CN109111863A - A kind of UV solidification moisture-proof adhesive, preparation method and application - Google Patents
A kind of UV solidification moisture-proof adhesive, preparation method and application Download PDFInfo
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- CN109111863A CN109111863A CN201810659019.5A CN201810659019A CN109111863A CN 109111863 A CN109111863 A CN 109111863A CN 201810659019 A CN201810659019 A CN 201810659019A CN 109111863 A CN109111863 A CN 109111863A
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- Prior art keywords
- proof adhesive
- moisture
- acrylate
- solidifies
- solidification
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Classifications
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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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a kind of UV solidification moisture-proof adhesive, preparation method and applications.UV of the invention solidifies moisture-proof adhesive, is prepared by the raw material of following weight parts: modified 20~35 parts of levodopa, 65~80 parts of acrylate monomer, 0.1~1 part of initiator, 100~150 parts of solvent.UV solidification moisture-proof adhesive preparation process of the present invention is simple; glue consumption is few and has excellent waterproof adhesive property; there is no degumming phenomenon in stripping process, suitable for suspended insulated guide wire connector waterproof sealing protection, all kinds of wire and cables and communication cable head waterproof sealing.
Description
Technical field
The present invention relates to field of adhesive technology, and in particular to a kind of UV solidification moisture-proof adhesive, preparation method and answers
With.
Background technique
Adhesive is a kind of substance with fine bond properties.By adhesion strength and cohesive force by surface bonding company
Connect the effect of object.There is very extensive application since its own feature leads to bonding agent on the market, application field includes
Daily necessity, the shielding protection film of package of electronic products, insulating tape of electric appliance electrician etc..
Pressure-sensitive acrylate is one of the adhesive being most widely used at present, it is acrylate monomer and other
The copolymer of vinyl monomer has the following characteristics that and 1) does not almost have to plus anti-aging agent just has excellent weatherability and heat-resisting
Property；2) without mutually separation and transport phenomena, the transparency is good, and oil resistivity is poor；3) medical field, propylene are suitable for without influence on skin
The pressure sensitive adhesive dosage of esters of gallic acid accounts for 65% or more of entire pressure sensitive adhesive dosage, especially this kind of pressure sensitive adhesive development in the latest 20 years
It is very fast, and gradually replaced the status of natural rubber pressure sensitive glue.
Animals and plants in nature can adapt to stringent natural environment by evolution in more than 40 hundred million years, wherein structure
Perfect degree is reached with function.Wherein, mussel is a most classic example, and mussel is a kind of mollusk, is under the jurisdiction of
Mytilidae, growing environment is mainly ocean and coastal surrounding area, and misses potter and live in cold water sea area, these rings
Border is all very moist and harsh, but the byssus of mussel secretion can firmly be bonded a variety of different substrates, such as rock in the seawater
The surface of many substances such as stone, hull, glassware, metal component, polymer material and various mineral.This patent utilizes this
Principle has invented the preparation method that a kind of UV solidifies moisture-proof adhesive, and it is few and have excellent bonding which is coated with glue consumption
Performance does not have degumming phenomenon in stripping process, efficiently solves existing waterproof binding agent preparation process complexity, and waterproof is bonded not
Jail, the high problem of preparation cost.And the waterproof sealing for being suitable for suspended insulated guide wire connector is protected and all kinds of wire and cables, communication
The head waterproof sealing of cable.
Summary of the invention
The problems such as prior art waterproof binding agent preparation process is complicated, and waterproof is bonded loosely, and preparation cost is high for solution, this
Invention provides a kind of UV solidification moisture-proof adhesive, preparation method and application.
UV of the invention solidifies moisture-proof adhesive, is prepared by the raw material of following weight parts:
Wherein, the modified levodopa is prepared by the raw material of following weight parts: weighing 50g levodopa, 80g tetra-
Boratex, 30g sodium bicarbonate and 1500mL deionized water and pour into equipped with nitrogen tube, blender flask in and dissolve by heating,
50~55 DEG C of temperature of control, the acryloyl chloride tetrahydrofuran solution of 500mL, 8wt% are slowly added dropwise into flask, and adjusting pH >
7, then lead to nitrogen under the conditions of 30 DEG C and react 12h, after filtering out solid residue, add 2000mL ethyl acetate, adjusts remaining molten
PH < 2 of liquid, are finally extracted, and water layer is got rid of, and remaining organic layer, which is added drop-wise in n-hexane, is settled out final product, will
Final product filtering is dried in vacuo.
In addition, the acrylate monomer includes butyl acrylate, Isooctyl acrylate monomer, isobutyl acrylate, acrylic acid
Secondary butyl ester, n-propyl, 2-hydroxypropyl acrylate, lauryl methacrylate, ethyl acrylate, methyl acrylate,
Ethyl methacrylate, methyl methacrylate, n-BMA, tert-butyl acrylate, methacrylic acid -2- hydroxypropyl
Ester, acrylic acid, methacrylic acid, hydroxy-ethyl acrylate, acrylamide, maleic anhydride, in glycidyl methacrylate, second
One of vinyl acetate and styrene are a variety of.
In addition, the initiator includes one or both of azodiisobutyronitrile and dibenzoyl peroxide.
In addition, the solvent includes one or both of ethyl acetate and toluene.
The present invention also provides a kind of preparation methods for solidifying moisture-proof adhesive such as above-mentioned UV comprising following step: will
Modified levodopa and acrylate monomer aggregate into polymer: modified levodopa and acrylate monomer, initiator are weighed,
Solvent and being uniformly mixed pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 12h~20h, it is cooling go out
Material.
The present invention also provides a kind of applications for solidifying moisture-proof adhesive such as above-mentioned UV, and synthetic UV is solidified marine glue
Stick and trimethylolpropane trimethacrylate, photoinitiator are sufficiently mixed uniformly, after being then uniformly applied to corona with spreading rod
The surface BOPET, thickness control solidified at 10~30 μm finally by UV photo solidification machine.
Wherein, the photoinitiator includes 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxides, 4- acryloxy two
Benzophenone, phenyl-(1- acryloxy)-cyclohexyl ketone, 2- hydroxy-2-methyl -1- phenyl -1- acetone and 1- hydroxy-cyclohexan
One of one phenyl ketone of base.
In addition, trimethylolpropane trimethacrylate dosage by weight: 5~20 parts, the photoinitiator is by weight
Amount part dosage: 0.05~0.2 part.
In addition, the UV photocuring carries out under the light of 300~500nm of wavelength, curing time is 100~200s, UV spoke
Penetrating dosage is 100~180mJ/cm2。
The present invention relates to UV solidification moisture-proof adhesive, preparation method and application, UV solidification moisture-proof adhesive has
Excellent adhesive property does not have degumming phenomenon during stickup and removing, has well solved existing waterproof binding agent system
Standby complex process, waterproof are bonded loosely, the high problem of preparation cost.In addition, the present invention is also that bionical moisture-proof adhesive field mentions
Application experience is supplied.
Specific embodiment
The content that the present invention is furture elucidated With reference to embodiment, but the contents of the present invention are not limited solely to
The following examples.
Raw material of the invention is that market can obtain product.
Firstly, preparing modified levodopa is used for following embodiment: weighing 50g levodopa, 80g sodium tetraborate, 30g carbon
Sour hydrogen sodium and 1500mL deionized water and pour into equipped with nitrogen tube, blender flask in and dissolve by heating, control temperature 50~
55 DEG C, the acryloyl chloride tetrahydrofuran solution of 500mL, 8wt% are slowly added dropwise into flask, pH > 7 are adjusted, then at 30 DEG C
Under the conditions of lead to nitrogen react 12h, after filtering out solid residue, add 2000mL ethyl acetate, adjust pH < 2 of surplus solution, finally
Extracted, water layer got rid of, remaining organic layer, which is added drop-wise in n-hexane, is settled out final product, by final product filter into
Row vacuum drying.
Embodiment 1
Weigh 20g modified levodopa, 60g butyl acrylate, 10g Isooctyl acrylate monomer, 6g vinyl acetate, 2g propylene
Acid, 2g hydroxy-ethyl acrylate, 0.8g azodiisobutyronitrile, 150g ethyl acetate (40% solid content) and uniformly mixed pour into are equipped with
Agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 12h, cooling discharging.
By synthetic UV solidification moisture-proof adhesive and 5g trimethylolpropane trimethacrylate, 0.05g 2- hydroxyl -2-
Methyl-1-phenyl-1- acetone is sufficiently mixed uniformly, the surface BOPET after corona is then uniformly applied to spreading rod, by its thickness
Control is at 10~30 μm, and finally by UV photo solidification machine, (wavelength 355nm, UV curing time is 180s.Curing UV dose of radiation
150mJ/cm2) in solidified.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is surveyed
Examination.
Embodiment 2
Weigh 25g modified levodopa, 55g isobutyl acrylate, 10g sec-butyl acrylate, 6g styrene, 2g acryloyl
Amine, 2g Hydroxypropyl methacrylate, 0.9g azodiisobutyronitrile, 100g ethyl acetate toluene (50% solid content) simultaneously mix
Uniformly pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 12h, cooling discharging.
By synthetic UV solidification moisture-proof adhesive and 10g trimethylolpropane trimethacrylate, 2,4,6 (front three of 0.1g
Base benzoyl) diphenyl phosphine oxide is sufficiently mixed uniformly, the surface BOPET after corona is then uniformly applied to spreading rod, and it will
Its thickness control is at 10~30 μm, and finally by UV photo solidification machine, (wavelength 355nm, UV curing time is 180s.Curing UV spoke
Penetrate dosage 150mJ/cm2) in solidified.It is taken out after solidification and release film is covered in film surface, last sample preparation with mounting film machine
It is tested.
Embodiment 3
Weigh 30g modified levodopa, 50g n-propyl, 10g 2-hydroxypropyl acrylate, 6g methacrylic acid
In ethylene oxidic ester, 2g methacrylic acid, 2g hydroxy-ethyl acrylate, 0.8g benzoyl peroxide, 100g ethyl acetate, 50g first
Benzene (40% solid content) and be uniformly mixed pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 20h,
Cooling discharging.
By synthetic UV solidification moisture-proof adhesive and 15g trimethylolpropane trimethacrylate, 0.15g 4- acryloyl
Oxygroup benzophenone is sufficiently mixed uniformly, and the surface BOPET after corona is then uniformly applied to spreading rod exists its thickness control
10~30 μm, by UV photo solidification machine, (wavelength 355nm, UV curing time is 180s.Curing UV dose of radiation 150mJ/cm2)
In solidified.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is tested.
Embodiment 4
Weigh 35g modified levodopa, 30g lauryl methacrylate, 20g methyl acrylate, 5g ethyl acrylate, 6g
Vinyl acetate, 2g acrylic acid, 2g hydroxy-ethyl acrylate, 0.5g azodiisobutyronitrile, 0.5g benzoyl peroxide, 150g acetic acid
Ethyl ester (40% solid content) and be uniformly mixed pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reactions
20h, cooling discharging.
By synthetic UV solidification moisture-proof adhesive and 20g trimethylolpropane trimethacrylate, 0.2g 4- acryloyl-oxy
Base benzophenone is sufficiently mixed uniformly, the surface BOPET after corona is then uniformly applied to spreading rod, by its thickness control 10
~30 μm, by UV photo solidification machine, (wavelength 355nm, UV curing time is 100s.Curing UV dose of radiation 180mJ/cm2) in
Solidified.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is tested.
Embodiment 5
Weigh 30g modified levodopa, 30g ethyl methacrylate, 20g n-BMA, 10g metering system
Sour methyl esters, 6g vinyl acetate, 2g acrylic acid, 2g hydroxy-ethyl acrylate, 0.4g azodiisobutyronitrile, 100g ethyl acetate
(50% solid content) and be uniformly mixed pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 20h are cold
But it discharges.
By synthetic UV solidification moisture-proof adhesive and 10g trimethylolpropane trimethacrylate, 0.1g phenyl-(1- third
Alkene acyloxy)-cyclohexyl ketone is sufficiently mixed uniformly, the surface BOPET after corona is then uniformly applied to spreading rod, by its thickness
Control is at 10~30 μm, and by UV photo solidification machine, (wavelength 355nm, UV curing time is 160s.Curing UV dose of radiation
150mJ/cm2) in solidified.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is surveyed
Examination.
Embodiment 6
Weigh 30g modified levodopa, 50g tert-butyl acrylate, 10g Isooctyl acrylate monomer, 6g vinyl acetate, 2g third
Olefin(e) acid, 2g maleic anhydride, 0.1g azodiisobutyronitrile, 150g ethyl acetate (40% solid content) and being uniformly mixed are poured into equipped with stirring
In the three-necked flask for mixing device, thermometer, 70 DEG C of vacuum reaction 20h.
By synthetic UV solidification moisture-proof adhesive and 10g trimethylolpropane trimethacrylate, 0.1g 1- hydroxyl-ring
One phenyl ketone of hexyl is uniformly applied to the surface BOPET after corona with spreading rod after mixing, then, its thickness control is existed
10~30 μm, by UV photo solidification machine, (wavelength 355nm, UV curing time is 180s.Curing UV dose of radiation 130mJ/cm2)
In solidified.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is tested.
Embodiment 7
Weigh 30g modified levodopa, 50g butyl acrylate, 10g Isooctyl acrylate monomer, 6g vinyl acetate, 2g propylene
Acid, 2g hydroxy-ethyl acrylate, 0.3g benzoyl peroxide, 150g ethyl acetate (40% solid content) and uniformly mixed pour into are equipped with
Agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 20h.
By synthetic UV solidification moisture-proof adhesive and 5g trimethylolpropane trimethacrylate, 0.2g 1- hydroxy-cyclohexan
One phenyl ketone of base uniformly applies the surface BOPET after corona with spreading rod after mixing, then, by its thickness control 10~
30 μm, by UV photo solidification machine, (wavelength 355nm, UV curing time is 200s.Curing UV dose of radiation 100mJ/cm2) in into
Row solidification.It is taken out after solidification and release film is covered in film surface with mounting film machine, last sample preparation is tested.
Performance test:
180 ° of peeling strength test method GB/T2792-1998 of pressure-sensitive tape.
Waterproof test: preparing sample according to 1998 standard of GB/T2792-, puts to 100% humidity, in 30 DEG C of damp heat box
180 ° of peel strength tests of progress are taken out after placing 48h.
Embodiment performance characterization see the table below:
It can be seen that from the result of embodiment by imitating attachment proteins resulting structure --- catechol in mussel, invention
It is prepared for the preparation method that a kind of UV solidifies moisture-proof adhesive, 180 ° of peeling forces of the pressure sensitive adhesive are up to 18.9N/25mm, waterproof
Test is up to 14.8N/25mm, and waterproof adhesive force is strong, the application requirement for meeting related fields for waterproof and being bonded by force.
The above is merely a preferred embodiment of the present invention mode, not to overall conception of the present invention and protection scope into
Row limits.Although the present invention is described in detail referring to the foregoing embodiments, for those skilled in the art,
It is still possible to modify the technical solutions described in the foregoing embodiments, or part of technical characteristic is equal
Replacement.It is all within the principle of the present invention and principle, any modification, equivalent replacement, improvement and so on should be included in this hair
Within bright protection scope.
Claims (10)
1. a kind of UV solidifies moisture-proof adhesive, which is characterized in that be prepared by the raw material of following weight parts:
2. UV according to claim 1 solidifies moisture-proof adhesive, which is characterized in that the modified levodopa is by following heavy
The raw material of amount part is prepared:
Weigh 50g levodopa, 80g sodium tetraborate, 30g sodium bicarbonate and 1500mL deionized water and pour into equipped with nitrogen tube,
It in the flask of blender and dissolves by heating, 50~55 DEG C of temperature is controlled, by the acryloyl chloride tetrahydrofuran solution of 500mL, 8wt%
It is slowly added dropwise into flask, adjusts pH > 7, then lead to nitrogen under the conditions of 30 DEG C and react 12h, after filtering out solid residue, add
2000mL ethyl acetate adjusts pH < 2 of surplus solution, is finally extracted, water layer is got rid of, and remaining organic layer is added drop-wise to
It is settled out final product in n-hexane, final product filtering is dried in vacuo.
3. UV according to claim 1 solidifies moisture-proof adhesive, which is characterized in that the acrylate monomer includes propylene
Acid butyl ester, Isooctyl acrylate monomer, isobutyl acrylate, sec-butyl acrylate, n-propyl, 2-hydroxypropyl acrylate,
Lauryl methacrylate, ethyl acrylate, methyl acrylate, ethyl methacrylate, methyl methacrylate, metering system
Sour N-butyl, tert-butyl acrylate, Hydroxypropyl methacrylate, acrylic acid, methacrylic acid, hydroxy-ethyl acrylate, propylene
Amide, maleic anhydride, in glycidyl methacrylate, one of vinyl acetate and styrene or a variety of.
4. UV according to claim 1 solidifies moisture-proof adhesive, which is characterized in that the initiator includes two isobutyl of azo
One or both of nitrile and dibenzoyl peroxide.
5. UV according to claim 1 solidifies moisture-proof adhesive, which is characterized in that the solvent includes ethyl acetate and first
One or both of benzene.
6. the preparation method that a kind of UV as described in any one of claim 1-5 solidifies moisture-proof adhesive, which is characterized in that
Include the following steps:
Modified levodopa and acrylate monomer are aggregated into polymer: weigh modified levodopa and acrylate monomer,
Initiator, solvent and be uniformly mixed pour into equipped with agitating device, thermometer three-necked flask in, 70 DEG C of vacuum reaction 12h~
20h, cooling discharging.
7. the application that a kind of UV as described according to claim 1 any one of -5 solidifies moisture-proof adhesive, which is characterized in that
Uniformly, then synthetic UV solidification moisture-proof adhesive and trimethylolpropane trimethacrylate, photoinitiator are sufficiently mixed
The surface BOPET after being uniformly applied to corona with spreading rod, thickness control are consolidated at 10~30 μm finally by UV photo solidification machine
Change.
8. the application that UV according to claim 7 solidifies moisture-proof adhesive, which is characterized in that the photoinitiator includes 2,
4,6 (trimethylbenzoyl) diphenyl phosphine oxides, 4- acryloxybenzophenone, phenyl-(1- acryloxy)-hexamethylene
One of base ketone, 2- hydroxy-2-methyl -1- phenyl -1- acetone and one phenyl ketone of 1- hydroxy-cyciohexyl.
9. the application that UV according to claim 7 solidifies moisture-proof adhesive, which is characterized in that the trimethylolpropane tris
Acrylate dosage by weight: 5~20 parts, photoinitiator dosage by weight: 0.05~0.2 part.
10. the application that UV according to claim 7 solidifies moisture-proof adhesive, which is characterized in that the UV photocuring is in wave
It is carried out under the light of long 355nm, curing time is 100~200s, and UV dose of radiation is 100~180mJ/cm2。
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| CN201810659019.5A CN109111863A (en) | 2018-06-22 | 2018-06-22 | A kind of UV solidification moisture-proof adhesive, preparation method and application |
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| CN201810659019.5A CN109111863A (en) | 2018-06-22 | 2018-06-22 | A kind of UV solidification moisture-proof adhesive, preparation method and application |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7393844B1 (en) | 2023-02-21 | 2023-12-07 | 東洋インキＳｃホールディングス株式会社 | Adhesive composition, adhesive sheet, laminate, and display comprising the laminate |
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|---|---|---|---|---|
| CN101844993A (en) * | 2010-05-21 | 2010-09-29 | 北京化工大学 | Photo-curing monomer with ortho-phenolic hydroxyl structure, preparation method and bond thereof |
| CN105358183A (en) * | 2013-01-31 | 2016-02-24 | 爱尔兰国立高威大学 | Polymer adhesive |
| CN106833398A (en) * | 2017-01-16 | 2017-06-13 | 哈尔滨工业大学无锡新材料研究院 | A kind of rapid curing acrylate pressure-sensitive adhesive and preparation method thereof |
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2018
- 2018-06-22 CN CN201810659019.5A patent/CN109111863A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101844993A (en) * | 2010-05-21 | 2010-09-29 | 北京化工大学 | Photo-curing monomer with ortho-phenolic hydroxyl structure, preparation method and bond thereof |
| CN105358183A (en) * | 2013-01-31 | 2016-02-24 | 爱尔兰国立高威大学 | Polymer adhesive |
| CN106833398A (en) * | 2017-01-16 | 2017-06-13 | 哈尔滨工业大学无锡新材料研究院 | A kind of rapid curing acrylate pressure-sensitive adhesive and preparation method thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP7393844B1 (en) | 2023-02-21 | 2023-12-07 | 東洋インキＳｃホールディングス株式会社 | Adhesive composition, adhesive sheet, laminate, and display comprising the laminate |
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Application publication date: 20190101 |