KR102017012B1 - Three-layered half cured optically clear adhesve film - Google Patents

Three-layered half cured optically clear adhesve film Download PDF

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KR102017012B1
KR102017012B1 KR1020160001096A KR20160001096A KR102017012B1 KR 102017012 B1 KR102017012 B1 KR 102017012B1 KR 1020160001096 A KR1020160001096 A KR 1020160001096A KR 20160001096 A KR20160001096 A KR 20160001096A KR 102017012 B1 KR102017012 B1 KR 102017012B1
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South Korea
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sensitive adhesive
pressure
adhesive layer
acrylate
semi
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KR1020160001096A
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Korean (ko)
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KR20170082190A (en
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윤후영
장세현
윤찬오
김장순
서주용
김상환
최준만
김원호
이주현
노승주
김우연
서광수
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주식회사 엘지화학
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Disclosed is a semi-layered optical adhesive film having a three-layer structure capable of improving printing step absorption and high temperature and high humidity reliability by introducing a three-layer structure.
Semi-cured optical adhesive film of a three-layer structure according to the present invention is an inner pressure-sensitive adhesive layer; And an outer pressure-sensitive adhesive layer formed on the upper and lower surfaces of the inner pressure-sensitive adhesive layer, respectively, wherein the outer pressure-sensitive adhesive layer is added with two kinds of photoinitiators reacting at different wavelengths.

Description

Semi-cured optical adhesive film of three-layer structure {THREE-LAYERED HALF CURED OPTICALLY CLEAR ADHESVE FILM}

The present invention relates to a semi-cured optical pressure-sensitive adhesive film, and more particularly, to a semi-cured optical pressure-sensitive adhesive film having a three-layer structure that can improve printing step absorbability and high temperature and high humidity reliability by introducing a three-layer structure.

In recent years, electronic devices such as PDAs, mobile communication terminals, or vehicle navigation systems are forming a large market. In recent years, such an electronic device aims at securing thin and light characteristics and long-term durability. An electronic device including a touch screen or a touch panel switch in an input operation unit includes a transparent conductive film having a conductive metal oxide layer on one surface of a transparent film such as a polyethylene terephthalate film, and conducting the transparent conductive film through an adhesive or the like. It has a structure laminated | stacked on glass, a reinforcing material, or a decor film. Since an adhesive or the like used in such an electronic device functions as a medium for each layer, it is important to ensure reliability that bubbles and cloudiness do not occur, have excellent optical properties, and ensure long-term durability.

Related prior art documents include Korean Unexamined Patent Publication No. 10-2012-0072163 (published Jul. 03, 2012), which discloses an optical adhesive composition for an OCA film.

An object of the present invention is excellent printing step absorption, excellent adhesion that does not occur even if left for a long time in the atmosphere of high temperature and high humidity through post-cure after attaching to at least one of glass, ITO film and polarizing film. It is to provide a semi-cured optical adhesive film having a three-layer structure having high temperature and high humidity reliability.

Semi-cured optical adhesive film of a three-layer structure according to an embodiment of the present invention for achieving the above object is an inner pressure-sensitive adhesive layer; And an outer pressure-sensitive adhesive layer formed on the upper and lower surfaces of the inner pressure-sensitive adhesive layer, respectively, wherein the outer pressure-sensitive adhesive layer is added with two kinds of photoinitiators reacting at different wavelengths.

The semi-cured optical pressure-sensitive adhesive film of the three-layer structure according to the present invention uses a fully cured pressure-sensitive adhesive as the inner pressure-sensitive adhesive layer, a semi-curable pressure-sensitive adhesive having a low degree of curing as the outer pressure-sensitive adhesive layer, and between the soft outer pressure-sensitive adhesive layers. Since the hard inner pressure-sensitive adhesive layer is inserted, since the middle hard inner pressure-sensitive adhesive layer can support the soft outer pressure-sensitive adhesive layers, it is possible to overcome the printing step and have excellent printing step absorption ability.

In addition, the semi-cured optical pressure-sensitive adhesive film of the three-layer structure according to the present invention is added to the outer pressure-sensitive adhesive layer by adding the first and second photoinitiators, which are two kinds of photoinitiators reacting at different wavelength bands, thereby converting the semi-cured optical pressure-sensitive adhesive film into glass, ITO When attached to at least one of the film and the polarizing film is maintained in the semi-cured state can exhibit excellent printing step absorption, after the semi-cured optical adhesive film is attached to at least one of glass, ITO film and polarizing film 260 ~ It is possible to improve the high temperature and high humidity reliability by post-curing the external pressure-sensitive adhesive layer using a first photoinitiator reacting at a wavelength of 330 nm to increase the degree of curing.

1 is a cross-sectional view showing a semi-cured optical adhesive film of a three-layer structure 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. However, the present invention is not limited to the embodiments disclosed below, but may be implemented in various different forms, only the present embodiments to make the disclosure of the present invention complete, and common knowledge in the art to which the present invention pertains. It is provided to fully inform the person having the scope of the invention, which is defined only by the scope of the claims. Like reference numerals refer to like elements throughout.

Hereinafter, the semi-cured optical adhesive film having a three-layer structure according to a preferred embodiment of the present invention will be described in detail with reference to the accompanying drawings.

1 is a cross-sectional view showing a semi-cured optical adhesive film of a three-layer structure according to an embodiment of the present invention.

Referring to FIG. 1, the semi-cured optical adhesive film 100 having a three-layer structure according to an embodiment of the present invention has an outer pressure-sensitive adhesive layer formed on the upper and lower surfaces of the inner pressure-sensitive adhesive layer 120 and the inner pressure-sensitive adhesive layer 120, respectively. 140), including a three-layer structure.

The inner pressure-sensitive adhesive layer 120 is disposed in the middle of the semi-cured optical pressure-sensitive adhesive film 100 to increase the handleability of the soft outer pressure-sensitive adhesive layer 140, and helps to overcome the printing step. To this end, the inner pressure-sensitive adhesive layer 120 is made of a fully curable pressure-sensitive adhesive has a certain strength or more. That is, in the case of the semi-hardened optical pressure-sensitive adhesive film 100, the degree of curing is low, there is a fear of deterioration of cutting properties and handling properties difficult Therefore, a hard inner pressure-sensitive adhesive layer 120 is inserted between the outer pressure-sensitive adhesive layers 140 as compared with the outer pressure-sensitive adhesive layer 140. As a result, deformation of the outer pressure sensitive adhesive layers 140 may be prevented by the hard inner pressure sensitive adhesive layer 120.

The internal pressure-sensitive adhesive layer 120 has a first thickness, the first thickness is preferably 50 ~ 200㎛. When the thickness of the inner pressure-sensitive adhesive layer 120 is less than 50㎛, it may be difficult to properly exhibit the above effects. On the contrary, when the thickness of the inner pressure-sensitive adhesive layer 120 exceeds 200 μm, the level difference absorbency is reduced, and bubbles are not shown, but there is a risk of clouding.

The outer pressure sensitive adhesive layer 140 is formed on the upper and lower surfaces of the inner pressure sensitive adhesive layer 120, respectively. At this time, the outer pressure-sensitive adhesive layer 140 is formed of a softer material than the inner pressure-sensitive adhesive layer 120 serves to absorb the printing step. Thus, in the present invention, by using a fully cured pressure-sensitive adhesive as the inner pressure-sensitive adhesive layer 120, and a semi-cured pressure-sensitive adhesive having a low degree of curing as the outer pressure-sensitive adhesive layer 140, by the inner pressure-sensitive adhesive layer 120 It is possible to ensure the ease of handling, but also by the outer pressure-sensitive adhesive layer 140 disposed on the outer side of the inner pressure-sensitive adhesive layer 120, it is possible to ensure excellent printing step absorption.

The outer pressure-sensitive adhesive layer 140 has a second thickness thinner than the first thickness, the second thickness is preferably 20 ~ 60㎛. When the thickness of the outer pressure-sensitive adhesive layer 140 is less than 20㎛, it may be difficult to completely absorb the printing step. On the contrary, when the thickness of the outer pressure-sensitive adhesive layer 140 exceeds 60㎛, it is difficult to receive the support of the inner pressure-sensitive adhesive layer 120, so that it may be difficult to overcome the printing step.

In general, the semi-cured optical adhesive film 100 is disposed between the glass and the glass, at this time, due to the structure of the hard inner pressure-sensitive adhesive layer 120, the soft outer is disposed on the upper and lower portions of the inner pressure-sensitive adhesive layer 120, respectively Since the adhesive layer 140 is slightly supported in the middle, it may be more advantageous to overcome the printing step. If both the inner pressure-sensitive adhesive layer 120 and the outer pressure-sensitive adhesive layer 140 of the semi-cured optical pressure-sensitive adhesive film 100 are made of a soft adhesive, since cutting and handling properties may be difficult, the inner pressure-sensitive adhesive layer 120 It is preferable that it consists of a hard adhesive.

The inner pressure-sensitive adhesive layer 120 includes an acrylate compound, a photocuring agent, and a photoinitiator. More specifically, the inner pressure-sensitive adhesive layer 120 is composed of 0.01 to 3 parts by weight of the photocuring agent and 0.1 to 0.5 parts by weight of the photoinitiator based on 100 parts by weight of the acrylate compound.

As the acrylate compound, at least one selected from 2-ethylhexyl acrylate (2-EHA) and acrylic acid (AA) may be used.

Such an acrylate compound may be copolymerized with a monomer having a hydroxyl group or a monomer having a carboxyl group. In this case, the monomer having a hydroxyl group may be hydroxy ethyl (meth) acrylate, hydroxy butyl acrylate, hydroxy propyl acrylate, and the like. As the monomer having a carboxyl group, acrylic acid is most widely used. Methacrylic acid and the like can also be used.

As the photocuring agent, at least one selected from hexanediol diacrylate-based curing agent, urethane acrylate-based curing agent, epoxy-based curing agent and isocyanate-based curing agent may be used.

In this case, as the epoxy curing agent, ethylene glycol diglycidyl ether, triglycidyl ether, trimethylolpropane triglycidyl ether, N, N, N ', N'-tetraglycidyl ethylenediamine and glycerin diglycidyl One or more selected from ethers can be used. In addition, at least one selected from tolylene diisocyanate, xylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isoform diisocyanate, tetramethylxylene diisocyanate and naphthalene diisocyanate may be used as the isocyanate curing agent. have.

When the amount of the photocuring agent is less than 0.01 part by weight based on 100 parts by weight of the acrylate compound, the overall curing degree of the semi-curable optical pressure-sensitive adhesive film 100 may be lowered, thereby causing problems in high temperature and high humidity reliability. On the contrary, when the amount of the photocuring agent exceeds 3 parts by weight based on 100 parts by weight of the acrylate compound, interfacial peeling with the external pressure-sensitive adhesive layer 140 may be caused.

The photoinitiator plays a role of initiating a monomer present in the acrylate-based compound into a polymer in order to solidify the acrylate-based compound in the liquid state.

Such photoinitiators include 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1,2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydrate Hydroxy-cyclohexyl-phenyl-ketone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropaneone-1,2,4-diethylthioxanthone, 2-ethylanthraquinone and One or more selected from aromatic ketones of phenanthrenequinone may be used.

When the added amount of the photoinitiator is less than 0.1 part by weight with respect to 100 parts by weight of the acrylate compound, there is a problem of lowering high temperature and high humidity reliability. On the contrary, when the amount of the photoinitiator is added in an amount of more than 0.5 parts by weight based on 100 parts by weight of the acrylate compound, it may cause a change over time due to the excessive content of the photoinitiator.

Meanwhile, the outer pressure-sensitive adhesive layer 140 includes an acrylate compound, a photocuring agent, a first photoinitiator, a second photoinitiator, and a silane coupling agent. More specifically, the outer pressure-sensitive adhesive layer 140 with respect to 100 parts by weight of the acrylate compound, 0.01 to 2 parts by weight of the photocuring agent, 0.1 to 10 parts by weight of the first photoinitiator, 0.1 to 0.5 parts by weight of the second photoinitiator and the silane coupling agent The composition is 0.1 to 0.5 parts by weight.

The acrylate compound is 2-ethylhexyl acrylate (2-EHA), ethylhexyl methyl acrylate (EHMA), isostearyl acrylate (ISTA), 4-hydroxybutyl acrylate (4-HBA), hydroxy One or more selected from acrylate monomers including ethyl acrylate (HEA), butyl acrylate, hexyl acrylate, n-octyl acrylate and isooctyl acrylate can be used.

As the photocuring agent, at least one selected from hexanediol diacrylate-based curing agent, urethane acrylate-based curing agent, epoxy-based curing agent and isocyanate-based curing agent may be used.

When the amount of the photocuring agent is less than 0.01 part by weight based on 100 parts by weight of the acrylate compound, the overall curing degree of the semi-curable optical pressure-sensitive adhesive film 100 may be lowered, thereby causing problems in high temperature and high humidity reliability. On the contrary, when the amount of the photocuring agent exceeds 2 parts by weight based on 100 parts by weight of the acrylate compound, interfacial peeling with the internal pressure-sensitive adhesive layer 120 may be caused.

In particular, the external pressure-sensitive adhesive layer 140 is added two kinds of photoinitiator, that is, the first photoinitiator and the second photoinitiator reacting in different wavelength bands. In this case, a photoinitiator reacting in the wavelength range of 260 ~ 330nm is used as the first photoinitiator, and a photoinitiator reacting in the wavelength range of 331 ~ 360nm is used as the second photoinitiator. After the first photoinitiator is manufactured for the semi-cured optical pressure-sensitive adhesive film 100, the first photoinitiator is added for the purpose of performing post-curing using ultraviolet rays having a specific wavelength of 260 to 330 nm, and the second photoinitiator is the semi-cured optical pressure-sensitive adhesive film 100. In the production of the acrylate-based compound in the liquid state in order to make a solid to start the monomer present in the acrylate-based compound serves to make a polymer.

That is, in order to manufacture the touch screen, the semi-cured optical pressure-sensitive adhesive film 100 is attached to at least one of glass, ITO film, and polarizing film. In this case, since the semi-cured pressure-sensitive adhesive is used as the outer pressure-sensitive adhesive layer 140, the printing step Absorbing performance is excellent, but when left in a high temperature and high humidity atmosphere for a long time may cause the generation of bubbles and cloudy due to deformation. Therefore, in the present invention, the semi-cured optical pressure-sensitive adhesive film 100 is added to one of glass, ITO film, and polarizing film through the addition of the first and second photoinitiators, which are two photoinitiators reacting in different wavelength bands, in order to prevent this. After sticking to the above, it was post-cured to improve the high temperature and high humidity reliability.

Accordingly, in the semi-cured optical adhesive film 100 having a three-layer structure according to an embodiment of the present invention, the first and second photoinitiators, which are two photoinitiators reacting at different wavelengths, are added to the outer pressure-sensitive adhesive layer 140, When the semi-cured optical pressure-sensitive adhesive film 100 is attached to at least one of glass, ITO film, and polarizing film, the semi-cured optical pressure-sensitive adhesive film 100 may maintain the semi-cured state to exhibit excellent printing step absorption. After attaching to at least one of the ITO film and the polarizing film, by using the first photoinitiator reacting in the wavelength band of 260 ~ 330nm to post-cure the external pressure-sensitive adhesive layer 140 to increase the degree of curing to improve the high temperature and high humidity reliability do.

In this case, the first photoinitiator should be substantially bonded to the polymer chain in the outer pressure-sensitive adhesive layer 140, acrylate with benzophenone-based compound is suitable. Therefore, it is preferable to use benzophenone methacrylate (BPMA) as a 1st photoinitiator.

When the amount of the first photoinitiator is less than 0.1 part by weight based on 100 parts by weight of the acrylate compound, the curing of the outer pressure-sensitive adhesive layer 140 through ultraviolet irradiation may not be sufficiently performed to improve the high temperature and high humidity reliability. It can be difficult to get it right. On the contrary, when the amount of the first photoinitiator added exceeds 100 parts by weight with respect to 100 parts by weight of the acrylate-based compound, the reaction is rapidly made during the post-cure of the outer pressure-sensitive adhesive layer through ultraviolet irradiation, and the internal pressure-sensitive adhesive layer 120 Interfacial delamination can be made.

As the second photoinitiator, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1,2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydroxy-cyclohexyl-phenyl-ketone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropanone-1,2,4-diethylthioxanthone, 2-ethyl One or more selected from aromatic ketones of anthraquinone and phenanthrenequinone can be used.

When the amount of the second photoinitiator added is less than 0.1 part by weight based on 100 parts by weight of the acrylate compound, there is a problem in that high temperature and high humidity reliability are deteriorated. On the contrary, when the amount of the second photoinitiator is added in an amount of more than 0.5 parts by weight based on 100 parts by weight of the acrylate compound, it may cause a change over time due to the excessive content of the second photoinitiator.

The silane coupling agent acts as an adhesion promoter to promote adhesion. Such silane coupling agents include 2- (3,4 epoxy cyclohexyl) -ethyltrimethoxysilane, 3-glycidoxycitrimethoxysilane, 3-glycidoxypropyltriethoxysilane, N-2 containing amine groups (Aminoethyl) 3-amitopropylmethyldimethoxysilane, N-2 (aminoethyl) 3-aminopropyltrimethoxysilane, N-2 (aminoethyl) 3-aminopropyltriethoxysilane, 3-aminopropyl Trimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysil-N- (1,3-dimethylbutylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, mer One or more selected from capto-containing 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltriethoxysilane, isocyanate-containing 3-isocyanatepropyltriethoxysilane and the like can be used.

In this case, the silane coupling agent is preferably added in an amount ratio of 0.1 to 0.5 parts by weight based on 100 parts by weight of the acrylate compound, which has a problem in that the adhesion reliability is lowered when the amount of the silane coupling agent is out of the above range. Because. In addition, when the amount of the silane coupling agent added exceeds 0.5 parts by weight, it may cause a change over time due to excessive addition of the silane coupling agent.

The semi-cured optical pressure-sensitive adhesive film of the three-layer structure according to the embodiment of the present invention described above uses a fully cured pressure sensitive adhesive as the inner pressure-sensitive adhesive layer, and a soft outer pressure as well as a low hardening pressure-sensitive adhesive as the outer pressure-sensitive adhesive layer. Since a hard inner pressure-sensitive adhesive layer is inserted between the pressure-sensitive adhesive layers, the hard inner pressure-sensitive adhesive layer can support the soft inner pressure-sensitive adhesive layers, thereby overcoming the printing step, and thus having excellent printing step absorption ability. .

In addition, the semi-cured optical pressure-sensitive adhesive film of the three-layer structure according to an embodiment of the present invention by adding the first and second photoinitiators, which are two photoinitiators reacting at different wavelengths to the outer pressure-sensitive adhesive layer, When attached to one or more of the glass, ITO film and polarizing plate can maintain the semi-cured state to exhibit excellent printing step absorption, and after attaching the semi-cured optical adhesive film to one or more of the glass, ITO film and polarizing plate 260 It is possible to improve the high temperature and high humidity reliability by post-curing the external pressure-sensitive adhesive layer by using the first photoinitiator reacting in the wavelength range of ˜330 nm to increase the degree of curing.

Example

Hereinafter, the configuration and operation of the present invention through the preferred embodiment of the present invention will be described in more detail. However, this is presented as a preferred example of the present invention and in no sense can be construed as limiting the present invention.

Details that are not described herein will be omitted since those skilled in the art can sufficiently infer technically.

1. OCA film manufacture

Example 1

Internal adhesive layer manufacturing

The polymer was thermally polymerized with 90 wt% of 2-ethylhexyl acrylate (2-EHA) and 10 wt% of acrylic acid (AA) to prepare an acrylate polymer having a solid content of 15 wt%. Next, after mixing 0.3 parts by weight of Irgacure 651 with a photoinitiator, 0.1 parts by weight of hexadiol diacrylate (HDDA) and 1.0 parts by weight of a urethane acrylate curing agent with respect to 100 parts by weight of an acrylate polymer, a release PET After coating at 115㎛, UV was irradiated for 5 minutes to prepare an internal pressure-sensitive adhesive layer in the form of a film.

External adhesive layer manufacturing

50% by weight 2-ethylhexylacrylate (2-EHA), 15% by weight ethylhexylmethylacrylate (EHMA), 15% by weight hydroxyethyl acrylate (HEA) and 20% by weight isostearyl acrylate (ISTA) After mixing to prepare an acrylate compound, 0.2 parts by weight of benzophenone methacrylate, which is the first photoinitiator, was added to 100 parts by weight of the acrylate compound, and a resin having a solid content of 22% by weight was prepared by thermal polymerization. .

Next, 0.3 parts by weight of Irgacure 651 as a second photoinitiator, 0.01 parts by weight of hexadiol diacrylate (HDDA) as a photocuring agent and 0.1 parts by weight of a urethane acrylate-based curing agent, and 3-aminopropyl as a silane coupling agent. After mixing 0.2 parts by weight of triethoxysilane, the release PET was coated with a thickness of 30 μm and irradiated with UV for 5 minutes to prepare an outer pressure-sensitive adhesive layer in the form of a film.

OCA film manufacturing

An outer adhesive layer having a thickness of 30 μm, an inner adhesive layer having a thickness of 115 μm, and an outer adhesive layer having a thickness of 30 μm were sequentially stacked on the release PET, and then laminated by laminating to prepare a three-layered OCA film.

Example 2

When manufacturing the external pressure-sensitive adhesive layer, OCA having a three-layer structure in the same manner as in Example 1 except that 0.8 parts by weight of benzophenone methacrylate (BPMA) as the first photoinitiator and 0.3 parts by weight of Irgacure (651) as the second photoinitiator were added. A film was prepared.

Example 3

In preparing the OCA film, Example 1 except that the outer pressure-sensitive adhesive layer having a thickness of 45 μm, the inner pressure-sensitive adhesive layer having a thickness of 85 μm, and the outer pressure-sensitive adhesive layer having a thickness of 45 μm were sequentially laminated on a release PET, and then laminated by laminating. In the same manner as in the three-layer structure of the OCA film was prepared.

Comparative Example 1

An OCA film having a three-layer structure was manufactured in the same manner as in Example 1 except that only 0.3 part by weight of Irgacure 651, which was a second photoinitiator, was added without adding the first photoinitiator.

Comparative Example 2

In preparing the OCA film, Example 1 except that the outer pressure-sensitive adhesive layer having a thickness of 15 μm, the inner pressure-sensitive adhesive layer having a thickness of 135 μm, and the outer pressure-sensitive adhesive layer having a thickness of 15 μm were sequentially laminated on a release PET, and then laminated by laminating. In the same manner as in the three-layer structure of the OCA film was prepared.

Comparative Example 3

In manufacturing the OCA film, Example 1 except that the outer pressure-sensitive adhesive layer having a thickness of 30 μm, the inner pressure-sensitive adhesive layer having a thickness of 250 μm, and the outer pressure-sensitive adhesive layer having a thickness of 30 μm were sequentially laminated on a release PET, and then laminated by laminating. In the same manner as in the three-layer structure of the OCA film was prepared.

2. Property evaluation

Table 1 shows the printing step absorption capacity and high temperature / high humidity reliability evaluation results for the OCA films prepared according to Examples 1 to 3 and Comparative Examples 1 to 3.

1) Evaluation of printing step absorption and high temperature / high humidity reliability

The test was carried out on a total of five kinds of glass on which a printing step of 5 µm, 10 µm, 15 µm, 20 µm and 25 µm was placed on a glass of 100 mm × 150 mm × 1.1 mm, respectively. At this time, the semi-cured OCA prepared according to Examples 1 to 3 and Comparative Examples 1 to 3 on the printing step was laminated (structure 1). Thereafter, a polarizing film was attached onto a glass of 80 mm × 140 mm × 0.55 mm (structure 2). As such, the two structures were laminated with a laminator, but the overall structure was laminated with the structure of stepped glass / semi-cured OCA / polarizing film / 0.55 mm general glass.

Next, an autoclave treatment was performed at 40 ° C. at 4 bar for 20 minutes, followed by exposure to UV 3J using a metal halide lamp, followed by post curing. Thereafter, after confirming the printing step absorption capacity, it was left in the oven at 85 ℃ / 85% for 100 hours to confirm the reliability of the high temperature / high humidity.

TABLE 1

Figure 112016000931622-pat00001

Referring to Table 1, in the case of the OCA film prepared according to Examples 1 to 3 can be filled up to the printing step of 15 to 25㎛ without the generation of bubbles, it was confirmed that the cloudy phenomenon did not occur.

On the other hand, in the case of the OCA film prepared according to Comparative Example 1 can fill up to 20㎛ printing step, but bubbles were generated due to the lifting surface.

In addition, in the case of the OCA film prepared according to Comparative Example 2, only the printing step of 10㎛ could fill up, bubbles were generated due to the lifting surface.

In addition, in the case of the OCA film prepared according to Comparative Example 3, it could only fill up to a printing step of 10㎛, white turbidity occurred, bubbles were generated due to the adhesion surface lifting.

Although the above has been described with reference to the embodiments of the present invention, various changes and modifications can be made at the level of those skilled in the art. Such changes and modifications can be said to belong to the present invention without departing from the scope of the technical idea provided by the present invention. Therefore, the scope of the present invention will be determined by the claims described below.

100: semi-hardened optical adhesive film
120: inner pressure-sensitive adhesive layer
140: outer pressure-sensitive adhesive layer

Claims (13)

Internal pressure-sensitive adhesive layer; And
It includes; an outer pressure-sensitive adhesive layer formed on the upper and lower surfaces of the inner pressure-sensitive adhesive layer, respectively,
The inner pressure-sensitive adhesive layer is composed of a fully curable pressure-sensitive adhesive of a mixture comprising an acrylate compound, a photocuring agent and a photoinitiator, and the outer pressure-sensitive adhesive layer is an acrylate compound, a photocuring agent, a first photoinitiator, a second photoinitiator, and a silane coupling agent. Consists of semi-cured pressure-sensitive adhesive of the mixture,
The thickness of the inner pressure-sensitive adhesive layer is 85 ~ 115㎛, the thickness of the outer pressure-sensitive adhesive layer is 30 ~ 45㎛,
The outer pressure-sensitive adhesive layer is a semi-cured optical pressure-sensitive adhesive film of a three-layer structure to which two kinds of photoinitiators reacted in different wavelength bands.
delete delete delete The method of claim 1,
The photocuring agent of the inner and outer pressure-sensitive adhesive layer, respectively
Semi-cured optical pressure-sensitive adhesive film having a three-layer structure comprising at least one selected from hexanediol diacrylate-based curing agent, urethane acrylate-based curing agent, epoxy-based curing agent and isocyanate-based curing agent.
The method of claim 1,
The inner pressure-sensitive adhesive layer
Semi-cured optical pressure-sensitive adhesive film of a three-layer structure containing 0.01 to 3 parts by weight of the photocuring agent and 0.1 to 0.5 parts by weight of the photoinitiator based on 100 parts by weight of the acrylate compound.
The method of claim 1,
The acrylate compound of the inner pressure-sensitive adhesive layer is
A semi-cured optical adhesive film having a three-layer structure comprising at least one selected from 2-ethylhexyl acrylate (2-EHA) and acrylic acid (AA).
The method of claim 1,
The acrylate compound of the outer pressure-sensitive adhesive layer
2-ethylhexyl acrylate (2-EHA), ethylhexyl methyl acrylate (EHMA), isostearyl acrylate (ISTA), 4-hydroxybutyl acrylate (4-HBA), hydroxyethyl acrylate (HEA ), Butyl acrylate, hexyl acrylate, n-octyl acrylate and isooctyl acrylate semi-cured optical adhesive film of a three-layer structure comprising at least one selected from acrylate monomers.
The method of claim 1,
The outer pressure-sensitive adhesive layer
With respect to 100 parts by weight of the acrylate compound, 0.01 to 2 parts by weight of the photocuring agent, 0.1 to 10 parts by weight of the first photoinitiator, 0.1 to 0.5 parts by weight of the second photoinitiator and 0.1 to 0.5 parts by weight of the silane coupling agent Semi-hardened optical adhesive film.
The method of claim 1,
The first photoinitiator
A semi-cured optical adhesive film having a three-layer structure that reacts in the wavelength range of 260 ~ 330nm, the second photoinitiator reacts in the wavelength range of 331 ~ 360nm.
The method of claim 10,
The first photoinitiator
Semi-cured optical pressure-sensitive adhesive film of three-layer structure containing benzophenone methacrylate (BPMA).
The method of claim 10,
The second photoinitiator
2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1,2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydroxycyclohexyl Of -phenyl-ketone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropanone-1,2,4-diethylthioxanthone, 2-ethylanthraquinone and phenanthrenequinone Semi-cured optical pressure-sensitive adhesive film of a three-layer structure containing at least one selected from aromatic ketones.
The method of claim 1,
The silane coupling agent
2- (3,4 epoxy cyclohexyl) -ethyltrimethoxysilane, 3-glycidoxycitrimethoxysilane, 3-glycidoxypropyltriethoxysilane, N-2 (aminoethyl) with amine group 3 -Amitopropylmethyldimethoxysilane, N-2 (aminoethyl) 3-aminopropyltrimethoxysilane, N-2 (aminoethyl) 3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysil-N- (1,3-dimethylbutylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, 3 containing mercapto A semi-cured optical adhesive film having a three-layer structure comprising at least one selected from among mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltriethoxysilane and 3-isocyanatepropyltriethoxysilane containing isocyanate.
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