KR101763368B1 - Silicon adhesvie compositoin with hyaluronic acid for moisturizing skin - Google Patents

Silicon adhesvie compositoin with hyaluronic acid for moisturizing skin Download PDF

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KR101763368B1
KR101763368B1 KR1020160014284A KR20160014284A KR101763368B1 KR 101763368 B1 KR101763368 B1 KR 101763368B1 KR 1020160014284 A KR1020160014284 A KR 1020160014284A KR 20160014284 A KR20160014284 A KR 20160014284A KR 101763368 B1 KR101763368 B1 KR 101763368B1
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South Korea
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weight
silicone
hyaluronic acid
skin
parts
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KR1020160014284A
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Korean (ko)
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박승원
김효희
윤재만
윤다미
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태경하이텍(주)
(주)티엠비
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • A61L15/58Adhesives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/225Mixtures of macromolecular compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/28Polysaccharides or their derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L24/00Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/043Mixtures of macromolecular materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L24/00Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/08Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • A61L26/0023Polysaccharides
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes

Abstract

The present invention relates to a silicon adhesive composite for skin-moisturizing including hyaluronic acid. More specifically, a main material is formed by mixing Siloxanes and silicones, dimethyl, vinyl terminated with Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated, which is a cross linking agent, Hydride Terminated Polydimethylsiloxane, which is a chain extender, Silicic acid sodium salt hydrolysis products with chlorotrimethylsilane and dichloroethenylmethylsilane, which is an adhesion improver, and 1-Ethylcyclohexanol, which is a retarder. The main material is applied to a skin attaching band or patch. Thus, the present invention is capable of improving a skin moisturizing effect, thereby preventing skin from being aged.

Description

TECHNICAL FIELD [0001] The present invention relates to a silicone adhesive composition for skin moisturization including hyaluronic acid,

The present invention is not only harmless to human bodies such as preventing skin irritation, but also exhibits excellent adhesiveness such as initial adhesive force and re-adhesion force while having excellent absorbency and wound healing effect, as well as improving moisturizing effect on skin, To a skin-moisturizing silicone pressure-sensitive adhesive composition containing hyaluronic acid.

Background of the Invention [0002] Draining agents such as a wetting agent and a paste are widely known in pads and bands which are generally adhered to various medical treatments such as treatment of muscular pain of the body or neuralgia or wound healing.

Polyurethane films, polyurethane foams, hydrocolloids, hydrogels and the like are the main prior arts, and these materials are the mainstream as wound dressing materials both at home and abroad.

"OpSite ™" was introduced in the early 1970s as a translucent transparent thin film that promotes wound healing by maintaining the wound area moist and promoting the dissolution of necrotic tissue and the formation of granulation tissue. However, excessive exudate around the wounds causes the surrounding skin to become scratched, and the exudates must leak out and be discharged arbitrarily.

In 1982, a product called "DuoDERM ™" was introduced in the United States, which was a hydrocolloid dressing that, when adhered to a wound site, reacted with exudates to provide a gel-like moist environment, which promoted wound epithelization. However, there is a disadvantage in that excessive exudate is adhered because gas and water vapor such as oxygen and carbon dioxide can not pass through, and there is a problem that gel can remain on the wound surface during dressing exchange.

Patent Document 1 discloses a method for producing a hydrocolloid using a composition obtained by mixing polyisobutylene, an absorbent, a tackifier having a low molecular weight, a plasticizer, and the like. Patent Document 2 discloses a method for producing a hydrocolloid using a composition obtained by mixing ethylene propylene rubber, styrene block copolymer, tackifier, sodium carboxymethyl cellulose, plasticizer and the like. Patent Document 3 discloses a method of producing hydrocolloid using a composition obtained by mixing a polyisobutylene-butyl rubber mixture, a styrene copolymer, a mineral oil, a tackifier, an absorbent, and the like. Such a conventional hydrocolloid is mixed with heat, and then melted and molded, so that the manufacturing method is troublesome. Particularly, it is a burden to the process to control the temperature at the time of each raw material input. Above all, the rubber-like hydrophobic polymer has a problem that the molding is complicated and the process is not efficient because the viscosity of the rubber- . For such a problem, a method of mixing an organic solvent or the like harmful to the human body to reduce viscosity is used, but the use of such an organic solvent is another problem in itself. In addition, conventional hydrocolloids cause skin irritation due to low molecular weight synthetic rubbers and tackifiers added to impart self-sticking properties.

In Patent Document 4, a styrene-ethylene-butadiene-styrene copolymer, an isoprene rubber, an oil, an isobutylene rubber, a tackifier, an absorbent, and other kneaders are kneaded while heating at 100 to 150 ° C A method of making a hydrocolloid by cooling the solution at a room temperature after making the back mixed solution into a flat shape by using a hot press. However, this method also uses a lot of synthetic rubbers and a low molecular weight tackifier, so there is a high possibility of causing skin irritation. In addition, the manufacturing process is complicated in the process and the productivity is poor, as a method of manufacturing a mixed solution of hot and high viscosity by using a hot press while mixing and stirring a series of rubber and additives while raising and lowering heat.

In addition, in the case of the hydrocolloid dressing material, unlike the dressing material of the polyurethane foam type, the exudate absorption rate is very slow, and the exudate may flow over. Therefore, in some patients, the dressing is removed and the exudates are removed and reapplied. BACKGROUND ART As an adhesive used in a conventional hydrocolloid dressing material, an acrylate pressure-sensitive adhesive which is excellent in adhesiveness and used in many fields for medical and industrial purposes is mainly used. However, the acrylate pressure sensitive adhesive has an excellent initial adhesion strength, whereas the adhesive strength of the acrylate pressure sensitive adhesive is extremely weakened when the acrylate pressure sensitive adhesive is peeled off and reattached. Therefore, conventional hydrocolloid dressing materials using acrylate pressure-sensitive adhesives generally have a strong initial adhesive force, but when they are peeled off and then reattached, the adhesive force is weakened and it is difficult to reapply them. Therefore, the patient has to re-purchase the expensive dressing material due to the weak re-adhesion force, which leads to the economic burden of the patient, and the use of such a low molecular weight tackifier also causes the skin irritation of the patient.

To solve this problem, Patent Document 5 discloses that 10 to 100 parts by weight of a polysiloxane having a vinyl group; 5 to 40 parts by weight of dimethyl silicone oil; 1 to 50 parts by weight of a polysiloxane having Si-H bonds; 0.5 to 20 parts by weight of the following silicone resin and 0.1 to 5 parts by weight of a platinum catalyst.

However, the above Patent Document 5 still has a problem that the adhesive force such as initial adhesive strength and re-adhesion force is insufficient.

In order to solve this problem, the applicant of the present invention has proposed a process for producing a silicone polymer which is a crosslinking agent such as methylhydrosiloxane-dimethysiloxane copolymer (Trimethylsiloxy terminated), a linear silicone hydrogel polymer (1-Ethylcyclohexanol), which is a retarding agent, is added to the mixture to form a subject, and a platinum group system Which is not only harmless to the human body but also has excellent absorbency and wound healing effect while improving the adhesive force such as initial adhesive force and re-adhesion force, by preventing the skin irritation of the patient by preparing a medical silicone pressure- Composition ' (Patent Application No. 10-2015-0167432).

On the other hand, the applicant of the present invention has developed a composition for preventing skin aging by improving the moisturizing effect on the skin by mixing an additive having a moisturizing effect and a lubricating effect on the above-mentioned 'medical silicone adhesive composition' .

More specifically, the skin plays a very important role as a barrier function to protect an individual from the outside. Barrier function means protection against external stimuli (chemicals, air pollutants, dry environment, ultraviolet ray, etc.) and protection against excessive divergence of body water through the skin. This protective function is called keratinocyte The function can be maintained only when the configured stratum corneum is normally formed.

The outermost stratum corneum (horney layer) of the epidermis is formed from keratinocytes, and consists of keratinocytes with complete differentiation and a surrounding lipid layer (Marcelo CL et al., J. Invest. Dermatol. 80, pp. 37-44, 1983). The keratinocyte is a characteristic cell in which basal cells continuously proliferating in the lowest layer of the epidermis undergo a stepwise change in morphology and function and are elevated to the surface of the skin. When a certain period of time elapses, And a new keratinocyte replaces its function. This repetitive sequence of changes is called "epidermal cell differentiation" or "keratinization".

In addition, during keratinization, keratinocytes form natural moisturizing factors (NMF) and intercellular lipids (ceramides, cholesterol, fatty acids) and form stratum corneum, which gives firmness and flexibility to the stratum corneum, barrier function. These stratum corneum can easily lose its function due to environmental factors such as excessive washing, bathing and other lifestyle factors, dry air pollutants, and endogenous diseases such as atopic skin and senile skin. In fact, Due to the increasing number of factors, dry skin symptoms and their complaints have been increasing recently.

Therefore, various studies have been made to supply water from the outside or to prevent water loss from the body to maintain proper skin moisture, and there have been various attempts to prevent moisture loss from the stratum corneum such as ceramide and essential fatty acid and lipid complex (Rawlings AV et al., J. Invest. Dermatol., 5, pp. 731-741, 1994)

However, recently, the risk factors for skin are increasing, and changes in dietary patterns slow down the generation and decline of the stratum corneum, and the function of the keratinocyte is reduced, so that the amount of the moisturizing factor and lipid in the stratum corneum is decreased, There is an increasing trend in people with skin that can not function as a skin barrier. Such breakdown of the skin barrier function causes skin problems such as skin dryness and atopic dermatitis as well as cosmetic problems such as skin blackening, psoriasis and excessive keratin lifting. However, as described above, these problems are mostly preventable or alleviated when the skin moisture is maintained constantly to give firmness and flexibility to the stratum corneum.

Accordingly, cosmetics such as various moisturizing agents for maintaining proper skin moisture (such as supply or loss prevention) have been used, and products in the form of bands or patches have been developed for this purpose.

As a related prior art, Patent Document 6 proposes a silicone beauty patch which is molded in a pad shape using silicone to have adhesiveness, and the silicone contains a far-infrared radiation material in the form of a powder, so that the flexibility, It has been attempted to improve the stickiness and to activate the skin cells through the far-infrared radiation material, but the effect thereof is extremely small, and in particular, there is a problem that the moisturizing effect to the skin can not be given.

Patent Document 1: US Patent No. 3,339,546 "BANDAGE FOR ADHERING TO MOIST SURFACES" Patent Document 2: U.S. Patent No. 6,825,246 entitled "Hydrocolloid adhesive compositions" Patent Document 3: US Patent No. 4,551,490 entitled "Adhesive composition resistant to biological fluids" Patent Document 4: Korean Patent Registration No. 10-0299916 entitled "Method of producing hydrocolloid dressing material containing herbal medicines" Patent Document 5: Korean Patent Registration No. 10-0859339 entitled "Silicone Composition for Dressing Material and Dressing Material Using the Same" Patent Document 6: Korean Patent Laid-Open Publication No. 10-2013-0048922 entitled "Silicone Beauty Patch"

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and an object of the present invention is to provide a medical silicone pressure sensitive adhesive composition for medical use, which is disclosed in Korean Patent Application No. 10-2015-0167432 filed by the applicant of the present invention, hyaluronic acid) to prepare a silicone adhesive composition and applying it to a band or patch for skin adhesion, the effect of the above-mentioned prior patent (which is not only harmless to the human body such as preventing skin irritation of the patient, And excellent adhesive force such as initial adhesive force and re-adhesion force), it is also intended to improve the moisturizing effect on the skin and thereby prevent skin aging.

The present invention relates to a silicone adhesive composition for skin moisturization comprising hyaluronic acid, which comprises 50 to 89.2% by weight of a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated), a block-type silicone hydrohydrogen polymer (Methylhydrosiloxane-dimethysiloxane Copolymer, 0.1 to 1% by weight of a trimethylsiloxy terminated trimethylsiloxy terminated polydimethylsiloxane, 0.2 to 1% by weight of a linear silicone hydrogel polymer as a chain extender, 10 to 47% by weight of a silylic acid sodium salt hydrolysis product with chlorotrimethylsilane and dichloroethenylmethylsilane, 0.8 to 1.5 parts by weight of a platinum-based catalyst and 0.1 to 2 parts by weight of hyaluronic acid are mixed with 100 parts by weight of a silicone subject consisting of 1% by weight of a silicone resin and 0.5 to 1% by weight of ethylcyclohexanol as a retarder A skin moisturizing silicone containing hyaluronic acid, And the complexing agent composition as solving means of the problem.

Here, the hyaluronic acid preferably has a molecular weight of 400 Da to 20,000 Da.

The hyaluronic acid may be diluted with 10 to 30 parts by weight of 100 parts by weight of secondary distilled water or isopropyl alcohol, and then the distilled water or isopropyl alcohol is preferably removed.

The hyaluronic acid is preferably used after irradiating gamma rays under the condition of an irradiation dose of 5 to 45 kgy.

The present invention relates to a silicone adhesive composition comprising hyaluronic acid, which is harmless to the human body, such as preventing skin irritation, by applying the silicone adhesive composition to a skin adhesive band or patch, and exhibiting excellent initial adhesiveness and re- And the like. In addition, it has an effect of improving the moisturizing effect on the skin and thereby preventing the aging of the skin.

In addition, by sterilizing and preserving the hyaluronic acid through irradiation with gamma rays, the silicone adhesive composition and the skin bonding band or patch using the silicone adhesive composition can be stored and used for a long time without using preservatives.

In order to achieve the above-mentioned effects, the present invention relates to a silicone adhesive composition for skin moisturizing comprising hyaluronic acid, wherein only parts necessary for understanding the technical structure of the present invention are described, It should be noted that it will be omitted so as not to be distracted.

Hereinafter, the silicone pressure sensitive adhesive composition for skin moisturizing comprising hyaluronic acid according to the present invention will be described in detail.

The silicone pressure sensitive adhesive composition for skin moisturizing comprising hyaluronic acid according to the present invention comprises 50 to 89.2% by weight of a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated), a block type silicone hydrogens polymer (Methylhydrosiloxane-dimethysiloxane Copolymer, 0.1 to 1 wt.% of a chain extender, 0.2 to 1 wt.% of a hydride terminated polydimethylsiloxane, and 10 to 47 wt.% of a silylic acid sodium salt hydrolysis product with chlorotrimethylsilane and dichloroethenylmethylsilane. 0.8 to 1.5 parts by weight of a platinum-based catalyst and 0.1 to 2 parts by weight of hyaluronic acid are mixed with 100 parts by weight of a silicone subject composed of 1% to 1% by weight of ethylenecyclohexanol and 1 to 30% by weight of ethylcyclohexanol, .

The silicone vinyl polymer is a base material for maintaining the cohesive force and shape of the silicone pressure sensitive adhesive composition for skin moisturizing according to the present invention. The vinyl polymer has a vinyl content of 0.1 to 1.0 mmol / g and a viscosity of 1,000 to 15,000 cp. If the content, the vinyl content, and the viscosity of the silicone vinyl polymer in the silicone pressure sensitive adhesive composition are out of the above ranges, there is a possibility that the cohesive force and the shape retention of the silicone pressure sensitive adhesive composition may not be maintained properly.

The block type silicone hydrogel polymer has a block form as a crosslinking agent and has a hydrogen content of 0.05 to 2 mmol / g and a viscosity of 50 to 1,000 cp. If the content, the vinyl content, and the viscosity of the block-type silicone hydrogel polymer in the silicone pressure sensitive adhesive composition are out of the above ranges, the function as a crosslinking agent may not be properly realized or the curing time may be unnecessarily increased.

The linear silicone hydrogel polymer is linear as a chain extender to increase the length of the chain, and the cohesive force after curing is increased by the linear silicone hydrogel polymer. When the content of the linear silicone hydrogel polymer in the silicon pressure-sensitive adhesive composition and the content of hydrogen in the linear silicone hydrogel polymer are out of the range, the cohesive force There is a possibility that the effect of improving the performance of the apparatus is insufficient.

The vinyl methacrylate resin serves to improve the adhesive strength. The vinyl methacrylate resin improves the adhesive strength by the use of vinyl methacrylate resin and does not cause by-products during crosslinking. The vinyl methacrylate resin has a vinyl content of 0.1 to 2.0 mmol / g use. If the content of the vinyl methacrylate resin in the silicone pressure sensitive adhesive composition and the vinyl content are out of the above range, there is a possibility that the adhesive strength improving effect is insufficient.

The ethylcyclohexanol is added in order to secure a workable time in the coating equipment in the production of the adhesive sheet by retarding the curing. When the content of the ethylcyclohexanol in the silicone pressure sensitive adhesive composition is out of the above range, There is a concern that it will not be secured properly.

The platinum-based catalyst uses 1,3-divinyldisiloxane platinum as a catalyst for producing a silicone pressure sensitive adhesive composition for skin moisturization in a sheet form. Preferably 0.8 to 0.5%, of platinum catalyst is used in an amount of 0.8 to 1.5 parts by weight based on 100 parts by weight of the silicone subject. When the content of the platinum-based catalyst exceeds the above range, the curing time and the working time There is a fear that it may change unintentionally.

The hyaluronic acid is a colorless fixed polysaccharide which is a known substance in which glucuronic acid and N-acetylglucosamine are alternately bonded to each other. The moisturizing effect and the physical friction It is added to give a lubrication effect and thereby realize skin aging prevention.

On the other hand, the hyaluronic acid is used in an amount of 0.1 to 2 parts by weight based on 100 parts by weight of the silicone subject. When the content of the hyaluronic acid is less than 0.1 part by weight, the moisturizing effect may be insufficient. When the content is more than 2 parts by weight, There is a risk of degradation.

The hyaluronic acid is diluted with isopropyl alcohol and distilled water by adding potassium permanganate to general distilled water (primary distilled water) in order to disperse the hyaluronic acid on a silicon subject. Specifically, 10 to 30 parts by weight of isopropyl alcohol is added to 100 parts by weight of the diluted solution, and the diluted solution is added in an amount of 10 to 60 parts by weight based on 100 parts by weight of the silicone subject, and then the second distilled water or isopropyl alcohol is removed .

The hyaluronic acid is preferably a hyaluronic acid having a low molecular weight (400 Da to 20,000 Da) in consideration of the dispersibility of the hyaluronic acid to a silicone subject. The hyaluronic acid is preferably used under the condition of a dose of 5 to 45 kGy for the purpose of sterilization and preservation treatment. It is preferable to use it after irradiation with a gamma ray.

More specifically, the process of reducing the molecular weight to 5,000 Da or less is carried out by firstly irradiating hyaluronic acid diluted with the secondary distilled water and isopropyl alcohol under the condition of the gamma ray irradiation dose of 5 to 45 kGy. The gamma ray irradiation dose is 5 ~ 45 kgy under sterilization and molecular weight control.

The dilution ratio, the gamma irradiation dose, the molecular weight and the like are not limited to the above range. The silicone pressure sensitive adhesive composition containing hyaluronic acid and the skin adhesive band or patch prepared using the silicone adhesive composition may vary depending on the use subject, .

Hereinafter, the present invention will be described in more detail based on the following examples, but the present invention is not limited to the examples.

1. Preparation of silicone pressure sensitive adhesive composition for skin moisturizing

(Example 1)

50% by weight of a silicone vinyl polymer having a vinyl content of 0.1 mmol / g and a viscosity of 1,000 cp (Siloxanes and silicones, dimethyl, vinyl terminated, CAS number or identification number: 68083-19-2) 1% by weight of a block-type silicone hydrogel polymer (Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated, CAS No. or 68037-59-2) having a viscosity of 50 cp / mmol / g and a hydrogen chain content of 0.4 mmol 1% by weight of a linear silicone hydrogel polymer (CAS No. or 70900-21-9) having a vinyl content of 0.1 mmol / g as a tack strength improving agent (Silicic acid sodium salt hydrolysis (1-Ethylcyclohexanol, CAS No. or Identification No. 1940-18-7) as a retarding agent, 1 wt.% of 1-ethylcyclohexanol, CAS No. or identification number: 68584-83-8) , 0.8 part by weight of platinum-based catalyst (1,3-divinyldisiloxane Platium, CAS number or identification number: 2627, 95, 4) and 0.1 part by weight of hyaluronic acid were added to 100 parts by weight of a silicone subject To prepare a silicone pressure sensitive adhesive composition for skin moisturizing.

10 parts by weight of hyaluronic acid was added to 100 parts by weight of a mixture of secondary distilled water and isopropyl alcohol to prepare a dilute solution. The diluted solution was irradiated with a gamma ray at an irradiation dose of 5 kgy, And then the secondary irradiation was performed under the condition of the irradiation dose of 5 kgy of the gamma ray, and the secondary distilled water or isopropyl alcohol was removed to disperse 0.1 part by weight of hyaluronic acid based on 100 parts by weight of the silicone subject.

(Example 2)

89.2% by weight of a silicone vinyl polymer having a vinyl content of 1.0 mmol / g and a viscosity of 15,000 cp (Siloxanes and silicones, dimethyl, vinyl terminated, CAS number or identification number: 68083-19-2), a content of hydrogen of 2 mmol 0.1% by weight of a block type silicone hydrogel polymer (Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated, CAS number or identification number: 68037-59-2) having a viscosity of 1,000 cp / g and a hydrogen chain content of 0.6 mmol 0.2 g of a linear silicone hydrogel polymer (CAS No. or 70900-21-9) having a vinyl content of 2.0 mmol / g as a tack strength improving agent (Silicic acid sodium salt hydrolysis (1-Ethylcyclohexanol, CAS No. or 1940-18-7) as a retarding agent, 10% by weight of a product with chlorotrimethylsilane and dichloroethenylmethylsilane, CAS number or identification number: 68584-83-8) 1.5 parts by weight of a platinum-based catalyst (1,3-divinyldisiloxane Platium, CAS No. or 2627, 95,4) and 100 parts by weight of hyaluronic acid 2 Were mixed to prepare a silicone pressure-sensitive adhesive composition for skin moisturizing.

At this time, 30 parts by weight of hyaluronic acid was added to 100 parts by weight of a mixture of secondary distilled water and isopropyl alcohol to prepare a dilute solution. The diluted solution was irradiated with a gamma ray at an irradiation dose of 45 kgy, , And then the secondary irradiation was performed under the condition of a gamma ray irradiation dose of 45 kgy and the secondary distilled water or isopropyl alcohol was removed to disperse 2 parts by weight of hyaluronic acid based on 100 parts by weight of the silicone subject.

(Comparative Example 1)

With reference to Patent Document 6, 10 parts by weight of tourmaline powder was mixed with 100 parts by weight of silicone resin to prepare a composition for a cosmetic patch.

(Comparative Example 2)

Was prepared in the same manner as in Example 2, but hyaluronic acid was not added.

2. Evaluation of silicone pressure-sensitive adhesive composition for skin moisturizing

The composition according to the above Examples and Comparative Examples was prepared as a sheet having a thickness of 450 탆. The skin moisture content was measured 30 minutes after the sheet was applied to 30 women aged 20 to 40 years at an ambient temperature of 25 캜 and a humidity of 30% , And 20 minutes after cleansing, skin moisture was measured 30 minutes after the attachment of the sheet as described above. The measurement was carried out using a skin moisture analyzer (Moisture Sense device, Moritex Japan), and the skin moisture was calculated by averaging the measured values. The results are shown in Table 1 below.

division Example 1 Example 2 Comparative Example 1 Comparative Example 2 Skin moisture content 13% 15% 0% 0%

As shown in Table 1, it can be seen that Examples 1 and 2 according to the present invention are superior to Comparative Examples 1 and 2 in that the skin moisturizing effect is excellent, thereby preventing skin aging .

As described above, the silicone adhesive composition for skin moisturizing including hyaluronic acid according to the present invention has been described through the above-described preferred embodiments, and its superiority has been confirmed. However, those skilled in the art will appreciate that, It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention.

Claims (4)

A silicone pressure-sensitive adhesive composition for skin moisturization comprising hyaluronic acid,
A silicone hydrolyzable polymer, 50 to 89.2% by weight of a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated), 0.1 to 1% by weight of a block type silicone hydrohydrogen polymer (Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated) (1-Ethylcyclohexanol) as a retarding agent, 0.5 to 1% by weight of a hydrocyclohexanol resin, 0.2 to 1% by weight of a hydride terminated polydimethylsiloxane (hydride terminated polydimethylsiloxane), 10 to 47% by weight of a silylic acid sodium salt hydrolysis product with chlorotrimethylsilane and dichloroethenylmethylsilane A silicone adhesive for skin moisturizing comprising hyaluronic acid, characterized in that 0.8 to 1.5 parts by weight of a platinum-based catalyst and 0.1 to 2 parts by weight of hyaluronic acid are mixed with 100 parts by weight of a silicone subject made of Composition.
The method according to claim 1,
The hyaluronic acid,
A silicone pressure-sensitive adhesive composition for skin moisturizing comprising hyaluronic acid, characterized in that its molecular weight is 400 Da to 20,000 Da.
The method according to claim 1,
The hyaluronic acid,
Wherein the silicone adhesive composition is diluted with 10 to 30 parts by weight of 100 parts by weight of secondary distilled water or isopropyl alcohol, and then the diluted silicone adhesive composition is used.
The method according to claim 1,
The hyaluronic acid,
Wherein the composition is irradiated with a gamma ray at a dose of 5 to 45 kgy before use.
KR1020160014284A 2016-02-04 2016-02-04 Silicon adhesvie compositoin with hyaluronic acid for moisturizing skin KR101763368B1 (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102006789B1 (en) * 2018-03-13 2019-08-02 김예지 Skin attached filler patch
CN111228572A (en) * 2020-01-09 2020-06-05 天新福(北京)医疗器材股份有限公司 Artificial skin and preparation method and application thereof
KR20210052135A (en) 2019-10-31 2021-05-10 부산대학교 산학협력단 Preparation of photo-crosslinkable biodegradable tissue adhesive using copolymer
KR20210052347A (en) 2019-10-31 2021-05-10 부산대학교 산학협력단 Preparation of photo-crosslinkable biodegradable tissue adhesive
KR102330354B1 (en) * 2021-03-10 2021-11-23 정홍우 Hyaluronic acid band
CN113855586A (en) * 2021-09-24 2021-12-31 广东丸美生物技术股份有限公司 Moisturizing skin care product and method for improving moisturizing performance of skin care product
KR20220034398A (en) * 2020-09-11 2022-03-18 주식회사 코빌드 Composition for medical silicon adhesive and medical adhesive bandage including the same

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102006789B1 (en) * 2018-03-13 2019-08-02 김예지 Skin attached filler patch
KR20210052135A (en) 2019-10-31 2021-05-10 부산대학교 산학협력단 Preparation of photo-crosslinkable biodegradable tissue adhesive using copolymer
KR20210052347A (en) 2019-10-31 2021-05-10 부산대학교 산학협력단 Preparation of photo-crosslinkable biodegradable tissue adhesive
CN111228572A (en) * 2020-01-09 2020-06-05 天新福(北京)医疗器材股份有限公司 Artificial skin and preparation method and application thereof
KR20220034398A (en) * 2020-09-11 2022-03-18 주식회사 코빌드 Composition for medical silicon adhesive and medical adhesive bandage including the same
KR102549100B1 (en) 2020-09-11 2023-06-29 주식회사 코빌드 Composition for medical silicon adhesive and medical adhesive bandage including the same
KR102330354B1 (en) * 2021-03-10 2021-11-23 정홍우 Hyaluronic acid band
CN113855586A (en) * 2021-09-24 2021-12-31 广东丸美生物技术股份有限公司 Moisturizing skin care product and method for improving moisturizing performance of skin care product

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