CN114686145A - Acrylic resin adhesive, preparation method thereof and polarizing plate - Google Patents
Acrylic resin adhesive, preparation method thereof and polarizing plate Download PDFInfo
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- CN114686145A CN114686145A CN202011636977.4A CN202011636977A CN114686145A CN 114686145 A CN114686145 A CN 114686145A CN 202011636977 A CN202011636977 A CN 202011636977A CN 114686145 A CN114686145 A CN 114686145A
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- acrylic resin
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- resin adhesive
- acrylate
- acrylic
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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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
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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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
Abstract
The invention mainly discloses an acrylic resin adhesive for a high-speed and durable polarizing plate, which uses a low-molecular-weight additive to quantitatively adjust the viscosity, and adds an acidification preventing agent in the preparation process to simultaneously meet the application requirements of VA and IPS panels. The acrylic resin adhesive prepared by the invention meets the condition of high-machine-speed production of 35-50 m/min, greatly improves the production efficiency of coating the adhesive, ensures that no glue thread, no pressing mark, no glue shortage, coating lines and flat surface exist in the coating process, and has certain cohesive strength, initial adhesion, high temperature resistance, high temperature and high humidity resistance and cold and thermal shock resistance after being attached to a polarization action film.
Description
Technical Field
The invention relates to an acrylic resin adhesive, a preparation method thereof and a polarizing plate, belonging to the technical field of polarizer materials.
Background
The polaroid is formed by adhering polyvinyl alcohol to an optical film with a protection function after film formation through extension, dyeing, color fixation and drying, and then coating a layer of pressure-sensitive adhesive on the optical film with the protection function to form a multilayer composite optical laminated body, and the multilayer composite optical laminated body is widely applied to the fields of computers, televisions, mobile phones and vehicle-mounted display. With the increasing demand of liquid crystal display devices, it is important to improve the production efficiency of polarizing plates. At present, the main reasons for limiting the production efficiency of the polaroid are that the coating speed of the pressure-sensitive adhesive is low, the viscosity and solid content of the pressure-sensitive adhesive are not controllable, the mechanical limitation of a coating mechanism is realized, and the polymerization degree of the acrylic pressure-sensitive adhesive is limited. Generally, the acrylic resin pressure-sensitive adhesive is acidic due to the functional group of carboxyl contained in the low-molecular-weight additive, and the introduction of the carboxyl can cause corrosion phenomena on the IPS liquid crystal panel, so that the conductivity and the display effect of the panel are influenced. At present, the VA panel is still used in the domestic display panel market, but with the development of the society and the improvement of the living quality requirements of people, the IPS panel has the advantages of high response speed, finer and clearer motion tracks of images, wide visual angle, true and accurate colors, environmental protection, electricity saving and the like, and the IPS panel is certainly the mainstream of future development. The IPS panel display structure has an ITO coating layer with conductive and light-transmitting properties, and a large amount of carboxyl groups introduced or generated in the polymerization process of a common acrylic resin pressure-sensitive adhesive can corrode the ITO coating layer, so that the problems of light leakage, dark point display, uneven display and the like of a display device are caused, and the acrylic adhesive in contact with the panel cannot contain the carboxyl groups or contains a small amount of the carboxyl groups. The acrylic pressure-sensitive adhesive used in the current market can not meet the requirement that a VA panel and an IP S panel are used simultaneously basically, the production line frequently changes the adhesive seeds in the actual production process, the productivity is reduced, and the production efficiency is reduced.
Disclosure of Invention
The purpose is as follows: in order to overcome the defects in the prior art, the invention provides an acrylic resin adhesive, a preparation method thereof and a polarizing plate, wherein the problem that the acrylic resin pressure-sensitive adhesive with carboxyl introduced by adding a low-molecular-weight additive cannot be applied to an IPS panel is solved by adding an acidification preventing agent, and the acrylic resin adhesive can be simultaneously applied to VA panels and IP S panels.
The technical scheme is as follows: in order to solve the technical problems, the technical scheme adopted by the invention is as follows:
the acrylic resin adhesive has viscosity of 3500-5000 cps and solid content of 15-25%, and comprises the following components in parts by mass:
further, the acrylate monomer comprises at least two monomers of soft monomer, hard monomer and functional monomer.
Further, the soft monomer comprises one or more of n-butyl acrylate, methyl acrylate, isooctyl acrylate, ethyl acrylate and dodecyl acrylate; n-butyl acrylate, methyl acrylate and dodecyl acrylate are preferred to mainly play a role in adhesion;
the hard monomer comprises one or more of methyl methacrylate, vinyl acetate and styrene, and is used for increasing the cohesive strength and rigidity of the adhesive;
the functional monomer comprises one or more of methacrylic acid, hydroxyethyl methacrylate, hydroxypropyl acrylate, methacrylamide, maleic acid and maleic anhydride, and a small amount of functional groups are introduced to improve the cohesive strength, heat resistance and aging resistance of the acrylic resin pressure-sensitive adhesive.
Further, the initiator is one or a mixture of more of azobisisobutyronitrile, alkyl peroxide, tert-butyl hydroperoxide, cumene hydroperoxide, p-methane hydroperoxide, benzoyl peroxide and dichlorobenzoyl peroxide, preferably azobisisobutyronitrile, and the ratio of the initiator is more preferably 0.003 to 2 parts by mass for the purpose of accelerating the polymerization rate.
Further, the solvent is one of ethyl acetate, methyl acetate and acetone.
Further, the acidification preventing agent is at least one of tetraethylenepentamine, 3 '-dichloro-4, 4' -diaminodiphenylmethane and N-methyldiethanolamine, and the acidification preventing agent is used for converting residual carboxyl of the acrylic polymer or the additive into ester or amide bond.
Furthermore, the low molecular weight additive is at least one of methyl styrene, acrylonitrile, glycidyl acrylate, fumaric acid, itaconic acid, methacrylic acid dimethyl amino ethylene and acrylamide, and the low molecular weight additive plays a role in lubricating macromolecular chains by reducing acting force among the macromolecular chains, so that the viscosity of the polymer is reduced, and the viscous flow temperature is reduced.
The preparation method of the acrylic resin adhesive comprises the following steps,
(1) preparing an acrylic resin adhesive precursor: adding 100 parts by mass of an acrylate monomer, 0.01-5 parts by mass of an initiator and 50-70 parts by mass of a solvent into a reaction kettle, reacting for 3-12 hours at 40-70 ℃ and 20-80% of humidity to prepare an acrylic resin adhesive precursor,
(2) preparation of acrylic resin adhesive: and (2) introducing the acrylic resin adhesive precursor obtained in the step (1) into a reaction kettle, dropwise adding 0.01-5 parts by mass of an acidification preventing agent, 0.5-10 parts by mass of a low molecular weight additive, and a proper amount of a reaction diluent and a functional resin, and reacting at 60 ℃ in a nitrogen atmosphere at 20-80% humidity for 1 hour to prepare the acrylic resin adhesive.
The utility model provides a high machine speed, durability polarizing plate, is including the upper optical function membrane, adhesive layer, polarisation effect membrane, adhesive layer and the lower floor optical function membrane that laminate in proper order, the lower surface of lower floor optical function membrane is through aforementioned acrylic resin adhesive with from the type membrane laminating, the upper surface of upper optical function membrane is through aforementioned acrylic resin adhesive and protection film laminating. The base material of the optical functional film is olefin resin such as cellulose triacetate, polyethylene terephthalate, cycloolefin resin or polypropylene; the base material of the polarizing film is unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids or acrylamides with ammonium groups.
Has the advantages that:
(1) the acrylic resin adhesive provided by the invention can quantitatively control the viscosity and solid content of the acrylic resin adhesive by controlling the acrylic acid polymerization monomer and the low molecular weight additive;
(2) the prepared acrylic resin adhesive can realize the purpose of high-speed coating in the production process, and improves the production efficiency;
(3) the acrylic resin adhesive provided by the invention has optimal initial adhesion, cohesive strength, MURA performance, high temperature resistance, moisture resistance and other performances; according to the invention, amine substances such as tetraethylenepentamine and the like are added in the polymerization process to inhibit the generation of carboxyl, so that the prepared acrylic resin adhesive does not contain or contains a small amount of carboxyl groups, the production of VA panels and the requirements of IPS panels can be met, the time for frequently changing the formula of a production line is reduced, the waste and cleaning cost of mutually switching adhesive materials is reduced, and the production efficiency is greatly improved.
Drawings
FIG. 1 is a schematic diagram of a high-speed, durable polarizer according to the present invention;
FIG. 2 is a schematic diagram of the preparation process of the acrylic resin adhesive of the present invention.
Detailed Description
The present invention will be further described with reference to examples and comparative examples.
Example 1 an acrylic adhesive was prepared according to the scheme shown in figure 2, as follows:
3kg of ethyl acetate is put into a 20L reaction kettle 9, 0.875kg of methyl acrylate, 0.875kg of dodecyl acrylate, 0.375kg of ethyl acrylate, n-butyl acrylate and 0.075kg of hydroxypropyl acrylate are added into a monomer storage tank 8, then the reaction kettle 9 is heated to 70 ℃, the monomers in the monomer storage tank 8 are introduced into the reaction kettle 9 while being heated, 0.003kg of azobisisobutyronitrile serving as an initiator is dropwise added when the temperature reaches 70 ℃, the reaction is carried out for 3 hours at 80 ℃ under the protection of nitrogen, and then the mixture is cooled to 40 ℃ and is kept warm for 30 minutes to prepare the acrylic resin adhesive precursor. Then, the acrylic resin adhesive precursor is introduced into a compounding reaction kettle 10, 0.001kg of tetraethylenepentamine acidification preventing agent and 0.05kg of low molecular weight additive of glycidyl acrylate are added, 4kg of ethyl acetate solvent is added for dilution, the reaction is carried out for 1h at the temperature of 60 ℃, and then the acrylic resin adhesive is obtained by filtration.
Examples 2 to 6
Examples 2-6 were modified to include the low molecular weight additive as compared to example 1, and the other formulations and production conditions were the same, and the specific formulations are shown in Table 1.
In comparison with examples 1 to 6, the low molecular weight additive was not added to the synthetic acrylic resin binder in comparative example 1.
Compared with examples 1-6, no acidification preventing agent is added in the synthesis process of the acrylic resin adhesive in comparative example 2.
TABLE 1 production recipes for examples 1-6 and comparative examples 1-2
10kg of each of the acrylic resin binders prepared in examples 1 to 6 and comparative examples 1 to 2 was weighed, and then mixed with 0.0032kg of an isocyanate curing agent (TD-75, Nippon soken), 0.005kg of an epoxy-series curing agent (E-5CM, Nippon soken), 0.008kg of a silane coupling agent (A-50, Nippon soken) and 1.5kg of ethyl acetate uniformly and stirred for 60min, filtered and defoamed to prepare a coating gel.
Coating the coating glue on a release film (MRF38, Mitsubishi) by a coating machine to prepare the polarizing plate shown in figure 1, and testing the coating performance and weather resistance of the coating glue; as shown in fig. 1, the polarizing plate includes an upper optical functional film 3, an adhesive layer 4, a polarizing film 5, an adhesive layer 4, and a lower optical functional film 6, which are sequentially laminated, wherein the lower surface of the lower optical functional film 6 is laminated with a release film 7 through an acrylic resin adhesive 2, and the upper surface of the upper optical functional film 3 is laminated with a protective film 1 through an acrylic resin adhesive 2; wherein, the adhesive layers 4 between the upper optical functional film 3 and the polarization film 5 and between the lower optical functional film 6 and the polarization film 5 adopt the conventional adhesive in the prior art.
TABLE 2 coating gel Properties prepared in examples 1-6 and comparative examples 1-2
As shown in table 2, the acrylic adhesive for a polarizing plate prepared by the method of the present invention exhibits excellent coatability, high temperature resistance, moisture resistance, and thermal shock resistance, and in addition, the acrylic adhesive of the present invention has acid-free characteristics without damaging the ITO coating of the panel.
The performance indicators in table 2 are explained as follows:
(1) high machine speed coating performance: the machine speed of the coating equipment is adjusted to be 40-50 m/min, the condition of the glue surface on the surface is observed at the roll-out end of the coating machine, whether residual glue threads exist or not, whether the coating performance is smooth or not, whether coating lines exist or not and whether point defects exist or not are observed.
The evaluation criteria are as follows:
the surface is smooth, has no glue silk, coating lines and has no point defects;
the surface is occasionally uneven or slightly glued or occasionally coated with lines or slightly dotted;
the delta represents some concave-convex or some glue threads or discontinuous coating lines;
the gamma surface is uneven or continuous glue silk or continuous coating lines.
(2) Heat resistance, moisture resistance, and thermal shock resistance: the acrylic resin pressure-sensitive adhesive prepared above was coated on a release film, and then bonded to a polarizing plate, followed by drying, standing at room temperature for 7 days, cutting the polarizing plate into a polarizing plate of 150 × 170mm in size, and then bonded to glass to prepare a sample. The samples were placed in a high temperature (80 ℃), high temperature and high humidity (60 ℃, 90% humidity), and cold and hot shock (temperature from-35 ℃ to-80 ℃) environment, and then evaluated after being left for 240 hours.
The evaluation criteria are as follows:
very good neither blistering nor peeling;
occasionally blistering or peeling;
slight blistering or peeling of Δ;
the gamma rays blister or peel.
(3) MURA expression: the prepared acrylic resin pressure-sensitive adhesive is coated on a release film and then is attached to a polarizing plate, the polarizing plate is dried and placed at normal temperature for 7 days, the polarizing plate is cut into a 38.5-inch standard television polarizing plate, the standard television polarizing plate is attached to a 38.5-inch panel in a biased mode, and the light leakage condition of the edge is observed under a backlight source.
The evaluation criteria are as follows:
no light leakage;
occasionally, light leakage;
a light leakage condition of Δ;
gamma light leakage is severe.
(4) Corrosion panel performance: the acrylic resin pressure-sensitive adhesive prepared above was coated on a release film and then attached to a polarizing plate, and after drying, the polarizing plate was left at room temperature for 7 days, and cut into a 38.5-inch standard television polarizing plate, which was then attached to a 38.5-inch panel, and left at high temperature (70 ℃) for 500 hours, and then observed under a backlight to see whether the plate was broken in a dot or linear manner.
The evaluation criteria are as follows:
no point or line damage;
occasionally, point damage;
slight linear damage to Δ;
the gamma ray is damaged in face shape.
The above description is only of the preferred embodiments of the present invention, and it should be noted that: it will be apparent to those skilled in the art that various modifications and adaptations can be made without departing from the principles of the invention and these are intended to be within the scope of the invention.
Claims (9)
1. An acrylic adhesive characterized by: the composition comprises the following components in parts by mass:
100 parts of acrylic ester monomer,
0.01 to 5 parts of an initiator,
50-70 parts of a solvent,
0.5 to 10 parts of an acidification preventing agent,
0.5-10 parts of low-molecular-weight additive.
2. The acrylic adhesive according to claim 1, wherein: the acrylate monomer comprises at least two monomers of soft monomer, hard monomer and functional monomer.
3. The acrylic adhesive according to claim 2, wherein: the soft monomer comprises one or a mixture of more of n-butyl acrylate, methyl acrylate, isooctyl acrylate, ethyl acrylate and dodecyl acrylate;
the hard monomer comprises one or more of methyl methacrylate, vinyl acetate and styrene;
the functional monomer comprises one or more of methacrylic acid, hydroxyethyl methacrylate, hydroxypropyl acrylate, methacrylamide, maleic acid and maleic anhydride.
4. The acrylic adhesive according to claim 1, wherein: the initiator is one or a mixture of azodiisobutyronitrile, alkyl peroxide, tert-butyl hydroperoxide, cumene hydroperoxide, p-methane hydroperoxide, benzoyl peroxide and dichlorobenzoyl peroxide.
5. The acrylic adhesive according to claim 1, wherein: the solvent is one of ethyl acetate, methyl acetate and acetone.
6. The acrylic adhesive according to claim 1, wherein: the acidification preventing agent is at least one of tetraethylenepentamine, 3 '-dichloro-4, 4' -diaminodiphenylmethane and N-methyldiethanolamine.
7. The acrylic adhesive according to claim 1, wherein: the low molecular weight additive is at least one of methyl styrene, acrylonitrile, glycidyl acrylate, fumaric acid, itaconic acid, methacrylic acid dimethyl amino ethylene and acrylamide.
8. A method for preparing the acrylic resin adhesive according to claim 1, wherein: the process is as follows,
(1) preparing an acrylic resin adhesive precursor: adding 100 parts by mass of an acrylate monomer, 0.01-5 parts by mass of an initiator and 50-70 parts by mass of a solvent into a reaction kettle, reacting for 3-12 hours at 40-70 ℃ and 20-80% of humidity to prepare an acrylic resin adhesive precursor,
(2) preparation of acrylic resin adhesive: and (2) introducing the acrylic resin adhesive precursor obtained in the step (1) into a reaction kettle, dropwise adding 0.01-5 parts by mass of an acidification preventing agent, 0.5-10 parts by mass of a low molecular weight additive, and a proper amount of a reaction diluent and a functional resin, and reacting for 1 hour at 60 ℃ under 20-80% humidity in a nitrogen atmosphere to prepare the acrylic resin adhesive.
9. A high-speed and durable polarizing plate, comprising: the optical functional film comprises an upper optical functional film, an adhesive layer, a polarization film, an adhesive layer and a lower optical functional film which are sequentially attached, wherein the lower surface of the lower optical functional film is attached to a release film through the acrylic resin adhesive in claim 1, and the upper surface of the upper optical functional film is attached to a protective film through the acrylic resin adhesive in claim 1.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202011636977.4A CN114686145A (en) | 2020-12-31 | 2020-12-31 | Acrylic resin adhesive, preparation method thereof and polarizing plate |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202011636977.4A CN114686145A (en) | 2020-12-31 | 2020-12-31 | Acrylic resin adhesive, preparation method thereof and polarizing plate |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09292526A (en) * | 1996-04-26 | 1997-11-11 | Nippon Synthetic Chem Ind Co Ltd:The | Polarizing plate with adhesive layer |
| CN105308143A (en) * | 2013-06-19 | 2016-02-03 | 综研化学株式会社 | Adhesive composition for polarization plates, adhesive sheet for polarization plates, polarization plate with adhesive layer, laminate body and flat panel display |
| CN111944434A (en) * | 2020-07-22 | 2020-11-17 | 昆山之奇美材料科技有限公司 | Acrylic resin pressure-sensitive adhesive, polarizing plate and preparation method |
-
2020
- 2020-12-31 CN CN202011636977.4A patent/CN114686145A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09292526A (en) * | 1996-04-26 | 1997-11-11 | Nippon Synthetic Chem Ind Co Ltd:The | Polarizing plate with adhesive layer |
| CN105308143A (en) * | 2013-06-19 | 2016-02-03 | 综研化学株式会社 | Adhesive composition for polarization plates, adhesive sheet for polarization plates, polarization plate with adhesive layer, laminate body and flat panel display |
| CN111944434A (en) * | 2020-07-22 | 2020-11-17 | 昆山之奇美材料科技有限公司 | Acrylic resin pressure-sensitive adhesive, polarizing plate and preparation method |
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