Complexes for transdermal delivery using metal-organic matrix materials and nanocellulose

文档序号:1366637 发布日期:2020-08-11 浏览:4次 中文

阅读说明:本技术 利用金属-有机骨架材料和纳米纤维素的用于透皮递送的复合物 (Complexes for transdermal delivery using metal-organic matrix materials and nanocellulose ) 是由 池洪根 朴宁娥 崔海仁 姜有真 金玟希 于 2018-12-20 设计创作,主要内容包括:本发明涉及一种利用金属-有机骨架材料(MOF)和纳米纤维素的用于透皮递送的复合物。此外,本发明涉及一种包含所述用于透皮递送的复合物的化妆品组合物和制备用于透皮递送的复合物的方法。(The present invention relates to a composite for transdermal delivery utilizing a metal-organic framework Material (MOF) and nanocellulose. Furthermore, the present invention relates to a cosmetic composition comprising the complex for transdermal delivery and a method of preparing the complex for transdermal delivery.)

1. A composite for transdermal delivery comprising a metal-organic matrix material and nanocellulose.

2. A complex for transdermal delivery according to claim 1, characterized in that the metal-organic framework material is a zeotype imidazolate framework material (ZIF).

3. The composite for transdermal delivery according to claim 2, wherein the zeotype imidazolate framework material is ZIF-8.

4. The complex for transdermal delivery according to claim 3, wherein the imine group of ZIF-8 is bound to nanocellulose.

5. The complex for transdermal delivery according to claim 1, wherein the complex comprises 0.01-20 parts by weight of nanocellulose with respect to 10 parts by weight of the metal-organic framework material.

6. The complex for transdermal delivery according to claim 1, wherein the complex further comprises an active ingredient.

7. The complex for transdermal delivery according to claim 6, wherein the active ingredient is one or more selected from the group consisting of a moisturizing agent, a whitening agent, a wrinkle-improving agent, an ultraviolet blocking agent, a hair growth promoter, a vitamin or a derivative thereof, an amino acid or a peptide, an anti-inflammatory agent, an acne therapeutic agent, an antiseptic, a female hormone, a keratolytic agent, and a natural product.

8. The composition for transdermal delivery according to claim 7, wherein the moisturizer is one or more selected from the group consisting of creatine, polyglutamic acid, sodium lactate, hydroxyproline, sodium 2-pyrrolidone-5-carboxylate, hyaluronic acid, sodium hyaluronate, ceramide, phytosterol, cholesterol, sitosterol, pullulan, and proteoglycan.

9. The complex for transdermal delivery according to claim 7, wherein the whitening agent is one or more selected from arbutin and arbutin derivatives, kojic acid, bisabolol, niacinamide, vitamin C and vitamin C derivatives, placenta and allantoin.

10. The complex for transdermal delivery according to claim 7, wherein the wrinkle-improving agent is one or more selected from the group consisting of retinol, retinol derivatives, adenosine, licorice extract, red ginseng extract and ginseng extract.

11. The complex for transdermal delivery according to claim 7, wherein the ultraviolet blocking agent is one or more selected from the group consisting of benzophenone derivatives, para-aminobenzoic acid derivatives, methoxycinnamic acid derivatives, and salicylic acid derivatives.

12. The complex for transdermal delivery according to claim 7, wherein the hair growth promoter is a blood circulation promoter or a hair follicle stimulating agent.

13. The composition for transdermal delivery according to claim 12, wherein the blood circulation-promoting agent is one or more selected from swertia japonica Makino extract, cepharanthine, vitamin E and its derivatives, and gamma-oryzanol.

14. The composition for transdermal delivery according to claim 12, wherein the hair follicle stimulating agent is one or more selected from capsicum tincture, ginger tincture, cantharides tincture and benzyl nicotinate.

15. A complex for transdermal delivery according to claim 7, wherein the vitamin or derivative thereof is selected from vitamin A and derivatives thereof, vitamin B1, vitamin B2, vitamin B6, vitamin E and derivatives thereof, vitamin D, vitamin H, vitamin K, vitamin C, vitamin E, vitamin H,pantothenic acid and its derivative, biotin, panthenol and coenzyme Q10And idebenone.

16. The complex for transdermal delivery according to claim 7, the amino acid or peptide is one or more selected from cystine, cysteine, methionine, serine, lysine, tryptophan, amino acid extract, Epidermal Growth Factor (EGF), insulin-like growth factor (IGF), Fibroblast Growth Factor (FGF), tripeptide-1 copper, tripeptide-29, tripeptide-1, acetyl hexapeptide-8, nicotinoyl tripeptide-35, hexapeptide-12, hexapeptide-9, palmitoyl pentapeptide-4, palmitoyl tetrapeptide-7, palmitoyl tripeptide-29, palmitoyl tripeptide-1, nonapeptide-7, tripeptide-10 citrulline, sh-polypeptide-15, palmitoyl tripeptide-5, diaminopropionyl tripeptide-33, and r-spider polypeptide-1.

17. The complex for transdermal delivery according to claim 7, wherein the anti-inflammatory agent is one or more selected from the group consisting of β -glycyrrhetinic acid, glycyrrhetinic acid derivatives, aminocaproic acid, hydrocortisone, β -glucan and licorice.

18. The complex for transdermal delivery according to claim 7, wherein the acne therapeutic agent is one or more selected from the group consisting of estradiol, estrogen, ethinyl estradiol, triclosan, and azelaic acid.

19. The complex for transdermal delivery according to claim 7, wherein the antiseptic agent is one or more selected from benzalkonium chloride, benzethonium chloride and halocarban.

20. The complex for transdermal delivery according to claim 7, wherein the female hormone is one or more selected from the group consisting of estradiol, ethinyl estradiol and isoflavones.

21. The composite for transdermal delivery according to claim 7, wherein the keratolytic agent is one or more selected from the group consisting of sulfur, salicylic acid, AHA, BHA and resorcinol.

22. The composition for transdermal delivery according to claim 7, wherein the natural product is one or more selected from the group consisting of hamamelis japonica extract, lamium barbatum extract, oldenlandia diffusa extract, rheum palmatum extract, licorice extract, aloe vera extract, chamomile extract, rosehip extract, horse chestnut extract, ginseng extract, luffa extract, cucumber extract, laver extract, wakame seaweed extract, yam extract, snail extract, bulbil extract, hinokitiol, and β -carotene.

23. A cosmetic composition comprising the complex for transdermal delivery of any one of claims 6 to 22.

24. The cosmetic composition of claim 23, wherein said cosmetic composition comprises 1 to 60% by weight of said complex for transdermal delivery.

25. A method of preparing a complex for transdermal delivery comprising the steps of:

i) adding a nano cellulose solution into a metal-organic framework material solution,

ii) subjecting the solution obtained in step (i) to stirring or sonication to form a complex,

iii) drying the complex obtained in step (ii).

26. The method of making a composite for transdermal delivery according to claim 25, wherein the metal-organic framework material is a zeotype imidazolate framework material.

27. The method of making a composite for transdermal delivery according to claim 26, wherein the zeotype imidazolate matrix material is ZIF-8.

28. The method of preparing a composite for transdermal delivery according to claim 25, wherein the concentration of the nanocellulose solution is from 5 to 20% by weight.

29. The method for preparing a complex for transdermal delivery according to claim 25, wherein the step (iii) is performed high temperature vacuum drying or freeze drying at 60 ℃ or more.

30. The method of preparing a complex for transdermal delivery according to claim 25, further comprising the step of washing the complex after the step (iii).

31. The method of preparing a complex for transdermal delivery according to claim 30 wherein the washing is performed with ethanol.

Technical Field

The present invention relates to a composite for transdermal delivery utilizing a metal-organic framework Material (MOF) and nanocellulose.

Furthermore, the present invention relates to a cosmetic composition comprising said complex for transdermal delivery.

Furthermore, the present invention relates to a method for preparing said complex for transdermal delivery.

Background

In order to stabilize active (effective) substances and increase transdermal efficiency, a Transdermal Delivery System (TDS) is being vigorously and actively studied for functional cosmetics. Due to the development of functional materials, various functionalization methods that can impart higher stability to such materials are being widely studied. In particular, it is well known that light, heat and oxygen in the air severely reduce the biological activity of the raw material. Therefore, there is a need to develop new transdermal delivery systems for stabilizing various active substances.

The synthesis and properties of substances called Metal-Organic Framework Materials (MOFs) are being actively studied. The metal-organic framework material is a three-dimensional crystal porous substance formed by coordinately combining a secondary structural unit containing metal ions or metal clusters and an organic ligand. Thousands of metal-organic framework material species have been synthesized so far by the combination of metal secondary structural units and various organic ligand structures. Since the metal-organic framework material has a surface area about 3 to 7 times that of the conventional porous substance and is easily chemically functionalized as compared with zeolite, activated carbon, silica, or the like, which are conventional porous substances, the metal-organic framework material is attracting attention as a novel substance for replacing the conventional porous substances.

MOF-5 is a metal-organic framework material synthesized in 1999 by professor Omar M.Yaghi, USA, and said MOF-5 is prepared by reacting 1, 4-phthalic acid (1, 4-benzanedicarboxylic acid, BDC) organic ligand with Zn4The first representative metal-organic framework material is formed by coordination bonding between the secondary building blocks of O. In addition, in the same year, Williams research group in hong Kong was working with Cu via 1,3, 5-benzenetricarboxylic acid (1,3, 5-benzanetricarboxylic acid)2(COOR)4The novel metal-organic framework material HKUST-1 is synthesized by the combination of the secondary structural units. In the case of HKUST-1, post-synthesis solvent is mixed with Cu2+Metal coordination, which when heat treated under vacuum, forms open-metal sites (OMS), which act like lewis acids, can interact with electron-rich chemicals (lewis bases) and thus can be used for catalysts, gas separation and storage.

The U.S. Yaghi group of research for the synthesis of MOF-5 has utilized organic synthesis techniques to design and synthesize various MOFs modified from the first reported MOF-5 structure. By adjusting the length of the organic ligands, MOFs having a structure similar to MOF-5 but with increased hole size were synthesized, and various functional groups were successfully introduced into the MOF structure by using organic ligands with various functional groups. The strategy of custom-made synthesis, which allows tailoring of the desired physical properties from the design stage, can be considered a very unique advantage of MOF substances over other porous substances currently available.

The Ferey research group in France has been studying carboxylate MOFs of Cr system and Fe system and synthesized MIL series, and has published MIL-53 (trade name Basolite A100) as a coordination compound of Al and benzoate (H3 BTC), and has been extensively studied as a catalyst and an adsorbent. Furthermore, MIL-101 was reported to have a maximum of 5900m2A large surface area porous mass per gram.

With the development of organic synthesis technology, various designed organic ligands have been synthesized, and thousands of MOFs and their various characteristics have been reported by the combination between various metals and metal clusters. Nu-110, a novel MOF, was synthesized by the Hupp group at northwest university of America by extending the length of the organic ligand. Nu-110 was synthesized by experimentally and computationally chemically designing a novel ligand and reacting the ligand with copper nitrate (copper nitrate). The synthesized Nu-110MOF has the largest surface area in the existing MOF material, and the surface area is 7100m2This is a huge surface area that can cover the entire football pool with 1g of MOF. Such high surface areas can be of great advantage when MOFs are used for storage and separation of gases or for storing energy. In drug delivery systems, the problem is that the drug rapidly breaks down and its activity decreases before reaching the target body tissue. Therefore, the delivery of drugs using carriers to increase the activity of the drugs is being studied. When a carrier is used, the stability of the drug is increased, and there are effects that the toxicity of the drug is reduced and the efficiency of the drug is increased, and as a condition for effectively delivering the drug, a high loading amount is required, a burst (burst) phenomenon is prevented, the decomposition of the carrier is regulated, and the like. Examples of the nanocarriers reported so far include liposomes, nanoemulsions, nanoparticles, micelles, and silica, but these nanocarriers cannot satisfy the aforementioned requirements. According to the results of the m.valley-Regi panel, particularly in the case of silica, the storage capacity of the loaded drug is reduced. Accordingly, MOFs have been suggested as a method for solving such problems. MOF is a substance that combines the advantages of large pore volume, regular porosity and easy control of pore sizeAnd (4) quality. Under the above-mentioned idea, the defects of the currently used carriers can be compensated by adjusting the pore structure, chemical functionality, etc. of MOF, so that high drug loading, carrier-drug interaction, and proper release rate can be achieved.

The Patricia Horcajada research group has attempted to employ carriers that can enhance drug loading and carrier-drug interactions by modulating the structure and porosity of the porous organo-metal structures. The research group uses iron-carboxylate (iron-carboxylate) MOFs as nano-sized carriers, encapsulating drugs having polarities and sizes different from each other and various functional groups. The iron carboxylate MOFs used herein are non-toxic and biocompatible and thus have the advantage of acting as a carrier. In addition, research groups use water or ethanol instead of an organic solvent during the immersion of MOFs in a solution in which various drugs are dissolved to load the drugs, thereby improving the application possibility in the biomedical field.

Cellulose is a natural polymer formed by β (1-4) bonds of glucose, and does not exist independently as a single molecule in a plant cell wall, but exists in a layered hierarchical structure. Cellulose is the most abundant natural polymer substance in nature, and can be obtained mainly from wood and non-wood plant raw materials, and also can be obtained by bacterial synthesis. In the case of wood, the cellulose content accounts for about 40 to 55% of the total composition, and a large amount of lignin and hemicellulose is removed by a pulping process, so that pulp fiber consisting of about 80% of cellulose can be obtained. Microfibrils are formed by hydrogen bonds between cellulose chains (chain), and a plurality of microfibrils are bundled together to form long fibers, thereby forming a fibrous morphology. Cellulose itself has high strength, is flexible and highly hydrophilic, and has characteristics such as biocompatibility and biodegradability, and thus has been studied and utilized in various fields such as paper making and clothing.

Nanocellulose is nanostructured cellulose. As nanotechnology (nanotechnology) begins to be of interest in the scientific community, in the cellulose field, nano-sized cellulose "cellulose nanofibers (cellulose nanofibers)" are being actively studied based on the results of past studies. Cellulose nanofibers refer to nano-level cellulose fibers having at least one dimension of the width or length of the fiber of less than 100nm, and are generally prepared by chemical, biological and mechanical treatment processes of acid hydrolysis.

As a method for preparing cellulose nanofibers, cellulose nanofibers prepared using a chemical treatment method by acid hydrolysis are called Cellulose Nanocrystals (CNC). Cellulose is composed of crystalline regions (crystalline regions) and amorphous regions (noncrystailine regions), and when the amorphous regions are decomposed by acid treatment and a particle shape composed of the crystalline regions is obtained, this is called cellulose nanocrystal. Generally, this method has disadvantages in that the production yield is very low and the production process including the process of removing the acid is complicated. Cellulose nanofibers prepared by a biological method are synthesized by bacteria such as Acetobacter xylinum (Acetobacter xylinum), and thus are also called bacterial cellulose (bacterial cellulose). This method has the advantage that cellulose of high purity can be obtained, but has the disadvantage of a very slow production rate. Cellulose nanofibers can be prepared by mechanical processes such as high pressure homogenization, microfluidization, milling, and the like. When a substance in a form of single microfibril or several microfibrils combined together is obtained from cellulose fiber by mechanical treatment, such cellulose nanofiber is called Cellulose Nanofibrils (CNF).

Due to the physical properties, chemical properties, such as mechanical properties, film forming properties, viscosity, high surface area, etc., of nanocellulose (cellulose nanocrystals (CNC) or Cellulose Nanofibrils (CNF)), there are application possibilities in a wide range of fields.

Disclosure of Invention

Technical problem to be solved

Therefore, the technical problem to be solved by the present invention is to provide a novel complex for transdermal delivery, which can effectively deliver an active ingredient into the skin in a stable state.

Furthermore, another technical problem to be solved by the present invention is to provide a cosmetic composition comprising the complex for transdermal delivery.

Furthermore, another technical problem to be solved by the present invention is a preparation method for preparing the complex for transdermal delivery.

Technical scheme

In order to solve the above technical problems, the present invention provides a complex for transdermal delivery comprising a metal-organic framework (metal-organic framework) and nanocellulose.

Further, the present invention provides a cosmetic (cosmetic) composition comprising the complex for transdermal delivery.

Further, the present invention provides a method of preparing a complex for transdermal delivery, the method comprising the steps of: i) adding a nanocellulose solution to a metal-organic framework material solution, ii) stirring or sonicating the solution obtained in step (i) to form a composite, iii) drying the composite obtained in step (ii).

The present invention will be described in detail below.

According to one aspect of the present invention, there is provided a composite for transdermal delivery comprising a metal-organic matrix material and nanocellulose.

In the present invention, as a component of the complex for transdermal delivery, metal-organic framework (MOF) is included.

The metal-organic framework material is a three-dimensional crystal porous substance formed by coordinately combining a secondary structural unit containing metal ions or metal clusters and an organic ligand. In the present invention, the metal-organic framework material is preferably a Zeolitic Imidiazolate Framework (ZIF) like framework material. Zeolitic imidazolate-like framework materials are formed from transition metal ions (e.g., Fe, Co, Cu, or Zn) linked to imidazole linking groups.

In the present invention, the zeolite-like imidazolate framework material is preferably ZIF-8. ZIF-8 has a structure in which zinc (Zn) ions are coordinately bound to 4 imidazoles (fig. 1).

In the present invention, as one component of the complex for transdermal delivery, nanocellulose is contained. In the present invention, nanocellulose forms a complex with a metal-organic framework material, thereby improving transdermal delivery effect and imparting stability to a transdermal delivery system.

In the present invention, it is preferable that the complex is formed with 0.01 to 20 parts by weight of nanocellulose with respect to 10 parts by weight of the metal-organic framework material. In a specific embodiment of the present invention, nanocellulose is combined with an imine (imine) group of ZIF-8.

According to a particular embodiment of the invention, the complex for transdermal delivery further comprises an active ingredient. In the present invention, the active ingredient is not particularly limited. In the present invention, the active ingredient may be, for example, one or more selected from the group consisting of a moisturizing agent, a whitening agent, a wrinkle-improving agent, an ultraviolet blocking agent, a hair growth promoter, a vitamin or a derivative thereof, an amino acid or a peptide, an anti-inflammatory agent, an acne-treating agent, a bactericide, a female hormone, a keratolytic agent, and a natural product, but is not limited thereto. Besides, as the active ingredient, oils, waxes, oils (butter), paraffins, higher fatty acids such as stearic acid, esters such as cetyl ethylhexanoate, and cosmetic ingredients such as silicone can be used.

Examples of the moisturizer include creatine, polyglutamic acid, sodium lactate, hydroxyproline, sodium 2-pyrrolidone-5-carboxylate, hyaluronic acid, sodium hyaluronate, ceramide, phytosterol, cholesterol, sitosterol, pullulan, proteoglycan, and the like, but are not limited thereto. Examples of the whitening agent include arbutin and arbutin derivatives, kojic acid, bisabolol, niacinamide, vitamin C and vitamin C derivatives, placenta, allantoin, and the like, but are not limited thereto. Examples of the wrinkle-improving agent include retinol, retinol derivatives, adenosine, licorice extract, red ginseng extract, and the like, but are not limited thereto. Examples of the ultraviolet ray blocking agent include benzophenone derivatives, para-aminobenzoic acid derivatives, methoxycinnamic acid derivatives, salicylic acid derivatives, and the like, but are not limited thereto. For hair growthThe growth promoter is not particularly limited, but is preferably a blood circulation promoter and/or a hair follicle stimulating agent, and examples of the blood circulation promoter include, but are not limited to, swertia japonica extract, cepharanthine, vitamin E and derivatives thereof, gamma-oryzanol, and the like, and examples of the hair follicle stimulating agent include, but are not limited to, capsicum tincture, ginger tincture, cantharis tincture, benzyl nicotinate, and the like. Examples of vitamins or derivatives thereof include vitamin A (retinol) and derivatives thereof, vitamin B1, vitamin B2, vitamin B6, vitamin E and derivatives thereof, vitamin D, vitamin H, vitamin K, pantothenic acid and derivatives thereof, biotin, panthenol, coenzyme Q10Examples of amino acids or peptides include cystine, cysteine, methionine, serine, lysine, tryptophan, amino acid extracts, Epidermal Growth Factor (EGF), insulin-like growth factor (IGF), Fibroblast Growth Factor (FGF), tripeptide-1 copper, tripeptide-29, tripeptide-1, acetyl hexapeptide-8, nicotinyl tripeptide-35, hexapeptide-12, hexapeptide-9, palmitoyl pentapeptide-4, palmitoyl tetrapeptide-7, palmitoyl tripeptide-29, palmitoyl tripeptide-1, nonapeptide-7, tripeptide-10 citrulline (citrulline), sh-polypeptide-15, palmitoyl tripeptide-5, diaminopropionyl tripeptide-33, r-spider (spider) polypeptide-1, and the like, but are not limited thereto examples of anti-inflammatory agents include β -glycyrrhetinic acid, glycyrrhetinic acid derivatives, aminocaproic acid, hydrocortisone, glycyrrhetinic acid, azuron, phytone β -dextran, zephytin, chamomile, acne, patchouli, phytolacca, phytolachlorhydrine, phytoestrogenExamples of the active ingredient include, but are not limited to, extracts of laver, undaria pinnatifida, yam, snail, bulbil, hinokitiol, β -carotene, yeast extract, collagen, elastin, centella asiatica extract, aluminum sucrose octasulfate, DHA, EPA, and perfume ingredients.

According to another aspect of the present invention, there is provided a cosmetic (cosmetic) composition comprising the complex for transdermal delivery of the present invention. In the present invention, the cosmetic composition may be formulated into, for example, a toner, a lotion, a cream, an essence, etc., but is not limited thereto.

The cosmetic composition preferably contains 1 to 60% by weight of the complex for transdermal delivery of the present invention, and more preferably contains 2 to 50% by weight of the complex for transdermal delivery of the present invention. In the present invention, when less than 1% by weight of the complex for transdermal delivery is contained in the cosmetic composition, the effect brought by the active ingredient may be very slight, and even if more than 60% by weight of the complex for transdermal delivery is contained in the cosmetic composition, it is difficult to expect the effect brought by the active ingredient to increase in proportion to the added amount thereof, and thus it is not economically preferable.

According to another aspect of the present invention, there is provided a method of preparing a complex for transdermal delivery, the method comprising the steps of: i) adding a nanocellulose solution to a metal-organic framework material solution, ii) stirring or sonicating the solution obtained in step (i) to form a composite, iii) drying the composite obtained in step (ii).

In step (i) of the production method, the metal-organic framework material solution may be obtained by dissolving the metal-organic framework material in a solvent, for example, in distilled water. The metal-organic framework material is preferably a zeolithium-like imidazolate framework material (ZIF). In the present invention, the zeolite-like imidazolate framework material is preferably ZIF-8.

In one embodiment of the present invention, ZIF-8 may be prepared by adding a solution of 2-methylimidazole (2-methylimidazole) dropwise to a zinc nitrate hexahydrate solution with stirring.

In a particular embodiment of the invention, the nanocellulose solution comprises nanocellulose in a concentration of 5 to 20% by weight.

In the step (ii) of the preparation method, when the solution obtained by adding the nanocellulose solution to the metal-organic framework material solution is stirred or sonicated, the nanocellulose and the metal-organic framework material are combined to form a composite. In one embodiment of the present invention, nanocellulose is bound to the imine group of ZIF-8.

In step (iii) of the preparation method, drying of the prepared complex may be performed, for example, by vacuum drying or freeze drying at a high temperature of 60 ℃ or more. In one embodiment of the present invention, after the drying of the step (iii), a step of washing the prepared complex may be further performed. Washing of the complex may be performed, for example, by using ethanol.

Advantageous effects

The complex for transdermal delivery of the present invention efficiently delivers an active ingredient into the skin in a very stable form, and thus can exhibit very excellent effects for a long time even with a small amount of the active ingredient.

Drawings

Fig. 1 is a schematic diagram showing the structure of ZIF-8.

Fig. 2 is a photograph of nanocellulose taken using a Scanning Electron Microscope (SEM).

FIG. 3 is a photograph of prepared ZIF-8 and a ZIF-8-nanocellulose complex containing retinol.

FIG. 4 is a result of measuring a particle diameter size of a ZIF-8-nanocellulose composite using photo ELS-Z.

FIG. 5 is a photograph of ZIF-8 and a ZIF-8-nanocellulose complex containing retinol taken at an enlarged scale using a cryoelectron microscope.

FIG. 6 is a result of H-NMR measurement of ZIF-8-nanocellulose complexes prepared in examples 1-5.

FIG. 7 is a result of measuring Zeta potential using photo ELS-Z for measuring the stability of ZIF-8-nanocellulose composite.

FIG. 8 is a result of measuring the stability of ZIF-8-nanocellulose composite using Turbiscan.

FIG. 9 is an X-ray powder diffraction (XRD) spectrum of ZIF-8 and a ZIF-8-nanocellulose composite containing retinol.

FIG. 10 is an NMR measurement result of ZIF-8 and a ZIF-8-nanocellulose complex containing retinol.

Detailed Description

The present invention will be described more specifically with reference to examples. However, the following examples are merely examples to facilitate understanding of the present invention, and the scope of the present invention is not limited thereto.

Preparation example: preparation of ZIF-8

Preparation examples 1 to 1: preparation of Zinc nitrate hexahydrate solution

0.4g of zinc nitrate hexahydrate was completely dissolved in 1.6g of H2And (4) in O. At this time, H was used after adjusting pH to 8.0 with NaOH2O, and subjected to ultrasonic treatment for 5 minutes to completely dissolve. Thereafter, 8ml of deionized water was added and stirred at 300RPM for 30 minutes.

Preparation examples 1 to 2: preparation of 2-methylimidazole (2-methylimidazole) solution

4.0g of 2-methylimidazole were completely dissolved in 16.0g of deionized water. At this time, ultrasonic treatment is performed for 30 minutes or more to completely dissolve the compound.

Preparation examples 1 to 3: synthesis of ZIF-8

The 2-methylimidazole solution of preparation example 1-2 was added dropwise to the zinc nitrate hexahydrate solution of preparation example 1-1, and stirred at 300RPM for 30 minutes. By this process, in Zn2+To form an imidazole bridge (bridge) and synthesize a ligand, thereby forming ZIF-8. The resulting ZIF-8 was washed and then dried at 70 ℃ for 7 hours and 30 minutes.

Preparation examples 1 to 4: ZIF-8 Wash

Washing was performed by centrifugation 2 times using distilled water and then 2 times using ethanol. At this time, the conditions for centrifugal separation were 4000RPM for 15 minutes (Universal 320/Germany (Germany)).

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