WO2021150071A1 - Composition polymère ayant une excellente stabilité au stockage, agent d'encapsulation et dispositif d'affichage - Google Patents

Composition polymère ayant une excellente stabilité au stockage, agent d'encapsulation et dispositif d'affichage Download PDF

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Publication number
WO2021150071A1
WO2021150071A1 PCT/KR2021/000933 KR2021000933W WO2021150071A1 WO 2021150071 A1 WO2021150071 A1 WO 2021150071A1 KR 2021000933 W KR2021000933 W KR 2021000933W WO 2021150071 A1 WO2021150071 A1 WO 2021150071A1
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polymerizable composition
monomer
viscosity
curing
measured
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PCT/KR2021/000933
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English (en)
Korean (ko)
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김경종
남시욱
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코오롱인더스트리 주식회사
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Priority to CN202180010478.0A priority Critical patent/CN115003705A/zh
Publication of WO2021150071A1 publication Critical patent/WO2021150071A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/87—Passivation; Containers; Encapsulations
    • H10K59/873—Encapsulations
    • H10K59/8731—Encapsulations multilayered coatings having a repetitive structure, e.g. having multiple organic-inorganic bilayers

Definitions

  • the present invention relates to a polymerizable composition having excellent storage stability, an encapsulant including an organic film formed by the polymerizable composition, and a display device including the encapsulant.
  • the light emitting element is an element capable of emitting light.
  • an organic light emitting device OLED
  • advantages such as a wide viewing angle, excellent contrast characteristics, fast response time, and low power consumption, and thus is used in various fields.
  • the organic light emitting diode may be deteriorated by contact with oxygen or moisture, and thus the lifespan may be shortened. Accordingly, in order to prevent deterioration of the organic light emitting device, an encapsulation material for protecting the organic light emitting device may be used.
  • the encapsulant for protecting the organic light emitting device may include an organic layer, and the organic layer may be made of a polymerizable composition.
  • the polymerizable composition is easily altered, the performance of the organic film formed by the polymerizable composition and the encapsulant including the same cannot be guaranteed.
  • the polymerizable composition serving as a raw material of the organic film constituting the encapsulant needs to have excellent stability.
  • An embodiment of the present invention is to provide a polymerizable composition that can be used in the manufacture of the encapsulant.
  • Another embodiment of the present invention is to provide a polymerizable composition that has excellent stability and does not deteriorate even when stored for a long time.
  • Another embodiment of the present invention is to provide an encapsulant having an organic film formed of a polymerizable composition having excellent storage stability and a display device including the encapsulant.
  • an embodiment of the present invention includes a first monomer having an acryl group, a second monomer having an acryl group and a viscosity different from that of the first monomer, and a polymerization initiator, and before the storage test, the first It has flexibility (Aa), first viscosity (Ab), first degree of curing (Ac), first shrinkage (Ad) and first surface tension (Ae), and is sealed at room temperature (25°C ⁇ 10°C) for 1 year After storage, it has a second flexibility (Ba), a second viscosity (Bb), a second degree of curing (Bc), a second shrinkage rate (Bd), and a second surface tension (Be), and is sealed and stored at 50°C for 1 year Afterwards, it has a third flexibility (Ca), a third viscosity (Cb), a third degree of hardening (Cc), a third shrinkage (Cd), and a third surface tension (Ce), and a storage change index (
  • ISV (
  • Another embodiment of the present invention provides an encapsulant including an organic film formed by the polymerizable composition.
  • Another embodiment of the present invention provides a display device including the encapsulant.
  • the polymerizable composition according to an embodiment of the present invention has a low storage change index, so that physical properties do not change even when stored for a long time, and can have excellent storage stability. Accordingly, when the polymerizable composition according to an embodiment of the present invention is used, an encapsulant having excellent moisture and oxygen barrier properties can be manufactured regardless of the storage time of the polymerizable composition.
  • a display device including an encapsulant including an organic film prepared by the polymerizable composition according to an embodiment of the present invention has excellent resistance to moisture and oxygen, and can maintain excellent display quality over a long period of time.
  • FIG. 1 is a cross-sectional view of a portion of a display device according to an exemplary embodiment of the present invention.
  • 2 is an absorbance graph of a polymerization initiator according to an embodiment of the present invention.
  • FIG. 1 is a cross-sectional view of a portion of a display device 100 according to an exemplary embodiment.
  • a display device 100 includes a substrate 510 , a thin film transistor (TFT) on the substrate 510 , and an organic light emitting device 570 connected to the thin film transistor (TFT). ) is included.
  • the organic light emitting diode 570 includes a first electrode 571 , an organic emission layer 572 on the first electrode 571 , and a second electrode 573 on the organic emission layer 572 .
  • the display device 100 illustrated in FIG. 1 is an organic light emitting display device including an organic light emitting device 570 .
  • the substrate 510 may be made of glass or plastic. Specifically, the substrate 510 may be made of a plastic such as a polyimide-based resin or a polyimide-based film. Although not shown, a buffer layer may be disposed on the substrate 510 .
  • a thin film transistor is disposed on the substrate 510 .
  • the thin film transistor TFT includes a semiconductor layer 520 , a gate electrode 530 spaced apart from the semiconductor layer 520 and overlapping at least a portion of the semiconductor layer 520 , a source electrode 541 connected to the semiconductor layer 520 , and A drain electrode 542 is spaced apart from the source electrode 541 and connected to the semiconductor layer 520 .
  • a gate insulating layer 535 is disposed between the gate electrode 530 and the semiconductor layer 520 .
  • An interlayer insulating layer 551 may be disposed on the gate electrode 530 , and a source electrode 541 and a source electrode 541 may be disposed on the interlayer insulating layer 551 .
  • the planarization layer 552 is disposed on the thin film transistor TFT to planarize an upper portion of the thin film transistor TFT.
  • the first electrode 571 may be disposed on the planarization layer 552 .
  • the first electrode 571 is connected to the thin film transistor TFT through a contact hole provided in the planarization layer 552 .
  • the bank layer 580 is disposed on a portion of the first electrode 571 and on the planarization layer 552 to define a pixel area or a light emitting area. For example, since the bank layer 580 is disposed in a matrix structure in a boundary region between a plurality of pixels, a pixel region may be defined by the bank layer 580 .
  • the organic emission layer 572 is disposed on the first electrode 571 .
  • the organic emission layer 572 may also be disposed on the bank layer 580 .
  • the organic light emitting layer 572 may include one light emitting layer or two or more light emitting layers stacked vertically. Light having any one of red, green, and blue may be emitted from the organic emission layer 572 , and white light may be emitted.
  • the second electrode 573 is disposed on the organic emission layer 572 .
  • a first electrode 571 , an organic light emitting layer 572 , and a second electrode 573 may be stacked to form an organic light emitting device 570 .
  • each pixel may include a color filter for filtering the white light emitted from the organic emission layer 572 for each wavelength.
  • a color filter is formed on the path of light.
  • An encapsulant 590 may be disposed on the second electrode 573 .
  • the encapsulant 590 may be formed of a multi-layered thin film.
  • the encapsulant 590 made of a multi-layered thin film is also referred to as a thin film encapsulation layer.
  • the encapsulant 590 may include at least one organic layer 592 and at least one inorganic layer 591 and 593 . At least one organic layer 592 and at least one inorganic layer 591 and 593 may be alternately disposed.
  • the encapsulant 590 covers the display area of the display device 100 and may extend to the outside of the display area.
  • the encapsulant 590 may include a first inorganic layer 591 , an organic layer 592 , and a second inorganic layer 593 .
  • the first inorganic layer 591 covers the second electrode 573 .
  • the first inorganic layer 591 may include at least one of ceramic, metal oxide, metal nitride, metal carbide, metal oxynitride, silicon oxide, silicon nitride, and silicon oxynitride.
  • the organic layer 592 is disposed on the first inorganic layer 591 .
  • the top surface of the organic layer 592 may be a flat surface.
  • the organic layer 592 may have a substantially flat top surface of a portion corresponding to the display area.
  • the organic film 592 may include acrylic, methacrylic, polyester, polyethylene, polypropylene, polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, It may include one or more materials selected from the group consisting of polyarylate and hexamethyldisiloxane.
  • the organic layer 592 may be made of a polymerizable composition. More specifically, the organic layer 592 may be formed by polymerization and curing of the polymerizable composition.
  • the second inorganic layer 593 covers the organic layer 592 .
  • the second inorganic layer 593 may include at least one of ceramic, metal oxide, metal nitride, metal carbide, metal oxynitride, silicon oxide, silicon nitride, and silicon oxynitride.
  • the encapsulant 590 since the encapsulant 590 has a multilayer structure including the first inorganic layer 591 , the organic layer 592 and the second inorganic layer 593 , the encapsulant 590 . Even if cracks occur in the inside, such cracks may not be connected between the first inorganic layer 591 and the organic layer 592 or between the organic layer 592 and the second inorganic layer 593 . Through this, it is possible to prevent or minimize the formation of a path through which moisture or oxygen from the outside penetrates into the organic light emitting device 570 .
  • the touch panel 110 may be disposed on the encapsulant 590 .
  • One embodiment of the present invention provides a polymerizable composition.
  • the polymerizable composition according to an embodiment of the present invention may be used to prepare the organic layer 592 included in the encapsulant 590 of the display device 100 .
  • the polymerizable composition according to an embodiment of the present invention includes a first monomer, a second monomer, and a polymerization initiator.
  • the first monomer and the second monomer may have polymerization properties.
  • the first monomer and the second monomer may be photopolymerizable. By irradiation with light, the first monomer and the second monomer may be polymerized.
  • first monomer and the second monomer may have photocurability. By irradiation with light, the first monomer and the second monomer may be cured.
  • the first monomer includes an acryl group and may be represented by Chemical Formula 1.
  • i is an integer from 10 to 28
  • j is an integer from 10 to 54
  • k is an integer from 1 to 10
  • i/k is 2 or more.
  • i may be an integer from 10 to 25
  • j may be an integer from 10 to 40
  • k may be an integer from 1 to 8.
  • i/k may be 2 to 8, or 2 to 5.5.
  • i and k in Formula 1 may satisfy the relation of 2 ⁇ i/k, 2 ⁇ i/k ⁇ 8, or 2 ⁇ i/k ⁇ 5.5.
  • the first monomer has a viscosity of 1 to 100 cPs at 25°C. Since the first monomer has a low viscosity, it has excellent fluidity. Accordingly, the workability of the polymerizable composition including the first monomer is improved.
  • the viscosity of the first monomer at 25° C. is less than 1 cPs, it is difficult to prepare and store the monomer, and when it exceeds 100 cPs, there is a problem in that the preparation of the polymerizable composition for inkjet is not easy.
  • the viscosity may be measured by setting the torque to 50% using a Brookfield Model DV2T analysis equipment at 25° C. according to the method specified in ASTM D 2196. Same as below.
  • the viscosity of the first monomer may be 1 to 100 cPs, 1 to 50 cPs, 5 to 20 cPs, 1 to 30 cPs at 25°C, and may be , 23 cPs or less.
  • the viscosity of the first monomer is within the above range, smooth curing of the polymerizable composition may be achieved.
  • the second monomer includes an acryl group and has a viscosity different from that of the first monomer.
  • the second monomer may be represented by Formula 2 below.
  • p is an integer from 10 to 25
  • q is an integer from 10 to 40
  • r is an integer from 1 to 6
  • p/r is 2 or more.
  • p may be an integer of 10 to 20
  • q may be an integer of 15 to 30
  • r may be an integer of 1 to 5.
  • p/r may be 2 to 8, or 2 to 6.
  • p and r in Formula 1 may satisfy the relation of 2 ⁇ p/r, 2 ⁇ p/r ⁇ 8, or 2 ⁇ p/r ⁇ 6.
  • At least one of "2 ⁇ i/k ⁇ 8" and “2 ⁇ p/r ⁇ 8" may be satisfied.
  • the second monomer has a viscosity of greater than 100 cPs and less than or equal to 500 cPs at 25°C.
  • the viscosity of the second monomer at 25° C. is 100 cPs or less, the moisture or oxygen blocking efficiency of the organic film prepared using the polymerizable composition may be reduced.
  • the viscosity of the second monomer exceeds 500 cPs at 25° C., there is a problem in that it is difficult to prepare the polymerizable composition, and the inkjet process using the polymerizable composition is not easy.
  • the second monomer having a high viscosity can improve the stability of the polymerizable composition, particularly storage stability, improve the stability of the organic film formed by the polymerizable composition, and improve the moisture or oxygen barrier efficiency of the organic film.
  • the viscosity of the second monomer may be greater than 100 cPs and less than or equal to 200 cPs, may be 120 cPs to 200 cPs, may be greater than 100 cPs to 150 cPs or less, and may be 110 cPs to 140 cPs at 25°C.
  • the workability and polymerizability of the polymerizable composition are improved by the first monomer having a low viscosity, and the stability of the polymerizable composition is improved by the second monomer having a high viscosity, and an organic film is formed.
  • the moisture and oxygen barrier properties are improved.
  • the content of the first monomer may be 50 to 80 parts by weight, and the content of the second monomer may be 20 to 50 parts by weight.
  • the content of the first monomer is less than 50 parts by weight based on 100 parts by weight of the total of the first monomer and the second monomer, the polymerization rate of the polymerizable monomer may be reduced due to the influence of the second monomer having a high viscosity, and Viscosity control can be difficult.
  • the storage stability of the polymerizable monomer may decrease, and it may be difficult to control the viscosity of the polymerizable composition.
  • a first monomer having a viscosity of 1 to 100 cPs at 25° C. and a second monomer having a viscosity of more than 100 cPs and 500 cPs or less at 25° C. are mixed in a range of 5:5 to 8:2.
  • a cured film may be formed through a smooth photocuring.
  • each of the first monomer and the second monomer may have an acryl group represented by Chemical Formula 4 below.
  • Examples of the first monomer and the second monomer having an acryl group include an acrylate-based compound. According to an embodiment of the present invention, each of the first monomer and the second monomer may include an acrylate-based compound.
  • the acrylate-based compound may have a moiety represented by the following Chemical Formula 5.
  • each of the first monomer and the second monomer may have an acrylate group represented by Chemical Formula 6 below.
  • the first monomer and the second monomer may be, respectively, a monofunctional (meth)acrylate of a monoalcohol or a polyhydric alcohol, or a polyfunctional (meth)acrylate of a monoalcohol or a polyhydric alcohol.
  • the mono-alcohol or polyhydric alcohol may include an aliphatic group and an aromatic group.
  • the aliphatic group may include a branched, branched or cyclic hydrocarbon compound group.
  • each of the first monomer and the second monomer may be a monofunctional polymerizable monomer or a polyfunctional polymerizable monomer.
  • the first monomer may include, for example, at least one of dodecanediol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, and benzyl(meth)acrylate.
  • dodecanediol di(meth)acrylate tetraethylene glycol di(meth)acrylate
  • benzyl(meth)acrylate benzyl(meth)acrylate.
  • one embodiment of the present invention is not limited thereto, and other monomers satisfying the condition of Formula 1 may be used as the first monomer.
  • the second monomer may include, for example, at least one of phenylphenoxyethyl (meth)acrylate and tricyclodecane dimethanol di(meth)acrylate.
  • phenylphenoxyethyl (meth)acrylate and tricyclodecane dimethanol di(meth)acrylate.
  • an embodiment of the present invention is not limited thereto, and other monomers satisfying the condition of Formula 2 may be used as the second monomer.
  • 2-decyl-1-tetradecane (meth)acrylate stearyl (meth)acrylate, 2-octyl-dodecyl (meth)acrylate, 2-hexyl-decyl (meth)acrylate, iso-ste Aryl (meth)acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate, etc. may be used as needed.
  • At least one of the first monomer and the second monomer is liquid. According to an embodiment of the present invention, both the first monomer and the second monomer may be in a liquid phase, and depending on the temperature, any one of the first monomer and the second monomer may be in a solid phase.
  • the polymerization initiator may be used in an amount of 5 parts by weight or less based on 100 parts by weight of the total of the first monomer and the second monomer. More specifically, the polymerization initiator may be used in an amount of 1 to 5 parts by weight, or 3 to 5 parts by weight, based on 100 parts by weight of the total of the first monomer and the second monomer.
  • a photoinitiator may be used as the polymerization initiator according to an embodiment of the present invention.
  • the polymerization initiator according to an embodiment of the present invention may generate radicals by absorbing light.
  • the polymerization initiator may generate radicals by absorbing light energy to provide radicals to acryl groups included in the first and second monomers.
  • polymerization and curing of the polymerizable composition may be performed by radical polymerization by light irradiation.
  • the polymerization initiator may contain, for example, a hetero atom in the molecule, and may also contain an aryl group.
  • the polymerization initiator has at least one light absorption peak at a wavelength of 500 nm or less. More specifically, the polymerization initiator may have a light absorption peak in a wavelength range of 380 to 410 nm. As such a polymerization initiator is used, according to an embodiment of the present invention, polymerization of the polymerizable composition may be achieved by irradiation of light having a wavelength in the visible ray region.
  • a hydroxyketone-based photoinitiator such as 1-hydroxy cyclohexylphenyl ketone (Irgacure 184), 2-benzyl-2-(dimethylamino )-1-[4-(4-morpholinyl)phenyl]-1-butanone, Irgacure 369), alpha-aminoacetophenone (Irgacure 907), such as aminoketone-based photoinitiators, benzyldimethylketal (Irgacure-651) ), such as benzyldimethyl ketal-based photoinitiators, bis-acyl phosphine-based photoinitiators such as phenyl bis(2,4,6,-trimethylbenzoyl) (Irgacure 819), 2,4, A mono-acyl phosphine-based photoinitiator such as 6-trimethylbenzoyl-diphen
  • the polymerization initiator is 2,4,6-trimethylbenzoyl-diphenylphosphine oxide [2,4,6-trimethylbenzoyl-diphenylphosphine oxide; TPO], bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide [bis (2,4,6-trimethylbenzoyl)-phenylphosphine oxide] and 2,4,6-trimethylbenzoylepoxyphenyl phosphine oxide [2 ,4,6-trimethylbenzoyl ethoxyphenyl phosphine oxide].
  • FIG. 2 is an absorbance graph of a polymerization initiator according to an embodiment of the present invention. Specifically, FIG. 2 is an absorbance graph for 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (TPO), which is a polymerization initiator.
  • TPO 2,4,6-trimethylbenzoyl-diphenylphosphine oxide
  • the polymerizable composition may further include one or more additives selected from the group consisting of a heat stabilizer, a UV stabilizer, and an antioxidant.
  • the polymerizable composition further contains additives such as surfactants, adhesion aids, stabilizers, adhesion promoters, curing accelerators, thermal polymerization inhibitors, dispersants, plasticizers, fillers, and defoamers within the range that does not adversely affect the polymerizable composition. You may.
  • the additive may be used in an amount of 0.001 to 10 parts by weight based on 100 parts by weight of the total of the first monomer and the second monomer.
  • the polymerizable composition according to an embodiment of the present invention does not include a silicone-based monomer.
  • a silicone-based monomer When a silicone-based monomer is included, it is not easy to control the viscosity of the polymerizable composition, and when stored for a long time about one year or stored under severe conditions, deterioration or deterioration of physical properties may occur. Therefore, the stability of the organic layer prepared by the polymerizable composition including the silicone-based monomer may be reduced.
  • siloxane-based outgas may be generated under high-temperature conditions. Therefore, when the polymerizable composition including the silicone-based monomer is used as an encapsulant of the organic light emitting device, damage may occur to the organic light emitting device.
  • the polymerizable composition may be prepared as a solvent-free composition.
  • solvent-free composition means that the composition does not contain a solvent, for example, an organic solvent or an aqueous solvent.
  • the solvent drying process can be omitted, so that the process efficiency can be improved.
  • bubbles due to the solvent are not generated, thereby preventing deterioration of the function of the encapsulant.
  • the polymerizable composition according to an embodiment of the present invention may be applied to inkjet printing.
  • inkjet printing multihead equipment containing several nozzles may be used.
  • the viscosity and surface tension of the polymerizable composition can be adjusted.
  • the polymerizable composition may have a viscosity of 1 to 30 cPs.
  • the polymerizable composition in order to allow the polymerizable composition to be easily discharged from the inkjet head, may have a surface tension in the range of 20 to 45 mN/m.
  • the polymerizable composition according to an embodiment of the present invention has excellent storage stability.
  • the polymerizable composition according to an embodiment of the present invention has a first flexibility (Aa), a first viscosity (Ab), a first degree of curing (Ac), a first shrinkage ratio (Ad), and a first surface tension. (Ae).
  • first flexibility Aa
  • Ab first viscosity
  • Ac first degree of curing
  • Ad first shrinkage ratio
  • Ae first surface tension
  • the polymerizable composition according to an embodiment of the present invention in the initial storage test, first flexibility (Aa), first viscosity (Ab), first degree of curing (Ac), first shrinkage (Ad) and a first surface tension (Ae).
  • the polymerizable composition according to an embodiment of the present invention After sealed storage for one year at room temperature (25°C ⁇ 10°C), the polymerizable composition according to an embodiment of the present invention has a second flexibility (Ba), a second viscosity (Bb), a second degree of curing (Bc), It has a second shrinkage ratio (Bd) and a second surface tension (Be).
  • the polymerizable composition may be sealed in an 18L canister container and stored at a constant temperature.
  • the storage vessel may be made of a stable material that does not react with the polymerizable composition.
  • the polymerizable composition may be stored in a storage container made of glass or stainless steel.
  • the polymerizable composition according to an embodiment of the present invention has a third flexibility (Ca), a third viscosity (Cb), a third degree of curing (Cc), and a third shrinkage ( Cd) and a third surface tension (Ce).
  • the polymerizable composition according to an embodiment of the present invention has an Index of Storage Variation (ISV) of 18 or less.
  • ISV Index of Storage Variation
  • the storage change index (ISV) according to an embodiment of the present invention is obtained by Equation 1 below.
  • ISV (
  • the first flexibility (Aa) is measured by a nanoindenter (model name: PICODENTOR HM500) that measures physical properties according to DIN EN ISO 14577-1 and ASTM E 2546 standards.
  • the first flexibility (Aa) was measured using a PICODENTOR HM500, a nanoindenter.
  • the polymerizable composition is spin-coated to a thickness of 8 ⁇ m on a 50 mm * 50 mm glass substrate before the storage test, and cured using ultraviolet rays under N 2 atmosphere.
  • the polymerizable composition coated on the glass substrate is cured to prepare an organic film.
  • a 2.0 mN load is applied to the organic film (cured film) formed of the polymerizable composition for 5 seconds to measure the modulus (MPa).
  • the measured modulus (MPa) value corresponds to the flexibility.
  • the second flexibility (Ba) is measured using a sample of the polymerizable composition after the polymerizable composition is sealed and stored at room temperature (25°C ⁇ 10°C) for one year.
  • the method of measuring the second flexibility (Ba) is the same as the method of measuring the first flexibility (Aa).
  • the third flexibility (Ca) is measured using a sample of the polymerizable composition after sealed storage of the polymerizable composition at 50°C for one year.
  • the method for measuring the third flexibility (Ca) is the same as the method for measuring the first flexibility (Aa).
  • the first flexibility (Aa) is 1985 to 2416 MPa
  • the second flexibility (Ba) is 1947 to 2390 MPa
  • the third flexibility (Ca) is 1935 to 2375 MPa.
  • An organic film prepared using the polymerizable composition having a flexibility within this range has an excellent modulus and can effectively block oxygen, moisture, and the like.
  • the first viscosity (Ab) is measured at 25° C. using a Brookfield DV2T analysis instrument for the polymerizable composition before storage test according to the method specified in ASTM D 2196. Specifically, 0.5 ml of the polymerizable composition is loaded into Brookfield's DV2T analysis equipment, and the first viscosity (Ab) is measured by setting the torque to 50%.
  • the second viscosity (Bb) is measured by collecting a sample of the polymerizable composition after sealing and storing the polymerizable composition at room temperature (25°C ⁇ 10°C) for one year.
  • the second viscosity (Bb) measuring method is the same as the first viscosity (Ab) measuring method.
  • a 3rd viscosity (Cb) collects and measures the sample of a polymeric composition, after sealingly storing a polymeric composition at 50 degreeC for 1 year.
  • the third viscosity (Cb) measuring method is the same as the first viscosity (Ab) measuring method.
  • the first viscosity (Ab) is 19.5 to 22.0 cPs
  • the second viscosity (Bb) is 19.8 to 22.2 cPs
  • the third viscosity (Cb) is 19.8 to 23.0 cPs
  • the degree of curing may be calculated by the following Reference Equation 1.
  • the first degree of curing (Ac) is measured using a Spectrum 100 FTIR Spectrometer manufactured by PerkinElmer for the polymerizable composition before the storage test.
  • the polymerizable composition is spin-coated to a thickness of 8 ⁇ m on a 50 mm*50 mm glass substrate, and cured using ultraviolet rays under N 2 atmosphere. Specifically, by irradiating 1,500 mJ/cm 2 of light with a wavelength of 395 nm using an LED lamp, the polymerizable composition coated on the glass substrate is cured to prepare an organic film. Using a Spectrum 100 FTIR Spectrometer manufactured by PerkinElmer, an infrared spectrum was measured in a range of 0 to 2000 cm -1 with a wave number in a reflection mode (ATR) for the organic film.
  • ATR reflection mode
  • the degree of curing is calculated according to Reference Equation 1.
  • the result value corresponds to the first degree of hardening (Ac).
  • the second degree of curing (Bc) is measured by collecting a sample of the polymerizable composition after sealing the polymerizable composition at room temperature (25°C ⁇ 10°C) for one year and storing it.
  • the method for measuring the second degree of curing (Bc) is the same as the method for measuring the first degree of curing (Ac).
  • a 3rd degree of hardening (Cc) collects and measures the sample of a polymeric composition, after sealing and storing a polymeric composition at 50 degreeC for 1 year.
  • the method for measuring the third degree of curing (Cc) is the same as the method for measuring the first degree of curing (Ac).
  • the first degree of curing (Ac) is 93 to 95%
  • the second degree of curing (Bc) is 92 to 94%
  • the third degree of curing (Cc) is 92 to 94%.
  • the shrinkage rate is calculated from the change in diameter before and after curing when the polymerizable composition is cured in a container having a specific size.
  • the first shrinkage rate (Ad) is calculated from the change in diameter before and after curing of the polymerizable composition before the storage test filled in a glass tube having an inner diameter of 11.5 mm.
  • 2 g of the polymerizable composition is filled in a glass tube having an inner diameter of 11.5 mm and a height of 100 mm.
  • the diameter of the polymerizable composition before curing is 11.5 mm.
  • the polymerizable composition filled in the glass tube is cured by irradiating ultraviolet rays. Specifically, the polymerizable composition is cured by irradiating light with a wavelength of 395 nm using an LED lamp at an amount of 5,000 mJ/cm 2 . After curing, the glass tube is broken to obtain a rod-shaped cured product formed by the polymerizable composition. The obtained rod-shaped cured product is aged at room temperature for 30 minutes. Next, measure the diameter of the 10 mm point under the rod-shaped cured product. The diameter at a point 10 mm below the rod-shaped cured product corresponds to the “diameter after curing”. Next, using the "diameter before curing" of 11.5 mm and the diameter after curing, the shrinkage rate is calculated according to Reference Equation 4.
  • the second shrinkage ratio (Bd) is measured by collecting a sample of the polymerizable composition after sealing the polymerizable composition at room temperature (25°C ⁇ 10°C) for one year.
  • the second shrinkage ratio (Bd) measuring method is the same as the first shrinkage ratio (Ad) measuring method.
  • the third shrinkage rate (Cd) is measured by collecting a sample of the polymerizable composition after sealing the polymerizable composition at 50°C for 1 year.
  • the third method for measuring the shrinkage rate (Cd) is the same as the method for measuring the first shrinkage rate (Ad).
  • the first shrinkage rate (Ad) may be 2.5 to 3.0%
  • the second shrinkage rate (Bd) may be 2.5 to 3.1%
  • the third shrinkage rate (Cd) may be 2.5 to 3.1%.
  • the first surface tension (Ae) is measured by using an O-Ring with KRUSS Tension Meter K9 for the polymerizable composition before storage test according to the method specified in ISO 304. Specifically, using KRUSS Tension Meter K9, 20 g of the polymerizable composition is put into the O-Ring, and the first surface tension (Ae) is measured in the Max mode.
  • the second surface tension (Be) is measured by collecting a sample of the polymerizable composition after sealing and storing the polymerizable composition at room temperature (25°C ⁇ 10°C) for one year.
  • the second surface tension (Be) measurement method is the same as the first surface tension (Ae) measurement method.
  • the third surface tension (Ce) is measured by collecting a sample of the polymerizable composition after sealing the polymerizable composition at 50° C. for one year.
  • the third surface tension (Ce) measuring method is the same as the first surface tension (Ae) measuring method.
  • the first surface tension (Ae) is 35.0 to 35.9 mN/m
  • the second surface tension (Be) is 35.2 to 36.1 mN/m
  • the third surface tension (Ce) is 35.2 to 36.1 mN/m.
  • the polymerizable composition having such surface tension characteristics has sufficient surface tension and can be easily discharged from the inkjet head. Accordingly, the polymerizable composition can be smoothly jetted by the inkjet equipment.
  • the first surface tension (Ae), the second surface tension (Be), and the third surface tension (Ce) are adjusted as described above.
  • the polymerizable composition when the polymerizable composition has a storage change index (ISV) of 18 or less, the polymerizable composition has excellent storage stability, so that there is little or little variation in quality during the use period, the polymerizable composition
  • ISV storage change index
  • the reliability of the organic film produced by the method can be guaranteed. Accordingly, stability and reliability of the encapsulant 590 including the organic layer and the display device 100 may be improved.
  • a first monomer having a low viscosity of 100 cPs or less and a second monomer having a high viscosity exceeding 100 cPs are mixed in a predetermined ratio, whereby flexibility, viscosity, degree of curing, shrinkage, surface tension
  • a polymerizable composition in which stability can be ensured in terms of can be prepared.
  • the storage change index (ISV) of the polymerizable composition may be 1 to 18, may be 3 to 17, may be 5 to 16 may be.
  • the first monomer may have an acrylic index (MH1) of 0.5 to 5.0
  • the second monomer may have an acrylic index (MH1) of 0.1 to 3.0.
  • the acrylic index (MH1) may be obtained by Equation 2 below.
  • MH1 (molecular weight of monomer * X) / ⁇ total number of atoms in monomer * (total number of carbon atoms in monomer - total number of oxygen atoms in monomer) ⁇
  • X is the number of acrylic groups.
  • the ratio of acryl groups is high, so that the acrylic index (MH1) is high. Since the acrylic group is involved in polymerization, it can be said that the higher the acrylic index (MH1), the better the polymerizable composition.
  • the acrylic index (MH1) of the first monomer is less than 0.5, a problem in which the polymerization properties of the polymerizable composition are lowered may occur, and when it exceeds 5.0, a problem in which the polymerization properties of the polymerizable composition are excessively increased may occur.
  • the acrylic index (MH1) of the second monomer is less than 0.1, a problem in which polymerization properties of the polymerizable composition are lowered may occur, and when it exceeds 3.0, a problem in which polymerization properties of the polymerizable composition are excessively increased may occur.
  • the acrylic index (MH1) of the first monomer may be 0.5 to 5.0, 0.5 to 4.0, or 0.7 to 3.0.
  • Curing when the acrylic index (MH1) of the first monomer is 0.5 to 5.0, the acrylic index (MH1) of the second monomer is 0.1 to 3.0, and the polymerizable monomer has a viscosity of 30 cPs or less or a viscosity of 23 cPs or less may be performed smoothly, and process efficiency may be improved.
  • the polymerizable composition according to an embodiment of the present invention has a low moisture concentration.
  • the polymerizable composition according to an embodiment of the present invention may have a moisture (H 2 O) concentration of 40 ppm or less. More specifically, the polymerizable composition according to an embodiment of the present invention may have a moisture (H 2 O) concentration of 20 ppm or less. Accordingly, when the organic layer 592 of the encapsulant 590 is formed by the polymerizable composition according to an embodiment of the present invention, the organic light emitting device 570 is formed by moisture contained in the organic layer 592 . damage can be prevented.
  • Another embodiment of the present invention provides an organic film prepared by the polymerizable composition according to an embodiment of the present invention.
  • the organic film according to another embodiment of the present invention may be formed by polymerization and curing of the polymerizable composition according to an embodiment of the present invention.
  • polymerization and curing of the polymerizable composition may be performed by irradiation with light.
  • the light applied to light irradiation includes, for example, electromagnetic waves such as microwaves, infrared rays, ultraviolet rays, and gamma rays, or electron beams such as alpha-particle beams, proton beams, and Neutron beams.
  • polymerization of the polymerizable composition may be achieved by irradiation of light having a wavelength of 500 nm or less.
  • polymerization of the polymerizable composition may be performed by visible light or ultraviolet light.
  • light having a wavelength of 290 to 450 nm may be irradiated, and light having a central wavelength of 380 to 410 nm may be irradiated.
  • the intensity of the light for example, may be 400 mW / cm 2 or less can be 100 to 400 mW / cm 2 range.
  • the amount of light may be 300 to 2500 mJ/cm 2 , and may be in the range of 500 to 1500 mJ/cm 2 .
  • the organic layer may have a thickness of 0.5 to 100 ⁇ m. More specifically, the organic layer may have a thickness of 1 to 90 ⁇ m, and may have a thickness of 5 to 70 ⁇ m.
  • the organic layer according to another embodiment of the present invention may have a transmittance of 97.0% or more with respect to light having a wavelength of 400 nm based on a thickness of 8 ⁇ m.
  • FIG. 1 Another embodiment of the present invention provides an encapsulant 590 including an organic film formed by the polymerizable composition according to an embodiment of the present invention.
  • the encapsulant 590 is as shown in FIG. 1 .
  • the encapsulant 590 may include a first inorganic film 591 , an organic film 592 , and a second inorganic film 593 , and the organic film 592 of FIG. 1 is polymerized according to an embodiment of the present invention. It can be made by a sex composition.
  • an organic film 592 having excellent physical properties and lifespan characteristics can be manufactured, and accordingly , an encapsulant 590 having excellent moisture and oxygen barrier properties can be manufactured.
  • the organic layer 592 formed of the polymerizable composition according to an embodiment of the present invention has excellent light transmittance, visibility of the display device 100 to which the encapsulant 590 is applied may be improved.
  • the display device 100 may have, for example, the configuration shown in FIG. 1 .
  • a detailed description of the display device 100 will be omitted.
  • Another embodiment of the present invention provides a method for preparing a polymerizable composition.
  • a method for preparing a polymerizable composition according to another embodiment of the present invention includes mixing a first monomer, a second monomer, and a polymerization initiator.
  • the first monomer is represented by the following Chemical Formula 1, includes an acryl group, and has a viscosity of 1 to 100 cPs at 25°C.
  • i is an integer from 10 to 25
  • j is an integer from 10 to 40
  • k is an integer from 1 to 6
  • i/k is 2 or more.
  • the second monomer is represented by the following Chemical Formula 2, includes an acryl group, and has a viscosity of more than 100 cPs and 500 cPs or less at 25°C.
  • p is an integer from 10 to 28
  • q is an integer from 10 to 54
  • r is an integer from 1 to 6
  • p/r is 2 or more.
  • a tank used for preparing the polymerizable composition is first cleaned.
  • acetone can be used for tank cleaning.
  • acetone can be used to clean tanks and piping.
  • the raw materials are put into a tank and mixed to prepare a mixed solution.
  • a first monomer, a second monomer and a polymerization initiator are used as raw materials for producing the polymerizable composition.
  • the first monomer, the second monomer and the polymerization initiator are charged into the tank and mixed.
  • 50 to 80 parts by weight of the first monomer, 20 to 50 parts by weight of the second monomer, and 5 parts by weight or less of the polymerization initiator may be used.
  • the polymerization initiator may be used in an amount of 1 to 5 parts by weight, or 3 to 5 parts by weight, based on 100 parts by weight of the total of the first monomer and the second monomer.
  • 2,4,6-trimethylbenzoyl-diphenylphosphine oxide 2,4,6-trimethylbenzoyl-diphenylphosphine oxide; TPO
  • bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide bis (2,4,6-trimethylbenzoyl)-phenylphosphine oxide]
  • 2,4,6-trimethylbenzoylepoxyphenyl phosphine oxide 2 ,4,6-trimethylbenzoyl ethoxyphenyl phosphine oxide
  • the polymerization initiator When the polymerization initiator is a solid, the polymerization initiator is dissolved in the monomer.
  • the polymerization initiator may be dissolved in the first monomer, may be dissolved in the second monomer, or may be dissolved in a monomer solution in which the first monomer and the second monomer are mixed.
  • a small amount of monomer may be used separately.
  • a solution of the polymerization initiator dissolved in the first monomer may be added to the mixed solution of the first monomer and the second monomer.
  • the polymerization initiator solution dissolved in the second monomer may be added to the mixed solution of the first monomer and the second monomer.
  • the polymerization initiator in a solid state When the polymerization initiator in a solid state is not completely dissolved, the polymerization initiator may precipitate during long-term storage of the polymerizable composition, and haze of the polymerizable composition may increase. As a result, polymerization and curing may not be performed smoothly in the process of forming the organic film using the polymerizable composition, and optical properties of the organic film formed by the polymerizable composition may be deteriorated. Therefore, it is important to completely dissolve the polymerization initiator in the monomer.
  • the mixture of the polymerization initiator and the monomer is stirred at 40° C. at a stirring rate of 100 RPM for 4 hours. Accordingly, a liquid mixture containing the first monomer, the second monomer and the polymerization initiator is prepared.
  • the mixed solution including the first monomer, the second monomer and the polymerization initiator is filtered through circulation.
  • a 0.05 ⁇ m filter is installed between the bottom of the tank and the packaging line, and the temperature of the tank is maintained at 23°C ⁇ 5°C, nitrogen gas of 99.999% purity (N 2 ) while spraying the tank at a pressure of 1.2 kgf/cm 2 , circulation filtration is performed at a stirring speed of 50 rpm.
  • Nitrogen gas (N 2 ) is used as a purge gas, and moisture contained in the mixed solution is removed by nitrogen gas (N 2 ).
  • the circulation filtration is carried out for 20 hours or more, and moisture contained in the mixed solution is removed during the circulation filtration to complete the polymerizable composition.
  • the polymerizable composition according to an embodiment of the present invention may have a moisture (H 2 O) concentration of 40 ppm or less.
  • the polymerizable composition contains no or few particles.
  • the polymerizable composition does not include particles having a particle diameter of 0.5 ⁇ m or more, and may include 22 particles/L or less of particles having a particle diameter of less than 0.5 ⁇ m.
  • it is necessary to minimize the particles in the polymerizable composition since a problem such as pinholes may occur in the organic film formed by the polymerizable composition.
  • the polymerizable composition thus completed is stored in a canister container.
  • a canister container For storage stability, after the polymerizable composition is put into a canister container, it may be sealed after being filled with nitrogen gas.
  • the monomers in Table 1 below were used to prepare the polymerizable composition.
  • C/O ratio means the i/k value of the first monomer represented by the following formula (1) or the p/r value of the second monomer represented by the following formula (2).
  • MH1 in Table 1 means the acrylic index, and is calculated by the following formula 2.
  • MH1 (molecular weight of monomer * X) / ⁇ total number of atoms in monomer * (total number of carbon atoms in monomer - total number of oxygen atoms in monomer) ⁇
  • Equation 2 X is the number of acrylic groups.
  • 1,12-Dodecanediol Dimethacrylate (first monomer A1) may be represented by the following Chemical Formula 7
  • the tetraethylene glycol diacrylate [Tetra(ethylene glycol) diacrylate] (the first monomer A2) may be represented by the following Chemical Formula 8.
  • Benzyl acrylate (first monomer A3) may be represented by the following Chemical Formula 9.
  • 2-Phenylphenoxyethyl acrylate (second monomer B1) may be represented by the following Chemical Formula 10.
  • Tricyclodecane dimethanol diacrylate (second monomer B2) may be represented by the following Chemical Formula 11.
  • 3-(trimethoxysilyl)propyl methacrylate [3-(trimethoxysilyl)propyl methacrylate] (comparative monomer) may be represented by the following Chemical Formula 12.
  • the tank and the pipe were cleaned using acetone.
  • the mixture formed by the first monomer, the second monomer and the polymerization initiator was filtered through circulation.
  • a filter of 0.05 ⁇ m standard is mounted on the tank, and while the temperature of the tank is maintained at 23°C ⁇ 5°C, nitrogen gas (N 2 ) having a purity of 99.999% is sprayed into the tank at a pressure of 1.2kgf/cm 2 Circulation filtration was performed at a stirring speed of 50 rpm.
  • Nitrogen gas (N 2 ) is used as a purge gas, and moisture was removed by nitrogen gas (N 2 ).
  • Cyclic filtration was run for 20 hours. Moisture contained in the mixed solution is removed during circulation filtration to complete the polymerizable composition. After circulation filtration, the water (H 2 O) concentration of the polymerizable composition according to Example 1 was 35 ppm.
  • the polymerizable composition according to Example 1 does not contain particles having a particle diameter of 0.5 ⁇ m or more, and includes 5 particles/L having a particle diameter of less than 0.5 ⁇ m.
  • the polymerizable composition according to Example 1 thus completed was stored in a nitrogen-filled canister container, and then packaged and sealed.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 130 g of the first monomer A2, 70 g of the second monomer B2, and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 130 g of the first monomer A1, 70 g of the second monomer B2, and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 130 g of the first monomer A2, 70 g of the second monomer B1 and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 130 g of the first monomer A1, 70 g of the comparative monomer C1, and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 130 g of the first monomer A2, 70 g of the comparative monomer C1, and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that 200 g of the first monomer A1 and 6 g of the polymerization initiator (TPO) were used.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that the process of injecting nitrogen gas (N 2 ) into the pressure tank was omitted during the circulation filtration process.
  • a polymerizable composition was prepared in the same manner as in Example 1, except that the tank was not equipped with a filter during the circulation filtration process.
  • Measuring device Model 831KF Coulomter from METROHM
  • Measurement method 0.5 g of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 was collected with a die and injected into a moisture meter to measure the moisture content.
  • Measuring device Model SLS-1200 from NanoVision Technology
  • Measurement method Using a clean bottle, 200 g of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 was collected and injected into a measuring device at a suction rate of 5 ml to measure the number of particles per L.
  • Measurement standard Measured according to the method specified in ASTM E 2546
  • Measuring device Nanointenter. PICODENTOR HM500 model from Helmut Fischer
  • Measurement method Spin-coating a polymerizable composition to a thickness of 8 ⁇ m on a 50 mm * 50 mm glass substrate, and irradiating 1,500 mJ/cm 2 of ultraviolet rays with a wavelength of 395 nm using an LED lamp under N 2 atmosphere, the polymerizable composition coated on the glass substrate An organic film is prepared by curing the composition. Next, a 2.0 mN load is applied to the organic film (cured film) formed of the polymerizable composition for 5 seconds to measure the modulus (MPa). The measured modulus (MPa) value corresponds to the flexibility.
  • Second flexibility (Ba) the polymerizable composition measured after sealed storage of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 in a canister container at room temperature (25° C. ⁇ 10° C.) for 1 year.
  • the flexibility is referred to as a second flexibility (Ba).
  • the flexibility index is calculated as the sum of "(
  • the polymerizable compositions according to Examples 1 to 6 have a low flexibility index, have little change in flexibility after long-term storage, and are very stable compositions in terms of flexibility.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high flexibility index, have a large change in flexibility after long-term storage, and are not stable compositions in terms of flexibility.
  • Measurement standard Measured according to the method specified in ASTM D 2196
  • Measurement method 0.5 ml of a polymerizable composition is loaded, and a torque is set to 50% and measured.
  • First viscosity (Ab) Before the storage test, the viscosity measured for the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6, respectively, is referred to as a first viscosity (Ab).
  • Second viscosity (Bb) The viscosity of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at room temperature (25° C. ⁇ 10° C.) for 1 year was obtained as a second value. It is called the viscosity (Bb).
  • Third viscosity (Cb) The viscosity of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at 50° C. for 1 year is referred to as the third viscosity (Cb). .
  • the viscosity index is calculated as the sum of "(
  • Viscosity Index (
  • the polymerizable compositions according to Examples 1 to 6 have a low viscosity index, have a small change in viscosity after long-term storage, and are very stable compositions in terms of viscosity.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high viscosity index, a large change in viscosity after long-term storage, and unstable composition in terms of viscosity.
  • Measuring device Spectrum 100 FTIR Spectrometer from PerkinElmer
  • UV LED 395nm light source (Phoseon FE300 3W)
  • the polymerizable composition is spin-coated to a thickness of 8 ⁇ m on a 50 mm*50 mm glass substrate, and cured using ultraviolet rays under N 2 atmosphere. Specifically, by irradiating 1,500 mJ/cm 2 of light with a wavelength of 395 nm using an LED lamp, the polymerizable composition coated on the glass substrate is cured to prepare an organic film. Using a Spectrum 100 FTIR Spectrometer manufactured by PerkinElmer, an infrared spectrum was measured in a range of 0 to 2000 cm -1 with a wave number in a reflection mode (ATR) for the organic film.
  • ATR reflection mode
  • Second degree of curing (Bc) The degree of curing of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at room temperature (25° C. ⁇ 10° C.) for 1 year 2 It is called the degree of hardening (Bc).
  • Third degree of curing (Cc) The third degree of curing (Cc) of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at 50° C. for 1 year say
  • Example 1 94.00 93.60 93.80 0.4 0.2 0.6
  • Example 2 93.80 93.33 93.52 0.5 0.3 0.8
  • Example 3 94.10 93.72 93.54 0.4 0.6
  • Example 4 93.60 93.13 92.94 0.5 0.7 1.2
  • Example 5 93.60 92.76 92.94 0.9 0.7 1.6
  • Example 6 93.20 92.73 92.73 0.5 0.5 1.0 Comparative Example 1 92.10 86.48 85.65 6.1 7.0 13.1 Comparative Example 2 93.10 88.54 86.86 4.9 6.7 11.6 Comparative Example 3 93.80 93.42 93.33 0.4
  • the curing index is calculated as the sum of "(
  • Curing index (
  • the polymerizable compositions according to Examples 1 to 6 have a low degree of curing index, have a small change in degree of curing after long-term storage, and are very stable compositions in terms of degree of curing.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high degree of curing index, a large change in curing degree after long-term storage, and unstable composition in terms of curing degree.
  • Vernier calipers CD-20CPX from Mitutoyo
  • UV LED 395nm light source (Phoseon FE300 3W)
  • 2 g of the polymerizable composition is filled in a glass tube having an inner diameter of 11.5 mm and a height of 100 mm. Therefore, it can be said that the diameter of the polymerizable composition before curing is 11.5 mm.
  • the polymerizable composition filled in the glass tube is cured by irradiating ultraviolet rays. Specifically, the polymerizable composition is cured by irradiating light with a wavelength of 395 nm using an LED lamp at an amount of 5,000 mJ/cm 2 . After curing, the glass tube is broken to obtain a rod-shaped cured product formed by the polymerizable composition. The obtained rod-shaped cured product is aged at room temperature for 30 minutes. Next, measure the diameter of the 10 mm point under the rod-shaped cured product. The diameter at a point 10 mm below the rod-shaped cured product corresponds to the “diameter after curing”. Next, using the "diameter before curing" of 11.5 mm and the diameter after curing, the shrinkage rate is calculated according to Reference Equation 4.
  • Second shrinkage (Bd) the shrinkage of the polymerizable composition measured after sealed storage of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 respectively at room temperature (25°C ⁇ 10°C) for 1 year was the second It is called shrinkage (Bd).
  • Third shrinkage ratio (Cd) The shrinkage ratio of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at 50° C. for 1 year is referred to as the third shrinkage ratio (Cd). .
  • the shrinkage index is calculated as the sum of "(
  • Shrinkage index (
  • the polymerizable compositions according to Examples 1 to 6 have a low shrinkage index, have little change in shrinkage after long-term storage, and are very stable compositions in terms of shrinkage.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high shrinkage index, a large change in shrinkage after long-term storage, and an unstable composition in terms of shrinkage.
  • Measurement standard measured according to the method specified in ISO 304
  • Measurement mode O-Ring, Max Mode
  • Measurement method Using KRUSS Tension Meter K9, 20 g of the polymerizable composition is applied to the O-Ring, and the surface tension (Ae) is measured in the Max measurement mode.
  • Second surface tension (Be) the surface tension of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at room temperature (25° C. ⁇ 10° C.) for 1 year It is called the second surface tension (Be).
  • Third surface tension (Ce) The surface tension of the polymerizable composition measured after sealed storage of each of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 at 50° C. for 1 year is the third surface tension (Ce). ) is called
  • the surface tension index is calculated as the sum of "(
  • the polymerizable compositions according to Examples 1 to 6 have a low surface tension index, have small changes in surface tension after long-term storage, and are very stable compositions in terms of surface tension.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high surface tension index, a large change in surface tension after long-term storage, and an unstable composition in terms of surface tension.
  • the Index of Storage Variation (ISV) of the polymerizable compositions prepared in Examples 1 to 6 and Comparative Examples 1 to 6 is calculated by the following Equation 1.
  • ISV (
  • the polymerizable compositions according to Examples 1 to 6 have a low storage change index, and are stable compositions having excellent long-term storage performance.
  • the polymerizable compositions according to Comparative Examples 1 to 6 have a high storage change index, and thus have poor long-term storage performance and are not stable compositions.
  • gate electrode 541 source electrode
  • drain electrode 570 organic light emitting device
  • first electrode 572 organic light emitting layer

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Abstract

Un mode de réalisation de la présente invention est une composition polymère qui comprend un premier monomère ayant un groupe acryle, un second monomère ayant un groupe acryle et ayant une viscosité différente de celle du premier monomère, et un initiateur de polymérisation, et qui a un indice de variation au stockage (ISV) de 18 ou moins.
PCT/KR2021/000933 2020-01-22 2021-01-22 Composition polymère ayant une excellente stabilité au stockage, agent d'encapsulation et dispositif d'affichage WO2021150071A1 (fr)

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KR20160049953A (ko) * 2014-10-28 2016-05-10 삼성에스디아이 주식회사 광경화 조성물, 이를 포함하는 유기보호층, 및 이를 포함하는 장치
JP2016222755A (ja) * 2015-05-27 2016-12-28 日油株式会社 コア粒子、及びそれを用いたコア−シェル粒子
KR20160150256A (ko) * 2015-06-19 2016-12-29 삼성에스디아이 주식회사 유기발광표시장치
JP2018131563A (ja) * 2017-02-16 2018-08-23 株式会社菱晃 硬化性樹脂組成物及びその硬化物、並びにコーティング材、シート及びフィルム

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KR20210095084A (ko) 2021-07-30
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CN115003705A (zh) 2022-09-02
KR20210095085A (ko) 2021-07-30
KR102607357B1 (ko) 2023-11-29

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