Composition for encapsulating an organic light-emitting element, and an organic light-emitting element display device including an organic layer produced therefrom

Abstract

To provide a composition for sealing an organic light-emitting element that can form an organic layer with a low dielectric constant after curing, and a composition for sealing an organic light-emitting element that can form an organic layer with excellent plasma resistance after curing.SOLUTION: A composition for sealing an organic light-emitting element includes a particular cyclic compound, a non-aromatic photocurable monomer, and an initiator. An organic light-emitting element display device 100 includes an organic layer 32 formed from the composition for sealing the organic light-emitting element.SELECTED DRAWING: Figure 1

Description

Technical Field

[0001] The present invention relates to a composition for encapsulating an organic light-emitting device and an organic light-emitting device display device including an organic layer produced therefrom. More specifically, the present invention relates to a composition for encapsulating an organic light-emitting device that reduces the plasma etching rate and the dielectric constant (dielectric constant, permittivity, ε) after curing, and an organic light-emitting device display device including an organic layer produced therefrom.

Background Art

[0002] When external moisture, oxygen, etc. penetrate into an organic light-emitting device, it can be easily damaged, its function can be lost, and its reliability can be reduced. Therefore, an organic light-emitting device must be encapsulated by a sealing layer including an organic layer formed of a composition for encapsulating an organic light-emitting device and an inorganic layer.

[0003] On the other hand, in an organic light-emitting device display device, in addition to the sealing layer, various display elements are additionally laminated on the upper and lower parts of the organic light-emitting device, respectively. However, various electricities, static electricity, or electromagnetic waves emitted from the display elements must affect the organic light-emitting device. Due to these various electricities, static electricity, or electromagnetic waves emitted from the display elements, the organic light-emitting device may malfunction or its function may be offset.

[0004] Therefore, in order to minimize the influence even when additional elements are laminated on the organic light-emitting device, a sealing layer with a low dielectric constant is required while having the basic function of encapsulating the organic light-emitting device.

[0005] The background art of the present invention is described in Patent Document 1 and the like.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0007] An object of the present invention is to provide a composition for encapsulating an organic light-emitting element that can form an organic layer having a low dielectric constant after curing.

[0008] Another object of the present invention is to provide a composition for encapsulating an organic light-emitting element that can form an organic layer having excellent plasma resistance after curing.

Means for Solving the Problems

[0009] One embodiment of the present invention is a composition for encapsulating an organic light-emitting element.

[0010] 1. The composition for encapsulating an organic light-emitting element contains a compound of the following Chemical Formula 1; a non-aromatic photocurable monomer; and an initiator:

[0011]

Chem.

[0012] (In the above Chemical Formula 1, A, B, C, D, E, F, X, Y, l, m, n, a, and b are as defined in the specific content for carrying out the following invention.)

[0013] 2. In the above 1., the compound of Chemical Formula 1 can contain one or more of the compounds of the following Chemical Formula 1-1, the compounds of the following Chemical Formula 1-2, and the compounds of the following Chemical Formula 1-3:

[0014]

Chem.

[0015] (In the above Chemical Formula 1-1, E, F, X, Y, a, and b are as defined in Chemical Formula 1 above.)

[0016] [Chemical formula]

[0017] (In the above chemical formula 1-2, E, F, X, Y, a, and b are as defined in the above chemical formula 1 respectively, R3 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.)

[0018] [Chemical formula]

[0019] (In the above chemical formula 1-3, E, F, X, Y, a, and b are as defined in the above chemical formula 1 respectively, R4 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.)

[0020] 3. In the above 1. or the above 2., the non-aromatic photocurable monomer can include one or more of mono(meth)acrylate having a substituted or unsubstituted C6-C30 alkyl group and di(meth)acrylate having a substituted or unsubstituted C6-C30 alkylene group.

[0021] 4. In the above 1. to the above 3., the composition can include 20% to 75% by weight of the compound of the chemical formula 1, 20% to 75% by weight of the non-aromatic photocurable monomer, and 0.1% to 5% by weight of the initiator, based on the solid content.

[0022] 5. In the above 1. to the above 4., the composition can further include an aromatic photocurable monomer including one or more of aromatic mono(meth)acrylate and aromatic di(meth)acrylate.

[0023] 6. In the above 5., one or more of the aromatic mono(meth)acrylate and aromatic di(meth)acrylate can further include silicon.

[0024] 7. In the above 6., the aromatic di(meth)acrylate may be represented by the following Chemical Formula 6;

[0025]

Chemical Formula

[0026] (In the above Chemical Formula 6, R 15 , R 16 , X1, X2, X3, X4, X5, X6, Y1, Y2, and n are as defined in the specific content for implementing the following invention respectively).

[0027] 8. In the above 5. to the above 7., the composition may contain, based on the solid content, 20% by weight to 75% by weight of the compound of Chemical Formula 1, 20% by weight to 75% by weight of the non-aromatic photocurable monomer, 0.1% by weight to 5% by weight of the initiator, and 1% by weight to 40% by weight of the aromatic photocurable monomer.

[0028] 9. In the above 1. to the above 8., the weight ratio of the total content of the monofunctional photocurable monomer (total content of the monofunctional photocurable monomer) to the total content of the photocurable monomer (total content of the photocurable monomer) in the composition may be 0.8 or less.

[0029] 10. In the above 1. to the above 9., the dielectric constant of the composition after curing may be 2.8 or less at 200 kHz and 25°C.

[0030] The organic light-emitting element display device according to another embodiment of the present invention includes an organic layer formed of the composition for encapsulating an organic light-emitting element according to an embodiment of the present invention.

[0031] 11. The organic light-emitting element display device may include an organic layer formed of the composition for encapsulating an organic light-emitting element described in any one of the above 1. to the above 10.

Advantages of the Invention

[0032] The present invention enables the provision of a composition for encapsulating an organic light-emitting element that can form an organic layer having a low dielectric constant after curing.

[0033] In addition, the present invention enables the provision of a composition for encapsulating an organic light-emitting element that can form an organic layer having excellent plasma resistance after curing.

Brief Description of the Drawings

[0034]

Figure 1

Figure 2

Embodiments for Carrying Out the Invention

[0035] With reference to the accompanying drawings, the present invention will be described in detail so that those having ordinary knowledge in the technical field to which the present invention pertains can easily implement it according to the embodiments. The present invention can be embodied in various different forms and is not limited to the embodiments described herein. To clearly describe the present invention in the drawings, parts not related to the description are omitted, and the same reference numerals are given to the same or similar components throughout the specification. In the drawings, the lengths and sizes of the respective components are for the purpose of explaining the present invention, and the present invention is not limited to the lengths and sizes of the respective components described in the drawings.

[0036] In this specification, “(meth)acrylic” means acrylic and / or methacrylic.

[0037] As used herein, unless otherwise defined, "substituted" means that one or more hydrogen atoms of the functional groups of the present invention are substituted with a halogen (F, Cl, Br or I), a hydroxy group, a nitro group, a cyano group, an imino group (=NH, =NR, where R is an alkyl group having 1 to 10 carbon atoms), an amino group (-NH2, -NH(R'), -N(R")(R"'), where R', R", and R"' are each independently an alkyl group having 1 to 10 carbon atoms), an amidino group, a hydrazine or hydrazone group, a carboxy group, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, a heteroaryl group having 3 to 30 carbon atoms, or a heterocycloalkyl group having 2 to 30 carbon atoms.

[0038] As used herein, "aryl group" means a functional group in which all elements of the cyclic substituent have p-orbitals and these p-orbitals form conjugation. An aryl group includes a monocyclic, non-condensed polycyclic, or condensed polycyclic functional group. At this time, condensation means a form of a ring in which adjacent pairs of carbon atoms share. An aryl group also includes a biphenyl group, a terphenyl group, or a quarterphenyl group, etc., in which two or more aryl groups are linked through a sigma bond. An aryl group can mean a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a chrysenyl group, etc.

[0039] As used herein, "alkoxylene group" can include all functional groups in which one or more alkylene groups and one or more oxygens are linked. For example, (alkylene group - oxygen) n - alkylene group, (alkylene group - oxygen - alkylene) n - alkylene group, alkylene group - oxygen, or -(oxygen - alkylene group) n -(where n is an integer from 1 to 10) can be included.

[0040] When describing the numerical range in this specification, "X to Y" means X or more and Y or less (X ≤ and ≤ Y).

[0041] The composition for encapsulating an organic light-emitting element according to one embodiment of the present invention (hereinafter, also simply referred to as "composition") contains (A) a compound represented by the following Chemical Formula 1, (B) a non-aromatic photocurable monomer, and (D) an initiator. Through this, the organic layer formed by photocuring the composition according to one embodiment of the present invention has a low etch rate with respect to plasma and excellent plasma resistance, so that the lifespan of the organic light-emitting element can be extended. Also, since the dielectric constant is low, by imparting insulating performance to the organic layer, the movement of electricity, static electricity, or electromagnetic waves from the outside of the organic layer to the organic light-emitting element is blocked, and it is possible to suppress the interference with the performance expression of the organic light-emitting element in the encapsulation layer.

[0042] In one embodiment, the composition according to one embodiment of the present invention has a dielectric constant after curing (preferably, the dielectric constant at 200 kHz and 25 °C after curing) of 2.8 or less. As a preferred specific example, it can be 2.6 to 2.8. Within these ranges, it is possible to realize good performance of the organic light-emitting element without being affected by external static electricity or electricity.

[0043] In one embodiment, the composition according to one embodiment of the present invention has a plasma etch rate according to the following Formula 1 of 6.0% or less after curing, and specifically can be 0% to 6.0%. Within these ranges, when forming an inorganic layer on the organic layer, the lifespan of the organic light-emitting element can be extended because the organic layer is not damaged:

[0044] [Number]

[0045] (In the above Formula 1, T1 is the initial thickness (unit: μm) of the organic layer obtained by forming a film of the composition on a silicon wafer (for example, vapor-depositing on the silicon wafer and irradiating with light having a UV wavelength for 10 seconds at 100 mW / cm 2 to photocure it), T2 is the thickness (unit: μm) of the organic layer after processing the organic layer with inductively coupled plasma (ICP) using ICP CVD (BMR Technology) under the conditions of ICP power: 2500 W, RE power: 300 W, DC bias: 200 V, Ar flow: 50 sccm, etching time: 1 min, and pressure: 10 mtorr.

[0046] The thickness (or height) of the organic layer can be measured by FE-SEM (Hitachi High Technologies Corporation). However, the method for measuring the thickness (or height) of the organic layer is not limited thereto.

[0047] Hereinafter, each component that may be included in the composition according to an embodiment of the present invention will be described in detail.

[0048] [Compound of Chemical Formula 1] The composition according to an embodiment of the present invention includes a compound of the following Chemical Formula 1 as a photocurable monomer. The composition according to an embodiment of the present invention can achieve the dielectric constant and the plasma etching rate, which are the effects of the present invention, only when it includes not only the compound of the following Chemical Formula 1 but also Component (B) described in detail below:

[0049] [Chemical Formula]

[0050] (In Chemical Formula 1, A, B, C, and D are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted alkyl ether group having 1 to 20 carbon atoms, a substituted or unsubstituted secondary or tertiary amino group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted arylalkylene group having 7 to 30 carbon atoms, or a substituted or unsubstituted alkoxylene group having 1 to 20 carbon atoms, E and F are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, l, m, and n are each independently 0 or 1, and l + m + n is not 0, B l , C m , D n may each independently be linked to A to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, C m , D n may each independently be linked to B l to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, D n is linked to C m to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, X and Y are as shown in Chemical Formula 2 below,

[0051] [Chemical Formula]

[0052] (In Chemical Formula 2 above, * is the bonding site of the element, R1 is a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, R2 is hydrogen or a methyl group) a is an integer from 0 to 5, b is an integer from 0 to 5, and a + b is an integer from 1 to 10).

[0053] In Chemical Formula 1, when l is 0, that is, B0 means that B is not included in Chemical Formula 1; when l is 1, that is, B1 means that B is included in Chemical Formula 1. In Chemical Formula 1, when m is 0, that is, C0 means that C is not included in Chemical Formula 1; when m is 1, that is, C1 means that C is included in Chemical Formula 1. In Chemical Formula 1, when n is 0, that is, D0 means that D is not included in Chemical Formula 1; when n is 1, that is, D1 means that D is included in Chemical Formula 1.

[0054] Preferably, a and b are each an integer from 0 to 2, and a + b can be an integer from 1 to 4.

[0055] Preferably, A, B, C, and D can each independently be a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms. Preferably, E and F can each independently be hydrogen or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms.

[0056] In one specific example, the compound of Chemical Formula 1 can include one or more of the compounds represented by the following Chemical Formula 1-1, the compound represented by the following Chemical Formula 1-2, and the compound represented by the following Chemical Formula 1-3:

[0057]

Chemical Structure

[0058] (In Chemical Formula 1-1, E, F, X, Y, a, and b are as defined in Chemical Formula 1 above)

[0059]

Chemical Structure

[0060] (In Chemical Formula 1-2, E, F, X, Y, a, and b are as defined in Chemical Formula 1 respectively, R3 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms)

[0061]

Chemical Structure

[0062] (In Chemical Formula 1-3, E, F, X, Y, a, and b are as defined in Chemical Formula 1 respectively, R4 is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms).

[0063] The compound of Chemical Formula 1 is not particularly limited, and examples thereof include adamantyl (meth)acrylate including isobornyl (meth)acrylate, 1-adamantyl (meth)acrylate, 2-adamantyl (meth)acrylate, etc., tricyclodecane dimethanol di(meth)acrylate, and dicyclopentanyl (meth)acrylate, and can include one or more thereof.

[0064] Since the compound of Chemical Formula 1 is included together with Component (B), (D), or Components (B), (C), (D), it is preferably included in a predetermined content with respect to these Components (B), (D), or these Components (B), (C), (D).

[0065] The content of Chemical Formula 1 is not particularly limited. In one specific example, the compound of Chemical Formula 1 can be contained in an amount of 20% to 75% by weight based on the solid content of the composition (assuming the solid content is 100% by weight). Within the above range, the plasma etching rate, which is an effect of the present invention, and the dielectric constant are further improved. Specifically, the compound of Chemical Formula 1, based on the solid content of the composition, can be, for example, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, or 75% by weight, and can also be, for example, contained in an amount of 20% to 70% by weight, 30% to 70% by weight, or 30% to 60% by weight.

[0066] The compound of Chemical Formula 1 may be one produced by a conventional method known to those skilled in the art, or a commercially available substance may be used.

[0067] [(B) Non-aromatic photocurable monomer] The non-aromatic photocurable monomer forms an organic layer by undergoing a curing reaction with component (A). The non-aromatic photocurable monomer is contained in the composition according to one embodiment of the present invention, and particularly, by being contained within an appropriate content range, it can help to lower the dielectric constant of the composition after curing according to one embodiment of the present invention by ensuring that component (A) is within the scope of the present invention. The non-aromatic photocurable monomer is different from the compound of Chemical Formula 1.

[0068] The content of the non-aromatic photocurable monomer is not particularly limited. In one specific example, the non-aromatic photocurable monomer is in the range of 20% to 75% by weight, based on the solid content of the composition (assuming the solid content is 100% by weight), for example, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, or 75% by weight. Also, for example, it can be contained in the range of 25% to 70% by weight or 25% to 65% by weight. Within these ranges, the photocuring rate of the composition becomes higher, the strength of the sealing layer becomes higher, and a more suitable value for the dielectric constant, which is an effect of the present invention, can be ensured.

[0069] The non-aromatic photocurable monomer means a monomer that has one or more photocurable functional groups but does not have an aromatic group. The non-aromatic photocurable monomer is different from the compound of Chemical Formula 1 above. As a preferred embodiment, the non-aromatic photocurable monomer can include a photocurable monomer having one or two (meth)acrylate groups. When the photocurable monomer having one or two (meth)acrylate groups is included together with Component (A) and Component (D), the realization of the effects of the present invention can be facilitated.

[0070] In one specific example, the non-aromatic photocurable monomer can be a monofunctional or difunctional (meth)acrylate.

[0071] For example, the non-aromatic photocurable monomer can include one or more of a mono(meth)acrylate having a substituted or unsubstituted C6-C30 alkyl group and a di(meth)acrylate having a substituted or unsubstituted C6-C30 alkylene group. At this time, the number of carbon atoms in the alkylene group means only the number of carbon atoms in the alkylene group itself excluding the carbon atoms in the (meth)acrylate group. For example, in the case of a di(meth)acrylate having a substituted or unsubstituted C6-C30 alkylene group, the number of carbon atoms in the alkylene group means only the number of carbon atoms in the alkylene group itself excluding the carbon atoms in the di(meth)acrylate group.

[0072] For example, the non-aromatic photocurable monomer can be represented by the following Chemical Formula 3:

[0073] [Chemical Formula]

[0074] (In the Chemical Formula 3, A is a substituted or unsubstituted C6-C30 alkylene group, Z1 and Z2 are each independently hydrogen or the following Chemical Formula 4, (at least one of Z1 and Z2 is the following Chemical Formula 4))

[0075] [Chemical Formula]

[0076] (In the Chemical Formula 4, * is the bonding site of the element, and R3 is hydrogen or a methyl group).

[0077] As a preferred embodiment, in Chemical Formula 3, A can be an unsubstituted or C6-C10 alkyl group-substituted C12-C20 alkylene group. Thus, by using a di(meth)acrylate having a long-chain alkylene group having a C12-C20 alkylene group, when combined with the compound of Chemical Formula 1, an effect of further lowering the dielectric constant can be obtained.

[0078] More specifically, the (meth)acrylate of Chemical Formula 3 is not particularly limited, and examples thereof include tetradecyl (meth)acrylate, tetradecyl (meth)acrylate including 2-decyltetradecyl (meth)acrylate, decanediol di(meth)acrylate, undecyl (meth)acrylate, undecanediol di(meth)acrylate, dodecyl (meth)acrylate (lauryl (meth)acrylate), dodecanediol di(meth)acrylate, tetradecanediol di(meth)acrylate, eicosanol (meth)acrylate, and one or more of eicosanediol di(meth)acrylate.

[0079] In other specific examples, the non-aromatic photocurable monomer is not particularly limited. For example, in addition to the mono(meth)acrylate and di(meth)acrylate of the above chemical formula 3, as a trifunctional or higher functional (meth)acrylate, one or more of tri(meth)acrylate, tetra(meth)acrylate, penta(meth)acrylate, and hexa(meth)acrylate can be included. The tri(meth)acrylate is not particularly limited. For example, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, etc. can be mentioned. That is, the non-aromatic photocurable monomer can include tri(meth)acrylates of triols, tetraols, pentaols or hexaols having 3 to 20 carbon atoms as exemplified herein. The tri(meth)acrylate preferably includes the compounds exemplified above. The tetra(meth)acrylate is not particularly limited. For example, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, etc. can be mentioned. That is, the non-aromatic photocurable monomer can include tetra(meth)acrylates of tetraols, pentaols or hexaols having 4 to 20 carbon atoms as exemplified herein. The tetra(meth)acrylate preferably includes the compounds exemplified above. The penta(meth)acrylate is not particularly limited. For example, dipentaerythritol penta(meth)acrylate, etc. can be mentioned. That is, the non-aromatic photocurable monomer can include penta(meth)acrylates of pentaols or hexaols having 4 to 20 carbon atoms as exemplified herein. The penta(meth)acrylate preferably includes the compounds exemplified above. The hexa(meth)acrylate is not particularly limited. For example, dipentaerythritol hexa(meth)acrylate, etc. can be mentioned. That is, the non-aromatic photocurable monomer can include hexa(meth)acrylates of hexanols having 4 to 20 carbon atoms as exemplified herein. The hexa(meth)acrylate preferably includes the compounds exemplified above.

[0080] [(D) Initiator] The initiator can include, without limitation, ordinary photopolymerization initiators capable of performing a photocuring reaction. For example, the photopolymerization initiator can include triazine-based, acetophenone-based, benzophenone-based, thioxanthone-based, benzoin-based, phosphorus-based, oxime-based, or mixtures thereof.

[0081] The phosphorus-based initiator is not particularly limited. For example, it can be diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, benzyl(diphenyl)phosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, or mixtures thereof. For example, when using a phosphorus-based initiator, in the composition according to an embodiment of the present invention, it can exhibit better initiation performance for long-wavelength UV. The initiator can be included alone or in a mixture of two or more.

[0082] The content of the initiator is not particularly limited. For example, the initiator can be included in an amount of 0.1% by weight to 5% by weight based on the solid content of the composition (assuming the solid content is 100% by weight). Within the above range, photopolymerization can occur sufficiently during exposure, and it is possible to further suppress the decrease in transmittance caused by the unreacted initiator remaining after photopolymerization.

[0083] The composition according to an embodiment of the present invention can further include (C) an aromatic photocurable monomer.

[0084] [(C) Aromatic photocurable monomer] Since the aromatic photocurable monomer is included together with components (A), (B), and (D), it is preferably included in a predetermined content with respect to these components (A), (B), and (D).

[0085] The content of the aromatic photocurable monomer is not particularly limited. In one specific example, the aromatic photocurable monomer may be contained in an amount of 1% to 40% by weight based on the solid content of the composition (assuming the solid content is 100% by weight). Within the above range, it may be easier to adjust the content with respect to the above-described component (A), and it can be more easily achieved by the plasma etching rate and the dielectric constant, which are the effects of the present invention. Specifically, the aromatic photocurable monomer is, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, or 40% by weight based on the solid content of the composition, and also, for example, it may be contained in an amount of 5% to 40% by weight, 10% to 40% by weight, or 20% to 40% by weight.

[0086] The aromatic photocurable monomer means a monomer that essentially contains one or more aromatic groups and has one or more, preferably specifically 1 to 6, photocurable functional groups. The aromatic photocurable monomer is different from the compound of Chemical Formula 1.

[0087] In one embodiment, the aromatic photocurable monomer can include one or more of a photocurable monomer having one (meth)acrylate group (aromatic mono(meth)acrylate) and a photocurable monomer having two (meth)acrylate groups (aromatic di(meth)acrylate).

[0088] In one embodiment, the aromatic photocurable monomer can further contain silicon. When further containing silicon, since the viscosity is lower than when not containing silicon, it is advantageous for spraying during the inkjet process, and when combined with the compound of Chemical Formula 1, an effect can be obtained in which the dielectric constant is further lower than that of the aromatic photocurable monomer without silicon.

[0089] In one embodiment, silicon may be contained in the form of siloxane (*-O-Si-O-*, * is the bonding site of the element).

[0090] The aromatic mono(meth)acrylate can include a mono(meth)acrylate having a substituted or unsubstituted aromatic group. At this time, the "aromatic group" means a monocyclic or polycyclic aromatic group including a fused form, etc., or a form in which monocycles are linked by sigma bonds. For example, the aromatic group can mean one or more of a substituted or unsubstituted C6-C50 aryl group, a substituted or unsubstituted C7-C50 arylalkyl group, a substituted or unsubstituted C3-C50 heteroaryl group, and a substituted or unsubstituted C3-C50 heteroarylalkyl group. Specifically, the aromatic group can be one or more of a phenyl group, a biphenyl group, a terphenyl group, a quarterphenyl group, a naphthyl group, an anthracenyl group, a pentacenyl group, a chrysenyl group, a triphenylenyl group, a tetracenyl group, a pyrenyl group, a benzopyrenyl group, a pentacenyl group, a coronenyl group, an ovalenyl group, a corannulenyl group, a benzyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolidinyl group, an isoquinolidinyl group, a quinoxalinyl group, an acridinyl group, a quinazolinyl group, a cinnolinyl group, a phthalazinyl group, a thiazolyl group, a benzothiazolyl group, an isoxazolyl group, a benzoisoxazolyl group, an oxazolyl group, a benzoxazolyl group, a pyrazolyl group, an indazolyl group, an imidazolyl group, a benzimidazolyl group, a purinyl group, a thiophenyl group, a benzothiophenyl group, a furanyl group, a benzofuranyl group, an isobenzofuranyl group.

[0091] For example, the aromatic mono(meth)acrylate is a non-silicon-based one that does not contain silicon and can be represented by the following Chemical Formula 5:

[0092] [Chemical Formula]

[0093] (In the Chemical Formula 5, R 13is hydrogen or a methyl group, s is an integer from 0 to 10, R 14 is a substituted or unsubstituted C6 - C50 aryl group or a substituted or unsubstituted C6 - C50 aryloxy group).

[0094] For example, R 14 can be a phenylphenoxyethyl group, a phenoxyethyl group, a benzyl group, a phenyl group, a phenylphenoxy group, a phenoxy group, a phenylethyl group, a phenylpropyl group, a phenylbutyl group, a methylphenylethyl group, a propylphenylethyl group, a methoxyphenylethyl group, a cyclohexylphenylethyl group, a chlorophenylethyl group, a bromophenylethyl group, a methylphenyl group, a methylethylphenyl group, a methoxyphenyl group, a propylphenyl group, a cyclohexylphenyl group, a chlorophenyl group, a bromophenyl group, a phenylphenyl group, a biphenyl group, a terphenyl group, a quaterphenyl group, an anthracenyl group, a naphthalenyl group, a triphenylenyl group, a methylphenoxy group, an ethylphenoxy group, a methylethylphenoxy group, a methoxyphenyloxy group, a propylphenoxy group, a cyclohexylphenoxy group, a chlorophenoxy group, a bromophenoxy group, a biphenyloxy group, a terphenyloxy group, a quaterphenyloxy group, an anthracenyloxy group, a naphthalenyloxy group, a triphenylenyloxy group.

[0095] Specifically, the aromatic mono (meth)acrylate can include 2-phenylphenoxyethyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenyl (meth)acrylate, phenoxy (meth)acrylate, 2-ethylphenoxy (meth)acrylate, benzyl (meth)acrylate, 2-phenylethyl (meth)acrylate, 3-phenylpropyl (meth)acrylate, 4-phenylbutyl (meth)acrylate, 2-(2-methylphenyl)ethyl (meth)acrylate, 2-(3-methylphenyl)ethyl (meth)acrylate, 2-(4-methylphenyl)ethyl (meth)acrylate, 2-(4-propylphenyl)ethyl (meth)acrylate, 2-(4-(1-methylethyl)phenyl)ethyl (meth)acrylate, 2-(4-methoxyphenyl)ethyl (meth)acrylate, 2-(4-cyclohexylphenyl)ethyl (meth)acrylate, 2-(2-chlorophenyl)ethyl (meth)acrylate, 2-(3-chlorophenyl)ethyl (meth)acrylate, 2-(4-chlorophenyl)ethyl (meth)acrylate, 2-(4-bromophenyl)ethyl (meth)acrylate, 2-(3-phenylphenyl)ethyl (meth)acrylate, 4-(biphenyl-2-yloxy)butyl (meth)acrylate, 3-(biphenyl-2-yloxy)butyl (meth)acrylate, 2-(biphenyl-2-yloxy)butyl (meth)acrylate, 1-(biphenyl-2-yloxy)butyl (meth)acrylate, 4-(biphenyl-2-yloxy)propyl (meth)acrylate, 3-(biphenyl-2-yloxy)propyl (meth)acrylate, 2-(biphenyl-2-yloxy)propyl (meth)acrylate, 1-(biphenyl-2-yloxy)propyl (meth)acrylate, 4-(biphenyl-2-yloxy)ethyl (meth)acrylate, 3-(biphenyl-2-yloxy)ethyl (meth)acrylate, 2-(biphenyl-2-yloxy)ethyl (meth)acrylate, 1-(biphenyl-2-yloxy)ethyl (meth)acrylate, 2-(4-benzylphenyl)ethyl (meth)acrylate, 1-(4-benzylphenyl)ethyl (meth)acrylate, and can contain one or more of these structural isomers.However, the aromatic mono (meth) acrylate is not limited to these. That is, also, the (meth) acrylate mentioned in the specification of the present application is only an example and is not limited to these. Furthermore, the present invention includes all (meth) acrylates in a structural isomeric relationship. For example, as an embodiment of the present invention, even if only 2-phenylethyl (meth) acrylate is mentioned, the present invention includes all isomers including 3-phenylethyl (meth) acrylate and 4-phenylethyl (meth) acrylate.

[0096] Specifically, in Chemical Formula 5, s is an integer from 1 to 5, and R 14 may be a substituted or unsubstituted phenylphenoxy group, a substituted or unsubstituted phenylphenylthiol group, a substituted or unsubstituted biphenylphenoxy group, or a substituted or unsubstituted terphenylphenoxy group. When the substituted or unsubstituted group is a substituted group, the substituent may be deuterium, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aryl group having 6 to 18 carbon atoms, a heteroaryl group having 3 to 18 carbon atoms, or a thiol group.

[0097] The aromatic di (meth) acrylate can include a di (meth) acrylate further having silicon. For example, the aromatic di (meth) acrylate can be represented by the following Chemical Formula 6.

[0098] [Chemical Formula]

[0099] (In the above Chemical Formula 6, R 15 and R 16 are each independently a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylene ether group having 1 to 30 carbon atoms, *-N(R a )-R b -*(where * is the bonding site of the element, R ais a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, R b is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms), a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted arylalkylene group having 7 to 30 carbon atoms, or *-O-R c -* (wherein * is the connecting site of the element, R c is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms), and X1, X2, X3, X4, X5, X6 are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or substituted alkyl ether group having 1 to 30 carbon atoms, *-N(R d )(R e )(wherein * is the connecting site of the element, R d and R e are the same or different and are hydrogen or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms), a substituted or unsubstituted alkyl sulfide group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, and one or more of X1, X2, X3, X4, X5, X6 are a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, Y1, Y2 are each independently the following Chemical Formula 7,

[0100] [Chemical Formula]

[0101] (in the Chemical Formula 7, * is the connecting site of the element, and R 17 is hydrogen or a methyl group) n is an integer of 0 to 30, or the average value of n is 0 to 30).

[0102] The "single bond" means that Si and Y1 are directly connected (Y1-Si) without any intervening element, or Si and Y2 are directly connected (Si-Y2) without any intervening element.

[0103] Specifically, R 15 and R 16 can be an alkylene group having 1 to 5 carbon atoms or a single bond. Specifically, X1, X2, X3, X4, X5, and X6 are each an alkyl group having 1 to 5 carbon atoms or an aryl group having 6 to 10 carbon atoms, and one or more of X1, X2, X3, X4, X5, and X6 can be an aryl group having 6 to 10 carbon atoms. More specifically, X1, X2, X3, X4, X5, and X6 are each an alkyl group having 1 to 5 carbon atoms or an aryl group having 6 to 10 carbon atoms, and 1, 2, 3, or 6 of X1, X2, X3, X4, X5, and X6 can be an aryl group having 6 to 10 carbon atoms. Even more specifically, X1, X2, X3, X4, X5, and X6 are each a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a phenyl group, or a naphthyl group, and 1, 2, 3, or 6 of X1, X2, X3, X4, X5, and X6 can be a phenyl group or a naphthyl group. n can be an integer from 1 to 5.

[0104] Specifically, the aromatic di(meth)acrylate can be represented by any one of the following Chemical Formulas 6-1 to 6-6:

[0105]

Chem.

[0106]

Chem.

[0107]

Chem.

[0108]

Chem.

[0109]

Chem.

[0110]

Chem.

[0111] The aromatic di(meth)acrylate can be the one produced by the ordinary method or the commercially available product. For example, the aromatic di(meth)acrylate can be produced by reacting a siloxane compound having one or more silicon-linked aryl groups with a compound for extending the number of carbon atoms (e.g., allyl alcohol) and then reacting (meth)acryloyl chloride, but is not limited thereto. Or, for example, the silicon-based di(meth)acrylate which is an aromatic di(meth)acrylate can be produced by reacting a siloxane compound having one or more silicon-linked aryl groups with (meth)acryloyl chloride, but is not limited thereto.

[0112] In one specific example, among the compositions according to an embodiment of the present invention, the weight ratio of the content of the total monofunctional photocurable monomer (total content of the monofunctional photocurable monomer) to the content of the total photocurable monomer (total content of the curable monomer) is not particularly limited. For example, it can be 0.8 or less, for example, 0, 0.05, 0.1, 0.15, 0.2, 0.25, 0.3, 0.35, 0.4, 0.45, 0.5, 0.55, 0.6, 0.65, 0.7, 0.75, or 0.8. Also, for example, it can be 0 to 0.8, 0 to 0.6, 0.55 to 0.8. Within these ranges, it may be easier to obtain effects such as ensuring curing due to the reduction in dielectric constant, the improvement in plasma etching rate, and the improvement in curing rate, which are the effects of the present invention.

[0113] The composition according to an embodiment of the present invention can be formed by mixing components (A), (B), and (D), or by additionally mixing component (C) therewith. For example, the composition according to an embodiment of the present invention can be formed as a solvent-free type that does not contain a solvent.

[0114] The composition according to an embodiment of the present invention is a photocurable composition, and at a UV wavelength of 10 mW / cm 2 ~500 mW / cm 2 it can be photocured by irradiation for 1 second to 50 seconds to form a sealing layer.

[0115] The composition according to an embodiment of the present invention may further contain ordinary additives known to those skilled in the art. The additives can include, but are not limited to, heat stabilizers, antioxidants, UV absorbers, etc.

[0116] The composition of the present invention can have a viscosity of 7 cps to 50 cps at 25 ± 2°C (23°C to 27°C). Within this range, film formation (e.g., vapor deposition) of the sealing composition can be made better.

[0117] The composition according to an embodiment of the present invention can have a photocuring rate of 85% or more, preferably 90% to 100%. Within these ranges, since the film strength of the organic layer formed of the composition is excellent, the lifespan of the device can be extended more. Through this, the cured film, that is, the organic layer, formed of the composition according to an embodiment of the present invention can have a pencil hardness of H or more, for example, H to 5H. Within the said range, since the film strength of the organic layer formed of the composition is excellent, the lifespan of the device can be extended more.

[0118] The composition according to an embodiment of the present invention can be used to seal an organic light-emitting device. Specifically, in a sealing structure in which an inorganic layer and an organic layer are formed in sequence, the composition can form the organic layer.

[0119] The composition according to an embodiment of the present invention is a member for an apparatus, particularly a member for a display device, and can also be used for sealing a member for an apparatus that can be decomposed or deteriorated by permeation of a gas or liquid in the surrounding environment (for example, oxygen and / or moisture and / or water vapor in the air) and a chemical substance used during processing into an electronic product. For example, the member for an apparatus may include, but is not limited to, a lighting device, a metal sensor pad, a microdisk laser, an electrochromic device, a photochromic device, a microelectromechanical system, a solar cell, an integrated circuit, a charge-coupled device, a light-emitting polymer, and the like.

[0120] Another aspect of the present invention relates to an organic light-emitting element display device. The organic light-emitting element display device according to an embodiment of the present invention can include an organic layer formed of the composition for sealing an organic light-emitting element according to an embodiment of the present invention. Specifically, the organic light-emitting element display device according to an embodiment of the present invention includes an organic light-emitting element and a barrier stack including an inorganic layer and an organic layer formed on the organic light-emitting element, and the organic layer can be formed of the composition for sealing an organic light-emitting element according to an embodiment of the present invention. As a result, the reliability of the organic light-emitting element display device can be improved.

[0121] Hereinafter, with reference to FIG. 1, an organic light-emitting element display device according to an embodiment of the present invention will be described. FIG. 1 is a cross-sectional view of the organic light-emitting element display device according to an embodiment of the present invention.

[0122] Referring to FIG. 1, the organic light-emitting element display device 100 includes a substrate 10, an organic light-emitting element 20 formed on the substrate 10, and a barrier stack 30 including an inorganic layer 31 and an organic layer 32 formed on the organic light-emitting element 20. The inorganic layer 31 is in contact with the organic light-emitting element 20, and the organic layer 32 can be formed of the composition for sealing an organic light-emitting element according to an embodiment of the present invention.

[0123] The substrate 10 is not particularly limited as long as it is a substrate on which an organic light-emitting element can be formed. For example, it can be composed of a substance such as transparent glass, a plastic sheet, silicon, or a metal substrate.

[0124] The organic light-emitting element 20 is one commonly used in an organic light-emitting element display device. Although not illustrated in FIG. 1, it includes a first electrode, a second electrode, and an organic light-emitting layer formed between the first electrode and the second electrode. The organic light-emitting layer may be formed by sequentially laminating a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer, but is not limited thereto.

[0125] The barrier stack 30 includes an organic layer and an inorganic layer. Since the components constituting the organic layer and the inorganic layer are different from each other, they can each exhibit an organic light-emitting element encapsulation function.

[0126] Due to the different components from the organic layer, the inorganic layer can complement the effect of the organic layer. For example, the inorganic layer can be a metal, a non-metal, an intermetallic compound or alloy, a non-intermetallic compound or alloy, an oxide of a metal or non-metal, a fluoride of a metal or non-metal, a nitride of a metal or non-metal, a carbide of a metal or non-metal, an oxynitride of a metal or non-metal, a boride of a metal or non-metal, an oxyboride of a metal or non-metal, a silicide of a metal or non-metal, or a mixture thereof. The metal or non-metal can be silicon (Si), aluminum (Al), selenium (Se), zinc (Zn), antimony (Sb), indium (In), germanium (Ge), tin (Sn), bismuth (Bi), a transition metal, a lanthanide metal, etc., but is not limited thereto. Specifically, the inorganic layer can be silicon oxide (SiO x ), silicon nitride (SiN x ), silicon oxynitride (SiO x N y ), ZnSe, ZnO, Sb2O3, Al2O3 including AlO x in it, In2O3, SnO2.

[0127] The inorganic layer can be deposited by a plasma process, a vacuum process, such as sputtering, chemical vapor deposition, plasma chemical vapor deposition, evaporation, sublimation, electron cyclotron resonance-plasma vapor deposition, and combinations thereof.

[0128] When forming films alternately with the inorganic layer (for example, during vapor deposition), the organic layer can ensure the smoothing property of the inorganic layer and prevent defects in the inorganic layer from propagating to other inorganic layers.

[0129] The organic layer can be formed by a combination of coating, vapor deposition, curing, etc. of the composition for encapsulating an organic light-emitting element according to an embodiment of the present invention. For example, the composition for encapsulating an organic light-emitting element is coated with a thickness of 1 μm to 50 μm, and 2 ~500 mW / cm 2 and can be cured by irradiating light (preferably ultraviolet light (UV)) for 1 second to 50 seconds.

[0130] The barrier stack includes an organic layer and an inorganic layer, but the total number of the organic layer and the inorganic layer is not particularly limited. The total number of the organic layer and the inorganic layer can be changed according to the level of permeation resistance to oxygen and / or moisture and / or water vapor and / or chemical substances. For example, the total number of the organic layer and the inorganic layer can be 10 layers or less, for example, 2 to 7 layers, and as a specific example, it can be formed of 7 layers in the order of inorganic layer / organic layer / inorganic layer / organic layer / inorganic layer / organic layer / inorganic layer.

[0131] In the barrier stack, the organic layer and the inorganic layer can be alternately formed into films (for example, by vapor deposition). This is due to the effect on the organic layer generated by the physical properties of the aforementioned composition. Thereby, the organic layer and the inorganic layer can complement or enhance the sealing effect on the device.

[0132] Hereinafter, an organic light-emitting element display device according to another embodiment of the present invention will be described with reference to FIG. 2. FIG. 2 is a cross-sectional view of an organic light-emitting element display device according to another embodiment of the present invention.

[0133] Referring to FIG. 2, the organic light-emitting device display 200 includes a substrate 10, an organic light-emitting device 20 formed on the substrate 10, and a barrier stack 30 including an inorganic layer 31 and an organic layer 32 formed on the organic light-emitting device 20. The inorganic layer 31 seals an internal space 40 in which the organic light-emitting device 20 is accommodated, and the organic layer 32 can be formed of the composition for sealing an organic light-emitting device according to an embodiment of the present invention. The organic light-emitting device display according to this embodiment is substantially the same as the organic light-emitting device display according to the above-described embodiment of the present invention, except that the inorganic layer does not contact the organic light-emitting device.

Example

[0134] Hereinafter, the configuration and operation of the present invention will be described in more detail through preferred examples of the present invention. However, this is merely presented as a preferred exemplification of the present invention and should not be construed as limiting the present invention thereby.

[0135] (Production Example: Production of Compound of Chemical Formula 6-2) 300 ml of ethyl acetate was placed in a 1000 ml flask equipped with a condenser and a stirrer, 21 g of 3,3-diphenyl-1,1,5,5-tetramethyltrisiloxane and 43 g of allyl alcohol (manufactured by Degussa) were added, and after nitrogen purging for 30 minutes, 72 ppm of Pt on carbon black powder (manufactured by Aldrich) was added. Then, the temperature in the flask was raised to 80° C. and stirred for 4 hours. The residual solvent was removed by distillation. 71.5 g of the obtained compound was placed in 300 ml of dichloromethane, 39 g of triethylamine was added, and 30.2 g of methacryloyl chloride was slowly added while stirring at 0° C. The residual solvent was removed by distillation to obtain a compound of Chemical Formula 6-2 with an HPLC purity of 96%. ( 1 1H NMR: δ7.52, m, 6H; δ7.42, m, 4H; δ6.25, d, 2H; δ6.02, dd, 2H; δ5.82, t, 1H; δ5.59, d, 2H; δ3.86, m, 4H; δ1.52, m, 4H; δ0.58, m, 4H; δ0.04, m, 12H).

[0136] The specific specifications of the components used in the examples and comparative examples are as follows.

[0137] (A1) DCP-A (Kyoeisha, tricyclodecane dimethanol diacrylate) (A2) Isobornyl acrylate (Kowa) (A3) 2-Adamantyl acrylate (TCI) (B1) 1,12-Dodecanediol diacrylate (Sartomer) (B2) 2-Decyltetradecyl acrylate (Kyoeisha) (B3) Trimethylolpropane triacrylate (Hannon Kasei) (B4) Lauryl acrylate (Hannon Kasei) (C1) 2-Phenylphenoxyethyl acrylate (M1142, Ajinomoto) (C2) The compound produced in the above production example (D) Initiator: Darocur TPO (BASF, phosphorus-based initiator, diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide).

[0138] (Example 1) (A1) 48 parts by weight, (B1) 29 parts by weight, (C1) 20 parts by weight, and (D) 3 parts by weight were placed in a 125 ml brown polypropylene bottle and mixed at room temperature for 3 hours using a shaker to produce a sealing composition.

[0139] (Examples 2 to 11) A sealing composition was produced in the same manner as in Example 1, except that the types and contents of the respective components were changed as shown in Table 1 below (unit: parts by weight). In Table 1 below, "-" means that the corresponding component is not included.

[0140] (Comparative Examples 1 to 6) In Example 1, a sealing composition was produced in the same manner as in Example 1, except that the types and contents of the respective components were changed as shown in Table 2 below (unit: parts by weight). In Table 2 below, "-" means that the corresponding component is not included.

[0141] For the compositions produced in the examples and comparative examples, the following physical properties were measured, and the results are shown in Table 1 below and Table 2 below.

[0142] (1) Viscosity (unit: cps): For the sealing compositions of the examples and comparative examples, the viscosity was measured at 24.8 °C with a viscosity measuring machine LV DV-II Pro (manufactured by Brookfield) using spindle number 40.

[0143] (2) Plasma etching rate (unit: %): The sealing composition was deposited on a Si wafer and irradiated with light having a UV wavelength for 10 seconds at 100 mW / cm 2 to form an organic layer by photocuring. The initial thickness (T1, unit: μm) of the organic layer after photocuring was measured. After treating the organic layer with inductively coupled plasma using ICP CVD (manufactured by BMR Technology) at ICP power: 2500 W, RE power: 300 W, DC bias: 200 V, Ar flow: 50 sccm, etching time: 1 min, pressure: 10 mtorr, the thickness (T2, unit: μm) of the organic layer was measured. The etching rate of the organic layer by plasma was calculated by the following formula 1. The height (thickness) of the organic layer was measured by FE-SEM manufactured by Hitachi High Technologies Corporation.

[0144] [Number]

[0145] (3) Photocuring rate (unit: %): For the sealing composition, using FT-IR (NICOLET 4700, manufactured by Thermo), near 1635 cm -1 (C=C), 1720 cm -1The intensity of the absorption peak near (C=O) was measured. The sealing composition was applied by spraying on a glass substrate and irradiated with light at 100 mW / cm 2 for 10 seconds to cause UV curing, thereby obtaining a specimen of 20 cm × 20 cm × 3 μm (width × length × thickness). The cured film was separated, and the intensity of the absorption peak near 1635 cm -1 (C=C) and near 1720 cm -1 (C=O) was measured using FT-IR (NICOLET 4700, Thermo). The photocuring rate is calculated according to Equation 2 below.

[0146] [Number]

[0147] (In Equation 2 above, A is the ratio of the intensity of the absorption peak near 1635 cm -1 to the intensity of the absorption peak near 1720 cm -1 for the cured film, and B is the ratio of the intensity of the absorption peak near 1635 cm -1 to the intensity of the absorption peak near 1720 cm -1 for the sealing composition.)

[0148] (4) Dielectric constant (unitless): The sealing compositions of the examples and the comparative examples were applied on a chromium (Cr) plate with a predetermined thickness and irradiated with light having a UV wavelength for 10 seconds at 100 mW / cm 2 to cause photocuring, thereby forming a coating film with a thickness of 8 μm. After depositing an aluminum or silver electrode on the coating film, the dielectric constant was measured at 200 kHz and 25 °C using an impedance measuring instrument (RDMS-200).

[0149] (5) Pencil hardness (unitless): The sealing composition was coated on a glass substrate and irradiated with light at 100 mW / cm 2Then, light irradiation was performed for 10 seconds to cause UV curing, and a specimen of the organic layer was obtained. The pencil hardness of the specimen of the organic layer was measured. When measuring the pencil hardness, a motorized pencil hardness tester (CT-PC2) and pencils of 6B to 9H manufactured by Mitsubishi were used. The load of the pencil on the specimen was 500 g, the angle at which the pencil was drawn was 45°, and the speed at which the pencil was drawn was 48 mm / min. The pencil hardness is the maximum pencil hardness value when no scratches occur in all five evaluations, measured using a pencil of the lower grade when scratches occur in one or more of the five evaluations.

[0150]

Table 1

[0151]

Table 2

[0152] As shown in Table 1 above, the composition for encapsulating an organic light-emitting element according to an embodiment of the present invention can form an organic layer having a low dielectric constant and excellent plasma resistance after curing.

[0153] On the other hand, as shown in Table 2 above, Comparative Examples 1 to 3, Comparative Example 5, and Comparative Example 6, which do not contain either the compound of Chemical Formula 1 according to the present invention or the non-aromatic photocurable monomer, could not satisfy a dielectric constant of 2.8 or less and formed an organic layer with low plasma resistance, and thus could not obtain the effects of the present invention. Further, Comparative Example 4 formed an organic layer with low plasma resistance and could not obtain the effects of the present invention.

[0154] Simple modifications or changes of the present invention can be easily implemented by those having ordinary knowledge in this field, and all such modifications and changes should be understood to be included in the scope of the present invention.

Explanation of Reference Numerals

[0155] 10 Substrate 20 Organic light-emitting element 30 Barrier Stack 31 Inorganic Layer 32 Organic Layer 40 Internal Space 100, 200 Organic Light-Emitting Element Display Device.

Claims

1. An organic light-emitting device encapsulation composition comprising a compound of the following Chemical Formula 1, a non-aromatic photocurable monomer, and an initiator, wherein the non-aromatic photocurable monomer comprises a compound represented by the following Chemical Formula 3: 【Chemical 1】 (In the above Chemical Formula 1, A, B, C, and D are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted alkyl ether group having 1 to 20 carbon atoms, a substituted or unsubstituted secondary or tertiary amino group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted arylalkylene group having 7 to 30 carbon atoms, or a substituted or unsubstituted alkoxylene group having 1 to 20 carbon atoms, E and F are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, l, m, and n are each independently 0 or 1, and l + m + n is not 0, B ｌ , C ｍ , D ｎ may each independently be linked to A to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms C ｍ 、 D ｎ are each independently linked to B ｌ to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, D ｎ is linked to C ｍ to form a ring of a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, and X and Y are as shown in the following Chemical Formula 2, [Chemical Formula 2] (In the above Chemical Formula 2, * is the bonding site of the element, R １ is a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, R ２ is hydrogen or a methyl group) a is an integer from 0 to 5, b is an integer from 0 to 5, and a + b is an integer from 1 to 10). [Chemical Formula 3] (In the above Chemical Formula 3, A is an alkylene group having 12 to 20 carbon atoms substituted with a C6-C10 alkyl group, Z1 and Z2 are each independently hydrogen, or as shown in the following Chemical Formula 4, One of Z1 and Z2 is as shown in the following Chemical Formula 4.) 【Chemical Formula 4】 (In the above Chemical Formula 4, * is the bonding site of the element, and R3 is hydrogen or a methyl group.)

2. The organic light-emitting device encapsulation composition according to Claim 1, wherein the non-aromatic photocurable monomer comprises 2-decyltetradecyl (meth) acrylate.

3. The organic light-emitting device encapsulation composition according to Claim 1 or 2, wherein the compound of Chemical Formula 1 comprises one or more of the following compounds of Chemical Formula 1-1, the following compounds of Chemical Formula 1-2, and the following compounds of Chemical Formula 1-3: [Chemical Formula 5] (In the above Chemical Formula 1-1, E, F, X, Y, a, and b are as defined in Chemical Formula 1 above.) 【Chemical Formula 6】 (In the above Chemical Formula 1-2, E, F, X, Y, a, and b are as defined in Chemical Formula 1 above, R ３ is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms) 【Chemical Formula 7】 (In the above Chemical Formula 1-3, E, F, X, Y, a, and b are as defined in Chemical Formula 1 above, R ４ is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms).

4. The organic light-emitting device encapsulation composition according to any one of claims 1 to 3, wherein the non-aromatic photocurable monomer further includes a di(meth)acrylate having a substituted or unsubstituted C6-C30 alkylene group.

5. The organic light-emitting device encapsulation composition according to any one of claims 1 to 4, wherein the composition contains 20% by weight to 75% by weight of the compound of Chemical Formula 1, 20% by weight to 75% by weight of the non-aromatic photocurable monomer, and 0.1% by weight to 5% by weight of the initiator, based on the solid content.

6. The organic light-emitting device encapsulation composition according to any one of claims 1 to 5, wherein the composition further includes an aromatic photocurable monomer containing one or more of an aromatic mono(meth)acrylate and an aromatic di(meth)acrylate.

7. The organic light-emitting device encapsulation composition according to claim 6, wherein one or more of the aromatic mono(meth)acrylate and the aromatic di(meth)acrylate further contain silicon.

8. The organic light-emitting device encapsulation composition according to claim 6 or 7, wherein the aromatic di(meth)acrylate is represented by the following Chemical Formula 6: [Chemical 8] (In Chemical Formula 6, R １５ 、R １６ are each independently a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylene ether group having 1 to 30 carbon atoms, *-N(R ａ )-R ｂ -* (wherein * is a connecting site of an element, R ａ is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, R ｂ is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms), a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted arylalkylene group having 7 to 30 carbon atoms, or *-O-R ｃ -* (wherein * is a connecting site of an element, R ｃ is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms), and X １ , X ２ , X ３ , X ４ , X ５ , X ６ is, independently of one another, hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl ether group having 1 to 30 carbon atoms, *-N(R ｄ )(R ｅ )(wherein * is the bonding site of the element, and R ｄ and R ｅ are the same or different and are hydrogen, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms), a substituted or unsubstituted alkyl sulfide group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, X １ , X ２ , X ３ , X ４ , X ５ , X ６ One or more of which are substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, Y １ 、 Y ２ is, independently of each other, represented by the following Chemical Formula 7, 【Chemical Formula 9】 (In the chemical formula 7, * is the linking site of the element, and R １７ is hydrogen or a methyl group). n is an integer from 0 to 30, or the average value of n is from 0 to 30).

9. The organic light-emitting device encapsulation composition according to any one of claims 6 to 8, wherein the composition contains 20% by weight to 75% by weight of the compound of Chemical Formula 1, 20% by weight to 75% by weight of the non-aromatic photocurable monomer, 0.1% by weight to 5% by weight of the initiator, and 1% by weight to 40% by weight of the aromatic photocurable monomer, based on the solid content.

10. The organic light-emitting device encapsulation composition according to any one of claims 1 to 9, wherein the weight ratio of the content of the total monofunctional photocurable monomer to the content of the total photocurable monomer in the composition is 0.8 or less.

11. The organic light-emitting device encapsulation composition according to any one of claims 1 to 10, wherein the composition has a dielectric constant of 2.8 or less at 200 kHz and 25 °C after curing.

12. An organic light-emitting device display including an organic layer formed of the organic light-emitting device encapsulation composition according to any one of claims 1 to 11.

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