KR102658073B1 - Pressure sensitive adhesive coated silica power - Google Patents

Abstract

The present invention relates to silica particles surface coated with an adhesive.
In the present invention, when manufacturing solid cosmetics, silica, a light material, can be used to improve spreadability, and the adhesive performance of silica particles can be improved through pressure-sensitive adhesive polymer to improve the phenomenon of lifting on and after application to the skin.

Description

Composite silica particles surface-coated with pressure-sensitive adhesive polymer {Pressure sensitive adhesive coated silica power}

The present invention relates to composite silica particles in which a pressure-sensitive adhesive polymer is coated on the surface of the silica particles.

Improving the functionality of cosmetics is required as an important factor in maximizing the differentiation of cosmetic materials, and cosmetics are manufactured in solid dosage forms. Demand for the solid cosmetics is increasing instead of cream cosmetics due to their portability and convenience. Recently, functionalities such as sunblock function, moisture content, and wrinkle improvement are being added to solid cosmetics.

Solid cosmetic compositions generally consist of an oil portion and a powder portion, and are usually manufactured by dispersing the powder portion in the oil portion, heating it to give it usefulness, and then solidifying it by molding it on a plate or stick. The solid cosmetic composition made in this way is widely used because it has the advantage of having good skin adhesion and covering power to skin defects compared to powder cosmetics, and forming a cosmetic film with excellent water repellent ability.

Cosmetics are applied to the skin and attached for approximately 8 to 12 hours, and while attached, the makeup film is changed by skin secretions such as sweat and sebum secreted from the skin. Changes in the makeup film appear in various physical forms, such as lifting, clumping, dulling the color, or shinyness. In particular, in the case of base makeup products, the shine caused by sebum or sweat secreted after makeup makes the makeup look unnatural, which reduces the effect of makeup the most, so women who use cosmetics are the most dissatisfied. I also have a big complaint about it becoming dry or brittle.

In order to solve makeup sustainability, Japanese Patent Application Laid-Open No. 10-212211 proposes a method of reducing shine by scattering light using a porous titanium oxide, which is a nanometer-scale collection of flaky titanium oxide, but titanium oxide itself is white. Therefore, when added to color cosmetics, there are many difficulties in application, such as the makeup becoming unnatural and the formability being reduced. In addition, Japan Special Public Service No. 7-119168 proposes a method of reducing the shine phenomenon caused by excessively secreted sweat and sebum by using powder coated with silicone or a fluorine-based surface treatment agent to prevent the powder from becoming wet with sweat or sebum. Powder coated with a surface treatment agent does not maintain makeup consistency as it gets wet with sebum, powder coated with a fluorine-based surface treatment agent has weak adhesion between powder-powder or powder-skin, and the makeup film itself floats on the secreted sebum. Because clumping occurs, there is a problem in that the feeling of use and formulation are deteriorated.

1. Japanese Patent Laid-Open No. 10-212211 2. Japan Special Public Service No. 7-119168

The purpose of the present invention is to improve the adhesive performance of silica particles through a pressure-sensitive adhesive polymer, thereby improving the lifting phenomenon on and after application to the skin, and providing composite silica particles that can improve spreadability.

The present invention relates to silica particles containing reactive functional groups; and pressure-sensitive adhesive polymers,

The reactive functional group of the silica particle provides composite silica particles in which the pressure-sensitive adhesive polymer is bonded to the polymer through radical polymerization.

In addition, the present invention includes the steps of introducing a reactive functional group into silica particles; and

A method for producing composite silica particles is provided, including the step of bonding a pressure-sensitive adhesive polymer to a reactive functional group introduced into the silica particle through radical polymerization.

Additionally, the present invention provides a cosmetic composition containing the above-described composite silica particles.

In the present invention, when manufacturing solid cosmetics, silica, a light material, can be used to improve spreadability, and the adhesive performance of silica particles can be improved through pressure-sensitive adhesive polymer to improve the phenomenon of lifting on and after application to the skin. Accordingly, the efficiency of the material can be maximized and the user's feeling of use can be improved.

In addition, the cosmetic composition of the present invention is expected to dominate the solid cosmetics industry through a formulation with improved material stability.

Figure 1 is a schematic diagram showing a process for coating a pressure-sensitive adhesive polymer on the surface of a silica particle through radical polymerization.

The present invention relates to silica particles containing reactive functional groups; and pressure-sensitive adhesive polymers,

The reactive functional group of the silica particle provides a composite silica particle in which the reactive functional group is bonded to the pressure-sensitive adhesive polymer through radical polymerization.

In the composite silica particles according to the present invention, the pressure-sensitive adhesive polymer forms a bond with the reactive functional group of the silica particles. In the present invention, the composite silica particles of the above structure can be expressed as silica particles coated with a pressure-sensitive adhesive polymer or silica particles combined with a pressure-sensitive adhesive polymer.

Hereinafter, the present invention will be described in more detail.

In the present invention, silica particles can be used as a powder (power) in a cosmetic composition to maintain skin spreadability, adhesion, and skin coverage.

In one embodiment, the silica particles are porous nano-silica particles, and their average particle diameter may be 10 nm to 20 um. It can be easily applied to cosmetic compositions within the above average particle diameter range.

Since silica particles are a light material, excellent spreadability can be imparted to cosmetics manufactured by using the silica particles. However, silica particles have a problem of low adhesion, so to solve this problem, the present invention provides composite silica particles coated with a pressure-sensitive adhesive polymer on the surface of the silica particles. The composite silica particles have excellent adhesion due to the pressure-sensitive adhesive polymer, so they have excellent skin adhesion, which can improve coverage and durability. In addition, it has excellent spreadability when applied to the skin, and can provide a light and refreshing effect.

The silica particles according to the present invention contain reactive functional groups. The reactive functional group forms a bond with the pressure-sensitive adhesive polymer through radical polymerization, and the pressure-sensitive adhesive polymer can be coated on the surface of the silica particle. This reactive functional group may be a vinyl group.

In the present invention, the pressure-sensitive adhesive polymer forms a bond within the composite silica particles through radical polymerization with the reactive functional groups of the silica particles. Using the radical polymerization, the bonding strength between the silica particles and the pressure-sensitive adhesive polymer is very excellent, and the pressure-sensitive adhesive polymer does not peel off even when formulated into cosmetics.

In the present invention, pressure sensitive adhesive (PSA) polymer refers to a pressure sensitive polymer that exhibits adhesiveness when pressure is applied to adhere to an adhesive surface. When applying pressure during the application and absorption process of a cosmetic composition containing silica particles using the pressure-sensitive adhesive polymer, the skin adhesion of the cosmetic can be improved by the adhesiveness resulting from the pressure-sensitive adhesive (PSA) polymer.

The type of the pressure-sensitive adhesive polymer is not particularly limited and includes polymethyl methacrylate (PMMA), poly butyl acrylate (PBA), polyvinyl pyrrolidone (PVP), Polystyrene (PS: Polystyrene), polyaspartic acid (PAA: Polyaspartic Acid), poly-2-hydroxyethyl methacrylate (P2HEMA: Poly-2-hydroxy ethyl methacrylate), polystearyl methacrylate (PSMA: poly stearyl methacrylate), poly-2-hydroxypropyl methacrylate (P2HPMA), polybutyl methacrylate (PBMA: Poly n-butyl methacrylate), polyethyl acrylate (PEA: Poly ethyl acrylate) ) and poly-2-ethyl hexyl acrylate (P2EHA: Poly-2-ethyl hexyl acrylate) can be used.

In the present invention, not only the adhesion of silica particles but also the feeling of use can be further improved by combining two or more types of pressure-sensitive adhesive polymers. If the glass transition temperature (Tg) of the pressure-sensitive adhesive polymer is low, plasticity increases and initial adhesive strength is improved, and if the glass transition temperature (Tg) of the pressure-sensitive adhesive polymer is high, spreadability and feeling of use can be improved due to fluidity. Therefore, by using two or more types of pressure-sensitive adhesive polymers having the above-mentioned different properties, the adhesion due to adhesive force and the spreadability and feeling of use due to fluidity can be mutually complemented. At this time, it is recommended to use a combination of two types of pressure-sensitive adhesive polymers whose glass transition temperatures (Tg) differ by more than 100°C.

In one embodiment, a mixture of polymethyl methacrylate (PMMA) and poly butyl acrylate (PBA) may be used as the pressure-sensitive adhesive polymer. The glass transition temperature (Tg) of polymethyl methacrylate (PMMA) and poly butyl acrylate (PBA: poly butyl acrylate) is 105°C and -49°C, respectively, and the adhesion due to adhesive force using the above combination is Both spreadability and feeling of use can be improved due to hyperliquidity.

The content of polymethyl methacrylate (PMMA) may be 65 to 95% by weight based on 100% by weight of the pressure-sensitive adhesive polymer, and the content of polybutyl acrylate (PBA: Poly butyl acrylate) may be 65 to 95% by weight based on 100% by weight of the pressure-sensitive adhesive polymer. It may be 5 to 35% by weight based on 100% by weight. When using a mixture of poly methyl methacrylate (PMMA) and poly butyl acrylate (PBA), excellent adhesion can be provided to silica particles.

Additionally, the present invention provides a method for producing the above-described composite silica particles.

The composite silica particles include (S1) introducing a reactive functional group into the silica particles; and

(S2) It can be prepared through the step of binding a pressure-sensitive adhesive polymer to a reactive functional group introduced into the silica particles through radical polymerization.

Step (S1) is a step of introducing a reactive functional group into the silica particles. In this step, the silica particles can be reacted with a vinyl-based silane compound to introduce a reactive functional group into the silica particles. The vinyl-based silane compound is a silane compound containing a vinyl group in its structure, for example, vinyltrimethoxy silane (VTMS), diethoxy(methyl)vinylsilane, or triacetoxysilane. (Vinyl)silane (triacetoxy(vinyl)silane) can be used. In this step, the reaction temperature may be 60°C or higher, or 70°C or higher, and the reaction time may be 1 to 5 hours or 2 to 3 hours.

In one embodiment, the reactive functional group may be a vinyl group.

Step (S2) is a step of bonding a pressure-sensitive adhesive polymer to the reactive functional group of the silica particles prepared in step (S1) described above using radical polymerization. In the present invention, radical polymerization refers to a method of polymerizing a polymer using a free radical (radical) as a chain carrier.

In this step, a radical initiator and a monomer that forms a pressure-sensitive adhesive polymer may be added to the silica particles prepared in step (S1) and then reacted. Through the above steps, the pressure-sensitive adhesive polymer is bonded to the reactive functional group of the silica particle, and composite silica particles can be produced.

The type of monomer forming the pressure-sensitive adhesive polymer is not particularly limited and includes methyl methacrylate (MMA), butyl acrylate (BA), vinyl pyrrolidone (VP), and styrene ( styrene), aspartic acid (AA), 2-hydroxy ethyl methacrylate (2HEMA), stearyl methacrylate (SMA), 2-hydroxypropyl methacrylate (2HPMA: 2-hydroxy propyl methacrylate), butyl methacrylate (BMA: n-butyl methacrylate), ethyl acrylate (EA: ethyl acrylate), and 2-ethylhexyl acrylate (2EHA: 2-ethyl hexyl acrylate) One or more types selected from the group can be used. The monomers are bonded to the surface of the silica particles as a polymer through radical polymerization.

In one embodiment, a mixture of methyl methacrylate (MMA) and butyl acrylate (BA) may be used as the monomer. At this time, the content of methyl methacrylate (MMA) may be 65 to 95% by weight based on 100% by weight of the monomer, and the content of butyl acrylate (BA) may be 65 to 95% by weight based on 100% by weight of the pressure-sensitive adhesive polymer. It may be 5 to 35% by weight. When using the above mixture, excellent adhesion can be provided to silica particles.

Additionally, a water-soluble radical initiator may be used as the radical initiator, for example, ammonium persulfate or potassium persulfate.

In the present invention, Figure 1 is a schematic diagram showing the manufacturing process of composite silica particles.

As shown in FIG. 1, vinyl groups can be introduced to the surface of the silica particles by reacting VTMS with the silica particles, and a pressure-sensitive adhesive polymer can be introduced through radical polymerization.

Additionally, the present invention provides a cosmetic composition containing the above-described composite silica polymer.

The cosmetic composition according to the present invention may be a solid cosmetic or a stick-type solid cosmetic.

The solid cosmetic composition can be used as a cosmetic for skin care, makeup, hair, etc., specifically, sunscreen, foundation, body balm, blusher, eye base, eye shadow, eyebrow, twin cake, multi balm, primer, lip balm. , can have a formulation selected from the solid product line consisting of lipstick and makeup base.

In addition, the cosmetic composition according to the present invention may further include functional additives and components included in general cosmetic compositions in addition to the composite silica particles described above. The functional additive may include ingredients selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, polymer peptides, polymer polysaccharides, sphingolipids, and seaweed extract. Additionally, in addition to the above functional additives, components included in general cosmetic compositions can be mixed as needed. Other ingredients included include oils and fats, moisturizers, emollients, surfactants, organic and inorganic pigments, organic powders, ultraviolet absorbers, preservatives, disinfectants, antioxidants, plant extracts, pH adjusters, alcohol, pigments, fragrances, and blood circulation agents. Examples include accelerators, cooling agents, restrictors, and purified water.

The present invention will be described in more detail through the following examples. However, the scope of the present invention is not limited to the following examples, and those skilled in the art will understand that various variations, modifications or applications are possible without departing from the technical details derived from the matters described in the appended claims. will be.

Example

Example 1. Sample 1 to 5 manufacturing

(1) Silica particle dispersion

20 g of nano-sized silica particles (Aerosil R 805) were purged with nitrogen using ultrasonic waves in 200 g of ethanol aqueous solution (50-80%) and directly dispersed inside a reactor equipped with a stirrer.

(2) On the surface of silica particles VTMS introduction

The reaction temperature was maintained at 70°C, 0.5 g of vinyltrimethoxysilane (VTMS) was added, and reaction was performed for 3 hours.

(3) Introduction of monomers

A water-soluble radical initiator (KPS, APS) was added, and after about 20 minutes, the monomers and combinations of monomers shown in Table 1 below were added into the reactor at a rate of about 1 ml per minute, and the radical polymerization reaction proceeded for 8 hours.

Ethanol was removed at room temperature through solvent evaporation and freeze-dried to obtain composite silica particles.

B.A. MMA (wt%) (g) (wt%) (g) sample 1 0 0 100 2 sample 2 10 0.2 90 1.8 sample 3 20 0.4 80 1.6 sample 4 30 0.6 70 1.4 sample 5 40 0.8 60 1.2

Experiment example One. feeling of use evaluation

The adhesion and feeling of use of the composite silica particles prepared in Samples 1 to 5 were evaluated.

The feeling of use was evaluated qualitatively by applying the obtained composite silica particles to the skin of 10 users and evaluating the feeling of use and adhesion.

The evaluation results are shown in Table 2 below.

BA (wt%) MMA (wt%) feeling of use sample 1 0 100 The film is somewhat brittle and has no adhesive properties. sample 2 10 90 Adhesion is somewhat weak sample 3 20 80 Secure adhesion, apply evenly to the skin, light spreadability sample 4 30 70 Secure adhesion, apply evenly to the skin, light spreadability sample 5 40 60 Sticky and not applied evenly to the skin

Silica particles can be coated with an adhesive polymer through radical polymerization.

As shown in Table 2, it can be confirmed that the adhesiveness and spreadability can be improved by using BA and MMA as adhesive polymers and controlling the contents of BA and MMA.

Claims (10)

Silica particles containing vinyl groups; and pressure-sensitive adhesive polymers,
The pressure-sensitive adhesive polymer is a mixture of polymethyl methacrylate (PMMA) and polybutyl acrylate (PBA),
A composite silica particle in which the vinyl group of the silica particle is bonded to a pressure-sensitive adhesive polymer through radical polymerization.
delete delete delete According to claim 1,
Composite silica particles containing 65 to 95% by weight of polymethyl methacrylate (PMMA) and 5 to 35% by weight of polybutyl acrylate (PBA) based on 100% by weight of the pressure-sensitive adhesive polymer. .
Introducing vinyl groups into silica particles; and
It includes the step of bonding a pressure-sensitive adhesive polymer to the vinyl group introduced into the silica particle through radical polymerization,
A method of producing composite silica particles in which the pressure-sensitive adhesive polymer is a mixture of polymethyl methacrylate (PMMA) and poly butyl acrylate (PBA).
According to claim 6,
A method of producing composite silica particles in which the step of introducing a vinyl group into the silica particles involves reacting the silica particles with a vinyl-based silane compound.
delete According to claim 6,
Production of composite silica particles containing 65 to 95% by weight of polymethyl methacrylate (PMMA) and 5 to 35% by weight of polybutyl acrylate (PBA) based on 100% by weight of pressure-sensitive adhesive polymer. method.
A cosmetic composition comprising the composite silica particles according to claim 1.