KR102094963B1 - Adhesive film and adhesive tape for moisture protection, and method for producing the same - Google Patents

Abstract

In one aspect, the present invention includes a moisture-blocking adhesive layer comprising a butyl-based rubber having a carbon-carbon double bond, and a polyfunctional thiol-based compound, wherein the polyfunctional thiol-based compound is carbon-based on the butyl-based rubber. It provides an adhesive film which forms a carbon double bond and a crosslinking point.

Description

Adhesive film and adhesive tape for moisture protection, and method for producing the same}

The present invention relates to a moisture barrier adhesive film and an adhesive tape, and a method for manufacturing the same.

Recently, as electronic products such as portable computers, smart phones, and DSLRs have become high-performance complex functions, product development has been focused on high-definition display products that include touch panels instead of removing the operation panel. Particularly, when an OLED is used in such a device, the battery life can be secured for a long time at the same time as weight reduction and thinning, and thus, the adoption of OLED is increasing in many display products. Accordingly, a lot of attention is focused on the moisture blocking performance that is directly related to the life of the OLED.

In general, electronic devices require moisture barrier properties to secure long-term durability. In particular, recently, in the case of next-generation devices such as OLED / QD displays, it is required to secure more improved moisture barrier properties. Accordingly, not only does it require high moisture barrier properties in each layer of the display, but also adhesive films for interlayer fixing Also, a method of increasing the overall durability of the display by securing moisture barrier properties is widely used. When the moisture barrier property between layers is not secured, it is difficult to secure the durability of the display because moisture can be transmitted to the panel through the side. Therefore, when stacking each layer of the display, it is highly desirable to improve the reliability of the device by using an adhesive tape having excellent moisture barrier properties to block moisture from penetrating the side.

To this end, as a conventional method, a method of depositing a multi-layer moisture barrier film to secure durability has been used, but in order to completely secure durability, a process of stacking at least seven layers is required, and in this process, a low yield is obtained. Therefore, it has been difficult to secure productivity.

As a method of securing long-term durability while increasing productivity, there is a method of securing a certain level of moisture barrier property in the middle adhesive layer instead of reducing the display's laminated layer from 7 to 3 layers. It is possible to effectively suppress and thereby design the final moisture barrier property inside the organic display to be equivalent to the conventional method, and further have improved moisture barrier performance. For this design, it is required that the moisture barrier performance and the other basic physical properties of the adhesive film, such as transparency, adhesiveness, and reliability, be secured.

As such a method, there is a conventional method of forming an adhesive layer using isobutylene or butyl rubber, but in the case of using isobutylene or butyl rubber, moisture barrier properties are excellent, but there is no crosslinking point, so there is no crosslinking point to ensure adhesion properties and reliability. It has. In addition, there is a method of forming a crosslinking point using an acrylic resin or urethane resin as a conventional method for securing reliability, so that the adhesive layer ensures adhesive properties and reliability, but in this case, the moisture barrier property is deteriorated. It has been restricted by the adoption of adhesive tape.

In addition, since visibility as a display must be secured, high transparency and high adhesion are required. If the transparency is not high, it is difficult to secure the visibility of the display, and when the adhesive strength is low, problems such as side lifting, air bubbles, and mura (stains) may occur.

Exemplary adhesive film and adhesive tape according to the present invention, and a method of manufacturing the same, when using butyl rubber as in the prior art, have no crosslinking point and thus do not secure adhesive properties and reliability, resulting in side lifting, air bubbles, mura (stains), etc. I want to solve this problem.

Exemplary adhesive film and adhesive tape according to the present invention, and a method of manufacturing the same, in order to secure the reliability of the adhesive film, in the case of forming a crosslinking point using an acrylic resin or urethane resin on the adhesive layer as in the prior art, moisture barrier property This is to solve the problem that deteriorates and causes aging of the organic display.

The exemplary adhesive film and adhesive tape according to the present invention, and a method of manufacturing the same, seek to solve the problem that it is difficult to secure the visibility of the display because transparency is not high when applying the conventional technology.

Exemplary embodiments of the present invention include a butyl-based rubber having a carbon-carbon double bond, and a moisture barrier adhesive layer comprising a polyfunctional thiol-based compound, wherein the multifunctional thiol-based compound is carbon of the butyl-based rubber. -Provides an adhesive film that forms a carbon double bond and a crosslinking point.

Exemplary embodiments of the present invention include at least one release film including a release layer and a base film, and an adhesive film, wherein the moisture barrier adhesive layer of the adhesive film is laminated on the release film, adhesion Provide tape.

Exemplary embodiments of the present invention include a cover glass layer; Film sensor layer; And an adhesive film disposed between the layers.

Exemplary embodiments of the present invention include the steps of preparing a moisture barrier adhesive layer by mixing a butyl-based rubber having a carbon-carbon double bond, and a polyfunctional thiol-based compound; And applying the moisture barrier adhesive layer on a release film.

Exemplary adhesive film and adhesive tape according to the present invention, and a method of manufacturing the same, form an carbon-carbon double bond and a crosslinking point of a polyfunctional thiol-based compound and a butyl-based rubber in the adhesive layer, thereby having excellent adhesive properties and reliability. Can bring.

Exemplary adhesive film and adhesive tape according to the present invention, and a method of manufacturing the same, can form a carbon-carbon double bond and a crosslinking point of a polyfunctional thiol-based compound and a butyl-based rubber in the adhesive layer, and thus have excellent moisture barrier properties.

The exemplary pressure-sensitive adhesive film and pressure-sensitive adhesive tape according to the present invention and its manufacturing method have excellent transparency, so that excellent visibility can be secured in a display to which the pressure-sensitive adhesive film is applied.

1 shows an organic display to which a moisture barrier adhesive film according to an embodiment of the present invention is applied.
Figure 2 shows a cross-sectional view of the moisture barrier adhesive tape prepared according to an embodiment of the present invention.

Hereinafter, embodiments of the present invention will be described in detail with reference to the accompanying drawings. Although embodiments of the present invention have been described with reference to the accompanying drawings, this is for illustrative purposes, and the technical spirit of the present invention and its configuration and application are not limited by this.

As used herein, “polyfunctional thiol-based compound” means a compound containing two or more thiol groups (-SH) as a polyfunctional “thiol-based compound”.

In the present specification, "adhesive resin" means a resin added to impart the tackiness of the butyl-based rubber surface.

As used herein, "crosslinking point" means a point formed by a C-S covalent bond between a carbon-carbon double bond and a thiol group (-SH).

Moisture barrier adhesive film

In one aspect of the present invention, the moisture barrier adhesive film according to the present invention may include a moisture barrier adhesive layer comprising a butyl-based rubber having a carbon-carbon double bond, a polyfunctional thiol-based compound, and an adhesive resin. have.

In an exemplary embodiment, the butyl-based rubber may be BR (Butadiene rubber), PIB (Polyisobutylene), or IIR (Isoprene-isobutylene Rubber), and considering moisture barrier property and crosslinking point, preferably IIR (Isoprene-isobutylene) Rubber).

The butyl-based rubber may have a carbon-carbon double bond. The butyl-based rubber has excellent transparency, cohesiveness, and durability, and is difficult for moisture to pass through, and has a constant content of carbon-carbon double bonds, such as 2 to 5% of the total carbon bonds, as double bonds. When the carbon-carbon double bond of the butyl-based rubber is in the above range, transparency, cohesion, and durability are excellent and moisture may be difficult to pass.

The carbon-carbon double bond of the butyl rubber may form a crosslinking point with the polyfunctional thiol-based compound. Through the formation of the crosslinking point, the moisture barrier adhesive layer of the pressure-sensitive adhesive film according to the present invention can secure cohesion, and thus have long-term reliability. On the other hand, if a general butyl-based rubber without carbon-carbon double bond or PIB (polyisobutylene) is used, it is difficult to form a crosslinking point and thus it is difficult to secure the cohesive force of the adhesive layer, so long-term reliability may be a problem.

Typically, the carbon-carbon double bond of the butyl-based rubber forms a crosslinking point through an UV reaction with an acrylic compound, but has the disadvantage that the moisture barrier property of the adhesive layer can be rapidly reduced due to the properties of the acrylic compound. In addition, like the urethane-based compound, a crosslinking point is formed through a thermal reaction with a hydroxyl group or a carboxyl group, which is also not suitable because it can rapidly decrease the moisture barrier property of the adhesive layer. Therefore, it is advantageous to limit the use of such a compound, such as an acrylic compound or a urethane compound, while having excellent adhesion and excellent moisture barrier properties and reliability. In the adhesive film according to the exemplary embodiment of the present invention, the moisture barrier property is not reduced by using a thiol-based compound that does not contain an acrylic compound, a urethane-based compound, a hydroxyl group, or a carboxyl group, which is susceptible to moisture. In addition, unlike the acrylic or urethane-based compound, the thiol-based compound has an alkyl structure that does not contain a hydroxyl group, a carboxyl group, or an acrylic group, and thus has hydrophobicity and thus has a structural characteristic that may have low water permeability. In addition, since the bonding structure is relatively simple, a structural steric hindrance effect can be expected when water is trying to penetrate between the crosslinking points.

Examples of the butyl-based rubber applicable to the present invention include butyl rubber (Isobutylene-isoprene rubber, IIR), bromo butyl rubber (Bromo Isobutylene-isoprene rubber, BIIR), and butyl chloride (Chloro Isoutylene-isoprene rubber, CIIR). Although present, bromo compounds and chlorine compounds may be hazardous and may be inappropriate.

In an exemplary embodiment, the butyl-based rubber may have a weight average molecular weight of 1,000,000 or more and 5,000,000 or less. Specifically, it may be 1,500,000 or more, 2,000,000 or more, or 2,500,000 or more, and 4,500,000 or less, 4,000,000 or less, 3,500,000 or less, 3,000,000 or less, or 2,500,000 or less. Preferably, it may range from 2,000,000 to 5,000,000. More preferably, it may range from 2,000,000 to 3,000,000.

When the weight-average molecular weight of the butyl-based rubber is less than 1,000,000, it is necessary to form as many cross-linking points, which may act as an adverse factor for moisture barrier properties, and when the weight-average molecular weight of the butyl-based rubber exceeds 5,000,000, the viscosity is too high. It may be difficult to secure coating conditions for the formation of the adhesive layer.

In an exemplary embodiment, the multifunctional thiol-based compound is included in the moisture barrier adhesive layer of the pressure-sensitive adhesive film according to the present invention, thereby improving adhesion and reliability of the moisture barrier adhesive layer. Specifically, the polyfunctional thiol-based compound combines with the carbon-carbon double bond of the butyl-based rubber to form a crosslinking point, thereby improving the adhesion of the adhesive layer and ensuring reliability that interlayer separation does not occur even after passing harsh conditions. You can. This is because it is possible to maintain the interlayer adhesion by exerting excellent cohesion under severe conditions by forming a chain structure between polymers through a crosslinking point.

For example, the harsh condition may include a condition of exposing at a temperature of about 85 ° C. and a humidity of about 85% for about 500 hours.

In an exemplary embodiment, the polyfunctional thiol-based compound may be a thiol group containing 2 or more functional groups to 10 or less functional groups, for example, a tri-functional group or higher, a 4-functional group or higher, or a 5-functional group or higher. The higher the number of functional groups contained, the greater the cohesive power of the polymer after the crosslinking reaction, which is advantageous in terms of high temperature and high humidity reliability. However, if the number of functional groups contained is too large, unreacted groups due to steric hindrance may remain. Therefore, preferably, it may be contained in 2 to 4 functional groups, it is possible to obtain excellent high temperature and high humidity reliability without the presence of unreacted groups in the above range.

In an exemplary embodiment, the multifunctional thiol-based compound is trimetylolpropane tris (3-mercaptopropionate), TEMPIC (tris [(3-mercaptopropionyloxy) -ethyl] -isocyanurate), PEMP (pentaerythritol tetrakis (3-mercaptopropionate)), It may be one or more selected from the group consisting of dipentaerythritol tetrakis (3-mercaptopropionate) (DPMP), and p-xylene di-thiol (PXDT) Preferably, the polyfunctional thiol-based compound is p-xylene di-thiol (PXDT). In particular, the PXDT (p-xylene di-thiol) may be effective in blocking moisture because the backbone is made of only carbon and has hydrophobicity.

In an exemplary embodiment, the tackifying resin may be included in the moisture barrier adhesive layer of the adhesive film according to the present invention to improve adhesion. Specifically, the tackifying resin may not have a carbon-carbon double bond or a carbon-carbon triple bond, and preferably may consist of only a carbon-carbon single bond. When the adhesion is made of only a carbon-carbon single bond, the carbon-carbon bond may have an excellent hydrophobicity, which may be advantageous for moisture barrier properties.

Specifically, the tackifying resin may be (hydrogenated Terpene-based resin, hydrogenated Ester-based resin, hydrogenated Dicyclopentadiene (DCPD) -based resin).

In addition, the softening point of the adhesive resin may be 70 ℃ to 150 ℃. Preferably, the softening point of the tackifying resin may be in the range of 80 ℃ to 120 ℃. When the softening point of the tackifying resin is less than 70 ° C, the flowability of the tackifying resin is too high, which may adversely affect reliability, and when the softening point of the tackifying resin exceeds 150 ° C, the tackifying resin becomes too hard, resulting in As a result, it has a low adhesive strength, and this may cause problems of lifting between layers.

In an exemplary embodiment, the moisture barrier adhesive layer may include 0.1 to 10 parts by weight of the thiol-based compound and 1 to 50 parts by weight of the tackifier resin with respect to 100 parts by weight of the butyl rubber.

Specifically, the thiol-based compound may be included in 0.2 to 9 parts by weight, 0.4 to 8 parts by weight, 0.6 to 7 parts by weight, or 0.8 to 6 parts by weight. Preferably, the thiol-based compound may be included in the range of 1 to 5 parts by weight. When the thiol-based compound is included in the above range, the moisture barrier property of the moisture barrier adhesive layer may be excellent.

Specifically, the tackifier resin may be included in the range of 2 to 45 parts by weight, 3 to 40 parts by weight, 4 to 35 parts by weight, or 5 to 30 parts by weight. Preferably, the tackifying resin may be included in the range of 5 to 20. When the adhesive imparting resin is included in the above range, the moisture barrier adhesive layer may have excellent reliability and adhesiveness.

In an exemplary embodiment, the thickness of the moisture barrier adhesive layer may be 25 um to 100 um. Specifically, the thickness of the moisture barrier adhesive layer may be 25 um or more, 30 um or more, 35 um or more, 40 um or more, 45 um or more, 50 um or more, 55 um or more, 60 um or more, or 70 um or more, , 100 um or less, 95 um or less, 90 um or less, 85 um or less, 80 um or less, 75 um or less, or 70 um or less. Preferably, it may be in the range of 50um to 75um. If the thickness of the moisture barrier adhesive layer is less than 25 um, the adhesive strength may be insufficient, and when the thickness of the moisture barrier adhesive layer is 100 µm or more, no visible increase in adhesive strength is achieved, whereas the thickness has disadvantageous optical properties. Can have

In an exemplary embodiment, the moisture barrier adhesive layer may further include a coupling agent, and specifically may further include a silane coupling agent. In one embodiment, the silane coupling agent may be a silane coupling agent containing a double bond. The double bond of the silane coupling agent binds to the thiol-based compound, and the alkoxy silane portion improves adhesion stability by bonding with an adhesive to which an adhesive is applied, such as a cover glass layer or a film sensor layer, and under severe conditions, such as about 80 When it is left for a long time under a high temperature of more than ℃ and a humidity condition of about 80% or more, a drop in adhesive strength can be prevented.

In an exemplary embodiment, the moisture barrier adhesive layer may include 0.01 to 1 part by weight of the coupling agent relative to 100 parts by weight of the butyl-based rubber. Specifically, 0.01 to 0.9 parts by weight, 0.01 to 0.8 parts by weight, 0.01 to 0.7 parts by weight, or may be broken in the range of 0.01 to 6 parts by weight, preferably, the coupling agent may include in the range of 0.01 to 0.05 have. When the coupling agent is included in the above range, it can have excellent adhesive strength even for a long time standing.

In addition, the moisture barrier adhesive layer of the pressure-sensitive adhesive film according to the present invention may further use a mixture of a plasticizer, an epoxy resin and a curing agent for a specific purpose, and UV stabilizers, antioxidants, etc. may be added according to the general purpose.

In an exemplary embodiment, the moisture barrier adhesive layer may have one or more of an adhesive property of 10 N / 25 mm or more in adhesion, and an optical property of 90% or more in total light transmittance or 1% in haze or less.

The adhesive strength of the adhesive film may be measured by an adhesive strength test method (JIS Z 0237).

Release film

In another aspect of the present invention, the adhesive tape according to the present invention may include at least one release film including a release layer and a base film, and the adhesive films of claims 1 to 10, and the moisture barrier property of the adhesive film The adhesive layer may be laminated on the at least one release film. Therefore, the release films may be laminated on both sides of the moisture barrier adhesive layer of the adhesive film.

In an exemplary embodiment, the base film is not limited in its kind, but can be used as what is known as a base film of a conventional release coating.

Specifically, the base film may be made of a heat-resistant resin, for example, the base film is polyethylene terephthalate (Poly ethylene terephthalate; PET), polybutylene terephthalate (Poly butylene terephthalate, PBT), polyethylene naphthalate (Poly ethylenenaphthalate, PEN), polybutylene naphthalate (PBN), polyethylene (poly ethylene, PE) polypropylene (Polypropylene, PP), and paper.

In an exemplary embodiment, the thickness of the base film may range from 25 μm to 188 μm. Specifically, the thickness of the base film may be 30 μm or more, 35 μm or more, 40 μm or more, 45 μm or more, or 50 μm or more. For example, the thickness of the base film may be about 50 μm. When the thickness of the base film is within the above-mentioned range, it may have excellent release properties. In addition, the base film according to an embodiment of the present invention may have a high transparency and at the same time excellent productivity and workability uniaxial or biaxially oriented film have.

In an exemplary embodiment, the base film may use a corona discharge-treated film to improve adhesion, but may alternatively use a non-surface-treated film, which is a film that is not corona discharge-treated.

In one embodiment, the strength of the fabric film is MD direction 22.0 +,-8 kgf / mm2 ,, TD direction 30.0 +,-9 kgf / mm2, and fabric film elongation is MD direction 150 +,-80%, TD direction A PET film of 100 +,-80% may be applied, and in particular, a film having an orientation angle of 6 ° or less may be used to control curl failure due to shrinkage of the film.

In an exemplary embodiment, the release layer is not particularly limited, but may include an additional silicone-based release agent that exhibits release properties to a butyl-based adhesive. In addition, the release layer may be an ultraviolet curing type acrylic silicone, a mercapto group-containing silicone, and an epoxy group-containing silicone, and they may not apply heat for curing.

The release layer may be a light and medium release layer. In one embodiment, a light peeling release layer may be stacked on one side of the moisture barrier adhesive layer of the adhesive film, and a middle peeling release layer may be stacked on the other side.

In addition, the release layer is not particularly limited as a coating method generally used in the art, but specifically describes a release layer by various methods such as gravure coating, Mayer bar coating, 'air knife coating, and doctor knife coating'. After applying to the film, it can be formed by drying and curing by a method such as heat treatment and ultraviolet irradiation.

In addition, the release layer is not particularly limited, but can be prepared by drying at a drying temperature of 130 ° C. or less when an additional silicone system exhibiting release properties is applied to a butyl adhesive. When working at a drying temperature of 130 ° C. or higher, when manufacturing a release film having a thickness of 1300 mm or more, transverse and longitudinal wrinkles may be generated due to heat shrinkage of the film.

In another aspect of the invention, a display device according to the invention comprises a cover glass layer; Film sensor layer; And it may include an adhesive film according to the invention disposed between the layers.

In another aspect of the present invention, the method of manufacturing the adhesive tape according to the present invention comprises the steps of preparing a moisture barrier adhesive layer by mixing a butyl rubber and a thiol-based compound, the carbon-carbon double bond of the butyl rubber and the multi-tube It may include the step of forming the cross-linking point of the thiol group of the functional thiol-based compound and the step of applying the moisture barrier adhesive layer on a release film.

In an exemplary embodiment, preparing the moisture barrier adhesive layer may include curing the adhesive layer.

The curing step may include drying and curing the moisture barrier adhesive layer by a method of heat treatment, ultraviolet irradiation, or the like.

In an exemplary embodiment, the applying step may be applying the thickness of the moisture barrier adhesive layer to 25 um to 100 um. Specifically, the thickness of the moisture barrier adhesive layer may be 25 um or more, 30 um or more, 35 um or more, 40 um or more, 45 um or more, 50 um or more, 55 um or more, 60 um or more, or 70 um or more, , 100 um or less, 95 um or less, 90 um or less, 85 um or less, 80 um or less, 75 um or less, or 70 um or less. Preferably, it may be in the range of 50um to 75um. If the thickness of the moisture barrier adhesive layer is less than 25 um, the adhesive strength may be insufficient, and when the thickness of the moisture barrier adhesive layer is 100 µm or more, no visible increase in adhesive strength is achieved, whereas the thickness has disadvantageous optical properties. Can have

The moisture barrier adhesive layer of the adhesive film may be laminated on the release film, and the application of the adhesive layer is not particularly limited to a coating method generally used in the art. Specifically, it may be performed using any one of a die coater, a nip coater, a gravure roll coater, and a comma coater.

The present invention is explained in more detail through the following examples. However, the examples are only for illustrating the present invention, and the scope of the present invention is not limited thereto.

[ Manufacturing example ] Of adhesive tape  Produce

A preferred embodiment of the present invention will be described in detail with reference to FIG. 2.

Figure 2 is prepared according to an embodiment of the present invention, on one side of the polyester film 310 as a base film, a medium release silicone release layer 320, a moisture barrier adhesive layer 200, a light release silicone release layer (330), and showing a cross-sectional view of the moisture barrier adhesive tape 100 laminated in the order of the base film of the polyester film 310, specifically, a medium peeling on one side of the base film of the polyester film 310 The silicone release layer 320 is coated so that Wet standard 10g / SQM is uniformly applied using Mayer Bar No. 4 (Gibae E & T) and dried and cured in a 150 ° C box oven for 20 seconds. On the top surface coated with the middle peeling layer (300a), a pre-mixed adhesive solution is coated with 50 µm of a dry standard using a bar applicator (Gay B & T), dried in a 110 ° C box oven for 90 seconds, and a moisture barrier adhesive layer ( After forming 200), a cross-linking point is formed by exposing the sample so that the accumulated UV light amount becomes 1J of the UV-A standard using a UV lamp (Fusion H-bulb). The moisture-blocking adhesive layer 200 on the coated upper surface is the same as the method of forming the light-release silicone release layer 330 on the one side of the polyester film 310, which is a separate base film, the medium-release silicone release layer 320 After coating, the top surface of the prepared moisture barrier adhesive layer 200 and the light peeling silicone release layer 330 are laminated and completed.

[ Example  One]

As a content of Table 1, 100 g of IIR 301 (Lanxess, Germany) containing 5% of the total carbon-carbon double bond as an adhesive resin, and a DCPD-based adhesive resin having a softening point of about 90 ° C as an adhesive agent SU-90 (Kolon Industries) 20g, Thiol-based compound PXDT (p-xylene di-thiol) (SC Organic Chemistry, Japan) 1g as crosslinking agent, HCPK (1-Hydroxy-Cyclohexyl-Phenyl-Ketone) (BASF, Germany) as photoinitiator ) Dissolve 0.2 g in 400 g of toluene to prepare an adhesive solution of about 21%, then completely remove air bubbles with the Minivac (NETZSCH, Germany) negative pressure degassing device, and apply a drying criterion of 50 μm to prepare an adhesive sheet. . At this time, under the high-pressure mercury lamp of H-Bulb, photoreaction is performed with an accumulated light quantity of 1.5 J / cm 2 so that the double bond of IIR (Isoprene-isobutylene Rubber) and the thiol-based compound are sufficiently combined.

 After laminating one side of the prepared adhesive sheet to PET with a thickness of 50 µm and attaching the glass side to the other side, attach the autoclave FA3 (Ilshin Autoclave) to completely remove air bubbles at 1MPa, 80 ℃, and 30min. Physical properties and moisture permeability were observed, and reliability was observed under high temperature and high humidity conditions of 85 ° C x 85%, and the results are shown in Table 2.

[ Example  2]

With the content of Table 1, an adhesive sheet was prepared under the same conditions as in Example 1, but instead of PXDT (p-xylene di-thiol), PEMP (pentaerythritol tetrakis (3-mercaptopropionate)) was replaced with 1 g to evaluate the composition. Table 2 shows the results.

[ Example  3]

With the content of Table 1, an adhesive sheet was prepared under the same conditions as in Example 1, but instead of PXDT (p-xylene di-thiol), DPMP (dipentaerythritol tetrakis (3-mercaptopropionate)) was replaced with 1 g to evaluate the composition. Table 2 shows the results.

[ Comparative example  One]

With the content of Table 1, an adhesive sheet was prepared under the same conditions as in Example 1, but instead of PXDT (p-xylene di-thiol), the acrylic compound, HDDA (hexanediol diacrylate) was replaced with 1 g, and evaluated for composition. Is shown in Table 2.

[ Comparative example  2]

With the content of Table 1, an adhesive sheet was prepared under the same conditions as in Example 1, but instead of PXDT (p-xylene di-thiol), the urethane compound derivative HDI Trimer (coronate HX) was replaced with 1 g to evaluate the composition. Table 2 shows the results.

adhesive additive adhesive
Application amount IIR (g) Adhesive resin (g) Crosslinker Photoinitiator (g) Μm Kinds Content (g) Example 1 100 20 PXDT One 0.2 50 Example 2 100 20 PEMP One 0.2 50 Example 3 100 20 DPMP One 0.2 50 Comparative Example 1 100 20 HDDA One 0.2 50 Comparative Example 2 100 20 HDI Trimer One 0.2 50

[ Test example  1] Adhesion measurement

The adhesive sheet specimens prepared in Examples 1-3 and Comparative Examples 1-2 were laminated on a 25 μm thick PET film corona-treated on one side, cut to a size of 25 mm x 250 mm and stored at room temperature for 24 hours. Then, on the opposite side of the adhesive sheet specimen on which the PET film is laminated, laminate in the length of 250mm using automatic laminating machine (2kg load), AnyLam-1300, manufacturer: Anytech) and 25 ± 2 Stored for 30 minutes at ℃. Then, the adhesive force was measured at a speed of 0.3 m / min in a 180 ° Peel method using an adhesive force measuring device (CKP-5000, manufacturer: CHEMINSTRUMENTS), and the results are shown in Table 2.

[ Test example  2] Measurement of optical properties

A slide glass having a thickness of 1 mm was placed in a haze meter (Haze meter, NDH7000, manufacturer: NIPPON) and calibrated. Slide glass was laminated on one side of the adhesive sheet specimens prepared in Examples 1-3 and Comparative Examples 1-2 so that no bubbles were generated. Then, the release film on the opposite side of the adhesive sheet specimen on which the slide glass was laminated was removed to measure haze in a state where the slide glass and the adhesive layers of Examples 1-3 and Comparative Examples 1-2 were laminated, and the results were shown in Table 2 Same as

contents Basic properties Moisture barrier responsibility Remark Adhesive property
(JIS Z 0237) Optical properties
(ASTM D1003) WVTR
(ASTM F 1249) Observation after high temperature and high humidity Unit adhesiveness
(N / 25㎜) Haze
(%) g / dayM2 Good appearance = ○
Excitement, bubble = X Example 1 11.5 0.3 4.2 ○ Example 2 10.3 0.4 7.7 ○ Example 3 7.7 0.7 8.4 ○ Comparative Example 1 15.7 0.9 15.7 ○ Moisture barrier NG Comparative Example 2 17.2 1.7 48.8 X Moisture protection, reliability NG

* HCPK: 1-Hydroxy-Cyclohexyl-Phenyl-Ketone

100: adhesive tape
200: moisture barrier adhesive layer
300a, b: release film

Claims (17)

It includes a butyl-based rubber having a carbon-carbon double bond, and a moisture barrier adhesive layer comprising a polyfunctional thiol-based compound,
The polyfunctional thiol-based compound forms a carbon-carbon double bond and a crosslinking point of the butyl-based rubber,
The moisture barrier adhesive layer comprises 0.1 to 10 parts by weight of the thiol-based compound with respect to 100 parts by weight of the butyl-based rubber,
The moisture barrier adhesive layer has an adhesive property of 10 N / 25 mm or more measured by JIS Z 0237, a total light transmittance of 90% or more, and an optical property of haze of 1% or less measured by ASTM D1003. That, the adhesive film. According to claim 1,
The butyl-based rubber has a weight average molecular weight of 1,000,000 to 5,000,000 or less, the adhesive film. According to claim 1,
The multifunctional thiol-based compound is trimetylolpropane tris (3-mercaptopropionate), TEMPIC (tris [(3-mercaptopropionyloxy) -ethyl] -isocyanurate), PEMP (pentaerythritol tetrakis (3-mercaptopropionate)), DPMP (dipentaerythritol tetrakis (3) -mercaptopropionate)), and PXDT (p-xylene di-thiol) at least one selected from the group consisting of, adhesive film. delete According to claim 1,
The moisture barrier adhesive layer further comprises an adhesive resin, the softening point of the adhesive resin is 70 ℃ to 150 ℃, the adhesive film. According to claim 1,
The moisture barrier adhesive layer further comprises a tackifying resin, the butyl-based rubber 100 parts by weight of the tackifying resin containing 1 to 50 parts by weight of the adhesive film. According to claim 1,
The thickness of the moisture barrier adhesive layer is 25 um to 100 um, the adhesive film. According to claim 1,
The moisture barrier adhesive layer further comprises a coupling agent, the adhesive film. The method of claim 8,
The moisture barrier adhesive layer, the adhesive film containing 0.01 to 1 part by weight of the coupling agent with respect to 100 parts by weight of the butyl-based rubber. delete At least one release film comprising a release layer and a base film; And
Claims 1 to 3 and any one of the adhesive film of any one of claims 5 to 9; includes,
The pressure-sensitive adhesive layer of the pressure-sensitive adhesive film is laminated on the release film, the adhesive tape. The method of claim 11,
The release layer comprises an additive-type silicone-based release agent, an adhesive tape. Cover glass layer; Film sensor layer; And an adhesive film of any one of claims 1 to 3 and 5 to 9 disposed between the layers. Preparing a moisture barrier adhesive layer by mixing a butyl-based rubber having a carbon-carbon double bond, and a polyfunctional thiol-based compound;
Forming a crosslinking point of the carbon-carbon double bond of the butyl-based rubber and the thiol group of the polyfunctional thiol-based compound; And
Includes; applying the moisture barrier adhesive layer on a release film;
The moisture barrier adhesive layer comprises 0.1 to 10 parts by weight of the thiol-based compound with respect to 100 parts by weight of the butyl-based rubber,
The moisture barrier adhesive layer has an adhesive property of 10 N / 25 mm or more measured by JIS Z 0237, a total light transmittance of 90% or more, and an optical property of haze of 1% or less measured by ASTM D1003. , Adhesive tape manufacturing method. The method of claim 14,
The step of manufacturing the moisture barrier adhesive layer comprises curing the adhesive layer. The method of claim 14,
The applying step is to apply the thickness of the moisture barrier adhesive layer to 25 um to 100 um, adhesive tape manufacturing method. The method of claim 14,
The coating is carried out using any one of a die coater, nip coater, gravure roll coater, comma coater, adhesive tape manufacturing method.

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