CN115717040A - Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof - Google Patents
Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof Download PDFInfo
- Publication number
- CN115717040A CN115717040A CN202211448736.6A CN202211448736A CN115717040A CN 115717040 A CN115717040 A CN 115717040A CN 202211448736 A CN202211448736 A CN 202211448736A CN 115717040 A CN115717040 A CN 115717040A
- Authority
- CN
- China
- Prior art keywords
- resistant
- sensitive adhesive
- acid
- temperature
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 63
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000000178 monomer Substances 0.000 claims abstract description 67
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 14
- 239000002994 raw material Substances 0.000 claims abstract description 11
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003999 initiator Substances 0.000 claims description 22
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 8
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 8
- -1 alkyl methacrylate Chemical compound 0.000 claims description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 8
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims description 4
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 4
- MTLWTRLYHAQCAM-UHFFFAOYSA-N 2-[(1-cyano-2-methylpropyl)diazenyl]-3-methylbutanenitrile Chemical compound CC(C)C(C#N)N=NC(C#N)C(C)C MTLWTRLYHAQCAM-UHFFFAOYSA-N 0.000 claims description 3
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims description 3
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 3
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 claims description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 2
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 claims description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 2
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims description 2
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 2
- 229940011051 isopropyl acetate Drugs 0.000 claims description 2
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 2
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims description 2
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 claims description 2
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000000463 material Substances 0.000 abstract description 7
- 238000005187 foaming Methods 0.000 abstract description 4
- 238000005336 cracking Methods 0.000 abstract description 3
- 230000000977 initiatory effect Effects 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 30
- 230000000052 comparative effect Effects 0.000 description 9
- 239000004973 liquid crystal related substance Substances 0.000 description 6
- 238000012545 processing Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000002228 disulfide group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Images
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention belongs to the technical field of pressure-sensitive adhesives, particularly relates to a high-durability acid-free pressure-sensitive adhesive for a polarizer, and further discloses a preparation method and application thereof. The acid-free pressure-sensitive adhesive is synthesized by initiation based on hard monomers, soft monomers, hydroxyl monomers and functional monomers as raw materials, and the functional monomer Bis (2, 6-tetramethylpiperin-1-yl) disulfide (BiTEMPS) is applied to the acid-free pressure-sensitive adhesive material for the first time, so that the high-temperature durability of the pressure-sensitive adhesive material can be obviously improved, the stability can be still maintained at the high temperature of 100-120 ℃, and the phenomena of foaming, cracking, peeling and the like do not occur.
Description
Technical Field
The invention belongs to the technical field of pressure-sensitive adhesives, particularly relates to a moisture-resistant and high-temperature-resistant acid-free pressure-sensitive adhesive for a polarizer, and further discloses a preparation method of the moisture-resistant and high-temperature-resistant acid-free pressure-sensitive adhesive and a prepared vehicle-mounted polarizer.
Background
The polaroids are all called as polaroids, the imaging of the liquid crystal display is dependent on polarized light, and all liquid crystals have front and rear polaroids which are tightly attached to liquid crystal glass to form the liquid crystal plate with the total thickness of about 1 mm. Polarizers are widely applied to consumer and industrial electronic display screen panels, such as mobile phones, computers, liquid crystal televisions, automotive electronics, medical instruments, instruments and meters, and other application scenes comprise sunglasses, anti-dazzle goggles, filter lenses of photographic equipment, light quantity controllers and the like; with the double drive of the market demand of consumer electronic terminals (televisions, tablet computers, smart phones, and the like) continuously increasing and the screen area continuously expanding, the global display panel industry is continuously and stably developing. The polaroid is an indispensable component for TFT-LCD imaging, and the polaroid is subjected to surface treatment, so that the liquid crystal panel is endowed with higher definition, and has the functions of reflection resistance, pollution resistance, scratch resistance and the like.
The finished product of the polaroid is formed by laminating multiple films, and the traditional acrylic pressure-sensitive adhesive is an adhesive used for laminating glass and a TAC film on an LCD screen. However, the size of the polarizer is changed due to shrinkage of the polarizer when the polarizer is heated, so that the phenomena of foaming, cracking or peeling of the film layer and the like occur, and the quality stability of the polarizer product is seriously affected, which is also a difficulty of the polarizer glue.
In recent years, with the increase of the automobile holding capacity, especially the increase of advanced automobile display parts, the demand of the vehicle-mounted polarizer is also greatly increased. However, the requirement of the vehicle-mounted polarized light on temperature is high, the vehicle-mounted polarized light generally needs to resist the high temperature of more than 120 ℃, and the requirement on the moisture resistance is also strict, so that the traditional pressure-sensitive adhesive products only paying attention to the high temperature resistance cannot be directly applied to the vehicle-mounted polarizer process. In addition, because the vehicle-mounted polaroid mostly relates to a touch screen, and the ITO transparent electrode film cannot be corroded by pressure-sensitive adhesive, the monomer component of the pressure-sensitive adhesive for the vehicle-mounted polaroid cannot contain carboxyl, and the pressure-sensitive adhesive belongs to an acid-free high-performance pressure-sensitive adhesive product.
Chinese patent CN112708008A discloses an acrylic copolymer for a polarizer, and a polarizer product prepared from the acrylic copolymer material can keep no surface foaming and no edge warping under the conditions of 85 ℃ and 85% humidity. However, when the product is used for processing a car polarizer product, the moisture resistance of the product is still expected to be further improved.
Therefore, the development of the acid-free pressure-sensitive adhesive material with durability, high temperature resistance and moisture resistance has positive significance for maintaining the stability of the polarizer finished product, particularly developing a vehicle-mounted polarizer product.
Disclosure of Invention
Therefore, the technical problem to be solved by the invention is to provide a durable high-temperature-resistant and moisture-resistant acid-free pressure-sensitive adhesive, which has the high-temperature stability at 120 ℃ and excellent moisture resistance and is suitable for developing a vehicle-mounted polarizer product;
the second technical problem to be solved by the invention is to provide a preparation method of the acid-free pressure-sensitive adhesive material for the polarizer;
the second technical problem to be solved by the invention is to provide the vehicle-mounted polarizer prepared from the acid-free pressure-sensitive adhesive.
In order to solve the technical problems, the moisture-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for the polarizer comprises the following components in percentage by mass based on the total amount of preparation raw materials:
specifically, the functional monomer comprises one or more of bis (2, 6-tetramethylpiperidin-1-yl) disulfide, acrylamide, dimethylacrylamide or diethylacrylamide; bis (2, 6-tetramethylpiperidin-1-yl) disulfide, which is known by the english name Bis (2, 6-tetramethylpiperin-1-yl) disulphide (BiTEMPS), is a commercially available product, and the monomer functions to serve as a stable covalent structure of BiTEMPS at room temperature, to undergo a disulfide exchange reaction at 80 ℃ or higher, and to increase cohesion of the adhesive-to improve durability due to its high stability to oxygen and olefins.
The functional monomer BiTEMPS selected by the invention has the reversible principle under the action of heat, illumination or mechanics, so that the pressure-sensitive adhesive product added with the BiTEMPS can perform self-repair even if the chain of the adhesive is broken.
Specifically, the hard monomer comprises one or more of alkyl acrylate, alkyl methacrylate, cycloalkyl acrylate or cycloalkyl methacrylate; preferably Methyl Acrylate (MA).
Specifically, the soft monomer comprises one or more of n-butyl acrylate, methyl acrylate, n-hexyl acrylate, n-octyl acrylate, 2-ethylhexyl methacrylate, isooctyl acrylate, lauryl methacrylate or isodecyl acrylate; n-Butyl Acrylate (BA) is preferred.
Specifically, the hydroxyl monomer comprises one or more of hydroxyethyl acrylate, hydroxypropyl acrylate or hydroxybutyl acrylate; preferably hydroxyethyl acrylate (HEA).
Specifically, the initiator comprises at least one of azobisisobutyronitrile, azobisisovaleronitrile, dimethyl azobisisobutyrate, dibenzoyl peroxide, tert-butyl (2-ethylhexanoate) peroxide or lauroyl peroxide.
Specifically, the solvent comprises one or more of methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, sec-butyl acetate, acetone, butanone, methyl isobutyl ketone, toluene, dimethyl carbonate and diethyl carbonate; preferably ethyl acetate.
The invention also discloses a method for preparing the moisture-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for the polaroid, which comprises the following steps:
(1) Mixing the hard monomer, the soft monomer, the hydroxyl monomer, the functional monomer, the initiator and all or part of the solvent according to the selected mass ratio;
(2) And (3) introducing protective gas to replace air in the system, heating to 68-70 ℃ for reaction, collecting reaction products, and cooling to obtain the required pressure-sensitive adhesive.
Specifically, the initiator is added step by step, and specifically comprises a step of adding 1/3 of the initiator in the step (1), a step of adding 1/3 of the initiator after heating in the step (2), and a step of adding the rest 1/3 of the initiator after partial reaction.
The invention also discloses application of the high-durability acid-free pressure-sensitive adhesive for the polaroid in preparing a vehicle-mounted humidity-resistant high-temperature-resistant polaroid.
The acid-free pressure-sensitive adhesive is synthesized by initiating based on hard monomers, soft monomers, hydroxyl monomers and functional monomers as raw materials, has better high humidity and high temperature durability, can still maintain stability at a high temperature of between 100 and 120 ℃, and has no phenomena of foaming, cracking, stripping and the like.
According to the acid-free pressure-sensitive adhesive, the functional monomer is preferably Bis (2, 6-tetramethylpiperin-1-yl) disulphide (BiTEMPS), and the monomer is applied to the acid-free pressure-sensitive adhesive material for the first time, so that the high-temperature durability of the pressure-sensitive adhesive material can be remarkably improved, and the product stability can be still maintained even at the high temperature of 120 ℃.
The acid-free pressure-sensitive adhesive product selects an optimized monomer polymerization system, and is optimized in performance by adding the functional monomer BiTEMP, the acid-free pressure-sensitive adhesive product can still keep better product stability at a high temperature of 100-120 ℃ and a high humidity of 90%, shows high-quality durability, is more suitable for processing a vehicle-mounted polaroid product, and has better application performance.
Drawings
In order that the present disclosure may be more readily and clearly understood, the following detailed description of the present disclosure is provided in connection with specific embodiments thereof and the accompanying drawings, in which,
FIG. 1 shows the results of influencing the properties of pressure-sensitive adhesive products prepared in examples 1 to 5 of the present invention.
Detailed Description
Example 1
The high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following components in percentage by mass based on the total amount of preparation raw materials: 8wt% of hard monomer (methyl acrylate), 22wt% of soft monomer (n-butyl acrylate), 0.4wt% of hydroxyl monomer (hydroxyethyl acrylate), 0.8wt% of functional monomer (BiTEMPS), 0.3wt% of initiator (azobisisobutyronitrile) and 68.5wt% of solvent (ethyl acetate).
The preparation method of the high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following steps:
(1) Adding the hard monomer, the soft monomer, the hydroxyl monomer, the functional monomer, the initiator (1/3 of the amount) and the solvent in a selected mass ratio into a reactor for mixing;
(2) Introducing nitrogen for 0.5h to replace air in the system, starting a stirrer, gradually heating to 68-70 ℃ within 40-60min, adding 1/3 of the initiator again, and reacting for 1.30h while keeping the temperature; then adding 1/3 of initiator to react for 2 hours, collecting the reaction product and cooling to 40 ℃ to obtain the required pressure-sensitive adhesive.
Example 2
The high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following components in mass content based on the total amount of preparation raw materials: 5wt% of hard monomer (methyl methacrylate), 30wt% of soft monomer (n-hexyl acrylate), 0.2wt% of hydroxyl monomer (hydroxypropyl acrylate), 1wt% of functional monomer (BiTEMPS), 0.1wt% of initiator (dibenzoyl peroxide) and 63.7wt% of solvent (acetone).
The preparation method of the high-durability acid-free pressure-sensitive adhesive for the polarizer in this embodiment is the same as that in embodiment 1.
Example 3
The high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following components in percentage by mass based on the total amount of preparation raw materials: 10wt% of hard monomer (methyl acrylate), 15wt% of soft monomer (2-ethylhexyl acrylate), 0.5wt% of hydroxyl monomer (hydroxybutyl acrylate), 0.5wt% of functional monomer (BiTEMPS), 0.6wt% of initiator (lauroyl peroxide) and 74.4wt% of solvent (diethyl carbonate).
The preparation method of the high-durability acid-free pressure-sensitive adhesive for the polarizer in the embodiment is the same as that of the embodiment 1.
Example 4
The high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following components in mass content based on the total amount of preparation raw materials: 10wt% of hard monomer (methyl acrylate), 30wt% of soft monomer (n-butyl acrylate), 0.5wt% of hydroxyl monomer (hydroxyethyl acrylate), 1wt% of functional monomer (acrylamide), 0.5wt% of initiator (azobisisovaleronitrile), and 58wt% of solvent (n-butyl acetate).
The preparation method of the high-durability acid-free pressure-sensitive adhesive for the polarizer in the embodiment is the same as that of the embodiment 1.
Example 5
The high-durability acid-free pressure-sensitive adhesive for the polarizer comprises the following components in percentage by mass based on the total amount of preparation raw materials: 8wt% of hard monomer (methyl acrylate), 20wt% of soft monomer (n-butyl acrylate), 0.4wt% of hydroxyl monomer (hydroxyethyl acrylate), 0.6wt% of functional monomer (dimethylacrylamide), 0.2wt% of initiator (tert-butyl peroxy (2-ethylhexanoate)), and 70.8wt% of solvent (toluene).
The preparation method of the high-durability acid-free pressure-sensitive adhesive for the polarizer in this embodiment is the same as that in embodiment 1.
The application properties of the pressure-sensitive adhesive products prepared in the above examples 1-5 are respectively shown in fig. 1-5, and it can be seen that the performance of the pressure-sensitive adhesive prepared by selecting BiTEMP as the functional monomer is better.
Comparative example 1
The pressure-sensitive adhesive of the comparative example comprises the following components in percentage by mass based on the total amount of the raw materials for preparation: 8wt% of hard monomer (methyl acrylate), 22wt% of soft monomer (n-butyl acrylate), 0.4wt% of hydroxyl monomer (hydroxyethyl acrylate), 0.3wt% of initiator (azobisisobutyronitrile), and 68.5wt% of solvent (ethyl acetate).
The preparation of the pressure-sensitive adhesive described in this comparative example was the same as in examples 1 to 5.
Comparative example 2
The pressure-sensitive adhesive of the comparative example comprises the following components in percentage by mass based on the total amount of the raw materials for preparation: 5wt% of hard monomer (methyl methacrylate), 30wt% of soft monomer (n-hexyl acrylate), 0.2wt% of hydroxyl monomer (hydroxypropyl acrylate), 0.1wt% of initiator (dibenzoyl peroxide) and 63.7wt% of solvent (acetone).
The preparation of the pressure-sensitive adhesive described in this comparative example was the same as in examples 1 to 5.
Examples of the experiments
The performance of the products of the schemes of the example 1 and the comparative examples 1-2 is respectively detected, and specific test items and test methods are shown in the following table 1.
TABLE 1 sample testing methods
The above performance tests were performed on the samples prepared in example 1 and comparative examples 1 to 2, respectively, and the test results are shown in table 2 below.
TABLE 2 Performance test results for pressure sensitive adhesive products
Wherein, the value of O represents qualified products, the value of Delta represents some defects, the value of X represents NG products, the judgment standard is that no large bubble exists, no warping and edge warping exist, and the bubble or edge warping generally occurs when the cohesion is not enough.
As can be seen from the data in the table, the acid-free pressure-sensitive adhesive product of the invention selects an optimized monomer polymerization system, and performs performance optimization by adding functional monomers, and the acid-free pressure-sensitive adhesive product can still maintain good product stability at a high temperature of 100-120 ℃ and a high humidity of 90%, and shows excellent durability. In the comparative example, the samples without the functional monomer generate bubbles or warped edges under the conditions of high temperature and high humidity, which indicates that the BiTEMP is selected as the functional monomer in the scheme of the application, which is beneficial to improving the high-temperature durability of the product, and particularly shows better stability under the conditions of high temperature of 100-120 ℃ and high humidity of 90%, compared with the product which is only stable at 85 ℃ and 85% in the prior art, the BiTEMP-based polarizer is more suitable for processing of the vehicle-mounted polarizer product, and the application performance of the BiTEMP-based polarizer is better.
The above embodiments of the present invention are described in detail, and the principle and the implementation of the present invention are explained by applying specific embodiments, and the description of the above embodiments is only used to help understanding the method of the present invention and the core idea thereof; meanwhile, for a person skilled in the art, according to the idea of the present invention, the specific embodiments and the application range may be changed, and in summary, the content of the present specification should not be construed as a limitation to the present invention.
Claims (10)
1. The moisture-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for the polaroid is characterized by comprising the following components in percentage by mass based on the total amount of preparation raw materials:
the balance of solvent.
2. The humidity-resistant, high temperature-resistant, acid-free pressure-sensitive adhesive for a polarizer according to claim 1, wherein the functional monomer comprises one or more of bis (2, 6-tetramethylpiperidin-1-yl) disulfide, acrylamide, dimethylacrylamide, or diethylacrylamide.
3. The moisture-resistant, high-temperature-resistant, acid-free pressure-sensitive adhesive for a polarizer according to claim 1 or 2, wherein the hard monomer comprises one or more of alkyl acrylate, alkyl methacrylate, cycloalkyl acrylate, or cycloalkyl methacrylate.
4. The humidity-resistant, high temperature-resistant, acid-free pressure-sensitive adhesive for a polarizer according to any of claims 1 to 3, wherein the soft monomer comprises a mixture of one or more of n-butyl acrylate, methyl acrylate, n-hexyl acrylate, n-octyl acrylate, 2-ethylhexyl methacrylate, isooctyl acrylate, lauryl methacrylate, or isodecyl acrylate.
5. The moisture-resistant, high-temperature-resistant, acid-free pressure-sensitive adhesive for a polarizer according to any one of claims 1 to 4, wherein the hydroxyl monomer comprises a mixture of one or more of hydroxyethyl acrylate, hydroxypropyl acrylate, or hydroxybutyl acrylate.
6. The moisture-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for a polarizer according to any one of claims 1 to 5, wherein the initiator comprises at least one of azobisisobutyronitrile, azobisisovaleronitrile, dimethyl azobisisobutyrate, dibenzoyl peroxide, t-butyl peroxy (2-ethylhexanoate), or lauroyl peroxide.
7. The humidity-resistant, high-temperature-resistant, acid-free pressure-sensitive adhesive for polarizers according to any of claims 1 to 6, wherein the solvent comprises one or more of methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, sec-butyl acetate, acetone, methyl ethyl ketone, methyl isobutyl ketone, toluene, dimethyl carbonate, and diethyl carbonate.
8. A method for preparing the humidity-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for the polarizer of any one of claims 1 to 7, comprising the following steps:
(1) Mixing the hard monomer, the soft monomer, the hydroxyl monomer, the functional monomer, the initiator and all or part of the solvent according to the selected mass ratio;
(2) And introducing protective gas to replace the air in the system, heating to 68-70 ℃ for reaction, collecting reaction products, and cooling to obtain the required pressure-sensitive adhesive.
9. The method for preparing the moisture-resistant, high-temperature-resistant and acid-free pressure-sensitive adhesive for a polarizer according to claim 8, wherein the initiator is added in steps, and specifically comprises a step of adding 1/3 of the initiator in step (1), a step of adding 1/3 of the initiator after the temperature is raised in step (2), and a step of adding the remaining 1/3 of the initiator after partial reaction.
10. Use of the moisture-resistant high-temperature-resistant acid-free pressure-sensitive adhesive for a polarizer according to any one of claims 1 to 7 for producing a polarizer for vehicles.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211448736.6A CN115717040A (en) | 2022-11-18 | 2022-11-18 | Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211448736.6A CN115717040A (en) | 2022-11-18 | 2022-11-18 | Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115717040A true CN115717040A (en) | 2023-02-28 |
Family
ID=85255586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211448736.6A Pending CN115717040A (en) | 2022-11-18 | 2022-11-18 | Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115717040A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4168981A (en) * | 1977-04-14 | 1979-09-25 | E. I. Du Pont De Nemours And Company | Bis(substituted amino)sulfides as reversible inhibitor sources for photopolymerization |
| CN102482546A (en) * | 2009-09-29 | 2012-05-30 | 琳得科株式会社 | Adhesive agent and adhesive sheet |
| CN103013401A (en) * | 2011-09-20 | 2013-04-03 | 藤森工业株式会社 | Adhesive composition and adhesive film |
| CN107142049A (en) * | 2017-04-28 | 2017-09-08 | 新纶科技（常州）有限公司 | A kind of high adhesion strength acrylic acid adhesive of anacidity and preparation method thereof |
| CN112708008A (en) * | 2020-12-07 | 2021-04-27 | 苏州赛伍应用技术股份有限公司 | Acrylic copolymer, pressure-sensitive adhesive, preparation method and application in polarizer |
| CN113544120A (en) * | 2019-02-28 | 2021-10-22 | 株式会社Adeka | Novel compound, composition containing same, and cured product |
-
2022
- 2022-11-18 CN CN202211448736.6A patent/CN115717040A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4168981A (en) * | 1977-04-14 | 1979-09-25 | E. I. Du Pont De Nemours And Company | Bis(substituted amino)sulfides as reversible inhibitor sources for photopolymerization |
| CN102482546A (en) * | 2009-09-29 | 2012-05-30 | 琳得科株式会社 | Adhesive agent and adhesive sheet |
| CN103013401A (en) * | 2011-09-20 | 2013-04-03 | 藤森工业株式会社 | Adhesive composition and adhesive film |
| CN107142049A (en) * | 2017-04-28 | 2017-09-08 | 新纶科技（常州）有限公司 | A kind of high adhesion strength acrylic acid adhesive of anacidity and preparation method thereof |
| CN113544120A (en) * | 2019-02-28 | 2021-10-22 | 株式会社Adeka | Novel compound, composition containing same, and cured product |
| CN112708008A (en) * | 2020-12-07 | 2021-04-27 | 苏州赛伍应用技术股份有限公司 | Acrylic copolymer, pressure-sensitive adhesive, preparation method and application in polarizer |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2274394B1 (en) | Pressure-sensitive adhesive compositions, polarizers and liquid crystal displays comprising the same | |
| KR101393778B1 (en) | Double-Side Adhesive Sheet and Touch Panel Display Device comprising the same | |
| KR101065198B1 (en) | Optical films and method for fabricating the same | |
| JP4134350B2 (en) | Optical member pressure-sensitive adhesive and optical member using the pressure-sensitive adhesive | |
| KR100994976B1 (en) | Optical films and method for fabricating the same | |
| EP1593725B1 (en) | Ultraviolet-crosslinkable transparent hot melt pressure -sensitive adhesive, transparent pressure-sensitive adhesive sheet and laminates | |
| KR101115131B1 (en) | Optical films and method for fabricating the same | |
| CN112708008B (en) | Acrylic copolymer, pressure-sensitive adhesive, preparation method and application in polarizer | |
| KR20060051281A (en) | Optical laminate | |
| KR20120086265A (en) | Pressure sensitive adhesive sheet, optical film with pressure sensitive adhesive and optical laminate | |
| WO2007139173A1 (en) | Optical film with adhesive | |
| KR20100097076A (en) | Composition for primer coating, optical film comprising the same, and polarizing plate comprising the same | |
| JP4839744B2 (en) | Optical laminate and method for producing the same | |
| WO2009148260A2 (en) | Optical film and a production method therefor | |
| CN115717040A (en) | Moisture-proof high-temperature-resistant acid-free pressure-sensitive adhesive for polaroid and preparation method and application thereof | |
| KR20120109411A (en) | Pressure sensitive adhesive composition for an optical film | |
| JP2013014659A (en) | Optically isotropic support plate and inner touch panel | |
| WO2013027657A1 (en) | Adhesive composition, adhesive sheet, optical film with adhesive, and optical laminate | |
| KR20090077685A (en) | Pressure-sensitive adhesive compositions, polarizers and liquid crystal displays comprising the same | |
| CN110734711B (en) | Pressure-sensitive adhesive for polarizer protective film and preparation method thereof | |
| KR20190119793A (en) | Optically clear adhesive composition for curved display | |
| KR101613781B1 (en) | Resin compositions having property of self winding and optical films formed by using the same | |
| JP2009237037A (en) | Glass substrate having optical film stuck thereto | |
| KR101082239B1 (en) | Acrylic Resin Resin Boards Transparent Electrode Boards for Touch Panels Touch Panels and Processes for Production of Them | |
| JP7346822B2 (en) | Adhesive sheets, adhesive sheets with release sheets, and laminates |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20230228 |
|
| RJ01 | Rejection of invention patent application after publication |