Surface-treated powders and cosmetic compositions in which such powders are mixed

Abstract

The invention is directed to the cosmetic powder surface-treated with a silicone gel, wherein the surface treatment with the silicone gel affords excellent water repellency, the exhibits smooth and light touch, and affords moist usability peculiar to the silicone gel and excellent adhesion to skin for the cosmetic powder. The powder is an inorganic powder, an organic powder or a composite powder thereof. The silicone gel is obtained by hydrolysis and condensation reacting an organopolysiloxane containing at least a diorganopolysiloxane having reactive opposite ends shown in the following formula (1) and a silane coupling agent having the following formula (2) with at least two hydrolyzable groups in one molecule or a reactive polysiloxane of the following formula (3) as a crosslinking agent. (1) R.sup.1R.sup.2.sub.2SiO(R.sup.2.sub.2SiO).sub.LSiR.sup.1R.sup.2.sub.2; (2) R.sup.3R.sup.4nSiX.sub.(3-n); and (3) R.sup.5.sub.3SiO(R.sup.5.sub.2SiO)n-SiR.sup.5.sub.3.

Claims

1. A method for producing a cosmetic powder surface-treated with a silicone gel, said method comprising: treating surfaces of particles of a powder having an average particle diameter in the range of from 0.01 to 500 m as a starting material with the silicone gel by forming the silicone gel thereon in an in-situ method that comprises hydrolyzing and condensing an organopolysiloxane containing at least (i) a diorganopolysiloxane with reactive opposite ends expressed by the following formula (1) and (ii) at least one crosslinking agent selected from the group consisting of (a) a silane coupling agent having the following formula (2) and at least two hydrolyzable groups per one molecule and (b) a reactive organopolysiloxane of the following formula (3):
(Chemical formula 1)
R.sup.1R.sup.2.sub.2SiO(R.sup.2.sub.2SiO).sub.LSiR.sup.1R.sup.2.sub.2(1) wherein R.sup.1 is a hydrolyzable group selected from the group consisting of a hydroxyl group, an amino group, an acetoxy group, an alkoxy group or a hydrogen atom, R.sup.2 is a non-substituted or substituted C.sub.1-C.sub.20 monovalent hydrocarbon group, and L is 3 to 10,000;
(Chemical formula 2)
R.sup.3R.sup.4.sub.nSiX.sub.(3-n)(2) wherein R.sup.3 is selected from the group consisting of a C.sub.1-C.sub.20 monovalent hydrocarbon group, an amino group, an aminoethyl group, a mercapto group, an isocyanate and a phenyl group, R.sup.4 is selected from the group consisting of a phenyl group, a hydrogen atom, and a C.sub.1-C.sub.3 monovalent lower alkyl group, X is a hydroxyl group or an alkoxy group, and n is 0 or 1;
(Chemical formula 3)
R.sup.5.sub.3SiO(R.sup.5.sub.2SiO).sub.nSiR.sup.5.sub.3(3) wherein R.sup.5 is a hydrolyzable group or a non-substituted or substituted C.sub.1-C.sub.20 monovalent hydrocarbon group, the hydrolyzable group is a hydroxyl group, an amino group, an acetoxy group, an alkoxyl group or a hydrogen atom, n is 3 to 1,000, and at least three hydrolyzable groups are provided in one molecule; a ratio between the diorganopolysiloxane with the reactive opposite ends and the crosslinking agent is in a compounding range of 100/0.1 to 100/35 wt %; and, thermally fixing the surface-treated cosmetic powder and pulverizing a resultant, wherein the silicone gel formed on the surfaces of the particles of the cosmetic powder has a finely three-dimensional crosslinking structure of the diorganopolysiloxane, and when the silicone gel is obtained by effecting the method in the absence of the powder, the obtained silicone gel has a complex modulus of 3,000 to 100,000 Pa and a loss coefficient tan is 1.0 to 2.5 in measurement of a dynamic viscoelasticity under a distortion factor of 17% at 25 C. and a shear frequency of 4 Hz, and a measured value of the silicone gel measured by a measuring method with a durometer AO is 0.

2. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the diorganopolysiloxane with the reactive opposite ends is used in the form of a water emulsion.

3. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the cosmetic powder surface-treated with the silicone gel is obtained through hydrolyzing/condensing at least a part of (i) the diorganopolysiloxane having the opposite reactive ends of the formula (1) and (ii) the at least one crosslinking agent selected from the group consisting of (a) the silane coupling agent having the following formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the following formula (3) in a step: (A) of mixing a water-soluble solvent and the cosmetic powder as the starting material, and separately or simultaneously adding (i) the diorganopolysiloxane with the reactive opposite ends expressed by the formula (1) and (ii) the at least one crosslinking agent selected from the group consisting of (a) the silane coupling agent having the formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the formula (3) under the presence of the cosmetic powder as the starting material in a state that the water-soluble solvent and the cosmetic powder are mixed and the mixed state of the water-soluble solvent and the cosmetic powder is either a capillary or slurry, or (B) of adding the crosslinking agent selected from the group consisting of (a) the silane coupling agent having the formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the formula (3) under the presence of the cosmetic powder as the starting material in the state that the water-soluble solvent, the cosmetic powder, and the diorganopolysiloxane of the formula (1) are mixed and the mixed state thereof is a capillary, followed by thermally fixing and pulverizing.

4. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the cosmetic powder is an inorganic powder, an organic powder or a composite powder thereof.

5. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the silicone gel is obtained by hydrolyzing/condensing the diorganopolysiloxane having the opposite reactive ends of the formula (1) and the silane coupling agent of the formula (2) having at least two hydrolysable groups per one molecule.

6. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the diorganopolysiloxane of the formula (1) is dimethiconol.

7. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 6, wherein a water emulsion obtained by mechanically emulsifying the dimethiconol having a number L of dimethylsiloxane unit of the formula (1) being 3 to 1,000 is used as the starting material for the surface treatment.

8. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 6, wherein a water emulsion obtained by emulsion polymerizing the dimethiconol having the number L of the dimethylsiloxane units of the formula (1) being 3 to 1,000 is used as the starting material for the surface treatment.

9. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 6, wherein a water emulsion of the dimethiconol obtained by emulsion polymerizing with a starting material of octamethylcyclotetrasiloxane is used as the starting material for the surface treatment.

10. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 6, wherein a surface active agent is contained in the water emulsion of the dimethiconol, and the surface active agent contains at least an acylated amino acid.

11. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 7, wherein a mixing weight ratio (B)/(A)100 between the weight of the dimethiconol (A) and the weight of a surface-active agent (B) in the water emulsion of the dimethiconol is less than 6.0.

12. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the organic group R.sup.3 of a silane coupling agent in the formula (2) is either the amino group or the phenyl group.

13. The method for producing the cosmetic powder surface-treated with the silicone gel set forth in claim 1, wherein the weight ratio between the silicone gel and the cosmetic powder is 100/0.1 to 100/25.0 in weight ratio.

14. A cosmetic powder surface-treated with a silicone gel, said powder having particles with an average particle diameter in a range of from 0.01 to 500 m as a starting material that are surface-treated with a silicone gel by forming the silicone gel thereon in an in-situ method that comprises hydrolyzing and condensing an organopolysiloxane containing at least (i) a diorganopolysiloxane with reactive opposite ends expressed by the following formula (1) and (ii) at least one crosslinking agent selected from the group consisting of (a) a silane coupling agent having the following formula (2) and at least two hydrolyzable groups per one molecule and (b) a reactive organopolysiloxane of the following formula (3) as a crosslinking agent:
(Chemical formula 1)
R.sup.1R.sup.2.sub.2SiO(R.sup.2.sub.2SiO).sub.LSiR.sup.1R.sup.2.sub.2(1) wherein R.sup.1 is a hydrolyzable group selected from the group consisting of a hydroxyl group, an amino group, an acetoxy group, an alkoxy group or a hydrogen atom, R.sup.2 is a non-substituted or substituted C.sub.1-C.sub.20 monovalent hydrocarbon group, and L is 3 to 10,000;
(Chemical formula 2)
R.sup.3R.sup.4.sub.nSiX.sub.(3-n)(2) wherein R.sup.3 is selected from the group consisting of a C.sub.1-C.sub.20 monovalent hydrocarbon group, an amino group, an aminoethyl group, a mercapto group, an isocyanate and a phenyl group, R.sup.4 is selected from the group consisting of a phenyl group, a hydrogen atom, and a C.sub.1-C.sub.3 monovalent lower alkyl group, X is a hydroxyl group or an alkoxy group, and n is 0 or 1;
(Chemical formula 3)
R.sup.5.sub.3SiO(R.sup.5.sub.2SiO).sub.nSiR.sup.5.sub.3(3) wherein R.sup.5 is a hydrolyzable group or a non-substituted or substituted C.sub.1-C.sub.20 monovalent hydrocarbon group, the hydrolyzable group is a hydroxyl group, an amino group, an acetoxy group, an alkoxyl group or a hydrogen atom, n is 3 to 1,000, and at least three hydrolyzable groups are provided in one molecule, a ratio between the diorganopolysiloxane with the reactive opposite ends and the crosslinking agent is in a compounding range of 100/0.1 to 100/35 wt %, and the silicone gel has a finely three-dimensional crosslinking structure of the diorganopolysiloxane, and when the silicone gel is obtained by effecting the method in the absence of the powder, the silicone gel has a complex modulus of 3,000 to 100,000 Pa and a loss coefficient tan is 1.0 to 2.5 in measurement of a dynamic viscoelasticity under a distortion factor of 17% at 25 C. and a shear frequency of 4 Hz, and a measured value of the silicone gel measured by a measuring method with a durometer AO is 0.

15. The cosmetic powder surface-treated with a silicone gel set forth in claim 14, wherein the silicone gel is deposited onto surfaces of particles of a powder as a starting material in an in-situ method and then thermally fixed in the presence of the powder by hydrolyzing/condensing at least a part of a mixture of (i) the diorganopolysiloxane with the reactive opposite ends of the formula (1) and (ii) the at least one crosslinking agent selected from the group consisting of (a) the silane coupling agent having the formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the formula (3).

16. The cosmetic powder surface-treated with the silicone gel set forth in claim 14, wherein the diorganopolysiloxane with the reactive opposite ends is used in the form of a water emulsion.

17. The cosmetic powder surface-treated with the silicone gel set forth in claim 14, wherein the cosmetic powder surface-treated with the silicone gel is obtained through hydrolyzing/condensing at least a part of (i) the diorganopolysiloxane having the opposite reactive ends of the formula (1) and (ii) the at least one crosslinking agent selected from the group consisting of (a) the silane coupling agent having the formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the formula (3) in a step: (A) by mixing a water-soluble solvent and the cosmetic powder as the starting material, and separately or simultaneously adding (i) the diorganopolysiloxane with the reactive opposite ends expressed by the formula (1) and (ii) the at least one crosslinking agent selected from the group consisting of (a) the silane coupling agent having the formula (2) and at least two hydrolyzable groups per one molecule and (b) the reactive organopolysiloxane of the formula (3) in a state that the water-soluble solvent and the cosmetic powder are mixed and the mixed state of the water-soluble solvent and the cosmetic powder is either a capillary or slurry followed by fixing under heating, or (B) by adding the crosslinking agent composed of at least one kind of the silane coupling agent of the formula (2) and the reactive organopolysiloxane of the formula (3) in the presence of the cosmetic powder as the starting material in the state that the water-soluble solvent, the cosmetic powder, and the diorganopolysiloxane of the formula (1) are mixed and the mixed state thereof is a capillary, followed by fixing under heating and pulverizing.

18. The cosmetic powder surface-treated with the silicone gel set forth claim 14, wherein the cosmetic powder is an inorganic powder, an organic powder or a composite powder thereof.

19. The cosmetic powder surface-treated with the silicone gel set forth in claim 14, wherein the silicone gel is obtained by hydrolyzing/condensing the diorganopolysiloxane having the opposite reactive ends of the formula (1) and the silane coupling agent of the formula (2) having at least two hydrolyzable groups per one molecule.

20. The cosmetic powder surface-treated with a silicone gel set forth in claim 14, wherein the diorganopolysiloxane of the formula (1) is dimethiconol.

21. The cosmetic powder surface-treated with a silicone gel set forth in claim 20, wherein a water emulsion obtained by mechanically emulsifying the dimethiconol having a number L of dimethylsiloxane unit of the formula (1) being 3 to 1,000 is used as a starting material for the surface treatment.

22. The cosmetic powder surface-treated with a silicone gel set forth in claim 20, wherein the water emulsion obtained by emulsion polymerizing the dimethiconol having the number L of the dimethylsiloxane units of the formula (1) being 3 to 1,000 is used as the starting material for the surface treatment.

23. The cosmetic powder surface-treated with a silicone gel set forth in claim 20, wherein the water emulsion of the dimethiconol obtained by emulsion polymerizing with a starting material of octamethylcyclotetrasiloxane is used as the starting material for the surface treatment.

24. The cosmetic powder surface-treated with a silicone gel set forth in claim 20, wherein a surface active agent is contained in the water emulsion of the dimethiconol, and the surface active agent contains at least an acylated amino acid.

25. The cosmetic powder surface-treated with a silicone gel set forth in any of claim 21, wherein a mixing weight ratio (B)/(A)100 between the weight of the dimethiconol (A) and the weight of a surface-active agent (B) in the water emulsion of the dimethiconol is less than 6.0.

26. The cosmetic powder surface-treated with a silicone gel set forth in claim 14, wherein the organic group R.sup.3 of a silane coupling agent in the formula (2) is either the amino group or the phenyl group.

27. The cosmetic powder surface-treated with a silicone gel set forth in claim 14, wherein the weight ratio between the silicone gel and the cosmetic powder is 100/0.1 to 100/25.0.

28. A method for producing a cosmetic composition containing at least 0.1 wt % of a cosmetic powder surface-treated with a silicone gel, comprising the steps of: preparing said cosmetic powder surface-treated with the silicone gel as set forth in claim 1; and mixing said cosmetic powder surface-treated with the silicone gel with a cosmetic composition.

29. A cosmetic composition containing at least 0.1 wt % of the cosmetic powder surface-treated with the silicone gel produced by the method as set forth in claim 1.

Description

EXAMPLES

(1) In the following, the present invention will be explained by showing examples and comparative examples, but the invention is not limited to the following examples.

(2) A dimethiconol oil (,-dihydroxypolydimethylsiloxane having a viscosity of 30 mPa.Math.s) was prepared as a diorganopolysiloxane having reactive opposite ends. A water emulsion of dimethiconol was prepared by the following method.

Production Example 1 for a Water Emulsion of Dimethiconol by Mechanical Emulsification

(3) Dimethiconol having the above viscosity of 30 mPa.Math.s, 500 g, was charged into a polyethylene beaker with a volume of 2 liters, and

(4) 22.5 g of sodium lauroylmethyl taurate and 50 g of ion-exchanged water were gradually dropped thereto under stirring with a homomixer at 5,000 rpm, thereby effecting phase inversion. After increasing the viscosity, the stirring speed was increased to 7,000 rpm, then stirred for 15 minutes, and the mixture was diluted with the addition of 450 g of ion-exchanged water. Thereafter, the resultant was emulsified and dispersed once in a portable press homogenizer (manufactured by APV Gaulin) at 70 MPa, thereby obtaining an emulsion. A solid component was obtained by evaporating off water by drying the water emulsion at 105 C. for 3 hours. its molecular weight was determined to be 6,000 as PS conversion by GPC. The solid component was 51.0%.

Production Example 2 for a Water Emulsion of Dimethiconol by Emulsion Polymerization

(5) Dimethiconol having the above viscosity of 30 mPa.Math.s, 500 g, was charged into a polyethylene beaker with a volume of 2 liters, 22.5 g of sodium lauroylmethyl taurate and 50 g of ion-exchanged water were gradually dropped thereto under stirring with a homomixer at 5,000 rpm, thereby effecting phase inversion. After increasing the viscosity, the stirring speed was increased to 7,000 rpm, and then stirred for 15 minutes, and the mixture was diluted with the addition of 450 g of ion-exchanged water. Thereafter, the resultant was emulsified and dispersed once in a portable press homogenizer (manufactured by APV Gaulin) at 70 MPa. After 4.5 g of citric acid as a condensation polymerization catalyst was added thereto and stirred, the mixture was subjected to a condensation polymerization reaction for 10 hours. Thereafter, the resultant was adjusted to pH7 by adding 10% sodium carbonate, thereby obtaining a water emulsion, and a solid component was obtained by evaporating off water by drying the water emulsion at 105 C. for 3 hours. its molecular weight was determined to be 150,000 as PS conversion by GPC. The solid component was 49.5%.

Production Example 3 for a Water Emulsion of Dimethiconol by Emulsion Polymerization

(6) Octamethylcyclotetrasiloxane, 450 g, 500 g of ion-exchanged water and 6.7 g of sodium lauroylmethyl taurate and were charged into a polyethylene beaker with a volume of 2 liters, and the mixture was preliminarily stirred with a homomixer at 2,000 rpm. Thereafter, 4 g of citric acid was added to the resultant, which was heated to 70 C., and subjected to emulsion polymerization at 5,000 rpm in a homomixer for 24 hours. A water emulsion of dimethiconol having a high molecular weight was obtained by emulsifying and dispersing the resultant by the portable press homogenizer (manufactured by APV Gaulin) once at 50 MPa. Thereafter, the resultant was adjusted to pH7 by adding 10% sodium carbonate, thereby obtaining a water emulsion. A solid component was obtained by evaporating off water by drying the water emulsion at 105 C. for 3 hours, and its molecular weight was determined to be 10,000 as PS conversion by GPC. The solid component was 46.5%.

(7) The following compounds were prepared as crosslinking agents of dimethiconol. 1. Product name: KBE-903 (aminopropyltriethoxysilane: Shin-Etsu Chemical Co., Ltd.), 2. Product name: KBE-13 (methyltriethoxysilane: Shin-Etsu Chemical Co., Ltd.), 3. Product name: KF-9901 (methyl hydrogen polysiloxane (the number of SiO units being about 40, Si-2CH3/SiCH3H ratio=1/1:Shin-Etsu Chemical Co., Ltd.). Finely crosslinked reaction products of silicone were obtained with mixtures shown in Table 1, and mixing ratios at which silicone gels were obtained were confirmed. A method for preparing the reaction product of silicone was shown below.

(8) (Preparation of a Finely Crosslinked Reaction Product of Silicone)

(9) In a 300 ml vessel made of PP, 0.1 g of sodium lauroylmethyl taurate was dissolved into 100 g of ion-exchanged water, 10 g of diorganopolysiloxane oil (A) with reactive opposite ends was gradually added thereto in a homomixer under stirring at 6000 rpm. The resultant was maintained stirred for 10 minutes and emulsified at a room temperature, thereby obtaining a water emulsion. Into this emulsion was added the crosslinking agent (B) 25 wt % IPA solution under stirring by a stirrer. Then, if necessary, the resultant was adjusted to pH10.5 with a 1NNaOH aqueous solution, which was stirred for 15 minutes and moved in an aluminum plate. A silicone reaction product was obtained by evaporating water at 105 C./24 h. In case that the diorganopolysiloxane with the reactive opposite ends is a water emulsion, the water emulsion having 10 g of a solid component was charged, and subjected to the same steps as mentioned above with the ion-exchanged water such that the content of the water is 100 g. The mixing weight ratio (A)/(B) between the diorganopolysiloxane with the reactive opposite ends (A) and the crosslinking agent (B) was set at either 100/10, 7/1 or 3/1.

(10) (Measuring Condition with a Durometer AO)

(11) A silicone reaction product was charged into a styrol square case (vertical 36 mmlateral 36 mmheight 14 mm) such that it protruded slightly from a face of the case, and the surface of the reaction product was flattened as a test surface. A press plate of a durometer was set over the test surface by 20 mm, and a scale of a needle was read by pressing the press plate onto the test piece in the state that the surface of the test face and the press plate were being maintained in parallel. This operation was carried out 5 times, and a measured value was obtained by the averaged value. Note that when the needle was not moved in the measurement, it was called NA (Not Applicable).

(12) (Measuring Condition of a Complex Modulus and Tan in a Dynamic Viscoelasticity Measurement)

(13) Under conditions shown below, G (storage modulus) and G (loss modulus) were determined, and a complex modulus and tan were determined.
[Formula 1]
Complex modulus={square root over (G+G.sup.2)}(1)
tan =G/G(2) Viscoelasticity measuring device: Rheosol-G3000 (manufactured by UBM) Measuring jig: Parallel plate in 20 mm diameter Measuring frequency: 4 Hz Measuring temperature: 251.0 C. Setting of distortion in measurement: A distortion rate was set at 17%, and measurement was effected in an automatic measuring mode. Thickness (gap) of a sample to be measured: 1.0 mm

(14) TABLE-US-00001 TABLE 1 Comp. Crosslinking (A)/(B) Duometer Complex No. Dimechikonol (A) agent (B) wt % ratio AO Value modulus tan 1 Viscosity 30 mPa .Math. s KBE-903 100/10 N/A 23.217 1.051 2 Viscosity 30 mPa .Math. s KF9901 3/1 N/A 11.267 1.668 3 Water emulsion in KBE-903 100/10 N/A 39.503 1.187 Producing Example 1 4 Water emulsion in KF-9901 3/1 N/A 37.622 1.268 Producing Example 1 5 Water emulsion in KF-9901 7/1 N/A 14.399 1.486 Producing Example 1 6 Water emulsion in KBE-13 3/1 N/A 217.564 0.812 Producing Example 1 7 Water emulsion in KBE-13 7/1 N/A 77.368 1.578 Producing Example 1 8 Water emulsion in KF-9901 3/1 N/A 13.187 1.942 Producing Example 3 9 Water emulsion in KF-9901 7/1 N/A 9.351 2.376 Producing Example 2 10 Water emulsion in KBE-13 3/1 N/A 72.675 1.416 Producing Example 2 11 Water emulsion in KBE-13 7/1 N/A 69.744 1.799 Producing Example 2 12 Water emulsion in KBE-903 100/10 N/A 17.464 1.353 Producing Example 3 13 Water emulsion in KF-9901 3/1 N/A 10.1808 1.934 Producing Example 3 14 Water emulsion in KF-9901 7/1 N/A 5.968 1.901 Producing Example 3 15 Water emulsion in KBE-13 3/1 N/A 72.069 1.182 Producing Example 3 16 Water emulsion in KBE-13 7/1 N/A 35.882 1.674 Producing Example 3

(15) The compositions other than Composition No. 6 exhibited properties of preferred silicone gels according to the present invention.

(16) [Production of Cosmetic Powders Surface-Treated with Silicone Gels]

Example 1

Ration of Dimethiconol/Crosslinking Agent=100/10 wt %

(17) Talc JA-13R (manufactured by Asada Seifun Co., Ltd.), 1 kg, was charged into a universal mixer, 550 g of water and a mixed liquid of IPA/dimethiconol having a viscosity of 30 mPa.Math.s=60 g/35 g were mixed thereinto. The resultant was mixed under stirring for 15 minutes, thereby obtaining a soft paste (in a capillary state) of the powder particles. A 5 mass % KBE-903 aqueous solution, 70 g, was added thereto as a crosslinking agent, further followed by mixing and stirring for 15 minutes. After the soft paste was taken out, it was dried at 120 C. for 16 hours in a dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the past, it was revealed that the paste was heated at the internal temperature of 115 C. or more for 5 hours. Talc surface-treated with silicone gel at 3% was obtained by pulverizing the dried cake with a pulverizer.

Example 2

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(18) Into a PE-made vessel with a volume of 20 liters were charged 7 L of water and 1 kg of sericite FSE (manufactured by Sanshin Mine Industrial Co., Ltd.), which was dispersed (in a slurry state) at 2000 rpm for 5 minutes in a disperser mixer (Prime Mix Co., Ltd.; AM-40). Then, 103 g of the water emulsion of dimethiconol (Producing Example 3) was added thereinto, which was stirred at 2500 rpm for 5 minutes. Thereafter, 96 g of a 5 wt % aqueous solution of KBE-903 was added as a crosslinking agent. After the resultant was adjusted to pH10.3 with a 1NNaOH aqueous solution, the resultant was reacted under stirring at 3000 rpm for 30 minutes. After the resultant was filtered with a centrifugal dewatering machine and washed with 7 L of water, the dewatered cake was dried at 120 C. for 16 hours in a dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the cake, it was revealed that the cake was heated at the internal temperature of 115 C. or more for 7 hours. Sericite surface-treated with silicone gel at 5% was obtained by pulverizing the dried cake with the pulverizer.

Example 3

Ratio of Dimethiconol/Crosslinking Agent=4/1 wt %

(19) A synthesized mica PDM-9WB (manufactured by Topy Industries Ltd.), 1 kg, was charged into the universal mixer, and a water emulsion of 450 g of water and 82.6 g of dimethiconol (Producing Example 1) was added thereinto, and a soft paste (in a capillary state) was obtained by stirring for 15 minutes. KF-9901, 10.5 g, was added as a crosslinking agent to the resultant, and 4 ml of a 28% ammonia aqueous solution was added thereto, followed by mixing and stirring for 15 minutes. The resultant was taken out, and was dried at 140 C. for 16 hours in a dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the paste, it was revealed that the paste was heated at the internal temperature of 135 C. or more for 8 hours. A synthetic mica surface-treated with silicone gel at 5% was obtained by pulverizing the dried cake with the pulverizer.

Example 4

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(20) Water, 7 L, and a 1NNaOH aqueous solution were charged into a PE-made vessel with a volume 20 liters to adjust the pH to 12.0. After 1 kg of titanium oxide CR-50 (manufactured by Ishihara Sangyo Kaisha, Ltd.) was added to the resultant, followed by dispersing (in a slurry state) at 3000 rpm for 5 minutes in a disperser mixer (Prime Mix Co., Ltd.; AM-40). Then, 96 g of a 5 wt % aqueous solution of KBE-903 was added as a crosslinking agent, followed by stirring at 2000 rpm for 5 minutes. Thereafter, 97 g of the water emulsion of dimethiconol (Producing example 2) was added to the resultant, which was stirred at 3000 rpm for 30 minutes, while kept at pH10.3 or more. After the resultant was filtered with the centrifugal dewatering device and washed with 7 L of water, and the dewatered cake was dried at 120 C. for 16 hours in the dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the past, it was revealed that the mixture was heated at the internal temperature of 115 C. or more for 5 hours. The titanium oxide surface-treated with silicone gel at 5% was obtained by pulverizing the dried cake with the pulverizer.

Example 5

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(21) Water, 5 L, and a 1NNaOH aqueous solution were charged into a PE-made vessel with a volume 20 liters to adjust the pH to 12.0. After 700 g of talc FK300S (manufactured by Yamaguchi Unmo Industries, Ltd.) was added to the resultant, followed by dispersing (in a slurry state) at 3000 rpm for 5 minutes in the disperser mixer (Prime Mix Co., Ltd.; AM-40). (Talc slurry) Water, 3 L, and 300 g of finely particulate titanium oxide TTO-55A (manufactured by Ishihara Sangyo Kaisha, Ltd.) were charged into another vessel, the resultant was adjusted to pH12.0 with a 1NNaOH aqueous solution, and the resultant was dispersed at 6,000 rpm for 10 minutes with the homomixer. (Slurry of finely particulate titanium oxide) After the talc slurry was gradually added to a slurry of finely particulate titanium oxide under stirring at 3000 rpm with the disperser mixer, 116 g of the 5 wt % aqueous solution of KBE-903 was added as a crosslinking agent to the mixture, followed by stirring at 3000 rpm for 5 minutes. Further, 117 g of the water emulsion of dimethiconol (Producing example 2) was added to the resultant, which was stirred at 3000 rpm for 30 minutes, while the pH was keep at 10.3 or more. After the resultant was filtered with the centrifugal dewatering device and the resultant was washed with 8 L of water, the dewatered cake was dried at 120 C. for 16 hours in the dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the cake, it was revealed that the cake was heated at the internal temperature of 115 C. or more for 5 hours. The finely particulate titanium oxide-coated talk surface-treated with silicone gel at 6% was obtained by pulverizing the dried cake with the pulverizer.

Example 6

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(22) Timiron Super Red surface-treated with silicone gel at 5% was obtained in the same manner except that the sericite in Example 2 was replaced by Timiron Super Red (manufactured by Merck Co., Ltd.)

Example 7

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(23) Yellow LL-100P surface-treated with silicone gel at 5% was obtained in the same manner except that the titanium oxide in Example 4 was replaced by Yellow iron oxide: Yellow LL-100P (manufactured by Titan Kogyo, Ltd.)

Example 8

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(24) Red R-516PS surface-treated with silicone gel at 5% was obtained in the same manner except that the titanium oxide in Example 4 was replaced by yellow iron oxide: Red R-516PS (manufactured by Titan Kogyo, Ltd.).

Example 9

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(25) Black BL-100P surface-treated with silicone gel at 5% was obtained in the same manner except that the titanium oxide in Example 4 was replaced by yellow iron oxide: Black BL-100P (manufactured by Titan Kogyo, Ltd.).

Example 10

Ratio of Dimethiconol/Crosslinking Agent=100/10 wt %

(26) Methyl polymethacrylate surface-treated with silicone gel at 3% was obtained in the same manner except that the talc in Example 1 was replaced by crosslinkable spherical methyl polymethacrylate (Product Name: Gantsu Pearl GMX-0810, manufactured by Gantsu Kasei, Ltd.).

Example 11

Ratio of Dimethiconol/Crosslinking Agent=7/1 wt %

(27) Water, 7 L, and a 1NNaOH aqueous solution were charged into a PE-made vessel with a volume of 20 liters to adjust the pH to 12.5. Then, 1 kg of finely particulate titanium oxide TTO-S-3 (manufactured by Ishihara Sangyo Kaisha, Ltd.) was added to the resultant, which was dispersed at 3000 rpm for 5 minutes (in a slurry state) in the disperser mixer (Prime Mix Co., Ltd.; AM-40). Then, 21 g of a water emulsion of KF-9901 (silicone/sodium lauroylmethyl taurinate/water=45/5/50 wt % was added to the resultant as a crosslinking agent, which was stirred at 3000 rpm for 5 minutes. Furthermore, 133 g of the water emulsion of dimethiconol (Producing example 2) was added to the resultant, which was stirred at 3000 rpm for 60 minutes, while the pH was kept at 10.5 or more. After the resultant was filtered with the centrifugal dewatering device and the resultant was washed with 7 L of water, the dewatered cake was dried at 120 C. for 16 hours in the dryer. At that time, when an internal temperature was recorded in a state that a temperature sensor was inserted into the cake, it was revealed that the cake was heated at the internal temperature of 115 C. or more for 6 hours. The finely particulate titanium oxide surface-treated with silicone gel at 7% was obtained by pulverizing the dried cake with a JET mill.

Comparative Examples 1 to 11

Powders Surface-Treated with the Silicone Gel of the Above Composition No. 6

(28) Respective surface-treated powders surface-treated were obtained in the same producing methods and in the same surface treatments as in the respective Examples except that the surface treating agents used in Examples 1 to 11 were replaced by the water emulsion of dimethiconol in Producing example 1 and KBE-13.

(29) (Evaluation of Water Repellency)

(30) Water, 60 ml was placed in a 100 ml beaker, into which 0.5 g of each of the surface-treated powders was fed and kept still for 24 hours. Then, after the resultant was stirred 50 times by a spatula at a speed of 2 times per second, a transfer state of the surface-treated powder into an aqueous phase was evaluated as shown below.

(31) TABLE-US-00002 TABLE 1-2 : The powder was kept floated on the surface of the water, and not transferred into the aqueous phase. : While the powder was kept floated, the aqueous phase was slightly cloudy. : While the powder was kept floated, the aqueous phase was cloudy. X: While a part of the powder was kept floated, the aqueous phase was largely cloudy.
(Evaluation of Usability)

(32) Each of the samples was coated on a brachial region in an amount of 0.3 mg/cm2, and light usability and moist feeling were evaluated based on smoothness observed when the coated region was rubbed with a foundation sponge three times. The evaluations were made into 5 stages with marks according to the following absolute evaluations by 10 persons of an expert evaluation panel. As to each of the samples, the average value was calculated from the total marks of all the persons of the panel, and judgment was made according to the following four stages.

(33) (Absolute Evaluation)

(34) (Marks)

(35) Evaluations

(36) 5: Very good

(37) 4: Good

(38) 3: Medium

(39) 2: Slightly bad

(40) 1: Bad

(41) TABLE-US-00003 TABLE 2 (Judgment standard) Average value of marks Judgment 4. 5 or more Very good 3. not less than 4.5 and less than 5 Good 2. not less than 3.5 and less than 4.5 Slightly bad 1. less than 3.5 Bad X
(Evaluation of Adhesion to Skin)

(42) One sample was coated at two locations of a brachial region each in 0.3 mg/cm2. Water at 38 C. was flown on one location for 10 minutes, whereas no water was flown on the other location as a standard. Change in the coated film on the water-flown location was visually observed as compared with the standard. The evaluations were made into 5 stages with marks according to the following absolute evaluations by 10 persons of an expert evaluation panel. As to each of the samples, the average value was calculated from the total marks of all the persons of the panel, and judgment was made according to the following four stages.

(43) (Absolute Evaluation)

(44) (Marks)

(45) Evaluations 5: Completely no change. 4: A slightly thin film was formed, and a slight difference was observed. 3: The coated film was thin, and a difference was observed. 2: Although a considerable thin film was formed, powder remained. 1: Almost no powder remained.

(46) TABLE-US-00004 TABLE 3 (Judgment standard) Average value of marks Judgment 4. 5 or more Very good 3. not less than 4.5 and less than 5 Good 2. not less than 3.5 and less than 4.5 Slightly bad 1. less than 3.5 Bad X
(Evaluation Results)

(47) Evaluation results of the surface-treated powders in Examples and Comparative Examples were shown in Table 4.

(48) TABLE-US-00005 TABLE 4 Water Smoothness & Moist Adhesion to Repellency lightness Feeling skin Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Example 11 Comp. Exam. 1 Comp. Exam. 2 X Comp. Exam. 3 X Comp. Exam. 4 X X X Comp. Exam. 5 Comp. Exam. 6 X Comp. Exam. 7 X X Comp. Exam. 8 X X Comp. Exam. 9 Comp. Exam. 10 X Comp. Exam. 11 X X X X

(49) As is clear from Table 4, it is demonstrated that the cosmetic powders according to the present invention are more excellent in water repellency, smoothness and lightness, moist feeling and adhesion to skin, as compared with the powders in Comparative examples.

(50) Next, evaluations were made of formulations of cosmetic compositions into which the surface-treated powders in Examples and Comparative Examples were mixed. As regards each of the formulations obtained, 50 female women of an expert panel evaluated smoothness and lightness, moist feeling, usability such as spreading, adhesion to skin, uniformity in makeup finish, and makeup durability according to evaluation standards shown in Table 5. The results were judged based on the average mark among the 50 persons according to the following judgment criteria.

(51) TABLE-US-00006 TABLE 5 Makeup Mark Usability Adhesion Finish durability 5 Good Good Uniform Good 4 Slightly Slightly Slightly Slightly good good uniform good 3 Medium Medium Medium Medium 2 Slightly Slightly Slightly Slightly bad bad non-uniform bad 1 Bad Bad Non-uniform Bad

(52) TABLE-US-00007 TABLE 6 (Judgment standard) Average value of marks Judgment 4. 5 or more Very good 3. not less than 4.5 and less than 5 Good 2. not less than 3.5 and less than 4.5 Slightly bad 1. less than 3.5 Bad X

Example 12 and Comparative Example 12

Powder Foundations (Caked Powders)

(53) TABLE-US-00008 TABLE 7 Ingredient composition Mass % 1 Surface-treated powder in Example & Com. Exam. 2 35.0 2 Nylon powder 5.0 3 Silica beads*1 6.0 4 Surface-treated powder in Example 1 or Com. Exam. 1 Balance 5 Surface-treated powder in Example 4 or Com. Exam. 4 7.0 6 Surface-treated powder in Example 7 or Com. Exam. 7 1.6 7 Surface-treated powder in Example 8 or Com. Exam. 8 0.5 8 Surface-treated powder in Example 9 or Com. Exam. 9 0.1 9 Methyl paraoxybenzoate 0.2 10 Neopentyl glycol 2-ethylhexanoate 0.5 11 Vaseline 0.2 12 Dimethylpolysiloxane*2 1.0 13 Liquid paraffin 1.0 *1God ball D11-796C (Suzuki Yushi Kogyo Co., Ltd.) *2KF-96 (6cs) (Shin-Etsu Chemical Co., Ltd.)
(Producing Method)

(54) A: Ingredients 1 to 9 were homogeneously mixed by a Henschel mixer.

(55) B: Ingredients 10 to 13 were added to A, followed by further mixing.

(56) C: B was pulverized by a pulverizer, which was compression molded with a gold

(57) dish to obtain a powder foundation.

(58) In the above table, Example 12 used Examples 1, 2, 4, 7, 8 and 9, and Comparative Example 12 used in Comparative Examples 1, 2, 4, 7, 8 and 9.

(59) Results were shown in Table 8.

(60) TABLE-US-00009 TABLE 8 Makeup Usability Adhesion Finish durability Example 12 Com. Exam. 12

(61) The powder foundation into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion and excellent makeup durability. Further, they had less color dullness in the evaluation of the makeup durability as compared with Comparative Examples.

Example 13 and Comparative Example 13

Emulsified Foundations

(62) TABLE-US-00010 TABLE 9 Ingredient composition Mass % 1 Decamethylcyclopentasiloxane 40.0 2 Dimethylpolysiloxane*3 5.0 3 Polyether-modified silicone*4 3.5 4 Octadecyldimethylbenzyl ammonium salt-modified 1.5 montmorillonite 5 Surface-treated powder in Example 3 & Com. Exam. 3 15.0 6 Surface-treated powder in Example 4 & Com. Exam. 4 7.5 7 Surface-treated powder in Example 7 & Com. Exam. 7 2.5 8 Dipropylene glycol 5.0 9 Methyl paraoxybenzoate ester 0.3 10 Perfume Appropriate amount 11 Purified water Balance *3KF-96(6cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *4KF-6017 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 4 were mixed under heating, Ingredients 5 to 7 were added thereto, and the resultant was made homogeneous. B: Ingredients 8 to 9 and 11 were dissolved. C: A was emulsified by gradually adding B thereto under stirring, and after cooling, a foundation was obtained by adding an ingredient 10 to the resultant.

(63) In the above table, Example 13 used Examples 3, 4 and 7, whereas Comparative Example 13 used Comparative Examples 3, 4 and 7.

(64) Results were shown in Table 10.

(65) TABLE-US-00011 TABLE 10 Makeup Usability Adhesion Finish durability Example 13 Com. Exam. 13 X

(66) The emulsified foundation into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability, adhesion, uniform finish and excellent makeup durability. In addition, they had less color dullness in the evaluation of the makeup durability as compared with Comparative Examples. The emulsified formulations according to the present invention also had excellent stability with lapse of time.

Example 14 and Comparative Example 14

Face Powders (Powdery)

(67) TABLE-US-00012 TABLE 11 Ingredient Composition Mass % 1 Surface-coated powder in Example 3 or Com. Exam. 3 Balance 2 Boron nitride 15.0 3 Surface-coated powder in Example 6 or Com. Exam. 6 8.0 4 Bengala 0.3 5 Black iron oxide 0.2 6 Yellow iron oxide 0.5 7 Surface-coated powder in Example 10 or Com. Exam. 8.0 10 8 Preservative (p-oxybenzoic acid ester) Appropriate amount 9 Perfume Appropriate amount
(Producing Method) A: Ingredients 1 to 8 were homogeneously mixed by the Henschel mixer, and an ingredient 9 was added thereto, followed by further mixing. B: A was pulverized by the pulverizer. C: A powdery face powder was obtained by filling B into a vessel.

(68) In the above table, Example 14 used Examples 3, 6 and 10, whereas Comparative Example 14 used Comparative Examples 3, 6 and 10.

(69) Results were shown in Table 12.

(70) TABLE-US-00013 TABLE 12 Makeup Usability Adhesion Finish durability Example 14 Com. Exam. 14 X

(71) The face powder into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Examples.

Example 15 and Comparative Example 15

Eye Shadows

(72) TABLE-US-00014 TABLE 13 Ingredient composition Mass % 1 Decamethylcyclopentasiloxane 15.0 2 Dimethylpolysiloxane*5 10.0 3 Polyether-modified branched silicone*6 2.0 4 PEG(10) Lauryl ether 0.5 5 Surface-treated powder in Example 6 or Com. Exam. 6 15.0 6 Surface-treated powder in Example 3 or Com. Exam. 3 8.0 7 Surface-treated powder in Example 4 or Com. Exam. 4 3.0 8 Stearoyl glutamic acid-treated inorganic colorant Appropriate powder amount 9 Sodium chloride 2.0 10 Propylene glycol 8.0 11 Preservative Appropriate amount 12 Perfume Appropriate amount 13 Purified water Balance *5KF-96(6cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *6Polyether-modified branched silicone; KF-6028 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 4 were mixed, and ingredients 5 to 8 were mixed thereto, followed by uniformly dispersing. B: Ingredients 9 to 11 and 13 were uniformly dissolved. C: B was gradually added to A under stirring, and an ingredient 12 was added thereto to obtain an eye shadow.

(73) In the above table, Example 15 used Examples 3, 4 and 6, and Comparative Example 15 used Comparative Examples 3, 4 and 6.

(74) Results were shown in Table 14.

(75) TABLE-US-00015 TABLE 14 Makeup Usability Adhesion Finish durability Example 15 Com. Exam. 15 X

(76) The eye shadow into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish, and excellent makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example.

Example 16 and Comparative Example 16

Mascaras

(77) TABLE-US-00016 TABLE 15 Ingredient composition Mass % 1 Paraffin wax 5.0 2 Soft liquid isoparaffin Balance 3 Capryl mechicone 0.5 4 Mixture of dimethicon/vinyl dimechicone cross- 1.5 polymer and dimechicone*7 5 Trioctanoin 13.0 6 Decamethylcyclopentasiloxane 20.0 7 Stearoyl inulin 5.0 8 Dimethicon crosspolymer*8 10.0 9 Surface-treated powder in Example 9 or Com. Exam. 9 6.0 10 Sucrose fatty acid ester 4.0 11 Bees wax 5.0 12 Pentaerythrite rosinate 5.0 13 Preservative Appropriate amount 14 Purified water 5.0 *7KSG-16 (manufactured by Shin-Etsu Chemical Co., Ltd.) *89040 Silicone Elastomer Blend (manufactured by Dow Corning Corp.)
(Producing Method)

(78) Ingredients 1 to 12 were heated, mixed and dispersed, and then a mixture of ingredients 13 to 14 was mixed thereto, followed by emulsification and filling in a vessel.

(79) In the above table, Example 16 used Example 9, and Comparative Example 16 used Comparative Example 9.

(80) Results were shown in Table 16.

(81) TABLE-US-00017 TABLE 16 Makeup Usability Adhesion Finish durability Example 16 Com. Exam. 16

(82) The mascara into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and excellent makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example.

Example 17 and Comparative Example 17

Foundation Creams

(83) TABLE-US-00018 TABLE 17 Ingredient composition Mass % 1 Dimethylpolysiloxane*9 2.0 2 Decamethylcyclopentasiloxane 10.0 3 Polyether-modified silicone*10 3.0 4 Cetyl Isoctanate 5.0 5 Vinyldimethicon/methiconsesquioxane cross- 3.0 polymer*11 6 2-ethylhexyl paramethoxycinnamate 2.0 7 Silicone elastomer *12 4.0 8 Organically modified bentonite 0.5 9 Surface-treated powder in Example 3 or Com. Exam. 3 2.0 10 Surface-treated powder in Example 1 or Com. Exam. 1 1.0 11 Nylon powder 3.0 12 Preservative Appropriate amount 13 Xanthan gum 0.1 14 Magnesium L-ascorbate phosphate 0.3 15 Purified water Balance *9KF-96(2cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *10SS-2910 (manufactured by Dow Corning Toray, Co., Ltd.) *11KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.) *12 9045 Silicone Elastomer Blond (manufactured by Dow Corning Corp.)
(Producing Method) Step 1: Ingredients 1 to 11 were mixed and dispersed. Step 2: A mixture of ingredients 12 to 15 was added to the composition obtained in Step 1, followed by emulsification at room temperature.

(84) In the above table, Example 17 used Examples 1 and 3, and Comparative Example 17 used Comparative Example 1 and 3.

(85) Results were shown in Table 18.

(86) TABLE-US-00019 TABLE 18 Makeup Usability Adhesion Finish durability Example 17 Com. Exam. 17 X

(87) The foundation cream into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and makeup durability. The formulation according to the present invention also had excellent stability with lapse of time.

Example 18 and Comparative Example 18

Lipsticks

(88) TABLE-US-00020 TABLE 19 Ingredient composition Mass % 1 Candelilla wax 8.0 2 Polyethylene wax 8.0 3 Acrylsilicone resin containing long-chain alkyl*13 12.0 4 Methylphenylpolysiloxane*14 3.0 5 Isotridecyl isononanoate 20.0 6 Glyceryl isostearate 16.0 7 Polyglyceryl triisostearate 28.5 8 Surface-treated powder in Example 6 or Com. Exam. 8 3.0 9 Surface-treated powder in Example 8 or Com. Exam. 8 0.6 10 Organic pigment Appropriate amount 11 Perfume Appropriate amount *13KF-561P (manufactured by Shin-Etsu Chemical Co., Ltd.) *14KF-54 (manufactured by Dow Corning Toray, Co., Ltd.)
(Producing Method) A: Ingredients 1 to 6 and a part of an ingredient 7 were heated, mixed and dissolved. B: Ingredients 8 to 10 and the remainder of the ingredient 7 were homogeneously mixed, which was added to A, followed by homogenization. C: An ingredient 11 was added to B, thereby obtaining a lipstick.

(89) In the above table, Example 18 used Examples 6 and 8, and Comparative Example 18 used Comparative Example 6 and 8.

(90) Results were shown in Table 20.

(91) TABLE-US-00021 TABLE 20 Makeup Usability Adhesion Finish durability Example 18 Com. Exam. 18

(92) The lipstick into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish, and excellent makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example. The formulation according to the present invention had excellent stability with lapse of time.

Example 19 and Comparative Example 19

Eyeliners

(93) TABLE-US-00022 TABLE 21 Ingredient composition Mass % 1 Decamethylcyclopentasiloxane 39.0 2 Polyether-modified silicone*15 3.0 3 Organic silicone resin*16 15.0 4 Dioctadecyldimethyl ammonium salt-modified 3.0 montmorillonite 5 Surface-treated powder in Example 9 or Com. Exam. 9 8.0 6 Surface-treated powder in Example 3 or Com. Exam. 3 2.0 7 1,3-Butylene glycol 5.0 8 Sodium dehydroacetate Appropriate amount 9 Preservative Appropriate amount 10 Purified water Balance Total 100 *15KF-6017 (manufactured by Shin-Etsu Chemical Co., Ltd.) *16KF-7312J (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 4 were mixed, ingredients 5 and 6 were added thereto, and the resultant was homogeneously mixed and dispersed. B: Ingredients 7 to 10 were mixed. C: B was gradually added to A, followed by emulsification to obtain an eye liner.

(94) In the above table, Example 19 used Examples 3 and 9, and Comparative Example 19 used Comparative Example 3 and 9.

(95) Results were shown in Table 22.

(96) TABLE-US-00023 TABLE 22 Makeup Usability Adhesion Finish durability Example 19 Com. Exam. 19 X X

(97) The eye liner into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and excellent makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example. The emulsification formulation according to the present invention also had excellent stability with lapse of time.

Example 20 and Comparative Example 20

Liquid Emulsified Foundations

(98) TABLE-US-00024 TABLE 23 Ingredient composition Mass % 1 Dimethylpolysiloxane*17 4.5 2 Decamethylcyclopentasiloxane 15.0 3 Squalan 4.0 4 Neopentyl glycol dioctanate 3.0 5 Diglyceride myristate isostearate 2.0 6 -monoisostearyl glyceryl ether 1.0 7 Polyether-modified silicone*18 1.0 8 Alkyl-Polyether co-modified silicone*19 0.5 9 Aluminum distearate 0.2 10 Surface-treated powder in Example 1 or Com. Exam. 1 2.0 11 Surface-treated powder in Example 3 or Com. Exam. 3 5.0 12 Isostearyl sebacate-treated iron oxide powder Appropriate amount 13 Glycerin 3.0 14 Preservative Appropriate amount 15 Perfume Appropriate amount 16 Purified water Balance *17KF-96 (6cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *18KF-6017 (manufactured by Shin-Etsu Chemical Co., Ltd.) *19KF-6038 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 9 were heated and mixed, ingredients 10 to 12 were gradually added thereto, and the resultant was homogenized. B: Ingredients 13 to 14 and 16 were heated and dissolved. C: B was gradually added to A, followed by emulsifying and cooling, and an ingredient 15 was added thereto to obtain a liquid emulsified foundation.

(99) In the above table, Example 20 used Examples 1 and 3, and Comparative Example 20 used Comparative Example 1 and 3.

(100) Results were shown in Table 24.

(101) TABLE-US-00025 TABLE 24 Makeup Usability Adhesion Finish durability Example 20 Com. Exam. 20

(102) The liquid foundation into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and excellent makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example. The emulsification formulation according to the present invention also had excellent stability with lapse of time.

Example 21 and Comparative Example 21

Oily Caked Foundations

(103) TABLE-US-00026 TABLE 25 Ingredient composition Mass % 1 Polyethylene wax 4.0 2 Paraffin 4.0 3 Isononyl Isonanoate 5.0 4 Dimethylpolysiloxane*20 10.0 5 Methylphenylpolysiloxane*21 10.0 6 Caprylic/Capric Triglyceride 10.0 7 Surface-treated powder in Example 7 or Com. Exam. 7 3.5 8 Surface-treated powder in Example 8 or Com. Exam. 8 1.0 9 Surface-treated powder in Example 9 or Com. Exam. 9 0.3 10 Surface-treated powder in Example 2 or Com. Exam. 2 20.0 11 Surface-treated powder in Example 5 or Com. Exam. 5 15.0 12 Surface-treated powder in Example 1 or Com. Exam. 1 5.2 13 Polymethylsilsesquioxane*22 5.0 14 Cellulose powder*23 5.0 15 Silicone powder 2.0 *20KF-96 (6cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *21FZ-209 (manufactured by Dow Corning Toray Co., Ltd.) *22Tospearl 145A (manufactured by c Co., Ltd..) *23KC flock W-200 (manufactured by Nippon Paper Industries Co., Ltd.) *24KSP-300 (manufactured by Nippon Paper Industries Co., Ltd.)
(Producing Method) A: Ingredients 1 to 6 were heated and mixed. B: Ingredients 7 to 15 were uniformly mixed, which was added to A, and the resultant was homogeneously kneaded.

(104) Thereafter, the resultant was melted again and degassed, which was filled in a special container to obtain a product.

(105) In the above table, Example 21 used Examples 1, 2, 5, 7, 8 and 9, and Comparative Example 21 used Comparative Examples 1, 2, 5, 7, 8 and 9.

(106) Results were shown in Table 26.

(107) TABLE-US-00027 TABLE 26 Makeup Usability Adhesion Finish durability Example 21 Com. Exam. 21 X

(108) The oily solid foundation into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish, and makeup durability. In addition, it had less color dullness in the evaluation of the makeup durability as compared with Comparative Example.

Example 22 and Comparative Example 22

Stick-Like Concealers

(109) TABLE-US-00028 TABLE 27 Ingredient composition Mass % 1 Synthesized hydrocarbon wax 4.0 2 Paraffin 3.0 3 Ceresine 2.0 4 Polyethylene wax 1.0 5 -Olefin oligomer*25 10.0 6 Octyl polyhydroxystearate 15.0 7 Dipentaerythrite hexaoxystearate*26 5.0 8 Dipentaerythrityl pentaisostearate 5.0 9 Isopropyl isostearate 9.0 10 Surface-treated powder in Exampls 7 or Com. Exam. 7 4.5 11 Surface-treated powder in Example 8 or Com. Exam. 8 1.2 12 Surface-treated powder in Example 9 or Com. Exam. 9 0.6 13 Surface-treated powder in Example 2 or Com. Exam. 2 25.0 14 Surface-treated powder in Example 4 or Com. Exam. 4 10.0 15 Surface-treated powder in Example 10 or Com. Exam. 10 3.7 16 Cellulose powder*27 1.0 *25Nomcoat HPD-C (manufactured by The Nisshin OilliO Group,Ltd.) *26Cosmore (manufactured by The Nisshin OilliO Group,Ltd.) *27KC Floc W-200 (manufactured by Nippon Paper Industries Co., Ltd.)
(Producing Method)

(110) After oily ingredients were melted, powdery ingredients were mixed therewith, and the resultant was further mixed by using rollers. Then, the resultant was melted again, degassed, and filled in a mold. After cooling, the molded product was taken out, and placed in a container to obtain a product.

(111) In the above table, Example 22 used Examples 1, 2, 4, 7, 8 and 9, and Comparative Example 22 used Comparative Examples 1, 2, 4, 7, 8 and 9.

(112) Results were shown in Table 28.

(113) TABLE-US-00029 TABLE 28 Makeup Usability Adhesion Finish durability Example 22 Com. Exam. 22 X

(114) The stick-like concealer into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish, and excellent makeup duration.

Example 23 and Comparative Example 23

Water-in-Oil Creams

(115) TABLE-US-00030 TABLE 29 Ingredient composition Mass % 1 Dimethylpolysiloxane*28 6.0 2 Methylphenylpolysiloxane*29 4.0 3 Squalan 5.0 4 Neopentylglycol dioctanate 3.0 5 Polyether-modified silicone*30 3.0 6 Surface-treated powder in Example 10 or Com. 1.0 Exam. 10 7 Surface-treated powder in Example or Com. 2.0 Exam. 3 8 Glycerin 10.0 9 Preservative Appropriate amount 10 Perfume Appropriate amount 11 Purified water Balance *28KF-96 (6cs) (manufactured by Shin-Etsu Chemical Co., Ltd.) *29KF-54 (manufactured by Shin-Etsu Chemical Co., Ltd.) *30KF-6012 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 5 were mixed, ingredients 6 and 7 were mixed thereto, and the resultant was homogeneously mixed. B: Ingredients 8 to 9 and 11 were mixed and melted. C: After B was gradually added to A, followed by emulsification, an ingredient 10 was added thereto to obtain a cream.

(116) In the above table, Example 23 used Examples 3 and 10, and Comparative Example 23 used Comparative Examples 3 and 10.

(117) Results were shown in Table 30.

(118) TABLE-US-00031 TABLE 30 Makeup Usability Adhesion Finish durability Example 23 Com. Exam. 23 X

(119) The water-in-oil cream into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion, uniform finish, and excellent makeup durability. Further, the cream also had excellent stability with lapse of time.

Example 24 and Comparative Example 24

Oil-in-Water Type Creams

(120) TABLE-US-00032 TABLE 31 Ingredient composition Mass % 1 Mixture of dimethicon/vinyldimethicon crosspolymer 9.0 and dimethicone*31 2 glyceryl trioctanate 5.0 3 Surface-treated powder in Example 10 or Com. 2.0 Exam. 10 4 Dipropylene glycol 7.0 5 Glycerin 5.0 6 Methyl cellulose (2% aqueous solution)*32 7.0 7 Polyacrylamide-based emulsifier*33 2.0 8 Preservative Appropriate amount 9 Perfume Appropriate amount 10 Purified water 63.0 *31KSG-16 (manufactured Shin-Etsu Chemical Co., Ltd.) *32Metolose (manufactured by Shin-Etsu Chemical Co., Ltd.) *33Sepigel 305 (manufactured by SEPPIC Co., Ltd.)
(Producing Method) A: Ingredients 4 to 10 were mixed. B: Ingredients 1 to 3 were mixed, the mixture was added to A, and the resultant was stirred and emulsified.

(121) In the above Table, Example 24 used Example 10, whereas Comparative Example 24 used Comparative Example 10.

(122) Results were shown in Table 32.

(123) TABLE-US-00033 TABLE 32 Makeup Usability Adhesion Finish durability Example 24 Com. Exam. 24 X

(124) The water-in-oil cream into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability and adhesion, uniform finish and makeup durability, Further, the cream also had excellent stability with lapse of time.

Example 25 and Comparative Example 25

Sunscreen Emulsions

(125) TABLE-US-00034 TABLE 33 Ingredient composition Mass % 1 Decamethylcyclopentasiloxane 21.0 2 Methylphenylpolysiloxane*34 3.0 3 Sorbitan monoisostearate 1.0 4 Polyether-modified silicone*35 0.5 5 Trimethylsiloxysilicate*36 1.0 6 Octyl paramethoxycinnamate 4.0 7 Surface-treated powder in Example 6 or Com. 2.0 Exam. 6 8 Surface-treated powder in Example 11 or Com. 10.0 Exam. 11 9 Sorbitol 2.0 10 Sodium chloride 2.0 11 Preservative Appropriate amount 12 Perfume Appropriate amount 13 Purified water Balance *34KF-56 (manufactured by Shin-Etsu Chemical Co., Ltd.) *35KKF6015 (manufactured by Shin-Etsu Chemical Co., Ltd.) *36X-21-5250 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 1 to 6 were mixed, and ingredients 7 and 8 were uniformly dispersed therein. B: Ingredients 9 to 11 and 13 were heated and mixed. C: Under stirring, B was gradually added to A for emulsification, and an ingredient 12 was added thereto after cooling, thereby obtaining a sunscreen emulsion.

(126) In the above table, Example 25 used Examples 6 and 11, and Comparative Example 25 used Comparative Examples 6 and 11.

(127) Results were shown in Table 34.

(128) TABLE-US-00035 TABLE 34 Makeup Usability Adhesion Finish durability Example 25 Com. Exam. 25 X X

(129) The sunscreen emulsion into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion with uniform finish and excellent makeup durability. Further, it also had excellent stability with lapse of time.

Example 26 and Comparative Example 26

UV Cut Creams

(130) TABLE-US-00036 TABLE 35 Ingredient composition Mass % 1 Decamethylcyclopentasiloxane 17.0 2 Acrylsilicone resin*37 12.0 3 Glyceryl trioctanate 5.0 4 Octyl paramethoxy cinnamate 6.0 5 Mixture of crosslinked polyether-modified silicone 5.0 and silicone oil*38 6 Alkyl-silicone/polyether co-modified silicone*39 2.5 7 Surface-treated powder in Example 10 or Com. 5.0 Exam. 10 8 Surface-treated powder in Example 11 or Com. 13.0 Exam. 11 9 Sodium chloride 0.6 10 1,3-butylene glycol 2.0 11 Preservative Appropriate amount 12 Perfume Appropriate amount 13 Purified water Balance *37Acryl silicone resin: KP-545 (manufactured by Shin-Etsu Chemical Co., Ltd.) *38KSG-210 (manufactured by Shin-Etsu Chemical Co., Ltd.) *39KF-6038 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: An ingredient 2 was added to a part of 1, the mixture was homogenized, and an ingredient 8 was added and dispersed thereinto by a bead mill. B: The remainder of the ingredient 1 and ingredients 3 to 7 were mixed and homogenized. C: Ingredients 9 to 11 and 13 were mixed and dissolved. D: C was added to B, the mixture was emulsified, and A was dispersed therein, and an ingredient 12 was added thereinto, thereby obtaining a UV cut cream.

(131) In the above table, Example 26 used Examples 10 and 11, and Comparative Example 26 used Comparative Examples 10 and 11.

(132) Results were shown in Table 36.

(133) TABLE-US-00037 TABLE 36 Makeup Usability Adhesion Finish durability Example 26 Com. Exam. 26 X

(134) The UV cut cream into which the cosmetic powders according to the present invention were blended was a cosmetic composition that had excellent usability and adhesion with uniform finish and excellent makeup durability. Further, it also had excellent stability with lapse of time.

Examiner 27 and Comparative Example 27

Nail Enamels

(135) TABLE-US-00038 TABLE 37 Ingredient composition Mass % 1 Acrylsilicone resin*40 44.5 2 Methyltrimechicone*41 5.0 3 Nitrocellulose 3.0 4 Camphor 0.5 5 Acetyltributyl citrate 1.0 6 Dimethyldistearylammonium hectorite 0.5 7 Butyl acetate 80.0 8 Ethyl acetate 10.0 9 Isopropyl alcohol 5.0 10 Surface-treated powder in Example 6 or Com. Exam. 6 1.5 *40KF-549 (manufactured by Shin-Etsu Chemical Co., Ltd.) *41TMF-1.5 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method) A: Ingredients 7 to 9 were mixed, to which ingredients 4 to 6 were added and homogeneously mixed. B: Ingredients 1 to 3 were added and mixed into A. C: A nail enamel was obtained by adding and mixing an ingredient 10 into B.

(136) In the above table, Example 27 used Example 6, and Comparative Example 27 used Comparative Example 6.

(137) Results were shown in Table 38.

(138) TABLE-US-00039 TABLE 38 Makeup Usability Adhesion Finish durability Example 27 Com. Exam. 27

(139) The nail enamel into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability and adhesion with uniform finish and excellent makeup durability.

Example 28 and Comparative Example 28

Moisturizing Creams

(140) TABLE-US-00040 TABLE 39 Ingredient composition Mass % 1 Mixture of dimethicon/vinyldimethicone 5.0 crosspolymer and dimechicone*42 2 Decamethylcyclopentasiloxane 5.0 3 Phenyl trimechicone*43 3.0 4 Liquid paraffin 5.0 5 Pentaerythritol tetra-2-ethylhexanoate 3.0 6 Cetyl 2-ethylhexanoate 5.0 7 Polyether-modified silicone*44 1.0 8 Silicone elastomer powder*45 2.5 9 Surface-treated powder in Example 10 or Com. 2.0 Exam. 10 10 Zinc stearate 2.0 11 Vitamin E acetate 3.0 12 Polyethylene glycol 400 1.0 13 Sodium butyrate 1.0 14 1,3-butylene glycol 5.0 15 Preservative Appropriate amount 16 Perfume Appropriate amount 17 Purified water Balance *42KSG-16 (manufactured by Shin-Etsu Chemical Co., Ltd.) *43SH556 (manufactured by Dow Corning Toray Co., Ltd.) *44SS-2910 (manufactured by Dow Corning Toray Co., Ltd.) *45Torefil E-506S (manufactured by Dow Corning Toray Co., Ltd.)
(Producing Procedure)

(141) Step 1: Ingredients 1 to 7 and Ingredients 10 to 11 were homogeneously mixed, ingredients 8 to 9 were added thereto, and the resultant was homogeneously distributed.

(142) Step 2: Ingredients 12 to 15 and ingredient 17 were added and dissolved.

(143) Step 3: The composition obtained in Step 2 was gradually added to the composition obtained in Step 1, which was emulsified and cooled.

(144) Step 4: An ingredient 16 was added to the composition obtained in Step 3, which was stirred and mixed.

(145) In the above table, Example 28 used Example 10, and Comparative Example 28 used Comparative Example 10.

(146) Results were shown in Table 40.

(147) TABLE-US-00041 TABLE 40 Makeup Usability Adhesion Finish durability Example 28 Com. Exam. 28

(148) The moist cream into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability and adhesion with uniform finish and excellent makeup durability.

Example 29 and Comparative Example 29

Aftershave Creams

(149) TABLE-US-00042 TABLE 41 Ingredient composition Mass % 1 Surface-treated powder in Example 10 or Com. 15.0 Exam. 10 2 Decamethylcyclopentasiloxane 20.0 3 Polyether-modified silicone*46 3.0 4 Polyether-modified silicone*47 6.0 5 Polyethylene glycol 400 5.0 6 Sodium L-glutaminate 2.0 7 allantoin 0.1 8 Aloe extract Appropriate amount 9 Preservative Appropriate amount 10 Antioxidant Appropriate amount 11 Perfume Appropriate amount 12 Purified water Balance *46SS-2910 (manufactured by Dow Corning Toray Co., Ltd.) *475200 Formulation Aid (manufactured by Dow Corning Co., Ltd.)
(Producing Method) A: Ingredients 1 to 5 and Ingredients 11 to 12 were heated and mixed. B: Ingredients 6 to 10 were heated and mixed. C: The composition obtained in Step 2 was gradually added to the composition obtained in Step 1.

(150) In the above table, Example 29 used Example 10, and Comparative Example 29 used Comparative Example 10.

(151) Results were shown in Table 42.

(152) TABLE-US-00043 TABLE 42 Usability Example 29 Com. Exam. 20

(153) The aftershave cream into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability.

Example 30 and Comparative Example 30

Lip Gross

(154) TABLE-US-00044 TABLE 43 Ingredient composition Mass % 1 Polyamide-modified silicone*48 19.0 2 Mixture of dimethicon/vinyldimethicone crosspolymer 7.0 and dimechicone*49 3 Methylphenylpolysiloxane 28.0 4 Isononyl isononanoate 38.0 5 Triethylhexanoin 2.0 6 Surface-treated powder in Example 6 or Com. Exam. 6 3.0 *482-8178 gellant (manufactured by Dow Corning Co., Ltd.) *49KSG-18 (manufactured by Shin-Etsu Chemical Co., Ltd.)
(Producing Method)

(155) Ingredients 1 to 6 were heated and mixed, filled in a vessel, and thereafter cooled.

(156) In the above table, Example 30 used Example 6, and Comparative Example 30 used Comparative Example 6.

(157) Results were shown in Table 44.

(158) TABLE-US-00045 TABLE 44 Makeup Usability Adhesion Finish durability Example 30 Com. Exam. 30 X

(159) The lip gross into which the cosmetic powder according to the present invention was blended was a cosmetic composition that had excellent usability and adhesion with uniform finish and excellent makeup durability.

Example 31 and Comparative Example 31

Shampoos

(160) TABLE-US-00046 TABLE 45 Ingredient composition Mass % 1 Purified water Balance 2 Polyquaternium-10 0.3 3 EDTA-2Na 0.1 4 Glycerin 1.5 5 Sodium laureth sulfate (27% aqueous solution) 30.0 6 Laureth-6 Na carboxylate (24% aqueous solution) 10.0 7 Cocamidopropyl betaine, NaCl (30% aqueous solution) 10.0 8 Surface-treated powder in Example 10 or Com. 0.5 Exam. 10 9 Preservative Appropriate amount 10 Perfume Appropriate amount 11 Cocamido MEA 2.0 12 Polyquaternium-7 0.27 13 Citric acid Appropriate amount
(Producing Method) A: Ingredients 1 to 4 are heated, mixed and dissolved. B: Ingredients 5 to 8 are added to the composition obtained in Step 1. C: The composition obtained in Step 2 is cooled, and ingredients 9 to 12 were added thereinto. If necessary, an ingredient 13 is added thereinto, and the pH of the resultant is adjusted.

(161) In the above Table, Example 31 used Example 10, and Comparative Example 31 used Comparative Example 10.

(162) Results were shown in Table 46.

(163) TABLE-US-00047 TABLE 46 Usability Example 31 Com. Exam. 31

(164) The shampoo into which the cosmetic powder according to the present invention was blended had excellent usability.

Example 32 and Comparative Example 32

Conditioners

(165) TABLE-US-00048 TABLE 47 Ingredient composition Mass % 1 Stearyltomonium chloride 1.44 2 Cetyl alcohol 2.4 3 Octyl dodecanol 0.5 4 Cetyl ethylhexanoate 0.6 5 Squalan 0.2 6 Surface-treated powder in Example 10 or Com. 0.5 Exam. 10 7 Purified water Balance 8 Glycerin 2.0 9 Preservative Appropriate amount 10 Perfume Appropriate amount 13 Citric acid Appropriate amount
(Producing Method) A: Ingredients 1 to 6 are heated, mixed and melted. B: Ingredients 7 to 8 are heated, mixed and dissolved. C: The composition obtained in Step 1 is added to the composition obtained in Step 2, which is emulsified. D: The composition obtained in Step 3 is cooled, and ingredients 9 and 10 are added thereto. If necessary, an ingredient 11 is added thereinto.

(166) In the above Table, Example 32 used Example 10, and Comparative Example 32 used Comparative Example 10.

(167) Results were shown in Table 48.

(168) TABLE-US-00049 TABLE 48 Usability Example 32 Com. Exam. 32

(169) The conditioner into which the cosmetic powder according to the present invention was blended had excellent usability.