Photocuring composition for packaging organic light-emitting device, packaging structure and display device
By using photocurable vinyl ether monomers, diluted monomers and initiators with specific structures, the problem that the existing photocurable composition cannot meet the high performance requirements of thin film packaging is solved, and high light transmittance, curing rate and heat resistance are achieved, and cost is reduced.
Patent Information
- Application Number
- CN202510095064.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-01-21
- Publication Date
- 2025-05-13
AI Technical Summary
The photocuring compositions used in the existing organic film layers cannot meet the performance index requirements of high light transmittance, high curing rate, low air output, high heat resistance and air curing of film packaging, and are costly.
A photocurable vinyl ether monomer with a specific structure is used to form a photocurable dilution monomer and an initiator. The molecular structure of the composition contains C6-C30 substituted or unsubstituted aryl groups, at least 2 photocurable crosslinking groups on the aryl group, and at least one vinyl ether functional group is contained in the crosslinking group.
It achieves the advantages of high light transmittance, high curing rate, low air output, high heat resistance and air curing, and meets the high performance requirements of film packaging. At the same time, the raw materials are simple and easy to obtain, and the monomers are easy to synthesize, reducing costs.
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Figure CN119978208A_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of encapsulation of organic electroluminescent devices, and in particular to a photocurable composition, an encapsulation structure and a display device for encapsulating an organic electroluminescent device. Background Art
[0002] Organic Light-Emitting Diodes (OLED) have the advantages of being thin, light, rollable, active, wide viewing angle, fast response, low energy consumption, shock resistance, high resolution, low manufacturing cost, and strong adaptability. They are widely used in display, lighting, military, communication, computer, transportation, industrial applications, etc. However, the short service life of existing OLEDs is a bottleneck restricting the development of the OLED industry.
[0003] There are many factors that affect the service life of OLED devices. Among them, the presence of water vapor and oxygen inside OLED devices is the main factor affecting the life of OLEDs. Packaging technology is one of the key factors controlling the life and stability of OLED devices. By selecting suitable packaging materials and optimizing packaging structures and processes, the service life of OLED devices can be effectively extended.
[0004] Thin film encapsulation is a packaging method used for flexible OLED packaging. It plays a vital role in OLED devices. It prepares one or more layers of ultra-thin film materials on the surface of OLED to block the erosion of water and oxygen, thereby protecting the OLED material from the influence of the external environment and extending the service life of the device. Thin film encapsulation structure generally includes organic film and / or inorganic film. Organic film and inorganic film each have advantages and limitations in thin film encapsulation. Organic film is suitable for flexible displays due to its good flexibility and simple manufacturing process, while inorganic film becomes the core material in thin film encapsulation due to its excellent density and water and oxygen barrier properties. In practical applications, an organic / inorganic multi-layer superimposed encapsulation structure is usually used to improve the overall encapsulation effect.
[0005] In the related art, the patent document with publication number CN103996799A discloses an organic electroluminescent display device, which includes an encapsulation layer, the encapsulation layer includes an inorganic layer and a polymer organic layer stacked alternately, wherein the polymer organic layer includes an acrylic resin, a methacrylic resin, an isoprene resin, an ethylene resin, an epoxy resin, a polyurethane resin, a cellulose resin, a perylene resin, an imide resin or a mixture of two or more thereof, and the polymer organic layer formed by these compounds has poor properties such as heat resistance, light transmittance and processability. The patent document with publication number CN109251584A discloses an ink composition of phenylsilicon-modified acrylate. The encapsulation layer prepared by the photocurable composition of the patent document shows low water vapor transmittance and higher light transmittance. In addition, its photocurable composition shows significantly high photocuring rate and heat resistance, but because it is an acrylate system, the curing shrinkage is large (greater than 7%) and it is difficult to effectively cure in low-cost air, and the raw material used is a phenylsilicon-modified acrylate monomer, which is relatively expensive. The existing photocurable compositions for organic thin film layers cannot meet the performance index requirements of high light transmittance, high curing rate, low outgassing, high heat resistance and air curing required by the increasing demand for thin film encapsulation. Summary of the invention
[0006] The present invention provides a photocurable composition for encapsulating an organic electroluminescent device, an encapsulation structure and a display device, which are used to solve the problems that the photocurable composition for the existing organic thin film layer cannot meet the performance index requirements of high light transmittance, high curing rate, low gas emission, high heat resistance and air curing required by the thin film encapsulation, and the high cost.
[0007] The invention provides a photocurable composition for encapsulating an organic electroluminescent device, comprising a photocurable vinyl ether monomer, a photocurable diluent monomer and an initiator; the molecular structure of the photocurable vinyl ether monomer contains a C6-C30 substituted or unsubstituted aromatic group, and the aromatic group contains at least two photocurable crosslinking groups, and the crosslinking group contains at least one vinyl ether functional group.
[0008] Furthermore, the molecular structure of the photocurable vinyl ether monomer contains a C6-C10 substituted or unsubstituted aromatic group.
[0009] Furthermore, the aromatic group contains 2-10 photocurable cross-linking groups.
[0010] Furthermore, the cross-linking group contains at least two vinyl ether functional groups.
[0011] Furthermore, the photocurable vinyl ether monomer is selected from one or more monomers having structures represented by formula (I) and formula (II): Formula (I); Formula (II); Among them, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen, oxygen, sulfur or an alkyl group having less than 30 carbon atoms; preferably, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen or an alkyl group with less than 5 carbon atoms; Among them, X1, X2, X3, X4, X5, X6, X7, X8, X9 and X 10 The same or different, and contain at least 2 or more of the following functional groups: , * represents the location of the bridge.
[0012] Furthermore, the monomer of the structure represented by formula (I) is selected from one or more of the structures represented by the following formulas (I-1) to (I-5):
[0014] Furthermore, the monomer of the structure represented by formula (II) is selected from one or more of the structures represented by the following formulas (II-1) to (II-7):
[0016] Furthermore, the weight percentage of the photocurable vinyl ether monomer in the photocurable composition is 30-85%, preferably 30-60%.
[0017] Preferably, the photocurable vinyl ether monomer comprises a monomer of the structure represented by formula (I) according to claim 3 and a monomer of the structure represented by formula (II), and the weight ratio of the monomer of the structure represented by formula (I) to the monomer of the structure represented by formula (II) is (4-1):(1-1.5).
[0018] Furthermore, the number average molecular weight of the photocurable vinyl ether monomer is 200-2000 g / mol.
[0019] Furthermore, the molecular structure of the photocurable diluent monomer contains a photocurable functional group but does not contain a benzene ring, and the photocurable functional group includes one or more of an alicyclic vinyl ether, an oxetane group, a glycidyl ether group, and a vinyl ether group; and / or, the weight percentage of the photocurable diluent monomer in the photocurable composition is 12.5% to 67.5%.
[0020] Furthermore, the initiator is a cationic photoinitiator, and the cationic photoinitiator includes one or more of diaryl iodonium salts, triaryl sulfonium salts, diazonium salts, alkyl sulfonium salts, iron aromatic salts, sulfonyloxy ketones and triaryl siloxane ethers; preferably, the cationic photoinitiator is selected from at least one of triaryl hexafluoroantimonate sulfonium salts, triaryl hexafluorophosphate sulfonium salts or diaryl hexafluorophosphate iodonium salts.
[0021] Preferably, the weight percentage of the initiator to the photocurable composition is 0.1% to 5%.
[0022] Furthermore, the photocurable composition further comprises a photosensitizer; preferably, the weight percentage of the photosensitizer in the photocurable composition is 0.1-1%.
[0023] According to a second aspect of the present invention, the present invention further provides a packaging structure, the packaging structure comprising an organic packaging thin film layer, the organic packaging thin film layer comprising the above-mentioned photocurable composition.
[0024] Preferably, the photocurable composition is applied by spin coating or inkjet printing, and is photocured to form the organic encapsulation thin film layer.
[0025] According to a third aspect of the present invention, the present invention further provides a display device, the display device comprising a functional structure and a packaging structure, the packaging structure being the above-mentioned packaging structure.
[0026] The photocurable composition for encapsulating an organic electroluminescent device provided by the present invention adopts a photocurable vinyl ether monomer with a specific structure, and through the synergistic effect of the photocurable vinyl ether monomer, the photocurable diluent monomer and the initiator, the photocurable composition has the advantages of high light transmittance, high curing rate, low gas emission, high heat resistance and air curing, and can meet the high performance requirements of thin film encapsulation. In addition, the raw materials of the photocurable composition of the present invention are simple and easy to obtain, and the monomers are easy to synthesize. BRIEF DESCRIPTION OF THE DRAWINGS
[0027] In order to more clearly illustrate the technical solutions in the present invention or the prior art, a brief introduction will be given below to the drawings required for use in the embodiments or the description of the prior art. Obviously, the drawings described below are some embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying any creative work.
[0028] Figure 1 It is a schematic diagram of the structure of a flexible OLED device provided by an embodiment of the present invention.
[0029] Figure numerals: 1: substrate ITO; 2: functional structure; 21 anode; 22: hole transport layer; 23: light-emitting layer; 24: electron transport layer; 25: cathode; 26: cathode protection layer; 27: inorganic layer; 3: packaging structure; 31: inorganic packaging thin film layer; 32: organic packaging thin film layer. DETAILED DESCRIPTION
[0030] In order to make the purpose, technical solution and advantages of the present invention clearer, the technical solution of the present invention will be clearly and completely described below in conjunction with the drawings of the present invention. Obviously, the described embodiments are part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.
[0031] In a first typical embodiment of the present invention, the present invention provides a photocurable composition for encapsulating an organic electroluminescent device, comprising a photocurable vinyl ether monomer, a photocurable diluent monomer and an initiator; the molecular structure of the photocurable vinyl ether monomer contains a C6-C30 substituted or unsubstituted aromatic group, and the aromatic group contains at least two photocurable cross-linking groups, and the cross-linking group contains at least one vinyl ether functional group.
[0032] The photocurable composition of the present invention comprises a photocurable vinyl ether monomer, a photocurable diluent monomer and an initiator. The molecular structure of the photocurable vinyl ether monomer contains a C6-C30 substituted or unsubstituted aromatic group, thereby achieving high impedance and high glass transition temperature for the current used in the deposition of the inorganic barrier layer in the OLED encapsulation structure. The photocurable vinyl ether monomer is connected to at least two photocurable crosslinking groups on the aromatic group, which can achieve rapid curing and improve the curing efficiency of the photocurable composition. Furthermore, the crosslinking group in the photocurable vinyl ether monomer contains at least one vinyl ether functional group, and the lone electron pair of the oxygen atom in the vinyl ether functional group CH2=CH-O- is conjugated with the carbon-carbon double bond, so that the electron cloud density of the double bond increases, so the carbon-carbon double bond of the vinyl ether is an electron-rich double bond, which has a reaction characteristic different from that of general olefin monomers, has high activity, can undergo free radical polymerization, cationic polymerization, and charge transfer complex alternating copolymerization, improves the curing performance, and can not only achieve curing in an air atmosphere, but also can more effectively achieve rapid curing, reduce the construction cost of film formation, and avoid the residue of monomers and initiators, improve light transmittance, and reduce gas emission. In addition, the selected photocurable vinyl ether monomer structure of the present invention has excellent heat resistance and light transmittance, can improve the heat resistance and light transmittance of the photocurable composition, and thus does not affect the light output rate and stability of the OLED device after curing. The role played by the photocurable diluent monomer in the present invention is to reduce viscosity, increase light transmittance, and improve the processability of the material. Through the synergistic effect of the photocurable vinyl ether monomer, the photocurable diluent monomer and the initiator, the photocurable composition has the advantages of high light transmittance, high curing rate, low outgassing, high heat resistance and air curing, and can meet the high performance requirements of thin film encapsulation. In addition, the raw materials of the photocurable composition of the present invention are simple and easy to obtain and the monomers are easy to synthesize.
[0033] In order to better improve the overall performance of the photocurable composition, according to some specific embodiments of the present invention, the molecular structure of the photocurable vinyl ether monomer contains a C6-C10 substituted or unsubstituted aromatic group.
[0034] According to some specific embodiments of the present invention, the aromatic group contains 2-10 photocurable crosslinking groups, which can better achieve rapid curing and improve the curing efficiency of the photocurable composition. If the number of photocurable crosslinking groups on the aromatic group is less than 2, the active points of the photocuring reaction are small, the reaction proceeds relatively slowly, and the photocuring speed will decrease. If the number of photocurable crosslinking groups on the aromatic group is greater than 10, the active points of the photocuring reaction are too many, and the photocuring speed is too fast, which may cause the photocurable composition to have problems such as uneven curing, increased internal stress, and volume shrinkage, thereby affecting the overall performance of the photocurable composition.
[0035] In order to better improve the overall performance of the photocurable composition, according to some specific embodiments of the present invention, the cross-linking group contains at least two vinyl ether functional groups. Such a design can ensure that the glass transition temperature of the organic encapsulation film layer is greater than 100°C on the one hand, and can also improve the curing performance of the organic encapsulation film layer on the other hand. Too low curing performance will lead to excessive monomer and initiator residues, which will reduce light transmittance and increase gas outflow. Too high gas outflow has been proven to easily lead to the phenomenon of easy detachment between the organic encapsulation film layer and the inorganic encapsulation film layer.
[0036] According to some specific embodiments of the present invention, the molecular structure of the photocurable vinyl ether monomer contains C6-C8 substituted or unsubstituted aromatic groups; and the cross-linking group contains two to four vinyl ether functional groups. If there are too few vinyl ether functional groups in the cross-linking group, the effect of improving the curing performance of the photocurable composition is not obvious. If there are too many vinyl ether functional groups in the cross-linking group, the film layer will be too brittle and the shrinkage rate will be too large after curing. Preferably, the molecular structure of the photocurable vinyl ether monomer contains 1 to 3 substituted or unsubstituted phenyl groups; and the cross-linking group contains two to three vinyl ether functional groups.
[0037] According to some specific embodiments of the present invention, the photocurable vinyl ether monomer is selected from one or more monomers of the structures represented by formula (I) and formula (II): Formula (I); Formula (II); Among them, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen, oxygen, sulfur or an alkyl group having less than 30 carbon atoms; preferably, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen or an alkyl group with less than 5 carbon atoms; Among them, X1, X2, X3, X4, X5, X6, X7, X8, X9 and X 10 The same or different, and contain at least 2 or more of the following functional groups: , * represents the location of the bridge.
[0038] The monomers of the structures represented by formula (I) and formula (II) can be used independently or in combination.
[0039] According to some specific embodiments of the present invention, the monomer of the structure represented by formula (I) is selected from one or more of the structures represented by the following formulas (I-1) to (I-5): According to some specific embodiments of the present invention, the monomer of the structure represented by formula (II) is selected from one or more of the structures represented by the following formulas (II-1) to (II-7):
[0042] Preferably, the photocurable vinyl ether monomer is selected from one or more monomers represented by formula (I-1), formula (I-2), formula (I-3), formula (I-5), formula (II-3), formula (II-4) and formula (II-5). The present invention has experimentally found that the photocurable composition obtained by using the photocurable vinyl ether monomer of the above structure has better light transmittance and heat resistance.
[0043] According to some specific embodiments of the present invention, the weight percentage of the photocurable vinyl ether monomer in the photocurable composition is 30-85%, preferably 30-60%. Within this range, the photocurable composition can significantly reduce the water vapor transmission rate, oxygen transmission rate, and gas emission after curing after curing, and further improve the heat resistance and light transmittance of the organic encapsulation film layer. In addition, if the content of the photocurable vinyl ether monomer is too high (>85%), it will cause the photocurable composition to have excessive viscosity and mismatched surface tension, affecting the inkjet printing or spin coating performance.
[0044] Preferably, the photocurable vinyl ether monomer comprises a monomer having a structure represented by formula (I) and a monomer having a structure represented by formula (II), and the weight ratio of the monomer having a structure represented by formula (I) to the monomer having a structure represented by formula (II) is (4-1):(1-1.5), preferably (2-1):1.
[0045] According to some specific embodiments of the present invention, the number average molecular weight of the photocurable vinyl ether monomer is 200-2000 g / mol. Within this range, the photocurable composition has good inkjet or spin coating performance, which is conducive to improving processing performance.
[0046] According to some specific embodiments of the present invention, the molecular structure of the photocurable diluent monomer contains a photocurable functional group but does not contain a benzene ring, and the photocurable functional group contains one or more of alicyclic vinyl ether, oxetane, glycidyl ether, and vinyl ether. The photocurable diluent monomer can be a monofunctional monomer, a bifunctional monomer, a multifunctional monomer, or a mixture. The "monofunctional" monomer refers to a monomer containing one photocurable functional group. Similarly, the "bifunctional" monomer refers to a monomer containing two photocurable functional groups, and the "multifunctional" monomer refers to a monomer containing three or more photocurable functional groups. The photocurable diluent monomer of the present invention preferably contains a monomer with two to four photocurable functional groups. The photocurable diluent monomer can also be a mixture of a monofunctional curable monomer, a bifunctional curable monomer, and a multifunctional curable monomer. In the mixture, the monofunctional curable monomer and the bifunctional curable monomer or the multifunctional curable monomer can be mixed in a range of 1:0.1 to 1:10.
[0047] According to the scope of the present invention, the photocurable diluent monomer is at least one of the following types: vinyl vinyl ether cyclohexane, 3,4-vinyl ether cyclohexyl methyl-3',4'-vinyl ether cyclohexanecarboxylate, bis((3,4-vinyl ether cyclohexyl)methyl)adipate, diglycidyl tetrahydrophthalate, diglycidyl 4,5-vinyl ether cyclohexane-1,2-dicarboxylate, dicyclopentadiene divinyl ether, 4-(2,3-vinyl ether propoxy)-N,N'-bis(2,3-vinyl ether propyl)aniline, Any one or more of 1,4-cyclohexanedimethanol bis(3,4-vinyl ether cyclohexanecarboxylate) and cyclohexane-1,2-dicarboxylic acid diglycidyl ester, 1,4-butanediol diglycidyl ether, polypropylene glycol diglycidyl ether, ethylene glycol diglycidyl ether, butyl glycidyl ether, neopentyl glycol diglycidyl ether, trimethylolpropane triglycidyl ether, trimethylolethane triglycidyl ether, propoxyglycerol triglycidyl ether, OXT101 (Gurun Technology), OXT212, OXT121 and OXT221 (East Asia Synthetic).
[0048] According to some specific embodiments of the present invention, the weight percentage of the photocurable diluent monomer in the photocurable composition is 12.5% to 67.5%. Within this range, the photocurable diluent monomer and the photocurable vinyl ether monomer can form a better synergistic effect, further improving the overall performance of the photocurable composition.
[0049] According to some specific embodiments of the present invention, the initiator is a cationic photoinitiator; the cationic photoinitiator includes but is not limited to one or more of diaryl iodonium salts, triaryl sulfonium salts, diazonium salts, alkyl sulfonium salts, iron arene salts, sulfonyloxy ketones and triaryl siloxane ethers, and is further preferably triaryl sulfonium hexafluoroantimonate salts, triaryl sulfonium hexafluorophosphate salts or diaryl iodonium hexafluorophosphate salts.
[0050] For the selection of a specific photoinitiator for a given photocurable composition, it is first necessary to ensure that the photoinitiator is activated at a wavelength that does not damage the OLED material. Therefore, various photoinitiators commonly used in photocurable compositions are compounds with large absorption in the range of 368 to 420 nm, and the light absorption range should match or overlap with the output of light sources such as mercury arc lamps and ultraviolet light emitting diodes as much as possible.
[0051] According to some specific embodiments of the present invention, the weight percentage of the initiator in the photocurable composition is 0.1% to 5%. Within this range, the initiator can form a better synergistic effect with the photocurable diluent monomer and the photocurable vinyl ether monomer, further improving the overall performance of the photocurable composition.
[0052] Optionally, the weight percentage of the initiator in the photocurable composition is 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5% or 5%, etc., and of course, it can also be other values within the above range, which are not limited here. Preferably, the weight percentage of the initiator in the photocurable composition is 1% to 3%.
[0053] Since the ultraviolet absorption wavelength of iodonium salt or sulfonium salt is short, and the short-wavelength UV contains high energy, if the curing time is long, the device encapsulated by the composition may be damaged. In order to speed up the curing speed, it is preferred that the above-mentioned photocurable composition also includes a photosensitizer, and the photosensitizer is preferably a free radical photoinitiator. Those skilled in the art can select a free radical photoinitiator that can be used in the present application from the free radical photoinitiators commonly used in the prior art. Further preferred is any one or more of benzophenone photosensitizers, thioxanthone photosensitizers, and camphorquinone photosensitizers. The above-mentioned photosensitizer is used to absorb long-wave UV, and then on the basis of not requiring too much short-wave UV to provide curing energy, the UV curing absorbable energy is increased, and the weight percentage of the photosensitizer in the photocurable composition is preferably 0.1~1%. Optionally, the weight percentage of the photosensitizer in the photocurable composition is 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9% or 1%, etc., of course, it can also be other values within the above range, which are not limited here. Preferably, the weight percentage of the photosensitizer in the photocurable composition is 0.2% to 0.6%.
[0054] In order to improve the film-forming properties of the photocurable composition, the photocurable composition further comprises various additives, which may be any one or more of an inhibitor, a surfactant, an antioxidant, a defoamer, and a leveling agent. The various additives can be selected from the corresponding additives commonly used in the existing encapsulation film technology, and are not listed here one by one.
[0055] In a second typical embodiment of the present invention, the present invention further provides a packaging structure, the packaging structure comprises an organic packaging thin film layer, and the organic packaging thin film layer comprises the above-mentioned photocurable composition.
[0056] Preferably, the photocurable composition is applied by spin coating or inkjet printing, and is photocured to form an organic encapsulation thin film layer.
[0057] According to some specific embodiments of the present invention, the thickness of the organic encapsulation thin film layer is 0.1 μm to 50 μm.
[0058] According to some specific embodiments of the present invention, the light curing condition is 10-500mW / cm 2 The UV exposure time is about 1 second to 300 seconds.
[0059] According to some specific embodiments of the present invention, the encapsulation structure further includes an inorganic encapsulation thin film layer, and the inorganic encapsulation thin film layer and the organic encapsulation thin film layer are alternately arranged to form an inorganic-organic-inorganic thin film encapsulation structure.
[0060] According to some specific embodiments of the present invention, the inorganic encapsulation film layer is formed by depositing a layer of SiNx by PECVD, and the thickness ranges from 0.1 μm to 50 μm. The organic encapsulation film layer of the present invention can withstand the etching of the plasma when the inorganic encapsulation film layer is formed, and prevent the defects of the inorganic encapsulation film layer from diffusing to other inorganic encapsulation film layers, thereby maintaining a good encapsulation effect.
[0061] In a third typical embodiment of the present invention, the present invention further provides a display device, the display device includes a functional structure and a packaging structure, and the packaging structure is the above-mentioned packaging structure.
[0062] According to some specific embodiments of the present invention, the display device is a flexible OLED device, such as Figure 1 As shown, the flexible OLED device includes: a substrate ITO 1, a functional structure 2 and a packaging structure 3, wherein the functional structure 2 is formed on the substrate ITO 1, and the packaging structure 3 is formed on the functional structure 2.
[0063] The functional structure 2 can be an organic light emitting diode. Specifically, from the substrate ITO 1 to the packaging structure 3, the functional structure 2 can include, in sequence, an anode 21 connected to the substrate ITO 1, a hole transport layer 22, a light emitting layer 23, an electron transport layer 24, a cathode 25, a cathode protection layer 26 and an inorganic layer 27 connected to the packaging structure 3. The light emitting layer 23 contains RGB primary colors and a matching color adjustment layer of the three primary colors.
[0064] The above encapsulation structure can ensure the smoothness of the inorganic encapsulation film layer when the organic encapsulation film layer and the inorganic encapsulation film layer are alternately deposited. In addition, the organic encapsulation film layer can prevent the defects of the inorganic encapsulation film layer from diffusing to other inorganic encapsulation film layers.
[0065] The beneficial effects of the present invention will be described below in conjunction with specific embodiments and comparative examples.
[0066] Preparation of Photocurable Vinyl Ether Monomers 1: Preparation of photocurable vinyl ether monomer I-1 A magnetic stirrer was placed in a 1000 mL three-necked flask, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 22 g (200 mmol) of hydroquinone, toluene (400 mL), 1.36 g (1.5 mmol) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44 g (240 mmol) of anhydrous sodium carbonate, and 68.88 g (800 mmol) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100 ° C, and the reaction was stirred magnetically for 16 days.
[0067] The reaction was monitored by GC until the raw material hydroquinone had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, 200 ml of ethyl acetate was added for extraction three times, the liquid was separated, the organic phase was collected, the organic phase was extracted three times with 300 ml of saturated brine, the organic phase was collected, the organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, the yield: 89%, the purity tested by GC was 98.5%, MS: m / z = 162.07, elemental analysis: C10H10O2, calculated value C: 74.06, H: 6.22, O: 19.73, measured value C: 74.08, H: 6.22, O: 19.71.
[0068] 2: Preparation of photocurable vinyl ether monomer I-2 A magnetic stirrer was placed in a 1000 mL three-necked flask, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 22 g (200 mmol) of resorcinol, toluene (400 mL), 1.36 g (1.5 mmol, Shaanxi Ruike) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44 g (240 mmol) of anhydrous sodium carbonate, and 68.88 g (800 mmol) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100 ° C, and the reaction was stirred magnetically for 16 days.
[0069] The reaction was monitored by GC until the raw material resorcinol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, 200 ml of ethyl acetate was added for extraction three times, the liquid was separated, the organic phase was collected, the organic phase was extracted three times with 300 ml of saturated brine, the organic phase was collected, the organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, yield: 91%, GC test purity was 99%, MS: m / z = 162.07, elemental analysis: C10H10O2, calculated value C: 74.06, H: 6.22, O: 19.73, measured value C: 74.10, H: 6.20, O: 19.71.
[0070] 3: Preparation of photocurable vinyl ether monomer I-3 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 25.2g (200mmoL) of phloroglucinol, toluene (500mL), 1.81g (2mmol, Shaanxi Ruike), 38.16g (360mmoL) of anhydrous sodium carbonate and 103.32g (1200mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 hours.
[0071] The reaction was monitored by GC until the raw material phloroglucinol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 600 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 400 ml of saturated saline, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, with a yield of 91%, a purity of 96% by GC test, MS: m / z = 204.08, elemental analysis: C12H12O3, calculated value C: 70.58, H: 5.92, O: 23.50, and the measured value C: 70.57, H: 5.93, O: 23.50.
[0072] 4: Preparation of photocurable vinyl ether monomer I-4 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 28.4g (200mmoL) of 1,2,4,5-tetrahydroxybenzene, toluene (400mL), 2.72g (3mmol, Shaanxi Ruike) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 50.88g (480mmoL) of anhydrous sodium carbonate, and 137.6g (1600mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0073] The reaction was monitored by GC until the raw material 1,2,4,5-tetrahydroxybenzene had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, 300 ml of ethyl acetate was added for extraction three times, the liquid was separated, the organic phase was collected, the organic phase was extracted three times with 800 ml of saturated saline, the organic phase was collected, the organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, yield: 79%, GC test purity was 96.7%, MS: m / z = 246.09, elemental analysis: C14H14O4, calculated value C: 68.28, H: 5.73, O: 25.99, measured value C: 68.26, H: 5.71, O: 26.03.
[0074] 5: Preparation of photocurable vinyl ether monomer I-5 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 25.2g (200mmoL) of 1,2,4-benzenetriol, toluene (400mL), 1.81g (2mmol, Shaanxi Ruike), 38.16g (360mmoL) of anhydrous sodium carbonate and 103.32g (1200mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 hours.
[0075] The reaction was monitored by GC until the raw material 1,2,4-benzenetriol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, 300 ml of ethyl acetate was added for extraction three times, the liquid was separated, the organic phase was collected, the organic phase was extracted three times with 600 ml of saturated saline, the organic phase was collected, the organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 4:1) to obtain a colorless oily liquid, yield: 82%, GC test purity was 97.9%, MS: m / z = 204.08, elemental analysis: C12H12O3, calculated value C: 70.58, H: 5.92, O: 23.50, measured value C: 70.57, H: 5.93, O: 23.50.
[0076] 6: Preparation of photocurable vinyl ether monomer II-1 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 37.2g (200mmoL) of biphenyldiphenol, toluene (400mL), 1.36g (1.5mmol, Shaanxi Ruike) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44g (240mmoL) of anhydrous sodium carbonate, and 68.88g (800mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0077] The reaction was monitored by GC until the raw material biphenol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, 200 ml of ethyl acetate was added for extraction three times, the liquid was separated, the organic phase was collected, the organic phase was extracted three times with 300 ml of saturated saline, the organic phase was collected, the organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, the purity of which was 97.8% as tested by GC, MS: m / z = 238.10, elemental analysis: C16H14O2, calculated value C: 80.65, H: 5.92, O: 13.43, measured value C: 80.66, H: 5.93, O: 13.41.
[0078] 7: Preparation of photocurable vinyl ether monomer II-2 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 37.2g (200mmoL) of 4-(2-hydroxyphenyl)phenol, toluene (400mL), 1.36g (1.5mmol, Shaanxi Ruike), 25.44g (240mmoL) of anhydrous sodium carbonate and 68.88g (800mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0079] The reaction was monitored by GC until the raw material 4-(2-hydroxyphenyl)phenol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated saline, and the organic phase was collected. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, the purity of which was 99.1% as tested by GC, MS: m / z = 238.10, elemental analysis: C16H14O2, calculated value C: 80.65, H: 5.92, O: 13.43, and the measured value C: 80.65, H: 5.90, O: 13.45.
[0080] 8: Preparation of photocurable vinyl ether monomer II-3 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 37.2g (200mmoL) of [1,1-diphenyl]-2,4-diol, toluene (400mL), 1.36g (1.5mmol, Shaanxi Ruike) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44g (240mmoL) of anhydrous sodium carbonate, and 68.88g (800mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0081] The reaction was monitored by GC until the raw material [1,1-biphenyl]-2,4-diol had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated saline, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid. The GC test purity was 97.8%, MS: m / z = 238.10, elemental analysis: C16H14O2, calculated value C: 80.65, H: 5.92, O: 13.43, measured value C: 80.66, H: 5.92, O: 13.42.
[0082] 9: Preparation of photocurable vinyl ether monomer II-4 A magnetic stirrer was placed in a 1000 mL three-necked flask, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 37.2 g (200 mmoL) of 2,2'-dihydroxybiphenyl, toluene (400 mL), 1.36 g (1.5 mmol, Shaanxi Ruike) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44 g (240 mmoL) of anhydrous sodium carbonate, and 68.88 g (800 mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100 °C, and the reaction was stirred magnetically for 16 days.
[0083] The reaction was monitored by GC until the raw material 2,2'-dihydroxybiphenyl had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated brine, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid, with a yield of 91%, a purity of 95% by GC test, MS: m / z = 238.10, elemental analysis: C16H14O2, calculated value C: 80.65, H: 5.92, O: 13.43, and the measured value C: 80.67, H: 5.94, O: 13.39.
[0084] 10: Preparation of photocurable vinyl ether monomer II-5 A magnetic stirrer was placed in a 1000 mL three-necked flask, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 48.4 g (200 mmol) of tetramethylbiphenol, toluene (400 mL), 1.36 g (1.5 mmol) of catalyst 1,5-cyclooctadiene iridium chloride dimer, 25.44 g (240 mmol) of anhydrous sodium carbonate, and 68.88 g (800 mmol) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100 ° C, and the reaction was stirred magnetically for 16 days.
[0085] The reaction was monitored by GC until the reaction of the raw material tetramethyl biphenol was complete, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated brine, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid. The GC test purity was 98.7%, MS: m / z = 294.16, elemental analysis: C20H22O2, calculated value C: 81.60, H: 7.53, O: 10.87, measured value C: 81.62, H: 7.54, O: 10.84. 11: Preparation of photocurable vinyl ether monomer II-6 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 40.4g (200mmoL) of 3,3',5-trihydroxybiphenyl, toluene (400mL), 1.81g (2mmol, Shaanxi Ruike), 38.16g (360mmoL) of anhydrous sodium carbonate and 103.32g (1200mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0086] The reaction was monitored by GC until the raw material 3,3',5-trihydroxybiphenyl had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated brine, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid with a content of 96.1% and a yield of 70%. MS: m / z = 280.11, elemental analysis: C18H16O3, calculated value C: 77.12, H: 5.75, O: 17.12, measured value C: 77.19, H: 5.70, O: 17.10. 12: Preparation of photocurable vinyl ether monomer II-7 In a 1000mL three-necked flask, a magnetic stirrer was placed, and the air in the system was evacuated using a vacuum pump and a nitrogen balloon. Under nitrogen protection, 40.4g (200mmoL) of 3,3',5-trihydroxybiphenyl, toluene (400mL), 1.81g (2mmol, Shaanxi Ruike), 38.16g (360mmoL) of anhydrous sodium carbonate and 103.32g (1200mmoL) of vinyl acetate were added to the three-necked flask in sequence, and the temperature was raised to 100°C, and the reaction was stirred magnetically for 16 days.
[0087] The reaction was monitored by GC until the raw material 3,3',5-trihydroxybiphenyl had reacted completely, and the reaction was stopped. The solid was filtered off under reduced pressure, and 200 ml of ethyl acetate was added for extraction three times, and the liquid was separated, and the organic phase was collected. The organic phase was extracted three times with 300 ml of saturated salt water, and the organic phase was collected. The organic phase was dried with anhydrous sodium sulfate, filtered, concentrated, and separated by column chromatography (developing solvent was petroleum ether: ethyl acetate = 3:1) to obtain a colorless oily liquid with a content of 95.9% and a yield of 79%. MS: m / z = 280.11, elemental analysis: C18H16O3, calculated value C: 77.12, H: 5.75, O: 17.12, measured value C: 77.17, H: 5.70, O: 17.12. Examples 1-27 Examples 1-27 each independently provide a photocurable composition for encapsulating an organic electroluminescent device, including a photocurable vinyl ether monomer, a photocurable diluent monomer, an initiator and a photosensitizer, and the amount of each component (unit: weight percentage) is shown in Tables 1 and 2 below.
[0088] A detailed description of the components used in Examples 1-27 and Comparative Example 1 is as follows: (A) Photocurable diluent monomers: (A1) dodecyl vinyl ether (McLean), (A2) 3-ethyl-3-hydroxymethyloxetane (OXT-101, East Asia Synthetic).
[0089] (B) Photocurable vinyl ether monomers: (B1) monomers of formula I-1, (B2) monomers of formula I-2, (B3) monomers of formula I-3, (B4) monomers of formula I-4, (B5) monomers of formula I-5, (B6) monomers of formula II-1, (B7) monomers of formula II-2, (B8) monomers of formula II-3, (B9) monomers of formula II-4, (B10) monomers of formula II-5, (B11) monomers of formula II-6, (B12) monomers of formula II-7.
[0090] Photocurable vinyl ether monomer B13 in Comparative Example 1: (Gurun Technology).
[0091] (C) Cationic initiator: PAG20101 (Qiangli New Material).
[0092] (D) Photosensitizer: PSS306 (Qiangli New Material).
[0093] The preparation method of the photocurable composition is as follows: (A) a photocurable diluent monomer, (B) a photocurable vinyl ether monomer, (C) a cationic initiator, and (D) a photosensitizer are placed in a 250 mL brown polypropylene bottle in the amounts listed in Table 1-2 (unit: weight percentage), and then ultrasonically mixed for 0.5 hours to prepare the photocurable composition.
[0094] The results of evaluating the properties of the photocurable compositions prepared in Examples and Comparative Examples are shown in Tables 1 and 2 below.
[0095] Performance evaluation: 1. Light transmittance test: A UV-visible spectrophotometer test system (Carry 5000, manufactured by Agilent Technologies, Inc., USA) was used. The photocurable composition was sprayed or ink-jet printed on a glass substrate and the light transmittance was measured at 200 mW / cm 2 The film was subjected to UV curing by UV irradiation for 180 seconds under UV conditions to produce a cured specimen having a 10 μm thick layer. The light transmittance of the film was measured in the visible light range of 550 nm using a UV-visible spectrophotometer test system (Carry 5000, manufactured by Agilent Technologies, USA).
[0096] 2. Light curing rate: 1) Curing wavelength 395nm, curing energy 1500mJ / cm 2 .
[0097] 2) Curing rate test, using infrared spectroscopy to test and calculate by comparing the change in the absorption peak area of vinyl ether before and after curing. -1 is the absorption peak of trivinyl ether COC, 980cm -1 is the absorption peak of tetravinyl ether COC, 1730 cm -1 The carbonyl peak is used as the internal standard, and the reduction in the vinyl ether peak area is calculated as the curing rate.
[0098] 3. Glass transition temperature test: A 5 mm wide and 20 mm long rectangle was cut from the sample on the aluminum plate using a blade, and its average thickness was measured.
[0099] Fix the sample on the fixture of the TA DMA Q800 dynamic thermomechanical analyzer and set the temperature program to rise from room temperature to 180°C at a rate of 10°C / min. Enter the sample width and thickness, and the length will be measured by the instrument automatically, then you can start the test.
[0100] 4.Outgas test: Take toluene as internal standard, weigh 5-10 mg, add 0.5-1 g sample, and mix them together at 1500 mJ / cm 2 After irradiation with 395nm UV light and curing, the samples were heated at 100℃ for 30min by headspace mass spectrometry HS-GC-MS to obtain the corresponding percentage contents of toluene and out gas in the sample. The contents of out gas in the fill glue were calculated by comparing with the initial weights of toluene and sample.
[0101] 5. Viscosity test: Equipment: Brookfield DV2T Test method: Use Brookfield rotational viscometer to test at 25°C. Select the appropriate rotation speed according to the viscosity of the sample. The test result is more accurate when the torque is in the range of 40-60%. Test the viscosity at 25°C.
[0102] Table 1
[0103] Table 2
[0104] It can be seen from the experimental data in Table 1 and Table 2 that, compared with Comparative Example 1, the photocurable composition for encapsulating an organic electroluminescent device of the present invention adopts a photocurable vinyl ether monomer of a specific structure, and through the synergistic effect of the photocurable vinyl ether monomer, the photocurable diluent monomer and the initiator, the photocurable composition has the advantages of high light transmittance, high curing rate, low gas outflow, high heat resistance and air curing, and can meet the high performance requirements of thin film encapsulation. Further, it can be seen from the experimental results of Examples 1-27 that optimizing the amount, monomer structure and type of the photocurable vinyl ether monomer in the photocurable composition can improve the overall performance of the photocurable composition such as high light transmittance, high curing rate, low gas outflow and high heat resistance, wherein, relative to other embodiments, the photocurable compositions of Examples 21 and 22 have higher light transmittance (>99%), higher curing rate (>97%), lower gas outflow (<20ppm) and higher heat resistance (glass transition temperature ≥140°C).
[0105] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that they can still modify the technical solutions described in the aforementioned embodiments, or make equivalent replacements for some of the technical features therein. However, these modifications or replacements do not deviate the essence of the corresponding technical solutions from the spirit and scope of the technical solutions of the embodiments of the present invention.
Claims
1. A photocurable composition for encapsulating an organic electroluminescent device, characterized in that: It comprises a photocurable vinyl ether monomer, a photocurable diluent monomer and an initiator; the molecular structure of the photocurable vinyl ether monomer contains a C6-C30 substituted or unsubstituted aromatic group, and the aromatic group contains at least two photocurable crosslinking groups, and the crosslinking group contains at least one vinyl ether functional group.
2. The photocurable composition according to claim 1, characterized in that The molecular structure of the photocurable vinyl ether monomer contains a C6-C10 substituted or unsubstituted aromatic group; and / or, the aromatic group contains 2 to 10 photocurable crosslinking groups; And / or, the cross-linking group contains at least two vinyl ether functional groups.
3. The photocurable composition according to claim 1 or 2, characterized in that: The photocurable vinyl ether monomer is selected from one or more monomers of the structures shown in formula (I) and formula (II): Formula (I); Formula (II); Among them, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen, oxygen, sulfur or an alkyl group having less than 30 carbon atoms; preferably, R1, R2, R3, R4, R5, R6, R7, R8, R9 and R 10 Each is independently a single bond, hydrogen or an alkyl group with less than 5 carbon atoms; Among them, X1, X2, X3, X4, X5, X6, X7, X8, X9 and X 10 The same or different, and contain at least 2 or more of the following functional groups: , * represents the location of the bridge.
4. The photocurable composition according to claim 3, characterized in that: The monomer of the structure represented by formula (I) is selected from one or more of the structures represented by the following formulas (I-1) to (I-5): And / or, the monomer of the structure represented by formula (II) is selected from one or more of the structures represented by the following formulas (II-1) to (II-7): 。 5. The photocurable composition according to any one of claims 1 to 4, characterized in that: The weight percentage of the photocurable vinyl ether monomer in the photocurable composition is 30-85%, preferably 30-60%; Preferably, the photocurable vinyl ether monomer comprises a monomer of the structure represented by formula (I) according to claim 3 and a monomer of the structure represented by formula (II), and the weight ratio of the monomer of the structure represented by formula (I) to the monomer of the structure represented by formula (II) is (4-1):(1-1.5); And / or, the number average molecular weight of the photocurable vinyl ether monomer is 200-2000 g / mol.
6. The photocurable composition according to claim 1, characterized in that: The molecular structure of the photocurable diluent monomer contains a photocurable functional group but does not contain a benzene ring, and the photocurable functional group includes one or more of an alicyclic vinyl ether, an oxetane group, a glycidyl ether group, and a vinyl ether group; and / or, the weight percentage of the photocurable diluent monomer in the photocurable composition is 12.5% to 67.5%.
7. The photocurable composition according to claim 1, characterized in that: The initiator is a cationic photoinitiator, and the cationic photoinitiator includes one or more of diaryl iodonium salts, triaryl sulfonium salts, diazonium salts, alkyl sulfonium salts, iron aromatic salts, sulfonyloxy ketones and triaryl siloxane ethers; preferably, the cationic photoinitiator is selected from at least one of triaryl hexafluoroantimonate sulfonium salts, triaryl hexafluorophosphate sulfonium salts or diaryl hexafluorophosphate iodonium salts; Preferably, the weight percentage of the initiator to the photocurable composition is 0.1% to 5%.
8. The photocurable composition according to any one of claims 1 to 7, characterized in that: The photocurable composition further includes a photosensitizer; preferably, the weight percentage of the photosensitizer in the photocurable composition is 0.1-1%.
9. A packaging structure, characterized in that: The encapsulation structure comprises an organic encapsulation thin film layer, and the organic encapsulation thin film layer comprises the photocurable composition according to any one of claims 1 to 8; Preferably, the photocurable composition is applied by spin coating or inkjet printing, and is photocured to form the organic encapsulation thin film layer.
10. A display device, characterized in that: The display device comprises a functional structure and a packaging structure, and the packaging structure is the packaging structure according to claim 9.
Citation Information
Patent Citations
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