Fine nylon 11 powder, surface-treated product, and compounded cosmetic

Abstract

To obtain a cosmetic capable of easy makeup removal by micronizing nylon 11 without yellowing it, performing surface treatment on a pigment, and compounding the micronized powder and the surface-treated pigment in the cosmetic.SOLUTION: The fine powder of nylon 11 is obtained by mixing nylon 11, dipropylene glycol, and a phosphate, heating the mixture to 185°C or higher to dissolve the nylon 11, and then cooling it. The pigment is surface treated with nylon 11 obtained by mixing nylon 11, a pigment, dipropylene glycol, and a phosphate, heating the mixture to 185°C or higher, and then cooling it. The compounded pigment is compounded with the pigment.SELECTED DRAWING: Figure 1

Description

[Technical field]

[0001] Nylon 11, a natural product, is expected to play an important role in future environmental regulations, but while commercially available fine powders have been developed for 3D printers, they have the problem of not feeling very good to the touch because they are produced by a pulverizing method.In addition, when trying to use nylon 11 as a processing agent for powder processing, etc., there is a problem that nylon 11 has a high melting point of 185°C, making it difficult to process using normal methods. Patent Document 1 describes a method for producing nylon 12 spherical particle powder, which involves mixing nylon 12 and dipropylene glycol, heating the mixture, dissolving nylon 12 in dipropylene glycol to produce a homogeneous solution, and cooling the homogeneous solution to precipitate spherical nylon 12 particles. Nylon 12 has one more carbon atom than nylon 11, and has similar properties to nylon 11, except that its melting point is slightly lower at 176°C. When nylon 11 was treated according to Patent Document 1, it was found that yellowing occurred as the ratio of nylon 11 in dipropylene glycol increased. Non-Patent Document 1 shows that the yellowing of nylon is caused by nitrogen oxides. Non-Patent Document 2 shows the results of a study on the adsorption effect of nitrogen oxides using zeolite, but when actually tried, it was not possible to suppress yellowing. [Prior art documents]

[0002] [Patent Document 1] JP 2006-169373 A [Non-Patent Document 1] Yellowing of nylon Japan Council of Industrial Cleaning and Cleaning Products https: / / nichisenku.jp / accident / jiko14 / (Retrieved March 17, 2023) [Non-Patent Document 2] Shigeru Okada et al., Journal of the Faculty of Science and Engineering, Kokushikan University, No. 9, pp. 1-4 (2016) Summary of the Invention [Problem to be solved by the invention]

[0003] The problem to be solved by the present invention is to finely powder nylon 11 without yellowing it, to perform surface treatment on the pigment, and to incorporate the fine powder and the surface-treated pigment into cosmetics to facilitate removal of the cosmetics. [Means for solving the problem]

[0004] The present invention relates to a fine powder of nylon 11 obtained by mixing nylon 11, dipropylene glycol, and a phosphate, heating the mixture to 185°C or higher, dissolving the nylon 11, and then cooling the mixture; and to a pigment surface-treated with nylon 11 obtained by mixing nylon 11, a pigment, dipropylene glycol, and a phosphate, heating the mixture to 185°C or higher, and then cooling the mixture, and to a cosmetic composition containing the pigment. 1. A fine powder of nylon 11 obtained by mixing nylon 11, dipropylene glycol, and phosphate, heating to over 185°C, dissolving the nylon 11, and then cooling. 2. A pigment that has been surface-treated with nylon 11, obtained by mixing nylon 11, pigment, dipropylene glycol, and phosphate, heating to above 185°C, and then cooling. 3. The fine powder according to 1, obtained by adding one or more of the following ingredients together with nylon 11, dipropylene glycol and phosphate: Polyglyceryl-10 Isostearate, Squalane, Candelilla Wax, Glycerin Stearate, Glyceryl Myristate, Polyglyceryl-10 Laurate 4. A pigment surface-treated with nylon 11 according to 2, which is obtained by adding one or more of the following components in addition to nylon 11, a pigment, dipropylene glycol, and a phosphate. Polyglyceryl-10 Isostearate, Squalane, Candelilla Wax, Glycerin Stearate, Glyceryl Myristate, Polyglyceryl-10 Laurate 5. The fine powder according to 1, wherein the phosphate is sodium tripolyphosphate. 6. The nylon 11 surface-treated pigment according to 2, wherein the phosphate is sodium tripolyphosphate. A cosmetic preparation containing the fine powder described in 7.1. 8. A cosmetic preparation containing a pigment surface-treated with nylon 11 as described in 2. Effects of the present invention

[0005] The present invention has the effect of making it possible to obtain fine powders of nylon 11 and surface-treated pigments without mechanical pulverization, and also has the effect of making it possible to obtain cosmetics containing these powders and pigments that have a smooth feel, excellent spreadability when applied, and are easy to remove. [Brief description of the drawings]

[0006] [Figure 1] 1 is an example of a scanning electron microscope photograph of a fine powder of nylon 11 according to the present invention. [Diagram 2] 1 is an example of a scanning electron microscope photograph of cellulose powder surface-treated with nylon 11 of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0007] The present invention will be described in detail below. The nylon 11 used in the present invention is an aliphatic polyamide obtained by condensation polymerization of aminoundecanoic acid obtained from castor oil, and is sold by Arkema under the name Rilsan PA11. In the present invention, it is preferable to use nylon 11 supplied in the form of pellets. The fine powder of the present invention uses dipropylene glycol. The fine powder is obtained by heating a mixture of nylon 11 and dipropylene glycol to 185°C or higher and then cooling it. The weight ratio of nylon 11 mixed with dipropylene glycol is preferably 1 to 25%, and more preferably 10 to 20%. In the present invention, a pigment and nylon 11 are mixed with dipropylene glycol, heated to 185°C or higher, and then cooled to obtain a surface-treated pigment with nylon 11. The temperature is preferably 220°C or lower. If the time at a temperature of 220°C or higher is long, yellowing may occur. In the present invention, it is preferable to add a phosphate together with the nylon 11 and dipropylene glycol. The addition of a phosphate can suppress the yellowing of nylon 11. Examples of the phosphate used in the present invention include sodium tripolyphosphate, sodium phosphate, sodium dihydrogen phosphate, disodium hydrogen phosphate, potassium phosphate, dipotassium phosphate, and monopotassium phosphate, and sodium tripolyphosphate is particularly preferable. The amount of phosphate added is preferably 25 to 200% based on the mass of nylon 11. When obtaining fine powder of nylon 11, a small amount is not a problem, but when obtaining a surface-treated pigment, it is preferable to add 100% or more. In addition, when the amount of nylon 11 or pigment is large relative to dipropylene glycol, specifically, when the amount is 20% or more, a larger amount of phosphate may be required.

[0008] In the present invention, it is preferable to further add one or more components selected from polyglyceryl-10 isostearate, squalane, candelilla wax, glycerin stearate, glyceryl myristate, and polyglyceryl-10 laurate. In the case of nylon 11 alone, these components can control the particle size distribution in a smaller direction, and in the case of surface treatment of pigments, they have the effect of enabling uniform coating treatment. The amount of these components added is preferably 1 to 60% relative to the mass of nylon 11, and more preferably 3 to 50%. As with the phosphate, a small amount is not a problem when obtaining fine powder of nylon 11, but it is preferable to use 50% or more when obtaining a surface-treated pigment. In addition, when the amount of nylon 11 or pigment is large relative to dipropylene glycol, specifically, when the amount is 20% or more, more phosphate may be required.

[0009] In the present invention, it is preferable to stir as vigorously as possible in the heating step. However, there are cases where the nylon 11 coalesces and forms lumps. In such cases, the lumps may become caught in the gap between the stirring blade and the container, making stirring impossible and resulting in poor mixing. Therefore, care must be taken in setting the shape of the blade or the distance between the container and the blade, and experimental investigations are required to ensure that the stirring blade does not become stuck.

[0010] In the present invention, the solution is heated to 185°C or higher and then enters the cooling step, but stirring is continued until the liquid temperature reaches 170°C, after which stirring is unnecessary or only weak stirring is sufficient. It is also preferable to increase the cooling rate during cooling, for example by cooling the solution from the outside. A faster cooling rate has the effect of narrowing the particle size distribution of nylon 11 and making the surface treatment more uniform. It is also preferable to add a surface treatment agent such as a water repellent agent during the cooling step.

[0011] In the present invention, when the solution is at 35°C or less, preferably at room temperature, water is added, and the solution containing the solids and dipropylene glycol is separated using a method such as a filter press, filtration, or centrifugal filtration after stirring. In addition, it is preferable to perform water washing several times to remove excess dipropylene glycol. After the removal of dipropylene glycol is completed, the solids are transferred to a container such as a stainless steel tray and heated and dried. This may or may not be reduced pressure. If possible, the heating temperature is preferably 130°C or higher, which allows heat sterilization.

[0012] In the present invention, it is preferable to pulverize the powder thus obtained and sieve it to check for the presence of foreign matter.

[0013] The pigment used in the present invention is not particularly limited, and may be an inorganic substance, an organic substance, an elastomer, etc. Cellulose powder, which is a natural product, is particularly suitable.

[0014] In the present invention, it is preferable to use the thus obtained nylon 11 fine powder and surface-treated pigment in a cosmetic. In the cosmetic of the present invention, these powders can be blended in the range of 0.1 to 99% by weight of the cosmetic. When the nylon 11 fine powder and surface-treated pigment of the present invention are blended in a cosmetic, a cosmetic that has an excellent smooth feel and is easy to remove can be obtained.

[0015] In the cosmetic composition of the present invention, the nylon 11 fine powder and nylon 11 treated pigment of the present invention can be used in combination with various surface-treated pigments. Examples of such surface treatments include silicone compound treatments such as methylhydrogenpolysiloxane, amino-modified silicone, dimethicone, polyether-modified silicone, polyglyceryl-modified silicone, and trimethylsiloxysilicate, acrylic silicone treatments, silane compound treatments such as triethoxycaprylylsilane, aminosilane, and tetraethoxysilane, organic titanate treatments such as isopropyl titanium triisostearate and tetraisopropyl titanate, acylamino acid metal salt treatments, metal soap treatments, lauroyl lysine treatments, glycolipid treatments, silica, alumina, titanium oxide, nitrogen oxide, and the like. Examples of such treatments include treatment with metal oxides such as lead and iron oxide; treatment with hydroxypropyl bispalmitate MEA; polymer treatments such as agar, DNA, alginates, starch, starch derivatives, tamarind seed gum, carrageenan, polyurethane, polyacrylic acid, polyacrylic acid derivatives, cellulose, and cellulose derivatives; silk treatments such as silk and silk peptides; glycerin treatments such as glycerin and polyglycerin; oil treatments such as ester oil and squalane; extract treatments with various plant extracts; and colorant treatments with natural pigments, synthetic pigments, charcoal, and the like. It is also preferable to use one or more of these in combination. EXAMPLES

[0016] The present invention will be described in detail below with reference to examples. The various evaluation methods used in the examples and comparative examples are as follows.

[0017] Methods for evaluating sensory characteristics A sensory test of the prototypes was conducted by five makeup technicians who were trained in the evaluation. Products that were judged to have excellent characteristics were given a score of 5, and products that were judged to have no characteristics were given a score of 0, with the average score being used to determine the evaluation result. Therefore, a higher average score indicates better characteristics. EXAMPLES

[0018] Manufacturing of nylon 11 fine powder 10 parts by mass of nylon 11 pellets (diameter 2 mm, length 3 mm), 1.5 parts by mass of polyglyceryl 10 isostearate, and 2 parts by mass of sodium tripolyphosphate were dispersed in 30 parts by mass of dipropylene glycol. This dispersion was heated under stirring and cooled when it reached 200°C, and stirring was stopped at 170°C, after which it was rapidly cooled without stirring. 100 parts by mass of water was added to the obtained solution, filtered, and washed with water three times. The obtained powder was placed in a stainless steel tray and dried at 130°C for 6 hours using a blower dryer. The white powder was crushed in a mixer and passed through a 60 mesh to obtain a product. When the obtained powder was observed with a scanning electron microscope, the photograph shown in Figure 1 was obtained. In addition, it was confirmed that no phosphorus remained using the attached EDS. The obtained nylon 11 fine powder was a mixture of approximately spherical particles and shiitake mushroom-shaped particles. In this example, no yellowing was observed in the obtained fine powder. In this example, the feel was smooth and the spread was good.

[0019] Comparative Example 1 The case for phosphoric acid instead of phosphate A product was obtained in the same manner as in Example 1, except that phosphoric acid was used instead of the phosphate salt. The obtained powder was severely yellowed, and it was confirmed that phosphoric acid was not effective in preventing yellowing. EXAMPLES

[0020] Manufacturing of surface-treated nylon 11 powder 10 parts by mass of nylon 11 pellets (diameter 2 mm, length 3 mm), 1.5 parts by mass of polyglyceryl 10 isostearate, 4 parts by mass of sodium tripolyphosphate, and 20 parts by mass of cellulose powder were dispersed in 30 parts by mass of dipropylene glycol. This dispersion was heated under stirring and cooled when it reached 200°C, and stirring was stopped at 170°C, after which it was rapidly cooled without stirring. 100 parts by mass of water was added to the obtained solution, filtered, and washed with water three times. The obtained powder was placed in a stainless steel tray and dried at 130°C for 6 hours using a blower dryer. The white powder was pulverized in a mixer and passed through a 60 mesh to obtain a product. When the obtained powder was observed with a scanning electron microscope, the photograph shown in FIG. 2 was obtained. This photograph was significantly different from that of Example 1, and a powder of almost the same shape as untreated cellulose powder was obtained, and almost no particles like those seen in Example 1 were observed. This example had a smooth feel and good spreadability. EXAMPLES

[0021] A product was obtained in the same manner as in Example 2, except that spherical cellulose powder was used instead of the cellulose powder in Example 2. This example had a smooth feel and excellent spreadability. EXAMPLES

[0022] A product was obtained in the same manner as in Example 2, except that synthetic mica was used instead of the cellulose powder in Example 2. This example had a smooth feel and excellent spreadability. EXAMPLES

[0023] A product was obtained in the same manner as in Example 2, except that pigment-grade titanium dioxide (CR-50 manufactured by Ishihara Sangyo Kaisha, Ltd.) was used instead of the cellulose powder in Example 2. The feel of this example was the same as that of an untreated product, but it showed the property of being easily removable with water.

[0024] (Examples 6 to 11) Manufacture of cosmetics (powder foundation) Using the powders produced in Examples 1 to 5, foundations were obtained according to the formulations shown in Table 1. After thoroughly mixing component A, uniformly dissolved component B was added and further mixed thoroughly. The obtained sample was filled into a metal plate using a metal mold and pressed to obtain a product sample. The units in the table are mass%.

[0025] [Table 1]

[0026] Examples 6 to 8 and 11 are products made using plant-derived ingredients. Examples 9 and 10 are products made by combining with an existing surface-treated pigment, an octylsilane-treated pigment. The evaluation results of these products are shown in Table 2.

[0027] [Table 2]

[0028] The results in Table 2 show that the examples of the present invention spread well, have a smooth feel, and are easy to remove makeup from.

Claims

1. A fine powder of nylon 11 is obtained by mixing nylon 11, dipropylene glycol, and phosphate, heating the mixture to 185°C or higher to dissolve the nylon 11, and then cooling the mixture.

2. A pigment surface-treated with nylon 11 obtained by mixing nylon 11, a pigment, dipropylene glycol, and a phosphate, heating the mixture to 185°C or higher, and then cooling.

3. 2. The fine powder of claim 1 obtained by adding one or more of the following ingredients together with the nylon 11, dipropylene glycol and phosphate: Polyglyceryl-10 Isostearate, Squalane, Candelilla Wax, Glycerin Stearate, Glyceryl Myristate, Polyglyceryl-10 Laurate

4. 3. The nylon 11 surface-treated pigment according to claim 2, which is obtained by adding one or more of the following components in addition to nylon 11, pigment, dipropylene glycol and phosphate: Polyglyceryl-10 Isostearate, Squalane, Candelilla Wax, Glycerin Stearate, Glyceryl Myristate, Polyglyceryl-10 Laurate

5. 2. The fine powder of claim 1, wherein the phosphate is sodium tripolyphosphate.

6. 3. The nylon 11 surface treated pigment of claim 2, wherein the phosphate is sodium tripolyphosphate.

7. A cosmetic preparation containing the fine powder according to claim 1.

8. A cosmetic preparation containing a pigment that has been surface-treated with nylon 11 according to claim 2.

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