Particles and use thereof

JP2024073483A5Pending Publication Date: 2025-11-17MATSUMOTO YUSHI SEIYAKU CO LTD
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Patent Information

Application Number
JP2024029269
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-09-28
Filing Date
2024-02-29
Publication Date
2025-11-17

AI Technical Summary

Technical Problem

Existing particles used in cosmetics and paints lack satisfactory slipperiness and soft feel, and there is a demand for biodegradable alternatives with reduced environmental impact.

Method used

The development of particles with specific physical properties, including an average particle diameter of 0.5 to 100 μm, compression aggregation rate of 0 to 25%, and compression recovery rate of 60 to 100%, made from biodegradable thermoplastic resins such as polyvinyl resin, polyacrylic resin, and polyolefin resin, which enhance slipperiness and soft feel.

Benefits of technology

The particles exhibit excellent slipperiness and a soft feel, providing improved applicability and tactile sensation, especially in cosmetics and coating compositions, while being environmentally friendly.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide particles having excellent slipperiness and a soft texture, and uses thereof.SOLUTION: (Particles of a first aspect) Particles have an average particle diameter of 0.5-100 μm, a compressive aggregate modulus of 0-25% and a compressive recovery modulus of 60-100%. Preferably, the particles have a sphericity of 0.6-1.0. Preferably, the particles contain an organic polymer. Preferably, the organic polymer contains a thermoplastic resin. (Particles of a second aspect) Particles contain a thermoplastic resin and have an average particle diameter of 0.5-100 μm and a compressive aggregate modulus of 0-25%.SELECTED DRAWING: Figure 1
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Description

[Technical field]

[0001] The present invention relates to particles and uses thereof. [Background technology]

[0002] Particles are widely used in cosmetics, paints, optical applications, resins, building materials, etc. Functions required for particles include light diffusion, concealment, coatability, and touch imparting, and properties required for particles include refractive index, dispersibility, slipperiness, flexibility, etc. For example, in cosmetics and paints, particles with a soft touch are preferred in terms of touch imparting, etc. In recent years, with increasing interest in the environment, particles with low environmental impact are in demand, and biodegradable particles in particular have attracted attention. Patent Document 1 describes a method for producing polylactic acid-based resin microparticles made of polylactic acid derived from non-petroleum raw materials as particles that reduce environmental impact, and the polylactic acid-based resin microparticles. Patent Document 2 describes porous resin microparticles made of biodegradable polyester thermoplastic resin. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2012 / 105140 [Patent Document 2] International Publication No. 2017 / 056908 Summary of the Invention [Problem to be solved by the invention]

[0004] However, these particles were not satisfactory in terms of application properties, slipperiness and feel. Therefore, an object of the present invention is to provide particles that have excellent lubricity and a soft feel to the touch. [Means for solving the problem]

[0005] As a result of extensive research into achieving the above object, the inventors of the present application have found that particles exhibiting specific physical properties can be obtained that have excellent slipperiness and a soft feel to the touch.

[0006] That is, the particles according to the first aspect of the present invention have an average particle size of 0.5 to 100 μm, a compression aggregation rate of 0 to 25%, and a compression recovery rate of 60 to 100%.

[0007] The particles according to the first aspect of the present invention preferably satisfy at least one of the following requirements 1) to 6). 1) Contains organic polymers. 2) The organic polymer includes a thermoplastic resin. 3) The thermoplastic resin includes at least one selected from polyvinyl resins, polyacrylic resins, polystyrene resins, polyolefin resins, polyester resins, polyether resins, polyamide resins, thermoplastic polyurethane resins, and cellulose resins. 4) The sphericity is 0.6 to 1.0. 5) The value (D90 / D50) obtained by dividing the particle size (D90) with a cumulative frequency of 90% by the average particle size (D50) based on volume-based measurement is 1.0 to 3.5. 6) The particles are biodegradable.

[0008] The particles according to the second embodiment of the present invention contain a thermoplastic resin, have an average particle size of 0.5 to 100 μm, and have a compression aggregation rate of 0 to 25%.

[0009] The particles according to the second aspect of the present invention preferably satisfy at least one of the following requirements 7) to 10). 7) The thermoplastic resin includes at least one selected from polyvinyl resins, polyacrylic resins, polystyrene resins, polyolefin resins, polyester resins, polyether resins, polyamide resins, thermoplastic polyurethane resins, and cellulose resins. 8) Sphericity is 0.6 to 1.0. 9) The value (D90 / D50) obtained by dividing the particle size (D90) with a cumulative frequency of 90% by the average particle size (D50) based on volume-based measurement is 1.0 to 3.5. 10) The particles are biodegradable.

[0010] The cosmetic material of the present invention contains the above particles. The coating composition of the present invention comprises the above particles. Effect of the Invention

[0011] The particles of the present invention have excellent lubricity and a soft feel. Since the cosmetic of the present invention contains the above particles, it has excellent slipperiness and a soft feel to the touch. Since the coating composition of the present invention contains the above particles, it has excellent slipperiness and a soft feel. [Brief description of the drawings]

[0012] [Figure 1] Photograph showing the state of the particles of Example 1 after the coating test [Diagram 2] Photograph showing the state of the particles of Comparative Example 1 after the coating test DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0013] The particles according to the first aspect of the present invention are particles having an average particle size (D50) of 0.5 to 100 μm, a compression aggregation rate of 0 to 25%, and a compression recovery rate of 60 to 100%.

[0014] The average particle size (D50) of the particles in the first aspect of the present invention is 0.5 to 100 μm. If the average particle size is less than 0.5 μm, the slipperiness and smoothness are poor. On the other hand, if it exceeds 100 μm, the surface feels rough and the softness is poor. The upper limit of the particle size is preferably 50 μm, more preferably 40 μm, even more preferably 30 μm, and particularly preferably 20 μm. On the other hand, the lower limit of the particle size is preferably 1 μm, more preferably 1.5 μm, even more preferably 2.5 μm, and particularly preferably 3 μm. Furthermore, for example, 1 to 50 μm is preferable, and 1.5 to 30 μm is more preferable. The average particle size (D50) is a value at which the cumulative frequency based on volume measurement is 50%. The average particle size (D50) of the particles is measured by the method in the examples.

[0015] The compression aggregation ratio of the particles of the first embodiment of the present invention is 0 to 25%. If the compression aggregation ratio exceeds 25%, the cohesive force between the particles is strong, resulting in poor slippage and poor application properties. The compression aggregation ratio indicates the cohesion between the particles when pressure is applied to a powder layer of the particles. Particles with a high compression aggregation ratio tend to cohere when pressure is applied, so that the particles tend to cohere with each other due to the pressure during application and form lumps, resulting in poor slippage and difficulty in uniform application, which is considered to result in poor application properties. The upper limit of the compression aggregation ratio is preferably 20%, more preferably 17%, even more preferably 15%, and particularly preferably 12%. Furthermore, for example, 0 to 20% is more preferable, and 0 to 17% is even more preferable.

[0016] The compression recovery rate of the particles according to the first embodiment of the present invention is 60 to 100%. If the compression recovery rate is less than 60%, the particles feel hard and have a poor soft feel. The compression recovery rate indicates the degree of displacement caused by pressurization and depressurization of the powder layer of the particles. It is considered that particles having a high compression recovery rate have a soft feel because the particles and the powder layer have elasticity. The lower limit of the compression recovery rate is preferably 65%, more preferably 70%, even more preferably 75%, and particularly preferably 80%. Furthermore, for example, 65 to 100% is more preferable, and 70 to 100% is even more preferable. The compression aggregation rate and compression recovery rate described in the present invention are measured by the method described in the Examples.

[0017] The particles of the first aspect of the present invention are not particularly limited, but it is preferable that the value (D90 / D50) obtained by dividing the particle diameter (D90) at 90% cumulative frequency by volume-based measurement by the average particle diameter (D50) is 1.0 to 3.5, since the compression aggregation rate and compression recovery rate are likely to satisfy the above ranges and the slipperiness is more excellent. The upper limit of the D90 / D50 is more preferably 3.0, even more preferably 2.8, and particularly preferably 2.5. On the other hand, the lower limit of the D90 / D50 is more preferably 1.1, even more preferably 1.3, and particularly preferably 1.5. Furthermore, for example, 1.1 to 3.0 is more preferable, 1.3 to 2.8 is even more preferable, and 1.3 to 2.5 is particularly preferable. In addition, if the value (D10 / D50) obtained by dividing the particle diameter (D10) at a cumulative frequency of 10% by the average particle diameter (D50) based on the volume standard measurement is 0.1 to 1.0, the compression aggregation rate and compression recovery rate are likely to satisfy the above ranges, and the lubricity is more excellent, which is preferable. The upper limit of the D10 / D50 is more preferably 0.9, even more preferably 0.8, and particularly preferably 0.7. On the other hand, the lower limit of the D10 / D50 is more preferably 0.2, even more preferably 0.25, and particularly preferably 0.3. Furthermore, for example, 0.1 to 0.9 is more preferable, 0.2 to 0.8 is even more preferable, and 0.3 to 0.7 is particularly preferable. The measurement methods for D10 and D90 are the same as those described in the Examples.

[0018] The coefficient of variation CV of the particle size distribution of the particles according to the first aspect of the present invention is not particularly limited, but is preferably 2 to 70% because it provides better slipperiness. The upper limit of the coefficient of variation CV is preferably 65%, more preferably 60%, more preferably 55%, and particularly preferably 50%. The lower limit of the coefficient of variation CV is preferably 3%, more preferably 5%, and particularly preferably 7%. Furthermore, for example, it is more preferably 3 to 65%, and even more preferably 5 to 60%. The coefficient of variation CV is calculated by the following calculation formulas (1) and (2).

[0019]

number

[0020] The sphericity of the particles according to the first aspect of the present invention is not particularly limited, but is preferably 0.6 to 1.0 in terms of excellent slipperiness. The lower limit of the sphericity is preferably (1) 0.65, (2) 0.70, (3) 0.75, (4) 0.80, (5) 0.85, and (6) 0.90 in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 0.65 to 1.0 is more preferable, and 0.70 to 1.0 is even more preferable. The sphericity of the particles described in the present invention is determined by the method described in the Examples.

[0021] The particles according to the first aspect of the present invention are not particularly limited, but preferably contain an organic polymer, since this provides an excellent soft feel to the touch. The weight percentage of the organic polymer in the particles is not particularly limited, but is preferably 1 to 100% by weight. The upper limit of the weight percentage is more preferably 99.9% by weight, further preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight percentage is preferably (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 30% by weight, (5) 40% by weight, (6) 50% by weight, and (7) 60% by weight in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.

[0022] The organic polymer is not particularly limited, but may be a polymer having a weight average molecular weight of 5×10 3 ~1×10 9 The lower limit of the average molecular weight is preferably (1) 1 × 10 4 , (2) 2 × 10 4 , (3) 3 × 10 4 , (4) 5 × 10 4 , (5) 1 × 10 5 , (6) 2 × 10 5 , (7) 3 × 10 5 On the other hand, the upper limit of the average molecular weight is (1) 5 × 10 8 (2) 3 × 10 8 , (3) 1 × 10 8 , (4) 5 × 10 7 , (5) 3 × 10 7 , (6) 1 × 10 7 (The larger the number in parentheses, the more preferable it is.) Furthermore, for example, 2×10 4 ~5×10 8 is more preferable, and 3×10 4 ~5×10 8 is more preferred. The organic polymer preferably contains at least one selected from, for example, a thermoplastic resin, a thermosetting resin, and cellulose. Among them, it is preferable to contain a thermoplastic resin in order to provide a softer touch, and it is preferable to contain cellulose in order to provide biodegradability.

[0023] When the organic polymer contains a thermoplastic resin, the weight ratio of the thermoplastic resin in the organic polymer is not particularly limited, but is preferably 1 to 100% by weight. The upper limit of the weight ratio is more preferably 99.9% by weight, further preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight ratio is preferably (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 25% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.

[0024] When the organic polymer contains cellulose, the weight ratio of cellulose in the organic polymer is not particularly limited, but is preferably 1 to 100% by weight. The upper limit of the weight ratio is more preferably 99% by weight, further preferably 95% by weight, and particularly preferably 90% by weight. On the other hand, the lower limit of the weight ratio is preferably (1) 3% by weight, (2) 5% by weight, (3) 10% by weight, (4) 20% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 3 to 99% by weight is more preferable, and 5 to 99% by weight is even more preferable.

[0025] The particles according to the second embodiment of the present invention are particles that contain a thermoplastic resin, have an average particle size of 0.5 to 100 μm, and have a compression aggregation rate of 0 to 25%.

[0026] The particles of the second aspect of the present invention comprise a thermoplastic resin. The weight ratio of the thermoplastic resin in the particles of the second aspect of the present invention is not particularly limited, but is preferably 1 to 100% by weight. Thermoplastic resin is a resin that has the property of being plasticized by heat, and has the property of easily causing molecular motion due to the influence of external temperature. Therefore, it is considered that a soft feeling is obtained when touched by a human hand. The upper limit of the weight ratio is more preferably 99.9% by weight, further preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight ratio is preferably (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 25% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.

[0027] The thermoplastic resin is not particularly limited, but may be a thermoplastic resin having a weight average molecular weight of 5×10 3 ~1×10 9 The lower limit of the average molecular weight is preferably (1) 1 × 10 4 , (2) 2 × 10 4 , (3) 3 × 10 4 , (4) 5 × 10 4 , (5) 1 × 10 5 , (6) 2 × 10 5 , (7) 3 × 10 5 On the other hand, the upper limit of the average molecular weight is (1) 5 × 10 8 (2) 3 × 10 8 , (3) 1 × 10 8 , (4) 5 × 10 7 , (5) 3 × 10 7 , (6) 1 × 10 7 (The larger the number in parentheses, the more preferable it is.) Furthermore, for example, 2×10 4 ~5×10 8 is more preferable, and 3×10 4 ~5×10 8 is more preferred.

[0028] The average particle size (D50) of the particles of the second aspect of the present invention is 0.5 to 100 μm. If the average particle size (D50) is less than 0.5 μm, the slipperiness and smoothness are poor. On the other hand, if it exceeds 100 μm, the surface feels rough and the softness is poor. The upper limit of the average particle size is preferably 50 μm, more preferably 40 μm, even more preferably 30 μm, and particularly preferably 20 μm. On the other hand, the lower limit of the average particle size is preferably 1 μm, more preferably 1.5 μm, even more preferably 2.5 μm, and particularly preferably 3 μm. Furthermore, for example, 1 to 50 μm is preferable, and 1.5 to 30 μm is more preferable. The average particle size (D50) is the cumulative frequency value of 50% based on volume-based measurement. The average particle size of the particles is measured by the method described in the examples.

[0029] The compression aggregation ratio of the particles of the second aspect of the present invention is 0 to 25%. If the compression aggregation ratio exceeds 25%, the cohesive force between the particles is strong, resulting in poor slippage and poor application properties. The compression aggregation ratio indicates the cohesion between the particles when pressure is applied to a powder layer of the particles. Particles with a high compression aggregation ratio tend to cohere when pressure is applied, so that the particles tend to cohere with each other due to the pressure during application and form lumps, resulting in poor slippage and difficulty in uniform application, which is considered to result in poor application properties. The upper limit of the compression aggregation ratio is preferably 20%, more preferably 17%, even more preferably 15%, and particularly preferably 12%. Furthermore, for example, 0 to 20% is more preferable, and 0 to 17% is even more preferable.

[0030] The compression recovery rate of the particles according to the second aspect of the present invention is preferably 60 to 100% in terms of excellent soft touch. The lower limit of the compression recovery rate is preferably 65%, more preferably 70%, even more preferably 75%, and particularly preferably 80%. Furthermore, for example, it is more preferably 65 to 100%, and even more preferably 70 to 100%. The method for measuring the compression aggregation rate and compression recovery rate described in the present invention is the method described in the Examples.

[0031] The particles of the second aspect of the present invention are not particularly limited, but it is preferable that the value (D90 / D50) obtained by dividing the particle diameter (D90) at 90% cumulative frequency by volume-based measurement by the average particle diameter (D50) is 1.0 to 3.5, since the compression aggregation rate and compression recovery rate are likely to satisfy the above ranges and the slipperiness is more excellent. The upper limit of the D90 / D50 is more preferably 3.0, even more preferably 2.8, and particularly preferably 2.5. On the other hand, the lower limit of the D90 / D50 is more preferably 1.1, even more preferably 1.3, and particularly preferably 1.5. Furthermore, for example, 1.1 to 3.0 is more preferable, 1.3 to 2.8 is even more preferable, and 1.3 to 2.5 is particularly preferable. In addition, if the value (D10 / D50) obtained by dividing the particle diameter (D10) at a cumulative frequency of 10% by the average particle diameter (D50) based on the volume standard measurement is 0.1 to 1.0, the compression aggregation rate and compression recovery rate are likely to satisfy the above ranges, and the lubricity is more excellent, which is preferable. The upper limit of the D10 / D50 is more preferably 0.9, even more preferably 0.8, and particularly preferably 0.7. On the other hand, the lower limit of the D10 / D50 is more preferably 0.2, even more preferably 0.25, and particularly preferably 0.3. Furthermore, for example, 0.1 to 0.9 is more preferable, 0.2 to 0.8 is even more preferable, and 0.3 to 0.7 is particularly preferable.

[0032] The coefficient of variation CV of the particle size distribution of the particles according to the second aspect of the present invention is not particularly limited, but is preferably 2 to 70% because it provides better slipperiness. The upper limit of the coefficient of variation CV is preferably 65% ​​or less, more preferably 60% or less, more preferably 55% or less, and particularly preferably 50% or less. The lower limit of the coefficient of variation CV is preferably 3%, more preferably 5%, and particularly preferably 7%. Furthermore, for example, it is more preferably 3 to 65%, and even more preferably 5 to 60%. The coefficient of variation CV is calculated using the following formulas (1) and (2).

[0033]

number

[0034] The sphericity of the particles according to the second aspect of the present invention is not particularly limited, but is preferably 0.6 to 1.0 in terms of excellent slipperiness. The lower limit of the sphericity is preferably (1) 0.65, (2) 0.70, (3) 0.75, (4) 0.80, (5) 0.85, and (6) 0.90 in that order (the larger the value in parentheses, the more preferable it is). The sphericity of the particles described in the present invention is determined by the method described in the Examples. Furthermore, for example, 0.65 to 1.0 is more preferable, and 0.70 to 1.0 is even more preferable.

[0035] The particles according to the second aspect of the present invention may further contain an organic polymer such as a thermosetting resin or cellulose in addition to the thermoplastic resin.

[0036] Examples of the thermoplastic resin include polyvinyl resin, polyacrylic resin, polystyrene resin, polyolefin resin, polyester resin, polyether resin, polyamide resin, thermoplastic polyurethane resin, cellulose resin, etc. These thermoplastic resins may be used alone or in combination of two or more. Among these thermoplastic resins, polyester resin and / or cellulose resin are preferred in terms of biodegradability, and polyester resin is more preferred. By using these resins, particles with a low compression aggregation rate can be easily obtained.

[0037] Examples of the polyvinyl resin include polyvinyl chloride, polyvinyl acetate, polyvinyl alcohol, etc. These polyvinyl resins may be used alone or in combination of two or more.

[0038] Examples of the polyacrylic resin include polymethyl methacrylate, poly(meth)acrylic acid ester, poly(meth)acrylic acid ester / acrylic acid copolymer, etc. These polyacrylic resins may be used alone or in combination of two or more.

[0039] Examples of the polystyrene resin include polystyrene, poly(meth)acrylic acid ester / styrene copolymer, polystyrene elastomer, etc. These polystyrene resins may be used alone or in combination of two or more.

[0040] Examples of the polyolefin resin include polyethylene, polypropylene, ethylene / vinyl acetate copolymer, ethylene / (meth)acrylic acid copolymer, ethylene / (meth)acrylic acid ester copolymer, low molecular weight polyolefin, polyolefin elastomer, etc. These polyolefin resins may be used alone or in combination of two or more.

[0041] Examples of the polyester resin include polycondensates of polyhydric alcohols and polyvalent carboxylic acids, polycondensates of polyhydric alcohols, polyvalent carboxylic acids and hydroxycarboxylic acids, polycondensates of hydroxycarboxylic acids, and polycondensates of derivatives thereof. Examples of the polyester resin include polylactic acid, polypropiolactone, polycaprolactone, polycaprolactone butylene succinate, polybutylene adipate caprolactone, polybutylene succinate hydroxycaproate, polybutylene succinate, polybutylene succinate adipate, polybutylene succinate carbonate, polybutylene succinate terephthalate, polybutylene succinate adipate terephthalate, polybutylene succinate lactate, polyethylene terephthalate, polytrimethylene terephthalate, polyethylene terephthalate copolymer, polybutylene adipate terephthalate, polytetramethylene adipate terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polybutylene adipate Poly(3-hydroxybutyrate-co-3-hydroxypropionate), poly(3-hydroxybutyrate-co-4-hydroxybutyrate), poly(3-hydroxybutyrate-co-3-hydroxyacyl), polyhydroxyacyl, polyglycolic acid, lactic acid-glycolic acid copolymer, polyester elastomer, etc. These polyester resins may be used alone or in combination of two or more.

[0042] Examples of the polyester resin include aliphatic polyester resins, aromatic polyester resins, and aliphatic-aromatic polyester resins. From the viewpoint of excellent biodegradability, aliphatic polyester resins and aliphatic-aromatic polyester resins are preferred, and aliphatic polyester resins are particularly preferred.

[0043] The aliphatic polyester resin is not particularly limited as long as the polyhydric alcohol, polycarboxylic acid, and hydroxycarboxylic acid, which are the components of the polyester resin, are aliphatic polyhydric alcohol, aliphatic polycarboxylic acid, and aliphatic hydroxycarboxylic acid, respectively.

[0044] Examples of the aliphatic polyhydric alcohols include ethylene glycol, 1,3-propanediol, 1,4-butanediol, diethylene glycol, 1,5-pentanediol, 1,6-hexanediol, propylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-propanediol, 1,3-butanediol, 2,3-butanediol, neopentyl glycol (2,2-dimethylpropane-1,3-diol), 1,2-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 3-methyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-bis(4-hydroxycyclohexyl)propane, 1,4-cyclohexanediol, 1,4-cyclohexanedimethanol, trimethylolpropane, glycerin, pentaerythritol, etc. These aliphatic polyhydric alcohols may be used alone or in combination of two or more.

[0045] Examples of the aliphatic polycarboxylic acid include succinic acid, adipic acid, suberic acid, sebacic acid, azelaic acid, octyl succinic acid, fumaric acid, maleic acid, itaconic acid, decamethylene dicarboxylic acid, and anhydrides thereof. These aliphatic polycarboxylic acids may be used alone or in combination of two or more kinds.

[0046] Examples of the aliphatic hydroxycarboxylic acid include lactic acid, glycolic acid, hydroxybutyric acid, hydroxycaproic acid, hydroxydimethylbutyric acid, hydroxymethylbutyric acid, etc. These aliphatic hydroxycarboxylic acids may be used alone or in combination of two or more.

[0047] Examples of the aliphatic polyester resin include polycaprolactone butylene succinate, polybutylene succinate, polybutylene succinate adipate, polybutylene succinate carbonate, polybutylene adipate, polybutylene succinate lactate, polyethylene succinate, polyethylene adipate, polytetramethylene succinate, polyhydroxyalkanoate, polyhydroxybutyrate, poly(3-hydroxybutyrate-co-3-hydroxyhexanoate), polyhydroxybutyrate valerate, poly(3-hydroxybutyrate-co-3-hydroxyvalerate), poly(3-hydroxybutyrate-co-3-hydroxypropionate), poly(3-hydroxybutyrate-co-4-hydroxybutyrate), poly(3-hydroxybutyrate-co-3-hydroxyacyl), polyhydroxyacyl, and polylactic acid.

[0048] The aliphatic-aromatic polyester resin is not particularly limited as long as the polyhydric alcohol, polycarboxylic acid, and hydroxycarboxylic acid, which are components of the polyester resin, contain the aliphatic polyhydric alcohol, aliphatic polycarboxylic acid, and aliphatic hydroxycarboxylic acid, respectively, and further contain an aromatic polycarboxylic acid or a derivative thereof. Examples of the aromatic polycarboxylic acid include o-phthalic acid, terephthalic acid, isophthalic acid, cyclohexanedicarboxylic acid, naphthalenedicarboxylic acid, diphenyldicarboxylic acid, trimellitic acid, and pyromellitic acid. The ratio of the aromatic polycarboxylic acid-derived component in the aliphatic-aromatic polyester resin is preferably 40 unit mol% or less in terms of biodegradability. These aromatic polycarboxylic acids may be used alone or in combination of two or more.

[0049] Examples of the aliphatic-aromatic polyester resin include polybutylene succinate terephthalate, polybutylene adipate terephthalate, polytetramethylene adipate terephthalate, and polybutylene succinate adipate terephthalate. These aliphatic-aromatic polyester resins may be used alone or in combination of two or more.

[0050] Examples of the polyether resin include polyphenylene ether, polysulfone, polyethersulfone, polyacetal, polyetherketone, polyetheretherketone, etc. These polyether resins may be used alone or in combination of two or more.

[0051] Examples of the polyamide resin include nylon 1, nylon 3, nylon 4, polycaproamide (nylon 6), poly-ω-aminoheptanoic acid (nylon 7), poly-9-aminononanoic acid (nylon 9), polyundecaneamide (nylon 11), polylaurinlactam (nylon 12), polyethylenediamineadipamide (nylon 2,6), polytetramethyleneadipamide (nylon 4,6), polyhexamethylenediamineadipamide (nylon 2,6), polytetramethylenediamineadipamide (nylon 4 ... Examples of such polyamide resins include dipamide (nylon 6,6), polyhexamethylene sebacamide (nylon 6,10), polyhexamethylene dodecamide (nylon 6,12), polyoctamethylene adipamide (nylon 8,6), polydecamethylene adipamide (nylon 10,6), polydecamethylene sebacamide (nylon 10,10), polydodecamethylene dodecamide (nylon 12,12), metaxylenediamine-6 ​​nylon (MXD6), etc. These polyamide resins may be used alone or in combination of two or more.

[0052] Examples of the thermoplastic polyurethane resin include polyester polyurethane resin, polyether polyurethane resin, polycarbonate polyurethane resin, etc. These thermoplastic polyurethane resins may be used alone or in combination of two or more.

[0053] Examples of the cellulose-based resin include cellulose acetate, ethyl cellulose, cellulose ether derivatives, cellulose acetate propionate, cellulose acetate butyrate, etc. These cellulose-based resins may be used alone or in combination of two or more.

[0054] The melting point or softening point of the thermoplastic resin is not particularly limited, but it is preferable that either the melting point or the softening point is 40 to 200°C, since the touch when the particles are applied is excellent. The lower limit of the melting point or the softening point of the thermoplastic resin is more preferably 50°C, even more preferably 60°C, and most preferably 70°C. The upper limit of the melting point or the softening point of the thermoplastic resin is more preferably 190°C, even more preferably 180°C, and most preferably 165°C. Furthermore, for example, 60 to 200°C is more preferable, and 60 to 180°C is even more preferable.

[0055] Examples of the thermosetting resin include polyurethane resin, silicone resin, phenol resin, unsaturated polyester resin, epoxy resin, melamine resin, and rubber. The thermosetting resin may be used alone or in combination of two or more kinds.

[0056] The organic polymer may include an organic polymer other than the thermoplastic resin, the thermosetting resin, and cellulose (hereinafter, may be referred to as other organic polymer). Examples of other organic polymers include paraffins, silicone oils, polyalkylene oxides, and water-soluble polymers, and specific examples include paraffins such as liquid paraffin; silicone oils such as dimethyl silicone; polyalkylene oxides such as polyethylene oxide and polypropylene oxide; and water-soluble polymers such as sodium polyacrylate, polyvinylpyrrolidone, polyvinyl alcohol, dextrin, sodium alginate, potassium alginate, gum arabic, tamarind gum, pectin, pullulan, casein, xanthan gum, carrageenan, tragacanth gum, gelatin, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose, carboxymethyl cellulose, and carboxyethyl cellulose. The other organic polymer preferably contains a water-soluble polymer in that it can reduce the compression coagulation rate. The water-soluble polymer is preferably at least one selected from polyvinylpyrrolidone, polyvinyl alcohol, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose, and carboxymethyl cellulose, and more preferably polyvinyl alcohol, in terms of lowering the compression coagulation rate. One or more of the other organic polymers may be used in combination.

[0057] When the thermoplastic resin contains a polyester resin, the weight ratio of the polyester resin in the thermoplastic resin is not particularly limited, but is preferably 1 to 100% by weight. The upper limit of the weight ratio is more preferably 99.9% by weight, further preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight ratio is preferably (1) 5% by weight, (2) 10% by weight, (3) 20% by weight, (4) 30% by weight, (5) 40% by weight, (6) 50% by weight, and (7) 60% by weight in that order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 10 to 100% by weight is more preferable, and 30 to 100% by weight is even more preferable.

[0058] When the polyester resin contains an aliphatic polyester resin, the weight ratio of the aliphatic polyester resin in the polyester resin is not particularly limited, but is preferably 1 to 100% by weight. The upper limit of the weight ratio is more preferably 99.9% by weight, further preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight ratio is preferably in the order of (1) 3% by weight, (2) 5% by weight, (3) 10% by weight, (4) 20% by weight, (5) 30% by weight, (6) 40% by weight, and (7) 50% by weight (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 5 to 100% by weight is more preferable, and 20 to 100% by weight is even more preferable. It is particularly preferable that the weight ratio of the aliphatic polyester resin in the polyester resin is 50% by weight or more, since a soft feel can be obtained and the material is biodegradable.

[0059] The particles of the present invention may contain at least one substance selected from a surfactant, an organic substance other than an organic polymer, and an inorganic substance. Examples of the surfactant include anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, and silicone surfactants. Specific examples of the surfactant include anionic surfactants such as alkyl sulfate salts, alkyl ether carboxylate salts, alkyl ether sulfate salts, alkyl phosphate salts, polyoxyalkylene alkyl ether acetate salts, alkyl sulfonate salts, alkylbenzene sulfonate salts, polyoxyalkylene alkyl ether sulfate salts, polyoxyalkylene alkyl ether phosphate salts, higher fatty acid amidosulfonate salts, fatty acid alkali metal salts (e.g., potassium laurate, sodium myristic acid, sodium stearate), alkyl sulfosuccinate salts, and N-acylamino acid salts; cationic surfactants such as quaternary ammonium salts and alkylamine salts; polyoxyalkylene octyl esters, ... nonionic surfactants such as oxide-added alkyl ethers, polyoxyalkylene styrenated phenyl ethers, ester compounds of polyhydric alcohols and monovalent fatty acids, polyoxyalkylene alkyl phenyl ethers, polyoxyalkylene fatty acid esters, polyoxyalkylene sorbitan fatty acid esters, glycerin fatty acid esters, polyoxyalkylene castor oil, polyoxyalkylene hydrogenated castor oil, higher fatty acid PEG glyceryls, higher fatty acid sorbitans, polyoxyalkylene sorbitol fatty acid esters, polyglycerin fatty acid esters, alkyl glycerin ethers, polyoxyalkylene cholesteryl ethers, alkyl polyglucosides, sucrose fatty acid esters, and polysorbates; amphoteric surfactants such as amino acid-based, betaine-type, hydrogenated lecithin, and lecithin; and silicone-based surfactants such as modified silicone.

[0060] The surfactant preferably contains at least one selected from an anionic surfactant and a nonionic surfactant, and more preferably contains a nonionic surfactant, in that the compression aggregation rate is lowered. The anionic surfactant preferably contains at least one selected from sulfate ester salts and sulfonate salts, and more preferably sulfonate salts. The nonionic surfactant preferably includes an ester compound of a polyhydric alcohol and a monovalent fatty acid, more preferably includes at least one selected from glycerin fatty acid esters and higher fatty acid sorbitans, and even more preferably includes an ester compound of a polyhydric alcohol and a monovalent fatty acid.

[0061] Examples of organic substances other than the organic polymer include waxes, oils, metal salts of fatty acids, and amino acid compounds. Specific examples of such organic substances include waxes such as carnauba wax, candelilla wax, beeswax, and higher alcohols; oils such as almond oil, olive oil, rice bran oil, squalane, mineral oil, alkanes, and alkyl benzoates; fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, 12-hydroxystearic acid, behenic acid, montanic acid, and cerotic acid; calcium laurate, zinc laurate, zinc myristic acid, zinc palmitate, magnesium stearate, zinc stearate, calcium stearate, aluminum stearate, and 12-hydroxystearin. fatty acid metal salts such as calcium 12-hydroxystearate, zinc 12-hydroxystearate, magnesium 12-hydroxystearate, aluminum 12-hydroxystearate, calcium behenate, zinc behenate, magnesium behenate, calcium montanate, zinc montanate, magnesium montanate, and aluminum montanate; and amino acid compounds such as N-lauroyl-L-arginine, N-lauroyl-L-lysine, N-hexanoyl-L-lysine, N-oleyl-L-lysine, N-palmitoyl-L-lysine, N-stearanoyl-L-lysine, N-hexanoyl-L-lysine, N-myristenoyl-L-lysine, N-capryloyl-L-lysine, and N-decanoyl-L-lysine.

[0062] Examples of the inorganic substances include wollastonite, sericite, kaolin, mica, clay, talc, bentonite, smectite, alumina silicate, pyrophyllite, montmorillonite, calcium silicate, calcium carbonate, magnesium carbonate, dolomite, calcium sulfate, boron nitride, silicon carbide, magnesium silicate, calcium silicate, magnesium aluminometasilicate, magnesium aluminosilicate, hydroxyapatite, titanium oxide, silica, alumina, mica, titanium dioxide, zinc oxide, magnesium oxide, zinc oxide, hydrosaltite, and boron nitride.

[0063] The particle of the present invention is not particularly limited, but is preferable because it has biodegradability, since it reduces the burden on the environment.The biodegradability of the particle can be expressed by including a compound having biodegradability as a component constituting the particle.The compound having biodegradability includes surfactants, cellulose, cellulose-based resins, polyester-based resins, naturally derived waxes, naturally derived oils, polysaccharides, polyvinyl alcohols, polyalkylene oxides, biodegradable polymers, etc., among the components of the particle. Although not particularly limited, the particles of the present invention preferably have a biodegradability of 1% or more after 10 days as measured in accordance with JIS K6950: 2000. The lower limit of the biodegradability is preferably (1) 3%, (2) 5%, (3) 10%, (4) 15%, (5) 20%, (6) 25%, and (7) 30% in that order (the larger the number in parentheses, the more preferable it is).

[0064] When the particle of the present invention contains a biodegradable compound, the weight ratio of the biodegradable compound in the particle is not particularly limited, but is preferably 30 to 100% by weight. The upper limit of the weight ratio is more preferably 99.9% by weight, even more preferably 99.5% by weight, and particularly preferably 99.0% by weight. On the other hand, the lower limit of the weight ratio is preferably (1) 40% by weight, (2) 50% by weight, (3) 60% by weight, (4) 65% by weight, (5) 70% by weight, (6) 75% by weight, and (7) 80% by weight in this order (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 40 to 100% by weight is more preferable, and 50 to 100% by weight is even more preferable.

[0065] The oil absorption of the particles of the present invention is not particularly limited, but is preferably 10 to 300 ml / 100 g, since it provides an excellent dry feel when used in a cosmetic. The lower limit of the oil absorption is preferably (1) 15 ml / 100 g, (2) 20 ml / 100 g, (3) 25 ml / 100 g, (4) 30 ml / 100 g, (5) 35 ml / 100 g, and (6) 40 ml / 100 g in that order (the larger the value in parentheses, the more preferable it is). On the other hand, the upper limit of the oil absorption is preferably in the following order (the larger the value in parentheses, the more preferable it is).More preferably, the upper limit is, for example, 20 to 300 ml / 100 g, and even more preferably, 30 to 200 ml / 100 g. The oil absorption of the particles is measured by the method described in the Examples.

[0066] The water absorption of the particles of the present invention is not particularly limited, but is preferably 10 to 300 ml / 100 g in terms of excellent dispersibility when blended with an aqueous coating agent. The lower limit of the water absorption is preferably (1) 15 ml / 100 g, (2) 20 ml / 100 g, (3) 25 ml / 100 g, (4) 30 ml / 100 g, (5) 35 ml / 100 g, and (6) 40 ml / 100 g in that order (the larger the value in parentheses, the more preferable it is). On the other hand, the upper limit of the water absorption is preferably in the order of (1) 250 ml / 100 g, (2) 200 ml / 100 g, (3) 150 ml / 100 g, (4) 120 ml / 100 g, (5) 100 ml / 100 g, (6) 90 ml / 100 g, and (7) 85 ml / 100 g (the larger the value in parentheses, the more preferable it is). Furthermore, for example, 20 to 300 ml / 100 g is more preferable, and 30 to 200 ml / 100 g is even more preferable. The amount of water absorption of the particles is measured by the method described in the Examples.

[0067] [Method of producing particles] The particles of the present invention can be produced, for example, by a method including step 1 of mixing the components constituting the particles, a surfactant, a water-soluble polymer, and water to obtain a preliminary mixed liquid, step 2 of heating and stirring the preliminary mixed liquid obtained in step 1 to obtain a heated dispersion, and step 3 of cooling the heated dispersion obtained in step 2.

[0068] The method for producing particles of the present invention is preferable because it can produce particles with low compression aggregation rate without using organic solvents. It is believed that by producing particles in water without using organic solvents, surfactants and water-soluble polymers are more likely to exist at the interface between the particles and water during particle formation, which contributes to improving the surface properties of the particles. Furthermore, it is believed that by not using organic solvents, the polarity of the particle surface is appropriately maintained during particle formation, and the compression recovery rate is increased. In addition, when the particles contain a thermoplastic resin, it is believed that the lipophilic group of the surfactant affects the resin structure, resulting in a softer touch. In addition, not using organic solvents is environmentally friendly and preferable.

[0069] The components constituting the particles can be the same as those mentioned above.

[0070] The surfactants that can be used are those described above. The particles of the present invention are preferably mixed with a surfactant during production in order to produce particles with a low compression aggregation rate. The surfactant is not particularly limited, but in terms of achieving the effects of the present invention, the use of a nonionic surfactant and / or anionic surfactant is preferable since the compression aggregation rate is low. In particular, the use of a nonionic surfactant with an HLB value of 1 to 13 is preferable since the compression aggregation rate is low. The HLB value is more preferably 1 to 11, even more preferably 1 to 10, and particularly preferably 1.5 to 10. In addition, the use of an ester type or ester salt type surfactant is preferable since it provides a soft feel. The HLB value can be calculated, for example, from the following Griffin method formula (3). HLB = 20 × (molecular weight of hydrophilic group / total molecular weight) (3)

[0071] The surfactant may be finally contained in the particle. It is considered that the compression aggregation rate is further reduced by the presence of the surfactant near the particle surface. The weight ratio of the surfactant in the particle is not particularly limited, but is preferably 0.001 to 10% by weight, and the upper limit of the weight ratio is more preferably 7% by weight, and further preferably 5% by weight, in order to further reduce the compression aggregation rate. On the other hand, the lower limit of the weight ratio is more preferably 0.005% by weight, and further preferably 0.01% by weight. Furthermore, for example, it is more preferably 0.001 to 7% by weight, and further preferably 0.001 to 5% by weight.

[0072] The water-soluble polymer may be the same as that described above. When the particles of the present invention are produced, it is preferable to mix a water-soluble polymer therewith in order to prepare particles having a low compression aggregation rate. The water-soluble polymer may be finally contained in the particle. It is considered that the presence of the water-soluble polymer in the particle leads to a lower compression aggregation rate. The weight ratio of the water-soluble polymer in the particle is not particularly limited, but is preferably 0.001 to 10% by weight, and the upper limit of the weight ratio is more preferably 8% by weight, and further preferably 5% by weight, in order to lower the compression aggregation rate. On the other hand, the lower limit of the weight ratio is more preferably 0.002% by weight, and further preferably 0.005% by weight. Furthermore, for example, it is more preferably 0.001 to 8% by weight, and further preferably 0.001 to 5% by weight. The water-soluble polymer is not particularly limited, but is preferably selected depending on the particle size of the target particles. From the viewpoint of handling, it is preferable that the water-soluble polymer has a viscosity of 2 to 200,000 mPa s in a 4% aqueous solution at 20°C.

[0073] It is considered that when a surfactant and a water-soluble polymer are mixed during the production of the particles of the present invention, the water-soluble polymer improves the liquid viscosity during production, and the surfactant improves the efficiency of homogenizing the particles, so that the roughness of the particle surface is reduced, which is more preferable for producing particles with a low compression aggregation rate.In terms of being able to further reduce the compression aggregation rate, it is even more preferable that the weight ratios of the surfactant and the water-soluble polymer are within the above-mentioned ranges.

[0074] (Process 1) Step 1 is a step of mixing the main component constituting the particles, a surfactant, a water-soluble polymer, and water to obtain a preliminary mixed liquid.

[0075] In the step 1, the mixing ratio of the total of the main component constituting the particles and the surfactant to the water is not particularly limited, but it is preferable to mix at a ratio of 1 to 200 parts by weight to 100 parts by weight of water, since it is easy to obtain particles of a uniform shape. The lower limit of the mixing ratio is more preferably 3 parts by weight, even more preferably 5 parts by weight, and most preferably 10 parts by weight. On the other hand, the upper limit of the mixing ratio is more preferably 180 parts by weight, even more preferably 160 parts by weight, and most preferably 150 parts by weight. Furthermore, for example, 5 to 200 parts by weight is more preferable, and 10 to 180 parts by weight is even more preferable.

[0076] In the step 1, the mixing ratio of the surfactant is not particularly limited, but it is preferable to mix it at a ratio of 0.001 to 10 parts by weight with respect to 100 parts by weight of the main component constituting the particles, since the compression aggregation rate of the obtained particles is low. The lower limit of the mixing ratio is preferably 0.01 parts by weight, more preferably 0.05 parts by weight, and most preferably 0.1 parts by weight. The upper limit of the mixing ratio is preferably 7 parts by weight, more preferably 5 parts by weight, and most preferably 3 parts by weight. Furthermore, for example, 0.001 to 7 parts by weight is more preferable, and 0.01 to 7 parts by weight is even more preferable.

[0077] In the step 1, the mixing ratio of the water-soluble polymer to water is not particularly limited, but it is preferable to mix at a ratio of 0.1 to 100 parts by weight to 100 parts by weight of water in terms of excellent dispersibility of particles. The lower limit of the mixing ratio is more preferably 0.5 parts by weight, even more preferably 1 part by weight, and most preferably 2 parts by weight. On the other hand, the upper limit of the mixing ratio is more preferably 80 parts by weight, even more preferably 70 parts by weight, and most preferably 60 parts by weight. Also, for example, 0.5 to 100 parts by weight is more preferable, and 1 to 100 parts by weight is even more preferable.

[0078] (Process 2) Step 2 is a step of heating and stirring the preliminary mixture obtained in step 1 to obtain a heated dispersion. The pressure during heating and stirring is not particularly limited, but it is preferable to carry out the heating and stirring under pressure in order to easily obtain particles with a uniform distribution, and more preferably 0.1 to 10 MPa. The lower limit of the pressure is more preferably a pressure equal to or higher than the saturated vapor pressure of water at the heating temperature. The heating temperature is not particularly limited, but is preferably 80 to 300°C in terms of uniform particle shape. When the particles contain a thermoplastic resin as the main component, the temperature is preferably equal to or higher than the melting point of the thermoplastic resin. The temperature during heating and stirring is more preferably 5°C or higher, even more preferably 10°C or higher, and most preferably 15°C or higher than the melting point of the thermoplastic resin.

[0079] The stirring method is not particularly limited, but it is sufficient that the mixture is stirred to a degree that allows it to be mixed. The heating time is not particularly limited, but is preferably 1 to 30 hours in terms of obtaining a uniform particle shape. The lower limit of the heating time is more preferably 2 hours, even more preferably 3 hours, and most preferably 5 hours. The upper limit of the heating time is more preferably 25 hours, even more preferably 20 hours, and most preferably 15 hours.

[0080] (Step 3) Step 3 is a step of cooling the heated dispersion obtained in step 2. By cooling the heated dispersion in step 2, a particle dispersion can be obtained. The cooling method is not particularly limited, but it is preferable to cool the heated dispersion in step 2 to 5 to 50° C. The cooling speed is not particularly limited, and the dispersion may be rapidly cooled by a cooling device or naturally cooled by air cooling. The stirring conditions are not particularly limited, but the dispersion may be stirred at the stirring speed in step 2, or the stirring may be stopped. The dispersion after cooling is an aqueous dispersion containing the particles of the present invention.

[0081] The particles of the present invention may be used in the form of a dispersion, a wet powder, or a dry powder. The wet powder can be obtained by dehydrating the dispersion in step 3 using, for example, a centrifuge, a pressure press, a vacuum dehydrator, etc. It is convenient to carry out the dehydration treatment of the dispersion in step 3 after taking measures to reduce the liquid viscosity. Methods for reducing the liquid viscosity include, but are not limited to, a method of diluting by adding water, a method of salting out water-soluble components, a method of decomposing water-soluble components with an oxidizing agent or enzymes, etc. The dry powder can be obtained by drying the wet powder with a tray dryer, an indirect heating dryer, a fluidized bed dryer, a vacuum dryer, a vibration dryer, an airflow dryer, etc. Alternatively, the dispersion liquid in step 3 can be dried with a spray dryer, a fluidized bed dryer, etc. to obtain a dry powder. The dried powder may be classified by air classification, screen classification, or the like.

[0082] The particles of the present invention can be used in cosmetics, paints, optical applications, resins, building materials, etc. In particular, the particles of the present invention are suitable for use in cosmetics and coating compositions because of their excellent slipperiness. In addition, because they have a soft feel, they can provide a comfortable feel when incorporated into cosmetics. When used in cosmetics, it can be used in combination with known cosmetic ingredients. Examples of cosmetic ingredients include oils, surfactants, alcohols, water, moisturizers, gelling agents, thickeners, powders other than the particles of the present invention, UV absorbers, preservatives, antibacterial agents, antioxidants, functional ingredients, etc. Examples of the form of cosmetics containing the particles of the present invention include powder, solid, cream, gel, liquid, mousse, spray, etc. The content of the particles of the present invention in the entire cosmetic is not particularly limited, but is preferably 0.1 to 50% by weight, more preferably 0.5 to 30% by weight, and even more preferably 1 to 20% by weight. When used in a coating composition, it can be used in combination with a known coating component. The content of the particles of the present invention in the entire coating composition is not particularly limited, but is preferably 0.1 to 30% by weight, more preferably 0.5 to 20% by weight, and further preferably 1 to 10% by weight. EXAMPLES

[0083] Examples of the particles of the present invention will be specifically described below. Note that the present invention is not limited to these examples. In addition, the particles of the examples and comparative examples were measured for physical properties and further evaluated in the following manner.

[0084] (Particle size measurement) Measurements were performed using a laser diffraction particle size distribution measuring device (Microtrac particle size distribution meter (model 9320-HRA), manufactured by Nikkiso Co., Ltd.) by irradiating ultrasonic waves for 120 seconds using the wet measurement method. The average particle size (D50) was the value at which the cumulative frequency based on the volume standard measurement was 50%, the D90 was the value at which the cumulative frequency based on the volume standard measurement was 90%, and the D10 was the value at which the cumulative frequency based on the volume standard measurement was 10%.

[0085] [Measurement of compression aggregation rate and compression recovery rate] A sample was prepared by placing 30 mg of particles in an aluminum cup with a diameter of 6 mm (inner diameter 5.65 mm) and a depth of 4.8 mm, and placing an aluminum lid with a diameter of 5.6 mm and a thickness of 0.1 mm on the top of the particle layer. Next, using a DMA (DMAQ800 type, manufactured by TAinstruments), a force of 0.01 N was applied from the top of the aluminum lid with a pressure bar in an environment of 25°C, and the sample was left to stand for 5 minutes. The particle layer was then pressurized from 0.01 N to 18 N at a speed of 10 N / min, and then depressurized from 18 N to 0.01 N at a speed of 10 N / min, three times. The agglomeration rate of the powder layer due to compression was calculated from the height L1 (μm) of the particle layer after applying a force of 0.01 N and leaving it for 5 minutes, and the height L2 (μm) of the particle layer in a state where a force of 0.01 N was applied after three cycles of compression and decompression, using the following formula (4). The closer the compression agglomeration rate is to 0, the less change there is in the particle layer due to compression, indicating that the powder is less prone to agglomeration. In addition, the compression recovery rate of the particles was calculated from the strain S1 (%) of the particle layer when a force of 0.01 N was applied for the third time after the second compression and decompression, the strain S2 (%) of the particle layer when a force of 18 N was applied for the third time, and the strain S3 (%) of the particle layer when a force of 0.01 N was applied after three compression and decompression cycles, using the following formula (5). The closer the compression recovery rate is to 100%, the more cushioning the particle layer has, indicating a softer feel. Compression agglomeration rate (%)=(1-(L2 / L1))×100...(4) Compression recovery rate (%) = ((S2 - S3) / (S2 - S1))) × 100 (5)

[0086] (Measurement of sphericity) Particles were observed at 1000x magnification using a scanning electron microscope, and the short and long diameters of 30 randomly selected particles were measured. The short diameter / long diameter ratio for each particle was calculated, and the average value of the 30 particles was taken as the sphericity. For example, if the ratio of the short diameter to the long diameter is 1, the sphericity is 1.

[0087] (Measurement of water absorption and oil absorption) Based on the method for measuring oil absorption specified in JIS-K5101, the water absorption was measured using ion-exchanged water instead of oil, and the oil absorption was measured using oleic acid.

[0088] (Evaluation of Coatability) 0.05 g of particles were weighed out onto the edge of a 10 cm x 5 cm piece of black artificial leather (product name: Supplyre, manufactured by Ideatech Japan), and the particles were spread in one direction with a finger. The slipperiness, ease of spreading (uniformity), and softness were evaluated according to the following criteria. <Slipperiness> ◎: Can be applied all the way to the edge regardless of the amount of pressure used. 〇: It can be applied to the edges, but the amount of pressure used makes a difference. △: It is difficult to apply to the edges. ×: Cannot be applied. <Easy to spread> ◎: Can be applied evenly to the edges, and the color is uniform. Good: It can be applied all the way to the edges, but the color is slightly uneven. △: It is difficult to apply evenly to the edges, and the color is uneven. ×: Cannot be applied. <Soft feel> ◎: Feels soft when applied. ◯: Feels slightly soft when applied. △: Feels a little hard when applied. ×: Feels hard when applied.

[0089] Example 1 300 parts by weight of water, 100 parts by weight of polybutylene succinate, 1 part by weight of sorbitan monolaurate (HLB value: 8.6), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel, which was then sealed. The temperature inside the vessel was raised to 140°C, and the mixture was stirred at 400 rpm per minute under a pressure of 0.5 MPa for 3 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain Particle 1. The surfactant content in the particles was 0.5%, and the polyvinyl alcohol content was 0.3%. The physical properties of the obtained Particle 1 are shown in Table 1. A photograph of the artificial leather after the evaluation of the coatability is shown in Figure 1.

[0090] Example 2 300 parts by weight of water, 100 parts by weight of polybutylene succinate, 2 parts by weight of sorbitan monostearate (HLB value: 4.7), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel, which was then sealed. The temperature inside the vessel was raised to 160°C, and the mixture was stirred at 400 rpm per minute for 5 hours under a pressure of 2.0 MPa, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain Particle 2. The surfactant content in the particles was 0.9%, and the polyvinyl alcohol content was 0.4%. The physical properties of the obtained Particle 2 are shown in Table 1.

[0091] Example 3 300 parts by weight of water, 100 parts by weight of polybutylene succinate adipate, 2 parts by weight of sorbitan monolaurate (HLB value: 8.6), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel, which was then sealed. The temperature inside the vessel was raised to 140°C, and the mixture was stirred at 400 rpm per minute under a pressure of 0.5 MPa for 3 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain particles 3. The surfactant content in the particles was 1.0%, and the polyvinyl alcohol content was 0.2%. The physical properties of the obtained particles 3 are shown in Table 1.

[0092] Example 4 300 parts by weight of water, 50 parts by weight of polybutylene succinate adipate, 50 parts by weight of polybutylene succinate, 0.1 parts by weight of sorbitan monostearate (HLB value: 4.7), 0.1 parts by weight of diethylhexyl sodium sulfosuccinate, and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 140°C, and the mixture was stirred at 400 rpm per minute under a pressure of 0.5 MPa for 10 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain particles 4. The surfactant content in the particles was 0.001%, and the polyvinyl alcohol content was 0.05%. The physical properties of the obtained particles 4 are shown in Table 1.

[0093] Example 5 300 parts by weight of water, 80 parts by weight of polyhydroxyalkanoate, 20 parts by weight of polybutylene succinate, 3 parts by weight of sorbitan monolaurate (HLB value: 8.6), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 160°C, and the mixture was stirred at 400 rpm per minute under a pressure of 1.0 MPa for 10 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then washed with a large amount of water, dehydrated by filtration, dried at 50°C, and classified to obtain particles 5. The surfactant content in the particles was 0.8%, and the polyvinyl alcohol content was 0%. The physical properties of the obtained particles 5 are shown in Table 1.

[0094] Example 6 300 parts by weight of water, 100 parts by weight of polybutylene succinate adipate, 1 part by weight of sorbitan monostearate (HLB value: 4.7), 1 part by weight of fumed silica, and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 120°C, and the mixture was stirred at 400 rpm per minute under a pressure of 0.5 MPa for 3 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain particles 6. The surfactant content in the particles was 0.7%, and the polyvinyl alcohol content was 2.0%. The physical properties of the obtained particles 6 are shown in Table 1.

[0095] Example 7 300 parts by weight of water, 50 parts by weight of polybutylene adipate terephthalate, 50 parts by weight of polybutylene succinate, 0.5 parts by weight of sorbitan monolaurate (HLB value: 8.6), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 200°C, and the mixture was stirred at 400 rpm per minute under a pressure of 2.0 MPa for 5 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then dehydrated by filtration, dried at 50°C, and classified to obtain particles 7. The surfactant content in the particles was 0.01%, and the polyvinyl alcohol content was 0.5%. The physical properties of the obtained particles 7 are shown in Table 1.

[0096] Example 8 300 parts by weight of water, 30 parts by weight of cellulose powder (average particle size 7.5 μm), 70 parts by weight of polybutylene succinate, 1 part by weight of sorbitan monolaurate (HLB value; 8.6), and 20 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure-resistant container and sealed. The temperature inside the container was raised to 140°C, and the mixture was stirred at 400 rpm per minute for 10 hours under a pressure of 1.0 MPa, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then washed with a large amount of water, dehydrated by filtration, dried at 50°C, and classified to obtain particles 8. The surfactant content and polyvinyl alcohol content in the particles were 0% and 0%, respectively. The physical properties of the obtained particles 8 are shown in Table 1.

[0097] Example 9 300 parts by weight of water, 100 parts by weight of polybutylene adipate terephthalate, 0.3 parts by weight of glycerin monooleate (HLB value: 2.8), and 30 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure-resistant container and sealed. The temperature inside the container was raised to 140°C, and the mixture was stirred at 400 rpm per minute under a pressure of 1.0 MPa for 10 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then washed with a large amount of water, dehydrated by filtration, dried at 50°C, and classified to obtain particles 9. The surfactant content in the particles was 0.005%, and the polyvinyl alcohol content was 0.001%. The physical properties of the obtained particles 9 are shown in Table 1.

[0098] Example 10 300 parts by weight of water, 70 parts by weight of polyethylene, 30 parts by weight of ethylene-methyl methacrylate copolymer, 0.1 parts by weight of sorbitan monostearate (HLB value: 4.7), 0.3 parts by weight of diethylhexyl sodium sulfosuccinate, and 40 parts by weight of polyvinyl alcohol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 150°C, and the mixture was stirred at 400 rpm per minute under a pressure of 1.0 MPa for 3 hours, and then cooled to 50°C to obtain an aqueous dispersion of particles. An oxidizing agent was added to the aqueous dispersion, which was then washed with a large amount of water, dehydrated by filtration, dried at 50°C, and classified to obtain particles 10. The surfactant content in the particles was 0%, and the polyvinyl alcohol content was 0.01%. The physical properties of the obtained particles 10 are shown in Table 1.

[0099] Comparative Example 1 Polylactic acid particles (product name ECOBEADS D-5, manufactured by Daito Kasei Kogyo Co., Ltd.) were similarly measured and evaluated. The physical properties are shown in Table 2. A photograph of the artificial leather after the evaluation of the coatability is shown in Figure 2.

[0100] Comparative Example 2 The physical properties of cellulose particles (product name: CELLULOBEADS D-5, manufactured by Daito Chemical Industry Co., Ltd.) were similarly measured and evaluated.

[0101] Comparative Example 3 10 parts by weight of polylactic acid, 16 parts by weight of hydroxypropyl cellulose, and 300 parts by weight of tetrahydrofuran were mixed and charged into a 1 L flask, heated to 60°C, and stirred until the polymer was dissolved. The temperature was lowered to 25°C, and 330 parts by weight of water was added dropwise while stirring. After the entire amount of water was added, the mixture was stirred for 30 minutes, washed with a large amount of water, dehydrated by filtration, and vacuum dried at 80°C to obtain particles 11. The physical properties of the obtained particles 11 are shown in Table 2.

[0102] Comparative Example 4 20 parts by weight of polybutylene succinate and 600 parts by weight of 3-methoxy-3-methyl-1-butanol were mixed and charged into a 1 L pressure vessel and sealed. The temperature inside the vessel was raised to 120°C, and the mixture was stirred at 600 rpm per minute under a pressure of 0.5 MPa for 1 hour, and then cooled to 25°C to obtain a particle dispersion. The liquid was removed by filtration and dried at 50°C to obtain particles 12. The evaluation results of the obtained particles 12 are shown in Table 2.

[0103] [Table 1]

[0104] [Table 2]

[0105] The particles of Examples 1 to 10 are the particles of the first embodiment of the present invention and the particles of the second embodiment of the present invention, and therefore have excellent slip properties, applicability, and a soft touch. In addition, it was confirmed that the particles have excellent slip properties, applicability, and a soft touch in artificial leather, which is a soft material with a touch similar to human skin. In FIG. 1, it was visually confirmed that the particles were uniformly applied on the artificial leather. On the other hand, the particles of Comparative Examples 1, 3 and 4 had poor slipperiness and applicability because their compression cohesion rate was not within the range of 0-25% and their compression recovery rate was not within the range of 60-100%. Furthermore, in the evaluation of applicability, the particles of Comparative Example 1 only moved as a lump of powder layer, and the particles could not be applied uniformly on the artificial leather. Furthermore, the particles of Comparative Example 2 had a compression cohesion rate within the range of 0-25%, but did not contain a thermoplastic resin, and their compression recovery rate was not within the range of 60-100%, so the particles were hard in terms of powdery feel, and were poor in slipperiness and applicability. The particles of the present invention exhibit specific physical properties, and therefore have excellent slipperiness and coatability, and a soft feel to the touch. [Industrial Applicability]

[0106] The particles of the present invention are useful as an additive for cosmetics because they have excellent slipperiness and applicability and a soft touch when applied to artificial leather that feels similar to human skin. In addition, they are useful as an additive for coating agents because they have excellent applicability when applied to soft materials such as artificial leather. The particles of the present invention have excellent slip properties and coatability, and have a soft feel, and therefore can be used as an additive in various products such as cosmetics, paints, coating compositions, films, molded articles, etc.< / x> < / x>

Claims

1. Particles (excluding black acrylonitrile polymer powders) containing a thermoplastic resin, having a volume-based average particle size of 0.5 to 100 μm as measured by a laser diffraction particle size distribution analyzer, and having a compression aggregation rate of 0 to 25%.

2. 2. The particle according to claim 1, wherein the thermoplastic resin comprises at least one selected from the group consisting of polyvinyl resins, polyacrylic resins, polystyrene resins, polyolefin resins, polyester resins, polyether resins, polyamide resins, thermoplastic polyurethane resins, and cellulose resins.

3. Particles described in claim 1 or 2, containing at least one selected from surfactants and water-soluble polymers.

4. Particles described in claim 1 or 2, wherein the weight proportion of the thermoplastic resin in the particles is 50 to 100 weight %.

5. 3. The particles according to claim 1, having a sphericity of 0.6 to 1.

0.

6. 3. The particles according to claim 1, wherein the value (D90 / D50) obtained by dividing the particle diameter (D90) at 90% cumulative frequency by the volume-based measurement by the average particle diameter (D50) is 1.0 to 3.

5.

7. The particle according to claim 1 or 2, wherein the particle is biodegradable.

8. A cosmetic comprising the particles according to claim 1 or 2.

9. A coating composition comprising the particles according to claim 1 or 2.