KR102030636B1 - Photocurable adhesive composition for polarizing plate - Google Patents
Photocurable adhesive composition for polarizing plate Download PDFInfo
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- KR102030636B1 KR102030636B1 KR1020130075571A KR20130075571A KR102030636B1 KR 102030636 B1 KR102030636 B1 KR 102030636B1 KR 1020130075571 A KR1020130075571 A KR 1020130075571A KR 20130075571 A KR20130075571 A KR 20130075571A KR 102030636 B1 KR102030636 B1 KR 102030636B1
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
-
- 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
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Polarising Elements (AREA)
Abstract
The present invention relates to a photocurable adhesive composition for a polarizing plate, and more particularly, by including a metal salt, adhesion and hot water resistance are remarkably improved, and heat resistance is remarkably improved to suppress reddening of the polarizing plate manufactured using the same. It relates to a photocurable adhesive composition for polarizing plates.
Description
The present invention relates to a photocurable adhesive composition for polarizing plates.
Polarizing plates used in various image display devices such as liquid crystal display (LCD), electroluminescent (EL) display, plasma display (PDP), field emission display (FED), OLED, etc. are generally polyvinyl alcohol-based. alcohol, PVA) film comprising a polarizer with an iodine-based compound or a dichroic polarizing material adsorbed orientation, polarizer protective film is laminated on one side of the polarizer in order, polarizer protective film, liquid crystal cell on the other side of the polarizer And a pressure-sensitive adhesive layer and a release film are laminated in order to have a multilayer structure.
In recent years, various image display apparatuses are gradually enlarged, and thus polarizers and polarizing plates used are also enlarged. Therefore, handling becomes more disadvantageous in the handling process during the process, and the amount of deformation generated under repeated high temperature and low temperature environments during use is further increased, thereby requiring a polarizing plate having excellent durability.
The polarizer and the protective film are bonded by an adhesive interposed therebetween, and when the adhesion between the polarizer and the protective film is inferior, deformation may occur during handling or use during the process, and may occur when exposed to high temperature conditions for a long time. Symptoms may occur. Therefore, the adhesive plays an important role in the durability of the polarizing plate.
In order to manufacture a polarizing plate having excellent durability, not only the adhesive strength is excellent, but also the functions such as water resistance, peeling force, etc. should all be excellent, the situation is required to develop an excellent adhesive having such a function evenly.
Korean Patent Publication No. 2011-88973 discloses a photocurable adhesive composition.
An object of the present invention is to provide a photocurable adhesive composition for a polarizing plate that can significantly improve heat resistance and suppress reddening of the polarizing plate produced using the same.
An object of this invention is to provide the photocurable adhesive composition for polarizing plates which can improve adhesiveness and hot water resistance.
1. Photocurable adhesive composition for polarizing plates containing a metal salt.
2. according to the above 1, wherein the metal salt is a metal acid salt, photocurable adhesive composition for a polarizing plate.
3. In the above 1, wherein the metal is at least one selected from the group consisting of alkali metals, alkaline earth metals, transition metals and transition metals, photocurable adhesive composition for polarizing plates.
4. In the above 1, wherein the metal salt is at least one selected from the group consisting of acetate, nitrate, sulfate, hydrochloride and iodide, photocurable adhesive composition for polarizing plates.
5. according to the above 1, wherein the metal salt is contained in 0.1 to 10 parts by weight based on 100 parts by weight of the composition, the photocurable adhesive composition for polarizing plates.
6. according to the above 1, further comprising a photopolymerizable compound and a polymerization initiator, photocurable adhesive composition for a polarizing plate.
7. The photopolymerizable compound of claim 6, wherein the photopolymerizable compound is an acrylic monomer, an epoxy monomer, an oligomer thereof, or a mixture thereof.
8. In the above 7, wherein the acrylic monomer is at least one selected from the group consisting of polyester acrylate, urethane acrylate, polybutadiene acrylate, silicone acrylate and epoxy acrylate, photocurable adhesive composition for polarizing plates.
9. In the above 7, wherein the epoxy monomer is at least one selected from the group consisting of hydrogenated epoxy monomers, alicyclic epoxy monomers and aliphatic epoxy monomers, photocurable adhesive composition for polarizing plates.
10. In the above 6, wherein the polymerization initiator is a radical polymerization initiator, a cationic polymerization initiator or a mixture thereof, photocurable adhesive composition for a polarizing plate.
11. The polarizing plate bonded to at least one surface of the polarizer protective film adhesive composition for polarizing plate of any one of 1 to 10 above.
Since the adhesive composition of the present invention significantly improves heat resistance, the polarizing plate manufactured by using the adhesive composition is suppressed from reddening which may occur when exposed to high temperature conditions for a long time.
The adhesive composition of the present invention significantly improves adhesion and hot water resistance.
The present invention relates to a photocurable adhesive composition for polarizing plates by including a metal salt, which significantly improves adhesiveness and hot water resistance, and which can significantly improve redness of the polarizing plate manufactured by using the same.
Hereinafter, the present invention will be described in detail.
The photocurable adhesive composition for polarizing plates of this invention contains a metal salt.
The polarizing plate usually includes a polarizer and a protective film, and has a structure in which an adhesive layer is interposed therebetween. As such a polarizer and a polarizer protective film, a material in which a hydroxyl group is distributed on its surface is usually used.
The present invention includes a metal salt, and since the metal cations constituting the same form a chelating structure with a hydroxyl group distributed on the surface of the polarizer or the protective film, the adhesion between the bonded polarizer and the protective film is improved and water resistance is improved by using the same. . In addition, since the heat resistance is remarkably improved, the polarizing plate manufactured using the same has a very low possibility of redness even when exposed to high temperature conditions for a long time.
In addition, the anion also improves the reactivity of the photopolymerizable compound commonly used in the adhesive composition to enhance the degree of crosslinking, thus similarly improving the adhesion, water resistance and heat resistance.
The metal salt is not particularly limited as long as it is a salt of a metal capable of chelate bonding with a hydroxy group, and may be a common salt, but may preferably be an acid salt in terms of compatibility with other compositions.
The metal is not particularly limited as long as it can fulfill the above functions by the chelate bond, and examples thereof include alkali metals such as lithium, sodium, potassium, rubidium, cesium and francium; Alkaline earth metals such as beryllium, magnesium, calcium, strontium, barium and radium; Scandium, titanium, vanadium, chromium, manganese, iron, cobalt, nickel, copper, zinc, yttrium, zirconium, niobium, molybdenum, technetium, ruthenium, rhodium, silver, lanthanum, hafnium, tantalum, tungsten, rhenium, iridium, platinum Transition metals such as gold, actinium, Rutherfurium, Dubnium, Shibo®, Bolium, Hasium, Mitenerium, Darmiumium, Roentgenium and Copernium; Post-transition metals, such as aluminum, gallium, indium, tin, thallium, bismuth, a fluorium, and a liver morium, etc. are mentioned. Preferably, zinc, copper, aluminum, magnesium, zirconium, or the like may be used in terms of maximizing the effect of improving water resistance and maintaining economic and excellent optical properties.
The acid salt is not particularly limited as long as it can perform the above functions by improving the reactivity of the photopolymerizable compound, and examples thereof include acetate, nitrate, sulfate, hydrochloride, iodide, and the like. And acetate in terms of compatibility with other compositions.
The metal salt according to the present invention is not particularly limited in its content within the range capable of performing the above function, for example, may be included in 0.1 to 10 parts by weight with respect to 100 parts by weight of the composition, preferably contained in 0.5 to 5 parts by weight. Can be. When the content of the metal salt is less than 0.1 parts by weight, the effect of improving the adhesion, water resistance and heat resistance is insignificant, and when the content is more than 10 parts by weight, problems of compatibility with other compositions may occur.
The photocurable adhesive composition for polarizing plates of this invention contains a photopolymerizable compound and a polymerization initiator further.
The photopolymerizable compound is not particularly limited, and examples thereof include acrylic monomers such as polyester acrylate, urethane acrylate, polybutadiene acrylate, silicone acrylate and epoxy acrylate; And epoxy monomers such as hydrogenated epoxy monomers, alicyclic epoxy monomers, and aliphatic epoxy monomers. These can be used individually or in mixture of 2 or more types.
Preferably it may be an epoxy monomer in view of maximizing the effect of improving the adhesion, water resistance and heat resistance by improving the crosslinking degree by having an excellent reactivity to the anion constituting the metal salt.
In addition, as the photopolymerizable compound according to the present invention, an oligomer having a relatively low degree of polymerization of about 2 to 20 degree of polymerization may be used. The oligomer may be an oligomer of the aforementioned monomers. It can be used in combination with the monomer.
The polymerization initiator is intended to improve the efficiency of the curing reaction. As the polymerization initiator, when the photopolymerizable compound includes an acrylic monomer, a radical polymerization initiator may be used, and when an epoxy monomer is included, a cationic polymerization initiator may be used. .
The radical polymerization initiator is not particularly limited, and examples thereof include acetophenone series, benzophenone series, thioxanthone series, benzoin series, and benzoin alkyl ether series. These can be used individually or in mixture of 2 or more types.
In addition, as the radical polymerization initiator, Darvacur 1173, darocur 4265, darocur BP, darocur TPO, darocur MBF, irgacure 184, irgacure 500, irgacure 2959, irgacure 754, irgacure 651, irgacure 369, irgacure 907, irgacure 1300, irgacure 819, irgacure 2022, irgacure 819DW, irgacure 2100, irgacure 784, irgacure 250, etc. are mentioned. These can be used individually or in mixture of 2 or more types.
The cationic polymerization initiator is not particularly limited, and examples thereof include aromatic diazonium salts, aromatic halonium salts, and aromatic sulfonium salts. These can be used individually or in mixture of 2 or more types.
As photocationic polymerization initiators, commercially available products, Oputoma-SP-151, Oputoma-SP-170, Oputoma-SP-171 (Asahi Telephone Co., Ltd.), Igacure-261 (Shiba Corporation), and Seaside SI -60L, UVI-6990 (Union Carbide Corporation), BBI-1C3, MPI-103, TPS-103, DTS-103, NAT-103, NDS-103 (Midori Chemical Co., Ltd.), CPI-110A (San Eprosa), etc. Can be mentioned. These can be used individually or in mixture of 2 or more types.
Moreover, this invention relates to the polarizing plate by which the protective film was bonded by the adhesive composition for polarizing plates of this invention on at least one surface of the polarizer.
The polarizer is a dichroic dye adsorbed on the stretched polyvinyl alcohol-based resin film.
The polyvinyl alcohol-based resin constituting the polarizer can be obtained by saponifying a polyvinyl acetate-based resin. As polyvinyl acetate type resin, the copolymer etc. of vinyl acetate and the other monomer copolymerizable with this besides the polyvinyl acetate which is a homopolymer of vinyl acetate are mentioned. As another monomer copolymerizable with vinyl acetate, an unsaturated carboxylic acid type, an unsaturated sulfonic acid type, an olefin type, a vinyl ether type, an acrylamide type monomer which has an ammonium group, etc. are mentioned. The polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used. Saponification degree of polyvinyl alcohol-type resin is 85-100 mol% normally, Preferably it is 98 mol% or more. In addition, the degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.
What formed such a polyvinyl alcohol-type resin into a film is used as a raw film of a polarizer. The film formation method of polyvinyl alcohol-type resin is not specifically limited, A well-known method can be used. The film thickness of the raw film is not particularly limited, and may be, for example, 10 to 150 µm.
The polarizer of this invention is manufactured through the process of uniaxially stretching a polyvinyl alcohol-type film in aqueous solution, the process of dyeing and adsorb | sucking with a dichroic dye, the process of treating with an aqueous solution of boric acid, and the process of washing with water and drying.
The process of uniaxially stretching the polyvinyl alcohol-based film may be performed before dyeing, may be simultaneously performed with dyeing, or may be performed after dyeing. When the uniaxial stretching is performed after dyeing, it may be performed before boric acid treatment, or may be performed during boric acid treatment. Of course, it is also possible to perform uniaxial stretching in these multiple steps. For uniaxial stretching, rolls or heat rolls with different circumferential speeds can be used. In addition, uniaxial stretching may be dry stretching extending | stretching in air | atmosphere, and wet extending | stretching extending | stretching in the state swollen with a solvent may be sufficient as it. The draw ratio is usually 4 to 8 times.
As a process of dyeing a stretched polyvinyl alcohol-type film with a dichroic dye, the method of immersing a polyvinyl alcohol-type film in the aqueous solution containing a dichroic dye can be used, for example. As a dichroic dye, iodine or a dichroic dye is used. In addition, the polyvinyl alcohol-based film is preferably swelled by dipping in water before dyeing.
When using iodine as a dichroic dye, the method of immersing and dyeing a polyvinyl alcohol-type film in the aqueous dyeing solution containing iodine and potassium iodide can be used normally. Usually, the content of iodine in the aqueous solution for dyeing is 0.01 to 1 part by weight based on 100 parts by weight of water (distilled water), and the content of potassium iodide is 0.5 to 20 parts by weight based on 100 parts by weight of water. The temperature of the aqueous solution for dyeing is usually 20 to 40 ° C., and the immersion time (dyeing time) is usually 20 to 1,800 seconds.
When using a dichroic dye as a dichroic dye, the method of immersing and dyeing a polyvinyl alcohol-type resin film in the aqueous solution containing water-soluble dichroic dye is employ | adopted normally. The content of the dichroic dye in this aqueous solution is usually 1 × 10 -4 to 10 parts by weight, preferably 1 × 10 -3 to 1 part by weight per 100 parts by weight of water. This aqueous solution may contain inorganic salts, such as sodium sulfate, as a dyeing adjuvant. The temperature of the dye aqueous solution used for dyeing is 20-80 degreeC normally, and the immersion time in this aqueous solution is 10-1,800 second normally.
Boric acid treatment of the dyed polyvinyl alcohol-based film can be carried out by immersing in a boric acid-containing aqueous solution. Usually, the content of boric acid in the aqueous solution containing boric acid is 2 to 15 parts by weight, preferably 5 to 12 parts by weight, based on 100 parts by weight of water. When iodine is used as the dichroic dye, the boric acid-containing aqueous solution preferably contains potassium iodide, and the content thereof is usually 0.1 to 15 parts by weight, preferably 5 to 12 parts by weight with respect to 100 parts by weight of water. The temperature of the boric acid-containing aqueous solution is usually 50 ° C or higher, preferably 50 to 85 ° C, more preferably 60 to 80 ° C, and the immersion time is usually 60 to 1,200 seconds, preferably 150 to 600 seconds, more preferably. Preferably it is 200 to 400 seconds.
After the boric acid treatment, the polyvinyl alcohol-based film is usually washed with water and dried. Washing treatment can be performed by immersing the boric acid-treated polyvinyl alcohol-based film in water. The temperature of the water of a washing | cleaning process is 5-40 degreeC normally, and immersion time is 1-120 second normally. A polarizer can be obtained by drying after washing with water. The drying treatment can usually be carried out using a hot air dryer or a far infrared heater. The drying treatment temperature is usually 30 to 100 ° C, preferably 50 to 80 ° C, and the drying time is usually 60 to 600 seconds, preferably 120 to 600 seconds.
The thickness of the polarizer according to the present invention is not particularly limited, but may be, for example, 5 to 40 μm.
The type of protective film is not particularly limited as long as it has excellent transparency, mechanical strength, thermal stability, moisture shielding, isotropy, and the like, for example, an acrylic resin film, a cellulose resin film, a polyolefin resin film, and a polyester resin film. Various transparent resin films including at least one selected from the group can be used.
Specific examples of the protective film include acrylic resin films such as polymethyl (meth) acrylate and polyethyl (meth) acrylate; Polyester resin films such as polyethylene terephthalate, polyethylene isophthalate, polyethylene naphthalate and polybutylene terephthalate; Cellulose resin films such as diacetyl cellulose and triacetyl cellulose; Polyolefin resin films such as polyethylene, polypropylene, cyclo-based or norbornene-structured polyolefin-based and ethylene-propylene copolymers; And the like, but is not limited thereto.
The thickness of the protective film is not particularly limited, but may be 10 to 200 μm, preferably 10 to 150 μm. When the thickness of the protective film is 10 to 200㎛, when the polarizer protective film is laminated on both sides of the polarizer, each protective film may have the same or different thickness from each other.
The adhesive composition for polarizing plates according to the present invention may be coated on at least one surface of the polarizer to form an adhesive layer, and the polarizer and the protective film may be bonded through the adhesive layer.
Although the thickness of the adhesive bond layer formed by coating the adhesive composition of this invention is not specifically limited, Usually, it may be 0.01-10 micrometers, Preferably, it is good that it is 0.1-5 micrometers. When the thickness of the adhesive layer is 0.5 μm or less, there is a high possibility of bubble mixing at the time of bonding, and when the thickness of the adhesive layer is 5 μm or more, there is a problem that the price increases.
Moreover, in order to improve adhesiveness, the surface of polarizer and / or protective film may be suitably subjected to surface treatment of chemical treatment, such as dry treatment, such as primer treatment, plasma treatment, corona treatment, and saponification (alkali) treatment. . As a saponification (alkali) process, the method of immersing in aqueous solution of alkali, such as sodium hydroxide and potassium hydroxide, is mentioned.
The other surface of the polarizer in which the protective film is bonded to one surface may be appropriately subjected to surface treatment such as hard coat treatment, antireflection treatment, anti-sticking treatment, diffusion or antiglare treatment, or the like as necessary.
In addition, in addition to the surface treatment described above, the other surface of the polarizer in which the protective film is bonded to one surface may further include a surface treatment layer such as a hard coating layer, an antireflection layer, an antiglare layer, an antistatic layer, and the like by a pressure-sensitive adhesive layer. The optically functional film may be further laminated.
Although the kind of the said optical functional film is not specifically limited, For example, the optical compensation film in which a liquid crystalline compound or its high molecular compound is orientated on the surface of a base material, polarized light of the kind which transmits the polarized light of any kind and opposes it. Reflective polarization separation film for reflecting the light, retardation film containing polycarbonate resin, retardation film containing cyclic polyolefin-based resin, anti-glare function film having a concave-convex shape on the surface, an additional film treated with the surface anti-reflection, reflection on the surface The reflective film which has a function, the semi-transmissive reflective film which has a reflection function, and a transmission function together is mentioned.
Such a polarizing plate can be applied to all conventional image devices.
The polarizing plate bonded with the adhesive composition of the present invention is excellent in adhesion and water resistance between the polarizer and the protective film, and excellent in heat resistance, so that there is little possibility of redness even when exposed to high temperature conditions for a long time.
Hereinafter, preferred examples are provided to aid the understanding of the present invention, but these examples are merely illustrative of the present invention and are not intended to limit the scope of the appended claims, which are within the scope and spirit of the present invention. It is apparent to those skilled in the art that various changes and modifications can be made to the present invention, and such modifications and changes belong to the appended claims.
Example And Comparative example
(One) Polarizer Produce
A transparent unstretched polyvinyl alcohol film (VF-PS, KURARAY) having a degree of saponification of 99.9% or more was swelled by immersion in water (deionized water) at 30 ° C. for 2 minutes, and then 3.5 mmol / L of iodine and 2 wt% of potassium iodide It was dyed by immersion for 4 minutes in an aqueous solution for dyeing at 30 ℃ containing. At this time, the draw ratio was 1.3 times and 1.4 times the draw ratio in the swelling and dyeing step, respectively, and stretched so that the cumulative draw ratio to the dye bath is 1.82 times. Subsequently, the film was immersed in a 50 ° C aqueous solution for crosslinking containing 10% by weight of potassium iodide and 3.7% by weight of boric acid for 30 seconds, followed by crosslinking, followed by stretching at twice the draw ratio. Thereafter, the film was immersed in a 50 ° C aqueous solution for crosslinking containing 10% by weight of potassium iodide and 3.7% by weight of boric acid (second crosslinking step) and stretched at a draw ratio of 1.5 times while crosslinking (first and second crosslinking). The cumulative draw ratio of the stage is three times).
At this time, the total cumulative draw ratio of the swelling, dyeing and crosslinking steps was 5.46 times. After crosslinking was completed, the polyvinyl alcohol film was dried in an oven at 70 ° C. for 4 minutes to prepare a polarizer.
(2) Preparation of Polarizing Plate
Corona discharge treatment was performed to the surface bonded with the polarizer of the stretched norbornene-based protective film (thickness 70 µm) and the polymethyl methacrylate film (thickness 50 µm).
Thereafter, an adhesive composition having a content and composition shown in Table 1 below was coated on a corona discharge-treated surface of the stretched norbornene-based resin film with a bar coater to a thickness of 3 μm, and the polarizer was laminated thereon.
The adhesive composition was similarly coated to the polymethyl methacrylate film and laminated on the remaining side of the polarizer.
Thereafter, the laminate was irradiated with ultraviolet light at a UVA reference accumulated light amount of 300 mJ / cm 2 from one surface by an ultraviolet irradiation device (Fusion H valve, Fusion Yarn) with a belt conveyor to bond the polarizer and the protective film to form a polarizing plate. Prepared.
The composition of the photocurable resin composition in each Example and the comparative example is as shown in Table 1 below.
(A)
(B)
(C)
A-2: 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate
A-3: 4-hydroxybutyl acrylate
A-4: dimethylaminoethyl acrylate
B-1: CPI-110A (San Eprosa)
B-2: Irg184 (Shibasa)
C-1: zinc acetate
C-2: copper acetate
C-3: zirconium acetate
C-4: magnesium acetate
C-5: aluminum acetate
C-6: zinc nitrate
C-7: iodine zinc
Experimental Example
(1) adhesive evaluation
After the polarizing plates prepared in Examples and Comparative Examples were left at room temperature for 1 hour, when the blade of the cutter was pushed between the polarizer and the protective film, the adhesiveness between the polarizer and the protective film was evaluated to the extent that the blade enters.
◎: cutter blade does not enter between polarizer and protective film
○: The blade of the cutter enters 2 mm or less between the polarizer and the protective film.
(Triangle | delta): The blade of a cutter enters more than 2 mm-5 mm or less between a polarizer and at least one protective film.
X: The blade of the cutter goes all the way between the polarizer and at least one protective film
(2) Hot water resistance evaluation
After leaving the polarizing plates manufactured in the Example and the comparative example for 24 hours at 23 degreeC and 55% of a relative humidity, the sample of 5 cm x 2 cm was produced with the absorption axis (extension direction) long. Thereafter, the short sides of the samples were gripped, and 80% of the longitudinal direction was immersed in a 60 ° C. water bath for 4 hours, and then removed to wipe off moisture.
Since the polarizer shrinks by immersion in warm water, the distance from the end of the protective film in the center of the short side of the sample to the contracted polarizer was measured to make the shrinkage length.
In addition, since iodine eluted from the periphery part of a polarizer and discolored by warm water immersion, the distance from the contracted polarizer end of the short edge center of a sample to the part which is not discolored was made into the iodine stripping length.
The sum of the contraction length and the iodine omission length was taken as the total erosion length. That is, the total erosion length is the distance from the end of the protective film in the center of the short side of the sample to the undiscolored portion of the polarizer. The smaller the erosion length, the better the water resistance.
◎ ： Total erosion length is less than 2mm
○: Total erosion length is 2 mm or more but less than 3 mm
△: Total erosion length is 3 mm or more and less than 5 mm
X: Total erosion length is 5mm or more
(3) Optical characteristic measurement
The polarizing plates prepared in Examples and Comparative Examples were cut into 4 cm × 4 cm sizes, and then the transmittance was measured using an ultraviolet visible light spectrometer (V-7100, JASCO). At this time, the degree of polarization is defined by the following equation (1).
[Equation 1]
Polarization degree (P) = [(T 1 -T 2 ) / (T 1 + T 2 )] 1/2
(Wherein, T 1 is the parallel transmittance obtained when hayeoteul arranged in the absorption axis of the polarizing plate of the pair of parallel, T 2 is obtained by cross transmissivity when hayeoteul disposed a polarizing plate of the pair in a state where the orthogonal absorption axes Im) .
(4) heat resistance evaluation
The polarizing plates prepared in Examples and Comparative Examples were measured with a spectrophotometer (V7100, Japan spectrophotometer) before and after leaving the polarizers at 105 ° C. for 30 minutes to obtain orthogonal spectral transmission spectra therefrom. A700 represented by the following equation (2) was obtained.
[Equation 2]
A700 =-Log 10 {(T MD , 700 × T TD , 700 ) / 10000}
(Wherein T MD , 700 is a parallel transmittance at a wavelength of 700 nm obtained when the pair of polarizers are arranged in parallel with the absorption axis, and T TD , 700 is a state in which the pair of polarizers are orthogonal to the absorption axis. Orthogonal transmittance at a wavelength of 700 nm obtained when disposed).
After the heat resistance evaluation, the presence of redness of the polarizing plate was confirmed by visual observation.
Referring to Table 2, the polarizing plates of Examples 1 to 16 were very excellent in adhesiveness and hot water resistance, and excellent in heat resistance, so that redness did not occur. And it showed the outstanding optical characteristic similar to the comparative example.
However, in the polarizing plates of Comparative Examples 1 to 3, the adhesiveness and the hot water resistance were slightly lowered, and the redness occurred due to the poor heat resistance.
Claims (11)
A photopolymerizable compound containing an epoxy monomer;
Metal salts; And
Including a polymerization initiator,
The metal salt is contained in 1 to 9 parts by weight based on 100 parts by weight of the mixture of the photopolymerizable compound and the polymerization initiator, the photocurable adhesive composition for polarizing plates.
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| KR102368582B1 (en) * | 2015-06-03 | 2022-02-25 | 동우 화인켐 주식회사 | Polarizing plate |
| KR102169618B1 (en) * | 2020-05-07 | 2020-10-23 | 방만혁 | Adhesive composition, manufacturing method therfor, composite pipes and laminated sheet having the same |
| KR102473112B1 (en) * | 2022-10-24 | 2022-12-02 | 주식회사 국보화학 | Uv-curable surface protection film with dot type adhesive layer and method of preparing the same |
| KR102473108B1 (en) * | 2022-10-24 | 2022-12-02 | 주식회사 국보화학 | Uv-curable surface protection film and method of preparing the same |
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| JP2010229342A (en) * | 2009-03-27 | 2010-10-14 | Lintec Corp | Adhesive for optical use, adhesive sheet for optical use, and optical member with adhesive |
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| KR101202571B1 (en) * | 2008-02-05 | 2012-11-19 | 주식회사 엘지화학 | Pressure-sensitive adhesive composition, polarizers and liquid crystal display comprising the same |
| KR101293887B1 (en) | 2010-01-29 | 2013-08-06 | 주식회사 엘지화학 | Photocurable adhesive compositon |
| KR101879833B1 (en) * | 2011-09-01 | 2018-07-19 | 동우 화인켐 주식회사 | A polarizing plate and liquid crystal display comprising the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2010229342A (en) * | 2009-03-27 | 2010-10-14 | Lintec Corp | Adhesive for optical use, adhesive sheet for optical use, and optical member with adhesive |
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