KR101370389B1 - Water-solubable adhesive composition and method of preparing thereof - Google Patents

Abstract

The present invention relates to a water soluble adhesive composition and method for preparing the same. The composition includes 0.2 to 1.5 parts by weight of glycidyl methacrylate, 1.0 to 2.5 parts by weight of hydroxyalkyl acrylate, 15 to 35 parts by weight of acrylic acid, 10 to 22 parts by weight of a nonionic surfactant, 10 to 22 parts by weight of a UV curing resin, and 110 to 220 parts by weight of an organic solvent relative to 100 parts by weight of alkyl acrylate having a C4-C12 alkyl group. The adhesive composition of the present invention is dissociated in water without residues and improves heat resistance and anti-coherence. [Reference numerals] (AA) Start; (BB) End; (S10) UV curing resin preparation step; (S20) Polymerization step; (S30) Thermal polymerization step; (S40) Base process step

Description

Aqueous adhesive composition and its manufacturing method {WATER-SOLUBABLE ADHESIVE COMPOSITION AND METHOD OF PREPARING THEREOF}

The present invention relates to an aqueous adhesive composition and a method for preparing the same, and more particularly, to a material optimized for water dissociation, and to a UV polymerization method, an adhesive composition having excellent heat resistance and cohesiveness without generating any residue. It relates to an aqueous adhesive composition and a method for producing the same.

 Advances in science and technology require various functionalities and strengths of materials, and it is difficult to solve this problem with a single material. Therefore, materials combining conventional materials have been developed. Adhesives are materials that serve to adhere the conventional materials used here, and various metals and organic materials, fibers, plastics, rubber ceramics, and the like are being developed as new materials through adhesives. Adhesion means that the contact surface between homogeneous or heterogeneous is bonded by an adhesive, and its use has been greatly increased in industrial sites and in living environments.

Among them, the water-based adhesive is applied and used in various fields, and in particular, it can be used in the feeder adhesive tape, the adhesive composition of the conventional feeder adhesive tape uses a synthetic resin material having a property that is not easily dissolved in water Since the adhesive tape was regenerated, it was cumbersome and inconvenient due to the fact that the adhesive layer was removed and only the tributary was regenerated, which was cumbersome and inconvenient. Regeneration treatment after tape and adhesive was removed, resulting in poor workability due to an increase in the number of processes, especially when regeneration without removing the adhesive tape. Synthetic resin system by the presence of Since the material is mixed there was a problem such as poor quality, it had a number of problems such that the pollution caused by the synthetic resin material.

Thus, U. S. Patent No. 5432228 describes a method for preparing an aqueous solution or dispersion of a polyisocyanate polyaddition containing a carboxylate group and / or a sulfonate group as a hydrophilic group, but the adhesive by the dispersion is a polyurethane resin. Although the particle diameter is small, substantially no surfactant is added, so the surface tension is high, and the performance of the malleability when applying the adhesive, the permeability to the porous substrate, the adhesive strength, etc. are not sufficiently satisfied, and the adhesive is completely dissociated in water. There is a problem that the residue is left, the post-processing process is required.

Accordingly, there is a need for research and development on an environment-friendly adhesive composition that is completely dissociated in water and has no residue.

Accordingly, an object of the present invention is to solve such a conventional problem, and to provide a water-soluble adhesive composition that can be completely dissociated in water by optimizing the component type and content of the aqueous adhesive composition.

In addition, in forming an adhesive tape including an aqueous adhesive composition, an object of the present invention is to provide an adhesive composition having excellent tensile strength and cutting property in forming a double-sided type adhesive tape by including papermaking fibers in a component of the adhesive composition. .

In addition, in the preparation of the aqueous adhesive composition, it is an object to provide an aqueous adhesive composition excellent in heat resistance and cohesion resistance by preparing the adhesive composition by thermal polymerization and photopolymerization together.

In order to achieve the above object, the aqueous adhesive composition according to an embodiment of the present invention 0.2 to 1.5 parts by weight of glycidyl methacrylate, hydroxyalkyl with respect to 100 parts by weight of alkyl acrylate having an alkyl group of C4 to C12 It comprises 1.0 to 2.5 parts by weight of acrylate, 15 to 35 parts by weight of acrylic acid, 10 to 22 parts by weight of nonionic surfactant, 10 to 22 parts by weight of UV curable resin and 110 to 220 parts by weight of organic solvent.

The alkyl acrylate is at least one of 2-ethylhexyl acrylate or n-butyl acrylate, the alkyl acrylate is composed of 60 to 150 parts by weight of n-butyl acrylate relative to 100 parts by weight of the 2-ethylhexyl acrylate. It is preferable.

It is preferable that the said hydroxyalkyl acrylate is 2-hydroxyethyl acrylate.

It is preferable that the said nonionic surfactant is polyoxyethylene alkyl phenyl ether or polyoxyethylene polyoxypropylene alkyl ether, It is not limited to this.

It is preferable that the said polyoxyethylene alkyl phenyl ether is polyoxyethylene nonyl phenyl ether.

The UV curable resin comprises 2-ethylhexyl acrylate, acrylic acid and a photoinitiator, the acrylic acid is 1 to 10 parts by weight, and the photoinitiator is 0.005 to 0.05 with respect to 100 parts by weight of the 2-ethylhexyl acrylate. It is characterized by a weight part.

Preferred aqueous adhesive compositions of the invention may further comprise papermaking fibers.

In addition, the present invention is characterized in that the adhesive tape for solving the above problems includes the above adhesive composition.

In addition, the aqueous adhesive composition of the present invention is a UV curable resin mixture preparation step of preparing a UV curable resin mixture by stirring after mixing 2-ethylhexyl acrylate, acrylic acid and photoinitiator, UV curable by irradiating the UV curable resin mixture with UV A photopolymerization step for preparing a resin polymer and alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate having an alkyl group of C4 to C12, acrylic acid, nonionic surfactant, organic solvent and the UV curable resin polymer 40 to Mixing and stirring at a temperature of 120 ℃ characterized in that it comprises a thermal polymerization step to synthesize the adhesive composition.

The viscosity of the UV curable resin polymer prepared in the photopolymerization step is preferably 5,000 to 20,000cps.

The alkyl acrylate is preferably at least one of 2-ethylhexyl acrylate or n-butyl acrylate, but is not limited thereto.

It is preferable that the said nonionic surfactant is at least one of polyoxyethylene alkyl phenyl ether or polyoxyethylene polyoxypropylene alkyl ether.

It is preferable to further include a base treatment step of mixing and stirring 5 to 20 parts by weight of potassium hydroxide or sodium hydroxide with respect to 100 parts by weight of the adhesive composition.

According to the aqueous adhesive composition of the present invention has one or more of the following effects.

First, the adhesive composition comprises alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, organic solvent and UV curable resin, and is neutral by optimizing the content of each substance. Easily dissociated in water without additional treatment, there is no harmful synthetic resin residue, and when the adhesive composition is used as an adhesive tape for making paper, the paper is melted in water and can be immediately recycled, thereby being environmentally friendly.

Second, unlike the conventional nonionic surfactants by using polyoxyethylene polyoxypropylene alkyl ether as a nonionic surfactant, there is no leakage of environmental hormones, and thus an adhesive composition that is harmless to humans and the environment can be realized.

Third, the adhesive composition including the papermaking fiber is not only excellent in water dissociation property, but also excellent in tensile strength and cutting property, and by laminating one adhesive layer on a release liner without a tissue paper layer, the adhesive tape of both types is simple. Can be prepared.

Fourth, in the preparation of the adhesive composition, it is possible to prepare an adhesive composition with remarkably improved heat resistance and cohesion resistance by performing photopolymerization together with thermal polymerization.

The effects of the present invention are not limited to the effects mentioned above, and other effects not mentioned can be clearly understood by those skilled in the art from the description of the claims.

1 is a flow chart sequentially illustrating a method for producing an aqueous adhesive composition according to the present invention.
Figure 2a is a view showing one embodiment of a cross-sectional type tape including an aqueous adhesive composition according to an embodiment of the present invention.
Figure 2b is a view showing an embodiment of a double-sided type tape including an aqueous adhesive composition according to an embodiment of the present invention.
3 is a view showing another embodiment of a double-sided type tape including an aqueous adhesive composition according to an embodiment of the present invention.

Advantages and features of the present invention and methods for achieving them will be apparent with reference to the embodiments described below in detail with the accompanying drawings. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art. To fully disclose the scope of the invention to those skilled in the art, and the invention is only defined by the scope of the claims. Like reference numerals refer to like elements throughout the specification.

In the drawings, the thickness and the size of each component are exaggerated, omitted, or schematically shown for convenience and clarity of explanation. In addition, the size and area of each component does not necessarily reflect the actual size or area.

Hereinafter, the aqueous adhesive composition of the present invention will be described.

The adhesive composition of the present invention is an adhesive capable of dispersing a substance soluble in water and dispersing an insoluble polymer in water with the use of a surfactant or the like. Alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate , Acrylic acid, nonionic surfactant, UV curable resin, and organic solvent.

The alkyl group of the alkyl acrylate preferably has 4 to 12 carbon atoms, and is preferably at least one of 2-ethylhexyl acrylate or n-butyl acrylate, most preferably 2-ethylhexyl acrylate and n-butyl It is effective to include all of the acrylates. It is preferable that n-butylacrylate is 60-150 weight part with respect to 100 weight part of 2-ethylhexyl acrylate, More preferably, the content ratio of 2-ethylhexyl acrylate and n-butyl acrylate is 1: 1. effective.

Acrylic acid of the adhesive composition may be used commonly used acrylic acid, the viscosity and intermolecular cohesion is adjusted to an appropriate range, so that the type and content so as to have various properties such as spreadability, adhesion, initial adhesive strength suitable for application to the adhesive I can regulate it.

It is preferable that hydroxyalkyl acrylate is 2-hydroxyethyl acrylate.

And nonionic surfactants, which enable the dispersion of insoluble polymers in water. Nonionic surfactants include ethoxylated alcohols and alkylphenols, fatty acid esters and nitrogen-based nonionic surfactants.

Preferably, the nonionic surfactant is preferably polyoxyethylene alkylphenyl ether, more preferably polyoxyethylene nonylphenyl ether in which nonylphenol is ether-bonded to polyoxyethylene.

The most preferred material for the nonionic surfactant is polyoxyethylene polyoxypropylene alkyl ether, and has the structure shown below.

[Chemical Formula 1]

Polyoxyethylene polyoxypropylene alkyl ether is a nonionic surfactant obtained by adding a polyoxypropylene chain to a higher alcohol and adding ethylene oxide to a lipophilic group, and having two kinds of lipophilic groups having different properties in the molecule. When used as a surfactant, the emulsifying power and solubilizing power is excellent, there is no fear of generating environmental hormones has the advantage of being environmentally friendly.

In addition, the adhesive composition of the present invention includes a UV curable resin.

In general, the acrylic adhesive is prepared by solution polymerization or thermal polymerization, but when solution polymerization or thermal polymerization is used, there is a problem in that the cohesive force is weak at a small molecular weight. Crosslinking can significantly increase cohesion.

UV-curable resins can be used in various types of oligomers and monomers, the number of reactors, the amount of addition, the type of photoinitiator and adhesive imparting resin, and the amount of addition, but in order to maintain dissociation without residue in water, 2-ethylhexyl It is preferred to include acrylates, acrylic acid and photoinitiators.

With respect to 100 parts by weight of the 2-ethylhexyl acrylate, the acrylic acid is preferably 1 to 10 parts by weight, when acrylic acid is less than 1 part by weight may cause problems of increased volatility and large volume shrinkage upon curing, 10 When the weight part exceeds the weight part, the reaction rate during photopolymerization of the adhesive composition is high, but the final conversion rate is lowered due to a gel effect, and the hardness of the reactant is remarkably decreased even though the strength is increased due to the increase in the crosslinking density.

The photoinitiator plays an important role in controlling the initial reaction rate and degree of curing through the absorption of light, and any photoinitiator can be used without limitation as long as it is commonly used in the art. Benzoin ethers such as benzoin methyl ether, benzoin isopropyl ether, substituted benzoin ethers such as anizoin methyl ether, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenoneaceto Substituted acetophenones such as phenone, substituted α-ketols such as 2-methyl-2-hydroxypropiophenone, aromatic sulfonyl chlorides such as 2-naphthalenesulfonyl chloride, 1-phenone-1,1 Photoactive oximes such as -propanedione-2- (o-ethoxycarbonyl) oxime.

The adhesive composition consisting of the alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, UV curable resin and organic solvent is completely dissociated with no residue in water, yet excellent heat resistance It is possible to implement an adhesive composition having a cohesive resistance.

The organic solvent of the adhesive composition may be a conventional solvent, alcohols such as isopropyl alcohol, methyl alcohol, butyl alcohol; Esters such as ethyl acetate, n-butyl acetate and the like; Aromatic hydrocarbons such as toluene and benzene; aliphatic hydrocarbons such as n-hexane, n-heptane and the like; Alicyclic hydrocarbons such as cyclohexane, methylcyclohexane and the like; Organic solvents including ketones such as methyl ethyl ketone, methyl isobutyl ketone and the like. One or more of these solvents may be used alone or in combination.

The content of the adhesive composition is 0.2 to 1.5 parts by weight of glycidyl methacrylate, 1.0 to 2.5 parts by weight of hydroxyalkyl acrylate and 15 to 35 parts by weight of acrylic acid based on 100 parts by weight of alkyl acrylate having an alkyl group of C4 to C12. It is preferable that they are 10-22 weight part of nonionic surfactants, 10-22 weight part of UV curable resins, and 110-220 weight part of organic solvents.

The range of the content is the mixing ratio of the adhesive composition which can be completely dissociated in neutral water of pH 7 without a separate chemical treatment only by stirring with water, which allows the inventors of the present application to dissociate completely as a result of long research. To develop a substance and its content. Therefore, if each material deviates even a little from the above range, it will not be completely dissociated and a residue will remain.

The aqueous adhesive composition of the present invention may further include paper fiber, depending on the type of application of the adhesive composition.

Paper fiber refers to cellulosic fibers that are useful for making relatively low density tissue paper, especially toilet paper, toilet tissue, table napkins, paper towels, etc., which are known to be useful in the paper industry. Fibers include secondary or recycled cellulose fibers in addition to live fibers of hardwood and softwood. Secondary fibers are isolated from the raw matrix by physical, chemical or mechanical means, formed into a fibrous web, and then dried by a physical, chemical or mechanical means from the web matrix, which has been dried to a water content of about 10% by weight or less. Means all cellulose fibers that have been trimmed.

Typical double-sided type tape is a form in which the adhesive composition is applied to both sides of the tissue paper layer in order to have a constant tensile strength of the tape.

However, when the papermaking fiber is mixed with the adhesive composition material to prepare the adhesive composition, a tape having a certain tensile strength may be realized in a single process instead of coating the adhesive composition on both sides of the tissue paper layer. Not only can the overall thickness be adjusted thinly, but the process is simple and economical. This will be described in more detail below.

Hereinafter, the adhesive tape including the aqueous adhesive composition will be described with reference to the drawings.

An adhesive composition can be used to comprise a single-sided type adhesive tape and a double-sided type adhesive tape.

In paper production, single-sided adhesive tape is used for core starting or end tapping, and double-sided adhesive tape is paper splicing, the process of connecting paper to paper. It is commonly used for.

As shown in FIG. 2A, the adhesive tape of the single-sided type is formed by laminating an adhesive layer 20 by coating an adhesive composition on a liner 11. At this time, the adhesive composition of the adhesive layer 20 is formed by mixing alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, UV curable resin, and organic solvent.

It is also possible to implement a double-sided type of adhesive tape using this adhesive composition, which is shown in Figure 2b. The adhesive layer 20 is laminated on the release liner 12 treated with the release treatment, and only the adhesive composition constituting the adhesive layer 20 does not exhibit tensile strength enough to be taped, so that the adhesive composition is formed on both sides of the tissue paper layer 30. It is laminated | stacked on the release liner 12 in this apply | coated form. The release liner 12 is defined as being surface-treated to contact the adhesive surface to protect the surface and peel off when used to achieve the purpose, and such release paper is an interior adhesive film such as labels, stickers, and PVC sheets. And various industrial castings such as synthetic leather production.

In addition, as shown in FIG. 3, a double-sided type adhesive tape may be implemented without a tissue paper layer. The adhesive tape has a layer of adhesive layer 40 laminated on the release liner 12. At this time, when the adhesive composition includes an alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, UV curable resin and organic solvent as well as papermaking fiber, The tensile strength is maintained, so that even a thin thickness can be easily taped, and a double-sided type adhesive tape excellent in cutting property can be formed.

Hereinafter, the method for producing the aqueous adhesive composition of the present invention will be described with reference to FIG. 1.

The method of preparing the aqueous adhesive composition is different from the conventional method of polymerizing the adhesive composition only by polymerization of one method of thermal polymerization or photopolymerization, and photopolymerization and thermal polymerization are applied, and specifically, a UV curable resin mixture preparation step (S10), It comprises a photopolymerization step (S20) and thermal polymerization step (S30).

Curable resin mixture preparation step (S10) is a step to prepare a UV curable resin mixture to enable photopolymerization.

The UV curable resin mixture is composed of 2-ethylhexyl acrylate, acrylic acid and photoinitiator, and the content of each substance is 1 to 10 parts by weight of the acrylic acid and 0.005 to 0.05 weight of the photoinitiator based on 100 parts by weight of the 2-ethylhexyl acrylate. It is desirable to disclaim.

2-ethylhexyl acrylate, acrylic acid and photoinitiator are introduced into a reactor filled with a non-reactive gas, preferably nitrogen, mixed and stirred.

The photopolymerization step (S20) is a step of preparing a UV curable resin polymer by photopolymerizing the UV curable resin mixture prepared in the UV curable resin mixture preparation step (S10).

Irradiated with UV light to the reactor in an oxygen-free environment filled with non-reactive gas, it is preferable to irradiate into the UV-A region in the range of 320 to 400nm, but the lamp line is longer or shorter than the wavelength range This can be used.

As the ultraviolet source, general ultraviolet irradiation devices such as a mercury arc, a carbon arc, a low pressure mercury lamp, a medium pressure mercury lamp, a high pressure mercury lamp, a metal halide lamp and the like are used. The intensity of ultraviolet radiation is suitably measured by adjusting the distance between the ultraviolet source and the substrate to be irradiated or adjusting the voltage in terms of irradiation time (productivity). Irradiation is generally carried out so that the polymerization rate of the composition is at least 90%.

It is preferable that the UV curable resin polymer superposed | polymerized by ultraviolet irradiation is 5,000-20,000cps at 25 degreeC, More preferably, it is effective that it is 7,000-12,000cps. When the viscosity of the UV curable resin polymer is less than 5,000 cps, the polymer is thin and difficult to apply like a tape. When the viscosity exceeds 20,000 cps, there is a problem that it is difficult to coat a uniform thickness after thermal polymerization because of the high viscosity.

Thermal polymerization step (S30) is a mixture of alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, organic solvent and the UV curable resin polymer polymerized in the photopolymerization step (S20) Synthesizing the adhesive composition.

The alkyl acrylate may be at least one of 2-ethylhexyl acrylate or n-butyl acrylate, and the nonionic surfactant may be polyoxyethylene alkyl phenyl ether or polyoxyethylene polyoxypropylene alkyl ether.

The material used for the polymerization in the thermal polymerization step (S30) may be applied in the same manner as described in the adhesive composition portion.

The thermal polymerization step (S30) is made in a reactor filled with a non-reactive gas, preferably nitrogen gas, it is effective to be carried out at a temperature of 60 to 95 ℃, more preferably at a temperature of 70 to 90 ℃. In order to maintain the above temperature range, a method commonly used in the industry can be used, and it is preferable to use a thermostat.

The thermal polymerization step (S30) can be stirred for 4 to 12 hours, more preferably 6 to 10 hours stirring is effective. If the polymerization time is less than 4 hours, sufficient agitation is not achieved, and when applied to the adhesive later, the odor problem due to the unreacted monomer and the molecular weight itself are small, so that the heat resistance is poor. When the polymerization time is more than 12 hours, the degree of polymerization of the adhesive composition is The problem is that the dissociation of water is high, making it difficult to use as a water-soluble adhesive, and it is uneconomical.

The adhesive composition synthesized in the thermal polymerization step (S30) is preferably a viscosity of 1,500 to 5,000cps at 25 ℃, more preferably 2,000 to 3,000cps is effective.

After the thermal polymerization step (S30), the base treatment step (S40) in order to use as an adhesive.

Base treatment step (S40) is a step of treating the base by mixing the basic solution to the adhesive composition synthesized in the thermal polymerization step (S30), preferably potassium hydroxide or sodium hydroxide, more preferably potassium hydroxide is effective.

At the time of base treatment, it is preferable to mix | blend a water-soluble pigment, polyoxyethylene nonyl phenyl ether, and an organic solvent together in a basic solution, and mix.

It can be mix | blended in the content ratio of 0.05-0.5 weight part of said water-soluble pigments, 10-30 weight part of said polyoxyethylene nonylphenyl ethers, 5-20 weight part of basic solutions, and 5-20 weight part of organic solvents with respect to 100 weight part of adhesive compositions. have.

The base treatment step (S40) is preferably made at room temperature, and finally to prepare a final aqueous adhesive composition having a viscosity of 500 to 2,000cps. Viscosities in this range make it possible to provide an adhesive composition of good adhesion while maintaining the function of water dissociation, and facilitate the process when applying the adhesive composition for the production of end products.

The aqueous adhesive composition and its preparation method according to the present invention have been described in detail above.

Hereinafter, the effects of the aqueous adhesive composition and the preparation method thereof according to the present invention will be described through specific examples and comparative examples.

Example  One

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, polyoxyethylene nonylphenyl 15 parts by weight of ether, 160 parts by weight of an organic solvent, and 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ° C. to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Example  2

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 30 parts by weight of 2-ethylhexyl acrylate, 70 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, polyoxyethylene nonylphenyl 15 parts by weight of ether, 160 parts by weight of an organic solvent, and 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ° C. to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Example  3

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 100 parts by weight of 2-ethylhexyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, 15 parts by weight of polyoxyethylene nonylphenyl ether, 160 parts by weight of an organic solvent. Part and 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ° C. to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Example  4

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, polyoxyethylene polyoxy 15 parts by weight of propylene alkyl ether, 160 parts by weight of an organic solvent, and 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ° C. to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Example  5

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, polyoxyethylene nonylphenyl An adhesive composition was synthesized by mixing 15 parts by weight of ether, 160 parts by weight of an organic solvent, 20 parts by weight of papermaking fiber, and 15 parts by weight of the UV curable resin polymer prepared above by stirring in an atmosphere of 80 ° C for 8 hours. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Comparative Example  One

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, 160 parts by weight of organic solvent And 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ℃ to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Comparative Example  2

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Then, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, 160 parts by weight of organic solvent And 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ℃ to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Comparative Example  3

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were added to a reactor filled with nitrogen gas, mixed, stirred, and irradiated with ultraviolet light using a 350 nm UV lamp for 15 minutes to be UV curable. Resin polymers were prepared. Thereafter, 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, 15 parts by weight of polyoxyethylene nonylphenyl ether, 160 parts by weight of an organic solvent. And 15 parts by weight of the UV curable resin polymer prepared above were mixed and stirred for 8 hours in an atmosphere of 80 ℃ to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Comparative Example  4

50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, polyoxyethylene nonylphenyl ether 15 By weight, 160 parts by weight of an organic solvent were mixed and stirred for 8 hours in an atmosphere of 80 ℃ to synthesize an adhesive composition. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

Comparative Example  5

100 parts by weight of 2-ethylhexyl acrylate, 5 parts by weight of acrylic acid, and 0.001 parts by weight of photoinitiator were mixed to prepare a UV curable resin mixture, and then 50 parts by weight of 2-ethylhexyl acrylate, 50 parts by weight of n-butyl acrylate, 0.5 parts by weight of glycidyl methacrylate, 1.5 parts by weight of hydroxyalkyl acrylate, 20 parts by weight of acrylic acid, 15 parts by weight of polyoxyethylene nonylphenyl ether, 160 parts by weight of an organic solvent and 15 parts by weight of the UV curable resin mixture The adhesive composition was synthesized by ultraviolet irradiation using a 350 nm UV lamp for 15 minutes. 0.15 parts by weight of a water-soluble pigment, 15 parts by weight of polyoxyethylene nonylphenyl ether, 10 parts by weight of potassium hydroxide, and 10 parts by weight of an organic solvent were added to the adhesive composition based on 100 parts by weight of the adhesive composition, followed by stirring at room temperature to form a final aqueous adhesive composition. Was prepared.

The adhesive compositions of Examples 1 to 4 and Comparative Examples 1 to 5 were laminated on the liner, and dried with hot air to form an adhesive tape of cross-sectional type. The adhesion, water dissociation, heat resistance and cohesion resistance of the adhesive tape were measured.

<Adhesion evaluation>

A 25 mm wide, 125 mm long adhesive tape was bonded to a 1.5 mm thick stainless steel # 304 plate at 100 mm long, and the sample was reciprocally pressed once with a 5 kg roller at a speed of about 300 mm / min under normal temperature conditions, and subjected to 24 hours under normal temperature conditions. Leave it for a while. Then, the adhesive force was evaluated by pulling in the 180 ° direction at a tensile speed of 300 mm / min from the surface of the stainless steel # 304 plate under a normal temperature condition of about 21 ° C.

<Water dissociation evaluation>

The adhesive tape 25mm in width and 25mm in length (removing the release liner) was left for 24 hours in 300gr of water, and then mixed at room temperature for 30 minutes, and then the adhesive composition coated on the adhesive tape of 25mm in width and 25mm in length was dissociated in water. The paper was visually observed to evaluate the degree of water dissociation. (Excellence: More than 98% dissociation, Good: 90% -98%, Normal: 80% -89%, Bad: Less than 80%)

&Lt; Evaluation of heat resistance &

A 25 mm wide, 95 mm long adhesive tape was bonded to a 1.5 mm thick stainless steel # 304 plate with a length of 25 mm, and the sample was reciprocally crimped once with a 5 kg roller at a speed of about 300 mm / min under normal temperature conditions, and at room temperature conditions for 24 hours. After leaving for a while, the weight of 500gr was suspended in an oven and the temperature was increased by 5 ° C./10 min.

<Cohesion Resistance Evaluation>

A 25 mm wide, 95 mm long adhesive tape was bonded to a 1.5 mm thick stainless steel # 304 plate with a length of 25 mm, and the sample was reciprocally crimped once with a 5 kg roller at a speed of about 300 mm / min under normal temperature conditions, and at room temperature conditions for 24 hours. After leaving for a while, a 200gr weight was suspended in an oven at 200 ° C., and the adhesive tape was measured and evaluated.

Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Adhesion
(Kg / 25mm) 1.04 1.03 1.02 1.05 1.00 0.99 0.99 0.93 0.90 Dissociation Great Great Good Great Bad usually usually Bad Bad Heat resistance
(℃) 125 120 121 124 70 50 55 49 45 Cohesion
(minute) 2
More than 2
More than 2
More than 2
More than One
Below One
Below One
Below 0.5 or less One
Below

As shown in Table 1, Examples 1 to 4 including all alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, UV curable resin and organic solvent are excellent in water dissociation On the other hand, Comparative Example 1 without a nonionic surfactant and Comparative Examples 2 to 3 in which the content of the substance is outside the scope of the present invention are not only poor in dissociation, but also inferior in heat resistance and coagulation resistance.

In addition, Comparative Example 4, which performed only thermal polymerization, and Comparative Example 5, which performed only photopolymerization, it can be seen that the adhesive strength is remarkably decreased as compared with Examples and Comparative Examples, in which an adhesive composition was prepared in parallel with thermal polymerization and photopolymerization.

The adhesive compositions of Example 5 and Comparative Examples 1 to 5 were laminated on the release liner, and dried with hot air to form a double-sided type adhesive tape. We examined the implementation of double-sided type adhesive tape.

Example 5 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Coating thickness
(after drying) 55 25 22 24 25 26 Implementation O X (cannot be used as double-sided type adhesive tape due to low tensile strength) X X X X

As shown in Table 2, since the adhesive composition of Comparative Examples 1 to 5 is inferior in tensile strength, it is impossible to implement a double-sided type adhesive tape, whereas the adhesive composition of Example 5 including a papermaking fiber is released. Even if a single layer is coated on the liner, the tensile strength that can be used as a double-sided tape is maintained, thereby enabling the implementation of a double-sided type adhesive tape.

Thus, by applying the adhesive composition of Comparative Examples 1 to 5 on both sides of the tissue paper layer and laminated on the release-treated release liner, the adhesive tape and adhesive force, water dissociation resistance, heat resistance, cohesion resistance, tensile strength and cutting property of Example 5 Measured. In Table 3, Example 5-1 is a double-sided type adhesive tape obtained by laminating the adhesive composition of Example 5 on a release liner, and Example 5-2 coated the adhesive composition of Example 5 on both sides of the tissue paper layer. It is a double-sided type adhesive tape laminated | stacked on the release liner.

Tensile strength evaluation

The adhesive tape of width 25mm and length 100mm was pulled at 300 mm / min speed under normal temperature conditions, and the time when an adhesive tape was cut was evaluated.

<Cutting property evaluation>

When the adhesive tape of 500 mm in width and 50 m in length was cut to 25 mm in width to release the adhesive tape, the extent to which the adhesive tape occurred on the cutting side was visually evaluated.

Example 5-1 Example 5-2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Adhesion
(Kg / 25mm) 1.04 1.05 1.00 0.99 0.99 0.93 0.90 Dissociation Great Great Bad usually usually Bad Bad Heat resistance
(℃) 123 120 70 50 55 49 45 Cohesion
(minute) 2
More than 2
More than One
Below One
Below One
Below 0.5
Below One
Below The tensile strength
(Kg / 25mm) 1.2 1.2 0.8 0.5 0.2 0.5 0.7 Cutting ability Great Great Bad Bad Bad Bad Bad

When implementing the double-sided type adhesive tape including the tissue paper layer with the adhesive composition of Comparative Examples 1 to 5, the adhesive force, water dissociation resistance, heat resistance, cohesion resistance is inferior to the embodiment, and the adhesive composition including the papermaking fibers is excellent. It can be seen that the cutting property is excellent due to the tensile strength.

The adhesive composition of the present invention is most effective for use as a tributary adhesive tape due to its excellent water dissociation property and adhesive force, and can reproduce a tributary having high quality without removing the adhesive tape.

In addition, the adhesive composition of the present invention can be used irrespective of its application as long as the adhesive is required to be soluble in water.

The scope of the present invention is not limited to the above-described embodiments, but may be embodied in various forms of embodiments within the scope of the appended claims. 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 present invention as defined by the appended claims.

11: liner
12: release liner
20: adhesive layer
30: tissue paper layer
40: adhesive layer containing paper fibers

Claims (15)

To 100 parts by weight of alkyl acrylate consisting of 2-ethylhexyl acrylate and n-butyl acrylate,
0.2 to 1.5 parts by weight of glycidyl methacrylate;
1.0 to 2.5 parts by weight of hydroxyalkyl acrylate;
15 to 35 parts by weight of acrylic acid;
10 to 22 parts by weight of nonionic surfactant;
10 to 22 parts by weight of the UV curable resin; And
An aqueous adhesive composition comprising 110 to 220 parts by weight of an organic solvent.
delete The method of claim 1,
The alkyl acrylate is an aqueous adhesive composition, characterized in that consisting of 60 to 150 parts by weight of the n-butyl acrylate relative to 100 parts by weight of the 2-ethylhexyl acrylate.
The method of claim 1,
Wherein said hydroxyalkyl acrylate is 2-hydroxyethyl acrylate.
The method of claim 1,
The nonionic surfactant is an aqueous adhesive composition, characterized in that the polyoxyethylene alkyl phenyl ether or polyoxyethylene polyoxypropylene alkyl ether.
6. The method of claim 5,
The polyoxyethylene alkyl phenyl ether is an aqueous adhesive composition, characterized in that the polyoxyethylene nonyl phenyl ether.
The method of claim 1,
The UV curable resin is an aqueous adhesive composition comprising 2-ethylhexyl acrylate, acrylic acid and a photoinitiator.
8. The method of claim 7,
The aqueous adhesive composition, wherein the acrylic acid is 1 to 10 parts by weight and the photoinitiator is 0.005 to 0.05 parts by weight based on 100 parts by weight of the 2-ethylhexyl acrylate.
The method of claim 1,
An aqueous adhesive composition further comprising papermaking fibers.
10. An adhesive tape comprising the aqueous adhesive composition of any one of claims 1 and 3.
UV-curable resin mixture preparation step of mixing and stirring 2-ethylhexyl acrylate, acrylic acid and photoinitiator to prepare a UV-curable resin mixture;
A photopolymerization step of preparing UV curable resin polymers by irradiating the UV curable resin mixture with ultraviolet rays; And
Alkyl acrylate, glycidyl methacrylate, hydroxyalkyl acrylate, acrylic acid, nonionic surfactant, organic solvent and the UV curable resin polymer composed of 2-ethylhexyl acrylate and n-butyl acrylate are 40 to 120 Method for producing an aqueous adhesive composition comprising a thermal polymerization step of synthesizing the adhesive composition by mixing and stirring at a temperature of ℃.
12. The method of claim 11,
The viscosity of the UV curable resin polymer is 5,000 to 20,000cps method of producing an aqueous adhesive composition.
delete 12. The method of claim 11,
The nonionic surfactant is a polyoxyethylene alkyl phenyl ether or polyoxyethylene polyoxypropylene alkyl ether.
12. The method of claim 11,
A base treatment step of mixing and stirring 5 to 20 parts by weight of potassium hydroxide or sodium hydroxide with respect to 100 parts by weight of the adhesive composition; Method of producing an aqueous adhesive composition further comprising.

Images