NON-AQUEOUS DISPERSION, PREPARATION METHOD THEREFOR, AND COSMETIC COMPOSITION COMPRISING SAME

Abstract

The present invention relates to a non-aqueous dispersion, a preparation method therefor, and a cosmetic composition comprising same. The present invention can provide: a dispersion applicable to a coating agent and a cosmetic composition, which are well cleansed by even a large amount of water or a typical cleanser without an specific make-up remover or oil cleanser while having an excellent makeup lasting effect; a preparation method therefor, and a cosmetic composition comprising same.

Claims

1-10. (canceled)

11. A method for preparing a non-aqueous dispersion, comprising the steps of: S1) a first step of mixing and polymerizing at least one hydrophilic monomer selected from acryl and vinyl compounds with at least one hydrophobic monomer selected from alkyl acrylate, alkyl methacrylate, aromatic acrylate and aromatic methacrylate compounds to obtain a copolymer; and S2) a second step of mixing and polymerizing at least one hydrophilic monomer selected from acryl and vinyl compounds in the presence of the polymerized product of the first step.

12. The method for preparing a non-aqueous dispersion according to claim 11, wherein each of the hydrophilic monomers of steps S1) and S2) has a solubility parameter (δ) of a homopolymer of 10-15 (cal/cm.sup.3).sup.1/2.

13. The method for preparing a non-aqueous dispersion according to claim 11, wherein the hydrophobic monomer has a solubility parameter (δ) of a homopolymer of 5-9.5 (cal/cm.sup.3).sup.1/2.

14. The method for preparing a non-aqueous dispersion according to claim 11, wherein each of the hydrophilic monomers of steps S1) and S2) is at least one selected from vinyl pyrrolidone and 2-hydroxyethyl acrylate.

15. The method for preparing a non-aqueous dispersion according to claim 11, wherein the hydrophobic monomer is at least one selected from n-butyl acrylate, n-butyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, lauryl methacrylate and stearyl methacrylate.

16. The method for preparing a non-aqueous dispersion according to claim 11, wherein hydrocarbon-based oil and a radical initiator are used in step S1), and a radical initiator is used in step S2).

17. The method for preparing a non-aqueous dispersion according to claim 16, wherein the hydrocarbon-based oil is C.sub.10-C.sub.16 hydrocarbon-based oil.

18. The method for preparing a non-aqueous dispersion according to claim 11, wherein the total content of the hydrophilic monomer in the non-aqueous dispersion is 50-90 wt %, and the total content of the hydrophobic monomer in the non-aqueous dispersion is 10-50 wt %.

19. The method for preparing a non-aqueous dispersion according to claim 11, wherein the content of the hydrophilic monomer mixed in step S1) is 1-40 wt % based on the total weight of the monomers mixed in step S1), and the content of the hydrophobic monomer mixed in step S1) is 60-99 wt % based on the total weight of the monomers mixed in step S1).

20. A non-aqueous dispersion obtained by the method as defined in claim 11.

21. The method for preparing a non-aqueous dispersion according to claim 11, wherein the copolymer is used as a dispersion stabilizer for the hydrophilic monomer or for a hydrophilic homopolymer composed of the hydrophilic monomer.

22. The method for preparing a non-aqueous dispersion according to claim 11, wherein the method is used for the preparation of a non-aqueous dispersion used in the preparation of day cream, powder cream, face powder, rouge, cream makeup, eye shadow, mascara, eye liner, eyebrow pencil, lipstick, lip gloss, lip contour pencil or nail varnish.

23-24. (canceled)

Description

DESCRIPTION OF DRAWINGS

[0063] FIG. 1 shows the cleanability test result of the cosmetic composition according to an embodiment of the present disclosure.

MODE FOR DISCLOSURE

[0064] Hereinafter, the present disclosure will be explained in more detail with reference to examples. However, the following examples are for illustrative purposes only and not intended to limit the scope of this disclosure.

[0065] To obtain the dispersion containing a hydrophilic polymer dispersed stably in non-polar hydrocarbon-based oil, a hydrophilic monomer and hydrophobic monomer are polymerized first in a nonpolar solvent by using a thermal initiator at 85° C. for 6 hours through radical polymerization to obtain a copolymer. To the resultant copolymer solution, a solution containing a hydrophilic monomer and an initiator is added, while maintaining the temperature at 85° C. Then, reaction was carried out for 12 hours to obtain an oil dispersion containing the homopolymer of the hydrophilic monomer dispersed stably in non-polar hydrocarbon-based oil.

[0066]

1. PREPARATION OF POLYMER AND DISPERSION ACCORDING TO THE PRESENT DISCLOSURE

Example 1

[0067] First, 300 g of isododecane as non-polar hydrocarbon-based oil, 10 g of vinyl pyrrolidone as a hydrophilic monomer, 50 g of n-butyl acrylate and 40 g of stearyl methacrylate as hydrophobic monomers were introduced to a reactor equipped with a condenser, nitrogen injector, thermometer and an agitator, mixed homogeneously, and then warmed to 85° C. Next, 1 g of 2,2′-azobisisobutyronitrile was introduced thereto as a radical initiator and reaction was carried out for 6 hours to obtain a copolymer (first step). After the reaction, a mixed solution containing 100 g of vinyl pyrrolidone as a hydrophilic monomer and 1 g of 2,2′-azobisisobutyronitrile as a radical initiator was introduced gradually to carry out reaction at 85° C. for 12 hours (second step).

[0068] In this manner, a copolymer of vinyl pyrrolidone:n-butyl acrylate:stearyl methacrylate (1:5:4, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of polyvinyl pyrrolidone:copolymer of the first step (5:5, weight ratio) was obtained from the second step.

[0069] The polymer particles in the resultant finished oil dispersion had a size of 87 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 55%.

[0070]

Example 2

[0071] Under the same synthesis condition as Example 1, 8 g of vinyl pyrrolidone as a hydrophilic monomer, 40 g of n-butyl acrylate and 32 g of stearyl methacrylate as hydrophobic monomers, and 0.8 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced to obtain a copolymer (first step). Then, after the reaction, 120 g of vinyl pyrrolidone as a hydrophilic monomer and 1.2 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced (second step).

[0072] In this manner, a copolymer of vinyl pyrrolidone:n-butyl acrylate:stearyl methacrylate (1:5:4, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of polyvinyl pyrrolidone:copolymer of the first step (3:2, weight ratio) was obtained from the second step.

[0073] The polymer particles in the resultant finished oil dispersion had a size of 88 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 64%.

[0074]

Example 3

[0075] Under the same synthesis condition as Example 1, 6 g of vinyl pyrrolidone as a hydrophilic monomer, 30 g of n-butyl acrylate and 24 g of stearyl methacrylate as hydrophobic monomers, and 0.6 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced to obtain a copolymer (first step). Then, after the reaction, 140 g of vinyl pyrrolidone as a hydrophilic monomer and 1.4 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced (second step).

[0076] In this manner, a copolymer of vinyl pyrrolidone:n-butyl acrylate:stearyl methacrylate (1:5:4, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of polyvinyl pyrrolidone:copolymer of the first step (7:3, weight ratio) was obtained from the second step.

[0077] The polymer particles in the resultant finished oil dispersion had a size of 87 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 73%.

[0078]

Example 4

[0079] Under the same synthesis condition as Example 1, 20 g of vinyl pyrrolidone as a hydrophilic monomer, 40 g of n-butyl acrylate and 40 g of stearyl methacrylate as hydrophobic monomers, and 1 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced to obtain a copolymer (first step). Then, after the reaction, 100 g of vinyl pyrrolidone as a hydrophilic monomer and 1 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced (second step).

[0080] In this manner, a copolymer of vinyl pyrrolidone:n-butyl acrylate:stearyl methacrylate (1:2:2, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of polyvinyl pyrrolidone:copolymer of the first step (1:1, weight ratio) was obtained from the second step.

[0081] The polymer particles in the resultant finished oil dispersion had a size of 86 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 60%.

[0082]

Example 5

[0083] Under the same synthesis condition as Example 1, 30 g of vinyl pyrrolidone as a hydrophilic monomer, 30 g of n-butyl acrylate and 40 g of stearyl methacrylate as hydrophobic monomers, and 1 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced to obtain a copolymer (first step). Then, after the reaction, 100 g of vinyl pyrrolidone as a hydrophilic monomer and 1 g of 2,2′-azobisisobutyronitrile as a radical initiator were introduced (second step).

[0084] In this manner, a copolymer of vinyl pyrrolidone:n-butyl acrylate:stearyl methacrylate (3:3:4, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of polyvinyl pyrrolidone:copolymer of the first step (1:1, weight ratio) was obtained from the second step.

[0085] The polymer particles in the resultant finished oil dispersion had a size of 74 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 65%.

[0086]

Example 6

[0087] A dispersion was prepared under the same synthesis condition as Example 1, except that 2-hydroxyethyl acrylate was used as a hydrophilic monomer instead of vinyl pyrrolidone.

[0088] In this manner, a copolymer of 2-hydroxyethyl acrylate:n-butyl acrylate:stearyl methacrylate (1:5:4, weight ratio) was obtained from the first step, and a hydrophilic polymer oil dispersion of poly(2-hydroxyethyl acrylate):copolymer of the first step (1:1, weight ratio) was obtained from the second step.

[0089] The polymer particles in the resultant finished oil dispersion had a size of 98 nm and were dispersed stably in isododecane. In addition, the total content of the hydrophilic monomer in the finished polymer was 55%.

[0090]

Comparative Example 1

[0091] A copolymer containing vinyl pyrrolidone as a hydrophilic monomer at the same content of 55% as Example 1 by using the same apparatus and temperature as Example 1 was prepared. Particularly, 300 g of isododecane, 110 g of vinyl pyrrolidone as a hydrophilic monomer, and 50 g of n-butyl acrylate and 40 g of stearyl methacrylate as hydrophobic monomers were introduced to the reactor, mixed homogeneously, and warmed to 85° C. In addition, 2 g of 2,2′-azobisisobutyronitrile was introduced as a radical initiator, and reaction was carried out for 12 hours to obtain a copolymer.

[0092] However, the resultant copolymer showed excessively low compatibility with hydrocarbon-based oil and was precipitated. Therefore, it was not possible to obtain a stably dispersed oil dispersion.

TABLE-US-00001 TABLE 1 Comp Ex. Ex. Ex. Ex. Ex. Ex. Ex. 1 1 2 3 4 5 6 Hydrophilic Vinyl Step 1 110 10 8 6 20 30 — monomer pyrrolidone Step 2 — 100 120 140 100 100 — (g) (VP) 2- Step 1 — — — — — — 10 Hydroxyethyl Step 2 — — — — — — 100 acrylate (2-HEA) Hydrophobic n-Butyl acrylate (n-BA) 50 50 40 30 40 30 50 monomer Stearyl methacrylate 40 40 32 24 40 40 40 (SMA) Radical 2,2′-azobis Step 1 2 1 0.8 0.6 1 1 1 initiator isobutyronitrile Step 2 — 1 1.2 1.4 1 1 1 Solvent Isododecane 300 300 300 300 300 300 300 Particle Precipitated 87 88 87 86 74 98 size nm nm nm nm nm nm Weight Hydrophilic monomer — 1:5:4 1:5:4 1:5:4 1:2: 3:3: 1:5:4 ratio of step 1:n-BA:SMA 2 4 Homopolymer of step — 1:1 3:2 7:3 1:1 1:1 1:1 2:copolymer of step 1 Ratio of hydrophilic monomer based 55 55 64 73 60 65 55 on the total weight of polymer

2. PREPARATION OF MASCARA

[0093] Mascara according to each of Preparation Examples and Comparative Example having the composition as shown in the following Table 2 was prepared, and the quality thereof was evaluated.

[0094] 1) Ingredients 3-9 and a part of Ingredient 10 were mixed, heated and dispersed homogeneously.

[0095] 2) The balance of Ingredient 10 and Ingredients 11-14 were mixed, heated and dispersed homogeneously.

[0096] 3) The product of 2) was added to the product of 1) and dispersed homogeneously therein, and then Ingredients 1 and 2 were added thereto, followed by cooling, to obtain each mascara.

TABLE-US-00002 TABLE 2 Prep. Prep. Prep. Prep. Prep. Prep. Comp. (Wt %) Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 2 1 Ex. 1 25 — — — — — — Ex. 2 — 25 — — — — — Ex. 3 — — 25 — — — — Ex. 4 — — — 25 — — — Ex. 5 — — — — 25 — — Ex. 6 — — — — — 25 — 2 Trimethylsiloxy — — — — — — 10 silicate 3 Ceresin 5 5 5 5 5 5 5 4 Microcrystalline 5 5 5 5 5 5 5 wax 5 Bees wax 2 2 2 2 2 2 2 6 Carnauba wax 1 1 1 1 1 1 1 7 Dextrin 3 3 3 3 3 3 3 palmitate/ethyl hexanoate 8 Propylene 1 1 1 1 1 1 1 carbonate 9 Triethylhexanoin 2 2 2 2 2 2 2 10 Isododecane 36.7 36.7 36.7 36.7 36.7 36.7 51.7 11 Disteardimonium 3 3 3 3 3 3 3 hectorite 12 Iron oxide 6 6 6 6 6 6 6 13 Talc 10 10 10 10 10 10 10 14 simethicone 0.3 0.3 0.3 0.3 0.3 0.3 0.3

3. CLEANABILITY TEST RESULTS OF MASCARA O/W FORMULATION AND EXAMPLES

1) Cleanability of Mascara

[0097] Each mascara was applied onto a transparent film to a thickness of 100 μm and dried at room temperature (23° C., 65% RH) for 12 hours to obtain a mascara coating film. Then, purified water at room temperature (23° C.) was dropped to the mascara coating film and wiped off after the lapse of a predetermined time (1 minute, 3 minutes, 7 minutes, 10 minutes, 15 minutes, and 20 minutes). The cleanability of each mascara was evaluated according to the following criteria.

TABLE-US-00003 TABLE 3 ⊚ Coating film is swelled and wiped off within 7 minutes. ◯ Coating film is swelled and wiped off within more than 7 minutes to 10 minutes. Δ Coating film is swelled and wiped off within more than 10 minutes to 15 minutes. X Coating film shows no change in appearance or is not removed at all even within 15 minutes.

[0098] In the evaluation criteria, ⊚ and ◯ corresponding to the results similar to the cleanability test result of O/W mascara are judged as passed.

2) Water Resistance of Mascara

[0099] Each mascara was applied onto a transparent film to a thickness of 100 μm and dried at room temperature (23° C., 65% RH) for 12 hours, and then the contact angle was determined. The contact angle of each mascara was evaluated according to the following criteria.

TABLE-US-00004 TABLE 4 ⊚ Mascara coating film has a contact angle of 100° or more. ◯ Mascara coating film has a contact angle of 80° or more. Δ Mascara coating film has a contact angle of 80-40°. X Mascara coating film has a contact angle of 40° or less.

[0100] In the evaluation criteria, ⊚ and ◯ are judged as passed.

3) Usability of Mascara

[0101] The usability of each mascara was tested by 20 professional panels (25-50 aged). Each mascara was evaluated in terms of the applicability (how smoothly each mascara is applied), makeup effect, smearing (how easily each mascara is smeared by sweat, water and sebum 6 hours after the application), makeup lasting effect and cleanability according to the following criteria with a 5-point scale, and the result is expressed by the average value.

TABLE-US-00005 TABLE 5 ⊚ Average of 4.5 or more ◯ Average of less than 4.5 and 3.5 or more Δ Average of less than 3.5 and 2.5 or more X Average of less than 2.5

4) Test Results

[0102] The test results are shown in the following Table 6. The test result of 3.1) mascara cleanability is shown in FIG. 1 as a photographic image.

TABLE-US-00006 TABLE 6 Prep. Prep. Prep. Prep. Prep. Prep. Comp. Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 2 Cleanability of mascara ◯ ◯ ⊚ ⊚ X ⊚ X Water resistance of mascara ⊚ ⊚ Δ ⊚ ⊚ ◯ ⊚ Evaluation 1) Applicability ◯ ◯ Δ ⊚ Δ ⊚ ◯ of 2) Makeup effect ◯ ◯ ◯ ◯ ◯ ◯ ◯ usability 3) Smearing ◯ ◯ ⊚ ⊚ ◯ ⊚ X of 4) Makeup lasting ⊚ ⊚ ◯ ⊚ ⊚ ⊚ ⊚ mascara effect 5) Cleanability ◯ ◯ ⊚ ⊚ X ⊚ X

[0103] After the tests, Preparation Examples 1-5 according to the present disclosure show higher cleanability with tepid water and good water resistance, as compared to Comparative Example 2 obtained by using a silicone coating agent. As judged from the overall result, Preparation Example 4 using Example 4 shows excellent water resistance and cleanability.

[0104] The present disclosure has been described in detail. However, it should be understood that the detailed description and specific examples, while indicating preferred embodiments of the disclosure, are given by way of illustration only, since various changes and modifications within the scope of the disclosure will become apparent to those skilled in the art from this detailed description.

INDUSTRIAL APPLICABILITY

[0105] The present disclosure provides a cosmetic composition which has excellent persistency and can be cleansed with ease. The cosmetic composition according to the present disclosure requires no makeup remover or oil cleanser and is removed from the skin simply by washing off it with water. The present disclosure also provides a non-aqueous dispersion used for such a simply water-cleanable cosmetic composition. The non-aqueous dispersion is applied to various cosmetic compositions to provide a cosmetic composition having high stability. Particularly, the mascara according to an embodiment of the present disclosure is removed perfectly with no need for a separate remover upon face-washing, while showing excellent persistency.