Composition for transdermal delivery, comprising nanoemulsion and modified layered double hydroxide

Abstract

The present invention relates to: a composition for transdermal delivery, comprising 1) a nanoemulsion comprising an active ingredient, saturated lecithin, phytosteryl/behenyl/octyldodecyl lauroyl glutamate, a polyol, and water, and 2) a modified layered double hydroxide; and a preparation method therefor.

Claims

1. A composition for transdermal delivery comprising: 1) a nanoemulsion consisting of an active ingredient, saturated lecithin, phytosteryl/behenyl/octyldodecyl lauroyl glutamate, a polyol and water; and 2) a modified layered double hydroxide, wherein the polyol is one or more selected from the group consisting of glycerin, xylitol, erythritol, fructose, lactose, mannitol, glucose, sucrose, maltose, maltitol, and ethylene glycol.

2. The composition for transdermal delivery according to claim 1, wherein the nanoemulsion consists of 1 to 40% by weight of active ingredient, 0.1 to 20% by weight of saturated lecithin, 0.1 to 20% by weight of phytosteryl/behenyl/octyldodecyl lauroyl glutamate, 2 to 70% by weight of polyol and 10 to 80% by weight of water.

3. The composition for transdermal delivery according to claim 2, wherein the nanoemulsion consists of 5 to 30% by weight of active ingredient, 0.2 to 15% by weight of saturated lecithin, 0.2 to 15% by weight of phytosteryl/behenyl/octyldodecyl lauroyl glutamate, 3 to 65% by weight of polyol and 15 to 75% by weight of water.

4. The composition for transdermal delivery according to claim 1, wherein the active ingredient is one or more selected from the group consisting of a moisturizer, a whitening agent, an anti-wrinkle agent, a UV blocking agent, a hair growth promoter, vitamin or a derivative thereof, amino acid or peptide, an anti-inflammatory agent, an acne therapeutic agent, a microbicide, female hormone, a keratolytic agent and a natural product.

5. The composition for transdermal delivery according to claim 1, wherein the modified layered double hydroxide is modified with dodecyl sulfate.

6. The composition for transdermal delivery according to claim 5, wherein the dodecyl sulfate-modified layered double hydroxide is in the form of nanosheet.

7. The composition for transdermal delivery according to claim 1, wherein the layered double hydroxide of the modified layered double hydroxide has the following formula:
[M.sup.2+.sub.1-xM.sup.3+.sub.x(OH).sub.2].sup.x+(A.sup.n).sub.x/n.mH.sub.2O wherein M.sup.2+ and M.sup.3+ are metal cations, A.sup.n is anion, 0.2x0.33, m is 0.5 to 4, and n is 1 or 2.

8. The composition for transdermal delivery according to claim 7, wherein M.sup.2+ is Ca.sup.2+, Mg.sup.2+, Zn.sup.2+, Ni.sup.2+, Mn.sup.2+, Co.sup.2+ or Fe.sup.2+; M.sup.3+ is Al.sup.3+, Cr.sup.3+, Mn.sup.3+, Fe.sup.3+, Ga.sup.3+, Co.sup.3+ or Ni.sup.3+; and A.sup.n is OH.sup., F.sup., Cl.sup., Br.sup., I.sup., NO.sub.3.sub., CO.sub.3.sup.2 or SO.sub.4.sup.2.

9. The composition for transdermal delivery according to claim 1, which comprises 30 to 70% by weight of the nanoemulsion and 30 to 70% by weight of the modified layered double hydroxide.

10. The composition for transdermal delivery according to claim 9, which comprises 40 to 60% by weight of the nanoemulsion and 40 to 60% by weight of the modified layered double hydroxide.

11. A method for preparing a composition for transdermal delivery according to claim 1, comprising: i) mixing an active ingredient, saturated lecithin, phytosteryl/behenyl/octyldodecyl lauroyl glutamate, a polyol and water, and preparing a nanoemulsion; and ii) mixing the nanoemulsion prepared in step (i) and a modified layered double hydroxide to obtain a complex, wherein the polyol is one or more selected from the group consisting of glycerin, xylitol, erythritol, fructose, lactose, mannitol, glucose, sucrose, maltose, maltitol and ethylene glycol.

12. The method for preparing a composition for transdermal delivery according to claim 11, wherein 1 to 40% by weight of active ingredient, 0.1 to 20% by weight of saturated lecithin, 0.1 to 20% by weight of phytosteryl/behenyl/octyldodecyl lauroyl glutamate, 2 to 70% by weight of polyol and 10 to 80% by weight of water are mixed in step (i).

13. The method for preparing a composition for transdermal delivery according to claim 11, wherein the active ingredient is one or more selected from the group consisting of a moisturizer, a whitening agent, an anti-wrinkle agent, a UV blocking agent, a hair growth promoter, vitamin or a derivative thereof, amino acid or peptide, an anti-inflammatory agent, an acne therapeutic agent, a microbicide, female hormone, a keratolytic agent and a natural product.

14. The method for preparing a composition for transdermal delivery according to claim 11, wherein the modified layered double hydroxide is modified with dodecyl sulfate.

15. The method for preparing a composition for transdermal delivery according to claim 11, wherein 30 to 70% by weight of the nanoemulsion and 30 to 70% by weight of the modified layered double hydroxide are mixed in step (ii).

16. A composition for transdermal delivery comprising: 1) a nanoemulsion consisting of an active ingredient, saturated lecithin, phytosteryl/behenyl/octyldodecyl lauroyl glutamate, a polyol, water, and vegetable oil; and 2) a modified layered double hydroxide, wherein the polyol is one or more selected from the group consisting of glycerin, xylitol, erythritol, fructose, lactose, mannitol, glucose, sucrose, maltose, maltitol, and ethylene glycol.

17. The composition for transdermal delivery according to claim 16, wherein the nanoemulsion consists of 1 to 40% by weight of active ingredient, 0.1 to 20% by weight of saturated lecithin, 0.1 to 20% by weight of phytosteryl/behenyl/octyldodecyl lauroyl glutamate, 2 to 70% by weight of polyol, 10 to 80% by weight of water and 10 to 30% by weight of vegetable oil.

18. The composition for transdermal delivery according to claim 16, wherein the vegetable oil is selected from the group consisting of olive oil, macadamia oil, sunflower seed oil, camellia oil, castor oil, jojoba oil, almond oil, apricot kernel oil, green tea oil, meadowfoam seed oil, argan oil and a mixture thereof.

Description

BRIEF DESCRIPTION OF THE DRAWINGS

(1) FIG. 1 is a scheme representing the layered structure and composition of layered double hydroxide (LDH).

(2) FIG. 2 is a scheme for synthesizing dodecyl sulfate-modified layered double hydroxide (DS-LDH) nanosheet formed by exfoliation of LDH and adsorption of dodecyl sulfate (DS) ion.

(3) FIG. 3A is electron microscopy photographs of (1) ZnAl-carbonate LDH (c-LDH) and (2) ZnAl-carbonate LDH in which the surface is treated with stearic acid (SA-LDH), FIG. 3B represents XRD (x-ray diffraction) pattern, and FIG. 3C is a result of FT-IR spectrum.

(4) FIG. 4A is XRD (x-ray diffraction) patterns of dodecyl sulfate-modified layered double hydroxides (DS-LDHs) synthesized by (1) a hydrothermal method, (2) a convection circulation method and (3) an ultrasonic method, FIG. 4B is results of FT-IR spectrum and FIG. 4C is electron microscopy photographs.

(5) FIG. 5 is a result of measuring the diameter of the nanoemulsion by the use of Photal ELS-Z.

(6) FIG. 6 is a result of measuring the diameter of the complex of nanoemulsion and DS-LDH by the use of Photal ELS-Z.

(7) FIG. 7 is a cryo-electron microscopy photograph of the nanoemulsion.

(8) FIG. 8 is a cryo-electron microscopy photograph of the complex of nanoemulsion and DS-LDH.

DETAILED DESCRIPTION

(9) Hereinafter, the present invention is explained in more detail with the following examples. However, it must be understood that the protection scope of the present invention is not limited to the examples.

Preparation Example 1: Preparation of Layered Double Hydroxide (LDH)

(10) 1-1: Synthesis of ZnAl-Carbonate LDH (c-LDH)

(11) ZnAl-LDH containing carbonate ion was synthesized by co-precipitation as follows. 1 M Na.sub.2CO.sub.3 solution was slowly added to the mixed solution of 0.2 M Zn(NO.sub.3).sub.2 and 0.1 M Al(NO.sub.3).sub.3 until the final pH became about 7.0. The mixed solution was kept at an about 70 C. oven for a day, filtered, washed with distilled water and ethanol, and dried by the use of a vacuum pump. The formula of the synthesized c-LDH is as follows: [Zn.sub.4Al.sub.2(OH).sub.12]CO.sub.3.xH.sub.2O.

(12) 1-2: Synthesis of ZnAl-Carbonate LDH (SA-LDH) in which Surface is Treated with Stearic Acid (SA)

(13) 100 g of ZnAl-carbonate LDH and 3 g of stearic acid were dissolved in 100 ml of distilled water, and the mixed solution was stirred at 80 C. for 2 hours. The resulting mixture was filtered, washed with distilled water and ethanol, and dried by the use of a vacuum pump.

(14) 1-3: Synthesis of CaAI LDH (DS-LDH) in which Surface is Treated with Dodecyl Sulfate (DS)

(15) CaCl.sub.2 and sodium dodecyl sulfate were mixed in a molar ratio of 1:1 and precipitated to obtain a primary material of calcium dodecyl sulfate. The obtained primary material and Al(NO.sub.3).sub.3 were mixed in a molar ratio of 2:1, and about 50% by weight of NaOH was added thereto to adjust the pH of the solution to 13. The reaction solution was introduced to a hydrothermal reactor, and the reaction was carried out at 85 C. for a day. The precipitate was filtered, washed with hot distilled water and dried by the use of a vacuum pump. In addition, the reaction solution was introduced to a flask and stirred at about 85 C. for the synthesis, and an ultrasonic device was also used for the synthesis. The formula of the synthesized DS-LDH is as follows: [Ca.sub.2Al(OH).sub.6]dodecylsulfate xH.sub.2O.

(16) 1-3: Synthesis of DS-LDH Nanosheet

(17) For the preparation of LDH nanosheet, the obtained c-LDH was substituted with nitrate ion and stirred in 60 C. formamide solution for about 4 days. For the preparation of DS-LDH nanosheet, after adding about 1 g of sodium dodecyl sulfate to 100 ml of the obtained LDH nanosheet solution, the mixture was stirred for about 1 hour, and the obtained precipitate was washed by the use of a centrifuge.

(18) FIG. 2 represents a procedure for preparing DS-LDH nanosheet. As can be seen from FIG. 2, LDH nanosheet solution has characteristics of transparency and Tyndall scattering. When sodium dodecyl sulfate, which is a surfactant, is added to a nanosheet solution, a transparent solution is produced by generating electrostatic attraction and hydrogen bond between nanosheets as well as anion substitutions on the surface of LDH nanosheets, and a precipitate is formed according to the elapse of sufficient time.

Preparation Example 2: Preparation of Nanoemulsion Containing Moisturizer

(19) According to the constitutional composition of Table 1, ingredients were introduced to a vessel, dissolved at 50 C. and mixed for 5 minutes by the use of a homo mixer. The resulting mixture was continuously passed five (5) times through a high-pressure microfluidizer at 800 bar, followed by cooling and deaeration to obtain a nanoemulsion containing a moisturizer.

(20) TABLE-US-00001 TABLE 1 Content Ingredient (% by weight) Ceramide 3 10 Saturated lecithin 10 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 10 Glycerin 40 Distilled water 30 Total amount 100

Preparation Example 3: Preparation of Nanoemulsion Containing Whitening Agent

(21) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 2 was used.

(22) TABLE-US-00002 TABLE 2 Content Ingredient (% by weight) Albutin 20 Saturated lecithin 0.5 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 0.5 Glycerin 20 Distilled water 59 Total amount 100

Preparation Example 4: Preparation of Nanoemulsion Containing UV Blocking Agent

(23) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 3 was used.

(24) TABLE-US-00003 TABLE 3 Content Ingredient (% by weight) Octyl methoxycinnamate 20 Saturated lecithin 5 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 5 Glycerin 40 Distilled water 30 Total amount 100

Preparation Example 5: Preparation of Nanoemulsion Containing Hair Growth Promoter

(25) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 4 was used.

(26) TABLE-US-00004 TABLE 4 Content Ingredient (% by weight) Extract of Swertia japonica Makino 20 Saturated lecithin 5 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 1 Sorbitol 20 Distilled water 54 Total amount 100

Preparation Example 6: Preparation of Nanoemulsion Containing Vitamin

(27) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 5 was used.

(28) TABLE-US-00005 TABLE 5 Content Ingredient (% by weight) Coenzyme Q.sub.10 10 Saturated lecithin 5 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 5 Glycerin 40 Olive oil 20 Distilled water 20 Total amount 100

Preparation Example 7: Preparation of Nanoemulsion Containing Amino Acid

(29) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 6 was used.

(30) TABLE-US-00006 TABLE 6 Content Ingredient (% by weight) Cysteine 5 Saturated lecithin 1 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 5 Erythritol 20 Distilled water 69 Total amount 100

Preparation Example 8: Preparation of Nanoemulsion Containing Anti-Inflammatory Agent

(31) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 7 was used.

(32) TABLE-US-00007 TABLE 7 Content Ingredient (% by weight) Hydrocortisone 5 Saturated lecithin 1 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 5 Glycerin 30 Distilled water 59 Total amount 100

Preparation Example 9: Preparation of Nanoemulsion Containing Acne Therapeutic Agent

(33) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 8 was used.

(34) TABLE-US-00008 TABLE 8 Content Ingredient (% by weight) Azelaic acid 20 Saturated lecithin 6 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 3 Glycerin 40 Distilled water 31 Total amount 100

Preparation Example 10: Preparation of Nanoemulsion Containing Natural Product

(35) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 9 was used.

(36) TABLE-US-00009 TABLE 9 Content Ingredient (% by weight) Extract of red ginseng 20 Saturated lecithin 4 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 3 Xylitol 40 Distilled water 33 Total amount 100

Preparation Example 11: Preparation of Nanoemulsion Containing Natural Product

(37) A nanoemulsion was prepared by the same method as described in Preparation Example 2 except that the constitutional composition of Table 10 was used.

(38) TABLE-US-00010 TABLE 10 Content Ingredient (% by weight) Extract of fruit of Dioscorea polystachya 20 Saturated lecithin 1 Phytosteryl/behenyl/octyldodecyl lauroyl glutamate 1 Glycerin 5 Distilled water 73 Total amount 100

Example 1: Preparation of Complex of Nanoemulsion Containing Moisturizer and DS-LDH

(39) According to the constitutional composition of Table 11, two ingredients were introduced to a beaker and mixed with a disper mixer at 3,000 rpm for 10-20 minutes to obtain a complex of nanoemulsion containing moisturizer and DS-LDH.

(40) TABLE-US-00011 TABLE 11 Content Ingredient (% by weight) Nanoemulsion of Preparation Example 2 50 DS-LDH 50 Total amount 100

Example 2: Preparation of Complex of Nanoemulsion Containing Vitamin and DS-LDH

(41) According to the constitutional composition of Table 12, two ingredients were introduced to a beaker and mixed with a disper mixer at 3,000 rpm for 10-20 minutes to obtain a complex of nanoemulsion containing vitamin and DS-LDH.

(42) TABLE-US-00012 TABLE 12 Content Ingredient (% by weight) Nanoemulsion of Preparation Example 6 50 DS-LDH 50 Total amount 100

Comparative Example: Preparation of General Nanoemulsion Containing Vitamin

(43) According to the constitutional composition of Table 13, ingredients were introduced to a vessel, dissolved at 50 C. and mixed for 5 minutes by the use of a homo mixer. The resulting mixture was continuously passed five (5) times through a high-pressure microfluidizer at 800 bar, followed by cooling and deaeration to obtain a nanoemulsion.

(44) TABLE-US-00013 TABLE 13 Content Ingredient (% by weight) Coenzyme Q.sub.10 5 Lecithin 5 Glycerin 40 Olive oil 20 Distilled water 30 Total amount 100

Example 3: Preparation of Toner Containing Complex of Nanoemulsion and DS-LDH

(45) A toner containing a complex of nanoemulsion and DS-LDH was prepared according to the constitutional composition of Table 14.

(46) TABLE-US-00014 TABLE 14 Content Ingredient (% by weight) Complex of nanoemulsion and DS-LDH of Example 1 3 1,3-Butylene glycol 7 PEG-1500 3 Hyaluronic acid 1 Polyglutamic acid 2 Distilled water 84 Total amount 100

Example 4: Preparation of Lotion Containing Complex of Nanoemulsion and DS-LDH

(47) A lotion containing a complex of nanoemulsion and DS-LDH was prepared according to the constitutional composition of Table 15.

(48) TABLE-US-00015 TABLE 15 Content Ingredient (% by weight) Complex of nanoemulsion and DS-LDH of Example 1 10 Polysorbate 80 3 Cetearyl alcohol 0.5 Octyl palmitate 3 Capric/caprylic triglyceride 4 Glycerin 5 Carbopol 0.2 Silicone oil 4 Distilled water 70.3 Total amount 100

Example 5: Preparation of Body Lotion Containing Complex of Nanoemulsion and DS-LDH

(49) A body lotion containing a complex of nanoemulsion and DS-LDH was prepared according to the constitutional composition of Table 16.

(50) TABLE-US-00016 TABLE 16 Content Ingredient (% by weight) Complex of nanoemulsion and DS-LDH of Example 1 5 Polyglyceryl-3 methylglucose distearate 3 Squalane 3 Sunflower seed oil 5 Octyl palmitate 4 Capric/caprylic triglyceride 2 Glycerin 8 Distilled water 70 Total amount 100

Example 6: Preparation of Cream Containing Complex of Nanoemulsion and DS-LDH

(51) A cream containing a complex of nanoemulsion and DS-LDH was prepared according to the constitutional composition of Table 17.

(52) TABLE-US-00017 TABLE 17 Content Ingredient (% by weight) Complex of nanoemulsion and DS-LDH of Example 1 10 Saturated lecithin 5 Cetearyl alcohol 1.5 Squalane 6 Olive oil 3 Dimethicone oil 2 Glycerin 8 Carbopol 0.36 Distilled water 64.14 Total amount 100

Example 7: Preparation of Essence Containing Complex of Nanoemulsion and DS-LDH

(53) An essence containing a complex of nanoemulsion and DS-LDH was prepared according to the constitutional composition of Table 18.

(54) TABLE-US-00018 TABLE 18 Content Ingredient (% by weight) Complex of nanoemulsion and DS-LDH of Example 1 30 Polyglutamic acid 1 Glycerin 7 PEG-1500 3 Allantoin 0.1 Sodium EDTA 0.05 Calcium hydroxide 0.03 Carbopol 0.4 Distilled water 58.42 Total amount 100

Experimental Example 1: Analysis of LDH

(55) Scanning electron microscope (SEM) photographs were taken by the use of S-4800 (Hitachi High-Technologies Corporation, Japan), and high resolution transmission electron microscope (HRTEM) photographs were taken by the use of JEM-3010 (JEOL Ltd., Japan). Ultraviolet-visible spectra (UV/Vis spectra) were obtained by the use of Lamda 1050 (PerkinElmer Inc., USA), and X-ray diffraction (XRD) patterns were obtained by the use of D5000 (Siemens, Germany). The results of Fourier-transform infrared spectra (FT-IR) were obtained by the use of IRAffinity-1 (Shimadzu Corporation, Japan) equipped with attenuated total reflectance (ATR) mode over a wavenumber region of 400-4000 cm.sup.1. Zeta potential was measured by the use of Zetasizer nano ZS (Malvern Instruments, UK), and thermogravimetric analysis (TGA) was carried out by the use of TGA 4000 (PerkinElmer Inc., USA) under nitrogen atmosphere.

(56) The results about morphology and size of particles, the internal structure and chemical functional groups of the surface of c-LDH and SA-LDH synthesized in Preparation Examples 1-1 and 1-2, respectively, are represented in FIG. 3. c-LDH has the size of about 100-200 nm and the thickness of about 50 nm. It was confirmed that XRD patterns thereof are similar to hydrotalcite having the layered structure. Sharp and symmetrical peak shapes of XRD patterns show excellent crystalline property of c-LDH. It could be known that the crystal lattice constant a is about 0.306 nm by the use of the relationship of a=2d(110) at (110) peak near 60. In addition, it could be known that the crystal lattice constant c is about 2.26 nm because it is applicable to three times of interlayer distance (0.753 nm) corresponding to (003) peak. Considering that the thickness of a single layer of general LDH is 0.48 nm, it could be known that the interlayer distance in which anions is located is about 0.27 nm. It was confirmed that the above results of the synthesis correspond very well with values in articles that have already been reported. Chemical functional groups of c-LDH were confirmed by FT-IR analysis. The broad absorption band observed at about 3400 cm.sup.1 region is due to numerous hydroxyl groups and surface-adsorbed water molecules, and very strong absorption band observed at about 1350 cm.sup.1 region is due to CO vibration of carbonate which is interlayer anion. The bending vibration of water molecules between LDH layers is observed at about 1630 cm.sup.1 region. Generally, LDH materials show infrared absorption due to vibration of metal and oxygen below 800 cm.sup.1 region. From the FT-IR result shown in (1) of FIG. 3C, it was confirmed that this is very similar with that shown in LDH materials of typical carbonate form. From the electron microscopy photograph of (2) of FIG. 3C and the XRD result of (2) of FIG. 3B, it was confirmed that a hydrophobic organic acid-treated SA-LDH has a layered structure similar to c-LDH, and its morphology and size are not changed after surface treatment. From the FT-IR result shown in (2) of FIG. 3C, strong CH absorption vibration of hydrophobic alkyl chain was observed near 2800-3000 cm.sup.1 region. Consequentially, it was confirmed that the hydrophobic organic acid treatment is a way to effectively adsorb a hydrophobic organic acid onto the surface of LDH without affecting the internal structure, size and morphology of c-LDH. In addition, from (2) of FIG. 3A, it could be known that particles have face-to-face contacts and partially agglomerate by strong interaction of hydrophobically modified surface of particles.

(57) The results about morphology and size of particles, the internal structure and chemical functional groups of the surface of DS-LDH synthesized by a hydrothermal method, a convection circulation method and an ultrasonic method are represented in FIG. 4. From the XRD analysis results of FIG. 4A, it could be known that all DS-LDHs synthesized by three methods have a layered structure. Specifically, the strong peak of angle of diffraction about 3.7 represents interlayer distance, and it was confirmed that all of them have about 2.3 nm of interlayer distance. In this case, because dodecyl sulfate anions are located in the interlayer regions of LDH, it is assumed that it has very large interlayer distance as compared with c-LDH. The presence of dodecyl sulfate ion of DS-LDH was also confirmed by FT-IR analysis. FIG. 4B represents FT-IR spectrums of DS-LDHs synthesized by three methods. As similar to c-LDH, alkyl chain CH vibration was confirmed near the 2800-3000 cm.sup.1 region as well as LDH-intrinsic absorption bands corresponding to OH vibration, bending vibration of water molecules and vibration of metal-oxygen. From the results of electron microscopy of FIG. 4c, morphology and size of DS-LDH particles could be confirmed. All samples are shaped like corn, and it could be known that the size of particles varies depending on the synthesis method. Specifically, DS-LDH synthesized by a hydrothermal method has the largest size of particles and clear edge. As can be seen from the magnified electron microscopy photograph of (1-1) of FIG. 4C, it could be known that the tabular structure is rolled to form a shape like corn.

Experimental Example 2: Measurement of Particle Size Distribution

(58) The particle size distributions of the nanoemulsion prepared in Preparation Example 6 and the complex of nanoemulsion containing vitamin and DS-LDH prepared in Example 2 were measured by the use of Photal ELS-Z, and the results are represented in FIGS. 5 and 6, respectively. From the results of the measurement, it can be known that the average particle sizes are 52.1 nm and 226 nm, respectively.

Experimental Example 3: Cryo-Electron Microscopy

(59) Photographs of the nanoemulsion prepared in Preparation Example 6 and the complex of nanoemulsion containing vitamin and DS-LDH prepared in Example 2 were taken. Due to very fine particle size, it was impossible to take photographs by a general optical microscope. Therefore, cryo-electron microscopy photographs (JEM 1010, JEOL Ltd., Japan) were taken (FIGS. 7 and 8). From FIG. 8, it can be known that the complex of nanoemulsion and DS-LDH is well formed.

Experimental Example 4: Test for Promoting Transdermal Absorption

(60) An 8-week-old female hairless guinea pig (strain IAF/HA-hrBR) was used. The abdominal skin of the guinea pig was cut and mounted to a Franz-type diffusion cell (Lab Fine Instruments, Korea). 50 mM phosphate buffer (pH 7.4, 0.1M NaCl) was added to a receptor cell (5 ml) of the Franz-type diffusion cell. A diffusion cell was then mixed and diffused at 600 rpm, 32 C., and 50 l of the complex of nanoemulsion containing vitamin and DS-LDH prepared in Example 2 and the emulsion of the Comparative Example, respectively, were added to donor cells. Absorption and diffusion were carried out according to the predetermined time, and the area of the skin where the absorption and diffusion were carried out was 0.64 cm.sup.2. After finishing the absorption and diffusion of the active ingredient, the residues-which were not absorbed and remained on the skin-were cleaned with dried Kimwipes or 10 ml of ethanol. The skin in which the active ingredient was absorbed and diffused was homogenized by the use of a tip-type homogenizer, and coenzyme Q.sub.10 absorbed into the skin was then extracted with 4 ml of dichloromethane. The extract was then filtrated with a 0.45 m nylon membrane filter. The content was measured by high-performance liquid chromatography with the following conditions, and the results are represented in Table 19.

(61) TABLE-US-00019 TABLE 19 Transdermal absorption (g) Rate of increase Comparative Example 0.123 Example 2 1.587 13-fold A) Column: C18 (4.6 200 mm, 5 m) B) Mobile phase: methanol:hexane = 2:1 C) Flow rate: 0.8 ml/min D) Detector: UV 275 nm

(62) As can be seen from Table 19, the composition for transdermal delivery of the present invention can efficiently deliver coenzyme Q.sub.10 into the skin.