JP4688184B1 - Method for producing polyester flat particles - Google Patents

Abstract

An object of the present invention is to provide a flat polyester powder that can be used as a cosmetic.
The present invention provides an average particle size of 4 to 50 μm, an average thickness obtained by pulverizing a porous polyester obtained by partial decomposition polymerization of polyester with glycol in the presence of an organic compound at a gravitational acceleration of 3 to 20 G. Is a flat particle having an aspect ratio of 5 to 300.
[Selection] Figure 1

Description

The present invention relates to flat polyester particles. More particularly, the present invention relates to a method for producing flat polyester particles suitable for cosmetics.

Conventionally, inorganic powders have been the mainstream for cosmetic powders, but organic powders have also been used in recent years. The reason for this is that the use of organic powder has advantages such as good foundation elongation (slide feeling), control of gloss (oiliness) of the decorative film, and less color dullness. As an organic powder, a fine powder of nylon, polyacrylonitrile, polystyrene, polypropylene, polyethylene or the like has been proposed.
Moreover, when using cosmetic powder, it is desirable that the powder is flat to provide a smooth feel on the skin. Therefore, flat particles made of ethylene glycol distearate, polyethylene, polypropylene, nylon or the like as a raw material have also been proposed (Patent Document 1, Patent Document 2).

However, there have been few proposals regarding cosmetics using polyester powder. The reason is that even if normal polyester is pulverized, it can only be pulverized to an average particle size of about several hundreds of μm, and pulverization tends to cause whiskers in the polyester powder. This is because the body has a poor texture on the skin.
In order to improve these drawbacks, it has been proposed to pulverize a porous polyester obtained by partial decomposition polymerization of a solid state polyester with glycol and use it as an amorphous polyester powder in cosmetics (Patent Document 3). . The powder obtained by this method is useful as a cosmetic, but its shape is agglomerated, the feel on the skin is not smooth compared to flat particles, and there are points to be improved depending on the application. .

JP 2005-279333 A JP 2005-179249 A JP 2008-63305 A

Accordingly, an object of the present invention is to provide flat polyester particles that can be used as cosmetics.
As a result of intensive studies to solve the above problems, the present inventors have found that N-acylamino acids are present in the past when pulverizing porous polyester obtained by partial decomposition polymerization of solid polyester with glycol. The present inventors have found that a flat polyester powder useful as a cosmetic can be obtained when pulverized with a large gravitational acceleration, and the present invention has been completed.

The present invention provides cosmetic wherein milling the porous polyester that is partially depolymerized polyester glycol, the presence of N- acylamino acid, in the gravitational acceleration 3~20G by a planetary ball mill, attritor or dynamic mill It is a manufacturing method of the flat particle for use .

The porous polyester is a step of (i) bringing the raw material polyester into contact with glycol in a solid state, partially depolymerizing the polyester to obtain a porous polyester,
(Ii) Step of separating the liquid phase mainly composed of porous polyester with a glycol, and (iii) as factory for porous polyester were washed dried
What was obtained by this is preferable.

This invention includes the cosmetics containing the flat particle obtained by the said method .

The flat particles of the present invention are excellent in touch on the skin because of their thin plate shape when used in cosmetics. Further, the flat particles of the present invention can remarkably increase the amount of the oil agent that can be added to the formulation as compared with the conventional inorganic plate-like powder. Furthermore, the amount of the oil agent that can be added to the formulation can be increased compared with the amorphous polyester powder. The flat particles of the present invention have a feeling without stickiness or dragging compared with organic flat powders. Furthermore, when the flat particles of the present invention are combined with a spherical powder, the elongation on the skin is remarkably superior to that of an amorphous polyester powder.
Compared with talc, mica, and sericite, which are conventional flat inorganic powders, the flat particles of the present invention do not have a color dullness when wet with oil, and can be removed with a sponge, stretched on the skin, and attached. In addition, it is superior in all of the above, and it is rich in softness compared to the existing organic flat powder, and it is excellent in elongation and sticking, and it can make a powder cosmetic with characteristics not found in the past.

  The cosmetic containing the flat particles of the present invention is excellent in soft feeling when taken with a sponge, has a good feel and stretch (slide feeling) on the skin, adherence to the skin, how to adhere to the skin and the cosmetic film. It has advantages such as excellent uniformity. Furthermore, the cosmetics containing the flat particles of the present invention have a natural difference between the appearance (apparent color) and the attached color compared to the conventional products, have a natural finish, have less color dullness, have better makeup, and have a pigment color. It has the advantage that it is easy to express beautiful colors. According to the production method of the present invention, the flat particles can be produced easily.

It is a microscope picture (magnification 4000) of the PET flat particle (1A) obtained in Example 1A. It is a microscope picture (magnification 2000) of the PET amorphous particle (1a) obtained in Comparative Example 1a. It is a microscope picture (magnification 3000) of the PET amorphous particle (1b) obtained in Comparative Example 1b. It is a microscope picture (magnification 5000) of the PET flat particle (2B) obtained in Example 2B. It is a microscope picture (magnification 2000) of the PET amorphous particle (2a) obtained in Comparative Example 2a.

<Flat particles>
As polyester which comprises the flat particle | grains of this invention, aromatic polyester and aliphatic polyester are mentioned. Examples of the aromatic polyester include polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalene dicarboxylate, polybutylene naphthalate dicarboxylate, and polytrimethylene terephthalate. Examples of the aliphatic polyester include polybutylene succinate.
The flat particles of the present invention have an average particle size of 4 to 50 μm, preferably 10 to 30 μm. The average particle size is measured by measuring the particle size distribution (volume basis) of the powder and is indicated by the size of D50.
The flat particles of the present invention have an average thickness (at) of 0.1 to 2 μm, preferably 0.5 to 2 μm. The average thickness (at) is an arithmetic average value of the thickness (t) of 10 particles close to the average particle diameter D50 of the particles observed in the electron micrograph.
The aspect ratio of the flat particles of the present invention is determined by measuring the particle size distribution (volume basis) of the powder and determining the average particle size D50. Next, the thickness of 10 particles close to the average particle diameter D50 is measured from the electron micrograph to determine the average thickness (at). And the ratio (D50 / at) of average particle diameter D50 and average thickness (at) is calculated. The arithmetic average value of 10 D50 / at measured was taken as the aspect ratio.

<Method for producing flat particles>
The flat particles can be produced by steps (i) to (iv).
(Step (i): partial decomposition polymerization)
Step (i) is a step in which the raw material polyester is brought into contact with glycol in a solid state, and the polyester is partially decomposed to obtain a porous polyester. Examples of the glycol include ethylene glycol and butylene glycol.
Examples of the raw material polyester include aromatic polyester and aliphatic polyester. Examples of the aromatic polyester include polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalene dicarboxylate, polybutylene naphthalate dicarboxylate, and polytrimethylene terephthalate. Examples of the aliphatic polyester include polybutylene succinate.

  Specifically, the raw material polyethylene terephthalate preferably comprises 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more of ethylene terephthalate units. Examples of other components include acid components such as isophthalic acid, naphthalenedicarboxylic acid, and sebacic acid, and glycol components such as diethylene glycol and propylene glycol. More specifically, for example, an ethylene isophthalate unit, an ethylene naphthalene dicarboxylate unit, a diethylene terephthalate unit and the like can be mentioned. That is, the raw material polyethylene terephthalate is preferably a homopolymer, but is 10 mol% or less of the dicarboxylic acid component other than terephthalic acid such as isophthalic acid and naphthalenedicarboxylic acid and / or ethylene such as diethylene glycol based on the total dicarboxylic acid component. A copolymer using a glycol component other than glycol may be used. Moreover, the blend polymer which mixed the other condensation resin 10 mass% or less with respect to the total weight may be sufficient.

The raw material polyethylene terephthalate can be produced by a direct polymerization method of terephthalic acid and ethylene glycol. Moreover, it can manufacture by the transesterification method of a dimethyl terephthalate and ethylene glycol. It can also be produced by recycling the recovered polyethylene terephthalate. For example, waste polyethylene terephthalate can be manufactured by depolymerizing with ethylene glycol and then purifying it to obtain high-purity bis (2-hydroxyethyl) terephthalate, which is then polymerized. At that time, it is preferable to use a polymerization catalyst, and examples of the catalyst include a germanium compound, a titanium compound, an aluminum compound, a zinc compound, and a manganese compound. Moreover, you may use the commercially available polyethylene terephthalate.
The raw material polyethylene terephthalate is preferably subjected to crystallization treatment before partial decomposition polymerization for imparting easy grindability. The crystallization process may be a conventionally known method. For example, a method of heating polyethylene terephthalate to a crystallization temperature, a method of slowly cooling from a molten state, a method of allowing an organic solvent to act, and the like can be preferably exemplified.

The density of the raw material polyethylene terephthalate, preferably 1.29 g / cm ³ or more, more preferably from 1.36~1.4g / cm ^3. The intrinsic viscosity of the raw material polyethylene terephthalate is preferably 0.55 dl / g or more, more preferably 0.55 to 1.2 dl / g. In the raw material polyethylene terephthalate, amorphous and crystalline are mixed.
The shape of the raw material polyethylene terephthalate may be any shape as long as the process of imparting easy pulverization can proceed efficiently, and examples thereof include powders, pellets, chips, flakes and the like. Among these, the shape of pellets is preferable from the viewpoints of processability of raw materials, crystallization state, handling properties, and the like. The pellets preferably have a cylindrical shape with a circular or elliptical cross section, and preferably have a particle size of 0.5 to 3 mm and a short diameter of 0.1 to 2 mm. Moreover, it is preferable that length is 1-10 mm.

Step (i) is a step in which a raw material polyester is partially decomposed and polymerized with glycol to dissolve mainly amorphous polyester, thereby obtaining a porous polyester having easily pulverizable characteristics.
Partial decomposition polymerization is performed by bringing the raw material polyester into contact with glycol in a solid state. This contact is preferably performed until the intrinsic viscosity of the polyester is 0.1 to 0.4 dl / g. Amorphous polyester is more easily depolymerized with glycol than crystalline and can be preferentially dissolved to obtain polyester mainly composed of crystalline.

The contact between the polyester and the glycol is performed to such an extent that the amorphous of the polyester is dissolved (depolymerized). A general polymer material consists of crystalline and amorphous, but the decomposition solvent (glycol in the present invention) enters the crystalline part where the molecules are oriented more than the amorphous part where the molecules are not oriented. This is because it is difficult to dissolve (depolymerize).
The amount ratio of polyester to glycol is preferably 0.5 to 6 parts by weight, more preferably 1 to 5 parts by weight with respect to 1 part by weight of polyester.
In addition, it is preferable to carry out the easy-grindability imparting treatment (partial decomposition polymerization reaction) without a catalyst, but in some cases, a depolymerization catalyst such as sodium hydroxide, sodium carbonate, sodium methylate or zinc acetate may be used. it can. When the depolymerization catalyst is used, the amount of the catalyst is preferably 0.05 to 0.50 parts by weight, more preferably 0.15 to 0.40 parts by weight with respect to 100 parts by weight of the polyester.

The contact temperature between polyester and glycol is preferably 150 to 250 ° C, more preferably 160 to 220 ° C. The contact time is preferably 30 to 500 minutes, more preferably 40 to 360 minutes. By reacting in these ranges, amorphous dissolution (depolymerization) proceeds efficiently, and the yield of porous polyester is improved.
The intrinsic viscosity of the porous polyester obtained by partial decomposition polymerization of the raw material polyester with glycol is preferably 0.1 to 0.4 dl / g, more preferably 0.15 to 0.35 dl / g. Density of The porous polyester is preferably 1.40~1.45g / cm ^3, more preferably a 1.40~1.44g / cm ^3.

Since the porous polyester has a high density and a low intrinsic viscosity, it has an advantage that it can be easily pulverized in the pulverization process, and a beard-like product is hardly generated. And the pulverized material obtained is excellent in the touch on the skin because of its thin plate shape when used in cosmetics. Compared with the conventional inorganic plate-like powder, the amount of the oil agent that can be added to the formulation can be remarkably increased. Furthermore, the amount of the oil agent that can be added to the formulation can be increased compared with the amorphous polyester powder. The flat particles of the present invention have a feeling without stickiness or dragging compared with organic flat powders.
Furthermore, when the flat particles of the present invention are combined with an organic spherical powder, the elongation on the skin is remarkably superior to that of an amorphous polyester powder. Furthermore, it is a material that has advantages such as small difference between appearance (apparent color) and applied color, good makeup, good coloration of pigments, and easy to express beautiful colors. It is suitable as a body.

(Step (ii): separation)
Step (ii) is a step of separating the porous polyester and the liquid phase mainly composed of glycol. The separation may be any method as long as the solid polyester can be separated, and examples thereof include filtration, centrifugation, and decantation. For example, it can be carried out by passing the porous polyester dispersion obtained in the contacting step through a 5 to 100 mesh filter.
The liquid phase mainly composed of glycol usually contains a solid component such as bis (2-hydroxyethyl) terephthalate, mono (2-hydroxyethyl) terephthalate and the like in addition to glycol. Therefore, it is preferable to perform a separation process at 150-198 degreeC in which these solid components do not precipitate.

(Process (iii): Washing and drying)
Step (iii) is a step of washing and drying the porous polyester. After the separation step, it is preferable to perform a washing / drying step of washing and drying the obtained porous polyester. Washing can be performed by washing with hot glycol, washing with hot water, washing with water at room temperature, or a combination thereof.
In the washing, it is preferable to first wash the liquid phase mainly composed of glycol adhering to the porous polyester with hot glycol. By this operation, an impure component (for example, a monomer or the like) dissolved in the liquid phase can be removed without precipitating. The temperature of the thermal glycol is preferably 130 to 195 ° C, more preferably 140 to 190 ° C. The contact between the porous polyester and the thermal glycol may be any method as long as the impure components are washed, for example, a method of rinsing the porous polyester with the thermal glycol, a method of immersing the porous polyester in the thermal glycol, etc. Can be preferably mentioned. This washing is preferably performed at 0.5 to 5 parts by weight of thermal glycol with respect to 1 part by weight of porous polyester.

Next, it is preferable to wash the porous polyester to which the thermal glycol is adhered with hot water. By this operation, the effect of removing the thermal glycol and facilitating drying can be obtained. The temperature of the hot water is preferably 50 to 95 ° C, more preferably 60 to 90 ° C. The porous polyester can be washed with hot water as long as the hot glycol is washed with hot water. For example, the porous polyester is rinsed with hot water, or the porous polyester is immersed in hot water. A method etc. can be mentioned preferably. This washing is preferably 0.5 to 5 parts by weight of hot water with respect to 1 part by weight of the porous polyester. Furthermore, it is preferable to wash the porous polyester at room temperature by washing with water at room temperature (preferably 10 to 40 ° C.).
In this step, it is preferable to further dry the washed porous polyester. The drying method may be any method as long as the water adhering to the porous polyester can be removed by drying, but methods such as vacuum drying and hot air drying are preferable. For example, in the case of vacuum drying, it is preferable to dry at a pressure of 50 to 1,000 Pa, a temperature of 60 to 120 ° C., and 1 to 20 hours.

(Process (iv): Grinding)
Step (iv) is a step of pulverizing the porous polyester at a gravitational acceleration of 3 to 20 G in the presence of an N-acylamino acid . The porous polyester is pulverized with an energy of gravitational acceleration of 3 to 20 G in the presence of an N-acylamino acid , whereby the average particle diameter is 4 to 50 μm, the average thickness is 0.1 to 2 μm, and the aspect ratio is 5 to 300. Flat particles can be obtained. The energy during pulverization is preferably 3 to 20 G, more preferably 9 to 17 G.
Milling, Yu star ball mill or attritor, rows that will dynamic mill. Among these, it is particularly preferable to use a planetary ball mill.

When pulverization is performed by a rod mill, a ball mill, a hammer mill, a disk mill, a jet mill or the like, the pulverization energy is insufficient and flat particles cannot be obtained. For example, in a ball mill, a pot is placed horizontally and placed on a belt, and the pot rotates up and down by the rotation of the belt. At this time, the strength of the force applied to the powder by the ball contained therein does not include a force greater than the ball's own weight, that is, a force greater than 1G, which is generated when the ball raised by the rotation falls. With this force of about 1G, only a massive pulverized product can be obtained. On the other hand, in the planetary ball mill, a force of 3 to 20 G is applied to the powder by simultaneously applying the rotation and revolution forces.
More specifically, as the pulverization method, the partially decomposed polymerized porous polyester is put together with pulverized balls into a zirconia, alumina, silicon nitride, or other pulverized container, and an organic compound is added.

At this time, the balls used as the grinding medium preferably have a filling rate of 10 to 80% by volume with respect to the container. More preferably, it is 30-60 volume%. As a ball used as a grinding medium, a zirconia ball, an alumina ball, a silicon nitride ball or the like is used, and a ball diameter of about 0.1 to 100 mm is used.
The pulverization container is installed in a planetary ball mill, and the rotation pulverization for 5 to 15 minutes and the pause for 5 to 15 minutes are set as one cycle, preferably 5 to 72 cycles, more preferably 16 to 36 cycles, and gravity is repeated. It is preferable to pulverize by applying a force of acceleration 3 to 20G. As a result, the porous polyester is not crushed but flattened.
The grinding is performed in the presence of N-acylamino acid . The porous polyester can be flattened by the presence of an N-acylamino acid as a grinding aid. Other organic compounds may also be present as a grinding aid. As organic compounds, synthetic polymers, fatty acids, organic solvents, anionic surfactants, reactivity silicone. Organic compounds, fatty acids, at least one is preferably selected from the group consisting of anionic surfactants Contact and reactive silicone.

Examples of the synthetic polymer include polyalcohols such as polyvinyl alcohol, polyethers such as polyethylene glycol, polyolefins such as polyethylene, and polyamides. Among these synthetic polymers, polyethylene glycol is preferable. The synthetic polymer may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass, based on the porous polyester.
Examples of the fatty acids include saturated fatty acids, saturated fatty acid salts, saturated fatty acid derivatives, unsaturated fatty acid salts, and unsaturated fatty acid derivatives. Of these fatty acids, salts of saturated fatty acids are preferred, and zinc stearate is particularly preferred. Fatty acids may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass, based on the porous polyester.
Examples of the organic solvent include alkanes such as hexane, alcohols such as ethanol, ketones such as acetone, ethers such as tetrahydrofuran, isoparaffinic hydrocarbons, aromatic hydrocarbons such as toluene, and the like. Of these organic solvents, isoparaffinic hydrocarbons are preferred. The organic solvent may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass with respect to the porous polyester.

As surfactant, alkylbenzene sulfate, alkyl sulfonate, α-olefin sulfonate, dialkyl sulfosuccinate, α-sulfonated fatty acid salt, acylmethyl taurate, N-methyl-N-alkyl taurate, polyoxy Examples thereof include anionic surfactants such as ethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, and polyoxyethylene alkyl phenyl ether phosphate.
The surfactant may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass, based on the porous polyester.

The N- acyl amino acid, N ^epsilon - lauroyl lysine, N ^alpha - hexanoyl lysine, N ^alpha - oleyl Ruiru lysine, N ^alpha - lauroyl lysine, N ^alpha - myristoyl lysine, N ^alpha - palmitoyl lysine, N ^alpha - Suteanoiru lysine, N ^epsilon - hexanoyl lysine, N ^epsilon - oleyl yl lysine, N ^epsilon - myristoyl noil lysine, N ^epsilon - palmitoyl lysine, N ^epsilon - steer octanoyl lysine, and the like. Lauroyl lysine are preferable, and ^N ε - - N ε Among these N- acyl amino acid Rauroiru L-lysine is preferred. The N-acylamino acid may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass, based on the porous polyester.
Examples of the reactive silicone include triethoxysilylethyl polydimethylsiloxyethyl dimethicone, triethoxysilylethyl polydimethylsiloxyethylhexyl dimethicone, and the like. Of these reactive silicones, triethoxysilylethyl polydimethylsiloxyethyl dimethicone is preferred. The reactive silicone may be added in an amount of about 0.1 to 20% by mass, preferably 1 to 10% by mass with respect to the porous polyethylene.

  Polyester flat particles are excellent in touch on the skin due to their thin plate shape when used in cosmetics. Further, the flat particles of the present invention can remarkably increase the amount of the oil agent that can be added to the formulation as compared with the conventional inorganic plate-like powder. Furthermore, the amount of the oil agent that can be added to the formulation can be increased compared with the amorphous polyester powder. The flat particles of the present invention have a feeling without stickiness or dragging compared with organic flat powders. Furthermore, when the flat particles of the present invention are combined with an organic spherical powder, the elongation on the skin is remarkably superior to that of an amorphous polyester powder. The flat particles of the present invention have various advantages as described above, and the advantages will be further described below.

Conventional organic powders are intended to change the feel and texture of the product, so they do not need to be used in large quantities, and if used in large quantities, they are difficult to mold (press), so they are used in large quantities. I couldn't do that. However, since the polyethylene terephthalate powder in the present invention is flat, the moldability is improved, and can be easily molded (pressed) even when used in a large amount. For this reason, the polyethylene terephthalate powder in the present invention can be used in a large amount as an extender, like inorganic powders (eg, talc, sericite, etc.).
In addition, the flat particles of the present invention have superior properties such as transparency and texture (gloss control) as compared to conventional inorganic powders. Therefore, powders such as powder foundation, pressed powder, and eye shadow can be used. It can be preferably used for a cosmetic material mainly used.

<Cosmetics>
The cosmetic of the present invention contains the flat particles. The content of the flat particles is preferably 1 to 80% by weight, more preferably 5 to 50% by weight, and still more preferably 10 to 40% by weight with respect to the total amount of the cosmetic.
Examples of other components used in the cosmetic of the present invention include powder portions such as colored pigments, white pigments, pearl pigments and other extender pigments, and oil agent portions such as oils, moisturizers and surfactants. It is done.
Color pigments are usually used to adjust color tone and control covering power. As this coloring pigment, red pigments such as Bengala and iron titanate, brown pigments such as γ-iron oxide, yellow pigments such as yellow iron oxide and loess, black pigments such as black iron oxide, carbon black, and low-order titanium oxide, Examples include purple pigments such as mango violet and cobalt violet, green pigments such as chromium oxide, chromium hydroxide and cobalt titanate, and blue pigments such as ultramarine and bitumen.

Examples of organic colorants include red 201, red 202, red 204, red 205, red 220, red 226, red 228, red 405, orange 203, orange 204, and yellow 205. No., yellow 401, and organic pigments such as blue 404, red 3, red 104, red 106, red 227, red 230, red 401, red 505, orange 205, yellow 4 And organic pigments such as zirconium, barium or aluminum lake such as yellow No. 5, yellow No. 202, yellow No. 203, green No. 3 and blue No. 1, and natural pigments such as chlorophyll and β-carotene.
White pigments are also used to adjust color tone and control covering power. Examples of white pigments include titanium dioxide and zinc oxide.
Examples of the pearl pigment include titanium oxide coated mica, titanium oxide coated talc, colored titanium oxide coated mica, bismuth oxychloride, and fish scale foil.

  The extender pigment is used as a diluent for the coloring pigment to control the color tone and adjust the extensibility and adhesion to the skin, the hygroscopic property of sweat and sebum, and the gloss. Examples of other extender pigments include talc, kaolin, mica, sericite, calcium carbonate, magnesium carbonate, aluminum silicate, calcium silicate, magnesium silicate, barium sulfate, spherical silica, nylon powder, polyethylene powder, polystyrene powder, poly Examples thereof include methyl methacrylate powder. In addition, powders that can be used in cosmetics can be used. In addition, a powder obtained by subjecting the surface of the powder to a hydrophobic treatment such as a silicone resin treatment, a wax treatment, a dextrin fatty acid treatment, or a fluorine treatment based on a conventional method may also be used.

Examples of oils include squalane, liquid paraffin, petrolatum, microcrystalline wax, ozokerite, ceresin, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, cetyl alcohol, hexadecyl alcohol, cetyl-2-ethylhexanoate, 2-ethylhexyl palmitate, 2-octyldodecyl myristate, 2-octyldodecyl gum ester, neopentyl glycol-2-ethylhexanate, triisooctanoic acid glyceride, 2-octyldodecyl oleate, isopropyl myristate, tricoco oil fatty acid glyceride , Olive oil, avocado oil, beeswax, myristyl myristate, mink oil, lanolin, polyether-modified silicone, amino-modified silicone, etc.
Examples of the humectant include glycerin and propylene glycol.

Examples of the surfactant include alkylbenzene sulfate, alkyl sulfonate, α-olefin sulfonate, dialkyl sulfosuccinate, α-sulfonated fatty acid salt, acylmethyl taurate, N-methyl-N-alkyl taurate, Polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, alkyl phosphate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl phenyl ether phosphate, N-acyl amino acid salt, N-acyl-N- Anionic surfactants such as alkyl amino acid salts, cationic surfactants such as alkylamine salts, polyamines and alkanoylamine fatty acid derivatives, alkylammonium salts and alicyclic ammonium salts, lecithin, N, N-dimethyl -N-A Examples include amphoteric surfactants such as rualkyl-N-carboxymethylammonium betaine.
In addition to the above-described components, components used in normal cosmetics such as ultraviolet absorbers, fragrances, antioxidants, antiseptics, and antifungal agents can be blended as long as they do not impair the effects of the invention. .

The blending amount of powder parts such as polyethylene terephthalate powder, color pigment, white pigment, pearl pigment, other extender pigments, and oil parts such as oil, moisturizing agent, surfactant, etc. differs depending on the type of cosmetic. Therefore, although it is difficult to determine uniformly, the following prescription is illustrated.
The powder-based cosmetic comprises a powder part of 70 to 90% by mass and an oil part of 10 to 30% by mass with respect to the total amount of the cosmetic, preferably 1 to 80% by mass, more preferably with respect to the total amount of the cosmetic. It is preferable to contain 5 to 50 mass%, more preferably 10 to 40 mass% of the polyester flat particles of the present invention. Examples of powder-based cosmetics include powder foundations, pressed powders, and eye shadows.
The liquid cosmetic is composed of 5 to 50% by weight of a powder part, 10 to 60% by weight of an oil agent part and 10 to 80% by weight of water, and preferably 1 to the total amount of the cosmetic. It is preferable to contain ˜15% by mass, more preferably 5 to 10% by mass of polyester flat particles. Examples of liquid cosmetics include liquid foundations and skin care products.

The oil-based cosmetic is composed of a powder part of 20 to 60% by mass and an oil part of 40 to 80% by mass with respect to the total amount of the cosmetic, preferably 10 to 30% by mass, more preferably based on the total amount of the cosmetic. It is preferable to contain 15 to 25% by mass of polyester flat particles. Examples of oil-based cosmetics include oil-based foundations.
The formulation shown in the following Table 4 is illustrated as a foundation.
The cosmetics of the present invention include makeup cosmetics. Examples of makeup cosmetics include base makeup such as white powder, dusting powder, and foundation, and point makeup such as lipstick, blusher, eyeliner, mascara, eye shadow, eyebrow, and nail enamel.

  Hereinafter, the present invention will be described more specifically with reference to examples. In addition, this invention is not limited by this Example. The characteristics in the examples were measured by the following methods.

<density>
The sample was measured at 30 ° C. with a density gradient tube using an aqueous calcium nitrate solution.

<Intrinsic viscosity>
Using a mixed solvent of o-chlorophenol / tetrachloroethane (2/3 (weight ratio)), the sample was added to a concentration of 0.4 g / 100 ml and measured at 30 ° C.

<Average particle size, average thickness, aspect ratio>
The average particle size of the flat particles is obtained by measuring the particle size distribution (volume basis) of the powder using a laser diffraction / scattering particle size distribution analyzer LA-920 (manufactured by Horiba) using ethanol as a dispersion medium. The value was defined as the average particle size.
For the average thickness (at), the arithmetic average value of the thickness (t) of 10 particles close to the average particle diameter (D50) of the particles observed in the electron micrograph was obtained.
The aspect ratio of the flat particles is determined by measuring the thickness of 10 particles close to the average particle size (D50) from an electron micrograph to obtain the average thickness (at). The average particle size (D50) and the average thickness ( The ratio (D50 / at) with respect to (at) was calculated, and the measured arithmetic average value of 10 D50 / at was defined as the aspect ratio.

<Electron micrograph>
The electron micrograph was taken using a scanning electron microscope HITACHI S-2150 at an acceleration voltage of 10 to 25 kV and a magnification of 500 to 5000 times.

<Example 1A>
(Partial decomposition polymerization)
The raw material polyethylene terephthalate used was RG-543 (inherent viscosity 0.799 dl / g, density 1.34 g / cm ³ ) manufactured by Nippon Unipet. As the ethylene glycol, monoethylene glycol (W) manufactured by Nippon Shokubai was used. 25.47 parts by weight of polyethylene terephthalate and 45.5 parts by weight of ethylene glycol were put into a reactor under a nitrogen atmosphere, and contacted (partial decomposition polymerization reaction) at 198 ° C. and normal pressure for 7 hours.

(Separation, washing, drying)
After completion of the reaction, the liquid phase mainly composed of solid polyethylene terephthalate and ethylene glycol was filtered off using a 10 mesh filter. The solid polyethylene terephthalate separated by filtration was sequentially washed with hot ethylene glycol at 165 ° C. and water at 80 ° C., and then rinsed with water at room temperature. Then, it vacuum-dried at 100 degreeC with the vacuum dryer over 4 hours, and obtained 23.46 weight part polyethylene terephthalate (henceforth partial decomposition polymerization PET (I)). The intrinsic viscosity of this partially decomposed polymerized PET (I) was 0.247 dl / g.

(Pulverization)
The obtained partially decomposed polymerized PET (I) was added with N ^ε -lauroyl lysine as an organic compound, and pulverized with an alumina ball by a planetary ball mill manufactured by Sansho Industry Co., Ltd. at a gravitational acceleration of 17 G, and polyethylene terephthalate Flat particles (hereinafter referred to as PET flat particles (1A)) were obtained. Table 1 shows the results of measuring the average particle diameter, average thickness, and aspect ratio of the PET flat particles (1A). A 4000 times electron micrograph of PET flat particles (1A) is shown in FIG.

<Example 1B>
Polyethylene terephthalate flat particles (hereinafter referred to as PET flat particles (1B)) were obtained in the same manner as in Example 1A, except for pulverization at a gravitational acceleration of 10G. Table 1 shows the results of measuring the average particle diameter, average thickness, and aspect ratio of the PET flat particles (1B).

<Comparative Example 1a>
The partially decomposed polymerized PET (I) was pulverized together with alumina balls by a planetary ball mill manufactured by Sansho Industry Co., Ltd. at a gravitational acceleration of 17 G without adding N ^ε -lauroyl lysine. PET amorphous particles (sometimes referred to as 1a)). Table 1 shows the results of measuring the average particle diameter, average thickness, and aspect ratio of the PET amorphous particles (1a). An electron micrograph of 2000 times magnification of the PET amorphous particles (1a) is shown in FIG.
<Comparative Example 1b>
Grinding without adding N ^ε -lauroyl lysine, using STJ-400 type (jet mill manufactured by Seishin Enterprise Co., Ltd.), pressure pressure 0.7 MPa, grinding pressure 0.7 MPa, air flow rate 7.7 m ³ / min, treatment The same operation as in Example 1A was performed except that the amount was 68 kg / hr, to obtain polyethylene terephthalate amorphous particles (hereinafter referred to as PET amorphous particles (1b)). Table 1 shows the results of measuring the average particle diameter, average thickness, and aspect ratio of the obtained particles. The electron micrograph of 3000 times of the obtained particle | grains is shown in FIG.

  As is clear from Example 1A, Example 1B, Comparative Example 1a, and Comparative Example 1b, flat PET particles can be made by adding an organic compound and pulverizing at a predetermined gravitational acceleration.

<Examples 2B to 2J>
(Partial decomposition polymerization)
The raw material polyethylene terephthalate used was RG-543 manufactured by Nihon Unipet / Toyobo (inherent viscosity is 0.799 dl / g, density is 1.34 g / cm ³ ). As the ethylene glycol, monoethylene glycol (W) manufactured by Nippon Shokubai was used. 26.32 parts by weight of polyethylene terephthalate and 43.5 parts by weight of ethylene glycol were charged into a reactor under a nitrogen atmosphere, and contacted (partial decomposition polymerization reaction) at 198 ° C. and normal pressure for 4 hours.

(Separation, washing, drying)
After completion of the reaction, the liquid phase mainly composed of solid polyethylene terephthalate and ethylene glycol was filtered off using a 10 mesh filter. The solid polyethylene terephthalate separated by filtration was sequentially washed with hot ethylene glycol at 165 ° C. and water at 80 ° C., and then rinsed with water at room temperature. Then, it vacuum-dried over 8 hours at 130 degreeC with the vacuum dryer, and obtained 20.78 weight part polyethylene terephthalate (henceforth partial decomposition polymerization PET (II). This partial decomposition polymerization PET (II). The intrinsic viscosity of was 0.313 dl / g.

(Pulverization)
The resulting partially decomposed polymerized PET (II) was added with an organic compound as shown in Table 2 below, and pulverized with an alumina ball by a planetary ball mill made by Sansho Industry Co., Ltd. at a gravitational acceleration of 17 G. Particles (2B) to (2J) (hereinafter referred to as (2J) from PET flat particles (2B)) were obtained. The results of measuring the average particle diameter, average thickness, and aspect ratio of PET flat particles (2B) to (2J) are shown in Tables 2-3. FIG. 4 shows an electron micrograph of 5000 times the PET flat particles (2B).

<Comparative Example 2a>
The partially decomposed polymerized PET (II) was pulverized together with alumina balls by a planetary ball mill manufactured by Sansho Industry Co., Ltd. with a gravitational acceleration of 17 G, without adding an organic compound, to polyethylene terephthalate particles (hereinafter referred to as PET amorphous particles (2a )).
Table 2 shows the results of measuring the average particle diameter, average thickness, and aspect ratio of the PET amorphous particles (2a). An electron micrograph of 2000 times magnification of the PET amorphous particles (2a) is shown in FIG.

<Example 3> Powder foundation A powder foundation having the composition shown in Table 4 was produced by the following procedure.
(I) Components 1 to 9 were mixed and dispersed uniformly. That is, PET flat particles (2B), titanium dioxide, mica, talc, yellow iron oxide, bengara and iron black obtained in Example 2B in the amounts shown in Table 5 were mixed with a powder mixer to obtain a mixture A.
(Ii) Ingredients 10 to 16 were heated and mixed uniformly at 70 ° C. and kept at 50 ° C., and ingredient 17 was mixed uniformly. That is, octyldodecyl oleate, squalane, liquid paraffin, methicone, diphenylsiloxyphenyl trimethicone, ceresin wax and preservative were added, and then the fragrance was sprayed to obtain a mixture B as a homogeneous dissolution system.
(Iii) Mixtures A and B were pulverized by a pulverizer and then compression molded at a pressure of 10 MPa in a container through a sieve to obtain a powder foundation (cosmetic 1).
In addition, while increasing the amount of PET flat particles (2B), the amount of mica was decreased, and the rest was made into a powder foundation using each component at the same ratio as (Cosmetic 1) (Cosmetic 2).
(Iv) Evaluation Regarding the obtained powder foundation, a usage test was conducted by 12 panelists specializing in cosmetics on three items: soft feeling when taken with a sponge, observation of the surface condition, how to touch the skin and uniformity of the cosmetic film. It was.
Each panel evaluated the sample in five stages according to the following “score”.
The average value was calculated from the scores of all the panels. The average score was 4-5, ◯, 3-4, ◯, 2-3, △, and less than 2 points. The results are shown in Table 5.
Score 5. Evaluation items are very good. 2. Good evaluation items. Evaluation items are normal 2. Somewhat dissatisfied with the evaluation items Evaluation item is dissatisfied

<Comparative Example 3>
A powder foundation (comparative cosmetics 1 to 4) was produced in the same manner as in Example 3 except that the PET amorphous particles (1a) and the PET amorphous particles (1b) were used instead of the PET flat particles (2B). . The obtained powder foundation was evaluated in the same manner as in Example 3. The results are shown in Table 4.
Cosmetics 1 and 2 (PET flat particles (2B)) are softly taken into a sponge like powdered white powder and adhere lightly and uniformly to the skin. On the other hand, Comparative Cosmetics 1 and 2 (PET amorphous particles (1a)) are not suitable as extender pigments for powder cosmetics because of the coarseness of many coarse particles. Comparative cosmetics 3 and 4 (PET amorphous particles (1b)) have light agglomeration (caking) in a state in which the pressed cake is hardened, and are not good on the skin.

<Example 4>
A powder foundation having the composition shown in Table 5 was produced. That is, a powder foundation was prepared in the same manner as in Example 3 except that the amount of PET flat particles (2B) was reduced and true spherical particles were added (Cosmetic 3).

(Evaluation)
The obtained powder foundation was subjected to a use test by 12 panelists specializing in cosmetics on three items of softness when taken with a sponge, elongation on the skin, how to touch the skin, and uniformity of the cosmetic film.
Each panel evaluated the sample in five stages according to the following “score”. The average value was calculated from the scores of all the panels. The average score was 4-5, ◯, 3-4, ◯, 2-3, △, and less than 2 points. The results are shown in Table 5.
Score 5. Evaluation items are very good. 2. Good evaluation items. Evaluation items are normal 2. Somewhat dissatisfied with the evaluation items Evaluation item is dissatisfied

<Comparative example 4>
For comparison, a powder foundation was prepared in the same manner as in Example 4 except that PET amorphous particles (1a) and PET amorphous particles (1b) were used instead of PET flat particles (2B), and spherical particles were added. Created and evaluated (comparative cosmetics 5 and 6). The evaluation results are shown in Table 5.
Compared with PET amorphous particles (1a) and PET amorphous particles (1b), PET flat particles (2B) are softer when taken with a sponge, stretch on the skin, how to attach to the skin and cosmetic film It has been observed that the uniformity of the is further increased.

Example 5 Powder Foundation A powder foundation having the composition shown in Table 6 was produced. That is, the PET flat particles (2B) obtained in Example 2, mica, titanium dioxide, talc, sericite, bengara, yellow iron oxide and black iron oxide were mixed with a powder mixer to obtain a mixture A. On the other hand, after adding octyldodecyl oleate, squalane, liquid paraffin, methicone, diphenylsiloxyphenyl trimethicone, ceresin wax, and preservative, a fragrance was sprayed to obtain a mixture B as a homogeneous solution. Mixtures A and B were pulverized with a pulverizer and then compression molded at a pressure of 10 MPa in a container through a sieve to obtain powder foundations (cosmetics 4, 5 and 6).

(Evaluation)
About the obtained powder foundation, it is used by 12 panelists specializing in cosmetics regarding the items of soft feeling when taken with sponge, elongation on the skin, degree of adhesion to the skin, how to touch the skin and uniformity of the cosmetic film Tested.
Each panel evaluates the sample in five stages according to the following “score”, calculates the average value from the scores of all the panel members, the average score is 4-5, ◎, 3-4 is ◯, 2-3 is △ Less than 2 points were set as x. The results are shown in Table 6.
Score 5. Evaluation items are very good. 2. Good evaluation items. Evaluation items are normal 2. Somewhat dissatisfied with the evaluation items Evaluation item is dissatisfied

<Comparative Example 5>
A powder foundation (comparative cosmetics 7, 8 and 9) was produced in the same manner as in Example 5 except that organic flat powder was used instead of PET flat particles (2B). The obtained powder foundation was evaluated in the same manner as in Example 5. The results are shown in Table 6.
The organic flat powder Amihop LL, which is the object of comparison, is a smooth powder, but if it is formulated in a large amount during formulation, its drag will increase and the elongation on the skin will decrease, so it can be used as an extender pigment. Hateful. On the other hand, the product of the present invention has no dragging feeling even when blended in a large amount, has excellent elongation (slide feeling) and sticking (adhesion degree) on the skin, excellent adhesion to the skin and uniformity of the makeup film, makeup It can be used as an extender that can be incorporated in a large amount in the ingredients.

<Example 6> Powder foundation A powder foundation having the composition shown in Table 7 was produced. That is, PET flat particles (2B) obtained in Example 2, mica, titanium dioxide, talc, sericite, acrylic beads, bengara, yellow iron oxide and black iron oxide were mixed with a powder mixer to obtain a mixture A. . On the other hand, after adding octyldodecyl oleate, white petrolatum, silicone oil, and preservative, a fragrance was sprayed to obtain a mixture B as a homogeneous dissolution system. Mixtures A and B were pulverized with a pulverizer and then compression molded at a pressure of 10 MPa in a container through a sieve to obtain a powder foundation (cosmetics 7 to 9).

(Evaluation)
The obtained powder foundation was subjected to a usage test by 12 professional cosmetic panels on three items: soft feeling when taken with a sponge, observation of the surface condition, how to touch the skin, and uniformity of the cosmetic film.
Each panel evaluates the sample in five stages according to the following “score”, calculates the average value from the scores of all the panel members, the average score is 4-5, ◎, 3-4 is ◯, 2-3 is △ Less than 2 points were set as x. The results are shown in Table 7.
Score 5 Very good evaluation item 4. 2. Good evaluation items. Evaluation items are normal 2. Somewhat dissatisfied with the evaluation items Evaluation item is dissatisfied

<Comparative Example 6>
Powder foundations (comparative cosmetics 10 to 15) were produced in the same manner as in Example 6 except that PET amorphous particles (1b) and talc were used instead of PET flat particles (2B). The obtained powder foundation was evaluated in the same manner as in Example 6. Table 7 shows the evaluation results.
Cosmetics 7 to 9 containing PET flat particles (2B) maintain a soft feeling when taken with a sponge and cause no caking even if the amount of oil added increases from 15% to 20% or 25%. The condition remains good, and the skin touch and the uniformity of the cosmetic film are also good.
On the other hand, it can be seen that the comparative cosmetics 10 to 15 in which talc is blended with the PET irregular particles (1b) instead of the PET flat particles (2B) are significantly inferior to the cosmetics 7 to 9 of the present invention in all items.

The polyester flat particles of the present invention are useful as a raw material for cosmetics.

Claims (5)

The porous polyester partially depolymerized polyester glycol, N- presence of acylamino acids, planetary ball mill, flat particles for cosmetics, characterized in that grinding in the gravitational acceleration 3~20G by an attritor or dynamic mill Production method. Porous polyester
(I) a step of bringing the raw material polyester into contact with glycol in a solid state, partially depolymerizing the polyester, and obtaining a porous polyester;
(Ii) separating the porous polyester from the liquid phase mainly composed of glycol, and
(Iii) a step of washing and drying the porous polyester;
The production method according to claim 1, wherein the production method is obtained. N-acylamino acid is N ^ε The production method according to claim 1, which is lauroyllysine. The process according to claim 1, wherein the polyester is selected from the group consisting of polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalene dicarboxylate, polybutylene naphthalate dicarboxylate, polytrimethylene terephthalate, and polybutylene succinate . The process according to claim 1 , wherein the glycol is selected from the group consisting of ethylene glycol and butylene glycol .