KR101055229B1 - Double coated pure vitamin C and its manufacturing method - Google Patents

Abstract

The present invention relates to double-coated pure vitamin C and a method for preparing the same, and more particularly, pure vitamin C is first coated with a polyoxyethylene derivative material, and double coated with silicone oil to stabilize double coating. Selected pure vitamin C and primary coating agent according to solubility and dissolve it in ethanol to coat vitamin C with primary and secondary coating with silicone oil on the primary coated vitamin C, followed by heat treatment It relates to a process for the preparation of said double coated pure vitamin C, which has been removed, homogenized and cured of the coating. Such double-coated pure vitamin C of the present invention can be used in a multifunctional cosmetic composition that improves skin anti-aging / regeneration and skin always at the same time by promoting excellent and stable coating and anti-aging and recovery of the stratum corneum.

Description

Double Coated Pure Vitamin C and Manufacturing Method Thereof {Double Coated Vitamin C and Production Method Thereof}

The present invention is a double-coated pure vitamin C and a method for producing the same.

Vitamin C, one of the representative antioxidant vitamins, acts to inhibit melanin deposition. When intensely oxidizing ultraviolet rays reach the nuclei of skin cells, especially basal cells, genes in the nucleus cause mutations, and when melanin is produced, the process does not stop immediately but increases due to ultraviolet rays. Vitamin C inhibits melanin production by inhibiting the activity of tyrosinase, an enzyme required for the reaction, from tyrosine, the first process of producing melanin. There is also a direct action of reducing melanin itself to convert it into colorless reduced melanin. In other words, the vitamin C effect on the skin can be summarized as follows.

① Antioxidant effect on skin surface

② Whitening effect through inhibition of melamine pigment between epithelium and dermis

③ The effect of promoting the collagen synthesis in the dermis to give elasticity to the skin

As such, vitamin C enhances the body's immune function, promotes the production of collagen (co1lagen), a component of skin, cartilage, capillaries, and muscles, and destroys the chemicals generated by UV rays penetrating the skin. It prevents damage. It also prevents wrinkles, keeps skin healthy, helps heal wounded skin tissue, prevents the formation of histamine, known to cause allergic reactions, and the formation of melamine, which discolors the skin during the aging process. Zhu is known as an anti-aging agent.

Vitamin C has been applied to food, medical or cosmetics for a long time since it has an excellent effect on suppressing or improving such aging through various physiological functions in vivo. Looking briefly at the function of vitamin C, vitamin C promotes the activity of the prolyl hydroxylating agent to promote hydroxyproline biosynthesis, thereby promoting collagen biosynthesis, a triple helix structure, thereby improving skin wrinkles. Vitamin C is highly resistant to UVA and reduces erythema and edema caused by UVB. Vitamin C also acts as a powerful bio-antioxidant in skin, blood, and other tissues. It also protects against the oxidative or denatured effects of free radicals and peroxides, which are responsible for blocking the cause of skin aging. Have In addition, vitamin C has a pigmentation inhibitory effect because it has a melanin pigmentation inhibitory effect.

However, despite these specific effects, vitamin C is vulnerable to light, temperature, and moisture, and has been limited in its use in cosmetic applications. Therefore, many studies have partially formulated the disadvantages of formulating vitamin C as an oil base or using a complex form. However, in the case of an oil base, a feeling of inferiority is inferior, and in the case of a derivative | guide_body or a complex, the titer of vitamin C may fall remarkably, or skin side effects, such as color development, may occur.

In order to improve such a problem, the present inventors have developed and patented a technology capable of stabilizing vitamin C in water-based, especially in weakly acidic pH conditions that can minimize skin irritation using vegetable oils present in nature, Based on this unique technology, it is sold at home and abroad under the brand name "Alive pure C serum". However, the development of a product having a complex function is a recent cosmetic research trend, and needs to be combined with a new material that can produce synergies based on the vitamin C stabilization technology possessed by the present inventors.

Vegetable sterols are widely used in the food field for the purpose of lowering cholesterol. Phytosterols for cosmetic use are known to promote healing of wounds, have high skin permeability and have an effect as a moisturizer. In fact, skin lotion containing sterols is known to relieve the itching caused by sensitive and troubled skin, and dry skin, and to revitalize the skin. However, in addition to these features, sterols have recently been found to be effective in skin regeneration, and a skin care cream (trade name Rimor) containing sterols has also been released. Intercellular lipids that make up the skin, like capillary complexes, are composed of fatty acids, cholesterol, and the like. Since sterols have a structure very similar to cholesterol, it has been found that the stratum corneum damaged or aged skin is supplied with sterols to increase the barrier repair effect. However, the cholesterol constituting the stratum corneum does not exist in the free form, but in the form of HDL-cholesterol, there is a disadvantage that the skin layer repair effect of the sterol supplied in the unfixed form is limited. In addition, sterol is a very fat-soluble substance and does not show any affinity in water, so it is not applicable to water-based cosmetics.

According to recently published papers (J. Ind. Eng. Chem., 13, 367 (2007) and J. Agric. Food Chem., 56 (15), 6665 (2008)), substituents incorporating water-soluble oligomers into vegetable sterols (Hydrophilic Phytosterol, HPS) is sufficiently soluble in water, and the effect of inhibiting the absorption of cholesterol has been found to be equivalent to sterols. Since HPS is an amphiphilic property of a chemically bonded sterol to a water-soluble polymer carrier, HPS is considered to be the most efficient candidate to replace HDL-cholesterol constituting the keratin.

Accordingly, the present inventors have tried to develop the optimal HPS through molecular design for biomimetic sterols, in the judgment that it is essential to have a surfactant molecular structure for HDL-cholesterol replacement, HPS optimized for cosmetic use The present invention was completed by producing a double-coated pure vitamin C bonded to the stabilization technology of the vitamin C possessed by the inventors to the new material. In addition, the vitamin C coated on the biomimetic sterol substituent prevents the aging of the skin surface by the antioxidant effect of the vitamin C, and the biomimetic sterol substitute, another component, is involved in the repair of the damaged stratum corneum. It is expected to be a multifunctional cosmetic material that improves regeneration and skin always.

It is an object of the present invention to provide a multifunctional cosmetic material consisting of vitamin C and biomimetic sterols.

Another object of the present invention is to provide double coated pure vitamin C which can be used for a long time in the unoxidized state by double coating pure vitamin C with biomimetic sterols.

It is another object of the present invention to provide a technique for complexing / stabilizing the two components by providing a technique for stabilizing vitamin C and a molecular design technique for biomimetic sterols.

In order to achieve the above object, the present invention provides a double-coated pure vitamin C stabilized by primary coating of pure vitamin C with a polyoxyethylene derivative material and secondary coating with silicone oil.

In addition, the present invention is selected according to the solubility of the primary coating agent and dissolved in ethanol to the first coating of vitamin C, and the second coating with silicone oil on the primary coated vitamin C, and then volatile components through heat treatment Provided is a process for the preparation of said double coated pure vitamin C that has been removed, homogenized and cured of the coating.

In addition, the present invention comprises the steps of iii) reacting β-sitosterol and succinic anhydride to produce an intermediate CES; And ii) reacting the synthesized CES with PEG to produce HPS. The method provides a method for preparing a water-soluble sterol substituent (biomimetic sterol; HPS).

Hereinafter, the present invention will be described in detail.

Abbreviations and properties of the materials used as coating agents of the present invention are as follows. The content set forth below is a description for the minimum implementation and it should be understood that the present invention is not limited thereto.

First, the material used as the primary coating agent is BW, SA, CA, HCO, HPS.

BW: Bees Wax, mainly used as natural emulsifier.

SA is stearic acid.

CA: cetyl alcohol, and the molecular formula is CH ₃ (CH ₂ ) ₁₄ CH ₂ OH. Melting point is 49.5 ° C, specific gravity is 0.815 at 50 ° C.

HCO: A kind of polyoxyethylene hardened castor oil, mainly used as a solubilizer. Depending on the carrier it is named HCO40, HCO60. For example, HCO60 stands for PEG-60 Hydrogenated castor oil.

HPS: It is a water-soluble sterol substituent described in Korean Patent Registration No. (10-0292672) (name of the invention: a method for producing a water-soluble phytosterol derivative having a cholesterol lowering effect and a compound prepared therefrom). Specifically, it is a biomimetic sterol utilizing PEG as a carrier, and succinic anhydride is added to β-sitosterol and PEG is added thereto. PEG 600 and 1000 were added, and they were named 600-HPS and 1000-HPS, respectively. The coating used is 1000-HPS.

The material used as the secondary coating agent is a mixture of phenyl trimethicone, methyl hydrogen polysiloxane, cyclomethicone and dimethiconol. The properties of each material are as follows.

The present invention provides double coated pure vitamin C stabilized by primary coating of pure vitamin C with polyoxyethylene derivative material and secondary coating with silicone oil.

In the double-coated pure vitamin C of the present invention, the polyoxyethylene derivative material is composed of polyoxyethylene hydrogenated castor oil (HCO), polyoxyethylene sorbitol and water-soluble sterol substituents (HPS; Hydrophilic Phytosterol) as natural derivatives. Preferably, the material is one or more materials selected from the group, wherein the primary coating material is one or more materials selected from the group consisting of natural derivatives HCO, polyoxyethylene sorbitol and HPS, and natural materials derived from BW ( It is more preferable to include at least one substance selected from the group consisting of Bees Wax), stearic acid (SA), carnauba wax, candela wax, shea butter, mango butter, lecithin and cetyl alcohol (CA).

In addition, in the double-coated pure vitamin C of the present invention, the secondary coating material silicone oil is methyl hydrogen polysiloxane (Dimethyl hydrogen polysiloxane), Dimethicone (Dimethicone), cyclomethicone (Cyclomethicone), Dimethiconol ( Dimethiconol) and Phenyl Trimethicone (Phenyl Trimethicone) It is preferable to include at least two substances selected from the crowd, after all the pure vitamin C in the crowd consisting of natural derivatives HCO, polyoxyethylene sorbitol and HPS Methylhydrogen is first coated with one or more substances selected from the group consisting of BW, SA, carnauba wax, candela wax, shea butter, mango butter, lecithin and CA, which are selected from natural substances Two or more selected from the crowd consisting of polysiloxanes, dimethicone, cyclomethicone, dimethiconol and phenyltrimethicone Even more preferably, the secondary coating with a material of, wherein, based on 100 parts by weight of the vitamin B 0.06 to 4 parts by weight, SA 0.04 to 2 parts by weight, CA 0.01 to 1 part by weight, HCO or HPS 0.1 to 10 parts by weight It is most preferable that it is 0.1-5 weight part of methylhydrogen polysiloxane, and 0.1-10 weight part of cyclomethicone and dimethiconol mixture.

In addition, the present invention is selected according to the solubility of the primary coating agent and dissolved in ethanol to the first coating of vitamin C, and the second coating with silicone oil on the primary coated vitamin C, and then volatile components through heat treatment Provided is a process for the preparation of said double coated pure vitamin C that has been removed, homogenized and cured of the coating.

In the method for producing the double-coated pure vitamin C of the present invention, the manufacturing method is iii) a primary coating agent in which at least one substance selected from the group of natural derivatives consisting of HCO, polyoxyethylene sorbitol and HPS is dissolved in ethanol. Primary coating with vitamin C; Ii) mixing the primary coated vitamin C with a secondary coating agent which is at least two substances selected from the group consisting of methylhydrogen polysiloxane, cyclomethicone, dimethicone, dimethiconol and phenyltrimethicone; And iii) removing the volatile components remaining in the first coating by heat-treating the second coated vitamin C at 80 to 150 ° C. for uniform coating and surface hardening of silicon. The method of manufacture comprises i) one or more substances selected from the group of natural derivatives consisting of HCO, polyoxyethylene sorbitol and HPS, BW, SA, carnauba wax, candela wax, shea butter, mango butter, lecithin and CA Primary coating of vitamin C with a primary coating agent in which at least one substance selected from the group consisting of natural products is dissolved in ethanol; Ii) mixing the primary coated vitamin C with a secondary coating agent which is at least two substances selected from the group consisting of methylhydrogen polysiloxane, cyclomethicone, dimethicone, dimethiconol and phenyltrimethicone; And iii) removing the volatile components remaining in the first coating by heat-treating the second coated vitamin C at 80 to 150 ° C. for uniform coating and surface hardening of silicon.

In addition, the present invention comprises the steps of iii) reacting β-sitosterol and succinic anhydride to produce an intermediate CES; And ii) reacting the synthesized CES with PEG to produce HPS. The method provides a method for preparing a water-soluble sterol substituent (biomimetic sterol; HPS).

In the method for producing a water-soluble sterol substituent of the present invention, the PEG preferably has a molecular weight of 600 to 1000.

In order to study the stabilization of vitamin C, the inventors have promoted the complexation of vitamin C with biomimetic sterols. Prior to this, the optimization of double coating of vitamin C and the titer of vitamin C at the time of coating were confirmed.

Double coating optimization of vitamin C is a primary coating by mixing together the solution of vitamin C and the primary coating agent Bees Wax, stearic acid, cetyl alcohol, HCO60 in ethanol together. Second coating by mixing primary coating vitamin C with secondary coating agent (Phenyl Trimethicone, methyl hydrogen polysiloxane, cyclomethicone and Dimethiconol) After that, it is sufficiently dried to remove ethanol remaining in the primary coating (see Table 1 and Table 2). Finally, the titer of the coated vitamin C is measured by HPLC with varying amounts and types of primary and secondary coatings. As a result, the BW used as the primary coating agent has a higher titer when used relatively more than SA, CA, and HCO (see FIG. 1). When SA and CA were fixed, the titer increased as the amount of BW decreased and the amount of HCO increased (see FIG. 2). In the case of the secondary coating agent, when phenyl trimethicone and methyl hydrogen polysiloxane were used at the same time, the lowest titer was shown, and when only methyl hydrogen polysiloxane was used, phenyl tree was used. The titer was higher than methicone (Phenyl Trimethicone) alone. As a result, the secondary coating agent is to use 1 part by weight of methyl hydrogen polysiloxane, 1 part by weight of a mixture of cyclomethicone and dimethiconol to 100 parts by weight of the first coated vitamin C. The best.

Prior to synthesizing biomimetic sterols, the intermediate CES was synthesized as described in Example 2 below, and its structure was analyzed by ¹ H-NMR (see FIG. 3). The prepared CES was then reacted with PEG to synthesize HPS. The synthesized HPS was synthesized into 600-HPS and 1000-HPS, respectively, when PEG having a molecular weight of 600 and PEG having a molecular weight of 1000 were used as a carrier. It was visually confirmed (see Table 3).

Double-coating experiment for the combination of vitamin C and biomimetic sterols is a primary coating by mixing together the solution of vitamin C and the primary coating agent Bees Wax, stearic acid, cetyl alcohol, HPS in ethanol together. The secondary coating agent (Methyl hydrogen polysiloxane, cyclomethicone and dimethiconol mixture) is mixed with the primary coating vitamin C and then dried. Remove residual ethanol during coating. Finally, the titer of the coated vitamin C is measured by HPLC with varying amounts and types of primary and secondary coatings (see Table 4). As a result, when HCO was replaced with HPS except SA and CA, the titer was high (see FIG. 4).

Coating stability was investigated by examining the surface state of the coating using an optical microscope. As a result, pure vitamin C has a rough surface and is close to transparent (see FIG. 5A). However, the double coated vitamin C appeared relatively smooth and opaque (see FIGS. 5B and 5C). The transparency of HCO was higher than that of HPS. In addition, particle size and stability were analyzed using a particle size analyzer (see Table 5).

A skin test was conducted through a skin test (see Table 6 and Table 7). Writing and practical use is not unreasonable.

As described above, the double-coated pure vitamin C of the present invention is excellent in coating efficiency and anti-aging of the skin surface by the antioxidant effect of vitamin C, another mimetic sterol substituent is another component of the repair of the damaged stratum corneum It can be used in a multifunctional cosmetic composition that improves skin anti-aging / regeneration and skin at the same time by engaging in.

1 is a graph showing the change in titer of 3 weeks aqueous solution of 1005 series 3%,
2 is a graph showing the change in titer of 3 weeks aqueous solution of 1218 series 3%,
3 is a ¹ H-NMR spectrum of β-sitosterol and CES,
4 is a graph showing the change in titer of the 0302 series 3% aqueous solution for 3 weeks,
5 is an optical micrograph of the double coated vitamin C of the present invention, wherein (A) pure vitamin C, (B) 1005-2-2, (C) 0302-2.

Hereinafter, the present invention will be described in more detail based on the following examples. It should be noted, however, that the following examples are for illustrative purposes only and are not intended to limit the scope of the present invention. The present invention is not limited to the following examples. Will be apparent to those skilled in the art to which the present invention pertains.

Example 1 Stabilization Study of Vitamin C

The method of stabilizing vitamin C was studied to secure the basis technology for complexing with biomimetic sterols. For this purpose, optimization of double coating of vitamin C and the titer of vitamin C upon coating were measured.

<1-1> Double Coating Optimization of Vitamin C

100 g of vitamin C, 0.5 g of Bees Wax, 0.1 g of stearic acid, 0.1 g of cetyl alcohol, and 0.3 g of HCO60 in 2 g of EtOH were mixed together in a blender and mixed for 2 minutes. Coating was carried out. A secondary coating agent (0.5 g of phenyltrimethicone, 0.5 g of methylhydrogen polysiloxane, 1.0 g of cyclomethicone and dimethiconol) was mixed with 100 g of the first coated vitamin C, followed by mixing for 2 minutes. The secondary coated vitamin C was placed in an oven set at 105 ° C. and dried for 3 hours to remove EtOH remaining during the primary coating. The titer of the coated vitamin C was measured by HPLC, and the experiment was carried out while varying the amount and type of the primary coating and the secondary coating. The composition of the coating agent used in the experiment is shown in Table 1 and Table 2.

Type and amount of coating agent of 1005 series Experiment code Vitamin C (g) Primary coating Secondary coating BW (g) SA (g) CA (g) HCO (g) Phenyltrimethicone (g) Methylhydrogen Polysiloxane (g) Cyclomethicone and Dimethiconol Mixtures
(g) 1005-1-1 100 0.6 0.2 0.1 0.1 0.5 0.5 1.0 1005-1-2 - 1.0 1.0 1005-1-3 1.0 - 1.0 1005-2-1 100 0.5 0.3 0.1 0.1 0.5 0.5 1.0 1005-2-2 - 1.0 1.0 1005-2-3 1.0 - 1.0 1005-3-1 100 0.4 0.4 0.1 0.1 0.5 0.5 1.0 1005-3-2 - 1.0 1.0 1005-3-3 1.0 - 1.0

Type and amount of coating agent of 1218 series Experiment code Vitamin C (g) Primary coating Secondary coating BW (g) SA (g) CA (g) HCO (g) Methylhydrogen Polysiloxane (g) Cyclomethicone and Dimethiconol Mixture (g) 1218-1 100 0.7 0.1 0.1 0.1 1.0 1.0 1218-2 100 0.6 0.1 0.1 0.2 1218-3 100 0.5 0.1 0.1 0.3 1218-4 100 0.4 0.1 0.1 0.4

<1-2> Activity titer measurement using HPLC

0.3 g of double coated vitamin C was added to 9.7 g of distilled water, mixed with a Vortex mixer, and sonicated for 10 minutes to prepare a sample. The prepared sample is placed in a convection oven set at 50 ° C., and the sample is taken for 1 week while aging. The sample is pretreated with acetone and 5% aqueous solution of m-phosphoric acid and m as a mobile phase. -Phosphoric acid 5% aqueous solution: EtOH = 90:10 was measured for 10 minutes.

As a result, in the case of the optimization of the primary coating, the BW used as the primary coating has a higher titer when used relatively more than SA, CA and HCO. The 1005 series shown in FIG. When fixed, the highest titers were obtained using BW 0.5 g and SA 0.3 g (1005-2-2), and the lowest when using BW 0.6 g and SA 0.2 g (1005-1-1). . The same tendency was observed even if the combination of the secondary coating agent was changed. In the case of fixing the SA and the CA, the 1218 series is shown in FIG. 2, but the titer increases as the amount of BW decreases and the amount of HCO increases. Seemed. The highest titer of (1218-3) was obtained with 0.5 g of BW and 0.3 g of HCO, and the titer of the sample was 1.66% after 3 weeks. After three weeks of 1005-2-2 and 1005-3-2, the titers of the samples were 1.77 and 1.69%, respectively.However, HCOs with similar HLB values were used to coat vitamin C with biomimetic sterol (HPS). The alternative approach was considered to be advantageous.

In the case of the optimization of the secondary coating, the 1005 series was tested by changing the composition of the primary coating and the secondary coating into three types, respectively. In the 1005-2 series showing the highest titer of the primary coating composition, cyclomethicone ( Cyclomethicone) and dimethiconol mixtures were used, but phenyltrimethicone and methylhydrogen polysiloxane had the lowest titer, and only methylhydrogen polysiloxane was used with phenyltrimethicone alone. The titer was higher. The same was true for the 1005-1 series and the 1005-2 series. The secondary coating agent was best used with 1 g of methylhydrogen polysiloxane and 1 g of a mixture of cyclomethicone and dimethiconol based on 100 g of primary coated vitamin C.

< Example  2> Biomimetic Sterol Synthesis Study

<2-1> Intermediate (CES) Synthesis of Biomimetic Sterols

CES was synthesized in the same manner as described below.

The intermediate (CES) structure of the synthesized biomimetic sterol was analyzed by ¹ H-NMR and the results are shown in FIG. 3. Hydrogen-influenced hydrogen from vegetable sterols shifted from 3.3 ppm (b of β-sitosterol) to 4.6 ppm (b of CES), and the hydrogen peak of succinic acid resulting from ring opening of succinic anhydride was 2.6 ppm (c of CES). It was found that on. This confirmed the ester bond of vegetable sterol and succinic anhydride. In addition, the integral ratio of the CES peaks (a, b, c) was consistent with the theoretical value (1: 1: 4).

<2-2> Synthesis of Water Soluble Phytosterol Derivative (Biomimic Sterol; HPS)

HPS was synthesize | combined as follows.

HPS synthesized as described above was synthesized into 600-HPS when using PEG as molecular weight 600 and 600-HPS and 1000-HPS when PEG with molecular weight 1000 was used as a carrier, which was then room temperature and 4 ° C. In each case, the maximum concentration dissolved in water was dissolved. The results are shown in Table 3 below.

shape Weight ratio of sterols in derivatives Temperature (℃) Maximum dissolved concentration (wt%) HPS Standard * Based on sterols from HPS ** 600-HPS 38% Room temperature 16 8.7 4 8 3.0 1000-HPS 27% Room temperature 20 5.6 4 10 2.8

* Concentration (wt%) = (g of HPS / g of water) X 100

** Concentration (wt%) = (g Sterols per HPS / g Water) X 100

Example 3 Study for Complexation of Vitamin C and Biomimetic Sterols

<3-1> Vitamin C Double Coating Experiment Including HPS

100 g of vitamin C, 0.5 g of Bees Wax, 0.1 g of stearic acid, 0.1 g of cetyl alcohol, and 0.3 g of HPS were mixed together in 2 g of EtOH. . The secondary coating agent (1 g of methylhydrogen polysiloxane and 1 g of cyclomethicone and dimethiconol mixture) was mixed with 100 g of the first coated vitamin C, followed by mixing for 2 minutes. The secondary coated vitamin C was placed in an oven set at 105 ° C. and dried for 3 hours to remove EtOH remaining during the primary coating. It was followed by replacing HCO60, a conventional primary coating agent, with HPS, a biomimetic sterol, and experimenting with a combination to increase the amount of HPS used. The titer of vitamin C coated with HPS was measured, and the composition of the coating agent used in the experiment is shown in Table 4 below.

Type and amount of coating agent of 1218 series Experiment code Vitamin C (g) Primary coating Secondary coating BW (g) SA (g) CA (g) HPS (g) Methylhydrogen Polysiloxane (g) Cyclomethicone and Dimethiconol Mixture (g) 0302-0 100 0.5 0.1 0.1 0.3 ^* 1.0 1.0 0302-1 100 0.5 0.1 0.1 0.3 0302-2 100 0.5 - - 0.5 0302-3 100 - - - 1.0 0302-4 100 0.5 0.1 0.1 5.0

*: 0302-0 used HCO instead of HPS.

<3-2> Activity titer measurement using HPLC

Measured in the same manner as before, proceeded for 3 weeks at 50 ℃, the measured titers are shown in FIG. Except for SA and CA, 0302-2, which replaced HCO with HPS, showed the highest titer of 2.02% after 3 weeks, and 0302-4, which used HPS about 16 times more than conventional HCO, after 3 weeks Was the lowest at 1.57. 0302-0 is coated by HCO-based conventional method, and the titer is 1.65% after 3 weeks, but 0302-1, which replaces HCO with HPS, has significantly higher titer 1.89% after 3 weeks, and HPS is more suitable than HCO. In the case of 0302-2, even though the amount of HPS was increased by the amount excluding SA and CA, the titer was the highest, which is more compatible with using only HPS than using SA and CA as surfactant. Judging. In the case of 0302-3, the first coating was carried out with HPS alone, and after 3 weeks, the titer was 1.90%, which is almost the same as that of 0302-1. It is believed that HPS can form a coating film while acting as a surfactant. Using at the same time seems more efficient in maintaining potency. In the case of 0302-4, which increased the use of HPS, the titer was 1.57 after 3 weeks, which was lower than that of using HCO, which was caused by the incidence of each molecule due to the excessive distribution of HPS on the surface of vitamin C after the first coating. It appears to be because the primary coating is not done properly and also because HPS alone is not sufficient to maintain the primary coating.

Example 4 Analysis of Coating Stability and Toxicity

<4-1> coating stability

First, the surface state of the coating was investigated using an optical microscope. Specifically, double-coated vitamin C was confirmed the surface state using an optical microscope, pure vitamin C surface is rough and transparent as shown in Figure 5 (A), but double-coated vitamin C is shown in Figure 5 The surface was smooth and opaque as shown in (B) and (C). In the case of (B), HCO was used, and since the transparency of HCO was better than that of HPS, (B) was higher than that of (C).

Second, particle size and stability were analyzed using a particle size analyzer. Specifically, coating stability of 0302 series was measured using a particle size analyzer, and the results are shown in Table 5 below. In the case of 0302-0 using HCO, the particle size was relatively stable and had little effect on time. In the case of 0302-1, dissolution occurs, which is most likely due to poor primary coating. In the case of 0302-2, entanglement occurred and the particle size was not measured uniformly. 0302-3 and 0302-4 showed similar stability to 0302-0, and relatively small particle size.

Particle size analysis Sample number Early 5 minutes 10 minutes D [4,3] D [3,2] D
[v, 0.5] D [4,3] D [3,2] D
[v, 0.5] D [4,3] D [3,2] D
[v, 0.5] 0302-0 33 8 27 27 8 22 53 ^* 7 22 0302-1 49 11 39 40 11 31 0302-2 50-59 9 24 32 7 17 65 8-9 41 0302-3 7 3.5 4 7 3.5 4 8 3.6 4.2 0302-4 14 4.5 7 11 4.1 6 10 3.9 6

* It seems to be caused by bubbles, and sample 0302-0 is judged to be stable to time change.

※ Data unit is μm

※ D [4,3] = average diameter by volume, D [3,2] = average diameter by surface area,

D [v, 0.5] = diameter when the cumulative volume is 50%

<4-2> Skin Toxicity Test

A skin test was conducted, and each coated vitamin C 2.0, 2.5, and 3.0% samples were diluted to 1/1000, 1/100, and 1/10, respectively, and then 2.0 ml of 1/1000 solution was applied to the face. After 24 hours, 2.0 ml of a 1/100 solution was applied, 2.0 ml of a 1/10 solution was applied, and 0.2 ml of the stock solution was applied after confirming the condition for 24 hours, and the status was confirmed. Inspection criteria were as shown in Table 6 below, and the results are shown in Table 7. One or two of the subjects showed some heterogeneity, but it was found that the response was within the stability range, so it was found to be suitable for practical use.

reaction weight Criteria of Judgment - 0 No response ± 0.5 Slight irritation (your statement, no actual change) + One Heterogeneity ++ 2 Itching +++ 3 + Or more reactions (burning, heterogeneous)

Skin Toxicity Test Results Subject Number 2.0% containing 2.5% content 3% content 1/1000 1/100 1/10 Stock solution 1/1000 1/100 1/10 Stock solution 1/1000 1/100 1/10 Stock solution One 2 3 4 5 ± + ± + ± + 6 7 8 9 ± 10 11 12 ± Judgment No stimulation No stimulation No stimulation

On the other hand, the specific scope of the present invention is defined by the claims rather than the embodiments described above, all changes and modifications derived from the meaning and scope and equivalent concepts of the claims to the scope of the invention It should be interpreted as including.

Claims (9)

Double-coated pure vitamin C stabilized by primary coating with pure vitamin C polyoxyethylene derivative material and secondary coating with silicone oil.
The method of claim 1, wherein the polyoxyethylene derivative material is at least one selected from the group consisting of polyoxyethylene hydrogenated castor oil (HCO), polyoxyethylene sorbitol and water soluble sterol substituents (HPS) as natural derivatives. Double coated pure vitamin C, characterized in that it comprises a substance.
The method of claim 2, wherein the primary coating material is one or more materials selected from the group consisting of HCO, polyoxyethylene sorbitol and HPS, which are derivatives of natural origin, BW (Bees Wax) and SA (stearic acid), which are natural derivatives. ), Double coated pure vitamin C, characterized in that it comprises at least one substance selected from the group consisting of carnauba wax, candelilla wax, shea butter, mango butter, lecithin and CA (cetyl alcohol).
The method of claim 1, wherein the secondary coating material silicone oil is methyl hydrogen polysiloxane (Methyl hydrogen polysiloxane), Dimethicone (Dimethicone), Cyclomethicone (Cyclomethicone), Dimethiconol (Dimethiconol) and phenyltrimethicone ( Double coated pure vitamin C characterized by comprising at least two substances selected from the group consisting of Phenyl Trimethicone).
The method of claim 3, wherein the pure vitamin C is at least one substance selected from the group consisting of HCO, polyoxyethylene sorbitol and HPS derived from natural derivatives and natural derivatives BW, SA, carnauba wax, candela wax , First coated with one or more materials selected from the group consisting of shea butter, mango butter, lecithin and CA, and selected from the crowd consisting of methylhydrogen polysiloxane, dimethicone, cyclomethicone, dimethiconol and phenyltrimethicone Double coated pure vitamin C, characterized in that it is secondary coated with two or more materials.
The method according to claim 5, wherein the BW is 0.06 to 4 parts by weight, SA 0.04 to 2 parts by weight, CA 0.01 to 1 part by weight, HCO or HPS 0.1 to 10 parts by weight, and methylhydrogen polysiloxane 0.1 to Double coated pure vitamin C, characterized in that 5 parts by weight and 0.1-10 parts by weight of cyclomethicone and dimethiconol mixture.
After dissolving a polyoxyethylene derivative material in ethanol, the first coating of vitamin C, the second coating of the vitamin C with silicone oil, and then removing the volatiles through heat treatment to homogenize the coating and A method for preparing the double coated pure vitamin C of any one of claims 1 to 6.
The method of claim 7, wherein the manufacturing method
Iii) first coating vitamin C with a primary coating agent in which at least one substance selected from the group of natural derivatives consisting of HCO, polyoxyethylene sorbitol and HPS is dissolved in ethanol;
Ii) mixing the primary coated vitamin C with a secondary coating agent which is at least two substances selected from the group consisting of methylhydrogen polysiloxane, cyclomethicone, dimethicone, dimethiconol and phenyltrimethicone; And
Iii) heat dissipating the second coated vitamin C at 80-150 ° C. to uniformly coat and surface harden the silicone to remove volatiles remaining during the first coating. Manufacturing method.
The method of claim 8, wherein the manufacturing method
Iii) one or more substances selected from the group of natural derivatives consisting of HCO, polyoxyethylene sorbitol and HPS, and natural products consisting of BW, SA, carnauba wax, candela wax, shea butter, mango butter, lecithin and CA Primary coating of vitamin C with a primary coating comprising dissolving at least one selected from a group of derivatives in ethanol;
Ii) mixing the primary coated vitamin C with a secondary coating agent which is at least two substances selected from the group consisting of methylhydrogen polysiloxane, cyclomethicone, dimethicone, dimethiconol and phenyltrimethicone; And
Iii) heat dissipating the second coated vitamin C at 80-150 ° C. to uniformly coat and surface harden the silicone to remove volatiles remaining during the first coating. Manufacturing method.

Images