CN112029420B - UV curing adhesive for polarizing plate and preparation method and application thereof - Google Patents
UV curing adhesive for polarizing plate and preparation method and application thereof Download PDFInfo
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- CN112029420B CN112029420B CN202010928488.XA CN202010928488A CN112029420B CN 112029420 B CN112029420 B CN 112029420B CN 202010928488 A CN202010928488 A CN 202010928488A CN 112029420 B CN112029420 B CN 112029420B
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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
- 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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- 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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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
- G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
- G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
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- Optics & Photonics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
Abstract
The invention discloses a UV curing adhesive for a polarizing plate, and a preparation method and application thereof. The present invention can maintain hydrogen bonds between a polyvinyl alcohol (PVA) -based film and hydroxyl groups of the radical curable adhesive composition to prevent deterioration of adhesiveness of the radical curable adhesive composition, thereby improving moisture resistance of the adhesive.
Description
Technical Field
The invention relates to a UV curing adhesive, in particular to a UV curing adhesive for a polarizing plate.
Background
The current polarizing plate has a laminated structure in which one or more optical films are adhered to one or both surfaces of a polarizer formed of a polyvinyl alcohol (PVA) -based resin, which is generally dyed with dichroic dyes or iodine, using an adhesive. In the related art, optical films based on triacetyl cellulose (TAC) films, polyethylene terephthalate (PET) films, cycloolefin polymer (COP) films, and acrylic films are mainly used as polarizing plates.
The existing cation-curable adhesives have high adhesion and heat resistance to various films, but they suffer from dark polymerization (delayed curing), so that cured products of the adhesives have a problem of being easily subjected to curling deformation when stored in the form of a roll. In addition, after curing, the adhesive is vulnerable to moisture and may cause a change in the cured state, so that in order to ensure uniformity and reliability of curing, it is necessary to strictly control the environmental humidity and the moisture content of a polyvinyl alcohol (PVA) film, increasing the difficulty of industrial operation. In addition, when the conventional adhesive is exposed to a humid and hot condition for a long time, the polarizing plate using the radical curing adhesive suffers from deterioration of polarization efficiency, and light leakage is likely to occur at the cut-off of the polarizer dyed with iodine or dye. In addition, the polarizing plate may cause severe light leakage under more severe conditions than wet heat (e.g., warm water immersion at 60 ℃).
Disclosure of Invention
The invention aims to provide a UV curing adhesive for a polarizing plate, which has high curing speed, strong humidity and heat resistance and high bonding strength; is a UV-curable adhesive for a polarizing plate having good adhesive strength to all of a triacetyl cellulose (TAC) film, a polyethylene terephthalate (PET) film, and a cycloolefin polymer (COP) film.
The invention adopts the following technical scheme:
a UV-curable adhesive for a polarizing plate, comprising: 40 to 90 parts by weight of an epoxy compound; 10 to 50 parts by weight of a (meth) acrylate compound; 1 to 20 parts by weight of a vinyl ether compound; 1 to 20 parts by weight of a carboxylic acid compound containing an unsaturated double bond; 0.01-10 parts by weight of a cationic photoinitiator; 0.01-10 parts by weight of a free radical photoinitiator.
The preparation method of the UV curing adhesive for the polarizing plate comprises the step of mixing an epoxy compound, a (methyl) acrylate compound, a vinyl ether compound, a carboxylic acid compound containing unsaturated double bonds, a cationic photoinitiator and a free radical photoinitiator to obtain the UV curing adhesive for the polarizing plate.
The invention discloses an application of the UV curing adhesive for the polarizing plate in preparing the polarizing plate.
In the present invention, the epoxy compound includes alicyclic epoxy compounds and aromatic epoxy compounds, wherein the alicyclic epoxy compound includes bifunctional alicyclic epoxy compounds, and may further include monofunctional alicyclic epoxy compounds and trifunctional or higher alicyclic epoxy compounds; aromatic epoxy compounds include polyglycidyl ethers of aromatic compounds, including polyglycidyl ethers prepared from aromatic compounds having at least two hydroxyl groups.
Further, the alicyclic epoxy group means epoxidized C3~C20Alicyclic group of (2), containing an epoxide group C3~C20C of a cycloaliphatic radical2~C20Alicyclic radicals, or containing epoxidised C3~C20C of a cycloaliphatic radical of1~C10Alkyl group of (1). Further, the alicyclic epoxy resin contains at least one of an epoxycyclohexyl group, an epoxycyclopentyl group and a glycidyl ether group, and for example, the bifunctional alicyclic epoxy compound may contain epoxycyclohexylmethyl epoxycyclohexanecarboxylate, epoxycyclohexylmethyl alkanediol epoxycyclohexanecarboxylate, epoxycyclohexylmethyl dicarboxylatePolyethylene glycol epoxycyclohexylmethyl ether, alkylene glycol epoxycyclohexylmethyl ether, diepoxyltrirocyclic compound, diepoxymonospiro compound, vinylcyclohexene diepoxide, epoxycyclopentane ether and diepoxyltricyclecane compound, and may be at least one of 3, 4-epoxycyclohexylmethyl 3, 4-epoxy-6-methylcyclohexylmethyl-3 ',4 ' -epoxy-6 ' -methylcyclohexanecarboxylate, bis (3, 4-epoxy-6-methylcyclohexyl) adipate and 3, 4-epoxycyclohexylmethyl 3 ',4 ' -epoxycyclohexanecarboxylate-modified epsilon-caprolactone; further, the polyglycidyl ether of an aromatic compound may comprise at least one selected from the group consisting of polyglycidyl ethers of monohydroxyphenols having at least one aromatic ring (e.g., phenols, cresols, and butylphenols), or alkylene oxide adducts thereof, for example, glycidyl ethers of bisphenol a, bisphenol F, or epoxy novolac resins, or alkylene oxide adducts thereof; polyglycidyl ethers of aromatic compounds having at least two phenolic hydroxyl groups (e.g., resorcinol, hydroquinone, or catechol); polyglycidyl ethers of aromatic compounds having at least two alcoholic hydroxyl groups (e.g., benzenedimethanol, benzenediethanol, or benzenedibutanol); glycidyl esters of polybasic acid-based aromatic compounds having at least two carboxylic acid groups (e.g., phthalic acid, terephthalic acid, or trimellitic acid); glycidyl esters of benzoic acid (e.g., benzoic acid, toluic acid, and naphthoic acid); styrene oxide; and the epoxide of divinylbenzene.
The epoxy compound composed of the alicyclic epoxy compound and the aromatic epoxy compound employed in the present invention has a higher glass transition temperature in a homopolymer phase to improve durability by supporting a stacked structure of the polarizer, the adhesive layer, and the optical film, and can increase interfacial adhesiveness between the polarizer and the optical film by ensuring chemical bonding and intermediate wettability through hydroxyl groups generated during the reaction. The adhesive can improve the durability and the interface adhesive force between the polaroid and the optical film, and can prevent the polaroid from generating cracks when in thermal shock. The polyglycidyl ether and (meth) acrylate compound all exhibited medium water resistance and adhesive strength for films comprising triacetyl cellulose (TAC) film, polyethylene terephthalate (PET) film, and cycloolefin polymer (COP) film. In addition, the polyglycidyl ether can prevent a rapid increase in the viscosity and reaction speed of the adhesive caused by the bifunctional alicyclic epoxy compound.
In the present invention, the (meth) acrylate compound includes a bifunctional (meth) acrylate compound; may be a monoalkyl glycol difunctional (meth) acrylate compound or a polyalkylene glycol difunctional (meth) acrylate compound such as at least one of dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate and triethylene glycol di (meth) acrylate, for example, the difunctional (meth) acrylate compound may be hexanediol di (meth) acrylate, but is not limited thereto. The bifunctional (meth) acrylate compound does not deteriorate the curing reaction by moisture, can perform a stable photo-curing reaction, and in addition, has a high curing rate, and can enhance the adhesive strength between the polarizer and the optical film by coupling with epoxy compound chain migration during curing.
In the present invention, the vinyl ether compound includes at least one of diethylene glycol monovinyl ether, 4-hydroxybutyl vinyl ether, 1, 4-butanediol vinyl ether, diethylene glycol divinyl ether, triethylene glycol divinyl ether, t-butyl vinyl ether, (vinyloxy) -2, 2-bis ((vinyloxy) methyl) butane, 1, 3-bis (vinyloxy) -2, 2-bis ((vinyloxy) methyl) propane, and cyclohexyl vinyl ether; the lone electron pair on the oxygen atom of the vinyl ether compound is conjugated with the carbon-carbon double bond, so that the electron cloud density of the double bond is increased, an electron-rich double bond is formed, the reaction activity is high, and free radical polymerization, cationic polymerization and charge transfer compound crosslinking copolymerization can be carried out. In addition, hydrogen bonds between hydroxyl groups contained in the cured adhesive composition and hydroxyl groups present on the surface of the polyvinyl alcohol-based film increase the adhesive strength between the adhesive and the polyvinyl alcohol-based film.
In the present invention, the carboxylic acid compound containing an unsaturated double bond includes at least one of maleic acid, fumaric acid, 2-methyl-2-butenoic acid, and trans-2-methyl-2-butenoic acid. The cationic photoinitiator may comprise: any one or combination of diaryl iodonium salt, triaryl sulfonium salt and arylcyclopentadienyl iron salt compound, specifically selected from diphenyl-4- (phenylthio) phenyl sulfonium hexafluorophosphate, (4-hydroxyphenyl) methylbenzyl sulfonium tetrakis (pentafluorophenyl) borate, 4- (4-biphenylthio) phenyl-4-biphenylphenyl sulfonium tetrakis (pentafluorophenyl) borate, 4- (phenylthio) phenyl diphenyl sulfonium phenyl tris (pentafluorophenyl) borate, [4- (4-biphenylthio) phenyl ] -4-biphenylphenyl sulfonium phenyl tris (pentafluorophenyl) borate, diphenyl [4- (phenylthio) phenyl ] sulfonium tris (pentafluoroethyl) trifluoro phosphate, diphenyl [4- (phenylthio) phenyl ] sulfonium tetrakis (pentafluorophenyl) borate, and salt of aryl cyclopentadienyl iron salt, Any one or combination of more of diphenyl [4- (phenylthio) phenyl ] sulfonium hexafluorophosphate, 4- (4-diphenylthio) phenyl-4-biphenylphenyl sulfonium tris (pentafluoroethyl) trifluorophosphate, bis [4- (diphenylsulfonium) phenyl ] thioether phenyl tris (pentafluorophenyl) borate, [4- (2-thioxanthenyl ketothio) phenyl ] phenyl-2-thioxanthenyl ketosulfonium phenyl tris (pentafluorophenyl) borate and 4- (phenylthio) phenyl diphenyl sulfonium hexafluoroantimonate; the free radical initiator may comprise: 1-hydroxycyclohexylphenylketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl ] -2-methyl-1-propanone, methyl benzoylformate, oxy-phenyl-acetic acid-2- [ 2-oxo-2-phenyl-acetoxy-ethoxy ] -ethyl ester, oxy-phenyl-acetic acid-2- [ 2-hydroxy-ethoxy ] -ethyl ester, alpha-dimethoxy-alpha-phenylacetophenone, 2-benzyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl ] -1-butanone, methyl ethyl hexanoate, methyl hexanoate, ethyl hexanoate, and its preparation method, 2-methyl-1- [4- (methylthio) phenyl ] -2- (4-morpholinyl) -1-acetone, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide.
Preferably, the UV curable adhesive for polarizing plates, which is composed of an epoxy compound, (meth) acrylate compound, vinyl ether compound, carboxylic acid compound containing unsaturated double bond, cationic photoinitiator, and radical photoinitiator, is 100 parts by weight:
30 to 60 parts by weight of an alicyclic epoxy compound and 10 to 30 parts by weight of an aromatic epoxy compound, wherein the adhesive exhibits cracking resistance during thermal shock and adhesive strength for a triacetyl cellulose (TAC) film, a polyethylene terephthalate (PET) film and a cycloolefin polymer (COP) film;
the bifunctional (meth) acrylate compound accounts for 10 to 50 parts by weight, can improve the curing rate of the adhesive, can ensure intermediate adhesion between the polarizing plate and the optical film, and can avoid embrittlement by avoiding an excessive increase in the glass transition temperature when the epoxy resin compound is used;
1-20 parts by weight of a vinyl ether compound; 1-20 parts by weight of a carboxylic acid compound containing an unsaturated double bond; the cationic photoinitiator accounts for 0.01-10 parts by weight; the free radical initiator accounts for 0.01-10 parts by weight.
Preferably, the UV curing adhesive for the polarizing plate comprises 40-50 parts by weight of an epoxy compound, 10-20 parts by weight of a (meth) acrylate compound, 10-20 parts by weight of a vinyl ether compound, 10-20 parts by weight of a carboxylic acid compound containing an unsaturated double bond, 1-5 parts by weight of a cationic photoinitiator, and 1-5 parts by weight of a radical photoinitiator. The method for preparing the UV curing adhesive for the polarizing plate by using the mixed raw materials is a conventional technology, and can adopt the existing stirring and mixing.
The adhesive can fully cure epoxy compounds and (methyl) acrylate compounds, does not reduce the bonding strength, can prevent the transparency of an adhesive layer from being reduced, and also reduces the overflow of an initiator; the compound formed by hybrid curing of the adhesive contains carboxyl, can be firstly combined with moisture in a high-humidity environment, and solves the problem that in the prior art, in the high-humidity environment, hydroxyl groups on the surface of a polyvinyl alcohol (PVA) film are preferentially combined with moisture hydrogen bonds rather than hydrogen bonds of the free radical curable adhesive composition, so that the adhesiveness of the free radical curable adhesive composition is reduced. Accordingly, the present invention can maintain hydrogen bonds between a polyvinyl alcohol (PVA) -based film and hydroxyl groups of the radical curable adhesive composition to prevent deterioration of adhesion of the radical curable adhesive composition, thereby improving moisture resistance of the adhesive.
Drawings
FIG. 1 shows the effect of the adhesive application of example 8;
FIG. 2 shows the results of the wet heat resistance of the adhesive polarizing plate of example 8;
FIG. 3 shows the results of the wet heat resistance of the adhesive polarizing plate of comparative example 1.
Detailed Description
The examples are intended only to describe the invention in more detail and should not be construed as limiting the invention in any way.
The details of the components used in the examples and comparative examples are as follows:
a is bifunctional alicyclic epoxy compound: 3, 4-Epoxycyclohexylmethylcarboxylic acid 3, 4-epoxycyclohexylmethyl ester (TTA-21P, Jiangsu Taiter New Material science and technology Co., Ltd.)
Polyglycidyl ethers of aromatic compounds: resorcinol diglycidyl ether (XY-694, New science and technology Co., Ltd., Anhui)
Bifunctional (meth) acrylic compound: tripropylene glycol diacrylate (EM-223, Changxing materials industries, Ltd.)
Vinyl ether compound: diethylene glycol divinyl ether (EM-2241H, Guangzhou banyan chemical technology Co., Ltd.)
And E, carboxylic acid compounds containing unsaturated double bonds: maleic acid (Guangzhou Denli chemical industry Co., Ltd.)
F, cationic photoinitiator: diphenyl-4- (phenylthio) phenylsulfamoyl hexafluorophosphate (CPI-100P, San-Apro)
G is a radical initiator: diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide (JRCure-1108, New Material Ltd. Tianjin Jiu)
Examples
According to the parts by weight of table 1, a bifunctional alicyclic epoxy compound, a polyglycidyl ether of an aromatic compound, a bifunctional (meth) acrylic compound, a vinyl ether compound, a carboxylic acid compound containing an unsaturated double bond, a cationic photoinitiator, and a radical initiator were conventionally mixed to prepare a UV-curable adhesive for a polarizing plate. Wherein, in the embodiment 5, the vinyl ether compound is 4-hydroxybutyl vinyl ether; in example 6, the carboxylic acid compound having an unsaturated double bond was fumaric acid; in example 10, the carboxylic acid compound containing an unsaturated double bond was replaced with a conventional adhesion promoter, polycaprolactone triol; the remaining starting materials are as above A to G.
Comparative example
A UV curable adhesive for a polarizing plate was prepared in the same manner as in example, except that the kinds or amounts of the respective components were changed, and the ratios of the respective components were maintained in accordance with example 8, as shown in table 1.
TABLE 1 example, comparative example Components (unit: parts by weight)
| A | B | C | D | E | F | G | |
| Example 1 | 60 | 10 | 15 | 5 | 5 | 3.5 | 1.5 |
| Example 2 | 45 | 15 | 15 | 10 | 10 | 3.5 | 1.5 |
| Example 3 | 30 | 25 | 30 | 5 | 5 | 3 | 2 |
| Example 4 | 15 | 30 | 10 | 20 | 20 | 2.5 | 2.5 |
| Example 5 | 40 | 15 | 10 | 15 | 15 | 2.5 | 2.5 |
| Example 6 | 35 | 20 | 20 | 10 | 10 | 2.5 | 2.5 |
| Example 7 | 30 | 10 | 50 | 2.5 | 2.5 | 2.5 | 2.5 |
| Example 8 | 30 | 15 | 10 | 20 | 20 | 2.5 | 2.5 |
| Example 9 | 35 | 30 | 20 | 5 | 5 | 3.5 | 1.5 |
| Example 10 | 30 | 15 | 10 | 20 | 20 | 2.5 | 2.5 |
| Comparative example 1 | 54 | 9 | 13.5 | 0 | 0 | 3.15 | 1.35 |
| Comparative example 2 | 24 | 12 | 8 | 16 | 0 | 2 | 2 |
| Comparative example 3 | 24 | 12 | 8 | 0 | 16 | 2 | 2 |
| Comparative example 4 | 27 | 13.5 | 0 | 18 | 18 | 2.25 | 2.25 |
| Comparative example 5 | 25.5 | 0 | 8.5 | 17 | 17 | 2.125 | 2.125 |
| Comparative example 6 | 0 | 10.5 | 7 | 14 | 14 | 1.75 | 1.75 |
The adhesives in examples and comparative examples were evaluated according to the characteristics listed in table 2, and the evaluation results are recorded in table 2.
(1) Manufacture of polarizing plate
A polarizer of 23um thickness was manufactured by dyeing a 60um thick polyvinyl alcohol film (degree of saponification: 99.5, degree of polymerization: 2000) in a 0.3wt% iodine aqueous solution, stretching the dyed film to 5.7 times the original length, and immersing the stretched film in a 3wt% boric acid solution and a 2wt% potassium iodide aqueous solution for color correction, followed by drying at 50 ℃ for 4 min; dyeing, stretching, color correction are conventional techniques.
As the optical film, an existing PET film, a TAC film and a COP film were used, wherein the PET film had a thickness of 80 μm (primer treatment, TA044, water vapor permeability: 10 g/m.day, Toyo Boseki Co., Ltd.); the TAC film was a 40um thick film with zero retardation (KC 4CT1, water vapor permeability: 800 grams per square meter day, Cornica Ltd.); COP film thickness 52um (ZEONE, water vapor permeability: 5 g/m. day, Ramon Ltd.); the optical film is subjected to primer treatment or corona treatment, which is the prior art.
Coating the adhesive of the embodiment or the comparative example on one surface of the existing optical film by a conventional method to reach the thickness of 3um, and then covering a polarizer; followed by a subsequent treatment at UVA (800 mJ/cm)2) The polarizing plate was produced by photocuring under the conditions and used for the following tests.
FIG. 1 shows the effect of the adhesive application of example 8, without defects and without bubbles.
(2) Moisture and heat resistance
Cutting the obtained polarizing plate into 50 × 50mm sample plates, and soaking the sample plates in constant temperature water of 60 deg.C for 8 hr; the water resistance was evaluated according to the degree of bleaching at one end edge of the polarizing plate, and the evaluation results are shown in table 2 below.
No bleaching was evaluated as-.
FIG. 2 shows the results of the wet heat resistance of the adhesive polarizing plate of example 8, without any white edge; FIG. 3 shows the results of the resistance to wet heat of the adhesive polarizing plate of comparative example 1, and the white edge is evident.
(3) Adhesion Property
The obtained polarizing plate was cut into a sample plate of 100 × 25mm size, and the polarizer and the optical film were separated by inserting a peeling machine into a gap between the polarizer and the optical film at one end of the sample plate, and then fixed to a jig on both sides of UTM (TA XT Plus, british SMS corporation) at both ends of each of the polarizer and the optical film, and the peeling force between the polarizer and the optical film was measured by a 90 ° peeling method. During the measurement, the polarizer and the other end of the optical film were pulled at a rate of 300 mm/min in the opposite direction. The measurement results are shown in table 2 below.
The peel force is very good when the peel force is more than 4.0N/cm, good when the peel force is 3.0N/cm to 4.0N/cm, moderate when the peel force is 2.0N/cm to 3.0N/cm, poor when the peel force is 1.0N/cm to 2.0N/cm, and very poor when the peel force is less than 1.0N/cm.
The peel force of example 8 reached 5.6N/cm (PET film), 5.3N/cm (TAC film), 5.5N/cm (COP film); the conventional adhesive polarizing plate has a very small white edge of about 0.1mm after resisting heat and humidity, but has low peeling force and selectivity of 3.1N/cm (PET film), 3.3N/cm (TAC film) and 1.9N/cm (COP film).
TABLE 2 test results of examples and comparative examples
The UV curing adhesive for the polarizing plate, which is designed in the invention, applies the characteristics of delayed curing technology, interpenetrating network technology (IPN) and radical-cation UV curing advantages, and is creatively added with vinyl ether compounds and carboxylic acid compounds containing unsaturated double bonds on the basis, so that the curing speed, the humidity resistance and the bonding strength of the adhesive are remarkably improved while the higher bonding performance of the curing adhesive is ensured; the UV curing adhesive disclosed by the embodiment of the invention has better aging resistance and reliability.
Claims (8)
1. A UV-curable adhesive for a polarizing plate, comprising 45 parts by weight of an epoxy compound, 10 parts by weight of a (meth) acrylate compound, 20 parts by weight of a vinyl ether compound, 20 parts by weight of a carboxylic acid compound containing an unsaturated double bond, 2.5 parts by weight of a cationic photoinitiator, and 2.5 parts by weight of a radical photoinitiator; the epoxy compound is 30 parts by weight of alicyclic epoxy compound and 15 parts by weight of aromatic epoxy compound; the (meth) acrylate compound is a bifunctional (meth) acrylate compound; the cationic photoinitiator is any one or combination of a plurality of diaryl iodonium salt, triaryl sulfonium salt and arylferrocenium salt compounds; the alicyclic epoxy compound is a bifunctional alicyclic epoxy compound; the aromatic epoxy compound is a polyglycidyl ether of an aromatic compound.
2. The UV-curable adhesive for polarizing plates according to claim 1, wherein the UV-curable adhesive for polarizing plates is obtained by mixing an epoxy compound, a (meth) acrylate compound, a vinyl ether compound, a carboxylic acid compound having an unsaturated double bond, a cationic photoinitiator, and a radical photoinitiator.
3. The UV-curable adhesive for polarizing plates according to claim 1, wherein the bifunctional (meth) acrylate compound is a mono (alkylene glycol) bifunctional (meth) acrylate compound or a poly (alkylene glycol) bifunctional (meth) acrylate compound.
4. The UV-curable adhesive for polarizing plates according to claim 1, wherein the vinyl ether compound comprises at least one of diethylene glycol divinyl ether, 4-hydroxybutyl vinyl ether, 1, 4-butanediol vinyl ether, diethylene glycol divinyl ether, triethylene glycol divinyl ether, tert-butyl vinyl ether, (vinyloxy) -2, 2-bis ((vinyloxy) methyl) butane, 1, 3-bis (vinyloxy) -2, 2-bis ((vinyloxy) methyl) propane, and cyclohexyl vinyl ether; the carboxylic acid compound containing unsaturated double bonds comprises at least one of maleic acid, fumaric acid and 2-methyl-2-butenoic acid.
5. The UV-curable adhesive for polarizing plates according to claim 1, wherein the radical photoinitiator comprises: 1-hydroxycyclohexylphenylketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl ] -2-methyl-1-propanone, methyl benzoylformate, oxy-phenyl-acetic acid-2- [ 2-oxo-2-phenyl-acetoxy-ethoxy ] -ethyl ester, oxy-phenyl-acetic acid-2- [ 2-hydroxy-ethoxy ] -ethyl ester, alpha-dimethoxy-alpha-phenylacetophenone, 2-benzyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl ] -1-butanone, methyl ethyl hexanoate, methyl hexanoate, ethyl hexanoate, and its preparation method, 2-methyl-1- [4- (methylthio) phenyl ] -2- (4-morpholinyl) -1-acetone, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and phenyl bis (2, 4, 6-trimethylbenzoyl) phosphine oxide.
6. Use of the UV curable adhesive for polarizing plate according to claim 1 for preparing a polarizing plate.
7. The use according to claim 6, wherein the polarizing plate has a PET film, a TAC film or a COP film as an optical film.
8. The method for preparing a UV-curable adhesive for a polarizing plate according to claim 1, comprising the step of mixing an epoxy compound, a (meth) acrylate compound, a vinyl ether compound, a carboxylic acid compound having an unsaturated double bond, a cationic photoinitiator, and a radical photoinitiator to obtain the UV-curable adhesive for a polarizing plate.
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| JP6265697B2 (en) * | 2013-11-18 | 2018-01-24 | サムスン エスディアイ カンパニー，リミテッドＳａｍｓｕｎｇ Ｓｄｉ Ｃｏ．，Ｌｔｄ． | Adhesive composition for polarizing plate |
| KR102084112B1 (en) * | 2016-12-13 | 2020-03-03 | 삼성에스디아이 주식회사 | Adhesive composition for polarizing plate, polarizing plate and optical display apparatus |
| KR20190059138A (en) * | 2017-11-22 | 2019-05-30 | 삼성에스디아이 주식회사 | Adhesive composition for polarizing plate, polarizing plate and optical display apparatus |
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2020
- 2020-09-07 CN CN202010928488.XA patent/CN112029420B/en active Active
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