Light emitting device including organometallic compound, electronic device and electronic apparatus including light emitting device, and organometallic compound

Abstract

Embodiments provide an organometallic compound, a light emitting device including the organometallic compound, and an electronic device and an electronic apparatus including the light emitting device. The light emitting device includes: a first electrode; a second electrode facing the first electrode; an intermediate layer between the first electrode and the second electrode and including an emission layer; and an organometallic compound. Organometallic compound represented by Formula 1 explained in the specification: [Formula 1] # imgabs0 #

Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0124089 filed in the Korean Intellectual Property Office on September 18, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0002] The embodiments relate to a light emitting device including an organic metal compound, an electronic device and an electronic apparatus including the light emitting device, and the organic metal compound. Background Art

[0003] The light emitting device is a self-emitting device, which has wide viewing angle, high contrast, short response time, and excellent characteristics in terms of brightness, driving voltage, and response speed.

[0004] In the light-emitting device, the first electrode may be arranged on the substrate, and the hole transport region, the emission layer, the electron transport region, and the second electrode may be arranged sequentially on the first electrode. The holes provided from the first electrode move toward the emission layer through the hole transport region, and the electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers such as holes and electrons recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state, thereby generating light.

[0005] It will be understood that this background section is intended, in part, to provide a useful background for understanding the technology. However, this background section may also include ideas, concepts or realizations that are not part of what was known or understood by a person skilled in the relevant art prior to the corresponding effective filing date of the subject matter disclosed herein. Summary of the invention

[0006] The embodiment provides a light emitting device including an organic metal compound, an electronic device and an electronic device including the light emitting device, and the organic metal compound.

[0007] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the disclosed embodiments.

[0008] The embodiment provides a light emitting device, which may include a first electrode, a second electrode facing the first electrode, and an intermediate layer between the first electrode and the second electrode and including an emission layer, and the light emitting device may further include an organic metal compound which may be represented by Formula 1:

[0009] [Formula 1]

[0010]

[0011] In formula 1,

[0012] M can be platinum (Pt), iridium (Ir), palladium (Pd), cobalt (Co), gold (Au), nickel (Ni), silver (Ag) or copper (Cu),

[0013] CY 1 CY 2 CY 4 ,Ar 1 and Ar 2 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0014] CY 3 may be unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0015] X 1 , X 2 and X 4 They can all be C.

[0016] X 3 It can be N,

[0017] Y 1 It can be N(R 6 )、C(R 6 )(R 7 )、Si(R 6 )(R 7 ), S or O,

[0018] T 1 To T 3 can be independently a single bond, *-N(R 8 )-*'、*-B(R 8 )-*'、*-P(R 8 )-*'、*-C(R 8 )(R 9 )-*'、*-Si(R 8 )(R 9 )-*'、*-Ge(R 8 )(R 9 )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) 2 -*' or *-C(=S)-*',

[0019] n1 to n3 may each independently be an integer from 0 to 4,

[0020] When n1 is 0, T 1 does not exist,

[0021] When n2 is 0, T 2 does not exist,

[0022] When n3 is 0, T 3 does not exist,

[0023] a1 to a4 may each independently be an integer from 1 to 6,

[0024] R 1 To R 9 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Heteroarylalkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3)、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0025] R 10a Can be:

[0026] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0027] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0028] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl; or

[0029] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0030] Q 1 To Q 3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; Br; -I; hydroxyl; cyano; nitro; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0031] In an embodiment, the first electrode may be an anode; the second electrode may be a cathode; the intermediate layer may also include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode; the hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof; and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer, or any combination thereof.

[0032] In an embodiment, the intermediate layer may include an organometallic compound.

[0033] In an embodiment, the emission layer may include an organometallic compound.

[0034] In an embodiment, the emission layer may include a host, a dopant, and a sensitizer; and the sensitizer may include an organic metal compound.

[0035] The embodiment provides an electronic device which may include a light emitting device.

[0036] In an embodiment, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof.

[0037] The embodiment provides an electronic device which may include a light emitting device.

[0038] In embodiments, the electronic device may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone (e.g., a mobile phone, a tablet phone), a tablet personal computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0039] The embodiments provide organometallic compounds which may be represented by Formula 1 explained herein.

[0040] In an embodiment, the organometallic compound may include at least one deuterium.

[0041] In an embodiment, M may be Pt.

[0042] In the embodiment, CY 3 may be unsubstituted or substituted with at least one R 10a The pyrrole group, indole group, benzindole group, naphthoindole group, isoindole group, benzisoindole group, naphthoisoindole group, carbazole group, indenocarbazole group, indolocarbazole group, benzindolocarbazole group, benzocarbazole group, pyrazole group, imidazole group, triazole group, benzopyrazole group, benzimidazole group, indazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group or azafluorene group.

[0043] In an embodiment, X 1 The bond between M and X 3 The bonds between X and M may all be coordination bonds; and 2 The bond between M and X 4 The bonds with M may all be covalent bonds.

[0044] In an embodiment, Y 1 Can be S or O.

[0045] In an embodiment, the organometallic compound may satisfy one of Conditions 1 to 4 explained below.

[0046] In an embodiment, the organometallic compound represented by Formula 1 may be represented by one of Formulae 1-1 to 1-4 explained below.

[0047] In an embodiment, R 5 It can be unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 6 -C 60 Aryl or any combination thereof, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, The invention may be substituted with any of the following: 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, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 61, 62, 63, 64,

[0048] In an embodiment, R 5 It may be a group represented by one of Formula 2-1 to Formula 2-3 explained below.

[0049] In an embodiment, the organometallic compound represented by Formula 1 may be one of Compounds 1 to 384 explained below.

[0050] It will be understood that the above embodiments have been described in a generic and illustrative sense only and not for purposes of limitation, and that the disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0051] The above and other aspects and features of the disclosure will become more apparent by describing in detail embodiments of the disclosure with reference to the accompanying drawings, in which:

[0052] Figure 1 is a schematic cross-sectional view of a light emitting device according to an embodiment;

[0053] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment;

[0054] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment;

[0055] Figure 4 is a schematic perspective view of an electronic device according to an embodiment;

[0056] Figure 5 is a schematic perspective view of the exterior of a vehicle as an example of an electronic device including a light emitting device according to an embodiment; and

[0057] FIG. 6A to FIG. 6CEach of them is a schematic diagram of the interior of a vehicle according to an embodiment. DETAILED DESCRIPTION

[0058] The disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the disclosure may be implemented in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that the disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.

[0059] In the drawings, the size, thickness, ratio, and dimensions of elements may be exaggerated for ease of description and clarity. Like reference numerals refer to like elements throughout.

[0060] In the specification, it will be understood that when an element (or region, layer, portion, etc.) is referred to as being "on", "connected to" or "coupled to" another element, the element may be directly on, directly connected to or directly coupled to the other element, or one or more intervening elements may be present between the element and the other element. In a similar sense, when an element (or region, layer, portion, etc.) is described as "covering" another element, the element may directly cover the other element, or one or more intervening elements may be present between the element and the other element.

[0061] In the specification, when an element is "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without an additional element (such as an adhesive element) therebetween.

[0062] In the specification, unless the context clearly indicates otherwise, expressions used in the singular (such as "a", "an", and "the") are intended to include the plural forms as well.

[0063] In the specification, the term "and / or" includes any and all combinations of one or more of the relevant listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B". The terms "and" and "or" may be used in a conjunction or disjunction sense and may be understood to be equivalent to "and / or".

[0064] In the specification and claims, for the purpose of its meaning and interpretation, the term "at least one of..." is intended to include the meaning of "at least one selected from the group consisting of..." For example, "at least one of A, B, and C" may be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C (such as ABC, ACC, BC, or CC). When the term "at least one of..." follows a list of elements, it modifies the entire list of elements and does not modify the individual elements of the list.

[0065] It will be understood that, although the terms first, second, etc. can be used herein to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the disclosed teachings, the first element can be referred to as the second element. Similarly, without departing from the disclosed scope, the second element can be referred to as the first element.

[0066] For ease of description, spatially relative terms "below," "under," "below," "above," "on," etc. may be used herein to describe the relationship between one element or component and another element or component as shown in the drawings. It will be understood that, in addition to the orientation depicted in the drawings, the spatially relative terms are intended to cover different orientations of the device in use or operation. For example, in the case where the device shown in the drawings is flipped, a device that is "below" or "below" another device may be placed "above" the other device. Therefore, the illustrative term "below" may include both a lower position and an upper position. The device may also be positioned in other directions, so the spatially relative terms may be interpreted differently depending on the orientation.

[0067] As used herein, the term "about" or "approximately" includes the stated value and means within an acceptable range of deviation of the recited value as determined by one of ordinary skill in the art, taking into account the measurement in question and the errors associated with the measurement of the recited quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±20%, ±10%, or ±5% of the recited value.

[0068] It should be understood that the terms "comprises," "having," "including" and variations thereof are intended to indicate the presence of stated features, integers, steps, operations, elements, components or combinations thereof in the disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components or combinations thereof.

[0069] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as those commonly understood by those skilled in the art to which the present disclosure belongs. It will also be understood that terms (such as those defined in commonly used dictionaries) should be interpreted as having a meaning consistent with their meaning in the context of the relevant art, and should not be interpreted in an idealized or overly formalized meaning unless clearly defined in the specification.

[0070] The embodiment provides a light emitting device, which may include: a first electrode; a second electrode facing the first electrode; and an intermediate layer located between the first electrode and the second electrode and including an emission layer. The light emitting device may also include an organic metal compound represented by Formula 1:

[0071] [Formula 1]

[0072]

[0073] In formula 1,

[0074] M can be platinum (Pt), iridium (Ir), palladium (Pd), cobalt (Co), gold (Au), nickel (Ni), silver (Ag) or copper (Cu),

[0075] CY 1 CY 2 CY 4 ,Ar 1 and Ar 2 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0076] CY 3 may be unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0077] X 1 , X 2 and X 4 They can all be C.

[0078] X 3 It can be N,

[0079] Y 1 It can be N(R 6 )、C(R 6 )(R 7 )、Si(R6 )(R 7 ), S or O,

[0080] T 1 To T 3 can be independently a single bond, *-N(R 8 )-*'、*-B(R 8 )-*'、*-P(R 8 )-*'、*-C(R 8 )(R 9 )-*'、*-Si(R 8 )(R 9 )-*'、*-Ge(R 8 )(R 9 )-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O) 2 -*' or *-C(=S)-*',

[0081] n1 to n3 may each independently be an integer from 0 to 4,

[0082] When n1 is 0, T 1 does not exist,

[0083] When n2 is 0, T 2 does not exist,

[0084] When n3 is 0, T 3 does not exist,

[0085] a1 to a4 may each independently be an integer from 1 to 6,

[0086] R 1 To R 9 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Heteroarylalkyl, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0087] R 10a Can be:

[0088] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0089] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0090] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl; or

[0091] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0092] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; Br; -I; hydroxyl; cyano; nitro; or unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0093] In an embodiment, the organometallic compound may include at least one deuterium.

[0094] In an embodiment, M may be Pt.

[0095] In the embodiment, CY 1 CY 2 CY 4 ,Ar 1 and Ar2 may be independently unsubstituted or substituted with at least one R 10a cyclopentadiene group, adamantane group, norbornane group, benzene group, pentalene group, naphthyl group, azulene group, indacene group, acenaphthene group, phenanthren group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, perylene group, pentaphene group, heptalene group, tetracene group, phenene group, hexacenyl group, pentacene group, rubride group, coronene group, ovalebenzene group, indene group, fluorene group, spirobifluorene group, benzofluorene group, indenophenanthrene group, indenoanthracene group, pyrrole group, thiophene group, furan group, indole group, benzindole group, naphthoindole group, isoindole group, benzisoindole group, naphthoisoindole group, benzosilole group, benzothiophene group, benzofuran group, carbazole group, dibenzosilole group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolecarbazole group, benzofurancarbazole group, benzothiophenecarbazole group, benzosilolecarbazole group, benzoindolecarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthosilole group, benzofurandibenzofuran group, benzofurandibenzofuran group benzothiophene group, benzothienodibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, indazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, In some embodiments, the present invention comprises a quinoline group, a benzoquinoline group, a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzothiophene group or an azadibenzofuran group.

[0096] In the embodiment, CY 1 CY 2 CY 4 ,Ar 1 and Ar 2 may be independently unsubstituted or substituted with at least one R 10a benzene group, pentalene group, naphthyl group, azulene group, indacene group, acenaphthene group, phenanthren group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, group, a pyrrole group, an indole group, a benzindole group, a naphthoindole group, an isoindole group, a benzisoindole group, a naphthoisoindole group, a carbazole group, an indenocarbazole group, an indolocarbazole group, a benzindolocarbazole group, a benzocarbazole group, a pyrazole group, an imidazole group, a triazole group, a benzopyrazole group, a benzimidazole group, an indazole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a benzoisoquinoline group, a quinoxaline group, a benzoquinoxaline group, a quinazoline group, a benzoquinazoline group, a phenanthroline group, a cinnoline group, a phthalazine group, a naphthyridine group, an imidazopyridine group, an imidazopyrimidine group, an imidazotriazine group, an imidazopyrazine group, an imidazopyridazine group, an azacarbazole group, or an azafluorene group.

[0097] In the embodiment, CY 3 may be unsubstituted or substituted with at least one R 10a The pyrrole group, indole group, benzindole group, naphthoindole group, isoindole group, benzisoindole group, naphthoisoindole group, carbazole group, indenocarbazole group, indolocarbazole group, benzindolocarbazole group, benzocarbazole group, pyrazole group, imidazole group, triazole group, benzopyrazole group, benzimidazole group, indazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group or azafluorene group.

[0098] In an embodiment, X 1 The bond between M and X 3 The bonds between X and M may all be coordination bonds; and 2 The bond between M and X 4 The bonds with M may all be covalent bonds.

[0099] In an embodiment, X 1 It may be a carbon atom of a carbene moiety.

[0100] In an embodiment, Y 1 Can be S or O.

[0101] In an embodiment, T 1 To T 3 can be independently a single bond, *-N(R 8 )-*'、*-B(R 8 )-*'、*-C(R 8 )(R9 )-*'、*-Si(R 8 )(R 9 )-*', *-S-*', or *-O-*'.

[0102] In an embodiment, the organometallic compound may satisfy one of conditions 1 to 4:

[0103] [Condition 1]

[0104] n1 to n3 are all 0;

[0105] [Condition 2]

[0106] n1 is not 0, and n2 and n3 are both 0;

[0107] [Condition 3]

[0108] n2 is not 0, and n1 and n3 are both 0; and

[0109] [Condition 4]

[0110] Both n2 and n3 are not 0, and n1 is 0.

[0111] In an embodiment, R 1 To R 9 can be independently hydrogen, deuterium, -F, cyano, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a C 3 -C 60 The monocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group.

[0112] In an embodiment, R 1 To R 9 can all independently be:

[0113] Hydrogen, deuterium, -F or cyano;

[0114] C unsubstituted or substituted with hydrogen, deuterium, -F, cyano or any combination thereof 1 -C 20 Alkyl; or

[0115] All are unsubstituted or substituted with hydrogen, deuterium, -F, cyano, C 1 -C 20 Alkyl, deuterated C 1 -C 20 Alkyl, fluorinated C 1 -C 20Alkyl, phenyl, deuterated phenyl, fluorophenyl, (C 1 -C 20 alkyl)phenyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, fluorenyl, dibenzothioyl, or any combination thereof, phenyl, pyridyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, azadibenzofuranyl, azadibenzothiophenyl, or azacarbazolyl.

[0116] In an embodiment, R 1 To R 9 can all independently be:

[0117] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano or C 1 -C 20 alkyl;

[0118] Substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, nitro, C 1 -C 10 At least one of alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl and pyrimidyl is selected from the group consisting of: 1 -C 20 alkyl;

[0119] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, C 1 -C 20 Alkyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 ) and -B(Q 31 )(Q 32 ) is at least one of phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl; or

[0120] -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 ) or -B(Q 1 )(Q 2 ),and

[0121] Q 1 To Q 3 and Q 31 To Q 33 can all independently be:

[0122] -CH 3 、-CD 3 、-CD 2 H.-CDH 2 、-CH 2 CH 3 、-CH 2 CD 3 、-CH 2 CD 2 H, -CH 2 CDH 2 、-CHDCH 3 、-CHDCD 2 H, -CHDCDH 2 、-CHDCD 3 、-CD 2 CD 3 、-CD 2 CD 2H or -CD 2 CDH 2 ;or

[0123] None or substituted with deuterium, C 1 -C 10 at least one of alkyl, phenyl, biphenyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl and triazinyl groups, such as n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl or triazinyl.

[0124] In an embodiment, R 1 To R 9 can all independently be:

[0125] Hydrogen, deuterium, -F, -Cl, -Br, -I or cyano;

[0126] methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl or 1,2-dimethylpropyl, all unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; or

[0127] Phenyl, pyridyl, dibenzofuranyl, dibenzothienyl, carbazolyl, azadibenzofuranyl, azadibenzothienyl or azacarbazolyl, all of which are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro.

[0128] In the embodiment, M, CY 3 , N and CY 4 The cyclometalated group formed may be a six-membered ring.

[0129] In an embodiment, the organometallic compound may be represented by one of Formula 1-1 to Formula 1-4:

[0130]

[0131] In formula 1-1 to formula 1-4, M, CY 1 To CY 4 ,Ar 1 ,Ar 2 , X 1 To X 4 , Y 1 , T 1 To T 3 , n1 to n3, a1 to a4 and R 1 To R 5 Same as defined in Formula 1.

[0132] In an embodiment, R 5 Can be C 6 -C 60 Aryl.

[0133] In an embodiment, R 5 It can be unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 6 -C 60 Aryl or any combination thereof, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, The invention may be substituted with any of the following: 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, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 61, 62, 63, 64,

[0134] In an embodiment, R 5 The phenyl, biphenyl or terphenyl groups may be unsubstituted or substituted with deuterium, -F, cyano, nitro, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, phenyl or any combination thereof.

[0135] In an embodiment, R 5 It may be a group represented by one of Formula 2-1 to Formula 2-3:

[0136]

[0137] In Formula 2-1 to Formula 2-3,

[0138] R 51 To R 54 can be independently related to R in formula 1 1 The same as defined,

[0139] a51 and a53 may each independently be an integer from 1 to 5,

[0140] a52 can be an integer from 1 to 3,

[0141] a54 can be an integer from 1 to 4, and

[0142] * indicates the binding site with the adjacent nitrogen atom.

[0143] In an embodiment, the organometallic compound represented by Formula 1 may be one of Compound 1 to Compound 384:

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160] In organometallic compounds, X bound to the metal M 1 , X 2 , X 3 and X 4 can be C, C, N and C respectively. In the embodiment, CY 3 You can use X 3 The two sides of the covalent bond to Y 1 and N, thereby improving material stability.

[0161] Therefore, the organometallic compound can be able to reduce triplet-triplet annihilation (TTA) and triplet-polaron quenching (TPQ) in the light-emitting device, and thus can also improve the color purity of the light-emitting device including the organometallic compound and reduce the driving voltage of the light-emitting device including the organometallic compound. In the light-emitting device including the organometallic compound, energy can be easily transferred from the host within the light-emitting device, thereby improving the lifespan characteristics.

[0162] A method of synthesizing the organometallic compound represented by Formula 1 may be easily understood by one of ordinary skill in the art by referring to the synthesis examples and / or examples described herein.

[0163] At least one organic metal compound represented by Formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device). Therefore, another embodiment provides a light-emitting device, which may include a first electrode, a second electrode facing the first electrode, and an intermediate layer between the first electrode and the second electrode and including an emission layer, and the light-emitting device may also include an organic metal compound represented by Formula 1.

[0164] In an embodiment,

[0165] The first electrode of the light emitting device may be an anode,

[0166] The second electrode of the light emitting device may be a cathode,

[0167] The intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[0168] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and

[0169] The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer, or any combination thereof.

[0170] In an embodiment, the intermediate layer may include an organic metal compound represented by Formula 1.

[0171] In an embodiment, the emission layer may include an organic metal compound represented by Formula 1.

[0172] In an embodiment, the emission layer may further include a host, a dopant, and a sensitizer; and the sensitizer may include an organic metal compound represented by Formula 1.

[0173] In an embodiment, the dopant may be a delayed fluorescence dopant.

[0174] In an embodiment, the host may include a first compound and a second compound, wherein the first compound may include a hole transport material and the second compound may include an electron transport material.

[0175] In an embodiment, the emissive layer may emit blue light.

[0176] In an embodiment, the organometallic compound represented by Formula 1 may not emit light.

[0177] In embodiments, the organometallic compound represented by Formula 1 may emit light.

[0178] In an embodiment, the emission layer may further include a first compound and a second compound, wherein the first compound may be a hole transport compound including at least one electron donating group, and the second compound may be an electron transport host including at least one electron withdrawing group.

[0179] In an embodiment, the emission layer may further include a third compound, wherein the third compound may be a metal-containing compound.

[0180] In an embodiment, the third compound may function as a sensitizer (such as a phosphorescence sensitizer).

[0181] In an embodiment, the third compound may not emit light.

[0182] In an embodiment, the emission layer may further include at least one of an auxiliary dopant and a sensitizer.

[0183] In an embodiment, the auxiliary dopant and the sensitizer may each independently be an organometallic compound including Pt and a tetradentate ligand bonded to Pt, wherein each tetradentate ligand may include a carbene portion chemically bonded to Pt. For example, the auxiliary dopant and / or the sensitizer may include a third compound.

[0184] In an embodiment, the first compound and the second compound may serve as exciplex hosts.

[0185] In the specification, the "electron donating group" may be any part having electron donating ability, for example, it may be a π-electron-rich C 3 -C 60 The electron donating group may refer to a nitrogen-containing C 1 -C 60 A ring group other than a ring group.

[0186] In the specification, "electron withdrawing group" can be any part having electron withdrawing ability, for example, it can be -F, -CFH 2 , -CF 2 H, -CF 3 、-CN、-NO 2 , π-electron-poor nitrogen-containing C 1 -C 60 A cyclic group or any combination thereof. However, the embodiment is not limited thereto.

[0187] Regarding the light emitting path in the light emitting device according to the embodiment, the first compound and the second compound can form an excited complex (step 1), energy from the excited complex can be transferred to the third compound (step 2), and energy can be transferred from the third compound to the organic metal compound represented by Formula 1 (step 3).

[0188] In an embodiment, an amount of the third compound may be in a range of 0 parts by weight to about 50 parts by weight based on 100 parts by weight of the total weight of the emission layer.

[0189] In an embodiment, the first compound may include at least one carbazole moiety, and the second compound may include at least one azine moiety.

[0190] In an embodiment, the first compound may be represented by Formula 301-1A or Formula 301-2A:

[0191] [Formula 301-1A]

[0192]

[0193] [Formula 301-2A]

[0194]

[0195] In Formula 301-1A and Formula 301-2A,

[0196] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0197] X 301 Can be O, S, N[(L 304 ) xb4 -R 304a ]、C(R 304a )(R 304b ) or Si(R 304a )(R 304b ),

[0198] X 302 Can be single bond, O, S, N[(L 305 ) xb5 -R 305a ]、C(R 305a )(R 305b ) or Si(R 305a )(R 305b ),

[0199] X 303 Can be single bond, O, S, N[(L 306 ) xb6 -R 306a ]、C(R306a )(R 306b ) or Si(R 306a )(R 306b ),

[0200] xb22 and xb23 may each independently be an integer from 0 to 10,

[0201] L 301 To L 307 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0202] xb1 to xb7 may each independently be an integer from 0 to 5,

[0203] R 301 To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302)、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),and

[0204] Q 301 To Q 303 can be independently compared with reference to Q as described herein 1 The same as defined.

[0205] In an embodiment, the first compound may be one of compounds HTH1 to HTH56 or one of compounds HTH1′ to HTH40′, but the embodiment is not limited thereto.

[0206]

[0207]

[0208]

[0209]

[0210] In an embodiment, the second compound can be represented by Formula 302:

[0211] [Formula 302]

[0212]

[0213] In formula 302,

[0214] X 321 It can be C(R 321 ) or N,

[0215] X 322 It can be C(R 322 ) or N,

[0216] X 323 It can be C(R 323 ) or N,

[0217] X 321 To X 323 At least one of them can be N,

[0218] L 324 To L 326 may each independently be a single bond, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1 -C 60 Heterocyclic group, *-C(Q 321 )(Q 322 )-*'、*-Si(Q 321 )(Q 322 )-*'、*-B(Q 321 )-*' or *-N(Q 321 )-*',

[0219] n324 to n326 may each independently be an integer from 1 to 5,

[0220] R 321 To R 326 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 323 )(Q 324 )(Q 325 )、-N(Q 323 )(Q 324 )、-B(Q 323 )(Q 324 )、-C(=O)(Q 323 )、-S(=O) 2 (Q 323 ) or -P(=O)(Q 323 )(Q 324 ),

[0221] Q 321 To Q 325 and R 321 To R 326 Two or more adjacent groups may optionally be combined with each other to form an unsubstituted or substituted group having at least one R 10a C5 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 2 -C 30 Heterocyclic group,

[0222] * and *' both represent the binding sites with adjacent atoms.

[0223] R 10a may be the same as defined herein, and

[0224] Q 321 To Q 325 can be independently compared with reference to Q as described herein 1 The same as defined.

[0225] In an embodiment, the second compound may be one of compounds ETH1 to ETH86 or one of compounds ETH1 ′ to ETH32 ′, but the embodiment is not limited thereto.

[0226]

[0227]

[0228]

[0229]

[0230]

[0231] In an embodiment, the third compound can be represented by Formula 401A: [Formula 401A]

[0232] M 401 (L 401 ) xc1 (L 402 ) xc2

[0233]

[0234]

[0235] In Formula 401A and Formulas 402A to 402D,

[0236] M 401 It may be a first-row transition metal of the periodic table, a second-row transition metal of the periodic table, or a third-row transition metal of the periodic table,

[0237] L 401 may be a ligand represented by one of Formulae 402A to 402D,

[0238] L 402 can be a monodentate ligand, a bidentate ligand or a tridentate ligand,

[0239] xc1 can be 1 or 2,

[0240] xc2 can be an integer from 0 to 4,

[0241] A 401 To A 404 can be independently C 5 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0242] T 401 To T 404 can be independently a single bond, a double bond, *-O-*', *-S-*', *-C(=O)-*', *-S(=O)-*', *-C(R 405 )(R 406 )-*'、*-C(R 405 )=C(R 406 )-*'、*-C(R 405 )=*'、*-Si(R 405 )(R 406 )-*'、*-B(R 405 )-*'、*-N(R 405 )-*' or *-P(R 405 )-*',

[0243] k401 to k404 can all independently be 1, 2 or 3,

[0244] Y 401 To Y 404 can be independently a single bond (eg, a covalent bond or a coordination bond), *-O-*', *-S-*', *-C(R 407 )(R 408 )-*'、*-Si(R 407 )(R 408 )-*'、*-B(R 407 )-*'、*-N(R 407 )-*' or *-P(R 407 )-*',

[0245] * 1 ,* 2 ,* 3 and* 4 Both indicate that 401 The binding position of

[0246] R401 To R 408 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0247] R 401 To R 408 may optionally be combined with each other to form unsubstituted or substituted with at least one R 10a C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0248] b401 to b404 may each independently be an integer from 0 to 10,

[0249] * and *' both represent the binding sites with adjacent atoms, and

[0250] Q 1 To Q 3 and R 10a May all be the same as described herein.

[0251] In an embodiment, the compound represented by Formula 401A may be a carbene complex.

[0252] In the specification, a "carbene complex" may be a complex including a metal and a ligand bound to the metal, wherein at least one bond between the metal and the ligand is a bond between the metal and a carbon atom of a carbene moiety.

[0253] In an embodiment, the sensitizer may include a compound represented by Formula 401A.

[0254] In an embodiment, the third compound may include one of compound PD1 to compound PD41, but the embodiment is not limited thereto:

[0255]

[0256]

[0257]

[0258] In the embodiment, R in Formula 301-1A and Formula 301-2A 301 To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 , R in Formula 302 321 To R 326 and R in Formula 401A and Formula 402A to Formula 402D 401 To R 408 can all independently be:

[0259] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0260] All substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3, -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 10 C alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0261] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridine, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, thiadiazolyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 )(Q 32 )(Q 33 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C 1 -C 10 Alkylphenyl, naphthyl, tetrahydronaphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, benzoisoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthridinyl, acridinyl, phenanthrolinyl, phenazine yl, benzimidazolyl, benzofuranyl, benzothiophenyl, isobenzothiazolyl, benzoxazolyl, isobenzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, thiadiazolyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl or azadibenzothiorolyl; or

[0262] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0263] Q 1 To Q 3 and Q 31 To Q 33 May be the same as described herein respectively.

[0264] In the embodiment, R in Formula 301-1A and Formula 301-2A 301To R 303 , R 304a To R 306a , R 304b To R 306b and R 311 To R 314 , R in Formula 302 321 To R 326 and R in Formula 401A and Formula 402A to Formula 402D 401 To R 408 can all independently be:

[0265] Hydrogen, deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0266] A group represented by one of Formulae 9-1 to 9-61 or a group represented by one of Formulae 10-1 to 10-348; or

[0267] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ):

[0268]

[0269]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277] In Formulas 9-1 to 9-61 and 10-1 to 10-348,

[0278] * indicates the bonding position with the adjacent atom, Ph indicates phenyl, TMS indicates trimethylsilyl, D indicates deuterium, and

[0279] Q 1 To Q 3 May be the same as described herein respectively.

[0280] In an embodiment, the electron transport region of the light emitting device may include a hole blocking layer, and the hole blocking layer may include a phosphine oxide-containing compound, a silicon-containing compound, or any combination thereof. In an embodiment, the hole blocking layer may directly contact the emission layer.

[0281] In an embodiment, the light emitting device may include a capping layer outside the first electrode or a capping layer outside the second electrode.

[0282] In an embodiment, the light emitting device may further include at least one of a first covering layer outside the first electrode and a second covering layer outside the second electrode, and at least one of the first covering layer and the second covering layer may each independently include an organic metal compound represented by Formula 1. The first covering layer and the second covering layer may both be the same as described herein.

[0283] In an embodiment, the light emitting device may further include:

[0284] a first covering layer, outside the first electrode and including an organic metal compound represented by Formula 1;

[0285] a second covering layer, which is outside the second electrode and includes an organic metal compound represented by Formula 1; or

[0286] A first covering layer and a second covering layer.

[0287] In the specification, the term "(the intermediate layer and / or the covering layer) includes an organic metal compound" may be understood as "(the intermediate layer and / or the covering layer) may include one organic metal compound represented by Formula 1 or two or more different kinds of organic metal compounds each independently represented by Formula 1".

[0288] In an embodiment, the intermediate layer and / or the covering layer may both include compound 1 as an organic metal compound. For example, compound 1 may be present in the emission layer of the light-emitting device. In an embodiment, the intermediate layer may include compound 1 and compound 2 as organic metal compounds. In this regard, compound 1 and compound 2 may be present in the same layer (for example, both compound 1 and compound 2 may be present in the emission layer), or may be present in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).

[0289] In the specification, the term "intermediate layer" may refer to a single layer and / or all layers between a first electrode and a second electrode of a light emitting device.

[0290] Another embodiment provides an electronic device that may include a light emitting device. The electronic device may also include a thin film transistor. For example, the electronic device may also include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the light emitting device may be electrically connected to the source electrode or the drain electrode. In an embodiment, the electronic device may also include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. More details about the electronic device may be the same as provided herein.

[0291] [ Figure 1 Description]

[0292] Figure 1 is a schematic cross-sectional view of a light emitting device 10 according to an embodiment. The light emitting device 10 includes a first electrode 110 , an intermediate layer 130 , and a second electrode 150 .

[0293] In the following, reference will be made to Figure 1 The structure of the light emitting device 10 and a method of manufacturing the light emitting device 10 according to the embodiment are described.

[0294] [First electrode 110]

[0295] exist Figure 1 In the embodiment, the substrate may be disposed under the first electrode 110 or on the second electrode 150. In an embodiment, the substrate may be a glass substrate or a plastic substrate. In an embodiment, the substrate may be a flexible substrate and may include a plastic having excellent heat resistance and durability (such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof).

[0296] The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates hole injection.

[0297] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. In an embodiment, when the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In an embodiment, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0298] The first electrode 110 may have a structure consisting of a single layer or a structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0299] [Middle layer 130]

[0300] The intermediate layer 130 is disposed on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0301] The intermediate layer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0302] The intermediate layer 130 may further include a metal-containing compound such as an organic metal compound, an inorganic material such as a quantum dot, or the like, in addition to various organic materials.

[0303] In an embodiment, the intermediate layer 130 may include two or more emission units stacked between the first electrode 110 and the second electrode 150, and at least one charge generation layer between adjacent units among the two or more emission units. When the intermediate layer 130 includes two or more emission units and at least one charge generation layer, the light emitting device 10 may be a tandem light emitting device.

[0304] [Hole Transport Region in Intermediate Layer 130]

[0305] The hole transport region may have a structure consisting of a single layer consisting of a single material, a structure consisting of a single layer including different materials, or a structure including a plurality of layers including different materials.

[0306] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.

[0307] In an embodiment, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the layers of each structure may be stacked from the first electrode 110 in their corresponding stated order, but the structure of the hole transport region is not limited thereto.

[0308] In an embodiment, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:

[0309] [Formula 201]

[0310]

[0311] [Formula 202]

[0312]

[0313] In equation 201 and equation 202,

[0314] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0315] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a C3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0316] xa1 to xa4 may each independently be an integer from 0 to 5,

[0317] xa5 can be an integer from 1 to 10,

[0318] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0319] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a C 2 -C 5 The alkenylene groups are linked to each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16, etc.),

[0320] R 203 and R 204 may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a C 2 -C 5 The alkenylene groups are combined with each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60 Polycyclic groups, and

[0321] na1 can be an integer from 1 to 4.

[0322] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulas CY201 to CY217:

[0323]

[0324] In formula CY201 to formula CY217, R 10b and R 10c can be independently compared with the reference R 10a Same as described, CY 201 To Ring CY 204 can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.

[0325] In the embodiment, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each of them may independently be a benzene group, a naphthalene group, a phenanthrene group or an anthracene group.

[0326] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may each independently include at least one of the groups represented by Formulae CY201 to CY203.

[0327] In an embodiment, the compound represented by Formula 201 may include at least one of the groups represented by Formulas CY201 to CY203 and at least one of the groups represented by Formulas CY204 to CY217.

[0328] In an embodiment, in formula 201, xa1 may be 1, R 201 may be one of the groups represented by formula CY201 to formula CY203, xa2 may be 0, and R 202 It may be one of the groups represented by Formula CY204 to Formula CY207.

[0329] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may not include the groups represented by Formula CY201 to Formula CY203.

[0330] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may both not include the groups represented by Formulae CY201 to CY203, and may each independently include at least one of the groups represented by Formulae CY204 to CY217.

[0331] In an embodiment, the compound represented by Formula 201 and the compound represented by Formula 202 may not include groups represented by Formulas CY201 to CY217.

[0332] In an embodiment, the hole transport region may include one of compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, HMTPD, 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA), polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (PANI / PSS), or any combination thereof:

[0333]

[0334]

[0335]

[0336]

[0337]

[0338] The thickness of the hole transport region can be about to about For example, the thickness of the hole transport region may be in the range of about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about and the thickness of the hole transport layer can be in the range of about to about For example, the thickness of the hole injection layer can be about to about For example, the thickness of the hole transport layer can be about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics may be obtained without significantly increasing the driving voltage.

[0339] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block electrons from leaking from the emission layer to the hole transport region. Materials that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0340] [p dopant]

[0341] In addition to these materials, the hole transport region may further include a charge generating material for improving the conductive property. The charge generating material may be dispersed in the hole transport region uniformly or non-uniformly (eg, in the form of a single layer composed of the charge generating material).

[0342] The charge generating material may be, for example, a p-dopant.

[0343] In an embodiment, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level equal to or less than about -3.5 eV.

[0344] In an embodiment, the p-dopant may include a quinone derivative, a cyano-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.

[0345] Examples of quinone derivatives may include TCNQ, F 4 -TCNQ, etc.

[0346] Examples of the cyano group-containing compound may include HAT-CN, a compound represented by Formula 221, and the like:

[0347]

[0348] [Formula 221]

[0349]

[0350] In formula 221,

[0351] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 a heterocyclic group, and

[0352] R 221 To R 223 At least one of them may be independently C substituted with the following groups 3 -C 60 Carbocyclic or C1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0353] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0354] Examples of metals may include alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt ( Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); etc.

[0355] Examples of metalloids may include silicon (Si), antimony (Sb), tellurium (Te), and the like.

[0356] Examples of non-metal may include oxygen (O), halogen (eg, F, Cl, Br, I, etc.), and the like.

[0357] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0358] Examples of metal oxides may include tungsten oxide (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxide (MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.), rhenium oxide (e.g., ReO 3 etc.

[0359] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, and the like.

[0360] Examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, and the like.

[0361] Examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 ,BaI 2 wait.

[0362] Examples of transition metal halides may include titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 、TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0363] Examples of late transition metal halides may include zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.), tin halides (e.g., SnI 2 etc.

[0364] Examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 , YbCl, YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI2 ,YbI 3 、SmI 3 wait.

[0365] Examples of metalloid halides may include antimony halides (eg, SbCl 5 etc.

[0366] Examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.

[0367] [Emitting Layer in Intermediate Layer 130]

[0368] When the light emitting device 10 is a full-color light emitting device, the emission layer may be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In an embodiment, the emission layer may have a stacked structure of two or more layers of a red emission layer, a green emission layer and a blue emission layer to emit white light, wherein the two or more layers may be in contact with each other or may be separated from each other. In an embodiment, the emission layer may include two or more materials of a red light emitting material, a green light emitting material and a blue light emitting material to emit white light, wherein the two or more materials are mixed with each other in a single layer.

[0369] In an embodiment, the emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0370] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0371] In an embodiment, the emissive layer may include quantum dots.

[0372] In an embodiment, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may be used as a host or a dopant in the emission layer.

[0373] The thickness of the emission layer can be about to about For example, the thickness of the emission layer can be about to about When the thickness of the emission layer is within any one of these ranges, excellent light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0374] [main body]

[0375] In an embodiment, the host may further include a compound represented by Formula 301:

[0376] [Formula 301]

[0377] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .

[0378] In formula 301,

[0379] Ar 301 and L 301 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0380] xb11 can be 1, 2 or 3,

[0381] xb1 can be an integer from 0 to 5.

[0382] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ), xb21 can be an integer from 1 to 5, and

[0383] Q 301 To Q 303 can be independently compared with reference to Q as described herein 1 The same as defined.

[0384] In the embodiment, in Formula 301, when xb11 is 2 or more, two or more Ar 301 can be connected to each other via a single bond.

[0385] In an embodiment, the host may further include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0386] [Formula 301-1]

[0387]

[0388] [Formula 301-2]

[0389]

[0390] In Formula 301-1 and Formula 301-2,

[0391] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0392] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0393] xb22 and xb23 can each independently be 0, 1 or 2,

[0394] L 301 , xb1 and R 301 may be the same as described herein, respectively,

[0395] L 302 To L 304 can be independently compared with the reference L 301 Same as described,

[0396] xb2 to xb4 may each independently be the same as described with reference to xb1, and

[0397] R 302 To R 305 and R 311 To R 314 can be independently compared with the reference R 301 Same as described.

[0398] In an embodiment, the host can include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. For example, the host can include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0399] In an embodiment, the host may include one of Compounds H1 to H128, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di(9-carbazolyl)benzene (mCP), 1,3,5-tri(carbazolyl-9-yl)benzene (TCP), or any combination thereof:

[0400]

[0401]

[0402]

[0403]

[0404]

[0405]

[0406]

[0407] [Phosphorescent dopant]

[0408] The phosphorescent dopant may include at least one transition metal as a central metal.

[0409] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.

[0410] The phosphorescent dopant may be electrically neutral.

[0411] In an embodiment, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0412] [Formula 401]

[0413] M(L 401 ) xc1 (L 402 ) xc2

[0414] [Formula 402]

[0415]

[0416] In equations 401 and 402,

[0417] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),

[0418] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, L 401 Two or more of may be the same or different from each other,

[0419] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, L 402 Two or more of may be the same or different from each other,

[0420] X 401 and X 402 can all independently be N or C,

[0421] Ring A 401 and Ring A 402 can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0422] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',

[0423] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0424] Q 411 To Q 414 can be independently compared with reference to Q as described herein 1 The same as defined,

[0425] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0426] Q 401 To Q 403 can be independently compared with reference to Q as described herein 1 The same as defined,

[0427] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0428] The * and *' in formula 402 both represent the binding site with M in formula 401.

[0429] In an embodiment, in Formula 402, X 401 can be nitrogen and X 402 It can be carbon, or X 401 and X 402 Both may be nitrogen.

[0430] In the embodiment, in Formula 401, when xc1 is 2 or greater, L 401Two or more of the two rings A 401 It can be optionally connected via T as a linker 402 Connected to each other, or two rings A 402 It can be optionally connected via T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 can be independently compared with the reference T 401 Same as described.

[0431] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include a halogen group, a diketone group (e.g., an acetylacetonate group), a carboxylic acid group (e.g., a picolinate group), -C(=O), an isonitrile group, a -CN group, a phosphorus-containing group (e.g., a phosphine group, a phosphite group, etc.), or any combination thereof.

[0432] In an embodiment, the phosphorescent dopant may include, for example, one of Compound PD1 to Compound PD39 or any combination thereof:

[0433]

[0434]

[0435]

[0436] [Fluorescent dopant]

[0437] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof.

[0438] In an embodiment, the fluorescent dopant may include a compound represented by Formula 501:

[0439] [Formula 501]

[0440]

[0441] Wherein, in Formula 501,

[0442] Ar 501 , L 501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C1 -C 60 Heterocyclic group,

[0443] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0444] xd4 can be 1, 2, 3, 4, 5 or 6.

[0445] In the embodiment, in Formula 501, Ar 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracene groups, group, pyrene group, etc.).

[0446] In an embodiment, in equation 501, xd4 may be 2.

[0447] In an embodiment, the fluorescent dopant may include: one of compounds FD1 to FD37, DPVBi, DPAVBi, or any combination thereof:

[0448]

[0449]

[0450]

[0451]

[0452] [Delayed fluorescence material]

[0453] The emitting layer may include a delayed fluorescent material.

[0454] In the specification, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0455] The delayed fluorescent material included in the emission layer may serve as a host or as a dopant according to the types of other materials included in the emission layer.

[0456] In an embodiment, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus, the light emitting device 10 may have improved luminous efficiency.

[0457] In an embodiment, the delayed fluorescent material may include: at least one electron donor (eg, a π-electron-rich C such as a carbazole group); 3 -C60 cyclic groups, etc.) and at least one electron acceptor (e.g., a sulfoxide group, a cyano group, a π-electron-poor nitrogen-containing C 1 -C 60 and a C comprising at least two ring groups condensed with each other while sharing boron (B); 8 -C 60 Polycyclic materials; and so on.

[0458] The delayed fluorescent material may include, for example, at least one of Compound DF1 to Compound DF14 and Compound DFD1 to Compound DFD29:

[0459]

[0460]

[0461]

[0462] [Quantum dot]

[0463] The emissive layer may include quantum dots.

[0464] In the specification, a quantum dot may be a crystal of a semiconductor compound, and may include any material capable of emitting light of various emission wavelengths according to the size of the crystal.

[0465] The diameter of the quantum dots may be, for example, in the range of about 1 nm to about 10 nm.

[0466] Quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition process, a molecular beam epitaxy process, or any process similar thereto.

[0467] The wet chemical process is a method that includes mixing a precursor material with an organic solvent and growing a quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal, so that the growth of the quantum dot particle crystal can be controlled by a process that is low in cost and can be easily performed than a vapor deposition method such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0468] Quantum dots may include Group II-VI semiconductor compounds, Group III-V semiconductor compounds, Group III-VI semiconductor compounds, Group I-III-VI semiconductor compounds, Group IV-VI semiconductor compounds, Group IV elements or compounds, or any combination thereof.

[0469] Examples of II-VI semiconductor compounds may include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZ nSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, etc.; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, etc.; or any combination thereof.

[0470] Examples of III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. In an embodiment, the III-V semiconductor compound may further include a Group II element. Examples of the Group III-V semiconductor compound also including the Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0471] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 , InTe, etc.; ternary compounds such as InGaS 3 、InGaSe 3 etc.; or any combination thereof.

[0472] Examples of Group I-III-VI semiconductor compounds may include ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2 etc., or any combination thereof.

[0473] Examples of IV-VI semiconductor compounds may include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0474] Examples of Group IV elements or compounds may include: simple substances such as Si, Ge, etc.; binary compounds such as SiC, SiGe, etc.; or any combination thereof.

[0475] Each element included in the multi-element compound such as a binary compound, a ternary compound, or a quaternary compound may be present in the particle at a uniform concentration or at a non-uniform concentration.

[0476] In an embodiment, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is uniform, or the quantum dot may have a core-shell structure. For example, the material included in the core and the material included in the shell may be different from each other.

[0477] The shell of a quantum dot can be used as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or can be used as a charged layer to impart electrophoretic properties to the quantum dot. The shell can be single-layer or multi-layer. The interface between the core and the shell can have a concentration gradient in which the concentration of the element present in the shell decreases toward the core.

[0478] Examples of the shell of the quantum dot may include metal oxides, metalloid oxides, non-metal oxides, semiconductor compounds, and any combination thereof. Examples of metal oxides, metalloid oxides, or non-metal oxides may include: binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 , NiO, etc.; ternary compounds such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 、CoMn 2 O 4 etc.; or any combination thereof.

[0479] Examples of semiconductor compounds may include II-VI semiconductor compounds, III-V semiconductor compounds, III-VI semiconductor compounds, I-III-VI semiconductor compounds, IV-VI semiconductor compounds, and any combination thereof. For example, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0480] The full width at half maximum (FWHM) of the emission wavelength spectrum of the quantum dot can be equal to or less than about 45nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot can be equal to or less than about 40nm. For example, the FWHM of the emission wavelength spectrum of the quantum dot can be equal to or less than about 30nm. Within any of these ranges, the color purity or color reproducibility of the quantum dot can be improved. The light emitted by the quantum dot can be emitted in all directions, so that the wide viewing angle can be improved.

[0481] In embodiments, quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, and the like.

[0482] By controlling the size of the quantum dots, the energy band gap can be adjusted so that light with various wavelengths can be obtained from the emission layer including the quantum dots. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. In an embodiment, the size of the quantum dots can be selected to emit red light, green light, and / or blue light. In an embodiment, the size of the quantum dots can be configured to emit white light by combining light of various colors.

[0483] [Electron Transport Region in Intermediate Layer 130]

[0484] The electron transport region may have a structure consisting of a single layer consisting of a single material, a structure consisting of a single layer including different materials, or a structure including a plurality of layers including different materials.

[0485] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0486] In an embodiment, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the layers of each structure may be stacked from the emission layer in their corresponding stated order, but the structure of the electron transport region is not limited thereto.

[0487] In an embodiment, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of ring bases.

[0488] In an embodiment, the electron transport region may include a compound represented by Formula 601:

[0489] [Formula 601]

[0490] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .

[0491] In formula 601,

[0492] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0493] xe11 can be 1, 2 or 3,

[0494] xe1 can be 0, 1, 2, 3, 4, or 5,

[0495] R 601 may be unsubstituted or substituted with at least one R10a C 3 -C 60 Carbocyclic, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0496] Q 601 To Q 603 can be independently compared with reference to Q as described herein 1 Same as described,

[0497] xe21 can be 1, 2, 3, 4, or 5, and

[0498] Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted with at least one R 10a The π-electron-poor nitrogen-containing C 1 -C 60 Cyclic group.

[0499] In the embodiment, in Formula 601, when xe11 is 2 or greater, Ar 601 Two or more of may be linked to each other via a single bond.

[0500] In the embodiment, in Formula 601, Ar 601 The anthracene group may be substituted or unsubstituted.

[0501] In an embodiment, the electron transport region may include a compound represented by Formula 601-1:

[0502] [Formula 601-1]

[0503]

[0504] In formula 601-1,

[0505] X 614 Can be N or C (R 614 ), X 615 Can be N or C (R 615 ), X 616 Can be N or C (R 616 ), and X614 To X 616 At least one of them can be N,

[0506] L 611 To L 613 can be independently compared with reference to L as described herein 601 Same as described,

[0507] xe611 to xe613 may each independently be the same as described with reference to xe1 as described herein,

[0508] R 611 To R 613 can be independently compared with R as described herein 601 Same as described, and

[0509] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic groups are either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group.

[0510] In an embodiment, in Formula 601 and Formula 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

[0511] In an embodiment, the electron transport region may include one of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq 3 , BAlq, TAZ, NTAZ or any combination thereof:

[0512]

[0513]

[0514]

[0515]

[0516] The thickness of the electron transport region can be about to about For example, the thickness of the electron transport region can be in the range of about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently in the range of about to about and the thickness of the electron transport layer can be in the range of about to about For example, the thickness of the buffer layer, the hole blocking layer, or the electron control layer can be independently about to about For example, the thickness of the electron transport layer can be about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0517] In addition to the above materials, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material.

[0518] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex may be Li ion, Na ion, K ion, Rb ion or Cs ion, and the metal ion of the alkaline earth metal complex may be Be ion, Mg ion, Ca ion, Sr ion or Ba ion.

[0519] The ligands coordinated to the metal ion of the alkali metal complex or the alkaline earth metal complex can each independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0520] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:

[0521]

[0522] The electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0523] The electron injection layer may have: a structure composed of a single layer consisting of a single material; a structure composed of a single layer including different materials; or a structure including multiple layers including different materials.

[0524] In an embodiment, the electron injection layer may be composed of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In an embodiment, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0525] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0526] The alkali metal-containing compound, the alkaline earth metal-containing compound, and the rare earth metal-containing compound may be oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.) or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, or any combination thereof.

[0527] Examples of the alkali metal-containing compound may include: alkali metal oxides (such as Li 2 O, Cs 2 O, K 2 O, etc.); alkali metal halides (such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc.); or any combination thereof. Examples of the alkaline earth metal-containing compound may include alkaline earth metal compounds (or oxides), such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1), Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. Examples of the rare earth metal-containing compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3or any combination thereof. In an embodiment, the rare earth metal-containing compound may include a lanthanide metal telluride. Examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, LaTe, 2 Te 3 、Ce 2 Te 3 , Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 、Lu 2 Te 3 wait.

[0528] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: an alkali metal ion, an alkaline earth metal ion or a rare earth metal ion; and a ligand bound to the metal ion (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof).

[0529] In an embodiment, the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide); or the electron injection layer may be composed of an alkali metal compound (e.g., an alkali metal halide) and an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, a LiF:Yb co-deposition layer, etc.

[0530] When the electron injection layer also includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex or any combination thereof can be uniformly or non-uniformly dispersed in a matrix including the organic material.

[0531] The thickness of the electron injection layer can be about to about For example, the thickness of the electron injection layer can be about to about When the thickness of the electron injection layer is within any one of these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0532] [Second electrode 150]

[0533] The second electrode 150 is arranged on the intermediate layer 130 having the above structure. The second electrode 150 may be a cathode as an electron injection electrode. When the second electrode 150 is a cathode, the material used to form the second electrode 150 may include a material having a low work function (such as a metal, an alloy, a conductive compound, or any combination thereof).

[0534] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0535] The second electrode 150 may have a single-layer structure or a multi-layer structure.

[0536] [Overlay]

[0537] The light emitting device 10 may include a first covering layer arranged outside the first electrode 110 and / or a second covering layer arranged outside the second electrode 150. In an embodiment, the light emitting device 10 may have: a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are stacked in the stated order; a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the stated order; or a structure in which the first covering layer, the first electrode 110, the intermediate layer 130, the second electrode 150 and the second covering layer are stacked in the stated order.

[0538] Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may be extracted toward the outside through the first electrode 110 (which may be a semi-transmissive electrode or a transmissive electrode) and through the first cover layer. Light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may be extracted toward the outside through the second electrode 150 (which may be a semi-transmissive electrode or a transmissive electrode) and through the second cover layer.

[0539] The first cover layer and the second cover layer may both increase external emission efficiency according to the principle of constructive interference. Therefore, the light extraction efficiency of the light emitting device 10 increases, so that the light emitting efficiency of the light emitting device 10 may be improved.

[0540] The first cover layer and the second cover layer may each include a material having a refractive index greater than or equal to about 1.6 (with respect to a wavelength of about 589 nm).

[0541] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.

[0542] At least one of the first covering layer and the second covering layer may each independently include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphine derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof.

[0543] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include an amine-containing compound.

[0544] For example, at least one of the first capping layer and the second capping layer may each independently include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof.

[0545] In an embodiment, at least one of the first cover layer and the second cover layer may each independently include one of compounds HT28 to HT33, one of compounds CP1 to CP6, β-NPB, or any combination thereof:

[0546]

[0547] [membrane]

[0548] The organometallic compound represented by Formula 1 may be included in various films. Therefore, another embodiment provides a film including the organometallic compound represented by Formula 1. The film may be, for example, an optical member (or light control device) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, a quantum dot layer, etc.), a light blocking member (e.g., a light reflection layer, a light absorption layer, etc.) or a protective member (e.g., an insulating layer, a dielectric layer, etc.).

[0549] [Electronic devices]

[0550] The light emitting device may be included in various electronic devices. For example, the electronic device including the light emitting device may be a lighting device, an authentication device, etc.

[0551] In addition to the light emitting device, the electronic device (e.g., the light emitting device) may further include a color filter, a color conversion layer, or a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction of travel of the light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light or white light. More details about the light emitting device may be the same as described herein. In an embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, the above-mentioned quantum dots as described herein.

[0552] The electronic device may include a first substrate, the first substrate may include sub-pixels, the color filter may include color filter regions respectively corresponding to the sub-pixels, and the color conversion layer may include color conversion regions respectively corresponding to the sub-pixels.

[0553] A pixel defining film (hereinafter, may also be referred to as a 'pixel defining layer') may be disposed between sub-pixels to define each sub-pixel.

[0554] The color filter may further include color filter regions and a light shielding pattern disposed between the color filter regions, and the color conversion layer may further include a color conversion region and a light shielding pattern disposed between the color conversion regions.

[0555] The color filter region (or color conversion region) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. In an embodiment, the color filter region (or color conversion region) may include quantum dots. For example, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. More details about quantum dots may be the same as described herein. The first region, the second region, and / or the third region may each further include a scatterer.

[0556] In an embodiment, the light emitting device may emit a first light, the first region may absorb the first light to emit a first-first color light, the second region may absorb the first light to emit a second-first color light, and the third region may absorb the first light to emit a third-first color light. The first-first color light, the second-first color light, and the third-first color light may have maximum emission wavelengths different from each other. In an embodiment, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.

[0557] In addition to the light emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein any one of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light emitting device.

[0558] The thin film transistor may further include a gate electrode, a gate insulating film, and the like.

[0559] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like.

[0560] The electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be arranged between the color filter and / or the color conversion layer and the light emitting device. The sealing portion allows light from the light emitting device to be extracted to the outside, and at the same time prevents ambient air and moisture from penetrating into the light emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0561] In addition to the color filter and / or color conversion layer, various functional layers may be provided on the sealing portion depending on the purpose of the electronic device. Examples of the functional layer may include a touch screen layer, a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (e.g., a fingertip, a pupil, etc.).

[0562] In addition to the light emitting device as described above, the authentication device may further include a biometric information collector.

[0563] The electronic device can be applied to various displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notepads, electronic dictionaries, electronic game consoles, medical instruments (e.g., electronic thermometers, sphygmomanometers, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasonic diagnostic equipment or endoscope displays), fish finders, various measuring instruments, meters (e.g., meters for vehicles, aircraft and ships), projectors, etc.

[0564] [Electronic equipment]

[0565] Light emitting devices may be included in various electronic devices.

[0566] For example, an electronic device including a light emitting device can be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone (e.g., a mobile phone, a tablet phone), a tablet personal computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, or a sign.

[0567] [ Figure 2 and Figure 3 Description]

[0568] Figure 2 is a schematic cross-sectional view of an electronic device according to an embodiment.

[0569] Figure 2 The electronic device (eg, a light emitting device) includes a substrate 100, a thin film transistor (TFT), a light emitting device, and an encapsulation part 300 sealing the light emitting device.

[0570] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be disposed on the substrate 100. The buffer layer 210 may prevent impurities from penetrating through the substrate 100, and may provide a flat surface on the substrate 100.

[0571] The TFT may be disposed on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0572] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0573] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed on the active layer 220 , and the gate electrode 240 may be disposed on the gate insulating film 230 .

[0574] Interlayer insulating film 250 may be disposed on gate electrode 240. Interlayer insulating film 250 may be disposed between gate electrode 240 and source electrode 260 to insulate gate electrode 240 from source electrode 260 and between gate electrode 240 and drain electrode 270 to insulate gate electrode 240 from drain electrode 270.

[0575] Source electrode 260 and drain electrode 270 may be disposed on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose source and drain regions of active layer 220, and source electrode 260 and drain electrode 270 may contact exposed portions of source and drain regions of active layer 220, respectively.

[0576] The TFT may be electrically connected to the light emitting device to drive the light emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device may be disposed on the passivation layer 280. The light emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0577] The first electrode 110 may be disposed on the passivation layer 280. The passivation layer 280 may not completely cover the drain electrode 270 and may expose a portion of the drain electrode 270. The first electrode 110 may be connected (eg, electrically connected) to the exposed portion of the drain electrode 270.

[0578] The pixel defining layer 290 including an insulating material may be disposed on the first electrode 110. The pixel defining layer 290 may expose a region of the first electrode 110, and the intermediate layer 130 may be formed on the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic organic film. Figure 2 , but at least some of the intermediate layers 130 may extend beyond the upper portion of the pixel defining layer 290 to be provided in the form of a common layer.

[0579] The second electrode 150 may be disposed on the intermediate layer 130, and the capping layer 170 may be further provided on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0580] The encapsulation part 300 may be disposed on the cover layer 170. The encapsulation part 300 may be disposed on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; organic films including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resin (e.g., aliphatic glycidyl ether (AGE)), etc.) or any combination thereof; or any combination of inorganic films and organic films.

[0581] Figure 3 is a schematic cross-sectional view of an electronic device according to another embodiment.

[0582] Figure 3 An electronic device (eg, a light emitting device) and Figure 2 The electronic device of the present invention may be different in that: the light shielding pattern 500 and the functional area 400 are further arranged on the packaging part 300. The functional area 400 may be a color filter area, a color conversion area, or a combination of a color filter area and a color conversion area. Figure 3 The light emitting device in the electronic device may be a series light emitting device.

[0583] [ Figure 4 Description]

[0584] Figure 4 is a schematic perspective view of an electronic device 1 including a light emitting device according to an embodiment.

[0585] The electronic device 1, which can be a device for displaying moving images or still images, can be not only a portable electronic device (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a portable multimedia player (PMP), a navigation device, or an ultra-mobile PC (UMPC)), but also various products such as a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IOT) device. The electronic device 1 can be any of the products described above, or a part of them.

[0586] In an embodiment, the electronic device 1 may be a wearable device such as a smart watch, a watch phone, a glasses-type display, or a head-mounted display (HMD), or may be a part of a wearable device. However, the embodiment is not limited thereto.

[0587] Examples of the electronic device 1 may include a dashboard of a vehicle, a central instrument panel of a vehicle, a central information display arranged on the dashboard of a vehicle, an interior mirror display that may replace a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle or a display arranged on the rear of a front seat, a head-up display (HUD) mounted at the front of the vehicle or projected on the front windshield, or a computer-generated holographic augmented reality head-up display (CGHARHUD). For ease of explanation, Figure 4 An embodiment is shown in which the electronic device 1 is a smartphone.

[0588] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The electronic device 1 may realize an image through pixels of a two-dimensional array arranged in the display area DA.

[0589] The non-display area NDA is an area where no image is displayed, and may surround (e.g., entirely surround) the display area DA. A driver for providing an electrical signal or power to a display device arranged in the display area DA may be arranged in the non-display area NDA. A pad (also called a "pad" or "solder pad"), which is an area to which an electronic component or a printed circuit board can be electrically connected, may be arranged in the non-display area NDA.

[0590] In the electronic device 1, the length in the x-axis direction (or x direction), the length in the y-axis direction (or y direction), and the length in the z-axis direction (or z direction) may be different from each other. Figure 4 In the embodiment shown in , the length in the x-axis direction may be shorter than the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be the same as the length in the y-axis direction. In an embodiment, the length in the x-axis direction may be longer than the length in the y-axis direction.

[0591] [ Figure 5 and FIG. 6A to FIG. 6C Description]

[0592] Figure 5 is a schematic perspective view of the exterior of a vehicle 1000 as an electronic device including a light emitting device according to an embodiment. FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle 1000 according to an embodiment.

[0593] Reference Figure 5 , Fig. 6A , Figure 6B and Figure 6C, embodiments of the vehicle 1000 may include various devices for moving a subject to be transported (such as a person, an object, or an animal) from a departure point to a destination point. Examples of the vehicle 1000 may include a vehicle traveling on roads or tracks, a ship moving on the ocean or river, an airplane flying in the sky using the action of air, and the like.

[0594] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a selected or given direction according to the rotation of at least one wheel. Examples of the vehicle 1000 may include a three-wheeled vehicle or a four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover device, a bicycle, and a train running on a track.

[0595] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical devices required for driving are installed as a part other than the body. The exterior of the body of the vehicle 1000 may include a front panel, a hood, a roof panel, a rear panel, a trunk, a column provided at a boundary between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, left and right wheels, etc.

[0596] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side view mirrors 1300 , a cluster 1400 , a central instrument panel 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0597] The side window glass 1100 and the front window glass 1200 may be separated by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0598] The side window glass 1100 may be mounted on the side of the vehicle 1000. In an embodiment, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided, and the plurality of side window glasses 1100 may face each other. In an embodiment, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In an embodiment, the first side window glass 1110 may be arranged adjacent to the cluster 1400, and the second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0599] In an embodiment, the side window glasses 1100 may be spaced apart from each other in the x-direction or in a direction opposite to the x-direction. For example, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-direction or in a direction opposite to the x-direction. For example, the imaginary straight line L connecting the side window glasses 1100 may extend in the x-direction or in a direction opposite to the x-direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-direction or in a direction opposite to the x-direction.

[0600] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0601] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the outside of the vehicle body of the vehicle 1000. In an embodiment, a plurality of side view mirrors 1300 may be provided. One of the side view mirrors 1300 may be disposed outside the first side window glass 1110, and another of the side view mirrors 1300 may be disposed outside the second side window glass 1120.

[0602] Cluster 1400 may be arranged in front of the steering wheel. Cluster 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn signal indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a tachometer, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0603] The central instrument panel 1500 may include a control panel on which keys for adjusting an audio device, an air conditioning device, and a seat heater are provided. The central instrument panel 1500 may be arranged at one side of the cluster 1400 .

[0604] The passenger seat instrument panel 1600 may be spaced apart from the cluster 1400, and the central instrument panel 1500 is disposed between the passenger seat instrument panel 1600 and the cluster 1400. In an embodiment, the cluster 1400 may be disposed to correspond to a driver's seat (not shown), and the passenger seat instrument panel 1600 may be disposed to correspond to a passenger seat (not shown). In an embodiment, the cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0605] In an embodiment, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In an embodiment, the display device 2 may be arranged between side window glasses 1100 facing each other. The display device 2 may be arranged on at least one of the cluster 1400, the central instrument panel 1500, and the passenger seat instrument panel 1600.

[0606] The display device 2 may include an organic light emitting display device, an inorganic EL display device, a quantum dot display device, etc. Hereinafter, an organic light emitting display device including a light emitting device according to an embodiment will be described as an example of the display device 2. However, various types of display devices as described above may be used in the embodiment.

[0607] Reference Fig. 6A , the display device 2 may be arranged on the central instrument panel 1500. In an embodiment, the display device 2 may display navigation information. In an embodiment, the display device 2 may display information about audio settings, video settings, or vehicle settings.

[0608] Reference Figure 6B , the display device 2 may be arranged on the cluster 1400. When the display device 2 is arranged on the cluster 1400, the cluster 1400 may display driving information, etc. through the display device 2. For example, the cluster 1400 may digitally implement driving information, etc. The cluster 1400 may display vehicle information and driving information as images. For example, the pointer and range of a tachometer and various warning lights or icons may be displayed through digital signals.

[0609] Reference Figure 6C , the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display an image related to the information displayed on the cluster 1400 and / or the information displayed on the central instrument panel 1500. In an embodiment, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the cluster 1400 and / or the information displayed on the central instrument panel 1500.

[0610] [Manufacturing method]

[0611] A layer constituting a hole transport region, an emission layer, and a layer constituting an electron transport region may be formed in a selected region by using various methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, laser induced thermal imaging, etc.

[0612] When the layer constituting the hole transport region, the emission layer, and the layer constituting the electron transport region are formed by vacuum deposition, the deposition temperature may be in the range of about 100° C. to about 500° C. ... -8 About 10 -3 The vacuum degree is within the range of torr and is about / second to about The vacuum deposition is performed at a deposition rate in the range of 200 Å / s.

[0613] [Definition of terms]

[0614] As used herein, the term "C 3 -C 60 A "carbocyclic group" may be a cyclic group consisting only of carbon atoms as ring atoms and having 3 to 60 carbon atoms. As used herein, the term "C 1 -C 60 The "heterocyclic group" may be a ring group having 1 to 60 carbon atoms and having at least one heteroatom as a ring-constituting atom in addition to the carbon atoms. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic group may be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are condensed with each other. 1 -C 60 The number of ring-forming atoms in the heterocyclic group may be 3 to 61.

[0615] As used herein, the term "cyclic group" may be a C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0616] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" as used herein may be a cyclic group having 3 to 60 carbon atoms and may not include *-N=*' as a ring-forming part. 1 -C 60 The "cyclic group" may be a heterocyclic group having 1 to 60 carbon atoms and may include *-N=*' as a ring-forming portion.

[0617] In an embodiment,

[0618] C 3 -C 60The carbocyclic group may be a T1 group or a group in which two or more T1 groups are condensed with each other (for example, a cyclopentadiene group, an adamantane group, a norbornane group, a phenyl group, a pentalene group, a naphthalene group, an azulene group, an indacene group, an acenaphthene group, a phenanthrenyl group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, a benzophenone group, a fluorene group, a spirobifluorene group, a benzofluorene group, an indenophenanthrene group or an indenoanthracene group),

[0619] C 1 -C 60 The heterocyclic group may be a T2 group, a group in which at least two T2 groups are condensed with each other, or a group in which at least one T2 group and at least one T1 group are condensed with each other (for example, a pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzisoindole group, a naphthoisoindole group, a benzothiorrole group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiorrole group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiorrolecarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthosilole group, a benzofuranodibenzofuran group, a benzofuranodibenzothiophene group, a benzothiophene and a benzothiophene group). dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.),

[0620] Pi-electron-rich C 3 -C 60 The cyclic group may be a T1 group, a group in which two or more T1 groups are condensed with each other, a T3 group, a group in which two or more T3 groups are condensed with each other, or a group in which at least one T3 group and at least one T1 group are condensed with each other (e.g., C3 -C 60 a carbocyclic group, a 1H-pyrrole group, a thiol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzothiol group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiol group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiololcarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthothiol group, a benzofuranodibenzofurano group, a benzofuranodibenzothiophene group, a benzothiophenodibenzothiophene group, and the like),

[0621] π-electron-poor nitrogen-containing C 1 -C 60 The cyclic group may be a T4 group, a group in which at least two T4 groups are condensed with each other, a group in which at least one T4 group and at least one T1 group are condensed with each other, a group in which at least one T4 group and at least one T3 group are condensed with each other, or a group in which at least one T4 group, at least one T1 group, and at least one T3 group are condensed with each other (for example, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group, a benzoxazole group, a benzisoxazole group, (including benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group, azadibenzofuran group, etc.).

[0622] The T1 group may be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane) group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group or a phenyl group,

[0623] The T2 group can be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group, a borocyclopentadiene group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidinyl group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group or a dihydropyridazine group,

[0624] The T3 group may be a furan group, a thiophene group, a 1H-pyrrole group, a thiole group or a borole group, and

[0625] The T4 group can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group or a tetrazine group.

[0626] As used herein, the terms "cyclic group", "C 3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 Ring-based" and "π-electron-poor nitrogen-containing C 1 -C 60 The "cyclic group" may be a group condensed with any cyclic group, a monovalent group or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of the formula used for the corresponding term. In an embodiment, the "phenyl group" may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by a person of ordinary skill in the art based on the structure of the formula including the "phenyl group".

[0627] Unit Price C 3 -C 60 Carbocyclic or monovalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group. 3 -C 60 Carbocyclic or divalent C 1 -C 60 Examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 heteroarylene groups, divalent non-aromatic condensed polycyclic groups and divalent non-aromatic condensed heteropolycyclic groups.

[0628] As used herein, the term "C 1 -C 60 The "alkyl" may be a linear or branched monovalent aliphatic saturated hydrocarbon group having 1 to 60 carbon atoms, and C 1 -C 60 Examples of alkyl groups may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, and tert-decyl. As used herein, the term “C 1 -C 60 The "alkylene group" may be a 1 -C 60 Alkyl groups are divalent groups of substantially the same structure.

[0629] As used herein, the term "C 2 -C 60 The "alkenyl" may be in C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end thereof, and C 2 -C 60 Examples of alkenyl groups may include ethenyl, propenyl, butenyl, etc. As used herein, the term “C 2 -C 60The "alkenylene" may be a 2 -C 60 Alkenyl is a divalent group of substantially the same structure.

[0630] As used herein, the term "C 2 -C 60 The "alkynyl" may be in C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end thereof, and C 2 -C 60 Examples of alkynyl groups may include ethynyl, propynyl, and the like. 2 -C 60 The "alkynylene group" may be a 2 -C 60 Alkynyl is a divalent group of substantially the same structure.

[0631] As used herein, the term "C 1 -C 60 The "alkoxy" may be -O(A 101 )(Among them, A 101 Can be C 1 -C 60 Alkyl) represented by a monovalent group, C 1 -C 60 Examples of the alkoxy group may include methoxy, ethoxy, isopropoxy, and the like.

[0632] As used herein, the term "C 3 -C 10 The "cycloalkyl" may be a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, C 3 -C 10 Examples of cycloalkyl groups may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, and the like. As used herein, the term “cycloalkyl” may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, bicyclo[2.2.2]octyl, and the like. 3 -C 10 The "cycloalkylene" may be a 3 -C 10 Cycloalkyl is a divalent group of substantially the same structure.

[0633] As used herein, the term "C 1 -C 10 The "heterocycloalkyl group" may be a monovalent ring group having 1 to 10 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to carbon atoms, 1 -C 10Examples of heterocycloalkyl groups may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrothienyl, and the like. 1 -C 10 The "heterocycloalkylene" may be a 1 -C 10 Heterocycloalkyl is a divalent group of substantially the same structure.

[0634] As used herein, the term "C 3 -C 10 The cycloalkenyl group may be a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring structure and having no aromaticity. 3 -C 10 Examples of cycloalkenyl groups may include cyclopentenyl, cyclohexenyl, cycloheptenyl, and the like. As used herein, the term “cycloalkenyl” 3 -C 10 The "cycloalkenylene" may be a 3 -C 10 Cycloalkenyl is a divalent group of substantially the same structure.

[0635] As used herein, the term "C 1 -C 10 The "heterocycloalkenyl group" may be a monovalent cyclic group having 1 to 10 carbon atoms, including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and having at least one double bond (e.g., carbon-carbon double bond) in its ring structure. 1 -C 10 Examples of heterocycloalkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, 2,3-dihydrothienyl, and the like. As used herein, the term “C 1 -C 10 The "heterocycloalkenylene" may be a 1 -C 10 Heterocycloalkenyl is a divalent group of substantially the same structure.

[0636] As used herein, the term "C 6 -C 60 The term "aryl" may be a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein, the term "C 6 -C 60 The "arylene group" may be a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Examples of the aryl group may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, heptaphenyl, tetraphenyl, peryl, hexaphenyl, pentyl, rubidinyl, coryl, ovaphenyl, etc. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the corresponding two or more rings may be condensed with each other.

[0637] As used herein, the term "C 1 -C 60 The term "heteroaryl" as used herein may be a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 The "heteroarylene group" may be a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a ring-forming atom in addition to the carbon atoms. 1 -C 60 Examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the corresponding two or more rings may be condensed with each other.

[0638] The term "monovalent non-aromatic condensed polycyclic radical" as used herein may be a monovalent group having two or more rings condensed to each other, only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring atoms, and having no aromaticity as a whole in its molecular structure. Examples of monovalent non-aromatic condensed polycyclic radicals may include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, indenoanthryl, etc. The term "divalent non-aromatic condensed polycyclic radical" as used herein may be a divalent group having substantially the same structure as the above-mentioned monovalent non-aromatic condensed polycyclic radical.

[0639] The term “monovalent non-aromatic condensed heteropolycyclic group” as used herein may be a monovalent group having two or more rings condensed to each other, including at least one heteroatom as a ring-constituting atom in addition to carbon atoms (for example, having 1 to 60 carbon atoms), and not having aromaticity in its molecular structure as a whole. Examples of the monovalent non-aromatic condensed heteropolycyclic group may include a pyrrolyl group, a thienyl group, a furyl group, an indolyl group, a benzindolyl group, a naphthoindolyl group, an isoindolyl group, a benzisoindolyl group, a naphthoisoindolyl group, a benzothioyl group, a benzofuranyl group, a carbazolyl group, a dibenzothioyl group, a dibenzothioyl group, a dibenzofuranyl group, an azacarbazolyl group, an azafluorenyl group, an azadibenzothioyl group, an azadibenzothioyl group, an azadibenzofuranyl group, a pyrazolyl group, an imidazolyl group, a triazolyl group, a tetrazolyl group, an oxazolyl group, an isoxazolyl group, a thiazolyl group, an isothiazolyl group, an oxadiazolyl group, a thiadiazolyl group The term "divalent non-aromatic condensed heteropolycyclic group" as used herein may be a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group described above.

[0640] As used herein, the term "C 6 -C 60 The "aryloxy" may be -O(A 102 ) represented by a group (wherein A 102 Can be C 6 -C 60 aryl), and as used herein the term "C 6 -C 60 The "arylthio" group can be -S(A 103 ) represented by a group (wherein A 103 Can be C 6 -C 60 aryl).

[0641] As used herein, the term "C 7 -C 60 The "arylalkyl" group may be -(A 104 )(A 105 ) represented by a group (wherein A 104 Can be C 1 -C 54 Alkylene, and A 105 Can be C6 -C 59 aryl), and as used herein the term "C 2 -C 60 "Heteroarylalkyl" can be -(A 106 )(A 107 ) represented by a group (wherein A 106 Can be C 1 -C 59 Alkylene, and A 107 Can be C 1 -C 59 heteroaryl).

[0642] In the specification, the group "R 10a ” can be:

[0643] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0644] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0645] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 heteroarylalkyl; or

[0646] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31) or -P(=O)(Q 31 )(Q 32 ).

[0647] In the manual, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can all independently be:

[0648] hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; or none of them or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroarylalkyl.

[0649] The term "heteroatom" as used herein may be any atom other than a carbon atom or a hydrogen atom. Examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0650] The term “third row transition metal” as used herein may be Hf, Ta, W, Re, Os, Ir, Pt, Au, etc.

[0651] The term "Ph" as used herein refers to phenyl, the term "Me" as used herein refers to methyl, the term "Et" as used herein refers to ethyl, the terms "tert-Bu", "tBu" or "Bu" as used herein refer to ethyl. t ” refers to tert-butyl, and the term “OMe” as used herein refers to methoxy.

[0652] As used herein, the term "biphenyl" may be "phenyl substituted with phenyl". For example, "biphenyl" may be a phenyl having C6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0653] As used herein, the term "terphenyl" may be a "phenyl group substituted with a biphenyl group". For example, a "terphenyl group" may be a phenyl group substituted with a C 6 -C 60 Aryl C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0654] In the specification, unless otherwise defined, the symbols * and *' as used herein refer to the binding sites with adjacent atoms in the corresponding formula or moiety.

[0655] In the specification, the terms "x-axis", "y-axis" and "z-axis" are not limited to the three axes in an orthogonal coordinate system (e.g., a Cartesian coordinate system), and can be interpreted in a broader sense than the above three axes in the orthogonal coordinate system. For example, the x-axis, y-axis and z-axis can describe axes that are orthogonal to each other, or can describe axes in different directions that are not orthogonal to each other.

[0656] Hereinafter, the compound according to the embodiment and the light emitting device according to the embodiment will be described in detail with reference to the following synthesis examples and examples. The phrase "using B instead of A" used in describing the synthesis examples means using the same molar equivalent of B instead of A.

[0657] [Example]

[0658] Synthesis Example 1 (Compound 23)

[0659]

[0660] 1) Synthesis of Intermediate 23-1

[0661] N1-phenylbenzene-1,2-diamine (1.0 equivalent) and 2-chloro-6-methoxypyridine (4 equivalents) were dissolved in a Schlenk tube and stirred at 170° C. for 72 hours to obtain a reaction product. The reaction product was cooled to room temperature and treated with NaHCO 3 The organic layer was obtained by subjecting it to three extraction processes using dichloromethane (MC) and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize Intermediate 23-1 (yield 72%).

[0662] 2) Synthesis of Intermediate 23-2

[0663] Intermediate 23-1 (1.0 equivalent) and phenylboronic acid (2.5 equivalent) were dissolved in toluene and stirred under reflux for 24 hours to obtain a reaction product. The reaction product was cooled at room temperature and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried with anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 23-2 (yield 79%).

[0664] 3) Synthesis of Intermediate 23-3

[0665] Intermediate 23-2 (1.0 equiv.) was dissolved in MC, and BBr was slowly added thereto. 3 DCM solution (2 equivalents). After stirring at room temperature for 2 hours, NaOH was dissolved in distilled water to adjust the pH of the reaction product to 7. The solvent was removed from it by reduced pressure distillation at 8 mbar, and an organic layer was obtained by three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 23-3 (yield 75%).

[0666] 4) Synthesis of Intermediate 23-4

[0667] Intermediate 23-3 (1.0 equivalent), 2-bromo-4-chloro-1-(methyl-d3)benzene (2 equivalents), CuI (0.05 equivalents) and 2-picolinic acid (0.10 equivalents) were dissolved in DMSO and stirred at 100°C for 3 hours to obtain a reaction product. The reaction product was cooled to room temperature and subjected to three extraction processes using ethyl acetate and water to obtain an organic layer. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 23-4 (yield 80%).

[0668] 5) Synthesis of Intermediate 23-5

[0669] Intermediate 23-4 (1.0 equivalent), N1-(3-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl-2",3",4",5",6"-d5)benzene-1,2-diamine (1.0 equivalent), Pd 2 (dba) 3(tris(dibenzylideneacetone)dipalladium(0), 0.05 eq.), Xphos(2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 0.10 eq.) and sodium tert-butoxide (NaOtBu, 2.0 eq.) were dissolved in toluene (0.1 M) and stirred at 110° C. for 2 hours to obtain a reaction product. The reaction product was cooled at room temperature and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to an extraction process three times using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 23-5 (yield 75%).

[0670] 6) Synthesis of Intermediate 23-6

[0671] Intermediate 23-5 (1.0 equivalent) was dissolved in triethyl orthoformate (30 equivalents), and 37% DCl (1.5 equivalents) was added thereto. The mixed solution was stirred at 80°C overnight to obtain a reaction product. The reaction product was cooled at room temperature, and the triethyl orthoformate in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: methanol) to synthesize intermediate 23-6 (yield 90%).

[0672] 7) Synthesis of Compound 23

[0673] Intermediate 23-6 (1.0 equivalent), potassium chloroplatinate (K 2 PtCl 4 , 1.1 equivalents) and 2,6-lutidine (4.0 equivalents) were dissolved in 1,2-dichlorobenzene (o-DCB, 0.05M) and stirred at 120°C for 18 hours under nitrogen conditions to obtain a reaction product. The reaction product was cooled at room temperature and 1,2-dichlorobenzene in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using dichloromethane and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize compound 23 (yield 49%).

[0674] ESI-LCMS:[M]+:C 59 H 38 D 8 BN 5 OPt,1055.2

[0675] Synthesis Example 2 (Compound 84)

[0676]

[0677] Synthesis of compound 84

[0678] Compound 84 (yield 51%) was synthesized in the same manner as in Synthesis Example 1, except that 2-chloro-6-methoxy-4-(methyl-d3)pyridine, 3',5'-dibromo-2-(methyl-d3)-1,1'-biphenyl and N1-(3,5-di-tert-butyl-5'-(methyl-d3)-[1,1':3',1"-terphenyl]-2'-yl-2",3",4",5",6"-d5)benzene-1,2-diamine were used instead of 2-chloro-6-methoxypyridine, 2-bromo-4-chloro-1-(methyl-d3)benzene and N1-(3-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl-2",3",4",5",6"-d5)benzene-1,2-diamine, respectively.

[0679] ESI-LCMS:[M]+:C 71 H 48 D 14 BN 5 OPt,1221.4

[0680] Synthesis Example 3 (Compound 172)

[0681]

[0682] Synthesis of compound 172

[0683] Compound 172 (yield 63%) was synthesized in the same manner as in Synthesis Example 1, except that 9H-carbazole-1-amine, 2-chloro-6-methoxy-4-[(2-methyl-d3)phenyl]pyridine, 1,3-dibromobenzene and N1-(5'-(tert-butyl)-[1,1':3',1":3",1"'-tetraphenyl]-2'-yl)benzene-1,2-diamine were used instead of N1-phenylbenzene-1,2-diamine, 2-chloro-6-methoxypyridine, 2-bromo-4-chloro-1-(methyl-d3)benzene and N1-(3-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-yl-2",3",4",5",6"-d5)benzene-1,2-diamine, respectively.

[0684] ESI-LCMS:[M]+:C 71 H 49 D 3 BN 5 OPt,1200.3

[0685] Synthesis Example 4 (Compound 240)

[0686]

[0687] 1) Synthesis of Intermediate 240-1

[0688] 1-Bromo-2-(methyl-d3)benzene-3,4,5,6-d4 (1.0 equivalent), 6-chloro-2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1.2 equivalent), CX31 Umicore (0.05 equivalent), potassium carbonate (K 2 CO 3 ), bis(pinacolato)diboron (1.5 equiv.) and potassium acetate (3 equiv.) were dissolved in 1,4-dioxane:H 2 O (3: 1), and stirred overnight at 100 ° C to obtain a reaction product. The reaction product was cooled at room temperature, and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-1 (yield 74%).

[0689] 2) Synthesis of Intermediate 240-2

[0690] Intermediate 240-1 (1.0 equivalent), benzene-1,2-diamine (1.0 equivalent), Pd 2 (dba) 3 (tris(dibenzylideneacetone)dipalladium(0), 0.05 eq.), Xphos(2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 0.10 eq.) and sodium tert-butoxide (2.0 eq.) were dissolved in toluene (0.1 M), and stirred at 90° C. for 8 hours to obtain a reaction product. The reaction product was cooled at room temperature, and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to an extraction process three times using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-2 (yield 73%).

[0691] 3) Synthesis of Intermediate 240-3

[0692] Intermediate 240-2 (1.0 equivalent) and (2'-fluoro-[1,1'-biphenyl]-2-yl)boric acid (2.5 equivalent) were dissolved in toluene and stirred under reflux for 24 hours to obtain a reaction product. The reaction product was cooled at room temperature, and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-3 (yield 79%).

[0693] 4) Synthesis of Intermediate 240-4

[0694] Intermediate 240-3 (1.0 equivalent) and tripotassium phosphate (K 3 PO 4 , 3.0 equivalents) was dissolved in DMF and stirred at 150°C overnight to obtain a reaction product. The reaction product was cooled at room temperature and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-4 (yield 67%).

[0695] 5) Synthesis of Intermediate 240-5

[0696] Intermediate 240-4 (1.0 eq.) was dissolved in MC, and BBr was slowly added thereto. 3 DCM solution (2 equivalents). After stirring at room temperature for 2 hours, NaOH was dissolved in distilled water to adjust the pH of the reaction product to 7. The solvent was removed from it by reduced pressure distillation at 8 mbar, and an organic layer was obtained by three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-5 (yield 69%).

[0697] 6) Synthesis of Intermediate 240-6

[0698] Intermediate 240-5 (1.0 equivalent), 2-bromo-4-chloro-1-(methyl-d3)benzene (2 equivalents), CuI (0.05 equivalents) and 2-picolinic acid (0.10 equivalents) were dissolved in DMSO and stirred at 100°C for 3 hours to obtain a reaction product. The reaction product was cooled to room temperature and subjected to three extraction processes using ethyl acetate and water to obtain an organic layer. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-6 (yield 74%).

[0699] 7) Synthesis of Intermediate 240-7

[0700] Intermediate 240-6 (1.0 equivalent), N1-(3,5-di-tert-butyl-[1,1':3',1"-terphenyl]-2'-yl-2",3",4",5",6"-d5)benzene-1,2-diamine (1.0 equivalent), Pd 2 (dba) 3(tris(dibenzylideneacetone)dipalladium(0), 0.05 eq.), Xphos(2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 0.10 eq.) and sodium tert-butoxide (2.0 eq.) were dissolved in toluene (0.1 M), and stirred at 110° C. for 2 hours to obtain a reaction product. The reaction product was cooled at room temperature, and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to an extraction process three times using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 240-7 (yield 68%).

[0701] 8) Synthesis of Intermediate 240-8

[0702] Intermediate 240-7 (1.0 equivalent) was dissolved in triethyl orthoformate (30 equivalents), and 37% DCl (1.5 equivalents) was added thereto. The mixed solution was stirred at 80°C overnight to obtain a reaction product. The reaction product was cooled at room temperature, and the triethyl orthoformate in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: methanol) to synthesize intermediate 240-8 (yield 86%).

[0703] 9) Synthesis of Compound 240

[0704] Intermediate 240-8 (1.0 equivalent), potassium chloroplatinate (II) (1.1 equivalent) and 2,6-lutidine (4.0 equivalent) were dissolved in 1,2-dichlorobenzene (0.05M) and stirred at 120°C for 18 hours under nitrogen to obtain a reaction product. The reaction product was cooled at room temperature and 1,2-dichlorobenzene in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using dichloromethane and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize compound 240 (yield 58%).

[0705] ESI-LCMS:[M]+:C 70 H 43 D 15 BN 5 OPt,1206.5

[0706] Synthesis Example 5 (Compound 366)

[0707]

[0708] 1) Synthesis of intermediate 366-1

[0709] 1,2-Dibromo-3-iodobenzene (1.0 equiv), (2-fluorophenyl)boronic acid (1.0 equiv), CX31 Umicore (0.05 equiv) and potassium carbonate (2 equiv) were dissolved in dioxane:H 2 O 0.2M (3: 1) solution, and stirred at 100 ° C overnight. The solvent was removed therefrom by distillation under reduced pressure at 8 mbar, and an organic layer was obtained by subjecting it to three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize Intermediate 366-1 (yield 67%).

[0710] 2) Synthesis of Intermediate 366-2

[0711] Intermediate 366-1 (1.0 equiv), (2-fluoro-6-methoxypyridin-3-yl)boronic acid (1.2 equiv), CX31Umicore (0.05 equiv) and potassium carbonate (2 equiv) were dissolved in dioxane:H 2 O 0.2M (3: 1) solution, and stirred at 100 ° C overnight. The solvent was removed therefrom by distillation under reduced pressure at 8 mbar, and an organic layer was obtained by subjecting it to three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize Intermediate 366-2 (yield 75%).

[0712] 3) Synthesis of intermediate 366-3

[0713] Intermediate 366-2 (1.0 equivalent) was dissolved in tetrahydrofuran (THF) and stirred at -78°C for 30 minutes. n-Butyl lithium solution (n-BuLi, 2 equivalents, 2.5M in hexane) was slowly added thereto and stirred at -78°C for 2 hours. Trimethyl borate (B(OMe)) was added thereto at -78°C. 3 , 5 equivalents), and stirred at room temperature (RT) for 20 hours. 1M HCl was added thereto to adjust the pH of the resulting solution to 7. The solvent was removed therefrom by reduced pressure distillation at 8 mbar, and an organic layer was obtained by subjecting it to three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-3 (yield 75%).

[0714] 4) Synthesis of Intermediate 366-4

[0715] Intermediate 366-3 (1.0 equivalent) and o-phenylenediamine (1.0 equivalent) were dissolved in toluene and stirred under reflux for 24 hours to obtain a reaction product. The reaction product was cooled at room temperature and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-4 (yield 63%).

[0716] 5) Synthesis of Intermediate 366-5

[0717] Intermediate 366-4 (1.0 equivalent) and tripotassium phosphate (3.0 equivalent) were dissolved in DMF and stirred at 150°C for 12 hours to obtain a reaction product. The reaction product was cooled at room temperature and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-5 (yield 75%).

[0718] 6) Synthesis of Intermediate 366-6

[0719] Intermediate 366-5 (1.0 equiv.) was dissolved in MC, and BBr was slowly added thereto. 3 DCM solution (2 equivalents). After stirring at room temperature for 2 hours, NaOH was dissolved in distilled water to adjust the pH of the reaction product to 7. The solvent was removed from it by reduced pressure distillation at 8 mbar, and an organic layer was obtained by three extraction processes using ethyl acetate and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-6 (yield 66%).

[0720] 7) Synthesis of Intermediate 366-7

[0721] Intermediate 366-6 (1.0 equivalent), 2-bromo-4-chloro-2'-(2-methylpropyl-1,1-d2)-1,1'-biphenyl (2 equivalents), CuI (0.05 equivalents), K 3 PO 4 (2 equivalents) and 2-picolinic acid (0.10 equivalents) were dissolved in DMSO and stirred at 100°C for 3 hours to obtain a reaction product. The reaction product was cooled to room temperature and subjected to three extraction processes using ethyl acetate and water to obtain an organic layer. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-7 (yield 73%).

[0722] 8) Synthesis of Intermediate 366-8

[0723] Intermediate 366-7 (1.0 equivalent), N1-(5',5"-di-tert-butyl-[1,1':3',1":3",1"'-quadrphenyl]-2'-yl)benzene-1,2-diamine (1.0 equivalent), Pd 2 (dba) 3 (tris(dibenzylideneacetone)dipalladium(0), 0.05 eq.), Xphos(2-dicyclohexylphosphine-2',4',6'-triisopropylbiphenyl, 0.10 eq.) and sodium tert-butoxide (2.0 eq.) were dissolved in toluene (0.1 M), and stirred at 110° C. for 2 hours to obtain a reaction product. The reaction product was cooled at room temperature, and the solvent was removed therefrom by distillation under reduced pressure at 8 mbar. An organic layer was obtained by subjecting it to an extraction process three times using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize intermediate 366-8 (yield 86%).

[0724] 9) Synthesis of Intermediate 366-9

[0725] Intermediate 366-8 (1.0 equivalent) was dissolved in triethyl orthoformate (30 equivalents), and 37% DCl (1.5 equivalents) was added thereto. The mixed solution was stirred at 80°C overnight to obtain a reaction product. The reaction product was cooled at room temperature, and the triethyl orthoformate in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using MC and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: methanol) to synthesize intermediate 366-9 (yield 92%).

[0726] 10) Synthesis of Compound 366

[0727] Intermediate 366-9 (1.0 equivalent), potassium chloroplatinate (II) (1.1 equivalent) and 2,6-lutidine (4.0 equivalent) were dissolved in 1,2-dichlorobenzene (0.05M) and stirred at 120°C for 18 hours under nitrogen to obtain a reaction product. The reaction product was cooled at room temperature and 1,2-dichlorobenzene in the reaction product was concentrated. An organic layer was obtained by subjecting it to three extraction processes using dichloromethane and water. The organic layer thus obtained was dried over anhydrous magnesium sulfate, concentrated and subjected to column chromatography (MC: n-hexane) to synthesize compound 366 (yield 53%).

[0728] ESI-LCMS:[M]+:C 78 H 62 D 2 BN 5 OPt,1295.5

[0729] For the compounds synthesized in Synthesis Examples 1 to 5, high resolution mass spectra (HR-MS) were measured, and the results are shown in Table 1. In addition to the compounds synthesized in Synthesis Examples 1 to 5, those skilled in the art can easily recognize synthesis methods of other compounds by referring to the synthesis routes and raw materials.

[0730] [Table 1]

[0731]

[0732] [Evaluation Example 1]

[0733] The LUMO, HOMO, band gap, maximum emission wavelength (λ) of the compounds of Synthesis Examples 1 to 5 were measured by using the methods described in Table 2 below. max )and 3 MLCT values, and the results are shown in Table 3 below.

[0734] [Table 2]

[0735]

[0736]

[0737] [Table 3]

[0738] Compound HOMO(eV) LUMO(eV) Bandgap(eV) <![CDATA[λ max (nm)]]> <![CDATA[ 3 MLCT(%)]]> 23 -5.27 -2.13 3.14 484 13.1 84 -5.23 -2.17 3.06 487 12.8 172 -5.3 -2.19 3.11 482 12.3 240 -5.32 -2.24 3.08 485 13.7 366 -5.28 -2.21 3.07 489 12.2

[0739] Example 1

[0740] As an anode, a 15Ω / cm 2 A glass substrate of ITO (product of Corning Inc.) was cut into a size of 50 mm×50 mm×0.7 mm, cleaned by ultrasonic treatment with isopropyl alcohol and pure water for 5 minutes each, irradiated with ultraviolet rays and exposed to ozone for 30 minutes, and mounted on a vacuum deposition apparatus.

[0741] 2-TNATA was vacuum deposited on the anode to form A hole injection layer having a thickness of 1000 Å was formed, and 4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, referred to as “NPB”) was vacuum deposited on the hole injection layer to form a The hole transport layer has a thickness of .

[0742] Compound DFD29 as a dopant, compound HTH32 and compound ETH68 (weight ratio of 5:5) as a mixed host, and compound 23 as a sensitizer were vacuum deposited on the hole transport layer to form a The weight ratio of the host, dopant and sensitizer in the emission layer is adjusted to 85:14:1.

[0743] ETH17' is vacuum deposited on the emission layer to form A hole blocking layer with a thickness of 1000 mm was formed, and Alq was vacuum deposited on the hole blocking layer. 3 To form a An electron transport layer with a thickness of , LiF is vacuum deposited on the electron transport layer to form a An electron injection layer having a thickness of , and Al is vacuum deposited on the electron injection layer to form a A cathode with a thickness of is formed, thereby completing the manufacture of the light-emitting device.

[0744]

[0745] [Example 2 to Example 5 and Comparative Example 1 to Comparative Example 4]

[0746] The light-emitting devices of Examples 2 to 5 and Comparative Examples 1 to 4 were each manufactured in the same manner as in Example 1, except that Compound 84, Compound 172, Compound 240 and Compound 366 and Comparative Example Compound 1 to Comparative Example Compound 4 were respectively used instead of Compound 23 when forming the emission layer in Example 1.

[0747]

[0748] [Comparative Example Compound 1]

[0749]

[0750] [Comparative Example Compound 2]

[0751]

[0752] [Comparative Example Compound 3]

[0753]

[0754] [Comparative Example Compound 4]

[0755]

[0756] [Evaluation Example 2]

[0757] In order to evaluate the characteristics of the light emitting devices manufactured according to Examples 1 to 5 and Comparative Examples 1 to 4, the current at 10 mA / cm 2The driving voltage and efficiency at the current density of , and the results are shown in Table 4. The driving voltage of each of the light-emitting devices was measured by using a source meter (Keithley Instrument Inc., 2400 series), and the maximum quantum efficiency of each of the light-emitting devices was measured using an external quantum efficiency measurement device C9920-2-12 of Hamamatsu Photonics Inc. When evaluating the maximum quantum efficiency, the brightness / current density was measured by using a luminance meter calibrated for wavelength sensitivity, and the maximum quantum efficiency was converted by assuming the introduction of an angular brightness distribution (Lambertian) of a perfect reflection diffuser. In order to measure the lifetime (LT95) of the light-emitting device, the time required to reach 95% of the initial brightness was calculated.

[0758] [Table 4]

[0759]

[0760]

[0761] According to the embodiment, the use of the organometallic compound may enable manufacturing of a light emitting device having high efficiency and long lifetime and a high-quality electronic device including the light emitting device.

[0762] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in connection with an embodiment may be used alone or in combination with features, characteristics, and / or elements described in connection with other embodiments, unless expressly noted otherwise. Accordingly, one of ordinary skill in the art will appreciate that various changes in form and detail may be made without departing from the spirit and scope of the disclosure as set forth in the claims.

Claims

1. A light emitting device, comprising: a first electrode; a second electrode, facing the first electrode; as well as an intermediate layer, located between the first electrode and the second electrode and including an emission layer, Wherein, the light-emitting device further comprises an organic metal compound represented by Formula 1: [Formula 1] Among them, in formula 1, M is platinum, iridium, palladium, cobalt, gold, nickel, silver or copper, CY1, CY2, CY4, Ar1 and Ar2 are independently unsubstituted or substituted with at least one R 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, CY3 is unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, X1, X2 and X4 are all C, X3 is N, Y1 is N(R6), C(R6)(R7), Si(R6)(R7), S or O, T1 to T3 are each independently a single bond, *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-Ge(R8)(R9)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*' or *-C(=S)-*', n1 to n3 are each independently an integer from 0 to 4, When n1 is 0, T1 does not exist. When n2 is 0, T2 does not exist. When n3 is 0, T3 does not exist. a1 to a4 are each independently an integer from 1 to 6, R1 to R9 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C2-C 60 heteroarylalkyl, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1), or -P(═O)(Q1)(Q2), R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 Heteroarylalkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or a combination thereof C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 Heteroarylalkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or a combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; Br; -I; hydroxyl; cyano; nitro; or are unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C2-alkyl alkyl, phenyl, biphenyl or a combination thereof 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. The light emitting device according to claim 1, wherein: The first electrode is an anode, The second electrode is a cathode, The intermediate layer further comprises: a hole transport region located between the first electrode and the emission layer; and an electron transport region located between the emission layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or a combination thereof, and The electron transport region includes a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or a combination thereof.

3. The light emitting device according to claim 1, wherein: The intermediate layer includes the organic metal compound.

4. The light emitting device according to claim 1, wherein: The emission layer includes the organic metal compound.

5. The light emitting device according to claim 1, wherein: The emission layer includes a host, a dopant and a sensitizer, and The sensitizer includes the organometallic compound. 6 . An electronic device comprising the light emitting device according to claim 1 .

7. The electronic device according to claim 6, further comprising: Color filters, color conversion layers, touch screen layers, polarizing layers, or combinations thereof. 8 . An electronic device comprising the light emitting device according to claim 1 .

9. The electronic device according to claim 8, wherein: The electronic device is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a tablet personal computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device or a sign.

10. An organometallic compound, the organometallic compound is represented by Formula 1: [Formula 1] in, In formula 1, M is platinum, iridium, palladium, cobalt, gold, nickel, silver or copper, CY1, CY2, CY4, Ar1 and Ar2 are independently unsubstituted or substituted with at least one R 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, CY3 is unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, X1, X2 and X4 are all C, X3 is N, Y1 is N(R6), C(R6)(R7), Si(R6)(R7), S or O, T1 to T3 are each independently a single bond, *-N(R8)-*', *-B(R8)-*', *-P(R8)-*', *-C(R8)(R9)-*', *-Si(R8)(R9)-*', *-Ge(R8)(R9)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*' or *-C(=S)-*', n1 to n3 are each independently an integer from 0 to 4, When n1 is 0, T1 does not exist. When n2 is 0, T2 does not exist. When n3 is 0, T3 does not exist. a1 to a4 are each independently an integer from 1 to 6, R1 to R9 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C2-C 60 heteroarylalkyl, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1), or -P(═O)(Q1)(Q2), R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 Heteroarylalkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or a combination thereof C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 Heteroarylalkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or a combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; Br; -I; hydroxyl; cyano; nitro; or are unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C1-C2-alkyl alkyl, phenyl, biphenyl or a combination thereof 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

11. The organometallic compound according to claim 10, wherein The organometallic compound includes at least one deuterium.

12. The organometallic compound according to claim 10, wherein M is Pt.

13. The organometallic compound according to claim 10, wherein CY3 is unsubstituted or substituted with at least one R 10a The pyrrole group, indole group, benzindole group, naphthoindole group, isoindole group, benzisoindole group, naphthoisoindole group, carbazole group, indenocarbazole group, indolocarbazole group, benzindolocarbazole group, benzocarbazole group, pyrazole group, imidazole group, triazole group, benzopyrazole group, benzimidazole group, indazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group or azafluorene group.

14. The organometallic compound according to claim 10, wherein The bond between X1 and M and the bond between X3 and M are both coordination bonds, and The bond between X2 and M and the bond between X4 and M are both covalent bonds.

15. The organometallic compound according to claim 10, wherein Y1 is S or O.

16. The organometallic compound according to claim 10, wherein The organometallic compound satisfies one of conditions 1 to 4: [Condition 1] n1 to n3 are all 0; [Condition 2] n1 is not 0, and n2 and n3 are both 0; [Condition 3] n2 is not 0, and n1 and n3 are both 0; and [Condition 4] Both n2 and n3 are not 0, and n1 is 0.

17. The organometallic compound according to claim 10, wherein The organometallic compound represented by Formula 1 is represented by one of Formulas 1-1 to 1-4: Among them, in Formula 1-1 to Formula 1-4, M, CY1 to CY4, Ar1, Ar2, X1 to X4, Y1, T1 to T3, n1 to n3, a1 to a4 and R1 to R5 are the same as defined in Formula 1.

18. The organometallic compound according to claim 10, wherein R5 is unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C6-C 60 Aryl or a combination thereof, phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, The invention may be substituted with any of the following: 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, 19. The organometallic compound according to claim 10, wherein R5 is a group represented by one of Formula 2-1 to Formula 2-3: Among them, in Formula 2-1 to Formula 2-3, R 51 To R 54 are independently the same as defined in R1 in reference formula 1, a51 and a53 are each independently an integer from 1 to 5, a52 is an integer from 1 to 3, a54 is an integer from 1 to 4, and * indicates the binding site with the adjacent nitrogen atom.

20. The organometallic compound according to claim 10, wherein The organometallic compound represented by Formula 1 is one of Compound 1 to Compound 384:

Images