CN113384485A - Soluble hyaluronic acid microneedle eye mask with composite structure and preparation method thereof - Google Patents

Soluble hyaluronic acid microneedle eye mask with composite structure and preparation method thereof Download PDF

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CN113384485A
CN113384485A CN202110612857.9A CN202110612857A CN113384485A CN 113384485 A CN113384485 A CN 113384485A CN 202110612857 A CN202110612857 A CN 202110612857A CN 113384485 A CN113384485 A CN 113384485A
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hyaluronic acid
microneedle
composite structure
eye
eye mask
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周志远
张楠
周晓峰
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East China Normal University
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/735Mucopolysaccharides, e.g. hyaluronic acid; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0208Tissues; Wipes; Patches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/65Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/005Preparations for sensitive skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations

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Abstract

The invention discloses a soluble hyaluronic acid micro-needle eye mask with a composite structure and a preparation method thereof. The preparation method comprises the following steps: 1) preparing a microneedle mould; 2) preparing a hyaluronic acid solution; 3) preforming a microneedle eye film; 4) forming the composite structure; 5) demolding, packaging and sterilizing. The soluble hyaluronic acid micro-needle eye mask with the composite structure meets the use strength requirement of the eye mask, the hydrophilic material can absorb various essence of beauty treatment liquid and the like, and the micro-needle can complete the introduction of the liquid into the skin of a human body, so that the functions of moisturizing, whitening, repairing, anti-aging and the like are realized.

Description

Soluble hyaluronic acid microneedle eye mask with composite structure and preparation method thereof
Technical Field
The invention relates to the fields of microneedle beauty technology and skin administration, in particular to a soluble hyaluronic acid microneedle eye mask with a composite structure and a preparation method thereof.
Background
The micro-needle with the micron size can painlessly open a channel on the stratum corneum of the outermost layer of the skin, so that the biological macromolecules break through the shielding effect of the stratum corneum and enter the dermis of the skin, the length of the biological macromolecules is generally between 100 and 2000 microns, the biological macromolecules are less in contact with the dermis with rich nerves, and the pain to people in the using process is greatly relieved. So that the microneedle has been rapidly developed in recent years as a new transdermal technology, and has been widely used in the cosmetic field and the dermal drug delivery field. Since the former microneedles are made of silicon, metal or other materials through microelectronic fabrication techniques, the hard microneedles have a probability of breakage and remain in the epidermis, causing skin allergy. Nowadays, more and more people begin to develop and research green and environment-friendly biological microneedles with high cell compatibility and autolysis degradation. The soluble microneedle made of the soluble biological or degradable material has better biocompatibility and larger drug loading rate than a metal microneedle and a silicon microneedle, is widely used in Europe and America and the like, and has obvious effect on beauty aspects such as skin aging resistance and the like.
The main material for manufacturing the soluble micro-needle is hyaluronic acid which is the main component of substances among human cells and has important physiological effects on maintaining water, maintaining extracellular space, regulating osmotic pressure, promoting cell repair and the like. Meanwhile, other materials can be added in the process of manufacturing the film according to specific requirements to enhance the beauty effect. Sodium hyaluronate is also called hyaluronic acid, and is widely applied to the fields of removing freckles and wrinkles, deeply moisturizing and moisturizing, shrinking facial pores and the like in the field of medical cosmetology.
After the soluble microneedle which is made of hyaluronic acid as a main material is punctured into the skin, the hyaluronic acid can be dissolved and retained in the skin under the action of body fluid, so that the drug can be transferred to the inner layer of the skin without causing inflammation. The hyaluronic acid with medium and high molecular weight can form a breathable film on the surface of skin, lock moisture on the surface of the skin and prevent the moisture from evaporating, but is not easy to be absorbed by the skin. The hyaluronic acid with low molecular weight can penetrate into the dermis and promote skin metabolism after being absorbed by the skin, so that the skin is moist, smooth, fine and tender. The advantages of hyaluronic acid with different high and low molecular weight proportions can be complemented, and hyaluronic acid solution with better performance can be obtained.
Disclosure of Invention
The invention aims to provide a soluble hyaluronic acid micro-needle eye mask with a composite structure and a preparation method thereof. After the periphery of eyes is cleaned, muscles are hot compressed and relaxed, pores are opened, and at the moment, a user can apply eye masks and apply beauty liquid. According to the invention, after the micro-needle of the soluble micro-needle eye mask is used for puncturing the skin, the sodium hyaluronate can be dissolved and retained in the skin, and the high molecular weight sodium hyaluronate forms a moisture-preserving breathable film on the surface of the skin, so that the skin is promoted to be smoother and more moist; the small molecular weight sodium hyaluronate can permeate into dermis, expand capillary, increase blood circulation, improve metabolism, promote skin nutrient absorption, and achieve the effect of lubrication. The microneedle eye mask prepared by mixing the sodium hyaluronate with different molecular weights has high strength, and can be partially dissolved in skin, so that the skin can better absorb nutrient substances in the microneedle eye mask. The hydrophilic materials such as non-woven fabrics, lace, silk and the like are used to replace viscose, so that the use comfort is improved, and meanwhile, the skin is helped to be led in the beauty fluid, and the functions of moisture preservation, whitening, repair, aging resistance and the like are realized.
The specific technical scheme for realizing the purpose of the invention is as follows:
a preparation method of a soluble hyaluronic acid microneedle eye mask with a composite structure comprises the following steps:
(1) microneedle preparation mold
Processing a polymer or metal material by using a laser micromachining system, and etching equally spaced microneedle-shaped grooves in a female die to prepare a microneedle mould; the equal interval is 0.05 mm-3 mm; the microneedle-shaped groove is conical, pyramidal or polygonal; the height of the cone is 0.1 mm-1 mm, the diameter of the tip of the cone is 1-100 μm, and the diameter of the bottom of the cone is 0.05-1 mm;
(2) preparing hyaluronic acid solution
Mixing hyaluronic acid, an antiallergic agent and deionized water, mixing by using a stirrer, vacuumizing and standing to prepare a hyaluronic acid solution; wherein, the vacuum degree is 0.1Mpa, and the mixture is kept stand for 1.5 hours;
1-10 parts of hyaluronic acid, 1-5 parts of an antiallergic agent and 50-200 parts of deionized water; the hyaluronic acid is composed of sodium hyaluronate with different molecular weights, and specifically comprises the following components: the sodium hyaluronate with the molecular weight of 3-10 KDa accounts for 3-5% of the mass percent, the sodium hyaluronate with the molecular weight of 200-400 kDa accounts for 15-20% of the mass percent, and the sodium hyaluronate with the molecular weight of 1300-1500 kDa accounts for 75-80% of the mass percent;
(3) preforming of microneedle eye membranes
Pouring the prepared hyaluronic acid solution into a microneedle mould, filling the hyaluronic acid solution into a groove in the microneedle mould, putting the microneedle mould into a vacuum drying oven for vacuumizing, and standing the microneedle mould for 1-2 hours to complete pre-curing after vacuumizing; the pressure of the vacuum machine was: 0.05-0.1 Mpa; the duration of the vacuum pumping is as follows: 10-15 min;
(4) forming composite structures
After the micro-needle eye mask is preformed, the hydrophilic material is covered on the hyaluronic acid solution, the micro-needle mold is heated and cured, and the temperature of the drying oven is as follows: drying for 4-5 hours at 30-50 ℃; demolding after the solution is solidified;
(5) packaging and sterilizing
Demolding to obtain the composite structure soluble microneedle film, packaging, and performing irradiation sterilization; preparing the soluble hyaluronic acid micro-needle eye mask with the composite structure; wherein: the antiallergic agent is a mixed solution of glycerol, agar, gelatin, butanediol, methylcellulose, polyoxyethylene and polyvinylpyrrolidone, the volume ratio of the components is 1:1, and the concentration is 100%; the hydrophilic material is non-woven fabric, silk or lace; the metal is nickel, chromium, copper or stainless steel; the polymer is Polydimethylsiloxane (PDMS), polymethyl methacrylate (PMMA) or organic glass.
The micro-needle eye mask with the composite structure prepared by the method is of a dual-layer structure which is pre-cured and secondarily cured, wherein one layer is a hydrophilic layer.
The invention has the beneficial effects that:
(1) the invention uses sodium hyaluronate powder with different molecular weights, promotes the absorption of effective components by proper proportion and adding antiallergic agent, and increases the functions of water supplement and repair.
(2) After the sodium hyaluronate eye mask with the micro-needle structure is attached to the skin, the sodium hyaluronate eye mask is combined with a water layer on the surface layer of the skin to form a thin film rich in moisture, so that the functions of moisturizing and promoting repair are achieved. Meanwhile, the micro-needle can be penetrated into the stratum corneum to realize the deep water locking function of a specific area, and the black eye lightening micro-needle has an obvious effect.
(3) After the sodium hyaluronate micro-needle eye mask is penetrated into skin around eyes, sodium hyaluronate can be dissolved and retained in the skin, and sodium hyaluronate with large molecular weight can form a moisture-preserving breathable film on the surface of the skin to keep the skin smooth and moist; the small molecular weight sodium hyaluronate can permeate into dermis, has the effects of slightly dilating capillary vessels, increasing blood circulation, lubricating skin and promoting skin nutrition absorption.
Drawings
FIG. 1 is a schematic cross-sectional view of a soluble hyaluronic acid microneedle eye membrane of the present invention;
FIG. 2 is a flow chart of the present invention for preparing a soluble hyaluronic acid microneedle eye membrane;
fig. 3 is an outline view of the soluble hyaluronic acid microneedle eye membrane of the present invention.
Detailed Description
The technical solution of the present invention is further described below with reference to the accompanying drawings and examples.
Examples
The soluble hyaluronic acid microneedle eye mask comprises the following specific preparation steps:
1) preparing a microneedle mould: adopt the metal steel sheet that thickness is 10mm, carry out the sculpture of dot matrix micropore in the recess through laser engraving machine, laser power sets for 15w, and the dot matrix interval is 1mm, and the sculpture time of every point sets for 1min and is used for carving out the diameter on the recess and is 0.1mm bore height for the micropore that 0.3mm, obtains micropin membrane 20.
2) Preparing hyaluronic acid solution: 5g of sodium hyaluronate mixed powder, 10g of absolute ethyl alcohol, 150g of deionized water and 7g of antiallergic agent. The mixing process comprises the steps of adding the mixed powder of the sodium hyaluronate and the antiallergic agent into absolute ethyl alcohol, fully stirring, fully mixing the sodium hyaluronate powder and the antiallergic agent with the absolute ethyl alcohol, standing for 10min, adding deionized water, and stirring for 20min at the rotating speed of 60rpm by using a stirrer. 5g of mixed sodium hyaluronate powder consists of 0.1g of sodium hyaluronate with average molecular weight of 3kDa, 0.9g of sodium hyaluronate with average molecular weight of 200kDa and 4g of sodium hyaluronate with average molecular weight of 1300 kDa. 7g of antiallergic agent comprises 1g of glycerol, 1g of agar, 1g of gelatin, 1g of butanediol, 1g of methylcellulose, 1g of polyoxyethylene, and 1g of polyvinylpyrrolidone.
3) Preforming of microneedle eye film: selecting an eye mask mould with customized micro-pinholes, filling the forming groove of the eye mask mould with the prepared eye mask beautifying liquid, putting the eye mask mould into a vacuum drier, vacuumizing for 15 minutes under the set pressure of 0.1Mpa, completing vacuumizing, standing the eye mask for 90 minutes, completing precuring, and covering the non-woven fabric in the vacuumized filling groove.
4) And (3) forming of the composite structure: after the microneedle eye film is preformed, the microneedle eye film is placed in an air drying box at 40 ℃ for 5 hours, and then the cured eye film is demoulded and packaged.
5) Demolding, packaging and sterilizing: and cutting and packaging the eye mask obtained after demolding, and finally placing the eye mask into an ultraviolet sterilizer for irradiation sterilization.
As shown in fig. 2, fig. 2 is a schematic view of the process steps of the sodium hyaluronate eye membrane provided by the present invention.
Step 1: carving the lattice micropores in the groove by using a laser carving machine with a customized steel plate to obtain a microneedle film 20 (see fig. 2);
step 2: spin-coating a hyaluronic acid solution on the microneedle film 20, and pre-curing to obtain a hyaluronic acid layer 201 with a microneedle structure (see fig. 2);
and step 3: when the non-woven fabric layer 202 is covered on the surface of the hyaluronic acid layer 201, the permeation of hyaluronic acid to the non-woven fabric occurs, so that the phenomenon of layering occurs, and an intermediate layer, i.e., the non-woven fabric layer soaked with hyaluronic acid, appears (see fig. 2);
and 4, step 4: the microneedle eye film 20 was removed from the composite structure microneedle eye film, and a composite structure microneedle eye film composed of a hyaluronic acid layer 201 and a nonwoven fabric layer 202 was obtained (see fig. 2 and 1).
The invention is applied as follows:
referring to fig. 3, the present invention may be used for beauty at home, and is recommended to be used after the instruction of a beauty therapist. After the periphery of eyes is cleaned, pores are opened by hot compress and muscle relaxation, and a user can apply eye masks and apply beauty liquid. According to the invention, after the micro-needle of the soluble micro-needle eye mask is penetrated into the skin, the sodium hyaluronate can be dissolved and retained in the skin, and the high molecular weight sodium hyaluronate forms a moisturizing breathable film on the surface of the skin, so that the skin is promoted to be smoother and more moist; the small molecular weight sodium hyaluronate can permeate into dermis, can expand capillary vessels, increase blood circulation, improve metabolism, promote skin nutrient absorption, and achieve the effect of lubrication. The microneedle eye mask prepared by proportioning the sodium hyaluronate with various molecular weights has high strength, and can be partially dissolved in skin, so that the skin can better absorb nutrient components in the microneedle eye mask.
Detection of microneedle eye membranes:
referring to fig. 3, the prepared microneedles at the pouch position on the microneedle eye film are subjected to topography observation under an optical microscope, and all the microneedles are substantially uniform in size and smooth in surface.

Claims (3)

1. A preparation method of a soluble hyaluronic acid microneedle eye mask with a composite structure is characterized by comprising the following steps:
(1) microneedle preparation mold
Processing a polymer or metal material by using a laser micromachining system, and etching equally spaced microneedle-shaped grooves in a female die to prepare a microneedle mould; the equal interval is 0.05 mm-3 mm; the microneedle-shaped groove is conical, pyramidal or polygonal; the height of the cone is 0.1 mm-1 mm, the diameter of the tip of the cone is 1-100 μm, and the diameter of the bottom of the cone is 0.05-1 mm;
(2) preparing hyaluronic acid solution
Mixing hyaluronic acid, an antiallergic agent and deionized water, mixing by using a stirrer, vacuumizing and standing to prepare a hyaluronic acid solution; wherein, the vacuum degree is 0.1Mpa, and the mixture is kept stand for 1.5 hours;
1-10 parts of hyaluronic acid, 1-5 parts of an antiallergic agent and 50-200 parts of deionized water; the hyaluronic acid is composed of sodium hyaluronate with different molecular weights, and specifically comprises the following components: the sodium hyaluronate with the molecular weight of 3-10 KDa accounts for 3-5% of the mass percent, the sodium hyaluronate with the molecular weight of 200-400 kDa accounts for 15-20% of the mass percent, and the sodium hyaluronate with the molecular weight of 1300-1500 kDa accounts for 75-80% of the mass percent;
(3) preforming of microneedle eye membranes
Pouring the prepared hyaluronic acid solution into a microneedle mould, filling the hyaluronic acid solution into a groove in the microneedle mould, putting the microneedle mould into a vacuum drying oven for vacuumizing, and standing the microneedle mould for 1-2 hours to complete pre-curing after vacuumizing; the pressure of the vacuum machine was: 0.05-0.1 Mpa; the duration of the vacuum pumping is as follows: 10-15 min;
(4) forming composite structures
After the micro-needle eye mask is preformed, the hydrophilic material is covered on the hyaluronic acid solution, the micro-needle mold is heated and cured, and the temperature of the drying oven is as follows: drying for 4-5 hours at 30-50 ℃; demolding after the solidification is finished;
(5) packaging and sterilizing
Demolding to obtain composite structure film, sealing and irradiation sterilizing; preparing the soluble hyaluronic acid micro-needle eye mask with the composite structure; wherein: the antiallergic agent is a mixed solution of glycerol, agar, gelatin, butanediol, methylcellulose, polyoxyethylene and polyvinylpyrrolidone, the volume ratio of the components is 1:1, and the concentration is 100%; the hydrophilic material is non-woven fabric, silk or lace; the metal is nickel, chromium, copper or stainless steel; the polymer is Polydimethylsiloxane (PDMS), polymethyl methacrylate (PMMA) or organic glass.
2. A composite-structured soluble hyaluronic acid microneedle eye membrane made according to the method of claim 1.
3. The composite structure soluble hyaluronic acid microneedle eye membrane according to claim 2, wherein said microneedle eye membrane is a pre-cured and secondary cured bilayer structure, one of which is a hydrophilic layer.
CN202110612857.9A 2021-06-02 2021-06-02 Soluble hyaluronic acid microneedle eye mask with composite structure and preparation method thereof Pending CN113384485A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117159510A (en) * 2023-10-16 2023-12-05 中科微针(北京)科技有限公司 Microneedle membrane containing breathable substrate material and preparation method thereof

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JP2008279237A (en) * 2007-05-14 2008-11-20 Yoshiichi Tobinaga Cusp type skin surface inserting micro-needle
JP2012041329A (en) * 2010-07-22 2012-03-01 Kosumedei Seiyaku Kk Percutaneous immune formulation having antigen, and method for producing the same
CN105106023A (en) * 2015-09-10 2015-12-02 依莱恩(上海)实业有限公司 Micro-needle eye mask raw material, micro-needle eye mask made of same and making method of micro-needle eye mask
CN108888577A (en) * 2018-09-11 2018-11-27 无锡元旭生物技术有限公司 A kind of solubility sodium hyaluronate beauty microneedle patch and preparation method thereof
CN111544759A (en) * 2020-04-26 2020-08-18 优微(珠海)生物科技有限公司 Microneedle patch for removing black eye circles and preparation method thereof
CN112870089A (en) * 2021-02-05 2021-06-01 华东师范大学 Soluble hyaluronic acid mask with microneedle structure and preparation method thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008279237A (en) * 2007-05-14 2008-11-20 Yoshiichi Tobinaga Cusp type skin surface inserting micro-needle
JP2012041329A (en) * 2010-07-22 2012-03-01 Kosumedei Seiyaku Kk Percutaneous immune formulation having antigen, and method for producing the same
CN105106023A (en) * 2015-09-10 2015-12-02 依莱恩(上海)实业有限公司 Micro-needle eye mask raw material, micro-needle eye mask made of same and making method of micro-needle eye mask
CN108888577A (en) * 2018-09-11 2018-11-27 无锡元旭生物技术有限公司 A kind of solubility sodium hyaluronate beauty microneedle patch and preparation method thereof
CN111544759A (en) * 2020-04-26 2020-08-18 优微(珠海)生物科技有限公司 Microneedle patch for removing black eye circles and preparation method thereof
CN112870089A (en) * 2021-02-05 2021-06-01 华东师范大学 Soluble hyaluronic acid mask with microneedle structure and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117159510A (en) * 2023-10-16 2023-12-05 中科微针(北京)科技有限公司 Microneedle membrane containing breathable substrate material and preparation method thereof

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Application publication date: 20210914