the formula: the composition of the 0.5 mass chain polyoxyl oil monoallyl is 0.5 mass of the branched poly group obtained to be flat (here, R'2 is represented by -16 - (13) (13) 1330088 C3H60[CH2CH(OH)CH20]3H, R'3 is a polyol-denatured polyoxane 1 represented by the group shown below. CHa CHs

I I R*3 : -CzHhS i Ο (S i O) 6S i (CHa) s

I I CHa CHa Examples 1 to 1 and Comparative Examples 1 to 6 Lotions: A lotion was prepared according to the compositions shown in Tables 1 and 2 below and the following methods. With respect to the obtained lotion, evaluation items regarding (1) no stickiness, (2) moisturizing feeling after use, and (3) stability over time were evaluated by the following methods. The results are also shown in Tables 1 and 2. (composition)

-17 - 1330088 .—/ 0T- oCNi Τ-Ό 010 ocvj 6ΌΖ0.0-om 〇〇〇◎ 6 OCNi L0 s O.OCVJ ecsilnom om ◎ 〇◎ 〇ocsi 5 OS om 6CNI9 om om ◎ 〇◎ ◎ OCNi 5 010 s 8ΓΝΙΖ om om ◎ 〇◎ ◎ 9 OCNi 5 os 5.0 636 ◎ 〇〇〇

In I/O § ocvi 吋Z9 om om Ino 0.9 ◎ ◎ ◎ ◎ inch 5 OS OCNi ooCNiz om omsoo so ◎ ◎ ◎ ◎ ε 5 OS OCNi 6.89 om om OCNi ocvi ◎ ◎ ◎ ◎

CNJ _·.0 os ocvi ΖΌ om om s OCNi ◎ ◎ ◎ ◎ ocvi I/O os OCNi 60 Bu om om ◎ 〇 ◎ ◎ SK) -^-13⁄43⁄4 ssux-co 〆 扫 · · face alllls 馘 some 箨冈¥翠续 PS Momo Hebao start 逑ooo^al class i sn [ts

.ON 9 In ε τ CH 6 -18- (15)1330088 g ¢0 1.0 1.0 10.0 10.0 70.9 2.0 5.0 0.1 x <] ο om 2.0 1.0 10.0 10.0 69.9 2.0 5.0 0.1 Ο xo xo inch 2.0 10.0 10.0 70.9 2.0 5.0 0.1 Ο x <3 O CO 10.0 10.0 72.9 2.0 5.0 0.1 X <] © © CM 2.0 . 10.0 10.0 70.9 2.0 5.0 0.1 0 X <] ® T~ 2.0 2.0 10.0 10.0 70.9 5.0 0.1 Ο Ο x <] Jane (inch aluminum) 遁 给 刍 刍 ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ } 锻_迷-NSB:(&(} sis葚-mi (1: noisy Hif^赖_}) l 1 09 — da : inch ΐϋ (蓺渥H H and __)) 0019-£: {;起(谦谦龈安识_} ) S39 IV96 :<Ν^ (Ugly M) S.0 : S.66 = MiisSH, Basket: 3d · Fu ¥<ffiud : 一^

F7 i,V

CH 6 8 L 9 In ε τ _· • ON -19- (16) 1330088 (Manufacturing method) A: The components 1 to 5 are uniformly mixed 'heated at 75 ° C. B: The component 6 was heated at 75 ° C, added to the mixture, and cooled to room temperature. C: B was mixed by a high pressure homogenizer. D: Adding a mixed ingredient of 7 to 10 in C to obtain a lotion. Further, regarding Example 1, the high pressure homogenizer treatment was omitted. Further, the lotion obtained in each of the examples forms a liposome of a lipid double film. [Evaluation items 1 to 2 and their evaluation methods] 20 cosmetic experiences for more than 1 year for women, (1) no sticky feelings The number of people who feel good is evaluated according to the following criteria A. (Criteria A) Number of people who feel good: Evaluation 1 6 or more: ◎ 12 to 15: 〇 8 to 1 1: △

7 or less: X

[Evaluation item 3 and its evaluation method] As a method for evaluating the stability over time, the lotion of -20-(17) (17)1330088 shown in Table 1 and Table 2 was prepared and visually judged immediately after preparation and 4 (The appearance change at TC and 5 °C for 1 month, and the safety was evaluated according to the following criterion B. (Judgement B) Cosmetic appearance: No change in evaluation: ◎

There are some changes: 〇 change: X As shown in Table 1 and Table 2, the lotions of Examples 1 to 1 of the present invention are not sticky compared with the lotions of Comparative Examples 1 to 6, and are used. The moisturizing sensation is excellent, and the stability over time is also good. Example 1 1 Beauty liquid: (ingredient) (%)]. Hydrogenated soybean phospholipid (Note 5) 2.0 2. Phytosterol 1.0 3. Triacontan 2.0 4. Glycerol 10.0 5. Refined water 74.5 6. Polyol denaturation Polyoxane (Note 6) 5.0 7. Methylparaben 0.2-21 (18) (18) 1330088 8. Ethanol 5.0 9. Sodium hyaluronate 0.3 Note 5: PC content is above 90%, PC: Acidic phospholipid = 99 : 1 (mass ratio) Note 6 : KF-6100 (manufactured by Shin-Etsu Chemical Co., Ltd.) (Manufacturing method) A : Heating components 1 to 4 at 7 51:. B: The heating component 5 was heated at 75 ° C. C: After B was added and mixed in A, it was cooled at room temperature. D: A mixture of 6 to 8 and 9 was added in order to obtain a cosmetic liquid. The cosmetic liquid of Example 1 was not sticky, and the moisturizing feeling after use was excellent, and the stability over time was good. Further, in the cosmetic liquid, a liposome of a lipid double membrane is formed. Example 1 2 Ceremony. (Ingredient) (%) 1. Hydrogenated soybean phospholipid (Note 5) 1.0 2. Cholesterol 0.5 3. Dipropylene glycol 10.0 4. Glycerin 10.0 5 . Refined water 56.5 -22- 1330088 (19) Sodium lactate 1.0 Polyol denatured polyoxyalkylene (Note 7) 3.0 Decylcyclopentanoxane 1 0. ( 9. Tris-2-ethylhexanoic acid glyceride 5.0 1 〇·White Mango seed oil 3.0 Note 7 : KF - 6 1 0 5 (manufactured by Shin-Etsu Chemical Co., Ltd.) (Manufacturing method) A: Heating components 1 to 4 at 75 ° C. B: heating components 5 and 6 at 7 51. C: B is added to A, Cool at room temperature D:- While stirring C, slowly add and mix in ingredients 7 to 10 to obtain a cream. The cream of Example 1 is not sticky, and it has excellent moisturizing feeling after use. Moreover, the stability over time is good. In addition, the lipids of the lipid double film are formed in the cream. Example 1 3 Foundation: (Component) (%) 1 · Hydrogenated soybean phospholipid (Note 5) 0.5 2 Phytosterol 0.1 3 . Thirty Carbon Institute 1.0 -23- (20) (20) 1330088 4. Glycerin 2.0 5·1,3_ Butanediol 2.0 6. Remaining amount of refined water 7. Sodium chloride 1.0 8 . Benzoic acid 0.3 9. Ethanol 3.0 10. Polyol-denatured polyoxyalkylene (Note 7) 2.0 1 1. Polyol-denatured polyoxyalkylene (Note 8) 1.0 12. Diisostearic acid diglyceride 1.0 13. Methoxy 2-ethylhexyl cinnamate 3.0 14. Tris-ethylhexanoic acid glyceride 5.0 15. Rosin pentaerythritol ester 0.1 1 6 . Palmitic acid dextrin 0.5 1 7 . Inulin stearate 0.5 18. Lithium sulphate ammonium montmorillonite 1.0 19. Polyoxyalkylene treated titanium oxide 10.0 20. Oxane treatment Bengala (red iron oxide) 0.3 2 1 . Polyoxane treatment of yellow iron oxide 1.5 22. Polyfluorene Oxygenane treatment of black iron oxide 0.05 23. Polyoxane treatment of fine particles of titanium oxide 2.0 2 4 . Nylon end 2.0 25. Decamethylcyclopentaoxane 18.0 Note 8: KF- 6 104 (manufactured by Shin-Etsu Chemical Co., Ltd.) - 24 - (21) (21) 1330088 (Manufacturing method) A: Heat the ingredients 1 to 5 at 75 ° C. B: Heat the ingredients 6 at 75 ° C. C: Add B to A at room temperature Cooling: D: Add 7 to 9 in C. E: Mix the ingredients from 1 to 25 F with a roller stirrer: - while stirring E, add and mix with D to obtain a foundation. INDUSTRIAL APPLICABILITY The polyol-denatured polyoxyalkylene compound used in the present invention has properties as an oil agent, and when a moisturizing property is formed without imparting a sticky feeling to the skin, the phospholipid is formed into a lipid double film. It can make the stability of time is good. Therefore, the cosmetic of the present invention is not sticky, and has excellent moisturizing feeling after use, and has good stability over time, and can be effectively used as a cosmetic containing an aqueous component and an oily component, such as a water-soluble cosmetic. Oil-based emulsified cosmetic in water and water-based emulsified cosmetic in oil. -25-

Claims (1)

1330088 ♦, year θ έ 修 ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( In the Republic of China on May 6th, 1999, a cosmetic material is characterized by containing components (a) to (c): (a) a polyol denatured polyoxyalkylene represented by the general formula (5). M2DwDr*, xDr*2yDr*3z (5) [In the above formula, "Μ" means Me3SiO or Me3Si (here, Me φ represents methyl), "D" represents Me2SiO group, and DR represents A in D A unit in which the substituent is denatured by any substituent, R*1 represents an alkyl group having 4 to 30 carbon atoms, and R*2 is a group represented by the following formula (D): OH I -QO- (CHaCHCHzO) «, Η (D (wherein Q represents a divalent hydrocarbon group having 3 to 20 carbon atoms which may contain an acid bond and/or an vinegar bond, and q represents an integer of l$q$20) φ R*3 is a general formula described below (4) The organic oxime-based compound R1 I -CnH2n- (S iO) hS iRS (4) I R1 (wherein R1 is the number of carbon atoms to the base of the n-line l'n$5 integer) , h is an integer of lSh^50) W is 1 to 100, and X is 30 to 30' Y is 1 to 30' Z series 1 to 1330088 30], (b) Phospholipids containing phospholipids, and the content of phthalic acid in the phospholipids is 70% by mass or more, (c) water. The cosmetic material of the ninth item is a water-soluble cosmetic, an oil-based emulsified cosmetic, and an oil-in-water emulsified cosmetic. 3. For the cosmetic material of claim 1, wherein component (b) is a lipid dimolecular film. 4. If the cosmetic material of the first or third patent application scope contains cholesterol and/or phytosterol as component (d), ^ ^ , this together with component (b) forms a composite lipid dimolecular film. 5. The makeup of the first or third aspect of the patent application is similar, wherein the lipid dimolecular film has an average particle diameter of 100 to 300 nm. 6_ The cosmetic material of claim 4, wherein the γ mussel monomolecular film has an average particle diameter of 100 to 300 nm.