Ultraviolet absorbent, composition, cosmetic, and cosmetic manufacturing process

Abstract

The present invention discloses an ultraviolet absorbent composition and a cosmetic. The ultraviolet absorbent is 2-(4-N,N-diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester. The maximum particle size d of the ultraviolet absorbent is (0.9) is in the range of 50 to 100 μm, and the minimum particle size d of the ultraviolet absorber is (0.1) and maximum granularity d (0.9) The difference in width is in the range of 30 to 100 μm, and the ultraviolet absorbent has an effective span of 3 or less as measured by a measuring device.

Description

[Technical field]

[0001] The present invention belongs to the field of ultraviolet protection, and in particular relates to an ultraviolet absorbent and its composition and use, and the use may be the manufacture of cosmetics using the ultraviolet absorbent or composition. [Background technology]

[0002] 2-(4-N,N-Diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester (DHHB) is a representative and commonly used oil-soluble organic UV absorber with an oil-soluble temperature of 50°C or less and a sunscreen wavelength band of 320-400 nm. As a UVA absorber that absorbs near-ultraviolet rays, it chemically absorbs the energy of ultraviolet rays and converts it into heat energy to prevent the penetration of ultraviolet rays, and furthermore, it effectively delays the phenomenon of photoaging and deterioration during the use of polymeric products such as plastics and rubber. When used as an additive in cosmetics such as sunscreen creams, it can effectively protect the skin from the effects of ultraviolet rays.

[0003] Take the use of DHHB in cosmetics (maximum concentration allowed in China, the European Union and Australia is 10%) as an example. In the conventional manufacturing process of sunscreen cosmetics, for typical O / W and W / O type sunscreen creams, the oil phase and the water phase are usually processed separately, and generally, UV absorbers such as DHHB are dissolved in the oil phase before use. Taking the manufacturing of W / O type sunscreen cream as an example, specifically, the oil phase raw material (containing DHHB) is put into an emulsification kettle, stirred so that all raw materials are completely dissolved or uniformly dispersed, heated to 80-85°C, and held at that temperature for 10 minutes. The water phase raw material is put into the water phase kettle, stirred so that all raw materials are completely dissolved or uniformly dispersed, heated to 80-85°C, and held at that temperature for 10 minutes. Start vacuuming and stirring the emulsification kettle, inject the aqueous phase raw material into the emulsification kettle (i.e., the oil phase component) at a constant rate to homogenize, and when homogenization is completed, mix and stir to lower the temperature to about 45 ° C, and add the active substance, volatile component, essence, preservative, etc. to the emulsification kettle and stir (homogenize) uniformly. After passing the inspection, discharge and fill. As is well known, for example, in Patent Document 1, an oily substance is introduced into a mixing vessel, and a UV filter agent is added and stirred at preferably 85 to 95 ° C. Or, for example, in Patent Document 2, when preparing an oil phase system, diethylhexyl butamido triazone, DHHB, and bisethylhexyloxyphenol methoxyphenyl triazine are mixed and added to an oil phase solvent, and dissolved at 80 to 85 ° C to obtain an oil phase mixture.

[0004] The pink crude product in crystalline form prepared from the solution in the early DHHB synthesis is first purified by chromatography, then the solvent present is removed by distillation, and finally, the clean final product is bottled as a melt and sold. During subsequent use, the entire package needs to be heated to a temperature higher than the melting point of 2-(4-N,N-diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester in order to remove the liquid product from the package. With the development of the use process, the disadvantages of using bottled DHHB gradually appear. Due to demand, a new, more convenient method for producing DHHB particle crystals has appeared, which can directly produce granular DHHB with a particle size of millimeters. In addition, as is well known, the oil-soluble temperature of common oil-soluble organic ultraviolet absorbers is below 50°C, so general producers do not need to overly consider how particle size can adversely affect DHHB.

[0005] In the above-mentioned conventional method, the oil phase and the water phase are heated separately in advance, then mixed and stirred, and cooled to room temperature. However, it takes a lot of time and energy to heat the oil phase and the water phase to 70°C or higher, and the cooling process takes a long time or requires the use of auxiliary means such as water cooling to cool quickly. In addition, the timing of adding essence and unstable ingredients in the process is very limited. Cosmetics companies need to consider how to reduce energy consumption and carbon dioxide emissions not only in raw materials, transportation, and packaging, but also in the product process. Based on this, low-energy emulsification (LEE) is currently commonly used in product processing. For example, the so-called low-temperature method in Patent Document 1 is, that is, at room temperature of 20 to 25°C, a solvent and optional other common auxiliary substances are converted into the final formulation of a sunscreen.

[0006] However, in actual production, the above low-energy emulsification method has certain limitations due to the limitations of processing during the use of granular DHHB produced by the new crystallization process. One of the most typical problems is that the time required for DHHB to be dissolved in oil is doubled due to a decrease in temperature or an increase in concentration. Another problem is that it affects the stability and rhythm of the entire production process. When the production process is restricted by too many factors, it is easy to cause fluctuations, which will have a significant impact on the stability of the production process itself and the stability of the production rhythm, and even affect the quality of the product.

[0007] [Patent Document 1] CN105358221B, published on 2019-08-23, a reagent containing a large amount of UV stabilizer. [Patent Document 2] CN109908020A, published on 2019-06-21, Sunscreen composition, its preparation method and its use. Summary of the Invention

[0008] 1. Problem that the invention aims to solve One object of the present invention is to provide an ultraviolet absorber or a composition based thereon that is suitable for both the above-mentioned conventional methods and low-temperature (room temperature 20 to 25° C.) processing methods.

[0009] Another object of the present invention is to solve the problem that when a conventional ultraviolet absorbent or a composition based thereon is applied to the above conventional process and a low-temperature (room temperature 20-25°C) processing process, it may have a significant adverse effect on the stability of the production process itself and the stability of the production rhythm, and the ultraviolet absorbent has a maximum particle size of less than 100 μm.

[0010] 2.Technical solution In order to solve the above problems, the present invention provides an ultraviolet absorber, which is 2-(4-N,N-diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester, and the specific structural formula is: [ka] and The ultraviolet absorber has a median particle diameter d of less than 100 μm (0.5) having The maximum particle size d of the ultraviolet absorber (0.9) is in the range of 50 to 100 μm, The minimum particle size d of the ultraviolet absorber (0.1) and maximum granularity d (0.9) The width difference ranges from 30 to 100 μm.

[0011] It should be noted here that the applicant has found through experiments that when the average particle size of the ultraviolet absorber is below 100 μm, there is a section where the dissolution rate and dissolution time of the ultraviolet absorber drop sharply. Crushing the particles to the nano-level or submicron level requires improving the precision of the manufacturing process, which increases the cost and energy consumption of the crushing, and the minute interaction between the nanoparticles may cause the nanoparticles to be attracted to each other during the dispersion process, and even form large particle agglomerates in the dispersion medium, which may actually reduce the dissolution rate.

[0012] As a range, the maximum particle size d (0.9) The numerical value of the minimum particle size d may be any one numerical value selected from any one of the numerical ranges of 50 to 100 μm, 50 to 90 μm, 50 to 80 μm, 50 to 70 μm, 50 to 60 μm, 60 to 100 μm, 60 to 90 μm, 60 to 80 μm, 60 to 70 μm, 70 to 100 μm, 70 to 90 μm, 70 to 80 μm, 80 to 100 μm, 80 to 90 μm, and 90 to 100 μm. (0.1) and maximum granularity d (0.9)The width difference values ​​are 30~100μm, 30~90μm, 30~80μm, 30~70μm, 30~60μm, 30~50μm, 30~40μm, 40~100μm, 40~90μm, 40~80μm, 40~70μm, 40~60μm, 40~50μm, 50~100μm, 50~90μm, 50~8 It may be any one of the numerical values ​​taken from any one of the numerical ranges of 0 μm, 50 to 70 μm, 50 to 60 μm, 60 to 100 μm, 60 to 90 μm, 60 to 80 μm, 60 to 70 μm, 70 to 100 μm, 70 to 90 μm, 70 to 80 μm, 80 to 100 μm, 80 to 90 μm, and 90 to 100 μm.

[0013] Furthermore, the minimum particle size d of the ultraviolet absorber (0.1) The minimum particle size d is in the range of 5 to 15 μm. (0.1) may be any one of the numerical values ​​taken from any one of the numerical ranges of 5 to 15 μm, 5 to 12 μm, 5 to 10 μm, 5 to 8 μm, 5 to 6 μm, 7 to 15 μm, 7 to 12 μm, 7 to 10 μm, 7 to 8 μm, 9 to 15 μm, 9 to 12 μm, 9 to 10 μm, 10 to 15 μm, 10 to 12 μm, 12 to 15 μm, and 14 to 15 μm.

[0014] Furthermore, the median particle size d of the ultraviolet absorber (0.5) The median particle diameter d is in the range of 20 to 40 μm. (0.5) The numerical value may be any one of the numerical ranges of 20 to 40 μm, 20 to 35 μm, 20 to 30 μm, 20 to 25 μm, 25 to 40 μm, 25 to 35 μm, 25 to 30 μm, 30 to 40 μm, 30 to 35 μm, and 35 to 40 μm.

[0015] Furthermore, the ultraviolet absorber has an effective span measured by a measuring device of 3 or less. The value of the effective span may be any one of the following ranges: 1 to 3, 1 to 2.5, 1 to 2, 1 to 1.5, 1.5 to 3, 1.5 to 2.5, 1.5 to 2, 2 to 3, 2 to 2.5, and 2.3 to 3.

[0016] Furthermore, the ultraviolet absorber has a consistency in the range of 0.5 to 1.5 as measured by a measuring device, and the numerical value of the consistency may be any one of the numerical ranges of 0.5 to 1.5, 0.5 to 1.2, 0.5 to 1, 0.5 to 0.8, 0.5 to 0.6, 0.7 to 1.5, 0.7 to 1.2, 0.7 to 1, 0.7 to 0.8, 1 to 1.5, and 1 to 1.2.

[0017] Furthermore, the maximum particle size d of the ultraviolet absorber (0.9) is in the range of 50 to 90 μm, The minimum particle size d of the ultraviolet absorber (0.1) is in the range of 5 to 15 μm, and The median particle size d of the ultraviolet absorber (0.5) is in the range of 20 to 40 μm, and The ultraviolet absorber has a consistency of 1 or less as measured by a measuring device.

[0018] Furthermore, the particle size distribution of the ultraviolet absorber is

number

[0019] Furthermore, the particle size distribution of the ultraviolet absorber is

number

[0020] It should also be noted that in the stirring process, in principle, any type of stirrer can be used, for example, magnetic stirrer core, anchor stirrer, propeller stirrer, pitched blade stirrer or disk stirrer. The dimensions of the stirrer relative to the input volume of the raw materials are not critical. It is known that the dissolution rate can be accelerated by increasing the stirrer speed, i.e. the number of stirrer revolutions per minute. In the present invention, the stirrer stirs at 100-600 rpm / min, preferably 200-500 rpm / min, most preferably 250-350 rpm / min.

[0021] Furthermore, the distribution coefficient of the small particle diameter of the ultraviolet absorber is α d10 ≦0.15.

[0022] Furthermore, the distribution coefficient of the small particle diameter of the ultraviolet absorber is 0.05≦α d10 ≦0.15, and the value of the distribution coefficient of the small particle of the ultraviolet absorber may be any one of the values ​​in any one of the ranges of 0.05 to 0.15, 0.05 to 0.12, 0.05 to 0.1, 0.05 to 0.08, 0.05 to 0.06, 0.07 to 0.15, 0.07 to 0.12, 0.07 to 0.1, 0.09 to 0.15, 0.09 to 0.12, 0.09 to 0.1, 0.11 to 0.15, 0.11 to 0.12, and 0.12 to 0.15. Preferably, the distribution coefficient of the small particle is 0.07≦α d10 ≦0.12. It should be noted that by dispersing a certain amount of small particles into the gaps between large particles, the UV absorbing particles collide and fit together, resulting in sufficient disintegration and dispersion effects, and achieving the effect of uniform mixing.

[0023] Furthermore, the V of the ultraviolet absorber d100 is ≧70%, preferably ≧85%, and more preferably ≧95%.

[0024] In addition, under the specific processing conditions of the solvent being dibutyl adipate, the additive concentration being 3-20 wt%, the temperature being 20-30°C, and the stirring speed being 150±5 r / min, the time for the ultraviolet absorber to dissolve in the solvent is within 30 minutes; An indication that the UV absorber is dissolved in the solvent is that the solids content in the solvent is less than 0.5%.

[0025] Furthermore, the time required for the ultraviolet absorber to dissolve in the solvent is within 25 minutes.

[0026] A composition having an ultraviolet absorbing effect, comprising an ultraviolet absorber, a dispersant, a film-forming agent, an antioxidant and a lubricant, wherein the ultraviolet absorber comprises any one of the ultraviolet absorbers described above, At least one of the dispersant, film-forming agent, antioxidant and lubricant is in an oil phase at a temperature of 20° C. or higher, and a composition having an ultraviolet absorbing effect is provided.

[0027] Furthermore, the composition having the ultraviolet absorbing effect described above contains the ultraviolet absorbing particles 2-(4-N,N-diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester, dioctyl carbonate, dibutyl adipate, caprylic / capric triglyceride, and tocopherol acetate described in any one of the above.

[0028] The present invention provides a cosmetic product containing the above ultraviolet absorber or the above composition as an ingredient. The term "cosmetics" as defined in the present invention is broadly defined, and "cosmetics" includes, but is not limited to, whitening agents, sunscreens, sunscreens, etc.

[0029] When the ultraviolet absorber or the composition according to any one of the above items is used as a raw material and the raw material is dissolved in an oil phase, The temperature is 50°C or less, preferably 40 to 50°C. The present invention provides a cosmetic production process, characterized in that the concentration of the additive is 20 wt % or less, preferably 3 to 20 wt %.

[0030] The present invention further provides the use of the above-mentioned ultraviolet absorbing particles as a sunscreen component in cosmetics, or as an ultraviolet protection additive component in fabric surface treatment, or as an ultraviolet protection additive component in polymeric materials, and the final product produced has a high ultraviolet absorption coverage rate and a high ultraviolet absorption effect.

[0031] In addition, because different consumers have different skin characteristics, sensitivity and absorption, consumers have higher requirements for sunscreen cosmetics, and different groups of consumers tend to seek differentiated products that are suitable for their skin characteristics. With the differentiation of consumer demand, consumer demand for cosmetic product types, product types and product characteristics is also increasingly diversified, so that enterprises need to produce or process sunscreen cosmetics of different kinds, types or characteristics, and the complexity of product production and processing of cosmetic enterprises is greatly increased, for example, the production type or type of product needs to be frequently adjusted. In addition, while the demand for product types is gradually increasing, consumers also attach more and more importance to the quality of cosmetics, especially the uniformity of performance of the same type or type of cosmetics. However, the production and processing of cosmetics has the characteristics of long production flow, complicated production and processing, and many operating units, so that the production of cosmetics urgently needs to solve this problem, but has not been solved. In order to solve the above problem, the relevant technical personnel are also trying to improve the method or device of the processing process. In the process of improving the ultraviolet absorbing particles, the applicant has further surprisingly found that the ultraviolet absorbing particles of the present invention can greatly improve the stability of the production process and maintain the tempo of the production rhythm well. When producing products of different models and different concentrations, the stability of the production process can be maintained even when different types or models of products are produced alternately, and the production process has corresponding stability, the continuity of the production rhythm can be maintained, and the change in production stability can be prevented from affecting the stability of the product quality. [Brief description of the drawings]

[0032] [Figure 1] 2 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 1. [Diagram 2] 2 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 2. [Diagram 3] 2 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 3. [Figure 4] 2 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 4. [Diagram 5] 1 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 5. [Figure 6] 2 is a particle size distribution curve of the DHHB ultraviolet absorber of Example 6. [Figure 7] 1 is a photograph showing the results of a low-temperature dissolution experiment of the sample of Example 1 (less than 5 min). [Figure 8] 1 is a photograph showing the results of a low-temperature dissolution experiment of the sample of Comparative Example 1 (5 min). [Figure 9] 1 is a photograph showing the results of a low-temperature dissolution experiment of the sample of Comparative Example 1 (45 min). [Figure 10] Photographs (105 min) showing the results of a low-temperature dissolution experiment of the sample of Comparative Example 1. The arrows in the figure indicate the undissolved DHHB sample. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0033] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art of the present invention. As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.

[0034] In the present invention, unless specific conditions are specified in the examples, the procedures are carried out under normal conditions or those recommended by the manufacturer. If the manufacturer of the reagent or equipment used is not specified, they are all ordinary products available from commercial sources.

[0035] The term "about" as used herein is intended to provide flexibility and imprecision associated with a given term, measure, or value. One of ordinary skill in the art can readily determine the degree of flexibility for a particular variable. More specifically, while exemplary embodiments of the present invention have been described, the present invention is not limited to these embodiments, but includes any and all embodiments with modifications, omissions, such as combinations between the embodiments, adaptive changes and / or substitutions, that would be recognized by one of ordinary skill in the art from the above detailed description. Any limitations in the claims may be interpreted broadly based on the language used in the claims, and are not limited to the examples described in the above detailed description or in the practice of the application, and the examples are to be construed as non-exclusive. Any steps recited in the claims of any method or process may be performed in any order, without being limited to the order presented in the claims. Thus, the scope of the present invention should be determined solely by the appended claims and their legal equivalents, and not by the description and examples given above.

[0036] Unless otherwise defined, all technical and scientific terms used in the present invention have the same meaning as commonly understood by those skilled in the art to which the present invention belongs. In case of conflict, the definition in this specification shall govern. When mass, concentration, temperature, time, or other value or parameter is described as a range, a preferred range, or a range limited by a series of upper preferred values ​​and lower preferred values, it should be understood that the range formed by any upper or preferred value of the range and any lower or preferred value of the range is specifically disclosed, regardless of whether the range is disclosed alone. For example, the range of 1 to 50 should be understood to include any number, combination of numbers, or subrange selected from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, or 50, as well as all intervening decimal points between the recited integers, such as, for example, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, and 1.9. For subranges, "nested subranges" extending from either endpoint within the range are specifically contemplated. For example, nested subranges of the exemplary range of 1 to 50 may include 1 to 10, 1 to 20, 1 to 30, and 1 to 40 in one direction, or 50 to 40, 50 to 30, 50 to 20, and 50 to 10 in the other direction.

[0037] As used herein, the term “median particle size d (0.5) " Here, "median particle size" is also called "intermediate particle size" and "d (0.5) " may also be indicated as "Dv50" or "D50" and represents the particle size corresponding to the percentage of the cumulative particle size distribution of the sample (also called the percentage of the cumulative particle size distribution) reaching 50%, and further, its physical meaning is that the particles larger than that particle size account for 50% and the particles smaller than that particle size also account for 50%.

[0038] As used herein, the term "maximum particle size d (0.9) " Here, "d(0.9) " may also be indicated as "Dv90" or "D90" and represents the particle size corresponding to the percentage of the cumulative particle size distribution of the sample reaching 90%, which physically means that 10% of the particles are larger than this particle size and 90% of the particles are smaller than this particle size.

[0039] As used herein, the term "minimum particle size d (0.1) " Here, "d (0.1) " may also be indicated as "Dv10" or "D10" and represents the particle size corresponding to the percentage of the cumulative particle size distribution of the sample reaching 10%, which physically means that 90% of the particles are larger than this particle size and 10% of the particles are smaller than this particle size.

[0040] As used herein, the "minimum particle size d (0.1) and maximum granularity d (0.9) The difference in the width of the cumulative particle size distribution of a sample may be referred to as the "effective particle size width" or "particle size width" or "particle size distribution width" or "effective particle size width" or "particle size width" or "particle size distribution width" and specifically refers to the difference in the width of the cumulative particle size distribution of a sample when the percentage of the cumulative particle size distribution of a sample falls within a particular value d (0.1) The particle size corresponding to when the cumulative particle size distribution of the sample reaches another value d (0.9) It represents the absolute value of the difference between the particle size when it reaches the corresponding particle size.

[0041] |Particle size test| For example, the minimum granularity d (0.1) , d (0.9) The particle size distribution and characteristics of the ultraviolet absorbent described in this specification, such as the particle size distribution, ... Particle size analyzer: Malvern MS2000 laser particle sizer. Sample injector name: Hydro 2000MU(A). Analysis mode: General purpose. Particle size range: 0.02~2000μm. Dispersant name: Water.

[0042] Example 1 The ultraviolet absorbent in this example was measured by a laser diffraction method, and the particle size analyzer used was a Malvern MS2000 laser particle sizer. The measurement conditions and detection results are shown in Table 1 below.

[0043] [Table 1]

[0044] The measurement results show that the ultraviolet absorbent of this embodiment has the particle size distribution characteristics shown in Table 2 below. The specific distribution curve is shown in FIG.

[0045] [Table 2]

[0046] The ultraviolet absorbent in this embodiment is α d5 = 0.0160, α d10 =0.111, and the difference between D[3,2] and D[4,3] was 11.727 μm.

[0047] Example 2 The ultraviolet absorbent in this example was measured by laser diffraction method, and the particle size analyzer used was a Malvern MS2000 laser particle sizer. The measurement conditions and detection results are shown in Table 3 below.

[0048] [Table 3]

[0049] The measurement results show that the ultraviolet absorbent of this embodiment has the particle size distribution characteristics shown in Table 4 below. The specific distribution curve is shown in FIG.

[0050] [Table 4]

[0051] The ultraviolet absorbent in this embodiment is αd5 = 0.006, α d10 =0.104, and the difference between D[3,2] and D[4,3] was 8.865 μm.

[0052] Example 3 The ultraviolet absorbent in this example was measured by laser diffraction method, and the particle size analyzer used was a Malvern MS2000 laser particle sizer. The measurement conditions and detection results are shown in Table 5 below.

[0053] [Table 5]

[0054] The measurement results show that the ultraviolet absorbent of this embodiment has the particle size distribution characteristics shown in Table 6 below, and the specific distribution curve is shown in FIG.

[0055] [Table 6]

[0056] The ultraviolet absorbent in this embodiment is α d5 = 0.019, α d10 =0.107, and the difference between D[3,2] and D[4,3] was 17.543 μm.

[0057] Example 4 The ultraviolet absorbent in this example was measured by laser diffraction method, and the particle size analyzer used was a Malvern MS2000 laser particle sizer. The measurement conditions and detection results are shown in Table 7 below.

[0058] [Table 7]

[0059] The measurement results show that the UV absorbent of this embodiment has the particle size distribution characteristics shown in Table 8 below, and the specific distribution curve is shown in FIG.

[0060] [Table 8]

[0061] The ultraviolet absorbent in this embodiment is α d5 = 0.002, α d10 =0.074, and the difference between D[3,2] and D[4,3] was 11.215 μm.

[0062] Example 5 The ultraviolet absorbent in this example was measured by laser diffraction method, and the particle size analyzer used was a Malvern MS2000 laser particle sizer. The measurement conditions and detection results are shown in Table 9 below.

[0063] [Table 9]

[0064] The measurement results show that the ultraviolet absorbent of this embodiment has the particle size distribution characteristics shown in Table 10 below, and the specific distribution curve is shown in FIG.

[0065] [Table 10]

[0066] The ultraviolet absorbent in this embodiment is α d5 = 0.037, α d10 =0.095, and the difference between D[3,2] and D[4,3] was 21.881 μm.

[0067] Comparative Example 1 In this comparative example, the sample is a DHHB product of BASF's trade name Uvinul A Plus. The sample of this comparative example is measured by laser diffraction method, and the particle size analyzer used is a Malvern MS2000 laser particle sizer, and the measurement conditions and detection results are as shown in Table 11 below.

[0068] [Table 11]

[0069] The measurement results show that the ultraviolet absorbent of this embodiment has the particle size distribution characteristics shown in Table 12 below, and the specific distribution curve is shown in FIG.

[0070] [Table 12]

[0071] In this comparative example, the ultraviolet absorbent is α d5 = 0.005, α d10 =0.122, and the difference between D[3,2] and D[4,3] was 128.616 μm.

[0072] First dissolution experiment In this dissolution experiment, the degree of solidification of the ultraviolet absorbent in the above examples and comparative examples is evaluated, and a certain mass of the sample is added to the oil phase and dissolved by stirring at room temperature (25°C) at a stirring speed of 150 r / min. Here, this dissolution experiment was performed on the raw materials for manufacturing sunscreen oil with SPF=25. The raw materials are as shown in Table 13.

[0073] [Table 13]

[0074] Except for solid DHHB, all the others are liquid greases. The production process is to add each component to an oil pot one by one and stir until it is completely dissolved and clear. The results of laboratory simulation tests for the above raw materials and processes are shown in Table 14 below.

[0075] [Table 14]

[0076] From the data in Table 14 above and FIG. 7, it can be seen that when the DHHB UV absorbers provided in Examples 1 to 5 of the present invention are dissolved at an addition concentration of 3%, at a temperature of 25° C., and at a stirring speed of 150 r / min, the time required for dissolution is less than 5 minutes in each case.

[0077] From the data in Table 14 above and Figures 8 to 10, it can be seen that under the same dissolution conditions, the sample of Comparative Example 1 still contained significant undissolved DHHB particles even after 5 and 45 minutes of dissolution, and the time required for the sample to finally dissolve and become clear was 151 minutes.

[0078] From Comparative Example 1 and Comparative Example 2, it can be seen that the DHHB ultraviolet absorber is affected by various actual factors, and its dissolution rate does not necessarily conform to the conventional rule that the smaller the particle size, the faster the dissolution rate.

[0079] Second dissolution experiment In this dissolution experiment, the degree of solidification of the ultraviolet absorbent in the above examples and comparative examples is evaluated, and a certain mass of the sample is added to the oil phase and dissolved by stirring at room temperature (25°C) at a stirring speed of 150 r / min. Here, this dissolution experiment was conducted on the raw materials for manufacturing sunscreen oil with SPF=25. The raw materials are as shown in Table 15.

[0080] [Table 15]

[0081] Except for solid DHHB, all the others are liquid greases. The production process is to add each component to an oil pot one by one and stir until it is completely dissolved and clear. The results of laboratory simulation tests for the above raw materials and processes are shown in Table 16 below.

[0082] [Table 16]

[0083] From Table 16, it can be seen that when the addition concentration was changed to 6% and the temperature and stirring speed were the same as those in the first dissolution experiment, the time required to dissolve the DHHB UV absorbers provided in Examples 1 to 5 of the present invention was also less than 5 minutes in all cases, indicating that the time required for dissolution was not affected by the addition concentration.

[0084] However, a comparison of Tables 14 and 16 reveals that the time required for the sample of Comparative Example 1 to dissolve increased by approximately 38%, from 151 min to 208 min, and the time required for the sample of Comparative Example 2 to dissolve increased by approximately 50%, from 134 min to 202 min, indicating that the time required for both samples to dissolve increases significantly due to the influence of the additive concentration.

[0085] In the past, in order to achieve the goal of optimizing the entire production process, many studies focused on optimizing and adjusting the methods, equipment, or other aspects of each process, and in practice, some results were obtained. However, the stability of the production rhythm remains, which is a major issue that restricts the optimization of the production process, and few researchers pay attention to the stability of the production rhythm. A stable rhythm production process requires that each process be produced at a strictly constant rhythm. If the production rhythm of a certain process is unstable, it will affect the smoothness of the entire production process, and the smoothness of production not only affects the production efficiency of the production process, but also directly affects the quality of the product in the production process. In the field of cosmetics, unsmooth process operations often directly lead to other production quality problems, ultimately affecting the stability of the product.

[0086] As exemplified above, the production process of sunscreen products using DHHB particles actually includes multiple steps, but the schematic simulation test given in the first and second dissolution experiments is only one step in the production process, in which the dissolution time is likely to change significantly when the type and concentration of DHHB added are different, which results in a significant decrease in the stability of the production process, which has a serious impact on the stability of the production rhythm, and further reduces the quality stability of the product.

Claims

1. The ultraviolet absorber is 2-(4-N,N-diethylamino-2-hydroxybenzoyl)benzoic acid n-hexyl ester, and the specific structural formula is: 【Chemistry 1】 and The ultraviolet absorber has a median particle diameter d of less than 100 μm （０．５） having The maximum particle size d of the ultraviolet absorber （０．９） is in the range of 50 to 100 μm, The minimum particle size d of the ultraviolet absorber （０．１） and maximum grain size d （０．９） The difference in width is in the range of 30 to 100 μm.

2. The maximum particle size d （０．９） The ultraviolet absorbent according to claim 1, characterized in that the particle diameter is in the range of 50 to 90 μm.

3. The maximum particle size d （０．９） The ultraviolet absorbent according to claim 1, wherein the average particle diameter is in the range of 50 to 80 μm.

4. The minimum particle size d （０．１） and maximum grain size d （０．９） The ultraviolet absorbent according to claim 1, wherein the difference in width is in the range of 30 to 70 μm.

5. The minimum particle size d （０．１） and maximum grain size d （０．９） The ultraviolet absorbent according to claim 1, wherein the difference in width is in the range of 40 to 50 μm.

6. The minimum particle size d （０．１） The ultraviolet absorbent according to claim 1, wherein the average particle diameter is in the range of 5 to 15 μm.

7. 2. The ultraviolet absorbent according to claim 1, having an effective span of 3 or less as measured by a measuring device.

8. 8. The ultraviolet absorbent according to claim 7, characterized in that it has a consistency in the range of 0.5 to 1.5 as measured by a measuring device.

9. 8. The ultraviolet absorbent according to claim 7, characterized in that it has a consistency in the range of 0.5 to 1 as measured by a measuring device.

10. The median particle size d of the ultraviolet absorber （０．５） The ultraviolet absorbent according to claim 7, wherein the average particle diameter is in the range of 20 to 40 μm.

11. The particle size distribution of the ultraviolet absorber is [0010] It meets the requirements of During the ceremony, α ｄ１０ is the distribution coefficient of 10 μm particles, V ｄ１０ is the particle size of 10 μm or less in the ultraviolet absorber and the total volume ratio of said particles, V ｄ１００ is the particle size of 100 μm or less in the ultraviolet absorber and the total volume ratio of said particles, The distribution coefficient of the small particle diameter of the ultraviolet absorber is α ｄ１０ The ultraviolet absorbent according to claim 1, wherein the ultraviolet absorbent satisfies ≦0.

2.

12. The distribution coefficient of the small particles is α ｄ１０ The ultraviolet absorber according to claim 11, wherein the ultraviolet absorber satisfies a value of ≦0.

15.

13. The distribution coefficient of the small particle diameter is 0.05≦α ｄ１０ The ultraviolet absorber according to claim 11, wherein the ultraviolet absorber satisfies a value of ≦0.

15.

14. The distribution coefficient of the small particle diameter is 0.07≦α ｄ１０ The ultraviolet absorber according to claim 11, wherein the ultraviolet absorber satisfies ≦0.

12.

15. The ultraviolet absorber V ｄ１００ The ultraviolet absorbent according to claim 11, wherein the ratio of the solubility of the ultraviolet absorbent to the total solubility of the ultraviolet absorbent is 70% or more.

16. The ultraviolet absorber V ｄ１００ The ultraviolet absorbent according to claim 11, wherein the ratio of the solubility of the ultraviolet absorbent to the total solubility of the ultraviolet absorbent is 85% or more.

17. The ultraviolet absorber V ｄ１００ The ultraviolet absorbent according to claim 11, wherein the content of the ultraviolet ray absorbent is 95% or more.

18. Under the specific processing conditions of the solvent being dibutyl adipate, the additive concentration being 3-20 wt%, the temperature being 20-30° C., and the stirring speed being 150±5 r / min, the time for the ultraviolet absorber to dissolve in the solvent is within 30 minutes; 12. The ultraviolet absorbent according to claim 1 or 11, wherein an indicator of the ultraviolet absorbent being dissolved in the solvent is that the solid content in the solvent is less than 0.5%.

19. The ultraviolet absorbent according to claim 18, wherein the time required for the ultraviolet absorbent to dissolve in the solvent is within 25 minutes.

20. Use of the UV absorber according to claim 1.

21. When the ultraviolet absorbent according to claim 1 is used as a raw material and the raw material is dissolved in an oil phase, The temperature is below 50° C. A cosmetic manufacturing process, characterized in that the added concentration is 20 wt % or less.

22. When the ultraviolet absorbent according to claim 1 is used as a raw material and the raw material is dissolved in an oil phase, The temperature is below 50° C. A cosmetic manufacturing process, characterized in that the concentration of the additive is 3 to 20 wt %.

23. When the ultraviolet absorbent according to claim 1 is used as a raw material and the raw material is dissolved in an oil phase, The temperature is 40-50° C. A cosmetic manufacturing process, characterized in that the added concentration is 20 wt % or less.

24. When the ultraviolet absorbent according to claim 1 is used as a raw material and the raw material is dissolved in an oil phase, The temperature is 40-50° C. A cosmetic manufacturing process, characterized in that the concentration of the additive is 3 to 20 wt %.

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